A dock with boats, a small wooden structure, and a forested shoreline.

Search Hotels with Swimming Pool in Chilmark

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Check availability on Chilmark Hotels with Swimming Pool

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for Chilmark hotels with a pool

An indoor swimming pool with clear lane markings, tiled walls, and a ceiling with recessed lighting.
A large, multi-story building with a balcony on the second floor.
A spacious living room with a large sofa, a chair, and a small table. There are several potted plants and a ceiling fan.
A marina with boats docked along the shore, surrounded by greenery and a sandy beach.

1. Mansion House Inn And Spa

Mansion House Inn And Spa
Vineyard Haven
  • Refreshing indoor pool sanctuary complements rooftop terrace views and a soothing hot tub at this Martha's Vineyard spa retreat.
₹16,808
₹20,201 total
includes taxes & fees
2 Nov - 3 Nov
Mansion House Inn And Spa
A swimming pool with blue lounge chairs and a stone building in the background.
A restaurant with wooden flooring, high ceilings, and large windows. Tables are set with chairs and centerpieces.
A covered porch with wicker furniture and a vase of flowers.
A cozy room with a grey sofa, a wooden bench, and a tray with a plant.

2. Lamberts Cove Inn

Lamberts Cove Inn
Vineyard Haven
  • Escape to a private beachside haven with a seasonal pool, where comfort meets coastal charm and nature's serenity awaits you.
₹29,514
₹32,967 total
includes taxes & fees
12 Oct - 13 Oct
Lamberts Cove Inn
A pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows.
A hotel room with a large bed, a desk, a chair, a TV, and a window with a view.
A hotel dining area with multiple tables and chairs, a bar, and a seating area with a patterned wall.
A compact hotel room with a kitchenette, a dining area with a yellow chair, a gray sofa with a red pillow, and a large mirror above the sink.

3. Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven
Fairhaven
  • Seasonal outdoor pool beckons with refreshing waters, offering a perfect retreat from warm summer days in New Bedford.
₹10,607
₹11,848 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn by Hilton New Bedford/Fairhaven
A swimming pool with sun loungers and umbrellas, surrounded by large windows and wooden beams.
A staircase with wooden railings and a lamp on a side table.
A large, two-story building with a stone facade, a prominent sign reading "Inn on the Square," and a patio area with outdoor seating.
A hotel room with a large bed, a sitting area with a chair and a table, a bathtub, and a framed picture on the wall.

4. Inn on the Square

Inn on the Square
Falmouth
  • Sun-drenched days await at the indoor pool retreat where year-round swimming creates holiday bliss.
₹12,209
₹16,409 total
includes taxes & fees
18 Oct - 19 Oct
Inn on the Square
A poolside area with lounge chairs, a wooden deck, and a pool.
An outdoor patio with a bar area, seating, and string lights.
A spacious lobby with a reception desk, a large sofa, and a chandelier.
A bedroom with a large bed, a view of the outdoors through sliding glass doors, and a balcony with a white railing.

5. Faraway Martha's Vineyard

Faraway Martha's Vineyard
Edgartown
  • Dive into poolside bliss with comfy loungers, a hot tub, and a convenient bar for refreshments.
₹22,636
₹26,549 total
includes taxes & fees
1 Nov - 2 Nov
Faraway Martha's Vineyard
A swimming pool with lounge chairs and umbrellas, surrounded by a building with a balcony and a clear sky.
A spacious living area with a dining table, sofas, and a view of the sea.
A resort with a swimming pool, outdoor seating, and a view of the lake.
A balcony with a view of the harbor, a dining area with a table and chairs, and a small seating area with a bench and a table.

6. Harbor View Hotel

Harbor View Hotel
Edgartown
  • Seasonal harbor-side pool escape offers refreshing coastal views and luxury poolside cocktail service.
₹28,295
₹34,135 total
includes taxes & fees
25 Oct - 26 Oct
Harbor View Hotel
An indoor swimming pool with clear blue water, surrounded by blue lounge chairs and a tiled floor.
A long dining table with a glass centerpiece, surrounded by chairs and a buffet setup.
A beach with people sunbathing and swimming, a clear blue sky, and a sailboat in the distance.
A reception desk with a floral arrangement in a green vase, a marble wall with "HOTEL CAP" signage, and a white counter.

