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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 928 Vacation Homes in Chilmark with updated reviews, rates, and availability.

Coastal chic meets French Provençal in this newly renovated oceanfront home.
5 bedrooms, desk, iron/ironing board, travel crib

Coastal chic meets French Provençal in this newly renovated oceanfront home.

10.0 out of 10, Exceptional, (75)
"Cannot say enough good things about the house and its location. Highly recommend. Owner is A on communication. Great for off season given easy access to beaches and Falmouth town."
The price is AED 2,369
AED 4,994 total
includes taxes & fees
13 Apr - 14 Apr
Coastal chic meets French Provençal in this newly renovated oceanfront home.
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
2 bedrooms, iron/ironing board, internet, bed sheets

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

8.8 out of 10, Excellent, (9)
"We had such a lovely time staying at this house. It was absolutely immaculate inside and appointed with everything we could need and more. The house is light and airy inside, which helped when we had a few days of rain. The location is secluded in the woods (be careful, we did find ticks on us) but a short drive away from the beaches. We will definitely be back "
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
Fridge, microwave, oven, stovetop

Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry

9.6 out of 10, Exceptional, (48)
"We had a wonderful time. The home is clean, comfortable, well furnished, and extremely well stocked. Plenty of dish detergent, paper towels, soap, etc. and they even provided travel size containers of shampoo and conditioner. Great location within walking distance to the beach. Would definitely stay here again."
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
Historic Oak Bluffs home, short walk to town, beach, and harbor.
Terrace/patio

Historic Oak Bluffs home, short walk to town, beach, and harbor.

9.6 out of 10, Exceptional, (28)
"We enjoy it all. "
Historic Oak Bluffs home, short walk to town, beach, and harbor.
Gorgeous Spacious Victorian Cape Code Beach View Retreat
Beach nearby

Gorgeous Spacious Victorian Cape Code Beach View Retreat

Gorgeous Spacious Victorian Cape Code Beach View Retreat
Charming coastal home with large yard, firepit, & grill - pool and beach access
Beach

Charming coastal home with large yard, firepit, & grill - pool and beach access

9.6 out of 10, Exceptional, (16)
"We were in town for a family wedding, and our group had all adults. The dining room is a nice space. The kitchen is a bit small. Overall, the house was clean and perfectly located. There were a few aspects that were less convenient . We would have liked to the ootion of having a full coffee pot. Atrash cans "
Charming coastal home with large yard, firepit, & grill - pool and beach access
Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown
Beach nearby, sun loungers, beach towels

Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown

10.0 out of 10, Exceptional, (161)
"Des has done a great job with this property. It was clean, smelled like the beach, and very coastal cozy! We stayed off season, but the home seems to have everything a summer visitor would need. The kitchen is fully stocked with supplies, there are linens available and the garage was packed with bikes etc. We had a great werkend. "
Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown
Coastal townhome with easy beach access, beach gear, balconies, grill, W/D, & AC
Terrace/patio

Coastal townhome with easy beach access, beach gear, balconies, grill, W/D, & AC

9.8 out of 10, Exceptional, (6)
"The villa is well maintained and very clean. My stay was perfectly uneventful as I hoped it would be. Comfy accommodations, and conveniently located near to Mashpee Commons. The beach is a two minute walk, the property is lovely. "
Coastal townhome with easy beach access, beach gear, balconies, grill, W/D, & AC
Large New Seabury Home with Heated Pool and Hot Tub
Interior

Large New Seabury Home with Heated Pool and Hot Tub

10.0 out of 10, Exceptional, (40)
"Clean and welcoming with plenty of space and ease of use. Went in winter when things were a bit slower but it was perfect for our getaway. A great place for the family to unwind. "
Large New Seabury Home with Heated Pool and Hot Tub
Harbor Landing Resort
Exterior

Harbor Landing Resort

10.0 out of 10, Exceptional, (1)
"The kitchen facilities and out door grills made the vacation affordable. Not fancy, but very clean rooms. Would stay again for sure. Li"
Harbor Landing Resort
Our House in West Falmouth | House in Falmouth with private beach access
Beach nearby

Our House in West Falmouth | House in Falmouth with private beach access

9.4 out of 10, Exceptional, (9)
"The house was clean, well-furnished and felt very much like home. It is located on a quiet, picturesque street just a short walk to a small private beach This property is a perfect choice for a famiky vacation."
Our House in West Falmouth | House in Falmouth with private beach access
Edgartown Village Home w/ Pool. 4bdrm / 3.5bth
Fridge, microwave, oven, stovetop

