Title: Book the Best Hotels with POOL in Southeast Massachusetts in 2026 | Expedia.ca [Southeast Massachusetts Travel Guide](https://expedia.ca/Southeast-Massachusetts.dx6047675)[Hotels in Southeast Massachusetts](https://expedia.ca/Southeast-Massachusetts-Hotels.d6047675.Travel-Guide-Hotels)[Vacation Rentals in Southeast Massachusetts](https://expedia.ca/Southeast-Massachusetts-Vacation-Rentals.d6047675.Travel-Guide-VacationRentals)[Flights to Southeast Massachusetts](https://expedia.ca/Cheap-Flights-To-Southeast-Massachusetts.d6047675.Travel-Guide-Flights)[Things to do in Southeast Massachusetts](https://expedia.ca/Things-To-Do-In-Southeast-Massachusetts.d6047675.Travel-Guide-Activities)[Southeast Massachusetts Car Rentals](https://expedia.ca/Car-Rentals-In-Southeast-Massachusetts.d6047675.Car-Rental-Guide)[Southeast Massachusetts Vacation Packages](https://expedia.ca/Southeast-Massachusetts.d6047675.Destination-Travel-Guides) ![National Monument to the Forefathers which includes a statue or sculpture](https://images.trvl-media.com/place/6091769/545d4b07-afa1-46d5-b6a8-78324e701bd5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Southeast Massachusetts from CA $127 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Southeast Massachusetts Hotels with a Pool Tonight [Dec 23 - Dec 24](https://www.expedia.ca/Hotel-Search?regionId=6047675&startDate=2025-12-23&endDate=2025-12-24&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 24 - Dec 25](https://www.expedia.ca/Hotel-Search?regionId=6047675&startDate=2025-12-24&endDate=2025-12-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6047675&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6047675&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Southeast Massachusetts hotels with a pool ![Seasonal outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11630000/11621700/11621632/3348dea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11630000/11621700/11621632/f0ed7d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/12000000/11630000/11621700/11621632/d67fc379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach bar](https://images.trvl-media.com/lodging/12000000/11630000/11621700/11621632/d6ee0dce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Club at New Seabury [](https://www.expedia.ca/Mashpee-Hotels-The-Club-At-New-Seabury.h11621632.Hotel-Information) New Seabury 9.0/10 Wonderful (340) "Very relaxing, loved the different clubs available; beach, pool, tennis, playground for the little ones, bars and food. Some shops were closed due to being off season, but still enjoyed our stay. Looking forward to booking again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose O. [](https://www.expedia.ca/Mashpee-Hotels-The-Club-At-New-Seabury.h11621632.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/85f07916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, 2 poolside bars](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/37259fda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/a80381e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/85a6d03d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayside Resort Hotel [](https://www.expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) West Yarmouth 8.8/10 Excellent (1524) "Reception staff was warm and welcoming! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liza [](https://www.expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) ![Seasonal outdoor pool, open 8 AM to 8 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/59358146.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/471fd6ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/e74c9a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Wayside Inn [](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) Chatham 9.2/10 Wonderful (608) "Great location and friendly staff. We really enjoyed our stay there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter D [](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/12000/11989/85b80a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/12000/11989/63513190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/12000/11989/b77771b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/20000/12000/11989/b85b2587.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Iris Hotel Cape Cod [](https://www.expedia.ca/Falmouth-Hotels-Hotel-Cape-Cod.h11989.Hotel-Information) Falmouth 8.4/10 Very good (157) "great bedroom " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica CA $150 CA $171 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Falmouth-Hotels-Hotel-Cape-Cod.h11989.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/9100/9001/e3b7cfc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/9100/9001/a56eb119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/10000/9100/9001/495721b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/9100/9001/d8ec58f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel 1620 Plymouth Harbor [](https://www.expedia.ca/Plymouth-Hotels-Hotel-1620-Plymouth-Harbor.h9001.Hotel-Information) Plymouth Downtown Waterfront District 8.2/10 Very good (1001) "Great pool area for the kids" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel [](https://www.expedia.ca/Plymouth-Hotels-Hotel-1620-Plymouth-Harbor.h9001.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/28200/28183/73966da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/28200/28183/d0406405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/28200/28183/2baefa26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/30000/28200/28183/afd287b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cape Cod Hotel [](https://www.expedia.ca/Hyannis-Hotels-Cape-Cod-Hotel.h28183.Hotel-Information) Hyannis 7.4/10 Good (1000) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vanuze CA $135 CA $170 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Hyannis-Hotels-Cape-Cod-Hotel.h28183.