Chilmark, Martha's Vineyard
ID 41738
- 5 BR
- 5 baths
- Sleeps 12
Elegant Chilmark Retreat w/ Outdoor Living, Jacuzzi, Beaches
Distance to beach: Within 1 mile from Private Association Beach
Summer:
$15,380 - $20,480/wk
Off Season:
$11,300 - $15,380/wk
Chilmark Vacation Rentals
35 properties
Chilmark vacation rentals that sleep 12
Chilmark
ID 41852
- 5 BR
- 4 baths
- Sleeps 12
Striking 5BR/4BA Chilmark Contemporary - Great for Families!
Distance to beach: 4.1 mi to Menemsha Public Beach and 6.6 Squibnocket Beach
Summer:
$785 - $857/night
$6,400/wk
Off Season:
$600 - $857/night
$4,600 - $6,400/wk
6
Chilmark vacation rentals that sleep 11
Chilmark
ID 30776
- 6 BR
- 1 bath
- Sleeps 11
Lucy Vincent House with Access to Private Beach
Distance to beach: 1/2 mile Lucy Vincent Beach and 2 miles Menemsha Public Beach
5.06 reviews
OWNER SPECIAL:
Now booking for 2027!
Summer:
$5,475 - $6,675/wk
Off Season:
$5,175 - $5,475/wk
6
Chilmark vacation rentals that sleep 10
Chilmark
ID 34003
- 5 BR
- 3 baths
- Sleeps 10
Summer cottage w/spectacular views & access to private beach
Distance to beach: 2/10 mile to private beach on Menemsha Pond
4.916 reviews
Summer:
$6,400/wk
3
Menemsha
ID 38302
- 4 BR
- 3 baths
- Sleeps 10
The Barn w/ Views of Menemsha and Aquinnah/Walk to Beach
Distance to beach: 4/10ths of a mile Menemsha Public Beach and 2 miles Lucy Vincent Beach
4 reviews
Off Season:
$4,550 - $8,550/wk
10
Chilmark vacation rentals that sleep 9
Chilmark - Quansoo Beach
ID 34329
- 4 BR
- 7 baths
- Sleeps 9
Chilmark Estate, Pool, Tennis Court, Private Beach FERRY TIX
Distance to beach: Quansoo Private Beach - Beach Key
Summer:
$36,000/wk
3
Chilmark vacation rentals that sleep 8
Chilmark
ID 42321
- 5 BR
- 4 baths
- Sleeps 8
Gorgeous, spacious water view home
Distance to beach: 1.1 mi to Menemsha Public Beach and Lucy Vincent Beach
Summer:
$12,500/wk
Chilmark
ID 32622
- 4 BR
- 3 baths
- Sleeps 8
Chilmark 4BR Near Beaches and Other Activities
Distance to beach: 1 mile to Menemsha Public Beach
5.03 reviews
Summer:
$5,000 - $7,000/wk
Off Season:
$4,500 - $5,000/wk
$2,500/mo
4
Spring Point
ID 37993
- 4 BR
- 2 baths
- Sleeps 8
Spectacular Chilmark Sunset Water Views,Private Beach/Tennis
Distance to beach: 5 Min Walk-Private Assoc Beach;5.8 mi Lucy Vincent
5.01 review
Summer:
$5,975 - $9,975/wk
Off Season:
$4,475 - $6,975/wk
5
Chilmark
ID 37880
- 4 BR
- 2 baths
- Sleeps 8
Walk to Beach, Kayak from Backyard Dock, Ocean & Squibnocket
Distance to beach: 2/10 mi to Squibnocket Beach
5.01 review
Off Season:
$5,700 - $7,700/wk
Chilmark
ID 12106
- 3 BR
- 1 bath
- Sleeps 8
Windfall...with vast water views of Lucy Vincent Beach
Distance to beach: 1/4 mile to beach Lucy Vincent Beach and Brief walk & quick canoe ride to L. VIncent Beach
4.913 reviews
Summer:
$6,450 - $8,450/wk
Off Season:
$3,450 - $4,950/wk
5
Off Middle Road, Chilmark
ID 15956
- 3 BR
- 2 baths
- Sleeps 8
Very Charming, Roomy Three Bedroom Home
Distance to beach: 2 miles by road/ 1 thru conservation land (walk). Lucy Vincent Beach and About 3 miles to public Menemsha beach.
