19 Best Hotels with Pool in Massachusetts (2026)

Hotels with Pool in Massachusetts: Rates Starting at $178 per Night

The Colonnade Hotel
Hotel
120 Huntington Avenue, Back Bay, Boston, MA 02116, USA
• View on map
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
12 Baths489.76 ft²
8.5

Exceptional

1904 reviews

$356
Average price / night
Check Availability
Chatham Bars Inn
Resort
297 Shore Road, Chatham, MA 02633, USA
• View on map
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Spa
    Spa
  • Highly Rated
    Highly Rated
  • Ocean View
14 Baths422.87 ft²
9.3

Exceptional

55 reviews

$1772
Average price / night
Check Availability
White Elephant Hotel
Hotel
50 Easton Street., Nantucket, MA 02554, USA
• View on map
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • Breakfast
    Breakfast
28 Baths653.79 ft²
9.2

Exceptional

96 reviews

$1628
Average price / night
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Four Seasons Hotel One Dalton Street, Boston
Hotel
1 DALTON STREET, Fenway Kenmore, Boston, 02199-3900, USA
• View on map
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Highly Rated
    Highly Rated
  • Ocean View
12 Baths539.99 ft²
9.3

Exceptional

170 reviews

$695
Average price / night
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Harbor View Hotel
Hotel
131 North Water Street, Edgartown, MA 02539, USA
• View on map
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
  • Highly Rated
    Highly Rated
22 Baths597.94 ft²
9.2

Exceptional

107 reviews

$715
Average price / night
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Faraway Martha's Vineyard
Hotel
• View on map
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
  • Breakfast
    Breakfast
  • Pet Friendly
    Pet Friendly
16 Baths499.18 ft²
8.5

Exceptional

62 reviews

$732
Average price / night
Check Availability
Chatham Wayside Inn
Hotel
512 Main St, Chatham, MA 02633, USA
• View on map
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
9 Baths320.53 ft²
8.7

Exceptional

119 reviews

$544
Average price / night
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Ocean House Hotel at Bass Rocks
Hotel
107 Atlantic Road, Gloucester, MA 01930, USA
• View on map
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
4 Baths314.84 ft²
8.6

Exceptional

174 reviews

$179
Average price / night
Check Availability
Queen Anne Inn
Hotel
70 Queen Anne Road, Chatham, MA 02633, USA
• View on map
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
14 Baths368.28 ft²
8.4

Exceptional

69 reviews

$427
Average price / night
Check Availability
DoubleTree by Hilton Cape Cod - Hyannis
Hotel
287 Iyannough Road , Hyannis, MA 02601, USA
• View on map
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
6 Baths301.39 ft²
7.8

Exceptional

95 reviews

$349
Average price / night
Check Availability
Boston Marriott Burlington
Hotel
One Burlington Mall Road, Burlington, MA 01803, USA
• View on map
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
17 Baths298.23 ft²
8.5

Exceptional

458 reviews

$225
Average price / night
Check Availability
Harbor Light Inn
Hotel
58 Washington Street, Marblehead, MA 01945, USA
• View on map
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
  • Highly Rated
    Highly Rated
  • Free Cancellation
4 Baths263.71 ft²
9.3

Exceptional

195 reviews

$326
Average price / night
Check Availability
Anchor In Hotel - Hyannis, MA
Hotel
1 South Street, Hyannis, MA 02601, USA
• View on map
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
10 Baths
8.6

Exceptional

212 reviews

$383
Average price / night
Check Availability
Dan'l Webster Inn and Spa
Hotel
149 Main Street, Sandwich, MA 02563, USA
• View on map
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
4 Baths290.62 ft²
8.7

Exceptional

130 reviews

$437
Average price / night
Check Availability
Wequassett Resort and Golf Club
Resort
2173 Route 28, East Harwich, MA 02645, USA
• View on map
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
4 Baths487.96 ft²
8.9

Exceptional

26 reviews

$723
Average price / night
Check Availability
Hyatt House Boston/Burlington
Hotel
2 Van De Graaff Drive, Burlington, MA 01803, USA
• View on map
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
7 Baths598.16 ft²
8.5

Exceptional

424 reviews

$183
Average price / night
Check Availability
The Villages at Ocean Edge Resort & Golf Club
Resort
• View on map
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Spa
    Spa
10 Baths934.66 ft²
8.3

Exceptional

246 reviews

$517
Average price / night
Check Availability
The Mansion at Ocean Edge Resort & Golf Club
Resort
2907 Main Street, Brewster, MA 02631, USA
• View on map
  • Private Pool
    Private Pool
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
7 Baths7965.3 ft²
8.5

Exceptional

68 reviews

$908
Average price / night
Check Availability
Marriott Springfield Downtown
Hotel
2 Boland Way, Springfield, 01115, USA
• View on map
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Kitchen
    Kitchen
4 Baths301.39 ft²
7.8

Exceptional

191 reviews

$178
Average price / night
Check Availability

Compare the 19 Best Hotels with Pool in Massachusetts (2026) – Addresses, Prices, Stars, Rating, and Review Count

Hotel Name Address Price ($)Star Rating Review Count Book
The Colonnade Hotel120 Huntington Avenue, Back Bay, Boston, MA 02116, USA35648.51904
Chatham Bars Inn297 Shore Road, Chatham, MA 02633, USA177259.355
White Elephant Hotel50 Easton Street., Nantucket, MA 02554, USA162859.296
Four Seasons Hotel One Dalton Street, Boston1 DALTON STREET, Fenway Kenmore, Boston, 02199-3900, USA69559.3170
Harbor View Hotel131 North Water Street, Edgartown, MA 02539, USA71559.2107
Chatham Wayside Inn512 Main St, Chatham, MA 02633, USA54448.7119
Ocean House Hotel at Bass Rocks107 Atlantic Road, Gloucester, MA 01930, USA17938.6174
Queen Anne Inn70 Queen Anne Road, Chatham, MA 02633, USA42748.469
DoubleTree by Hilton Cape Cod - Hyannis287 Iyannough Road , Hyannis, MA 02601, USA34947.895
Boston Marriott BurlingtonOne Burlington Mall Road, Burlington, MA 01803, USA22548.5458
Harbor Light Inn58 Washington Street, Marblehead, MA 01945, USA32649.3195
Anchor In Hotel - Hyannis, MA1 South Street, Hyannis, MA 02601, USA38338.6212
Dan'l Webster Inn and Spa149 Main Street, Sandwich, MA 02563, USA43748.7130
Wequassett Resort and Golf Club2173 Route 28, East Harwich, MA 02645, USA72358.926
Hyatt House Boston/Burlington2 Van De Graaff Drive, Burlington, MA 01803, USA18338.5424
The Mansion at Ocean Edge Resort & Golf Club2907 Main Street, Brewster, MA 02631, USA90858.568
Marriott Springfield Downtown2 Boland Way, Springfield, 01115, USA17837.8191

Note: The prices for each 19 Best Hotels with Pool in Massachusetts (2026) do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here>) to get the latest prices.

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