Hotels with Swimming Pool, Chilmark Massachusetts

Q: What are some accommodations with pools in Chilmark?

Iris Hotel Cape Cod : Features complimentary wireless internet access, a pool, and Smart TVs. Sea Crest Beach Resort : Hotel located near Cape Cod Beaches. Offers a snack bar/deli, an indoor pool, and free self parking. Vineyard Harbor Motel - Private Beach : Hotel, 2-minute walk from Cape Cod Beaches. Provides a children's pool, a seasonal outdoor pool, and a private beach. Falmouth Inn : Hotel located near Cape Cod Beaches. Offers daily, a pool, and free self parking. AutoCamp Cape Cod : Hotel located near Cape Cod Beaches. Provides a seasonal outdoor pool, an indoor pool, and daily.

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

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 Swimming Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Chilmark hotels with a pool

Seasonal outdoor pool, cabanas (surcharge), pool umbrellas

The Club at New Seabury

New Seabury

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

P35,478 total

includes taxes & fees

Jul 18 - Jul 19

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.

P12,407 total

includes taxes & fees

Jul 16 - Jul 17

Admiralty Inn & Suites - a Red Collection Hotel

East Falmouth

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

P13,216 total

includes taxes & fees

Jul 15 - Jul 16

Inn on the Square

Falmouth

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

P16,650 total

includes taxes & fees

Jul 12 - Jul 13

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Sea Crest Beach Resort

North Falmouth

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

P33,024 total

includes taxes & fees

Jul 26 - Jul 27

Iris Hotel Cape Cod

Falmouth

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

P17,014 total

includes taxes & fees

Jul 23 - Jul 24

Mariner Motel

Falmouth

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

P11,895 total

includes taxes & fees

Jul 12 - Jul 13

Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Falmouth Heights Motor Lodge

Falmouth Heights

Splashing summer days at this Falmouth hotel's sparkling pool with loungers and beach bars nearby.

P17,506 total

includes taxes & fees

Jul 9 - Jul 10

View all properties

Choose what matters most at hotels with a pool in Chilmark

Breakfast included

4 stars

Top Chilmark Hotel Reviews

Green Harbor Waterfront Lodging

10/10 Excellent

"It was perfect location clean friendly staff"

Falmouth Inn

8/10 Good

"The Falmouth Inn is in a great location, especially if you're taking the Island Queen Ferry to Martha's Vineyard—it's just a short walk away. Overall, the hotel appeared reasonably clean, but it had a slightly worn, not-quite-clean feel. When we checked in, there weren't any towels in the bathroom, but a staff member who was working nearby quickly brought some to our room, which we appreciated. The indoor pool was nice, although I don't think the retractable roof has ever been opened. Opening it on nice days would make the pool area much more enjoyable. The complimentary breakfast was basic but well stocked. One small improvement would be upgrading the plastic utensils—they were too flimsy to cut even simple breakfast items. Parking was another challenge. The lot filled up quickly, and we barely found a space when we returned later in the evening. Since the hotel doesn't issue parking permits or passes, I couldn't help but wonder if some non-guests use the lot to walk to the nearby ferry. Overall, we had a decent stay. The hotel met our needs for the two nights we were in town, and its convenient location was definitely its biggest advantage."

ShoreWay Acres Inn & Cape Cod Lodging

10/10 Excellent

"Ideal location, super close to the main street of shops and a short walk from the beach. I stayed with my partner for 4th of July weekend and it was wonderful. Like other reviews said, the facilities are on the older and more outdated side, but we booked a queen bed and our space was clean and everything was functional. Met expectations and it was a great stay."

Inn on the Square

8/10 Good

"We have some mixed feelings. In our initial room, the sofa bed mechanism was broken and the mattress did not lay flat. Staff was very responsive; moved us to another large room with a rollaway bed and that worked out fine. Our second night, the fire alarm went off at about 11:00 PM and we were outside the building until 1:30. Many fire trucks and emergency vehicles appeared and we could view smoke rising from our end of the building but there was no official information shared with the guests while we waited. The general manager did not interact with guests at all unless asked a question directly, and even then she communicated very little. No apologies for the inconvenience or informational updates. To the hotel's credit, the following day we found, left in our room, a letter from management along with a bottle of French wine and little box of Ben and Bill's chocolate truffles and we were refunded the cost for that night's stay, along with an offer of a 20% discount on our next stay. We thought that was quite fair. Our first morning, we ate breakfast at Persy's, right on the site. It was convenient to the hotel but there are much better places within walking distance of the Inn to get much better prepared food. The decaf coffee at Percy's was almost undrinkable. The Inn is under new ownership. We wish them well and look forward to seeing what they do with the Inn in the future."

Harbor View Hotel

10/10 Excellent

"Property was Beautiful. Only downside was there is no Elevator in the area we stayed which was a pain being on 3rd floor with a baby/carrage etc. My fault for not checking ahead of time but other than that the place was great. Close walking distance to downtown Edgartown. Staff was very friendly and accomodating."

Frequently asked questions

What are some accommodations with pools in Chilmark?

Iris Hotel Cape Cod: Features complimentary wireless internet access, a pool, and Smart TVs. Sea Crest Beach Resort: Hotel located near Cape Cod Beaches. Offers a snack bar/deli, an indoor pool, and free self parking. Vineyard Harbor Motel - Private Beach: Hotel, 2-minute walk from Cape Cod Beaches. Provides a children's pool, a seasonal outdoor pool, and a private beach. Falmouth Inn: Hotel located near Cape Cod Beaches. Offers daily, a pool, and free self parking. AutoCamp 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 Swimming Pool