Bedrooms

Clear

Done

Price

WAny

per nightAny

Weeks to Search

Sep 17

Sep 24

Oct 1

Oct 8

Sleeps

Martha's Vineyard Vacation Rentals

Vineyard Haven Vacation Rentals

Originally a fishing village and a bustling seaport during the whaling era, the Vineyard Haven of today is home to charming shops, popular restaurants and a beautiful harbor, often filled with private yachts.

Vineyard Haven Travel Guide

58 Vacation Properties in Vineyard Haven

Sleeps

Vineyard Haven vacation rentals that sleep 18

Vineyard Haven

ID 37866

9 BR

6 ½ baths

Sleeps 18

Historic Captain's House/Sleeps 18/Walk to Ferry & Beaches

Distance to beach: 1/2 mi to Eastville Beach and across the street from Owen Park Beach

Summer:
$8,000 - $24,000/wk

Off Season:
$2,500 - $3,000/night
$6,000 - $12,000/wk

Vineyard Haven vacation rentals that sleep 16

Tisbury

ID 35301

6 BR

4 baths

Sleeps 16

Beautiful, Spacious Home Sleeps 16

Distance to beach: 8/10 mi to East Chop Beach Tisbury Tisbury Town Beach

Summer:
$6,000 - $10,000/wk
$30,000/mo

Off Season:
$600 - $800/night
$6,000/wk
$20,000 - $24,000/mo

Vineyard Haven vacation rentals that sleep 14

Vineyard Haven

ID 27594

5 BR

2 ½ baths

Sleeps 14

Main House near Lagoon & Town

Distance to beach: 4 miles State Beach and Less than one mile to Lagoon Beach via wooded hike

Summer:
$6,500 - $7,500/wk

Off Season:
$500 - $900/night
$4,500 - $6,000/wk

Vineyard Haven vacation rentals that sleep 12

Vineyard Haven

ID 36732

6 BR

2 ½ baths

Sleeps 12

Lovely 6 Bedroom West Chop Home

Distance to beach: 0.5 mi to Owen Park Beach

Summer:
$5,000 - $7,000/wk
$25,000 - $25,500/mo

Off Season:
$3,500 - $5,500/wk
$14,000 - $26,000/mo

VINEYARD HAVEN

ID 35577

5 BR

4 ½ baths

Sleeps 12

Large Reunion House - Car Available, Charm!

Distance to beach: 2.2 mi to Lake Tashmoo Town Beach

4 reviews read reviews

Summer:
$8,200 - $12,500/wk

Off Season:
$4,400 - $10,000/wk
$20,000/mo

Vineyard Haven vacation rentals that sleep 11

Vineyard Haven

ID 34385

7 BR

4 baths

Sleeps 11

Magnificent 7 Bedroom, West Chop, Beachfront, Dock & Tennis!

Distance to beach: Gorgeous Shared Private Beach

Summer:
$10,000 - $17,500/wk

Off Season:
$5,000 - $9,000/wk

Vineyard Haven vacation rentals that sleep 10

Vineyard Haven

ID 16690

5 BR

2 ½ baths

Sleeps 10

Vineyard Haven (in town), Recently Renovated, Harbor views

Distance to beach: 1 block to Owen Park Beach

11 reviews read reviews

Summer:
$7,400/wk

Off Season:
$5,900/wk

Vineyard Haven

ID 36252

5 BR

3 ½ baths

Sleeps 10

In town Captain house with double lot garden

Distance to beach: 0.4 mi to Tisbury Town Beach

4 reviews read reviews

Summer:
$7,000 - $9,500/wk

Off Season:
$6,500 - $8,500/wk

Lower Makonikey, off Lambert's

ID 3695

4 BR

3 baths

Sleeps 10

Secluded 4+br home: short walk to private association beach

Distance to beach: 4/10 mile to private Lower Makonikey Beach

19 reviews read reviews

Summer:
$4,500/wk

Off Main Street

ID 33483

4 BR

2 baths

Sleeps 10

MV23-Huff's Hideaway: Vineyard Haven walk to boat & beach.