4.916 reviews
Summer:
$4,510 - $6,744/wk
Off Season:
$4,510 - $5,627/wk
3
Chilmark
ID 4383
- 2 BR
- 1 bath
- Sleeps 8
Secluded Unique Natural Vacation House
Distance to beach: Three miles Lucy Vincent Beach and 5 miles Squibnocket Beach
4.84 reviews
Summer:
$1,750 - $1,975/wk
Off Season:
$775 - $1,700/wk
$1,600/mo
2
Chilmark vacation rentals that sleep 6
Chilmark - Lucy Vincent Beach
ID 4172
- 3 BR
- 1 bath
- Sleeps 6
Lucy Vincent Beach Oceanfront Contemporary
Distance to beach: New - path to the beach - or boat to Lucy Vincent
5.014 reviews
Summer:
$13,804 - $18,272/wk
Off Season:
$1,000 - $3,000/night
$5,985 - $11,570/wk
4
Menemsha (Chilmark)
ID 17311
- 3 BR
- 1 bath
- Sleeps 6
Menemsha Village-Sunset House:
Distance to beach: .2 Mile Menemsha Public Beach and 2.4 Miles Lucy Vincent Beach
5.02 reviews
Summer:
$4,225/wk
Off Season:
$2,775 - $3,275/wk
3
Chilmark
ID 22082
- 3 BR
- 2 baths
- Sleeps 6
Contemporary Style w/Sunset Ocean Views
Distance to beach: 1 mile Menemsha Public Beach and 3 miles Lucy Vincent Beach
4.77 reviews
Summer:
$4,500 - $5,600/wk
Off Season:
$510 - $715/night
$3,800 - $5,000/wk
7
Chilmark
ID 33049
- 3 BR
- 2 baths
- Sleeps 6
Secluded house in the woods with deck & streamside firepit
Distance to beach: 1 mile to Menemsha Public Beach and 2 miles to Lucy Vincent Beach
4.912 reviews
Summer:
$3,950 - $5,300/wk
Off Season:
$2,850 - $4,750/wk
6
off MeetingHouse Road
ID 36122
- 3 BR
- 1 bath
- Sleeps 6
3 Buildings! Flowers galore!
Distance to beach: 3.4 mi to Lucy Vincent Beach and 5 mi to Squibnocket Beach
5.04 reviews
Off Season:
$1,500 - $2,500/wk
6
Chilmark
ID 36339
- 3 BR
- 2 baths
- Sleeps 6
Charming Perfect-The Only Beachfront Cottage for Rent
Distance to beach: On Private Beach; .8 mi to Squibnocket Beach
5.04 reviews
Summer:
$16,500/wk
Off Season:
$10,900 - $13,500/wk
Chilmark
ID 32322
- 3 BR
- 2 baths
- Sleeps 6
Gorgeous Remodeled High End Chilmark Home
Distance to beach: 1.7 miles Lucy Vincent Beach
Summer:
$5,950 - $6,950/wk
Off Season:
$4,850 - $5,950/wk
Chilmark
ID 40906
- 3 BR
- 2 baths
- Sleeps 6
Charming Chilmark 3 Bedroom Contemporary
Distance to beach: 2.2 mi to Lucy Vincent Beach and 2.8 Menemsha Public Beach
Summer:
$5,600 - $9,000/wk
Off Season:
$4,900 - $6,400/wk
Menemsha
ID 13297
- 3 BR
- 2 baths
- Sleeps 6
Breathtaking Menemsha Views of Docks& Water Sunsets
Distance to beach: 2/10 mile to Menemsha Public Beach and 2.8 miles to Lucy Vincent Beach
5.014 reviews
Summer:
$6,000 - $7,000/wk
Off Season:
$3,000 - $4,000/wk
8
Chilmark
ID 30704
- 3 BR
- 1 bath
- Sleeps 6
Molly's Cottage: Views of Menemsha Creek & Pond
Distance to beach: 1/4 mile to Menemsha Beach
Off Season:
$3,000/wk
Chilmark
ID 40019
- 3 BR
- 3 baths
- Sleeps 6
Charming Chilmark Rental Near West Tisbury Center!