Edgartown Village Home w/ Pool. 4bdrm / 3.5bth

10.0 out of 10, Exceptional, (2)
"Our family of 5 with teen and adult children loved our week in this beautiful home. Everything was perfect upon arrival - we enjoyed the pool space outside. Pool was lovely and well cared for - the entire property was. Walking into town everyday for coffee, nearby beaches(lighthouse and Chappy) and walking to l'etoile, Atria, the Atlantic and Alchemy for dinners was a breeze. We had plenty of space when we watched a movie all together or played games. We would love to return to this lovely spot!...
Edgartown Village Home w/ Pool. 4bdrm / 3.5bth
Summer home with expansive deck & wonderful location for beachgoers
Fridge, microwave, stovetop, dishwasher

Summer home with expansive deck & wonderful location for beachgoers

6.6 out of 10, (17)
"Overall the house is nice. The bathrooms and kitchen were very clean. However, the basement, where 3 of the bedrooms are located, is very damp and musty. We pulled out the sofa bed and there were mice droppings all over the mattress. Although there was a large humidifier going on at all times (loud!) it's not enough. Those who slept in the basement did not enjoy the stay. That is why I couldn't give it more stars."
Summer home with expansive deck & wonderful location for beachgoers
Relax in Rural Cape Cod in a spacious house. 8 minutes to the beach!
Exterior

Relax in Rural Cape Cod in a spacious house. 8 minutes to the beach!

8.6 out of 10, Excellent, (7)
"Almost perfect. Few imperfections for nonresident. I had no idea how to unlock and get in. I could not send message. What to do with linens? I would have taken Tues. Had I been able to message Bill Thank you "
Relax in Rural Cape Cod in a spacious house. 8 minutes to the beach!
New Home close to Beach, Bike Path, and Sleeps 10! ☀️ 🏖
Beach nearby

New Home close to Beach, Bike Path, and Sleeps 10! ☀️ 🏖

9.4 out of 10, Exceptional, (12)
"What a great place for the price in the off season. We loved this place and will be back. "
New Home close to Beach, Bike Path, and Sleeps 10! ☀️ 🏖
Newly Renovated Martha's Vineyard Vacation Rental!
Outdoor dining

Newly Renovated Martha's Vineyard Vacation Rental!

9.8 out of 10, Exceptional, (40)
"This place was great. A quality home with great spaces and nice furnishings. Jenny was incredibly accommodating and responsive. We had a low stress, wonderful time and would certainly come here again. "
The price is AED 713
AED 2,248 total
includes taxes & fees
30 Mar - 31 Mar
Newly Renovated Martha's Vineyard Vacation Rental!
2 Acre Waterfront Home Overlooking Waquoit Bay with Spa and Swim Dock
Outdoor dining

2 Acre Waterfront Home Overlooking Waquoit Bay with Spa and Swim Dock

10.0 out of 10, Exceptional, (16)
"Great house. Plenty of room for games, TV and cooking (and eating) a feast! Beautiful sunsets!"
2 Acre Waterfront Home Overlooking Waquoit Bay with Spa and Swim Dock
Spacious home near the beach with deck, W/D, AC, & central location
Beach

Spacious home near the beach with deck, W/D, AC, & central location

2.0 star property
Spacious home near the beach with deck, W/D, AC, & central location
Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs
Dining

Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

10.0 out of 10, Exceptional, (34)
"This is the second year in a row that we have stayed in this home. We just love it so much. It has everything you need which makes packing much easier. Owners are great. We hope to stay again."
Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs
Classic Cape Cod Cottage: Prime Location & Private Association Beach Access
Beach nearby

Classic Cape Cod Cottage: Prime Location & Private Association Beach Access

2.0 star property
9.0 out of 10, Wonderful, (2)
"Very nice all around"
Classic Cape Cod Cottage: Prime Location & Private Association Beach Access
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Chilmark

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
2 bedrooms, iron/ironing board, internet, bed sheets

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

8.8 out of 10, Excellent, (9)
"We had such a lovely time staying at this house. It was absolutely immaculate inside and appointed with everything we could need and more. The house is light and airy inside, which helped when we had a few days of rain. The location is secluded in the woods (be careful, we did find ticks on us) but a short drive away from the beaches. We will definitely be back "
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
InnSeason Resorts Captain's Quarters
On the beach, white sand

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (162)
"Girl at front desk was awesome!!!"
The price is AED 431
AED 494 total
includes taxes & fees
31 Mar - 1 Apr
InnSeason Resorts Captain's Quarters
The Club at New Seabury
Seasonal outdoor pool, cabanas (surcharge), pool umbrellas

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (314)
"Excellent after hours check-in process. Clean and comfy townhouse. Wonderful amenities. "
The price is AED 617
AED 706 total
includes taxes & fees
30 Mar - 31 Mar
The Club at New Seabury
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.