Distance to beach: 2/10 mi to Tisbury Town Beach

5 reviews read reviews

Summer:
$7,000/wk

Off Season:
$6,000/wk

Vineyard Haven

ID 35271

4 BR

4 baths

Sleeps 10

Luxurious new construction in Vineyard Haven - Walk to ferry

Distance to beach: 1.1 mi to Tisbury Town Beach

Summer:
$10,000/wk

Vineyard Haven vacation rentals that sleep 9

Vineyard Haven

ID 35172

5 BR

3 baths

Sleeps 9

Larrier House; walk to town and a large secret garden

Distance to beach: 1.2 mi to Tisbury Town Beach

Summer:
$5,000 - $8,000/wk

Off Season:
$3,200 - $7,000/wk

Vineyard Haven

ID 18566

4 BR

2 baths

Sleeps 9

Waterfront Cottage with Private Beach

Distance to beach: On the beach

6 reviews read reviews

Summer:
$5,000 - $6,500/wk

Off Season:
$1,750 - $4,000/wk

In the heart of the Village of

ID 32425

4 BR

3 ½ baths

Sleeps 9

Historic Captains Home - Downtown Vineyard Haven

Distance to beach: 3/10 mile to Tisbury Town Beach and Walk to Owen Park Beach

Summer:
$5,000 - $9,300/wk

Off Season:
$400 - $571/night
$2,800 - $5,000/wk

VIneyard Haven

ID 37130

4 BR

2 ½ baths

Sleeps 9

Updated Vineyard Farmhouse - Walk to Town & Ferry

Distance to beach: 1.0 mi to Tisbury Town Beach and 0.7 mi to Owen Park Beach

Summer:
$4,375 - $5,600/wk

Off Season:
$350 - $550/night
$3,800 - $4,325/wk

Vineyard Haven vacation rentals that sleep 8

Martha's Vineyard

ID 28424

4 BR

4 ½ baths

Sleeps 8

Captain Spring House: In-town Luxury with Water Views

Distance to beach: 3/10 mile Owen Park Bch, 1/2 mile Town Beach

Summer:
$7,990 - $9,450/wk

Off Season:
$750 - $1,000/night
$5,250 - $7,990/wk

Vineyard Haven

ID 36965

4 BR

2 baths

Sleeps 8

Charming, Centrally Located Vineyard Home

Distance to beach: 1 mile Owen Park Beach and 4 miles Oak Bluffs Town Beach

2 reviews read reviews

OWNER SPECIAL:

Discounts for the months NOVEMBER AND DECEMBER. Don't wait until the last minute.

Summer:
$3,500 - $6,500/wk

Off Season:
$2,000 - $3,000/wk

Vineyard Haven

ID 37328

4 BR

2 ½ baths

Sleeps 8

Makonikey with Private Beach Nearby

Distance to beach: 2.0 mi to Lambert's Cove Beach and Half mile to association beach

Summer:
$4,000 - $9,500/wk

Off Season:
$4,000/wk

Vineyard Haven (West Chop)

ID 37892

4 BR

2 baths

Sleeps 8

Newly Renovated West Chop/Walk to Beach, Golf, and Ferry

Distance to beach: 1/2 mi to Tisbury Town Beach and 4 mi to Lake Tashmoo Town Beach

2 reviews read reviews

OWNER SPECIAL:

New Listing! First Renters Stayed In August... Book For Summer 2024!

Summer:
$4,500 - $6,500/wk

Off Season:
$300 - $700/night
$2,000 - $5,000/wk

Vineyard Haven

ID 28634

4 BR

2 baths

Sleeps 8

Secluded In-Town Wonder: The Best Of Both Worlds

Distance to beach: 1/2 mile to Owen Park Beach and 1/4 mile to Owen Park Beach.

Summer:
$4,300 - $4,950/wk

Off Season:
$650 - $750/night
$3,900/wk

Vineyard Haven

ID 34561

4 BR

2 baths

Sleeps 8

A/C Home w/ Peaceful Pool

Distance to beach: 10 minute walk to Owen's Beach State Park

1 review read review

Summer:
$1,000 - $1,285/night
$7,000 - $9,000/wk
$36,000 - $40,000/mo

Off Season:
$714 - $1,000/night

Vineyard Haven

ID 3110

3 BR

2 baths

Sleeps 8

Peaceful Escape | Charming Vacation Home w/ AC

Distance to beach: 1.0 mile Owen Park Beach and 1.5 miles Lake Tashmoo Town Beach

16 reviews read reviews

OWNER SPECIAL:

Week of August 25, 2024 INCLUDES a roundtrip Steamship Authority vehicle transfer in rental rate.

