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

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Check availability on Chilmark Hotels with a Pool

Tonight
Oct 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Chilmark hotels with a pool

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.

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.
NT$7,719
NT$8,623 total
includes taxes & fees
Nov 1 - Nov 2
Lamberts Cove Inn
An indoor swimming pool with clear lane markings, tiled walls, and a ceiling with recessed lighting.
A marina with boats docked along the shore, surrounded by greenery and a sandy beach.
A spacious living room with a large sofa, a chair, and a small table. There are several potted plants and a ceiling fan.
A large, multi-story building with a balcony on the second floor.

2. 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.
NT$5,540
NT$6,659 total
includes taxes & fees
Nov 2 - Nov 3
Mansion House Inn And Spa
A pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows.
A hotel dining area with multiple tables and chairs, a bar, and a seating area with a patterned wall.
A gym with treadmills, weight machines, and exercise balls.
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.
NT$3,496
NT$3,905 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn by Hilton New Bedford/Fairhaven
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.
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.

4. Inn on the Square

Inn on the Square
Falmouth
  • Sun-drenched days await at the indoor pool retreat where year-round swimming creates vacation bliss.
NT$4,511
NT$5,964 total
includes taxes & fees
Oct 12 - Oct 13
Inn on the Square
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 spacious lobby with a reception desk, a large sofa, and a chandelier.
An outdoor patio with a bar area, seating, and string lights.

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.
NT$7,461
NT$8,751 total
includes taxes & fees
Nov 1 - Nov 2
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 deck with a wicker sofa, a table with a bottle of champagne, and a tray of snacks.
A resort with a swimming pool, outdoor seating, and a view of the lake.

6. Harbor View Hotel

Harbor View Hotel
Edgartown
  • Seasonal harbor-side pool escape offers refreshing coastal views and luxury poolside cocktail service.
NT$7,772
NT$9,376 total
includes taxes & fees
Oct 27 - Oct 28
Harbor View Hotel
A poolside area with lounge chairs and a table.
A gym with treadmills, a bench, and a mirrored wall.
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 a large bed, a sofa, a desk, a TV, and a painting on the wall.

7. 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.
NT$3,576
NT$4,474 total
includes taxes & fees
Nov 1 - Nov 2
Admiralty Inn & Suites - a Red Collection 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.

8. Iris Hotel Cape Cod

Iris Hotel Cape Cod
Falmouth
  • Splash into year-round relaxation with an indoor pool retreat at this Cape Cod hotel.
NT$4,101
NT$4,694 total
includes taxes & fees
Nov 1 - Nov 2
Iris Hotel Cape Cod
An indoor swimming pool with lounge chairs, a lifeguard sign, and American flags.
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.
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.

9. 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.
NT$4,101
NT$5,329 total
includes taxes & fees
Oct 19 - Oct 20
Falmouth Inn
A large, multi-story house with a covered porch and a well-maintained lawn.
A neatly arranged bedroom with a bed, pillows, a vase, and a lamp.
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.

10. Shore Haven Inn

Shore Haven Inn
Falmouth
  • Seasonal outdoor pool offers relaxing aquatic escape surrounded by garden views in this beachside sanctuary.
NT$5,653
NT$6,640 total
includes taxes & fees
Oct 12 - Oct 13
Shore Haven Inn
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

Sea Crest Beach Resort

Sea Crest Beach Resort

10/10 Excellent
"We loved our stay at the Sea Crest. The woman at the front desk was enormously helpful and kind during our stay, making sure we had everything we needed. Gorgeous view from the room, beautiful beach. If only it was warm enough to swim in the ocean, it would have been perfect."
Deborah 1-night trip
Posted 2 hours ago
Sea Crest Beach Resort
Iris Hotel Cape Cod

Iris Hotel Cape Cod

8/10 Good
"Room was clean, staff at the desk could be a bit more knowledgeable. I had a message on the phone and asked how to retrieve it. He didn't know. Breakfast was good except for the last 2 days. There was a different person in charge and the breakfast was terrible. 2 coffee pots were empty, Food trays were empty. I had to go to the kitchen and yell for someone to fill the coffee. Croissants were as hard as a rock. The person that was in charge the first few days we were there did an excellent job."
Bruce 6-night trip
Posted 3 hours ago
Iris Hotel Cape Cod
Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven

8/10 Good
"It was nice."
Jeff 1-night trip
Posted 23 hours ago
Hampton Inn by Hilton New Bedford/Fairhaven
Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

8/10 Good
"I enjoyed my stay overall!"
Gerald 2-night trip
Posted 2 days ago
Admiralty Inn & Suites - a Red Collection Hotel
Inn on the Square

Inn on the Square

10/10 Excellent
"Nice clean room in a fantastic location., Easy walk to downtown Falmouth"
John 1-night trip
Posted 2 days ago
Inn on the Square
Falmouth Inn

Falmouth Inn

8/10 Good
"The Inn served our needs great location rooms were clean and had all of our needs"
Larry 1-night trip
Posted 3 days ago
Falmouth Inn

Frequently asked questions

What are some accommodations with pools in Chilmark?
Sea Crest Beach Resort: Features complimentary wireless internet access, a pool, and Smart TVs. 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, check out 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 into account the local weather in Chilmark can help you maximize your time at the pool during your trip. The hottest months are usually August and July with an average temp of 68°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Chilmark is 50 inches.

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