Chilmark Shellfish Department on Martha’s Vineyard

Chilmark Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Chilmark vacation rentals

Property grounds

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
New Seabury
8.6 out of 10, Excellent, (92 reviews)
"This was the perfect home for our weekend getaway! Joyce was wonderful to work with. Perfect location and beautiful home, just what we needed!"
United States
Courtney R.
$543 nightly
The price is $621
Jun 23 - Jun 24
Total with taxes and fees
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
Pool

Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!

Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!
Fairhaven
9.6 out of 10, Exceptional, (35 reviews)
"We were looking for a weekend away from home, and we're lucky to find this place available. We got great recommendations for places to eat nearby, and were able to enjoy the area. We'd stay here again!"
United States
Zachary S.
$463 nightly
The price is $517
Jul 15 - Jul 16
Total with taxes and fees
Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!
Interior

Charming cottage overlooking the bay in Padanaram Village.

Charming cottage overlooking the bay in Padanaram Village.
Dartmouth
10.0 out of 10, Exceptional, (12 reviews)
"Super location, very nice accommodations, very clean, modern and comfortable "
United States
Cathie K.
$462 nightly
The price is $516
Jun 24 - Jun 25
Total with taxes and fees
Charming cottage overlooking the bay in Padanaram Village.
Terrace/patio

Beautiful 'Saltbox Cape Cod' with Water Views on 3 Levels

Beautiful 'Saltbox Cape Cod' with Water Views on 3 Levels
Westport
9.6 out of 10, Exceptional, (45 reviews)
"Super quiet and private neighborhood which makes for great walks!"
United States
Caitlin J.
$345 nightly
The price is $385
Jul 5 - Jul 6
Total with taxes and fees
Beautiful 'Saltbox Cape Cod' with Water Views on 3 Levels
Dining

4-bedroom house in lovely Edgartown..Centrally located

4-bedroom house in lovely Edgartown..Centrally located
Edgartown
10.0 out of 10, Exceptional, (1 review)
"Awesome place! Clean! Great communication! Clean and well stocked. A pleasure to deal with."
United States
Kelly H.
$1,085 nightly
The price is $1,212
Jun 23 - Jun 24
Total with taxes and fees
4-bedroom house in lovely Edgartown..Centrally located
Property grounds

Chappy - Family Beach House

Chappy - Family Beach House
Edgartown
10.0 out of 10, Exceptional, (15 reviews)
"Enjoyed staying here. House is on a private lot, quiet neighborhood. Close to beach and Chappy Ferry. Plenty of space in the house and it has all the amenities. It was nice not to have to pack and bring beach chairs or beach towels or linens. Would definitely stay again."
United States
Anonymous traveler
$971 nightly
The price is $1,085
Jun 27 - Jun 28
Total with taxes and fees
Chappy - Family Beach House
Beach nearby

New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL

New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL
Little Neck Bay
9.6 out of 10, Exceptional, (47 reviews)
"A wonderful home in a fabulous setting. The home has spacious & well laid out with a variety of beautiful outdoor spaces. Comfortable, with sufficient spaces inside and out; everyone had space to enjoy the property. We stayed for a week and never tired of the outdoor views. Convenient to great shopping and excellent beaches."
United States
Eric S.
$1,142 nightly
The price is $1,307
Jun 26 - Jun 27
Total with taxes and fees
New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL
Interior

Near Old Silver Beach Falmouth-Two bedroom, private bathroom and kitchenette

Near Old Silver Beach Falmouth-Two bedroom, private bathroom and kitchenette
Falmouth
8.4 out of 10, Very Good, (27 reviews)
"Very nice location in North Falmouth where things feel timeless. The only disadvantage was there is no living/sitting room. You can sit in the kitchen or be in the bedrooms. Host was attentive and available."
United States
Michelle
$303 nightly
The price is $347
Jun 23 - Jun 24
Total with taxes and fees
Near Old Silver Beach Falmouth-Two bedroom, private bathroom and kitchenette
Property grounds

New Seabury patio home with private pool Listing ID 4548459

New Seabury patio home with private pool Listing ID 4548459
New Seabury
10.0 out of 10, Exceptional, (51 reviews)
"Great place in a great area. Loved the pool. "
United States
Sheri K.
$1,005 nightly
The price is $1,150
Jun 26 - Jun 27
Total with taxes and fees
New Seabury patio home with private pool Listing ID 4548459
Fridge, microwave, oven, stovetop

Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth

Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth
Falmouth
9.4 out of 10, Exceptional, (13 reviews)
"Really beautiful place with a lot of space and a very helpful host"
United States
Gokul K.
$834 nightly
The price is $955
Jul 7 - Jul 8
Total with taxes and fees
Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth
Interior

Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.

Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
Tisbury
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful view of the lagoon; ideal place for a couple or single. Leisurely walk to town and close to public transportation."
United States
Adrienne W.
$610 nightly
The price is $681
Jul 19 - Jul 20
Total with taxes and fees
Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
Property grounds

The Sky-High Beach House: Panoramic Waterfront views

The Sky-High Beach House: Panoramic Waterfront views
Fairhaven
$441 nightly
The price is $492
Jul 14 - Jul 15
Total with taxes and fees
The Sky-High Beach House: Panoramic Waterfront views
Beach

Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area
Falmouth
10.0 out of 10, Exceptional, (13 reviews)
"A beautiful home conveniently located-very clean Nd comfortable for 6 long time friends."
United States
Linda W.
$782 nightly
The price is $895
Jul 19 - Jul 20
Total with taxes and fees
Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area
Interior

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Falmouth
10.0 out of 10, Exceptional, (217 reviews)
"Great place to stay for Christmas with our family. Cozy place with a convenient location. "
United States
Gail B.
$643 nightly
The price is $736
Jun 30 - Jul 1
Total with taxes and fees
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Smart TV, DVD player

The Seashell Cove - Martha's Vineyard

The Seashell Cove - Martha's Vineyard
Katama
9.8 out of 10, Exceptional, (26 reviews)
"Nice and clean house, good location on the island, nice neighborhood "
United States
Eric C.
$1,051 nightly
The price is $1,174
Jun 23 - Jun 24
Total with taxes and fees
The Seashell Cove - Martha's Vineyard
Interior

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Tisbury
10.0 out of 10, Exceptional, (58 reviews)
"We loved the location and place was great!"
United States
Eileen M.
$1,027 nightly
The price is $1,147
Jul 18 - Jul 19
Total with taxes and fees
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Exterior

Elisa's Cottage - Your Family Vacation Destination

Elisa's Cottage - Your Family Vacation Destination
Woods Hole
10.0 out of 10, Exceptional, (7 reviews)
"We enjoyed the proximity to Woods Hole and Falmouth and the added snack touches. "
United States
Stefanie G.
$814 nightly
The price is $931
Jun 29 - Jun 30
Total with taxes and fees
Elisa's Cottage - Your Family Vacation Destination
Interior

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Oak Bluffs
9.6 out of 10, Exceptional, (10 reviews)
"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."
United States
Swathanthra M.
$1,228 nightly
The price is $1,372
Jun 24 - Jun 25
Total with taxes and fees
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Exterior

serene wooded 3-bedroom house West Tisbury deck, screen porch and outdoor shower

serene wooded 3-bedroom house West Tisbury deck, screen porch and outdoor shower
West Tisbury
$838 nightly
The price is $936
Jul 11 - Jul 12
Total with taxes and fees
serene wooded 3-bedroom house West Tisbury deck, screen porch and outdoor shower
TV, fireplace

LUX on Main | Downtown | Parking | Sleeps 6, #201

LUX on Main | Downtown | Parking | Sleeps 6, #201
Falmouth
10.0 out of 10, Exceptional, (2 reviews)
"This was the perfect location for our Cape Cod getaway. It was very central to everything we were doing while down there, very effortless to get to Martha’s Vineyard as well! The location was perfect with a bunch of different restaurants, shops and other stores all in walking distance. We will definitely consider staying here again in the future!"
United States
Zack D.
$798 nightly
The price is $913
Jun 23 - Jun 24
Total with taxes and fees
LUX on Main | Downtown | Parking | Sleeps 6, #201
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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Top Chilmark Hotel Reviews

Iris Hotel Cape Cod

Iris Hotel Cape Cod

8/10 Good
"Helpful staff via text (very convenient)"
Marisa 2-night trip
Posted less than an hour ago
Iris Hotel Cape Cod

Find out more about Chilmark

Everything you need to know about Chilmark vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chilmark vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chilmark vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chilmark vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chilmark. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chilmark in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $347 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chilmark rentals

At Expedia, we put the best Chilmark vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chilmark rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chilmark vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chilmark. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Chilmark?

Yes, there are vacation rentals in Chilmark near Chilmark Chocolates, or you can select a more secluded option if you're looking for extra privacy while you relax. Chilmark is known for its beaches and wineries. Make sure you have time to check out the festivals and local tours during your trip.

What are some of the best vacation rentals that Chilmark has to offer?

Coastal chic meets French Provençal in this newly renovated oceanfront home. : This vacation home rental near Chilmark is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Chilmark?

Choose from 69 Expedia vacation rentals in Chilmark for a memorable vacation.

What’s there to see and do in Chilmark?

Family-friendly attractions include Chilmark Chocolates and Fulling Mill Brook Preserve, whereas Menemsha Beach and Edys Island are a couple of great spots to enjoy the outdoors. While here, Chilmark Town Hall and Chilmark Public Library are other places worth a visit.

What’s a vacation rental in Chilmark like?

A vacation rental is a private property where you can stay for a long or short time in Chilmark. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family getaway.