Summer:
$3,000 - $4,200/wk

Off Season:
$450/night
$2,200 - $3,200/wk

Vineyard Haven

ID 29178

3 BR

3 baths

Sleeps 8

Vineyard Haven Gem - A perfect back drop for making memories

Distance to beach: 10 min walk to Owen Park Beach

7 reviews read reviews

Summer:
$6,503 - $9,800/wk

Off Season:
$929 - $1,000/night
$6,500 - $7,000/wk

Vineyard Haven Town of Tisbury

ID 37053

3 BR

2 ½ baths

Sleeps 8

Vineyard Haven Oasis Centrally Located

Distance to beach: 1.8 mi to Tisbury Town Beach and Lake Tashmoo 3.3 mi

Summer:
$3,500 - $6,800/wk

Off Season:
$3,500 - $5,964/wk

Vineyard Haven vacation rentals that sleep 7

Vineyard Haven

ID 29593

4 BR

2 ½ baths

Sleeps 7

Central Air - Walk to Town, Beach & Ferry

Distance to beach: 2/10 mile Tisbury Town Beach and 3/10 Owen Park Beach

12 reviews read reviews

Summer:
$3,500 - $5,600/wk

Off Season:
$2,100 - $5,600/wk

Martha's Vineyard

ID 29569

4 BR

2 ½ baths

Sleeps 7

Perfect Vineyard Vacay with Central AC, 4 Bedrooms, 2.5 Bath

Distance to beach: 2 miles "A GEM' Tisbury Town Beach and 1 mile Owen Park Beach

9 reviews read reviews

OWNER SPECIAL:

WOW ___AUGUST 18th-Sept 18 th $21,000 ":NO ROOM TTAX 32 DAY RENTAL".

Summer:
$4,675 - $4,975/wk

Off Season:
$3,995 - $4,675/wk

Vineyard Haven

ID 35457

3 BR

1 bath

Sleeps 7

Family Home Close to Downtown

Distance to beach: 1/2 mi to Owen Park Beach

2 reviews read reviews

OWNER SPECIAL:

Beach Road Weekend Available!

Summer:
$2,000 - $4,800/wk

Vineyard Haven vacation rentals that sleep 6

Vineyard Haven

ID 11693

3 BR

2 baths

Sleeps 6

Charming Cottage near West Chop- Vineyard Haven

Distance to beach: 2 Blks to Owen Little Beach-1 mi. to Tashmoo Beach

5 reviews read reviews

Summer:
$3,300 - $3,465/wk

Off Season:
$347/night
$2,500 - $3,465/wk
$2,000 - $2,500/mo

Vineyard Haven

ID 15230

3 BR

1 bath

Sleeps 6

Renovated W Chop Home Near Beach. Flexible Arr/Dep Dates!

Distance to beach: 1/8 mile to Grove Avenue beach

16 reviews read reviews

Summer:
$2,400 - $2,500/wk

Off Season:
$1,600 - $2,000/wk

Vineyard Haven

ID 19399

3 BR

2 baths

Sleeps 6

Charming Bright Sunny Cape Home in Vineyard Haven

Distance to beach: 10 min walk Owen Park Beach and Lake Tashmoo Beach, Tisbury Town Beach also close

9 reviews read reviews

Summer:
$1,800 - $2,600/wk

Off Season:
$250/night
$900 - $2,200/wk
$1,400 - $1,700/mo

Vineyard Haven

ID 29492

3 BR

2 baths

Sleeps 6

Amazing Views Year-Round, Private Beach, Great for Kayaking

Distance to beach: Private beach on the property, 3/10 mile to public

22 reviews read reviews

Summer:
$4,200 - $6,000/wk

Off Season:
$369 - $649/night
$2,600 - $4,700/wk

Vineyard Haven

ID 30546

3 BR

2 baths

Sleeps 6

Completely Renovated 3-Bedroom Vineyard Haven Duplex

Distance to beach: 1.2 miles to Owen Park Beach

17 reviews read reviews

Summer:
$3,000 - $5,500/wk

Off Season:
$3,000 - $4,500/wk

Vineyard Haven

ID 33283

3 BR

1 ½ bath

Sleeps 6

Commanding Lagoon Waterfront, Private Beach: 180° View

Distance to beach: 20 ft from the your own 250' private Lagoon Beach!

