
Holiday rentals with beach access in Chilmark
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Top-rated rentals with beach access in Chilmark
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Popular amenities for rentals with beach access in Chilmark
Apartment rentals with beach access

Private Beach Retreat close to Newport
Great host, extremely responsive and consistently checking in on us to make sure everything was spot on. The listing was accurate and everything was already taken care of before we arrived but I can imagine she would have been extremely responsive if required. I would highly recommend this place due to the proximity to downtown Newport without all of the immediate hustle and bustle and a nice cozy place to relax to end your day.

In-law apt. with all the amenities of Home.
We had a short but pleasant stay at Gail’s and the in-law apartment was perfect! Check in was easy and the apartment was clean, comfortable, and well-appointed with great snacks! This is a great location for exploring Falmouth and the rest of the Cape and Gail is super friendly and responsive. We hope to stay longer next time!

WATERFRONT PENTHOUSE OAK BLUFFS
We spent our anniversary at Leslie’s place and it was a beautiful! The views and location was like no other and we would book again! Leslie was very responsive and even left us some dinner when we came in late from the ferry. The restaurant staff were friendly and it was everything described in the listing. We didn’t want to leave!

Modern beach studio 7 min walk from the beach
Absolutely loved our stay here! Location is amazing and apartment is in pristine condition. Alice was an amazing host and we had great communication throughout our stay. The Airbnb also had everything needed to make sure we were comfy. Alice truly thought about everything to make sure guests feel right at home. Would recommend and will stay again!

☀️ Spacious and Bright -- The Sailboat Suite
We had such an amazing stay. We felt right at home and were very comfortable with the place. Carolyn was very responsive and helped with everything we needed. Shout out Ali for fixing our little problem. We loved it here and would stay again!

Harbor view apartment, a quick walk from the ferry
Mark's place was exactly how it appeared in photos. Great, walkable location. Easy to get to restaurants on Main St. There's a place to rent bikes just across the street. The stay was comfortable, quiet, and exceeded expectations. Thank you again, Mark!

The Crows Nest - 1747 Isaac Pierce House 2nd Floor
The apartment is very comfortable. The pictures are accurate. Beds comfortable. Plenty of very nice bath linens. I loved the types and amount of lighting in every room. Wonderful water pressure in the shower. The kitchen is very functional . I loved cooking on the beautiful big stove. We really appreciated having both a Keurig and a coffee maker. The one thing I would caution about is the stairs. They are as pictured. We had no problem with them, but people with knee issues might. I will certainly look for this property again when in the area.

One Bedroom in-law near beach with breakfast
Monica & TJ’s listing is exactly as pictured and described. It is spotless and well appointed. The extra little touches such as quality shampoo, conditioner, shower gel (not Wally World brand), snacks, and of course the pastries upon check in- are so nice. These things tell me that they care about their guests and their experience. Great binder on the “How to use” + suggestions of things to do, restaurants, etc. Very helpful! The best part was how close to the beach this rental is! 100% would stay here again; experience to value ratio = A+ !
House rentals with beach access

Updated Beautiful Cottage in Edgartown AC
Kenneth Is a great host communicates very well and has a genuine concern for his guests Ray

Renovated 2 Bed Private Vacation Home near Newport
Great place! Very spacious and clean. Matthew was also very accommodating and provided us with very helpful instructions about how to get in, where things are, and wifi log-in info. The backyard and frontyard were also great for our dog to explore around. We really enjoyed our stay and would definitely come back another time.

Buzzard Bay Getaway
While the weather did not cooperate (it rained the entire time) the cottage and views made up for the weather. From the table to the couch the views are wonderful. The cottage is very well stocked from towels and blankets to the kitchen. We did not need anything that wasn't supplied. The bathroom is small but functional. The shower might not work well for a larger person. The neighborhood is quiet and feels very safe and peaceful. We enjoyed our long weekend and would book this cottage again.

