Your browser's security settings have disabled Javascript, which is required to use this web site effectively.
Please alter your security settings. Click here to see how.
  • Locations
  • Dates
  • Price
  • Bedrooms / Sleeps
  • Proximity to Water
  • Exterior Amenities
  • Interior Amenities
  • Area Amenities
 
Advanced Options
Locations
Locations
+ multiple towns
Click on an area of the map in order to see it in more detail.
Click the magnifying glass to zoom out.
Click the magnifying glass to zoom out.
Click the magnifying glass to zoom out.
Click the magnifying glass to zoom out.
Click the magnifying glass to zoom out.
Click the magnifying glass to zoom out.
Click the magnifying glass to zoom out.
Dates
Dates
Nights in Your Stay
If you have flexible arrival and/or departure dates, put the first possible arrival date and last possible departure date in the date fields above. We'll search for your number of nights in between
By Week (compare up to 4 weeks)
Pick your season
Tell Us More About Your Trip (optional)
Number of Weeks
Starting On What Day?
Search and compare up to 4 weeks in one season
Only 4 weeks may be selected at one time.
By Entire Months
Number of months
Pick the starting month
  • August
    2018
  • September
    2018
  • October
    2018
  • November
    2018
  • December
    2018
  • January
    2019
  • February
    2019
  • March
    2019
  • April
    2019
  • May
    2019
  • June
    2019
  • July
    2019
  • August
    2019
  • September
    2019
  • October
    2019
  • November
    2019
  • December
    2019
  • January
    2020
  • February
    2020
  • March
    2020
  • April
    2020
  • May
    2020
Price
Price
Any
Bedrooms / Sleeps
Bedrooms / Sleeps
Bedrooms
Clear
Sleeps
+
Proximity to Water
Proximity to Water
  •  (½ mi. or less)
    * ½ mi. or less
     (½ mi. or less)
Exterior
Exterior
Interior
Interior
Area amenities
Area amenities
 

Oak Bluffs is known for its whimsical "gingerbread" houses, many of which were built in the nineteenth century. A popular family vacation area, Oak Bluffs has several public parks, including Ocean Park with its live music throughout the summer.

173 Vacation Properties in Oak Bluffs
A fee-based feature highlighting availability within the next 4 weeks.

Oak Bluffs vacation rentals that sleep 20

Oak Bluffs
ID 6696
9 BR
7 ½ baths
Sleeps 20
In-town Victorian, 9 Bedroom, 7.5 Bath, Walk to Beach
In-town Victorian, 9 Bedroom, 7.5 Bath, Walk to Beach
Distance to beach: 200 yards to Inkwell and Town Beach
Summer:
$5,000 - $9,000/wk
Off Season:
$4,000 - $5,000/wk

Oak Bluffs vacation rentals that sleep 18

East Chop-Oak Bluffs
ID 14646
8 BR
4 baths
Sleeps 18
Classic East Chop Beach House
Classic East Chop Beach House
Distance to beach: 300 ft to Jetty Beach
1 review read review
Summer:
$6,200 - $8,000/wk
Off Season:
$750 - $950/night
$4,000 - $6,500/wk

Oak Bluffs vacation rentals that sleep 15

Oak Bluffs
ID 11056
6 BR
2 ½ baths
Sleeps 15
Beach, Town, and Tennis -- Huge Renovated Home
Beach, Town, and Tennis -- Huge Renovated Home
Distance to beach: 3/10 mi to beach near Oak Bluffs Harbor
9 reviews read reviews
Summer:
$4,900 - $6,900/wk
Off Season:
$1,990 - $3,900/wk

Oak Bluffs vacation rentals that sleep 14

Oak Bluffs
ID 28960
7 BR
4 baths
Sleeps 14
Ocean Park Victorian Gem w/Ocean Views
Ocean Park Victorian Gem w/Ocean Views
Distance to beach: Inkwell Beach approx. 500 yards
1 review read review
OWNER SPECIAL:
Discounted rates and shorter stays available in September & October.
Summer:
$8,000 - $10,000/wk
Off Season:
$1,000/night
$4,000 - $7,500/wk
Oak Bluffs
ID 27190
7 BR
2 ½ baths
Sleeps 14
Beautiful Victorian: ''The Yellow House''
Beautiful Victorian: ''The Yellow House''
Distance to beach: Town/Inkwell Beach approx 100 yards
Summer:
$6,800 - $8,000/wk
Off Season:
$6,200 - $6,800/wk
Oak Bluffs
ID 24636
6 BR
2 ½ baths
Sleeps 14
Charming Victorian in Nashawena Park near Beach & Shops
Charming Victorian in Nashawena Park near Beach & Shops
Distance to beach: 5 minute walk to Inkwell Beach
Summer:
$6,950 - $7,500/wk
Off Season:
$5,000/wk
Oak Bluffs
ID 19801
Summer:
$4,500 - $6,000/wk
Off Season:
$4,000 - $5,000/wk

Oak Bluffs vacation rentals that sleep 13

Oak Bluffs
ID 24933
7 BR
2 baths
Sleeps 13
Charming Summer Cottage Close to Town, Harbor & Beach
Charming Summer Cottage Close to Town, Harbor & Beach
Distance to beach: Under 1/2 mile to the Jetty Beach
Summer:
$3,800 - $4,800/wk
Off Season:
$2,400 - $4,800/wk
East Chop
ID 28008
4 BR
3 ½ baths
Sleeps 13
Perfect East Chop Vacation Home! A/C & Great Location!
Perfect East Chop Vacation Home! A/C & Great Location!
Distance to beach: Jetty Beach, see link to info in house description
4 reviews read reviews
Summer:
$4,000 - $6,000/wk
Off Season:
$500/night
$2,000 - $3,200/wk