11 reviews read reviews

Summer:
$7,750 - $12,500/wk

Off Season:
$925 - $1,100/night
$5,900 - $8,900/wk

Vineyard Haven

ID 27296

3 BR

1 ½ bath

Sleeps 6

Charming 3 Bedroom Home Close to Downtown & Lake Tashmoo!

Distance to beach: Lake Tashmoo, Owen Park, Wilfred's Pond

Summer:
$2,500 - $3,000/wk

Off Season:
$2,200 - $2,500/wk

Vineyard Haven

ID 33882

3 BR

3 baths

Sleeps 6

Vineyard Getaway: Access to Pool, Dock, Trails, & Beaches!

Distance to beach: 7/10 mi to Owen Park Beach and 8/10 mile to beautiful Tashmoo Pond and public bea

2 reviews read reviews

Summer:
$4,250 - $4,550/wk

Off Season:
$425 - $525/night
$2,650 - $4,550/wk

Tisbury

ID 36737

3 BR

2 ½ baths

Sleeps 6

Walk to Town Beach, Downtown, Sunny Stylish VH Ranch

Distance to beach: one block Tisbury Town Beach

Summer:
$5,000 - $6,000/wk

Off Season:
$750/night
$4,400 - $5,600/wk

Vineyard Haven

ID 37831

3 BR

3 baths

Sleeps 6

Vineyard Haven Townhouse with Pool

Distance to beach: 1.2 mi to Eastville Beach

Summer:
$2,880 - $3,750/wk

Off Season:
$343/night
$2,400 - $3,500/wk

Vineyard Haven

ID 37838

3 BR

2 baths

Sleeps 6

Wedding guest romantic weekend girls trip golf fishing

Distance to beach: 8/10 mile to Tisbury Town Beach and 2.2 Lake Tashmoo Town Beach

3 reviews read reviews

Summer:
$3,800 - $6,000/wk

Off Season:
$560 - $600/night
$3,500 - $6,000/wk

Vineyard Haven

ID 37651

3 BR

2 baths

Sleeps 6

Great Location/Walk to Lake Tashmoo and Tennis

Distance to beach: 1.3 mi to Tisbury Town Beach

Summer:
$3,000 - $3,200/wk

Off Season:
$275 - $325/night
$2,000 - $2,275/wk

Vineyard Haven

ID 12323

3 BR

2 baths

Sleeps 6

Tisbury Treasure

Distance to beach: 3 miles State Beach and 1/2 mi. to Owen Park Beach

1 review read review

Summer:
$3,850/wk

Off Season:
$3,000 - $3,500/wk

Vineyard Haven

ID 34233

3 BR

1 ½ bath

Sleeps 6

Historic, Renovated, In Town Cape

Distance to beach: 1.0 mi to Tisbury Town Beach

4 reviews read reviews

Summer:
$4,100 - $5,775/wk

Off Season:
$1,925 - $4,750/wk

VIneyard Haven

ID 35985

3 BR

3 baths

Sleeps 6

Adorable Home-Conveniently Located Near Town/Ferry/Beach!

Distance to beach: 1.2 mi to Tisbury Town Beach

Summer:
$3,045/wk

Off Season:
$300 - $365/night
$2,500 - $3,045/wk

Vineyard Haven

ID 37747

3 BR

2 baths

Sleeps 6

Waterfront Classic w/ Private Beach!

Distance to beach: Private BEACH on Lagoon Pond is 100 steps

Summer:
$9,000 - $10,000/wk

Off Season:
$9,000/wk

Vineyard Haven

ID 4482

2 BR

1 bath

Sleeps 6

Hine's Point Waterfront

Distance to beach: 1/2 mile

1 review read review

Summer:
$3,900 - $5,400/wk

Off Season:
$2,900 - $4,000/wk

Vineyard Haven

ID 16365

2 BR

3 baths

Sleeps 6

Tashmoo Wood Condo

Distance to beach: 1.5 mi to Lake Tashmoo Town Beach (Herring Creek)

