Photo by Ken VanTassell

Dennis Hotel Guide - Hotels with Pool in Dennis, Massachusetts

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Top Dennis Hotels with Pool

Bayside Resort Hotel

3.0 star property
West Yarmouth
  • Indoor pool
  • 2 poolside bars
  • Pool loungers
  • Near the beach
  • Hot tub
8.8 out of 10, Excellent, (1533)
Aquatic adventures await at both indoor and seasonal outdoor pools flanked by inviting loungers and umbrellas. Two poolside bars serve refreshing drinks while a hot tub and sauna provide perfect relaxation after exploring nearby Cape Cod beaches.
The price is €79
includes taxes & fees
1 Jan - 2 Jan 2026
Bayside Resort Hotel

Anchor In Distinctive Waterfront Lodging

3.0 star property
Hyannis
  • Pool loungers
  • Near the beach
9.4 out of 10, Exceptional, (1006)
Seasonal swimming beckons from this harbourside retreat's sun-drenched pool deck, complete with comfortable loungers and shady umbrellas. Beyond refreshing dips, guests appreciate clean rooms, waterfront vistas, and complimentary bicycles for coastal exploration.
The price is €217
includes taxes & fees
6 Dec - 7 Dec
Anchor In Distinctive Waterfront Lodging

Chatham Wayside Inn

4.0 star property
Chatham
  • Pool loungers
  • Near the beach
9.2 out of 10, Wonderful, (595)
Sparkling waters beckon at the seasonal outdoor pool, surrounded by comfortable loungers and umbrellas from June through September. Guests appreciate this refreshing retreat after exploring nearby Cape Cod beaches and shopping destinations.
The price is €172
includes taxes & fees
2 Dec - 3 Dec
Chatham Wayside Inn

Parker Beach Lodge

3.0 star property
Bass River
  • Pool loungers
  • Near the beach
8.4 out of 10, Very good, (367)
Sparkling waters beckon at the immaculately maintained seasonal outdoor pool, perfect for cooling off after beach adventures. Freshly remodeled rooms with premium bedding complement this peaceful getaway that consistently earns praise for its cleanliness.
Parker Beach Lodge

The Escape Inn

2.5 star property
Bass River
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
9.4 out of 10, Exceptional, (652)
Plunge into summer fun at the seasonal outdoor pool, open May through September. Beyond the hotel's aquatic oasis, adventurous guests can explore sailing, kayaking, parasailing, and surfing at nearby West Dennis Beach.
The price is €89
includes taxes & fees
2 Dec - 3 Dec
The Escape Inn

Ambassador Inn & Suites

3.0 star property
Bass River
  • Indoor pool
  • Pool loungers
  • Near the beach
  • Hot tub
8.6 out of 10, Excellent, (628)
Refreshing waters of both indoor and outdoor pools create a year-round aquatic haven after beach adventures. Guests savour relaxing moments in the hot tub and sauna while appreciating the thoughtfully updated rooms and complimentary breakfast.
Ambassador Inn & Suites

Aiden by Best Western Cape Cod - West Yarmouth

3.0 star property
West Yarmouth
  • Indoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
8.0 out of 10, Very good, (1008)
Splash into refreshment at dual swimming venues, where loungers and a poolside bar elevate the aquatic experience. Beyond the pools, guests praise the spotless rooms, excellent Indian restaurant, and prime location near Hyannis Harbour.
The price is €96
includes taxes & fees
7 Dec - 8 Dec
Aiden by Best Western Cape Cod - West Yarmouth

Cape Sands Inn

2.5 star property
West Yarmouth
  • Indoor pool
  • Pool loungers
  • Hot tub
8.2 out of 10, Very good, (1018)
Sparkling waters await at dual swimming venues, where sun loungers and umbrellas enhance the seasonal outdoor experience. Beyond poolside pleasures, guests discover pristine gardens, beautiful bay views, and a welcoming fire pit for evening relaxation.
The price is €74
includes taxes & fees
2 Dec - 3 Dec
Cape Sands Inn

The Mansion at Ocean Edge

4.0 star property
Brewster
  • 3 outdoor pools
  • 2 indoor pools
  • 3 poolside bars
  • Pool loungers
  • On private beach
  • Hot tub
8.2 out of 10, Very good, (1000)
Splash between 5 pools while sipping cocktails from 3 poolside bars at this luxury coastal retreat. After swimming, guests can enjoy a round of golf, play tennis on 11 courts, or indulge in rejuvenating spa treatments.
The price is €194
includes taxes & fees
2 Dec - 3 Dec
The Mansion at Ocean Edge

All Seasons Resort, Trademark Collection by Wyndham

3.0 star property
Bass River
  • Indoor pool
  • Pool loungers
  • Hot tub
8.4 out of 10, Very good, (303)
Swimming options abound with both an indoor pool and seasonal outdoor swimming area complemented by a rejuvenating hot tub and sauna. Families appreciate the playground and kid-friendly amenities while enjoying spacious rooms with premium bedding.
The price is €101
includes taxes & fees
1 Jan - 2 Jan 2026
All Seasons Resort, Trademark Collection by Wyndham
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.

Top Dennis Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Dennis?
Sesuit Harbor House: Features a children's pool, a seasonal outdoor pool and free self parking. Fairfield Inn & Suites by Marriott Cape Cod Hyannis: Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. Cape Sands Inn: Provides a seasonal outdoor pool, an indoor pool and a sauna. Margaritaville Resort Cape Cod: Features a children's pool, an outdoor pool and a water park. Red Jacket Beach Resort: Offers a children's pool, a seasonal outdoor pool and a private beach.
What is there to see and do in Dennis?
Spend some time experiencing the great outdoors at Bayview Beach and Corporation Beach. During your stay, visit sights such as Cape Cod Museum of Art, Cape Playhouse and Mayflower Beach.
When is the best time to book a hotel with a pool in Dennis?
Taking the local weather in Dennis into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Dennis is 1222 mm.