Title: Book the Best Hotels with POOL in East Dennis in 2026 | Expedia.ca [Hotels in East Dennis](https://expedia.ca/East-Dennis-Hotels.d183326.Travel-Guide-Hotels)[Vacation Rentals in East Dennis](https://expedia.ca/East-Dennis-Vacation-Rentals.d183326.Travel-Guide-VacationRentals)[East Dennis Car Rentals](https://expedia.ca/Car-Rentals-In-East-Dennis.d183326.Car-Rental-Guide)[East Dennis Vacation Packages](https://expedia.ca/East-Dennis.d183326.Destination-Travel-Guides) ![East Dennis](https://images.trvl-media.com/place/183326/9ed7b13d-37f5-4e00-bc44-68457d336834.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in East Dennis, MA from CA $112 - ![](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 East Dennis Hotels with a Pool Tonight [Dec 22 - Dec 23](https://www.expedia.ca/Hotel-Search?regionId=183326&startDate=2025-12-22&endDate=2025-12-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 23 - Dec 24](https://www.expedia.ca/Hotel-Search?regionId=183326&startDate=2025-12-23&endDate=2025-12-24&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=183326&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=183326&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for East 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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/963d562c.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) ### 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) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/0dedd969.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) ![Beach nearby](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002.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 (607) "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) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/5bdfdac3.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) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/366fdd27.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) ### 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 Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/South-Yarmouth-Hotels-The-Escape-Inn.h6697712.Hotel-Information) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2740000/2730300/2730253/c5195237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2740000/2730300/2730253/583652e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/3000000/2740000/2730300/2730253/ae4af8bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/3000000/2740000/2730300/2730253/68ce2f7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All Seasons Resort, Trademark Collection by Wyndham [](https://www.expedia.ca/South-Yarmouth-Hotels-All-Seasons-Resort.h2730253.Hotel-Information) Bass River 8.4/10 Very good (306) "My room was very clean. The staff were friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shanique CA $118 CA $153 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/South-Yarmouth-Hotels-All-Seasons-Resort.h2730253.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) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/30000/28200/28183/f5c843ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/28200/28183/7a722151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/30000/28200/28183/b3f9004f.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 Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Hyannis-Hotels-Cape-Cod-Hotel.h28183.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) ![Lobby](https://images.trvl-media.com/lodging/39000000/38360000/38357900/38357891/b38fce29.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) ![Lobby](https://images.trvl-media.com/lodging/39000000/38360000/38357900/38357891/1f21d7a1.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 $128 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) ![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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1090000/1084000/1083973/8858149e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1090000/1084000/1083973/abb817d5.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) ### 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, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/2200/2159/cf7e63c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2200/2159/00348caf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2200/2159/bcd2c01d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/2200/2159/ec617bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Points by Sheraton Eastham Cape Cod [](https://www.expedia.ca/Eastham-Hotels-Four-Points-By-Sheraton-Eastham-Cape-Cod.h2159.Hotel-Information) Eastham 8.2/10 Very good (858) "Perfect overnight stay in every way!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra CA $162 CA $186 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Eastham-Hotels-Four-Points-By-Sheraton-Eastham-Cape-Cod.h2159.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) ![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) ![Plaza Suite](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/34fe26da.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 (973) "good stay for night" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $85 CA $112 total includes taxes & fees Jan 23 - Jan 24, 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/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) ![Balcony view](https://images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/82ba08b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/906db676.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 $117 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.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=183326&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top East Dennis Hotel Reviews ![Chatham Wayside Inn](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002_y.jpg) ### Chatham Wayside Inn 10/10 Excellent "Charming, cozy , clean! " [](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 "Yes" [](https://expedia.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![Sandwich Inn and Suites](https://images.trvl-media.com/lodging/10000000/9770000/9766700/9766602/c97e1288_y.jpg) ### Sandwich Inn and Suites 10/10 Excellent "All of the above and it included breakfast. " [](https://expedia.ca/Sandwich-Hotels-Sandwich-Inn-And-Suites.h9766602.Hotel-Information) ![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/85f07916_y.jpg) ### Bayside Resort Hotel 10/10 Excellent "Reception staff was warm and welcoming! " [](https://expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) ![The Mansion at Ocean Edge](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/5d8fbc52_y.jpg) ### The Mansion at Ocean Edge 10/10 Excellent "The hotel is beautifully decorated for the holiday season" [](https://expedia.ca/Brewster-Hotels-The-Mansion-At-Ocean-Edge.h7948.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) ![Comfort Inn Hyannis - Cape Cod](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/f7a87ca8_y.jpg) ### Comfort Inn Hyannis - Cape Cod 10/10 Excellent "Nice hotel had a perfect stay" [](https://expedia.ca/Hyannis-Hotels-Comfort-Inn.h1240460.Hotel-Information) ![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d_y.jpg) ### Chatham Bars Inn 10/10 Excellent "An incredible stay. Room at the main inn could use some updating. Just a bit tired with cracked tiles and some worn furniture, but overall the hotel is spectacular. The breakfast at Stars was amazing. " [](https://expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ![Anchor In Distinctive Waterfront Lodging](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640889/7438dff7_y.jpg) ### Anchor In Distinctive Waterfront Lodging 10/10 Excellent "Very nice place to stay!! Mary, (at the desk) was very kind and hospitable. " [](https://expedia.ca/Hyannis-Hotels-Anchor-In-Distinctive-Waterfront-Lodging.h7640889.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in East Dennis? ### What is there to see and do in East Dennis? ### When is the best time to book a hotel with a pool in East Dennis? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - More ways to book - [5 Star Hotels in Dennis ](https://www.expedia.ca/5Star-Dennis-Hotels.s50-0-d183325.Travel-Guide-Filter-Hotels) - [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) - 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