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Chilmark Hotel with Pool

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Check availability on Chilmark Hotel with Pool

Top Chilmark Hotel with Pool

Harbor View Hotel
Relax by the serene pool surrounded by lounge chairs and umbrellas, with a classic building's balcony offering a view of the tranquil surroundings.

Harbor View Hotel

5.0 star property
8.8 out of 10, Excellent, (1000)
"Great scenic views, good food and clean historic suites."
Harbor View Hotel
Faraway Martha's Vineyard
Relax by the pool surrounded by comfortable seating and lush greenery.

Faraway Martha's Vineyard

3.5 star property
9.0 out of 10, Wonderful, (1003)
"The property is beautiful and located in the heart of Edgartown's shopping area. "
Faraway Martha's Vineyard
The Club at New Seabury
Enjoy beachside cabanas and umbrellas, a covered pavilion, and scenic views amidst lush greenery.

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (325)
"Great stay! Didn't notice it being dated or dirty at all like some reviews said. We loved it!"
The Club at New Seabury
Sea Mist Resort
Relax by the pool, surrounded by comfortable lounge chairs.

Sea Mist Resort

3.0 star property
8.8 out of 10, Excellent, (133)
"Great resort with suites, very cosy with great amenities, close to excellent beach and shopping."
The price is HK$1,250
HK$1,430 total
includes taxes & fees
2 Sept - 3 Sept
Sea Mist Resort
The Island Inn on Martha's Vineyard
Enjoy a serene setting with a central pool surrounded by lush greenery and ocean views.

The Island Inn on Martha's Vineyard

2.5 star property
8.4 out of 10, Very good, (10)
"The property was very family oriented."
The price is HK$1,864
HK$3,743 total
includes taxes & fees
3 Sept - 4 Sept
The Island Inn on Martha's Vineyard
Island Inn - 2 Bedroom & 2 Bath Townhouse - 47G - Oak Bluffs, MA
Relax by the pool surrounded by lush greenery and shaded by two umbrellas.

Island Inn - 2 Bedroom & 2 Bath Townhouse - 47G - Oak Bluffs, MA

10.0 out of 10, Exceptional, (2)
"Property was clean and very accomaditing "
Island Inn - 2 Bedroom & 2 Bath Townhouse - 47G - Oak Bluffs, MA
Island Inn - 2 Bedroom & 2 Bath Townhouse - 50G - Oak Bluffs, MA
Relax by the pool surrounded by lush greenery and shaded by red umbrellas.

Island Inn - 2 Bedroom & 2 Bath Townhouse - 50G - Oak Bluffs, MA

10.0 out of 10, Exceptional, (1)
"Great location, clean, quiet, great amenities inside AND out, loved having special access to Nomans, we were VERY happy with our stay. Thank you for such an awesome option to enjoy MV and Island Life!"
The price is HK$6,343
HK$9,093 total
includes taxes & fees
28 Aug - 29 Aug
Island Inn - 2 Bedroom & 2 Bath Townhouse - 50G - Oak Bluffs, MA
Island Inn - 2 Bedroom & 2 Bath Townhouse - 44G - Oak Bluffs, MA
Relax by the pool surrounded by lush trees with blooming flowers.

Island Inn - 2 Bedroom & 2 Bath Townhouse - 44G - Oak Bluffs, MA

9.0 out of 10, Wonderful, (2)
"Great location. Very nice property. The unit was clean but dated in a few areas. Overall, it was perfect for 4 of us visiting for the wknd. "
The price is HK$6,774
HK$9,645 total
includes taxes & fees
19 Aug - 20 Aug
Island Inn - 2 Bedroom & 2 Bath Townhouse - 44G - Oak Bluffs, MA
Island Inn - Two Bedroom Suite - 1A - Oak Bluffs, MA
Enjoy a serene poolside experience surrounded by lush gardens and a clear sky.

Island Inn - Two Bedroom Suite - 1A - Oak Bluffs, MA

The price is HK$2,826
HK$4,612 total
includes taxes & fees
9 Sept - 10 Sept
Island Inn - Two Bedroom Suite - 1A - Oak Bluffs, MA
Island Inn - Queen Studio - 22F - Dog-friendly - Oak Bluffs, MA
Relax by the serene pool surrounded by a wooden deck and lush greenery.

Island Inn - Queen Studio - 22F - Dog-friendly - Oak Bluffs, MA

The price is HK$2,261
HK$3,867 total
includes taxes & fees
3 Sept - 4 Sept
Island Inn - Queen Studio - 22F - Dog-friendly - Oak Bluffs, MA
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.

Top Chilmark Hotel Reviews

Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven

10/10 Excellent
"It’s just perfect for me. It’s close to my family when I visit from New York and it’s a good place to call it the night. The staff is friendly, the rooms are great, and the breakfast is excellent. Even better, our dog Tonio is welcome. "
Jose 2-night trip
Posted 3 days ago
Hampton Inn by Hilton New Bedford/Fairhaven

Frequently asked questions

What are some accommodation options with pools in Chilmark?
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.: Features a snack bar/deli, an indoor pool and free self parking. Iris Hotel Cape Cod: Features daily, a pool and free self parking. Vineyard Harbor Motel - Private Beach: Hotel, 2-minute walk from Cape Cod Beaches. Offers a children's pool, a seasonal outdoor pool and a private beach. Falmouth Inn: Offers 2 restaurants, a seasonal outdoor pool and complimentary high-speed (wired) Internet access. Sea Crest Beach Resort: Features a seasonal outdoor pool, an indoor pool and daily.
What is there to see and do in Chilmark?
The picturesque setting of Menemsha Beach and Lucy Vincent Beach showcase the area's natural beauty. During your stay, visit sights such as Chilmark Town Hall, Chilmark Public Library and Chilmark Chocolates.
When is the best time to book a hotel with a pool in Chilmark?
Taking the local weather in Chilmark into account can help you maximise your time at the pool during your trip. The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Chilmark is 1272 mm.