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

Hotels with Swimming Pools in Chilmark

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Check availability on Chilmark Hotels with Swimming Pools

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Chilmark hotels with a pool

A swimming pool with blue lounge chairs and a stone building in the background.
A room with a wooden deck, a white dresser, and a window with a view of a yard.
A cozy room with a grey sofa, a wooden bench, and a tray with a plant.
A restaurant with wooden flooring, high ceilings, and large windows. Tables are set with chairs and centerpieces.

1. 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.
S$346
includes taxes & fees
1 Nov - 2 Nov
Lamberts Cove Inn
A poolside area with lounge chairs, a wooden deck, and a pool.
A spacious dining area with a long table surrounded by wicker chairs, wooden panel walls, and large windows.
A bedroom with a large bed, a view of the outdoors through sliding glass doors, and a balcony with a white railing.
An outdoor patio with a bar area, seating, and string lights.

2. 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.
S$351
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 resort with a swimming pool, outdoor seating, and a view of the lake.
A spacious living area with a dining table, sofas, and a view of the sea.
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.

3. Harbor View Hotel

Harbor View Hotel
Edgartown
  • Seasonal harbor-side pool escape offers refreshing coastal views and luxury poolside cocktail service.
S$376
includes taxes & fees
25 Oct - 26 Oct
Harbor View Hotel
A swimming pool with sun loungers and umbrellas, surrounded by large windows and wooden beams.
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.
Outdoor seating with tables and chairs, covered by green umbrellas, and a sign for a breakfast and lunch place.
A staircase with wooden railings and a lamp on a side table.

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.
S$186
includes taxes & fees
2 Nov - 3 Nov
Inn on the Square
An indoor swimming pool with clear lane markings, tiled walls, and a ceiling with recessed lighting.
A balcony with a table and chairs, overlooking a marina with boats and a distant shoreline.
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.

5. 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.
S$267
includes taxes & fees
2 Nov - 3 Nov
Mansion House Inn And Spa
An indoor swimming pool with clear blue water, surrounded by blue lounge chairs and a tiled floor.
A reception desk with a floral arrangement in a green vase, a marble wall with "HOTEL CAP" signage, and a white counter.
A beach with people sunbathing and swimming, a clear blue sky, and a sailboat in the distance.
A long dining table with a glass centerpiece, surrounded by chairs and a buffet setup.

6. Iris Hotel Cape Cod

Iris Hotel Cape Cod
Falmouth
  • Splash into year-round relaxation with an indoor pool retreat at this Cape Cod hotel.
S$189
includes taxes & fees
1 Nov - 2 Nov
Iris Hotel Cape Cod
An aerial view of a resort with a pool, beach area with umbrellas, and a large building with a covered deck.
A row of white lounge chairs with blue cushions, arranged under a white canopy, overlooking the sea.
A beachside seating area with blue umbrellas and lounge chairs.
A restaurant with tables set for dining, overlooking a beach.

7. The Club at New Seabury

The Club at New Seabury
New Seabury
  • Splash into poolside bliss at this Cape Cod resort with cabanas, loungers, and two vibrant bars.
S$235
includes taxes & fees
1 Nov - 2 Nov
The Club at New Seabury
A poolside area with lounge chairs and a table.
A dining area with multiple tables and chairs, a kitchen area with appliances, and a television displaying a logo.
A hotel room with a large bed, a sofa, a desk, a TV, and a painting on the wall.
A gym with treadmills, a bench, and a mirrored wall.

8. 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.
S$173
includes taxes & fees
1 Nov - 2 Nov
Admiralty Inn & Suites - a Red Collection Hotel
A large, multi-story house with a covered porch and a well-maintained lawn.
A modern living room with a wicker chair, a round coffee table with a vase, and a sofa with patterned cushions.
A hotel room with two beds, a large window, a flat-screen TV, and a painting on the wall.
A modern bathroom with a wooden vanity, a round mirror, and a glass shower enclosure.

9. Shore Haven Inn

Shore Haven Inn
Falmouth
  • Seasonal outdoor pool offers relaxing aquatic escape surrounded by garden views in this beachside sanctuary.
S$258
includes taxes & fees
13 Oct - 14 Oct
Shore Haven Inn
A swimming pool with lounge chairs and a view of the ocean.
A dining area with tables and chairs, large windows with a view of the sea, and ceiling fans.
A hotel with a well-maintained garden, a central fire feature, and a sign reading "Sea Crest".
A couple sitting on a striped sofa with a view of purple hydrangeas through large windows.

10. Sea Crest Beach Resort

Sea Crest Beach Resort
North Falmouth
  • Dive into pure coastal bliss with three pools and beach access at this oceanfront hotel.
S$270
includes taxes & fees
1 Nov - 2 Nov
Sea Crest Beach Resort
View all properties

Choose what matters most at hotels with a pool in Chilmark

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Chilmark Hotel Reviews

Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

8/10 Good
"We stayed in the two bedroom suite. Room and bathroom were very clean and spacious. It did have a spiral staircase, which was ill situated. We had to hang towels off the stairs so nobody would bump their head. Continental Breakfast was delicious. We stayed in October. Would love to go back there in the summer."
Lynne 1-night trip
Posted 6 hours ago
Admiralty Inn & Suites - a Red Collection Hotel
Mariner's Point Resort

Mariner's Point Resort

10/10 Excellent
"Good stuff. Nice staff. Clean. Good price"
eddie 1-night trip
Posted 1 day ago
Mariner's Point Resort
Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven

8/10 Good
"Delicious egg frittatas!"
Caroline 2-night trip
Posted 5 days ago
Hampton Inn by Hilton New Bedford/Fairhaven

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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