Oak Bluffs vacation rentals that sleep 12

Oak Bluffs
ID 27947
8 BR
2 ½ baths
Sleeps 12
Large Gingerbread Home, Walk to Town and Beach
Large Gingerbread Home, Walk to Town and Beach
Distance to beach: 2/10 to Inkwell Beach
Summer:
$4,400 - $6,200/wk
Off Season:
$3,900 - $4,400/wk
52 Church Avenue, Oak bluffs
ID 3416
7 BR
2 baths
Sleeps 12
Ideal quiet location 7 minutes' walk to Circuit Avenue
Ideal quiet location 7 minutes' walk to Circuit Avenue
Distance to beach: 5 min. to East Chop beach, 15 min. to Inkwell
Summer:
$3,500/wk
Off Season:
$3,500/wk
Oak Bluffs (East Chop)
ID 11709
6 BR
4 baths
Sleeps 12
NEW LAST MINUTE CANCELATION@ SHIP CAPTAIN'S BEACH HOUSE
NEW LAST MINUTE CANCELATION@ SHIP CAPTAIN'S BEACH HOUSE
Distance to beach: 5 minute bike ride to Sunny JETTY BEACH!
8 reviews read reviews
Summer:
$5,499 - $6,499/wk
Off Season:
$4,999 - $6,499/wk
Oak Bluffs
ID 29321
6 BR
3 ½ baths
Sleeps 12
Oak Bluffs Victorian Home Across from Inkwell Beach
Oak Bluffs Victorian Home Across from Inkwell Beach
Distance to beach: Across the street from Town/Inkwell Beach
1 review read review
Summer:
$5,500/wk
East Chop
ID 29641
6 BR
4 baths
Sleeps 12
Antique East Chop home just a short walk from beach and town
Antique East Chop home just a short walk from beach and town
Distance to beach: 1/2 mile to Jetty Beach or East Chop Beach Club
1 review read review
Summer:
$4,000 - $5,000/wk
Off Season:
$650 - $800/night
$4,000/wk
Highlands Section of East Chop
ID 8766
6 BR
2 baths
Sleeps 12
Oak Bluffs Harbor view...walk to town & beach
Oak Bluffs Harbor view...walk to town & beach
Distance to beach: 3/10 mile to public Jetty Beach
14 reviews read reviews
Summer:
$4,100/wk
Off Season:
$450 - $550/night
East Chop
ID 7484
6 BR
3 ½ baths
Sleeps 12
Seven bedroom Victorian with private beach access
Seven bedroom Victorian with private beach access
Distance to beach: Less than 10 minute walk to Oak Bluffs town beach
6 reviews read reviews
Summer:
$8,000 - $8,200/wk
Off Season:
$8,100/wk
East Chop
ID 23099
6 BR
4 ½ baths
Sleeps 12
Martha's Vineyard Family Compound on East Chop
Martha's Vineyard Family Compound on East Chop
Distance to beach: two tenths mile to Oak Bluffs Beach
Summer:
$3,500 - $4,500/wk
$15,000/mo
Off Season:
$2,500 - $3,500/wk
Oak Bluffs
ID 20727
6 BR
3 baths
Sleeps 12
Classic Victorian Steps Away from the ''Beach''
Classic Victorian Steps Away from the ''Beach''
Distance to beach: Just steps away to the Beach
Summer:
$6,000 - $10,500/wk
Off Season:
$5,000 - $7,000/wk
Oak Bluffs
ID 28357
6 BR
4 ½ baths
Sleeps 12
Beautiful, Newly Renovated, Spacious 6 BR Home
Beautiful, Newly Renovated, Spacious 6 BR Home
Distance to beach: 3 miles to Oak Bluffs Town Beach
3 reviews read reviews
Summer:
$8,500/wk
Off Season:
$7,500 - $8,500/wk
East Chop
ID 29238
Summer:
$1,200 - $2,000/night
$8,000 - $10,000/wk
Off Season:
$1,000 - $1,500/night
$6,000 - $8,000/wk
Oak Bluffs
ID 27904
Summer:
$905 - $1,350/night
$5,213 - $8,606/wk
Off Season:
$536 - $918/night
$4,068 - $5,932/wk
Oak Bluffs
ID 26970
5 BR
2 ½ baths
Sleeps 12
Tri-Level Home in Private Comm., Assoc. Dock & Tennis, AC
Tri-Level Home in Private Comm., Assoc. Dock & Tennis, AC
Distance to beach: 3 miles to Joseph Sylvia State Beach
Summer:
$4,050 - $5,950/wk
Off Season:
$2,750 - $4,050/wk
Oak Bluffs
ID 30770
5 BR
3 ½ baths
Sleeps 12
Large Family Friendly Colonial Home with Central AC
Large Family Friendly Colonial Home with Central AC
Distance to beach: State Beach about 5 miles
OWNER SPECIAL:
Added more dates to calendar for some great September vacations! Prices are half the summer rates!
Summer:
$3,900 - $6,200/wk
Off Season:
$3,200 - $3,450/wk
Oak Bluffs
ID 11575
5 BR
3 ½ baths
Sleeps 12
Joy
Joy
Distance to beach: 1/2 mile
Summer:
$3,000 - $3,500/wk
Off Season:
$450 - $750/night
$2,000 - $3,500/wk
East Chop
ID 29102
4 BR
2 baths
Sleeps 12
East Chop Waterfront with Private Beach
East Chop Waterfront with Private Beach
Distance to beach: on the beach
Summer:
$6,000 - $9,000/wk
Off Season:
$1,000/night
$4,000 - $6,000/wk
Oak Bluffs
ID 30981
3 BR
3 baths
Sleeps 12
3 BRs, 3 BAs, loft sleeps 6, Sleeps 12 total. AC
3 BRs, 3 BAs, loft sleeps 6, Sleeps 12 total. AC
Distance to beach: 4 miles to Vineyard Haven beaches
3 reviews read reviews
Summer:
$2,000 - $3,200/wk
Off Season:
$2,000 - $3,200/wk
$1,500/mo

Oak Bluffs vacation rentals that sleep 11

Oak Bluffs
ID 27739
Summer:
$4,800 - $6,500/wk
Off Season:
$4,200 - $4,800/wk
Oak Bluffs
ID 31180
6 BR
2 baths
Sleeps 11
6 Bedroom Home on Ocean Park
6 Bedroom Home on Ocean Park
Distance to beach: 300 yards to Inkwell Beach
Summer:
$6,750 - $7,000/wk
Off Season:
$4,500 - $6,000/wk
Oak Bluffs
ID 29386
5 BR
2 baths
Sleeps 11
Charming House on Waban Park, Just Steps to the Beach
Charming House on Waban Park, Just Steps to the Beach
Distance to beach: 2 blocks from the Inkwell (Town Beach)
2 reviews read reviews
LAST MINUTE ALERT 8/26 - 9/2
OWNER SPECIAL:
PRICE DROP!! SAVE $400 for the week of Aug 26-Sept 2. NOW only $3,800!
Summer:
$3,800 - $7,500/wk
Off Season:
$3,000 - $4,000/wk
Oak Bluffs
ID 9660
4 BR
2 ½ baths
Sleeps 11
You don't have to look any further!
You don't have to look any further!
Distance to beach: approximately half a mile to Inkwell beach
Summer:
$3,400/wk
$13,000/mo
Off Season:
$800 - $1,200/night
$1,500 - $2,400/wk
$4,000 - $6,000/mo

