Title: Book the Best Hotels with POOL in Dennis in 2026 | Expedia.ca [Hotels in Dennis](https://expedia.ca/Dennis-Hotels.d183325.Travel-Guide-Hotels)[Vacation Rentals in Dennis](https://expedia.ca/Dennis-Vacation-Rentals.d183325.Travel-Guide-VacationRentals)[Flights to Dennis](https://expedia.ca/Cheap-Flights-To-Dennis.d183325.Travel-Guide-Flights)[Things to do in Dennis](https://expedia.ca/Things-To-Do-In-Dennis.d183325.Travel-Guide-Activities)[Dennis Car Rentals](https://expedia.ca/Car-Rentals-In-Dennis.d183325.Car-Rental-Guide)[Dennis Vacation Packages](https://expedia.ca/Dennis.d183325.Destination-Travel-Guides) ![My secret sunset spot.](https://images.trvl-media.com/place/183325/8c1ed203-f276-4764-909f-45bede2c197c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Ken VanTassell # Find Hotels with a Pool in Dennis, MA from CA $113 - ![](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 Dennis Hotels with a Pool Tonight [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=183325&startDate=2025-12-14&endDate=2025-12-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=183325&startDate=2025-12-15&endDate=2025-12-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=183325&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=183325&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Dennis hotels with a pool ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/783b5af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Bay View](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/d77a27ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/b70d15f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/963d562c.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) "excellent quality of food. Pool and hot tub fabulous" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah CA $124 CA $158 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.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) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/32aabc06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/366fdd27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/5e533d50.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 (656) "clean, convenient and very easy check in/out. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) chris CA $111 CA $127 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/South-Yarmouth-Hotels-The-Escape-Inn.h6697712.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/53c10c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/3bffd99c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/6cc9c6b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/82ba08b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cape Sands Inn [](https://www.expedia.ca/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.Hotel-Information) West Yarmouth 8.2/10 Very good (1016) "Clean room courteous staff and easy check in " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $103 CA $118 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.Hotel-Information) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/0dedd969.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/e74c9a7c.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) ### Chatham Wayside Inn [](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) Chatham 9.2/10 Wonderful (602) "Super cozy and clean with fantastic staff and great location loved everyday spent here " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) noushin [](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![Outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/8d535c58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Plaza Suite](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/34fe26da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/4dfa52ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Crown Victorian Suite](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/f84dd400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyannis Plaza Hotel [](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information) Hyannis 7.0/10 Good (968) "good stay for night" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $86 CA $113 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2560000/2558700/2558618/f6ec329c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2560000/2558700/2558618/b2eb67f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2560000/2558700/2558618/dc2c7156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 King Studio Whirlpool Non Smoking](https://images.trvl-media.com/lodging/3000000/2560000/2558700/2558618/040fea3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Cape Cod-West Yarmouth [](https://www.expedia.ca/West-Yarmouth-Hotels-Hampton-Inn-Suites-Cape-Cod-West-Yarmouth.h2558618.Hotel-Information) West Yarmouth 8.8/10 Excellent (1001) "Excellent stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $142 CA $163 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/West-Yarmouth-Hotels-Hampton-Inn-Suites-Cape-Cod-West-Yarmouth.h2558618.Hotel-Information) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1090000/1084000/1083973/205ecfd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1090000/1084000/1083973/a8904b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1090000/1084000/1083973/8858149e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1090000/1084000/1083973/7d80cbdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ambassador Inn & Suites [](https://www.expedia.ca/South-Yarmouth-Hotels-Ambassador-Inn-Suites.h1083973.Hotel-Information) Bass River 8.6/10 Excellent (629) "I love staying here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacqueline [](https://www.expedia.ca/South-Yarmouth-Hotels-Ambassador-Inn-Suites.h1083973.