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

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Check availability on Chilmark Hotels with Swimming Pool

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Chilmark hotels with a pool

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 lobby with striped armchairs, a TV, a reception desk, and a blue wall.

1. 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.
₹12,997
₹16,783 total
includes taxes & fees
27 Sept - 28 Sept
Falmouth Inn
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 reception area with a black leather chair, a reception desk, a television, and a wall with a map display.
A covered outdoor area with a pool, red chairs, and a table with a bowl.

2. 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.
₹10,390
₹13,036 total
includes taxes & fees
27 Sept - 28 Sept
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 reception desk with a floral arrangement in a green vase, a marble wall with "HOTEL CAP" signage, and a white counter.
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.

3. Iris Hotel Cape Cod

Iris Hotel Cape Cod
Falmouth
  • Splash into year-round relaxation with an indoor pool retreat at this Cape Cod hotel.
₹12,976
₹14,851 total
includes taxes & fees
7 Sept - 8 Sept
Iris Hotel Cape Cod
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 cozy room with a grey sofa, a wooden bench, and a tray with a plant.
A room with a wooden deck, a white dresser, and a window with a view of a yard.

4. 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.
₹21,382
₹23,884 total
includes taxes & fees
2 Sept - 3 Sept
Lamberts Cove Inn
A swimming pool with sun loungers and umbrellas, surrounded by large windows and wooden beams.
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.
A staircase with wooden railings and a lamp on a side table.

5. 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.
₹15,655
₹20,320 total
includes taxes & fees
2 Sept - 3 Sept
Inn on the Square
A large, multi-story house with a covered porch and a well-maintained lawn.
A hotel room with two beds, a large window, a flat-screen TV, and a painting on the wall.
A neatly arranged bedroom with a bed, pillows, a vase, and a lamp.
A modern bathroom with a wooden vanity, a round mirror, and a glass shower enclosure.

6. Shore Haven Inn

Shore Haven Inn
Falmouth
  • Seasonal outdoor pool offers relaxing aquatic escape surrounded by garden views in this beachside sanctuary.
₹18,636
₹21,889 total
includes taxes & fees
7 Sept - 8 Sept
Shore Haven Inn
A bathroom with a white sink, a toilet, a shower with a glass-enclosed tub, a round mirror, and a shelf with toiletries.
A fenced backyard with a pool, picnic table, and trees.
A bedroom with a bed, bedside tables, a chair, a desk, and a painting of a beach scene.
A Mariner Motel sign with a vacancy notice, surrounded by vibrant flowers.

7. Mariner Motel

Mariner Motel
Falmouth
  • Dive into seaside serenity at this coastal retreat with a sun-drenched pool oasis.
₹13,262
₹15,178 total
includes taxes & fees
7 Sept - 8 Sept
Mariner Motel
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 large, multi-story building with a balcony on the second floor.
A balcony with a table and chairs, overlooking a marina with boats and a distant shoreline.

8. 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.
₹35,660
₹41,240 total
includes taxes & fees
8 Sept - 9 Sept
Mansion House Inn And Spa
A swimming pool with lounge chairs, a building with a balcony, and trees in the background.
A patio area with Adirondack chairs and a view of a lake surrounded by trees.
A hotel room with two beds, a large window, and a view of the outdoors.
A two-story building with a white exterior and a balcony. There are outdoor tables and chairs arranged on a grassy lawn.

9. Green Harbor Waterfront Lodging

Green Harbor Waterfront Lodging
East Falmouth
  • Seasonal waterfront pool creates summer magic at this Cape Cod retreat with a garden terrace.
₹16,125
₹18,455 total
includes taxes & fees
31 Aug - 1 Sept
Green Harbor Waterfront Lodging
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

Green Harbor Waterfront Lodging

Green Harbor Waterfront Lodging

10/10 Excellent
"Great stay as always"
Nicolas 2-night trip
Posted 3 hours ago
Green Harbor Waterfront Lodging
Iris Hotel Cape Cod

Iris Hotel Cape Cod

8/10 Good
"Nice stay.."
Hilda-Gail 3-night trip
Posted 9 hours ago
Iris Hotel Cape Cod
Inn on the Square

Inn on the Square

8/10 Good
"The only reason I didn't give it a 5 Star was the surprise that the second floor of the other building did not have an elevator. Seniors here with heavy bags struggled. Walkable to town."
Donald 1-night trip
Posted 1 day ago
Inn on the Square
Mansion House Inn And Spa

Mansion House Inn And Spa

10/10 Excellent
"Bright and convenient; a well-maintained property"
Stephanie 1-night trip
Posted 2 days ago
Mansion House Inn And Spa
Sea Crest Beach Resort

Sea Crest Beach Resort

10/10 Excellent
"Happy to stay there and I will be back again"
Anna Kanichada 1-night trip
Posted 2 days ago
Sea Crest Beach Resort
Faraway Martha's Vineyard

Faraway Martha's Vineyard

8/10 Good
"I enjoyed my stay in the Chappy House – Room 409, a suite with its on entrance from the outside. It was very well appointed and similar to a spacious one bedroom apartment without the kitchen. Must be capable of maneuvering stone pathways and steps to access it. Very nice for a long-term stay. I’d be interested in purchasing one! (Luxury vinyl plank flooring needs repairing in one hallway spot — barely noticeable.) 🙂"
Fred 1-night trip
Posted 7 days ago
Faraway Martha's Vineyard

Frequently asked questions

What are some accommodation options with pools in Chilmark?
Iris Hotel Cape Cod: Features complimentary wireless Internet access, a pool and Smart televisions. Sea Crest Beach Resort: Hotel located near Cape Cod Beaches. Offers a snack bar/deli, an indoor pool and free self parking. Falmouth Inn: Hotel, 2-minute walk from Cape Cod Beaches. Provides a children's pool, a seasonal outdoor pool and a private beach. Summercamp: Hotel located near Cape Cod Beaches. Features daily, a pool and free self parking. Vineyard Harbor Motel - Private Beach: Hotel located near Cape Cod Beaches. Provides 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 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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