Oak Bluffs vacation rentals that sleep 10

Oak Bluffs
ID 18823
6 BR
2 baths
Sleeps 10
Charming, 6 Bedroom Victorian Gingerbread
Charming, 6 Bedroom Victorian Gingerbread
Distance to beach: One block to Sea View Ave & Town Beach.
10 reviews read reviews
Summer:
$4,200/wk
Off Season:
$650/night
$3,500/wk
Oak Bluffs
ID 12900
Summer:
$3,100 - $4,100/wk
Off Season:
$600 - $800/night
$2,500/wk
Oak Bluffs
ID 4132
5 BR
3 baths
Sleeps 10
Waterfront with Private Sandy Beach
Waterfront with Private Sandy Beach
Distance to beach: 0 feet to your beach; 1-1/2 miles to Sound beaches
3 reviews read reviews
Summer:
$4,200 - $6,600/wk
Off Season:
$600/night
$3,000 - $3,500/wk
Oak Bluffs
ID 3540
5 BR
3 baths
Sleeps 10
Magnificent Spacious Modern Home
Magnificent Spacious Modern Home
Distance to beach: About half mile to beach
3 reviews read reviews
Summer:
$4,000 - $5,000/wk
Off Season:
$2,000 - $3,000/wk
Oak Bluffs
ID 11040
5 BR
2 baths
Sleeps 10
Ocean Peek Cottage
Ocean Peek Cottage
Distance to beach: Two blocks
2 reviews read reviews
Summer:
$3,800 - $4,300/wk
Off Season:
$500 - $700/night
$800 - $3,800/wk
Oak Bluffs
ID 22593
Summer:
$4,500 - $5,500/wk
Off Season:
$350 - $600/night
$3,500 - $4,000/wk
Oak Bluffs
ID 19414
5 BR
2 baths
Sleeps 10
No need for car -- walk from ferry! Beach & water views
No need for car -- walk from ferry! Beach & water views
Distance to beach: ~30 yards to Inkwell Beach
1 review read review
LAST MINUTE ALERT 8/18 - 8/25 and 8/25 - 9/1
OWNER SPECIAL:
Big discounts: Weeks of Aug. 18 & 25 reduced to $5800; Sept. 1-8 reduced to $6200.
Summer:
$5,800 - $8,000/wk
Off Season:
$3,000 - $5,400/wk
Oak Bluffs
ID 27274
5 BR
2 baths
Sleeps 10
Water View Oak Bluffs Victorian On Waban Park!
Water View Oak Bluffs Victorian On Waban Park!
Distance to beach: The Inkwell Beach is right across the street
Summer:
$7,000 - $9,500/wk
Off Season:
$5,500/wk
Oak Bluffs
ID 27415
5 BR
3 baths
Sleeps 10
Lovely Old Lady
Lovely Old Lady
Distance to beach: Inkwell beach under a 1/2 mile
11 reviews read reviews
Summer:
$3,000 - $4,500/wk
Off Season:
$2,200 - $3,000/wk
Oak Bluffs
ID 28753
5 BR
2 baths
Sleeps 10
Quaint Victorian Cottage, Close to Town and Beach
Quaint Victorian Cottage, Close to Town and Beach
Distance to beach: 3 blocks to Inkwell / Town Beach
OWNER SPECIAL:
Week of Jazz festival July 29, 2018 still open... We are now bookimg for 2019!!!
Summer:
$5,500 - $6,300/wk
Off Season:
$5,500/wk
Oak Bluffs
ID 15345
5 BR
2 baths
Sleeps 10
Villa de Vina: Location, Charm & Convenience
Villa de Vina: Location, Charm & Convenience
Distance to beach: 3/10 mile walk to the OB town beach & Inkwell
Summer:
$433/night
$1,950 - $2,600/wk
Off Season:
$375/night
$1,950 - $2,600/wk
Oak Bluffs
ID 26885
Summer:
$6,500/wk
Off Season:
$4,000 - $4,500/wk
East Chop
ID 29421
5 BR
3 ½ baths
Sleeps 10
East Chop Fantastic Ocean Views-Private Neighborhood
East Chop Fantastic Ocean Views-Private Neighborhood
Distance to beach: 3/4 mile Oak Bluffs Town Beach, E Chop Beach Club
Summer:
$5,500/wk
Off Season:
$500 - $780/night
$4,000/wk
Oak Bluffs
ID 25662
4 BR
4 ½ baths
Sleeps 10
Stunning Sunsets, Inground Pool, Steps from Private Beach
Stunning Sunsets, Inground Pool, Steps from Private Beach
Distance to beach: On small private beach 100 yards
OWNER SPECIAL:
BOOKING NOW FOR 2019 !!!
Summer:
$16,000/wk
Off Season:
$10,000/wk
Oak Bluffs, Copeland District
ID 26070
4 BR
2 baths
Sleeps 10
Updated Cottage, Steps to Beach, Easy walk to town & ferries
Updated Cottage, Steps to Beach, Easy walk to town & ferries
Distance to beach: 150 feet to Oak Bluffs Town Beach (Inkwell)
4 reviews read reviews
Summer:
$4,500 - $7,500/wk
Off Season:
$700 - $800/night
$2,800 - $3,800/wk
Lagoon Pond Waterfront
ID 27817
4 BR
2 ½ baths
Sleeps 10
Relax - Glorious Waterfront Sunsets on Lagoon & Sound
Relax - Glorious Waterfront Sunsets on Lagoon & Sound
Distance to beach: Stairs to private Lagoon Pond beach
9 reviews read reviews
LAST MINUTE ALERT 9/1 - 9/8 and 9/8 - 9/15
OWNER SPECIAL:
September on the Vineyard on the Water! Reduced to $3750/week (free mooring available).
Summer:
$1,000/night
$4,500 - $9,000/wk
Off Season:
$850/night
$3,750 - $4,500/wk
Oak Bluffs
ID 27205
4 BR
4 ½ baths
Sleeps 10
Contemporary Home with Pool
Contemporary Home with Pool
Distance to beach: Inkwell Beach is 1.5 miles away
Summer:
$11,500 - $14,000/wk
Off Season:
$595 - $1,595/night
$5,000 - $11,500/wk
Oak Bluffs
ID 26831
4 BR
4 baths
Sleeps 10
Serene Pondfront Home Sleeps 10
Serene Pondfront Home Sleeps 10
Distance to beach: 5 miles to State Beach
LAST MINUTE ALERT 8/19 - 8/26
OWNER SPECIAL:
$250 OFF 7 DAY RENTAL BEGINNING 8/19. RATE OF $3850 REDUCED TO $3600. AVAILABLE DATES 8/19 - 8/31.
Summer:
$2,750 - $3,850/wk
Off Season:
$550/night
$3,000/wk
Oak Bluffs
ID 30643
4 BR
2 ½ baths
Sleeps 10
Oak Bluffs Retreat with In-ground Pool
Oak Bluffs Retreat with In-ground Pool
Distance to beach: 3 miles to State Beach and 5 miles to South Beach
OWNER SPECIAL:
$500/wk discount Price Drop to $5000/wk for any available summer week.
Summer:
$5,000 - $5,500/wk
Off Season:
$3,000 - $5,500/wk
Oak Bluffs
ID 21172
4 BR
2 baths
Sleeps 10
Mae House: Water View, Walk to Water, Central Air, Pets OK
Mae House: Water View, Walk to Water, Central Air, Pets OK
Distance to beach: 2-minute walk, 300 feet, to Lagoon footbeach
2 reviews read reviews
Summer:
$3,500 - $5,000/wk
Oak Bluffs
ID 25021
4 BR
2 ½ baths
Sleeps 10
Gorgeous Ocean Park Waterview Home - Walk to Everything!
Gorgeous Ocean Park Waterview Home - Walk to Everything!
Distance to beach: across the street from Inkwell/Town Beach
Summer:
$7,000 - $8,400/wk
Off Season:
$5,800 - $7,800/wk
Oak Bluffs
ID 29113
Summer:
$6,000 - $10,000/wk
Off Season:
$6,000 - $8,500/wk
oak bluffs
ID 29610
Summer:
$1,000 - $1,250/night
$3,500 - $7,500/wk
Off Season:
$583/night
$3,500 - $4,500/wk
Oak Bluffs
ID 22799
3 BR
3 baths
Sleeps 10
MV Peace of Pie - Short 15 min walk to OB center, AC
MV Peace of Pie - Short 15 min walk to OB center, AC
Distance to beach: 1.1 miles to Oak Bluffs Town Beach
1 review read review
Summer:
$2,200 - $4,000/wk
Off Season:
$1,500 - $3,800/wk

Oak Bluffs vacation rentals that sleep 9

Oak Bluffs
ID 22456
4 BR
3 baths
Sleeps 9
Solera - Ocean Views, Steps to Inkwell Beach
Solera - Ocean Views, Steps to Inkwell Beach
Distance to beach: Inkwell Beach is 1 short block away
15 reviews read reviews
Summer:
$3,850 - $8,750/wk
Off Season:
$450 - $700/night
$2,800 - $4,500/wk
Oak Bluffs, East Chop
ID 24630
Summer:
$3,800 - $8,750/wk
Off Season:
$500 - $750/night
$2,800 - $4,500/wk
Oak Bluffs
ID 26262
4 BR
1 ½ bath
Sleeps 9
La Sirena, The Mermaid of Oak Bluffs
La Sirena, The Mermaid of Oak Bluffs
Distance to beach: Inkwell Beach/Town Beach under 1/2 mile
1 review read review
Summer:
$2,800 - $3,900/wk
Off Season:
$2,400 - $2,800/wk
Oak Bluffs
ID 29209
Summer:
$3,800/wk
Off Season:
$250 - $300/night
Oak Bluffs
ID 29856
Summer:
$650/night
$4,550 - $9,000/wk
Off Season:
$600/night
$3,500 - $5,075/wk
Oak Bluffs
ID 6144
4 BR
4 baths
Sleeps 9
Gorgeous View of Sengekontacket Pond and Nantucket Sound
Gorgeous View of Sengekontacket Pond and Nantucket Sound
Distance to beach: 5min drive to State Beach,3min walk to assoc beach
Summer:
$5,900/wk
Off Season:
$4,500 - $5,900/wk
Oak Bluffs
ID 18278
4 BR
3 ½ baths
Sleeps 9
New, Elegant and Modern
New, Elegant and Modern
Distance to beach: 10 min walk-lagoon across street, Eastville beach
Summer:
$6,500/wk
Off Season:
$500 - $900/night
$2,000/wk
Oak Bluffs
ID 30502
4 BR
2 ½ baths
Sleeps 9
Relaxing & Central Location!
Relaxing & Central Location!
Distance to beach: 5-7 Minute Drive to OB & Edgartown Beaches
Summer:
$3,900 - $4,600/wk
Off Season:
$3,900/wk
Oak Bluffs
ID 20575
3 BR
3 baths
Sleeps 9
Bright Modern House Sleeps 9 Walk to Beach & Shops
Bright Modern House Sleeps 9 Walk to Beach & Shops
Distance to beach: Lagoon Beach-end of block;15 min bike- State Beach
1 review read review
Summer:
$375 - $550/night
$2,800 - $4,200/wk
$15,000/mo
Off Season:
$1,050 - $3,150/wk
$1,500 - $10,000/mo
Oak Bluffs
ID 30535
Summer:
$6,500/wk
Off Season:
$5,500/wk