Distance to beach: 3.9 mi to Lucy Vincent Beach
Summer:
$4,395 - $4,495/wk
Off Season:
$3,800/wk
Chilmark
ID 33083
- 2 BR
- 2 baths
- Sleeps 6
Sophisticated Country Charmer with Central Air
Distance to beach: 2.8 mi to Menemsha Public Beach
Summer:
$4,090 - $4,490/wk
Off Season:
$3,490 - $4,340/wk
Chilmark vacation rentals that sleep 5
Chilmark
ID 39825
- 3 BR
- 1 bath
- Sleeps 5
1840's farm house-Walk to Lucy Vincent Beach and Town Center
Distance to beach: 0.5 mi to Lucy Vincent Beach
Off Season:
$3,000/wk
3
Chilmark
ID 23618
- 2 BR
- 1 bath
- Sleeps 5
Menemsha Gem with Vineyard Sound Waterview
Distance to beach: 2/10 mile Menemsha Beach
Summer:
$3,350 - $3,550/wk
Off Season:
$1,950 - $3,350/wk
2
Chilmark vacation rentals that sleep 4
Chilmark, off South Rd. adjace
ID 13169
- 2 BR
- 1 bath
- Sleeps 4
On Upper Chilmark Pond overlooking Lucy Vincent Beach
Distance to beach: See below. Lucy Vincent Beach and 100 yards to dock, 6 min. paddle to beach.
5.015 reviews
Summer:
$5,527 - $7,761/wk
Off Season:
$3,851 - $6,644/wk
3
Walk to private QBA beach
ID 10393
- 2 BR
- 2 baths
- Sleeps 4
Less than mile to private LOCKED GATE BEACH
Distance to beach: Walk or drive to South Beach or Tisbury Great Pond
4.512 reviews
Summer:
$2,900 - $3,900/wk
Off Season:
$2,000 - $3,200/wk
6
Tisbury Great Pond
ID 32998
- 2 BR
- 2 baths
- Sleeps 4
FERRY TIX, Quansoo Beach key, A/C, 4 kayaks,1 paddle board
Distance to beach: 1/2 mile by boat (4 kayaks), 7/10 mile foot/drive
5.07 reviews
Summer:
$3,500 - $5,250/wk
Off Season:
$3,150 - $3,750/wk
3
Chilmark
ID 34169
- 2 BR
- 2 baths
- Sleeps 4
Chilmark Casita - New Listing! Newly Renovated w/Central AC!
Distance to beach: 4.6 mi to Lucy Vincent Beach and Squibnocket Beach
4.920 reviews
Summer:
$450 - $650/night
$2,300 - $4,300/wk
$13,000 - $16,000/mo
Off Season:
$300 - $450/night
$1,800 - $2,800/wk
$2,500 - $6,500/mo
3
Chilmark
ID 40083
- 2 BR
- 1 bath
- Sleeps 4
Beetlebung Guest House/Access to Tennis Courts & Hiking
Distance to beach: 1.4 mi to Menemsha Public Beach and Lucy Vincent beach and Squibnocket beach close
2 reviews
Summer:
$2,250 - $3,250/wk
Off Season:
$1,450 - $2,250/wk
$2,500 - $4,000/mo
3
Chilmark
ID 4029
Summer:
$2,150 - $2,550/wk
Off Season:
$1,500 - $2,200/wk
2
Chilmark vacation rentals that sleep 2
Menemsha (Chilmark)
ID 18146
- 1 BR
- 1 bath
- Sleeps 2
Menemsha -Davis House
Distance to beach: .2 Mile Menemsha Public Beach and 2.4 Miles Lucy Vincent Beach
5.06 reviews
Summer:
$2,475 - $2,675/wk
Off Season:
$2,175 - $2,675/wk
4
Chilmark
ID 40875
Off Season:
$400/night
$3,150/wk