Find Hotels with a Pool in Chilmark, MA from CA $174

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chilmark Hotels with a Pool

Tonight
Apr 5 - Apr 6
Tomorrow
Apr 6 - Apr 7
Next weekend
Apr 10 - Apr 12
In two weeks
Apr 17 - Apr 19

Our top choices for Chilmark hotels with a pool

Outdoor pool, a heated pool

Cozy efficiency apartment/heated pool

Cozy efficiency apartment/heated pool
Chilmark
9.6 out of 10, Exceptional, (21 reviews)
The price is CA $411
CA $656 total
includes taxes & fees
Apr 30 - May 1
Cozy efficiency apartment/heated pool
Indoor pool

Falmouth Inn

Falmouth Inn
2.0 star property
Falmouth
8.0 out of 10, Very good, (1,001 reviews)
  • cleanliness
    Dive into refreshing comfort with an indoor pool oasis that's perfect year-round at this Cape Cod getaway with beach access.
The price is CA $137
CA $184 total
includes taxes & fees
Apr 19 - Apr 20
Falmouth Inn
Indoor pool, seasonal outdoor pool

Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel
3.0 star property
East Falmouth
8.8 out of 10, Excellent, (390 reviews)
  • cleanliness
    Dive into year-round aquatic bliss with indoor and seasonal outdoor pools in Cape Cod.
The price is CA $163
CA $203 total
includes taxes & fees
Apr 6 - Apr 7
Admiralty Inn & Suites - a Red Collection Hotel
Indoor pool

Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1,001 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary complements rooftop terrace views and a soothing hot tub at this Martha's Vineyard spa retreat.
The price is CA $251
CA $301 total
includes taxes & fees
Apr 19 - Apr 20
Mansion House Inn And Spa
Indoor pool

Iris Hotel Cape Cod

Iris Hotel Cape Cod
3.0 star property
Falmouth
8.6 out of 10, Excellent, (202 reviews)
  • cleanliness
    Splash into year-round relaxation with an indoor pool retreat at this Cape Cod hotel.
The price is CA $152
CA $174 total
includes taxes & fees
Apr 12 - Apr 13
Iris Hotel Cape Cod
Aerial view

Sea Crest Beach Resort

Sea Crest Beach Resort
3.5 star property
North Falmouth
8.0 out of 10, Very good, (259 reviews)
  • cleanliness
    Dive into pure coastal bliss with three pools and beach access at this oceanfront hotel.
The price is CA $141
CA $241 total
includes taxes & fees
Apr 19 - Apr 20
Sea Crest Beach Resort
Indoor pool

Inn on the Square

Inn on the Square
3.5 star property
Falmouth
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Sun-drenched days await at the indoor pool retreat where year-round swimming creates vacation bliss.
The price is CA $143
CA $196 total
includes taxes & fees
Apr 26 - Apr 27
Inn on the Square
Outdoor pool, open 8:00 AM to 8:00 PM, sun loungers

Faraway Martha's Vineyard

Faraway Martha's Vineyard
4.0 star property
Edgartown
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Dive into poolside bliss with comfy loungers, a hot tub, and a convenient bar for refreshments.
The price is CA $383
CA $449 total
includes taxes & fees
Apr 19 - Apr 20
Faraway Martha's Vineyard
Children's play area - outdoor

Mariner Motel

Mariner Motel
2.0 star property
Falmouth
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Dive into seaside serenity at this coastal retreat with a sun-drenched pool oasis.
The price is CA $152
CA $174 total
includes taxes & fees
Apr 12 - Apr 13
Mariner Motel
Aerial view

Harbor View Hotel

Harbor View Hotel
5.0 star property
Edgartown
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Seasonal harbor-side pool escape offers refreshing coastal views and luxury poolside cocktail service.
The price is CA $439
CA $530 total
includes taxes & fees
Apr 21 - Apr 22
Harbor View Hotel
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.
View all properties

Choose what matters most at hotels with a pool in Chilmark

Breakfast included
4 stars

Top Chilmark Hotel Reviews

InnSeason Resorts Surfside

InnSeason Resorts Surfside

4/10 Poor
"Next time you book a room with a balcony, make sure they have one available and don’t give it away to someone else. We booked a room through Expedia with a balcony once we got to the hotel we were told that there were only three rooms available that can accommodate four or more people, and the other rooms are already given away. We were in the back of the hotel with no view of the ocean at all, that is my main complaint was that we had no balcony room when we booked it and paid for it. Staff was really friendly and the hotel was very clean."
Avtar 4-night trip
Posted 17 hours ago
InnSeason Resorts Surfside

Frequently asked questions

What are some accommodations with pools in Chilmark?
Iris Hotel Cape Cod: Features a snack bar/deli, an indoor pool, and free self parking. Hampton Inn by Hilton New Bedford/Fairhaven: Offers daily, a seasonal outdoor pool, and complimentary wired internet access. Falmouth Inn: Provides daily, a pool, and free self parking. Summercamp: Hotel, 2-minute walk from Cape Cod Beaches. Offers a children's pool, a seasonal outdoor pool, and a private beach. Sea Crest Beach Resort: Hotel located near Inkwell Beach. Provides a full-service spa, an indoor pool, and a health club.
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.

Explore a world of travel with Expedia