Oak Bluffs vacation rentals that sleep 8

Oak Bluffs
ID 11306
Summer:
$3,400/wk
Off Season:
$400/night
$2,200 - $3,400/wk
Oak Bluffs
ID 30926
5 BR
2 baths
Sleeps 8
Walk to OB center & harbor from this renovated home w/AC!
Walk to OB center & harbor from this renovated home w/AC!
Distance to beach: East Chop Beach (Linda Marinelli Beach)
3 reviews read reviews
OWNER SPECIAL:
Last minute rental available 7/15-7/22 save $1500!!!
Summer:
$3,200 - $4,000/wk
Off Season:
$500 - $600/night
$2,500 - $3,000/wk
Oak Bluffs
ID 19225
Summer:
$3,000 - $6,000/wk
Off Season:
$450/night
$3,000 - $4,000/wk
Oak Bluffs
ID 19626
Summer:
$1,500 - $2,750/wk
Off Season:
$100 - $500/night
$1,000 - $2,500/wk
$100 - $5,000/mo
Oak Bluffs
ID 10137
4 BR
2 baths
Sleeps 8
Panoramic Ocean View, Walk to Town, 5-Star Home
Panoramic Ocean View, Walk to Town, 5-Star Home
Distance to beach: 1/2 mi to East Chop beach
Summer:
$5,000/wk
Off Season:
$5,000/wk
Gingerbread Houses
ID 24012
Summer:
$2,800/wk
Off Season:
$2,000 - $2,200/wk
Oak Bluffs
ID 25225
4 BR
2 ½ baths
Sleeps 8
Modern Cottage on the Beach
Modern Cottage on the Beach
Distance to beach: 200 feet to Inkwell Beach
Summer:
$6,000 - $6,500/wk
$24,000/mo
Off Season:
$500/night
$3,000/wk
$14,000/mo
Oak Bluffs
ID 12643
Summer:
$3,700 - $4,250/wk
Off Season:
$1,900 - $2,900/wk
Oak Bluffs
ID 25050
4 BR
2 baths
Sleeps 8
Luxury on the Lagoon - Custom 4 BDRM with Water Views
Luxury on the Lagoon - Custom 4 BDRM with Water Views
Distance to beach: 1 mile to Eastvlle Beach & 3 miles to State Beach
Summer:
$4,600 - $5,000/wk
Off Season:
$500 - $750/night
Oak Bluffs
ID 21185
Summer:
$3,500 - $3,650/wk
Off Season:
$475 - $575/night
$3,000 - $3,200/wk
Oak Bluffs
ID 27181
4 BR
2 ½ baths
Sleeps 8
Historic Blue Campground Cottage with Water Views
Historic Blue Campground Cottage with Water Views
Distance to beach: 1/4 mile to OB town beach, 1.5 mis to State Beach
1 review read review
Summer:
$4,000 - $5,000/wk
Off Season:
$4,000/wk
Oak Bluffs
ID 9007
4 BR
3 ½ baths
Sleeps 8
Spacious Contemporary Cape in Private Cul de Sac
Spacious Contemporary Cape in Private Cul de Sac
Distance to beach: Ink Well 5 miles, State Beach 6, VH beaches 4
1 review read review
Summer:
$3,500/wk
Off Season:
$350 - $550/night
$2,000 - $3,500/wk
Oak Bluffs
ID 27560
4 BR
2 baths
Sleeps 8
4BR, AC, Home away from Home,Oak Bluffs,Walk to Beach & Town
4BR, AC, Home away from Home,Oak Bluffs,Walk to Beach & Town
Distance to beach: 1.5 miles to Inkwell Beach (25 minute walk)
1 review read review
Summer:
$3,000 - $4,500/wk
Off Season:
$2,000 - $2,800/wk
Oak Bluffs
ID 27675
4 BR
3 ½ baths
Sleeps 8
Stunning Modern Wooded Retreat; Abuts State Forest Bike Loop
Stunning Modern Wooded Retreat; Abuts State Forest Bike Loop
Distance to beach: 5 miles to Inkwell or State Beaches
1 review read review
Summer:
$5,000 - $7,000/wk
Off Season:
$5,000/wk
East Chop
ID 28974
4 BR
2 baths
Sleeps 8
Adorable Oak Bluffs Cottage with AC on East Chop
Adorable Oak Bluffs Cottage with AC on East Chop
Distance to beach: 1/2 mile to Eastville Beach
1 review read review
OWNER SPECIAL:
Last week of August and first week of September reduced to $3200 from $3500.
Summer:
$3,200 - $3,500/wk
Off Season:
$400/night
$2,800/wk
oak bluffs
ID 29348
4 BR
2 baths
Sleeps 8
Beautiful Home On Historic Ocean Park!
Beautiful Home On Historic Ocean Park!
Distance to beach: 1/10 Mile to Inkwell Beach
Summer:
$5,000 - $6,000/wk
Off Season:
$450 - $500/night
$4,400/wk
Oak Bluffs
ID 29866
4 BR
1 ½ bath
Sleeps 8
Completely Renovated 4 bed 1 bath Cottage with AC
Completely Renovated 4 bed 1 bath Cottage with AC
Distance to beach: 1/10 mile to town beach
OWNER SPECIAL:
LAST WEEK IN AUGUST AVAILABLE - PRICE REDUCED!!
Summer:
$4,100 - $5,200/wk
Off Season:
$485 - $575/night
$3,200 - $3,800/wk
Oak Bluffs
ID 30070
4 BR
2 baths
Sleeps 8
The Walker House
The Walker House
Distance to beach: 7/10 mile to Jetty Beach
6 reviews read reviews
Summer:
$422 - $712/night
$1,774 - $4,979/wk
Off Season:
$139 - $426/night
$1,063 - $2,788/wk
Oak Bluffs
ID 30077
4 BR
2 baths
Sleeps 8
Cape on Forest
Cape on Forest
Distance to beach: 1 9/10 miles to Inkwell Beach
9 reviews read reviews
Summer:
$417 - $913/night
$2,874 - $6,265/wk
Off Season:
$255 - $561/night
$2,031 - $3,702/wk
Oak Bluffs
ID 30698
4 BR
3 ½ baths
Sleeps 8
Fabulous Four Bedroom Cape w/ AC in Harthaven
Fabulous Four Bedroom Cape w/ AC in Harthaven
Distance to beach: Harthaven Association beach 6/10 mile
Summer:
$6,000 - $7,000/wk
Off Season:
$5,000/wk
Oak Bluffs
ID 30339
4 BR
2 baths
Sleeps 8
Classic Cape House minutes from Downtown Oak Bluffs
Classic Cape House minutes from Downtown Oak Bluffs
Distance to beach: Under 10 minute walk (1.5 miles) to Inkwell Beach
OWNER SPECIAL:
End of summer getaway! 4 nights, August 28-September 1. $525 per night.
Summer:
$425 - $530/night
$3,200 - $3,900/wk
$14,000 - $14,800/mo
Off Season:
$400 - $475/night
$2,000 - $3,200/wk
$12,000 - $12,800/mo
Oak Bluffs
ID 30118
4 BR
2 baths
Sleeps 8
1860's winterized 2 story Victorian home w/Central AC
1860's winterized 2 story Victorian home w/Central AC
Distance to beach: Inkwell Beach a little under 1/2 mile
OWNER SPECIAL:
AVAILABLE AUGUST 18 TO SEPTEMBER 1 REDUCED TO $4500 PER WEEK.
Summer:
$4,500 - $5,700/wk
Off Season:
$4,200/wk
Oak Bluffs
ID 31091
4 BR
2 baths
Sleeps 8
Charming 4 BR/2 BA Cottage
Charming 4 BR/2 BA Cottage
Distance to beach: 1.9 miles to Inkwell Beach
Summer:
$4,500/wk
$4,500/mo
Off Season:
$3,500/wk
$3,500/mo
Oak Bluffs
ID 12116
Summer:
$2,000 - $2,650/wk
Off Season:
$1,000 - $2,650/wk
Waterview Farm
ID 21484
4 BR
1 ½ bath
Sleeps 8
Upper Water View w/Small Private Beach
Upper Water View w/Small Private Beach
Distance to beach: 1/2 mi to small private Waterview Farm beach
2 reviews read reviews
Summer:
$2,300 - $2,500/wk
$10,000/mo
Off Season:
$2,300 - $2,500/wk
$9,400/mo
Oak Bluffs
ID 22904
4 BR
2 baths
Sleeps 8
Walk to Everything from Ideal Family Vacation Home
Walk to Everything from Ideal Family Vacation Home
Distance to beach: 1/2 mile to Oak Bluffs Town Beach
1 review read review
Summer:
$2,600 - $2,800/wk
Oak Bluffs
ID 25368
4 BR
3 baths
Sleeps 8
Spacious retreat, just steps to Lagoon Beach.
Spacious retreat, just steps to Lagoon Beach.
Distance to beach: Lagoon Beach, approx. 500 feet
2 reviews read reviews
Summer:
$2,500 - $3,250/wk
Off Season:
$275 - $400/night
$1,600 - $2,900/wk
Waban Park
ID 25820
4 BR
2 baths
Sleeps 8
Water-view Victorian on Waban Park, Sleeps 7- 8
Water-view Victorian on Waban Park, Sleeps 7- 8
Distance to beach: 1/10 mile to Inkwell/Oak Bluffs beaches
1 review read review
Summer:
$2,900 - $3,200/wk
$11,500 - $12,500/mo
Off Season:
$450 - $600/night
$2,200 - $3,000/wk
Oak Bluffs
ID 28167
Summer:
$2,500 - $3,500/wk
Off Season:
$2,500 - $3,500/wk
Oak Bluffs
ID 29717
Summer:
$2,900 - $3,200/wk
Off Season:
$400 - $450/night
$2,500 - $2,800/wk
Oak Bluffs
ID 1792
4 BR
2 ½ baths
Sleeps 8
3 Story Home with A/C and a 2nd floor deck/screened porch
3 Story Home with A/C and a 2nd floor deck/screened porch
Distance to beach: 2.5 miles - Oak Bluffs State Beach. Near bike path
1 review read review
Summer:
$500/night
$3,500 - $3,750/wk
Off Season:
$400/night
$3,000 - $3,500/wk
Oak Bluffs
ID 19425
3 BR
2 baths
Sleeps 8
3 Bedroom, 2 Bath Home for Rent Now in Oak Bluffs
3 Bedroom, 2 Bath Home for Rent Now in Oak Bluffs
Distance to beach: 1/4 mile to Eastville Beach
1 review read review
Summer:
$2,000 - $2,500/wk
$5,000/mo
Off Season:
$1,400 - $2,500/wk
$1,000 - $3,500/mo
Oak Bluffs
ID 19888
3 BR
3 baths
Sleeps 8
Beautiful Sunny w/Lagoon View-Walk to Center of Oak Bluffs
Beautiful Sunny w/Lagoon View-Walk to Center of Oak Bluffs
Distance to beach: 130 feet (steps) from the house
OWNER SPECIAL:
Great Prices for Sept & Oct - Experience the Beauty of the Island.
Summer:
$250 - $575/night
$2,300 - $3,300/wk
$1,200 - $13,500/mo
Off Season:
$250 - $350/night
$1,600 - $2,000/wk
$6,500 - $7,500/mo
Oak Bluffs
ID 28629
3 BR
1 bath
Sleeps 8
Rosecrest: Classic Historic Gingerbread Cottage
Rosecrest: Classic Historic Gingerbread Cottage
Distance to beach: Inkwell Beach is within 1/2 mile
Summer:
$2,800 - $3,000/wk
Oak Bluffs
ID 30781
3 BR
2 ½ baths
Sleeps 8
Hidden Treasure: Contemporary 3 BR Home w/Access to Tennis
Hidden Treasure: Contemporary 3 BR Home w/Access to Tennis
Distance to beach: 3 miles to OB Town/Inkwell Beaches
Summer:
$1,800 - $3,700/wk
$11,000 - $14,000/mo
Off Season:
$350/night
$1,300 - $1,900/wk
$4,000 - $5,800/mo
Oak Bluffs
ID 16846
Summer:
$4,500/wk
Off Season:
$4,500/wk
Oak Bluffs
ID 28938
3 BR
1 bath
Sleeps 8
Designer Loft in the Historic District
Designer Loft in the Historic District
Distance to beach: 2 blocks to Inkwell Beach
1 review read review
Summer:
$3,500 - $4,200/wk
Off Season:
$500/night
$2,800 - $3,500/wk
Oak Bluffs - Meadow View Farms
ID 29775
Summer:
$3,500 - $4,700/wk
Off Season:
$400 - $475/night
$2,000 - $3,500/wk
Oak Bluffs
ID 21366
2 BR
1 bath
Sleeps 8
Charming Oak Bluffs Home
Charming Oak Bluffs Home
Distance to beach: 1/2 mile to Lagoon Beach
5 reviews read reviews
Summer:
$1,800 - $2,000/wk
Off Season:
$1,800 - $2,000/wk