Greenehill~ Up-island 1800's Vineyard farmhouse.
We stayed over the long weekend at this beautiful property. It’s located centrally close to all the major attractions and beaches. The property had beautiful features and felt very comfortable. The home itself had a lot of charm and had a positive energy. Hosts were very kind and nice to communicate with. They left us wonderful treats and fresh eggs from their beautiful garden. Overall it was a great stay at their property. Highly recommended and we will be staying there again. I will highly recommend getting a car to travel in the island so you can go to Edgartown or other places.

Cottage by the Sea
We enjoyed our weekend get away at Kara's. The bed was comfy, house had all the amenities we needed. We enjoyed sitting outside, listening to the birds and watching the bunny rabbits in the yard.

Spectacular beach & pool combo; beautiful sunsets!
Came here for a girls weekend. I think it’s even better than the photos! We had a great time!!!

Sea-Side Shanty
Truly the best Airbnb experience I have had. Hosts are kind and thoughtful. They made sure we had everything we needed. House is spotless. Beds very comfortable. Perfect location with the beautiful water view. Great restaurants around. And easy trip to Boston from the local train station just 10 mins away! We hope to come back soon!!!

✅Beach ✅Downtown ✅Restaurants/Bars ✅Bike Path
Great location just over 2 miles (3.5 K) from the heart of Edgartown. There is a little bit of road noise per the other reviewers but it minimal, especially at night. The place is very clean and has everything you need for a comfortable stay. We were 4 adults, stayed for 2 nights, and had a vehicle so were able to easily explore the island from this location. Other than breakfast, we ate out (lots of great places to eat on MV) but the kitchen is fully equipped should you choose to eat in. The nearby Stop and Shop grocery store is well stocked.
Apartment rentals with beach access

Relax....You're on Island Time......
Lovely home and well outfitted for our stay. Conveniently located on well maintained grounds.

Sunny 2bedroom condo w pool, walk to town
We had a great time at Leah’s place. She is a terrific communicator, immediate responses. She also reached out to share about local fun events that were happening during our stay. So nice! We would definitely stay there again.

LOCATION LOCATION!! Ocean- View TOP Floor Condo
Heather's place is beautiful! An amazing location with close proximity to the OB steamship authority station, a number of bus lines, and the beach! The view and location are unbeatable! Heather was also super responsive in terms of coordinating flexible check-in/check-out times which was very much appreciated. Overall, would definitely recommend to anyone visiting OB :)

Condo in Falmouth MA
The Condo was clean & comfortable. Having two bedrooms with queen beds was perfect for us, and sharing the 1 bathroom worked fine. The price was better than most other options. It was peaceful, and very quiet during our stay (in early May). Having the pool available would be very nice in summer months.

Beach Cottage 3nts/4th Free in August,Mashpee MA
Our second visit. We love the place. Quiet but close to great beaches and the Popponesset Marketplace is 2 minutes walk away, with fish restaurants and small stores with necessities (including wine and beer!). A highlight of this visit was sitting on the patio in the morning and 3 times seeing an osprey dive to the pond and catch a fish.

Sandy Neck Provisions - Full Apartment
The location was quiet during our low season stay and close to a beach with 5 mins drive. The house was clean and had lots of board games to have fun with. Meghan was responsive to answer our questions and to addressed issues. I would stay there again in the future.

Charming Hyannis 3 Bed 2 Bath
Had to call maintenance for a couple of reasons but responded quickly.

Short walk to the Beach and Downtown Hyannis!
Great stay. I would definitely recommend this place. Great location for a stay in Cape Cod.
Quick stats about holiday rentals with beach access in Chilmark
Total rentals
100 properties
Nightly prices starting at
₹7,715 before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
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- Cape Cod
- Mayflower Beach
- Charlestown Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Brown University
- Easton Beach
- Sagamore Beach
- Sandwich Glass Museum
- Roger Williams Park Zoo
- Owen Park Beach
- Point Judith Country Club
- Oakland Beach
- Blue Shutters Beach
- Onset Beach
- Ninigret Beach
- Inman Road Beach
- South Shore Beach
- Nickerson State Park
- Fort Adams State Park
- Second Beach
- Oyster Harbors Beach