7. Iris Hotel Cape Cod

Iris Hotel Cape Cod
Falmouth
  • Splash into year-round relaxation with an indoor pool retreat at this Cape Cod hotel.
₹12,479
₹14,282 total
includes taxes & fees
1 Nov - 2 Nov
Iris Hotel Cape Cod
A waterfront hotel with a pool, outdoor seating, and a view of the water.
A view from a window overlooking a dock with a boat, a pier, and a building with a blue roof.
A marina with multiple boats docked, surrounded by residential buildings with balconies and a well-maintained lawn.
A sandy beach path leading to the ocean, surrounded by sparse vegetation.

8. The Harborside Inn

The Harborside Inn
Edgartown
  • Float in blissful style at a seasonal outdoor pool, where relaxation meets Martha's Vineyard magic.
₹46,046
₹51,433 total
includes taxes & fees
7 Nov - 8 Nov
The Harborside Inn
A poolside area with lounge chairs and a table.
A covered outdoor area with a pool, red chairs, and a table.
A room with two beige armchairs, a patterned carpet, a large window with a view of buildings, and a ceiling with recessed lighting and a smoke detector.
A hotel room with two beds, a desk, and a chair.

9. Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel
East Falmouth
  • Dive into year-round aquatic bliss with indoor and seasonal outdoor pools in Cape Cod.
₹10,882
₹13,615 total
includes taxes & fees
1 Nov - 2 Nov
Admiralty Inn & Suites - a Red Collection Hotel
An indoor swimming pool with lounge chairs, a lifeguard sign, and American flags.
An aerial view of a marina with boats, a pier, and a town with houses and buildings.
A bar area with multiple screens displaying sports content, a counter with various bottles, and a seating area with tables and chairs.
A modern hotel room with a curved ceiling, a large bed, a flat-screen TV, a desk with a chair, and a bathroom with a mirror and sink.

10. Falmouth Inn

Falmouth Inn
Falmouth
  • Dive into refreshing comfort with an indoor pool oasis that's perfect year-round at this Cape Cod getaway with beach access.
₹10,857
₹14,360 total
includes taxes & fees
19 Oct - 20 Oct
Falmouth Inn
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Choose what matters most at hotels with a pool in Chilmark

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Chilmark Hotel Reviews

Sea Crest Beach Resort

Sea Crest Beach Resort

8/10 Good
"We went for a September wedding and stayed one night. Perfect access to the beach and a short drive to town. Staff were amazing! Mostly updated but a few thing - doors especially- still need an upgrade."
Heather 1-night trip
Posted 8 hours ago
Sea Crest Beach Resort
Inn on the Square

Inn on the Square

10/10 Excellent
"Very comfortable bed!"
Tyler 1-night trip
Posted 10 hours ago
Inn on the Square
Iris Hotel Cape Cod

Iris Hotel Cape Cod

10/10 Excellent
"It was a perfect location for us, it was clean, updated and we slept great!"
Jennie 1-night trip
Posted 11 hours ago
Iris Hotel Cape Cod
Harbor View Hotel

Harbor View Hotel

10/10 Excellent
"Beautiful Hotel and Venue with impeccable amenities. Beautiful water views and outstanding and friendly Staff. Disappointed we were not able to stay longer. Will definitely plan another trip in the near future!"
Marc 1-night trip
Posted 1 day ago
Harbor View Hotel

Frequently asked questions

What are some accommodation options with pools in Chilmark?
Sea Crest Beach Resort: Features complimentary wireless Internet access, a pool and Smart televisions. Iris Hotel Cape Cod: Hotel, 2-minute walk from Cape Cod Beaches. Offers a children's pool, a seasonal outdoor pool and a private beach. Inn on the Square: Provides a snack bar/deli, an indoor pool and free self parking. Summercamp: Features complimentary wireless Internet access, an indoor pool and televisions. Falmouth Inn: Features daily, a pool and free self parking.
What is there to see and do in Chilmark?
The picturesque setting of Menemsha Beach and Edys Island 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.

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