Oak Bluffs vacation rentals that sleep 7

East Chop
ID 30821
4 BR
3 baths
Sleeps 7
Easy Living in this 4 Bedroom/3 Bath East Chop Home with AC
Easy Living in this 4 Bedroom/3 Bath East Chop Home with AC
Distance to beach: 3/4 mile to Jetty Beach and East Chop Beach Club
Summer:
$4,600 - $4,800/wk
Off Season:
$4,000/wk
East Chop - OB &Vineyard Haven
ID 31146
4 BR
2 ½ baths
Sleeps 7
Oceanfront Updated Cottage, Sunsets & Boat Activity
Oceanfront Updated Cottage, Sunsets & Boat Activity
Distance to beach: On the beach
OWNER SPECIAL:
Newly purchased home-First time on rental market-Daily rental, 7 day minimum, $1200 off 2018 rates.
Summer:
$9,100 - $9,800/wk
Off Season:
$7,000 - $8,400/wk
Oak Bluffs
ID 6969
4 BR
2 ½ baths
Sleeps 7
Hillside Harborview
Hillside Harborview
Distance to beach: three tenths mile to East Chop Beach
1 review read review
Summer:
$1,450 - $2,900/wk
Off Season:
$1,450 - $2,900/wk
Oak Bluffs
ID 6897
3 BR
1 ½ bath
Sleeps 7
Comfortable Cape within walking distance to Downtown
Comfortable Cape within walking distance to Downtown
Distance to beach: 8/10 miles to Oak Bluffs Town Beach
5 reviews read reviews
Summer:
$2,000/wk
Off Season:
$215/night
$2,000/wk
Downton Historic Copeland Dist
ID 13640
3 BR
2 ½ baths
Sleeps 7
Lovely In-town Victorian ~ walk to beach & ferry
Lovely In-town Victorian ~ walk to beach & ferry
Distance to beach: 2 blocks to the Inkwell & Oak Bluffs Town Beach
9 reviews read reviews
OWNER SPECIAL:
Aug 25th 2018 still available = $600 off regular price - !
Summer:
$2,600 - $3,600/wk
Off Season:
$2,600 - $3,200/wk
Oak Bluffs
ID 21790
3 BR
1 ½ bath
Sleeps 7
The Ginger Bread House, ideal location - town & beach
The Ginger Bread House, ideal location - town & beach
Distance to beach: 7-minute walk to Inkwell Beach
Summer:
$1,895 - $2,795/wk
Off Season:
$1,695 - $1,795/wk
East Chop
ID 27238
Summer:
$2,000 - $2,200/wk
Off Season:
$2,000 - $2,200/wk
Historic Copeland District/ In
ID 28831
3 BR
2 ½ baths
Sleeps 7
Perfect! 7 houses from the Beach & Walk to Ferry & Town!
Perfect! 7 houses from the Beach & Walk to Ferry & Town!
Distance to beach: 100 yds to Town Beach, Inkwell, State Beach
OWNER SPECIAL:
Summer cancellations = special rates available 7/1 - 7/15 and 8/26-9/8.
Summer:
$3,500 - $7,000/wk
$15,500 - $25,000/mo
Off Season:
$500 - $800/night
$2,500 - $5,000/wk
$4,000 - $10,000/mo
Oak Bluffs
ID 31033
3 BR
2 baths
Sleeps 7
All You Need! Easy Ferry access with Flexible rental dates
All You Need! Easy Ferry access with Flexible rental dates
Distance to beach: walk to Lagoon & Sailing Camp Beach
OWNER SPECIAL:
Can't find a ferry? We have flexible rental dates and discounts Call for our specials 508-696-7777.
Summer:
$2,000 - $4,000/wk
Off Season:
$500/night
$2,000 - $2,400/wk
$2,000/mo
Oak Bluffs
ID 21147
3 BR
2 baths
Sleeps 7
Oak Bluffs ''Quaint Victorian Home''
Oak Bluffs ''Quaint Victorian Home''
Distance to beach: 1/4 mile, Eastville--1 1/2 Oak Bluffs town beach
1 review read review
Summer:
$2,600 - $3,200/wk
$12,800 - $15,200/mo
Off Season:
$375 - $400/night
$1,400 - $3,000/wk
$5,600 - $12,000/mo
Oak Bluffs
ID 28887
2 BR
1 ½ bath
Sleeps 7
2+BR ''Gingerbread'' Cottage - Walk to ALL!
2+BR ''Gingerbread'' Cottage - Walk to ALL!
Distance to beach: Jetty Beach and Inkwell Beach a 10 minute walk
1 review read review
OWNER SPECIAL:
Last Minute Deals.. Tue 8/28-Sat 9/1 $1600 (OR) Labor Day Wknd Sat 9/1-Wed 9/5 $1400 No car needed!!
Summer:
$2,495 - $2,900/wk
Off Season:
$350 - $470/night
$1,695 - $2,600/wk

