
Hotels with Swimming Pool in Chilmark, Massachusetts
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Aug 28 - Aug 30Our top choices for Chilmark hotels with a pool




1. Admiralty Inn & Suites - a Red Collection Hotel
Admiralty Inn & Suites - a Red Collection HotelEast Falmouth
- Dive into year-round aquatic bliss with indoor and seasonal outdoor pools in Cape Cod.
P8,101
P10,012 total
includes taxes & fees
Aug 31 - Sep 1




2. Falmouth Inn
Falmouth InnFalmouth
- Dive into refreshing comfort with an indoor pool oasis that's perfect year-round at this Cape Cod getaway with beach access.
P8,570
P11,042 total
includes taxes & fees
Sep 7 - Sep 8




3. Iris Hotel Cape Cod
Iris Hotel Cape CodFalmouth
- Splash into year-round relaxation with an indoor pool retreat at this Cape Cod hotel.
P8,385
P9,597 total
includes taxes & fees
Sep 7 - Sep 8




4. Mariner Motel
Mariner MotelFalmouth
- Dive into seaside serenity at this coastal retreat with a sun-drenched pool oasis.
P8,570
P9,809 total
includes taxes & fees
Aug 31 - Sep 1




5. Shore Haven Inn
Shore Haven InnFalmouth
- Seasonal outdoor pool offers relaxing aquatic escape surrounded by garden views in this beachside sanctuary.
P13,185
P15,486 total
includes taxes & fees
Sep 10 - Sep 11




6. Inn on the Square
Inn on the SquareFalmouth
- Sun-drenched days await at the indoor pool retreat where year-round swimming creates vacation bliss.
P10,430
P13,378 total
includes taxes & fees
Sep 20 - Sep 21




7. Lamberts Cove Inn
Lamberts Cove InnVineyard Haven
- Escape to a private beachside haven with a seasonal pool, where comfort meets coastal charm and nature's serenity awaits you.
P24,361
P27,212 total
includes taxes & fees
Sep 3 - Sep 4




8. Mansion House Inn And Spa
Mansion House Inn And SpaVineyard Haven
- Refreshing indoor pool sanctuary complements rooftop terrace views and a soothing hot tub at this Martha's Vineyard spa retreat.
P23,045
P26,650 total
includes taxes & fees
Sep 7 - Sep 8
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Top Chilmark Hotel Reviews
Harbor View Hotel
10/10 Excellent
"My stay at the Harbor View Hotel was outstanding , from the room, food, staff And ambiance. I certainly will stay again, a little pricy, but I would stay! Elizabeth Haley"
Mariner's Point Resort
8/10 Good
"Good location. Facility is outdated but has everything needed for a good break."
Sea Crest Beach Resort
8/10 Good
"Beautiful resort overall but standard room was outdated and in need of a few upgrades."
Admiralty Inn & Suites - a Red Collection Hotel
10/10 Excellent
"I have a great experience with this hotel. This is third time staying here. The staff is kind and allows me to check-in early. I plan to stay here next year, August 2027"
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.) 🙂"



