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

Find Hotels with a Pool in Chilmark, MA

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Check availability on Chilmark Hotels with a Pool

Our top choices for Chilmark hotels with a pool

1. 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.
$187 nightly
The price is $209
Nov 18 - Nov 19
Total with taxes and fees
Mansion House Inn And Spa

2. Faraway Martha's Vineyard

Faraway Martha's Vineyard
4.0 star property
Edgartown
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Dive into poolside bliss with comfy loungers, a hot tub, and a convenient bar for refreshments.
$232 nightly
The price is $259
Dec 13 - Dec 14
Total with taxes and fees
Faraway Martha's Vineyard

3. Iris Hotel Cape Cod

Iris Hotel Cape Cod
3.0 star property
Falmouth
8.4 out of 10, Very good, (440 reviews)
  • cleanliness
    Splash into year-round relaxation with an indoor pool retreat at this Cape Cod hotel.
$101 nightly
The price is $115
Nov 24 - Nov 25
Total with taxes and fees
Iris Hotel Cape Cod

4. Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven
2.5 star property
Fairhaven
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Seasonal outdoor pool beckons with refreshing waters, offering a perfect retreat from warm summer days in New Bedford.
$93 nightly
The price is $103
Dec 3 - Dec 4
Total with taxes and fees
Hampton Inn by Hilton New Bedford/Fairhaven

5. Sea Crest Beach Resort

Sea Crest Beach Resort
3.5 star property
North Falmouth
7.6 out of 10, Good, (552 reviews)
  • cleanliness
    Dive into pure coastal bliss with three pools and beach access at this oceanfront hotel.
$162 nightly
The price is $186
Dec 3 - Dec 4
Total with taxes and fees
Sea Crest Beach Resort

6. Lamberts Cove Inn

Lamberts Cove Inn
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (90 reviews)
  • cleanliness
    Escape to a private beachside haven with a seasonal pool, where comfort meets coastal charm and nature's serenity awaits you.
$349 nightly
The price is $390
Nov 25 - Nov 26
Total with taxes and fees
Lamberts Cove Inn

7. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (372 reviews)
  • cleanliness
    Splash into poolside bliss at this Cape Cod resort with cabanas, loungers, and two vibrant bars.
$147 nightly
The price is $169
Dec 10 - Dec 11
Total with taxes and fees
The Club at New Seabury

8. InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (225 reviews)
$126 nightly
The price is $144
Dec 16 - Dec 17
Total with taxes and fees
InnSeason Resorts Captain's Quarters

9. Inn on the Square

Inn on the Square
3.5 star property
Falmouth
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Sun-drenched days await at the indoor pool retreat where year-round swimming creates vacation bliss.
$153 nightly
The price is $176
Nov 24 - Nov 25
Total with taxes and fees
Inn on the Square

10. Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel
3.0 star property
East Falmouth
8.6 out of 10, Excellent, (579 reviews)
  • cleanliness
    Dive into year-round aquatic bliss with indoor and seasonal outdoor pools in Cape Cod.
$127 nightly
The price is $144
Nov 19 - Nov 20
Total with taxes and fees
Admiralty Inn & Suites - a Red Collection 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.

Choose what matters most at hotels with a pool in Chilmark

Top Chilmark Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Chilmark?
Cozy efficiency apartment/heated pool: Features complimentary wireless internet access, a pool, and Smart TVs. Sea Crest Beach Resort: Hotel, 2-minute walk from Cape Cod Beaches. Offers a children's pool, a seasonal outdoor pool, and a private beach. Iris Hotel Cape Cod: Provides a snack bar/deli, an indoor pool, and free self parking. Inn on the Square: Features complimentary wireless internet access, an indoor pool, and televisions. Summercamp: Features daily, a pool, and free self parking.
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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