Oak Bluffs vacation rentals that sleep 6

Oak Bluffs, Lagoon Pond
ID 20133
Summer:
$3,000 - $4,400/wk
Off Season:
$2,000 - $2,700/wk
Oak Bluffs
ID 25706
Summer:
$1,125 - $3,000/wk
Off Season:
$1,750 - $2,250/wk
Historic Copeland District
ID 2436
3 BR
1 ½ bath
Sleeps 6
Victorian Waterview Cottage - 500 feet from the beach
Victorian Waterview Cottage - 500 feet from the beach
Distance to beach: 500 feet to Inkwell Beach and Town beaches
34 reviews read reviews
Summer:
$1,995 - $2,600/wk
Off Season:
$1,800 - $1,995/wk
Oak Bluffs
ID 9028
3 BR
2 ½ baths
Sleeps 6
Vineyard Retreat - Booking for fall, 2018.Book soon!
Vineyard Retreat - Booking for fall, 2018.Book soon!
Distance to beach: 2/10 mile to Lagoon Pond, 3 miles to State Beach
10 reviews read reviews
Summer:
$1,900 - $2,600/wk
Off Season:
$1,800 - $2,000/wk
Oak Bluffs
ID 16251
3 BR
2 baths
Sleeps 6
OB Farmhouse: Enclosed Play Yard/ Pet Yard, Walk to Town A/C
OB Farmhouse: Enclosed Play Yard/ Pet Yard, Walk to Town A/C
Distance to beach: Walk or drive 7/10 mile to Inkwell Beach
12 reviews read reviews
Summer:
$2,750 - $4,250/wk
Off Season:
$1,750 - $2,350/wk
Oak Bluffs
ID 12452
3 BR
1 ½ bath
Sleeps 6
Simple, easy and comfortable Island home
Simple, easy and comfortable Island home
Distance to beach: 1/4 mile to Eastville Beach
OWNER SPECIAL:
Off-Season Couple's special - $235/night for parties of two (3 night minimum).
Summer:
$2,200/wk
Off Season:
$300/night
$1,700 - $2,000/wk
Sea View Ave. just out of town
ID 19701
3 BR
2 baths
Sleeps 6
Charming 1800's Victorian Cottage Fronting the Sound
Charming 1800's Victorian Cottage Fronting the Sound
Distance to beach: 500 feet to inkwell beach
7 reviews read reviews
OWNER SPECIAL:
One Week Left.... Sept. 1-8 was 3400 now $2800. Enjoy MV at its very best...the quieter Fall season.
Summer:
$3,500 - $4,500/wk
Off Season:
$2,800 - $3,000/wk
Oak Bluffs Lagoon Pond area
ID 23542
3 BR
2 baths
Sleeps 6
Contemporary 3 BR Just 300 Yds from the Lagoon in Oak Bluffs
Contemporary 3 BR Just 300 Yds from the Lagoon in Oak Bluffs
Distance to beach: Lagoon Beach 1/2 mile, Eastville Beach < 1 mile
6 reviews read reviews
Summer:
$2,000 - $2,200/wk
Off Season:
$1,800/wk
Oak Bluffs
ID 24822
3 BR
2 baths
Sleeps 6
Oak Bluffs - Newly Upgraded Home - Centrally Located
Oak Bluffs - Newly Upgraded Home - Centrally Located
Distance to beach: Less than 2 miles to Sailing Camp Park
6 reviews read reviews
Summer:
$500 - $543/night
$3,600 - $4,400/wk
Off Season:
$443 - $471/night
$2,800 - $3,600/wk
Oak Bluffs
ID 22397
3 BR
2 baths
Sleeps 6
Charming light-filled home on bike bath and close to beach
Charming light-filled home on bike bath and close to beach
Distance to beach: .6 mile to Eastville Beach. Lagoon beaches nearby
10 reviews read reviews
Summer:
$300 - $350/night
$3,500/wk
Off Season:
$300 - $350/night
$2,100 - $3,500/wk
Oak Bluffs harbor
ID 29080
3 BR
2 baths
Sleeps 6
Walk to harbor and town. Renovated cottage with AC
Walk to harbor and town. Renovated cottage with AC
Distance to beach: 1/2 mile to Oak Bluffs town beach, East Chop beach
2 reviews read reviews
OWNER SPECIAL:
Discounted rates and shorter stays available in September & October.
Summer:
$2,250 - $3,500/wk
Off Season:
$300 - $400/night
$1,800 - $2,500/wk
Oak Bluffs
ID 29090
3 BR
3 ½ baths
Sleeps 6
Contemporary Farmhouse w/Central AC in Oak Bluffs
Contemporary Farmhouse w/Central AC in Oak Bluffs
Distance to beach: Inkwell Beach is 1.5 miles away
Summer:
$3,600 - $4,900/wk
Off Season:
$395 - $550/night
$3,200 - $3,600/wk
Oak Bluffs
ID 29944
3 BR
1 bath
Sleeps 6
Bright and Airy East Chop Gem
Bright and Airy East Chop Gem
Distance to beach: 1 mile to Ink Well Beach
Summer:
$300/night
$2,100/wk
Off Season:
$300/night
$2,100/wk
Oak Bluffs
ID 30060
3 BR
2 baths
Sleeps 6
Stewart Manor
Stewart Manor
Distance to beach: 7/10 mile to Oak Bluffs Town Beach
1 review read review
Summer:
$411 - $694/night
$1,889 - $4,855/wk
Off Season:
$156 - $428/night
$1,199 - $2,668/wk
Oak Bluffs
ID 30062
3 BR
2 baths
Sleeps 6
Hidden Among the Trees
Hidden Among the Trees
Distance to beach: 2.5 miles to Inkwell Beach
3 reviews read reviews
Summer:
$368 - $604/night
$1,765 - $4,225/wk
Off Season:
$154 - $382/night
$1,171 - $2,237/wk
Oak Bluffs
ID 30067
3 BR
2 baths
Sleeps 6
Bright Grove
Bright Grove
Distance to beach: 1 1/10 mile to Eastville Point Beach
6 reviews read reviews
Summer:
$447 - $723/night
$1,986 - $5,061/wk
Off Season:
$165 - $425/night
$1,320 - $2,656/wk
East Chop
ID 30972
Summer:
$3,000/wk
Off Season:
$3,000/wk
Oak Bluffs
ID 31189
3 BR
1 ½ bath
Sleeps 6
Well Maintained Downtown Three Bedroom Victorian
Well Maintained Downtown Three Bedroom Victorian
Distance to beach: 1/2 mile to Inkwell Beach
Summer:
$3,000 - $3,500/wk
Off Season:
$2,250/wk
Oak Bluffs
ID 9098
3 BR
2 baths
Sleeps 6
Waterfront Cottage on Oak Bluffs Harbor w/ Small Beach!
Waterfront Cottage on Oak Bluffs Harbor w/ Small Beach!
Distance to beach: On harbor w/sandy beach; 4 min walk to ocean beach
12 reviews read reviews
Summer:
$3,499 - $5,250/wk
Off Season:
$2,499 - $3,499/wk
Oak Bluffs
ID 9553
3 BR
2 baths
Sleeps 6
Oak Bluffs Family Vacation Home
Oak Bluffs Family Vacation Home
Distance to beach: 1/2 mi sm beach on the Lagoon, 2 miles to Inkwell
1 review read review
Summer:
$900 - $1,000/night
$2,000 - $2,600/wk
$10,000 - $11,000/mo
Off Season:
$700 - $800/night
$1,000 - $2,300/wk
$1,500 - $9,000/mo
Oak Bluffs
ID 16588
3 BR
1 ½ bath
Sleeps 6
Vanessa's Hide-Away on Farm Pond
Vanessa's Hide-Away on Farm Pond
Distance to beach: 2 minute walk to Oak Bluffs Beaches
1 review read review
Summer:
$2,395 - $2,995/wk
Off Season:
$2,395 - $2,495/wk
Oak Bluffs
ID 4217
3 BR
2 baths
Sleeps 6
Spectacular 3 bedroom, 2 bath Home
Spectacular 3 bedroom, 2 bath Home
Distance to beach: 2/10 mile to private Lagoon Beach
Summer:
$2,300 - $2,700/wk
Off Season:
$2,300/wk
Oak Bluffs
ID 21231
3 BR
1 bath
Sleeps 6
Charming Martha's Vineyard Cottage
Charming Martha's Vineyard Cottage
Distance to beach: 1/2 mile to Lagoon Beach
15 reviews read reviews
Summer:
$900 - $1,900/wk
Off Season:
$800 - $1,100/wk
$2,000/mo
Oak Bluffs
ID 25332
3 BR
1 bath
Sleeps 6
Rountree's Dream: Near Town Beach & Circuit Ave.
Rountree's Dream: Near Town Beach & Circuit Ave.
Distance to beach: 2 1/2 blocks to the Inkwell/Town Beach
4 reviews read reviews
Summer:
$2,250 - $2,500/wk
Off Season:
$1,850 - $2,250/wk
Oak Bluffs
ID 29147
3 BR
1 bath
Sleeps 6
Sweet Downtown Gingerbread Cottage
Sweet Downtown Gingerbread Cottage
Distance to beach: Inkwell Beach
Summer:
$2,000 - $3,000/wk
Off Season:
$1,600 - $2,400/wk
Oak Bluffs
ID 30265
3 BR
2 ½ baths
Sleeps 6
Spectacular New Build! Join us for our inaugural Summer 2018
Spectacular New Build! Join us for our inaugural Summer 2018
Distance to beach: 2/10 mi to Sailing Camp beach. 2 mi toTown beach
Summer:
$4,000 - $8,000/wk
Off Season:
$2,000 - $4,500/wk
Oak Bluffs
ID 16064
2 BR
1 ½ bath
Sleeps 6
Walk to Everything ~ Charming Victorian Cottage
Walk to Everything ~ Charming Victorian Cottage
Distance to beach: 5/10 mile to Jetty Beach or Town Beach
4 reviews read reviews
Summer:
$2,500 - $3,800/wk
Off Season:
$2,500/wk
Oak Bluffs
ID 27558
Summer:
$2,900 - $4,500/wk
Off Season:
$2,000 - $2,800/wk
Oak Bluffs
ID 29854
Summer:
$3,150 - $3,800/wk
$16,271 - $16,825/mo
Off Season:
$275 - $450/night
$1,925 - $3,150/wk
$7,700 - $13,292/mo
Oak Bluffs
ID 30127
2 BR
2 baths
Sleeps 6
Island Inn
Island Inn
Distance to beach: 1/2 mile Joseph Sylva State Beach, 1 mile Inkwell
Summer:
$306 - $726/night
$2,144 - $5,083/wk
Off Season:
$206 - $477/night
$1,443 - $3,998/wk
Oak Bluffs
ID 30796
Summer:
$2,500 - $3,800/wk
Oak Bluffs
ID 30921
2 BR
1 bath
Sleeps 6
Oak Bluffs Harborfront 2 BR Main Level Apt. on beach w/Dock
Oak Bluffs Harborfront 2 BR Main Level Apt. on beach w/Dock
Distance to beach: Beachfront or walk to public Jetty Beach
1 review read review
Summer:
$2,500/wk
Off Season:
$2,500/wk
Vineyard Haven
ID 31114
2 BR
1 bath
Sleeps 6
Central location for your vacation
Central location for your vacation
Distance to beach: Joseph Sylvia State Beach (6.8 miles)
15 reviews read reviews
Summer:
$299 - $319/night
$1,969 - $2,183/wk
$7,355 - $7,859/mo
Off Season:
$129 - $269/night
$639 - $2,169/wk
$2,300 - $6,368/mo
Oak Bluffs
ID 27087
2 BR
1 bath
Sleeps 6
Oak Bluffs Getaway
Oak Bluffs Getaway
Distance to beach: Lagoon
Summer:
$1,250 - $1,600/wk
Off Season:
$1,450/wk