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/116000000/115250000/115243800/115243739/5d7ebe6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/116000000/115250000/115243800/115243739/0a9fa15c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115250000/115243800/115243739/e9405833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/116000000/115250000/115243800/115243739/9d421872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard Resort [](https://www.expedia.ca/Hyannis-Hotels-Courtyard-Resort.h115243739.Hotel-Information) Hyannis 8.2/10 Very good (44) "Room was very clean. Staff were courteous!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy CA $150 CA $172 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Hyannis-Hotels-Courtyard-Resort.h115243739.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) ![Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/39000000/38360000/38357900/38357891/bc568ce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/39000000/38360000/38357900/38357891/1f21d7a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38360000/38357900/38357891/03e2a40a.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 (1001) "Nice place and good options for breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $133 CA $153 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/West-Yarmouth-Hotels-Aiden-By-Best-Western-Cape-Point.h38357891.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640889/3fdd0247.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640889/87d9418f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640889/bfb8a032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio Suite, 2 Queen Beds, Harbour View | Living area](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640889/c85afb09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anchor In Distinctive Waterfront Lodging [](https://www.expedia.ca/Hyannis-Hotels-Anchor-In-Distinctive-Waterfront-Lodging.h7640889.Hotel-Information) Hyannis 9.4/10 Exceptional (1002) "Staff member Sandy very congenial when we checked in. Laid back atmosphere (early December). Will consider for future Hyannis stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lawrence CA $192 CA $259 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Hyannis-Hotels-Anchor-In-Distinctive-Waterfront-Lodging.h7640889.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=2025-12-28&endDate=2025-12-29®ionId=183325&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Dennis Hotel Reviews ![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d_y.jpg) ### Chatham Bars Inn 10/10 Excellent "Helpful staff & food & drinks were great ! " [](https://expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ![Holly Tree Resort](https://images.trvl-media.com/lodging/3000000/2850000/2847800/2847754/3c783f80_y.jpg) ### Holly Tree Resort 10/10 Excellent "Always a nice day and and visit there. Will come again and have family and friends to book their stay on Cape at the holly tree great location clean environment and friendly staff." [](https://expedia.ca/West-Yarmouth-Hotels-Holly-Tree-Resort.h2847754.Hotel-Information) ![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/85f07916_y.jpg) ### Bayside Resort Hotel 10/10 Excellent "everything" [](https://expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.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 "Great staff. Clean room. Good breakfast " [](https://expedia.ca/Hyannis-Hotels-Fairfield-Inn-Suites-By-Marriott-Cape-Cod-Hyannis.h7660.Hotel-Information) ![Hyannis Travel Inn](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/fe11d49f_y.jpg) ### Hyannis Travel Inn 10/10 Excellent "Very kind staff. Functional, clean room. Had an early bus and they let me take a few things for breakfast the night before." [](https://expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) ![Chatham Wayside Inn](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002_y.jpg) ### Chatham Wayside Inn 10/10 Excellent "Wonderful stay! I’m sure that I’ll be back," [](https://expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.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 "The entire place was spotless and rooom beet pleasant. Staff was super friendly and the Landshark Bar was excellent. Highly recommend a stay here ! " [](https://expedia.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![The Club at New Seabury](https://images.trvl-media.com/lodging/12000000/11630000/11621700/11621632/4270e26b_y.jpg) ### The Club at New Seabury 10/10 Excellent "we were in a condo and it was GREAT....clean and well equipped. quiet street and nice people at the front desk. We will return....." [](https://expedia.ca/Mashpee-Hotels-The-Club-At-New-Seabury.h11621632.Hotel-Information) ![Cape Sands Inn](https://images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/aa954682_y.jpg) ### Cape Sands Inn 10/10 Excellent "Clean room, great rate easy checkin and easy checkout. Will stay again. " [](https://expedia.ca/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Dennis? ### What is there to see and do in Dennis? ### When is the best time to book a hotel with a pool in Dennis? ## Explore a world of travel with Expedia - Lodging - Packages - Vacation Rental - More ways to book - [Adults Only Resorts & in Boston ](https://www.expedia.ca/Boston-Hotels-Adults-Only-Resorts.0-0-d178239-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Business Hotels in Boston ](https://www.expedia.ca/Boston-Hotels-Business-Hotel.0-0-d178239-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Boston ](https://www.expedia.ca/Boston-Hotels-Couples-Resorts-Hotels.0-0-d178239-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Boston ](https://www.expedia.ca/Boston-Hotels-Golf-Hotel.0-0-d178239-tGolfHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Boston ](https://www.expedia.ca/Boston-Hotels-Green-Sustainable.0-0-d178239-tGreenSustainable.Travel-Guide-Filter-Hotels) - 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