Summer:
$2,500 - $3,300/wk

Off Season:
$2,300 - $3,000/wk

Vineyard Haven

ID 38039

2 BR

2 baths

Sleeps 6

Walk to Beach; Near Downtown, Nestled in West Chop Woods

Distance to beach: 4/10 Mi to Grove Avenue Beach;1 mi Owen Park Beach

Summer:
$4,250 - $4,950/wk
$17,000/mo

Off Season:
$500/night
$2,500 - $4,950/wk
$7,000 - $16,000/mo

Vineyard Haven vacation rentals that sleep 5

Vineyard Haven

ID 7366

3 BR

1 ½ bath

Sleeps 5

Charming Lagoon Pond Cottage with Water View & Private Beach

Distance to beach: Private beach on property

15 reviews read reviews

Summer:
$2,950/wk

Off Season:
$2,212 - $2,950/wk

Vineyard Haven

ID 29565

2 BR

2 baths

Sleeps 5

Vineyard Charmer

Distance to beach: 1 mile Owen Park Beach

Summer:
$2,950 - $3,150/wk

Off Season:
$2,750/wk

Vineyard Haven

ID 33784

2 BR

1 bath

Sleeps 5

Summer Cottage - Walk to Town & Water

Distance to beach: 1.3 mi to Tisbury Town Beach

Summer:
$2,700 - $4,150/wk

Off Season:
$1,170 - $3,255/wk

Vineyard Haven vacation rentals that sleep 4

Vineyard Haven

ID 7436

2 BR

1 bath

Sleeps 4

Relax..You're on Island Time...A little piece of paradise..

Distance to beach: 1/2 mile Tisbury Town Beach and 1/2 mile Owen Park Beach

40 reviews read reviews

Summer:
$1,800 - $3,500/wk

Off Season:
$800 - $2,000/wk
$1,700/mo

Vineyard Haven

ID 16502

2 BR

1 bath

Sleeps 4

Fabulous Contemporary With Steinway Piano & Tremendous Charm

Distance to beach: 3/4 Mile Owen Park Beach and Owen Park Beach, Appx. 3/4 mile from house.

Summer:
$750 - $900/night
$3,200 - $4,800/wk

Off Season:
$600/night
$1,950 - $3,000/wk
$6,700 - $8,000/mo

Vineyard Haven

ID 31287

2 BR

1 bath

Sleeps 4

Lovely Vineyard Condo - Walk To Ferry - Flexible Dates

Distance to beach: 7/10 mile to Owen Park Beach

3 reviews read reviews

Summer:
$2,000/wk

Off Season:
$1,000 - $2,000/wk
$4,000/mo

Vineyard Haven

ID 34386

2 BR

2 baths

Sleeps 4

Architect Designed Two Bedroom Refuge w/Shared Private Beach

Distance to beach: Wonderful shared private beach just 200 feet away!

Summer:
$4,550 - $5,250/wk

Off Season:
$425 - $550/night
$3,250 - $4,550/wk

West Chop

ID 35609

2 BR

1 bath

Sleeps 4

Cozy West Chop Hideaway- New Renovation

Distance to beach: 0.9 mi to Tisbury Town Beach

2 reviews read reviews

Summer:
$2,800 - $3,200/wk

Off Season:
$260 - $2,200/wk

VIneyard Haven

ID 36738

2 BR

1 bath

Sleeps 4

Charming Vineyard Haven Cottage ~ Walk to Beach, Town, Park

Distance to beach: 4/10 mi Tisbury Town Beach

Summer:
$4,900 - $5,900/wk

Off Season:
$1,100 - $4,200/wk
$3,500 - $14,500/mo

Vineyard Haven vacation rentals that sleep 2

Vineyard Haven

ID 21680

1 BR

1 bath

Sleeps 2

CCC - Cute, Cozy Condo with Pool

Distance to beach: Owen Park Beach under 1/2 mile

5 reviews read reviews

Summer:
$1,100 - $1,200/wk

Off Season:
$1,000/wk

Vineyard Haven

ID 29576

1 BR

1 bath

Sleeps 2

Stand Alone Condo Walking distance to Town and Ferry

Distance to beach: 1 mile to Owen Park

Summer:
$2,350 - $2,800/wk

Off Season:
$250 - $400/night

Vineyard Haven

ID 7718

1 BR

1 bath

Sleeps 2

Waterview of Vineyard Sound, sleeps 2.

Distance to beach: 10 minute walk to Owen Little Way Beach.

3 reviews read reviews