Oak Bluffs vacation rentals that sleep 5

Oak Bluffs
ID 28871
3 BR
1 bath
Sleeps 5
Walk To Everything Oak Bluffs! Downtown, Beaches, Ferry, Fun
Walk To Everything Oak Bluffs! Downtown, Beaches, Ferry, Fun
Distance to beach: Under 1/2 mile to Inkwell, Jetty and Pay Beach
Summer:
$2,295 - $2,695/wk
Off Season:
$285 - $295/night
$1,850 - $2,250/wk
Oak Bluffs
ID 10327
3 BR
1 bath
Sleeps 5
Walk to Lagoon beach from The Sea Star, a cheerful stay
Walk to Lagoon beach from The Sea Star, a cheerful stay
Distance to beach: Lagoon 200 yards; Eastville 1 mile; Town 1.5 mile
Summer:
$1,800 - $2,000/wk
Oak Bluffs
ID 28474
3 BR
1 bath
Sleeps 5
Adorable, renovated cottage, wrap-around porch & water view
Adorable, renovated cottage, wrap-around porch & water view
Distance to beach: 1/2 mile East Chop Beach; 1+ mile State / Inkwell
Summer:
$2,000 - $2,750/wk
$8,000 - $10,000/mo
Off Season:
$1,100 - $2,500/wk
$2,500 - $3,000/mo
Oak Bluffs
ID 10417
2 BR
1 bath
Sleeps 5
Cozy Cottage
Cozy Cottage
Distance to beach: 700 ft to town beach
OWNER SPECIAL:
Any week in September yours for $1,500.00!!
Summer:
$2,000 - $2,100/wk
Off Season:
$1,000 - $1,900/wk
Oak Bluffs
ID 17926
2 BR
1 ½ bath
Sleeps 5
Impeccable East Chop Cottage. Walk to Town & Beach!
Impeccable East Chop Cottage. Walk to Town & Beach!
Distance to beach: 1/2 Mile to Jetty Beach
1 review read review
Summer:
$2,800 - $3,000/wk
Off Season:
$325 - $350/night
$1,800 - $2,500/wk
Oak Bluffs
ID 25033
2 BR
1 ½ bath
Sleeps 5
Very Sweet Victorian Cottage Sleeps 5 Great Location
Very Sweet Victorian Cottage Sleeps 5 Great Location
Distance to beach: Eastville Beach is 1.5 miles
Summer:
$2,000 - $2,200/wk
Off Season:
$200 - $400/night
$1,950 - $2,000/wk
Oak Bluffs walk to town
ID 29465
2 BR
1 bath
Sleeps 5
Rear half of duplex
Rear half of duplex
Distance to beach: 1/2 mile to Inkwell Beach
4 reviews read reviews
OWNER SPECIAL:
*SUMMER SALE **SAVE 200.00**8/20-8/27** E-MAIL OWNER WITH INQUIRIES.
Summer:
$1,500 - $2,200/wk
$6,000 - $8,000/mo
Off Season:
$245 - $315/night
$1,500 - $2,200/wk
$3,000 - $5,000/mo
Oak Bluffs
ID 30026
2 BR
1 ½ bath
Sleeps 5
Classic Vineyard cottage. Prime weeks available. Book today!
Classic Vineyard cottage. Prime weeks available. Book today!
Distance to beach: One house length back from Lagoon Beach
Summer:
$2,100 - $2,500/wk
$9,500 - $10,000/mo
Off Season:
$1,850 - $2,000/wk
Oak Bluffs
ID 30746
2 BR
1 ½ bath
Sleeps 5
Waterfront - Great for kayakers!
Waterfront - Great for kayakers!
Distance to beach: less than 5 minute walk to Doug's Cove
1 review read review
LAST MINUTE ALERT 8/26 - 9/2
OWNER SPECIAL:
Waterfront home available special last minute pricing $2000.00 per week . Book now,catch a sunset!
Summer:
$2,000 - $3,200/wk
Off Season:
$250/night
$1,500 - $1,800/wk
East Chop (Oak Bluffs)
ID 10359
2 BR
1 bath
Sleeps 5
Picturesque Cottage
Picturesque Cottage
Distance to beach: One-half mi.- Oak Bluffs public beach on East Chop
1 review read review
Summer:
$250/night
$1,250 - $1,500/wk
$4,500 - $5,000/mo
Off Season:
$900 - $1,250/wk
$3,000 - $3,200/mo

