Book the Best Hotels with POOL in Chilmark in 2026

Q: What are some accommodations with pools in Chilmark?

Sea Crest Beach Resort : Hotel, 2-minute walk from Cape Cod Beaches. Features a children's pool, a seasonal outdoor pool, and a private beach. Iris Hotel Cape Cod : Hotel located near Cape Cod Beaches. Offers a snack bar/deli, an indoor pool, and free self parking. Summercamp : Offers 2 restaurants, a seasonal outdoor pool, and complimentary wired internet access. AutoCamp Cape Cod : Offers 2 restaurants, a seasonal outdoor pool, and 2 bars. Faraway Martha's Vineyard : Hotel located near Inkwell Beach. Provides a full-service spa, an indoor pool, and a health club.

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Our top choices for Chilmark hotels with a pool

Cozy efficiency apartment/heated pool

Chilmark

CA $699 total

includes taxes & fees

Jun 19 - Jun 20

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.

CA $208 total

includes taxes & fees

May 28 - May 29

Iris Hotel Cape Cod

Falmouth

Splash into year-round relaxation with an indoor pool retreat at this Cape Cod hotel.

CA $204 total

includes taxes & fees

May 25 - May 26

Green Harbor Waterfront Lodging

East Falmouth

Seasonal waterfront pool creates summer magic at this Cape Cod retreat with a garden terrace.

CA $179 total

includes taxes & fees

May 21 - May 22

Admiralty Inn & Suites - a Red Collection Hotel

East Falmouth

Dive into year-round aquatic bliss with indoor and seasonal outdoor pools in Cape Cod.

CA $222 total

includes taxes & fees

Jun 1 - Jun 2

Inn on the Square

Falmouth

Sun-drenched days await at the indoor pool retreat where year-round swimming creates vacation bliss.

CA $206 total

includes taxes & fees

May 25 - May 26

Mariner Motel

Falmouth

Dive into seaside serenity at this coastal retreat with a sun-drenched pool oasis.

CA $187 total

includes taxes & fees

May 21 - May 22

Sea Crest Beach Resort

North Falmouth

Dive into pure coastal bliss with three pools and beach access at this oceanfront hotel.

CA $345 total

includes taxes & fees

May 31 - Jun 1

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Choose what matters most at hotels with a pool in Chilmark

Breakfast included

4 stars

Top Chilmark Hotel Reviews

Sea Crest Beach Resort

4/10 Poor

"The hotel has an excellent location . They were understaffed. We arrived at 6:00 PM and check in was at 4:00 PM. We were told that they were still cleaning our room . The room was finally ready at 8:00 PM. W e had to change our dinner plans due to this. The staff did not seem to care much , they made it sound like it was out of their hands. There were other people like us that had to wait for their room to be clean. "

Frequently asked questions

What are some accommodations with pools in Chilmark?

Sea Crest Beach Resort: Hotel, 2-minute walk from Cape Cod Beaches. Features a children's pool, a seasonal outdoor pool, and a private beach. Iris Hotel Cape Cod: Hotel located near Cape Cod Beaches. Offers a snack bar/deli, an indoor pool, and free self parking. Summercamp: Offers 2 restaurants, a seasonal outdoor pool, and complimentary wired internet access. AutoCamp Cape Cod: Offers 2 restaurants, a seasonal outdoor pool, and 2 bars. Faraway Martha's Vineyard: 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.

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