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/5bdfdac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/9440495d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Cottage, 2 Bedrooms, Garden View | Private kitchen](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/d5121e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/b61b6541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Escape Inn [](https://www.expedia.ca/South-Yarmouth-Hotels-The-Escape-Inn.h6697712.Hotel-Information) Bass River 9.4/10 Exceptional (657) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karim CA $123 CA $141 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/South-Yarmouth-Hotels-The-Escape-Inn.h6697712.Hotel-Information) ![Seasonal outdoor pool, open 8:00 AM to 9:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/6000000/5360000/5351000/5350999/70a957c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/6000000/5360000/5351000/5350999/52111ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/6000000/5360000/5351000/5350999/ec5615f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed](https://images.trvl-media.com/lodging/6000000/5360000/5351000/5350999/b024e5f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cape Colony Inn [](https://www.expedia.ca/Provincetown-Hotels-Cape-Colony-Inn.h5350999.Hotel-Information) Provincetown 9.2/10 Wonderful (1002) "Clean rooms, friendly staff, convenient location and nice breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $122 CA $140 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Provincetown-Hotels-Cape-Colony-Inn.h5350999.Hotel-Information) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/39000000/38360000/38357900/38357891/8538a76c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/39000000/38360000/38357900/38357891/bc79e1a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free breakfast](https://images.trvl-media.com/lodging/39000000/38360000/38357900/38357891/29d8a640.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/39000000/38360000/38357900/38357891/acdc0987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aiden by Best Western Cape Cod - West Yarmouth [](https://www.expedia.ca/West-Yarmouth-Hotels-Aiden-By-Best-Western-Cape-Point.h38357891.Hotel-Information) West Yarmouth 8.0/10 Very good (1002) "Nice room and nice staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica CA $111 CA $127 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/West-Yarmouth-Hotels-Aiden-By-Best-Western-Cape-Point.h38357891.Hotel-Information) ![Lunch and dinner served](https://images.trvl-media.com/lodging/7000000/6670000/6664600/6664561/8a33a161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite](https://images.trvl-media.com/lodging/7000000/6670000/6664600/6664561/f888ec29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/7000000/6670000/6664600/6664561/58199395.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served](https://images.trvl-media.com/lodging/7000000/6670000/6664600/6664561/06daac21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Dan'l Webster Inn and Spa [](https://www.expedia.ca/Sandwich-Hotels-The-Danl-Webster-Inn-And-Spa.h6664561.Hotel-Information) Sandwich 9.0/10 Wonderful (538) "Loved it here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark S. CA $192 CA $220 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Sandwich-Hotels-The-Danl-Webster-Inn-And-Spa.h6664561.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-06&endDate=2026-01-07®ionId=6047675&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Southeast Massachusetts Hotel Reviews ![Best Western Adams Inn Quincy-Boston](https://images.trvl-media.com/lodging/1000000/60000/55000/54941/770ea4b2_y.jpg) ### Best Western Adams Inn Quincy-Boston 10/10 Excellent "Everything was exceptional!!!" [](https://expedia.ca/Boston-Hotels-Best-Western-Adams-Inn-Quincy-Boston.h54941.Hotel-Information) ![Hyatt Place Boston/Braintree](https://images.trvl-media.com/lodging/6000000/5100000/5096400/5096314/c289ebf6_y.jpg) ### Hyatt Place Boston/Braintree 10/10 Excellent "Great stay!" [](https://expedia.ca/Boston-Hotels-Hyatt-Place-BostonBraintree.h5096314.Hotel-Information) ![Marriott Boston Quincy](https://images.trvl-media.com/lodging/1000000/660000/658900/658857/3e957c22_y.jpg) ### Marriott Boston Quincy 10/10 Excellent "The room was clean, beds very comfortable! Pillows great!" [](https://expedia.ca/Boston-Hotels-Marriott-Boston-Quincy.h658857.Hotel-Information) ![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/b57e0b1f_y.jpg) ### Margaritaville Resort Cape Cod 10/10 Excellent "Yes" [](https://expedia.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![Sonesta Select Boston Foxborough Mansfield](https://images.trvl-media.com/lodging/1000000/20000/19100/19065/79c9741d_y.jpg) ### Sonesta Select Boston Foxborough Mansfield 10/10 Excellent "Clean room" [](https://expedia.ca/Foxboro-Hotels-Sonesta-Select-Boston-Foxborough-Mansfield.h19065.Hotel-Information) ![Faraway Martha's Vineyard](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/10e4fb42_y.jpg) ### Faraway Martha's Vineyard 10/10 Excellent "Very cozy comfortable hotel!!" [](https://expedia.ca/Edgartown-Hotels-Faraway-Marthas-Vineyard.h65623.Hotel-Information) ![Fairfield Inn & Suites by Marriott Cape Cod Hyannis](https://images.trvl-media.com/lodging/1000000/10000/7700/7660/a974137b_y.jpg) ### Fairfield Inn & Suites by Marriott Cape Cod Hyannis 10/10 Excellent "Clean room. Great breakfast. Lots of cousin fun!" [](https://expedia.ca/Hyannis-Hotels-Fairfield-Inn-Suites-By-Marriott-Cape-Cod-Hyannis.h7660.Hotel-Information) ![Nantucket Inn](https://images.trvl-media.com/lodging/4000000/3410000/3402500/3402474/1b3e658d_y.jpg) ### Nantucket Inn 10/10 Excellent "Hotel is very nice. Staff in every area of service were excellent. Would definitely stay again! " [](https://expedia.ca/Nantucket-Hotels-Nantucket-Inn.h3402474.Hotel-Information) ![Holiday Inn Express Brockton - Boston by IHG](https://images.trvl-media.com/lodging/1000000/10000/1800/1710/90d8b9d0_y.jpg) ### Holiday Inn Express Brockton - Boston by IHG 10/10 Excellent "Great!" 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