Oak Bluffs vacation rentals that sleep 4

Oak Bluffs
ID 23427
3 BR
1 bath
Sleeps 4
Huckleberry Lodge ...Adorable Island Cottage
Huckleberry Lodge ...Adorable Island Cottage
Distance to beach: Lagoon Pond 10 min walk, State Beach 10 min drive
6 reviews read reviews
Off Season:
$850 - $1,000/wk
Oak Bluffs
ID 28538
2 BR
1 bath
Sleeps 4
Sweet little Cape, short walk to sandy Lagoon Beach
Sweet little Cape, short walk to sandy Lagoon Beach
Distance to beach: few minute walk to the Lagoon
OWNER SPECIAL:
Weeks of August 18th and 25th at a great new rate of $2000 per week.
Summer:
$1,800 - $2,500/wk
Off Season:
$1,500 - $1,800/wk
Oak Bluffs
ID 30066
2 BR
2 baths
Sleeps 4
Serenity
Serenity
Distance to beach: 2/10 mile to Lagoon beach
7 reviews read reviews
Summer:
$408 - $610/night
$2,283 - $4,113/wk
Off Season:
$223 - $418/night
$1,635 - $2,685/wk
Oak Bluffs
ID 30048
2 BR
2 baths
Sleeps 4
Island Getaway
Island Getaway
Distance to beach: 4/10 mile to Eastville Beach
Summer:
$345 - $530/night
$1,995 - $3,573/wk
Off Season:
$196 - $376/night
$1,654 - $2,347/wk
Oak Bluffs
ID 30504
2 BR
1 bath
Sleeps 4
AVAILABLE: AUG 19-26, SEPT-JUNE (9mos)
AVAILABLE: AUG 19-26, SEPT-JUNE (9mos)
Distance to beach: 9/10 mile to Inkwell Beach
Summer:
$3,000 - $4,000/wk
Off Season:
$2,000 - $2,500/wk
Oak Bluffs
ID 31094
Summer:
$300 - $450/night
$2,275 - $3,150/wk
$11,000 - $12,000/mo
Off Season:
$200 - $350/night
$1,400 - $2,450/wk
$5,000 - $6,000/mo
Oak Bluffs
ID 25903
2 BR
1 bath
Sleeps 4
Apartment Townhouse with Central AC near East Chop
Apartment Townhouse with Central AC near East Chop
Distance to beach: Eastville Beach is under a 1/2 mile
Summer:
$1,800 - $2,400/wk
$7,800 - $8,500/mo
Off Season:
$250 - $300/night
$1,500 - $2,000/wk
East Chop (Oak Bluffs)
ID 4096
1 BR
1 bath
Sleeps 4
Beautiful Cottage Retreat: Reminiscent of Summer Traditions
Beautiful Cottage Retreat: Reminiscent of Summer Traditions
Distance to beach: 2/10 mile to Oak Buffs Harbor/Marina Beach
3 reviews read reviews
Summer:
$950 - $1,450/wk
Off Season:
$950/wk
Oak Bluffs
ID 29424
1 BR
1 bath
Sleeps 4
New Oak Bluffs Cottage w/Central AC & a Hot Tub
New Oak Bluffs Cottage w/Central AC & a Hot Tub
Distance to beach: Under 1/2 mile toLagoon beach
2 reviews read reviews
Summer:
$250 - $290/night
$1,500 - $3,000/wk
Off Season:
$250 - $300/night
$1,400 - $3,000/wk
$2,000 - $4,000/mo

Oak Bluffs vacation rentals that sleep 3

Oak Bluffs
ID 26756
2 BR
1 bath
Sleeps 3
Executive Suites - Quiet Dream MV Luxury Retreat, Pool/Spa
Executive Suites - Quiet Dream MV Luxury Retreat, Pool/Spa
Distance to beach: 10 - 15 min drive to - Long Point, Inkwell, State
1 review read review
OWNER SPECIAL:
We have 2 (2 BR) Suites. Please Contact Owner for Suite Rental Options.
Summer:
$400 - $600/night
$2,200 - $2,400/wk
Off Season:
$350 - $550/night
$2,200/wk
East Chop, Oak Bluffs
ID 17396
1 BR
1 bath
Sleeps 3
East Chop Perfect Hide-Away
East Chop Perfect Hide-Away
Distance to beach: 1/2 mile to Oak Bluffs Beach on East Chop Drive
Summer:
$175/night
$1,150 - $1,250/wk
$4,000 - $4,500/mo
Off Season:
$700 - $1,250/wk
$2,500 - $3,000/mo
OAK BLUFFS near SAILING CAMP
ID 5283
1 BR
1 bath
Sleeps 3
1 bedroom TOWNHOUSE; Very SPACIOUS for a couple's AWAY HOME
1 bedroom TOWNHOUSE; Very SPACIOUS for a couple's AWAY HOME
Distance to beach: 1/4mi. walk to Sailing Camp Beach--Brackish water
2 reviews read reviews
Summer:
$600 - $1,200/wk
Off Season:
$175 - $200/night
$800 - $900/wk

Oak Bluffs vacation rentals that sleep 2

Oak Bluffs
ID 11609
1 BR
1 bath
Sleeps 2
Sweet Pea Cottage
Sweet Pea Cottage
Distance to beach: 1/10 mile
69 reviews read reviews
LAST MINUTE ALERT 8/25 - 9/1
OWNER SPECIAL:
Sweet Pea Cottage offered at discount rate of $1600. (Reg rental fee 1950.). Walk to ocean beach!
Summer:
$1,600 - $1,950/wk
Off Season:
$325/night
$1,650/wk
Oak Bluffs
ID 30207
1 BR
1 bath
Sleeps 2
One-of-a-Kind.....Stunning Condo Overlooking Ocean Park!!!
One-of-a-Kind.....Stunning Condo Overlooking Ocean Park!!!
Distance to beach: 2/10 of mile to Inkwell Beach
1 review read review
OWNER SPECIAL:
Prices reduced from $2,500 down to $2000 for last week of Aug and $1,750 for any week in Sept.
Summer:
$2,000/wk
Off Season:
$1,750/wk
Oak Bluffs
ID 13623
Summer:
$2,300/wk
Off Season:
$1,795/wk