The Best Hotels with a Pool in Chilmark, MA from AED 479 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. Summercamp : Features 2 restaurants, a seasonal outdoor pool, and complimentary wired internet access. AutoCamp Cape Cod : Hotel located near Cape Cod Beaches. Offers a snack bar/deli, an indoor pool, and free self parking. Faraway Martha's Vineyard : Hotel located near Inkwell Beach. Offers a full-service spa, an indoor pool, and a health club. Iris Hotel Cape Cod : Hotel located near Cape Cod Beaches. Provides a seasonal outdoor pool, an indoor pool, and daily.

Check availability on Chilmark Hotels with a Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Chilmark hotels with a pool

Green Harbor Waterfront Lodging

East Falmouth

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

Wayne

AED 479 total

includes taxes & fees

10 May - 11 May

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.

Chris

AED 564 total

includes taxes & fees

12 May - 13 May

Admiralty Inn & Suites - a Red Collection Hotel

East Falmouth

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

Miriam

AED 536 total

includes taxes & fees

14 May - 15 May

Sea Crest Beach Resort

North Falmouth

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

Cornelius

AED 921 total

includes taxes & fees

20 May - 21 May

Iris Hotel Cape Cod

Falmouth

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

Evan

AED 555 total

includes taxes & fees

11 May - 12 May

Mariner Motel

Falmouth

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

Gina

AED 500 total

includes taxes & fees

11 May - 12 May

Inn on the Square

Falmouth

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

Marianne

AED 516 total

includes taxes & fees

10 May - 11 May

The Club at New Seabury

New Seabury

Splash into poolside bliss at this Cape Cod resort with cabanas, loungers, and two vibrant bars.

Jose O.

AED 974 total

includes taxes & fees

14 May - 15 May

View all properties

Choose what matters most at hotels with a pool in Chilmark

Breakfast included

4 stars

Top Chilmark Hotel Reviews

Sea Crest Beach Resort

10/10 Excellent

"beautiful, well kept, great food"

Hampton Inn by Hilton New Bedford/Fairhaven

10/10 Excellent

"I really loved that the breakfast started at 6 AM even on the weekend. We were there for a dance competition all weekend and had to leave by seven each morning so it was nice to be able to take advantage of that. The rooms were clean seems like it has lots of amenities."

Harbor View Hotel

6/10 Okay

"The hotel location is beautiful. The building is well kept and clean. The staff was amazing! We loved our room overall but there were a few minor inconveniences: 1. The shower handle kept getting stuck and was hard to turn off. 2. We went in April and the room got very hot at night. You couldn’t change the room thermostat from hot to cold. So they told us to open the windows, which let a bee inside our room because the windows had no nets. "

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Chilmark Hotels with a Pool