Find Hotels with a Pool in Dennis, MA

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Dennis Hotels with a Pool

Our top choices for Dennis hotels with a pool

Seasonal outdoor pool

Sesuit Harbor House

Sesuit Harbor House
3.0 star property
Dennis
9.6 out of 10, Exceptional, (178 reviews)
  • cleanliness
    Splash into Cape Cod charm at this poolside paradise with family-friendly waters and picnic baskets to go.
The price is ￥28,991
￥33,180 total
includes taxes & fees
Apr 7 - Apr 8
Sesuit Harbor House
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Bayside Resort Hotel

Bayside Resort Hotel
3.0 star property
West Yarmouth
8.8 out of 10, Excellent, (1,551 reviews)
  • cleanliness
    Float between two pools and bask in poolside bliss at this hotel with poolside bars and sunbathing spots.
The price is ￥16,232
￥20,400 total
includes taxes & fees
Mar 18 - Mar 19
Bayside Resort Hotel
Fitness facility

Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
Chatham
9.2 out of 10, Wonderful, (642 reviews)
  • cleanliness
    Dive into seaside bliss at this Cape Cod hotel with a sun-soaked seasonal pool and relaxing loungers for perfect summer days.
The price is ￥17,044
￥26,428 total
includes taxes & fees
Mar 22 - Mar 23
Chatham Wayside Inn
Aerial view

Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging
3.0 star property
Hyannis
9.4 out of 10, Exceptional, (1,001 reviews)
  • cleanliness
    Plunge into seaside splendor at this waterfront hotel's seasonal outdoor pool offering harbor views and complimentary loungers.
The price is ￥18,802
￥26,071 total
includes taxes & fees
Mar 18 - Mar 19
Anchor In Distinctive Waterfront Lodging
Beach nearby

🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (11 reviews)
  • cleanliness
    Indoor pool and beachfront access in Cape Cod cottage offer relaxing escape near Thumpertown Beach and trails.
The price is ￥23,699
￥62,458 total
includes taxes & fees
Apr 16 - Apr 17
🐚The Bay Cottage on Thumpertown Beach
Property grounds

The Escape Inn

The Escape Inn
2.5 star property
Bass River
9.4 out of 10, Exceptional, (673 reviews)
  • cleanliness
    Immerse in a refreshing summer retreat at this clean, seasonal pool oasis with beach-themed charm.
The price is ￥15,790
￥18,072 total
includes taxes & fees
Mar 18 - Mar 19
The Escape Inn
2 indoor pools, 3 outdoor pools, sun loungers

The Mansion at Ocean Edge

The Mansion at Ocean Edge
4.0 star property
Brewster
8.2 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Dive into aquatic paradise with five pristine pools and poolside bars that elevate luxury relaxation to new heights.
The price is ￥19,858
￥31,869 total
includes taxes & fees
Mar 18 - Mar 19
The Mansion at Ocean Edge
Indoor pool, outdoor pool

"Awesome Vacation while staying at "HomeAway" from Home"

"Awesome Vacation while staying at "HomeAway" from Home"
Bass River
8.2 out of 10, Very Good, (81 reviews)
The price is ￥14,321
￥26,408 total
includes taxes & fees
Mar 31 - Apr 1
"Awesome Vacation while staying at "HomeAway" from Home"
Indoor pool, outdoor pool

All Seasons Resort

All Seasons Resort
Bass River
9.0 out of 10, Wonderful, (57 reviews)
The price is ￥12,890
￥20,581 total
includes taxes & fees
Mar 24 - Mar 25
All Seasons Resort
Outdoor pool

GuestLodge

GuestLodge
2.0 star property
West Dennis
8.0 out of 10, Very Good, (506 reviews)
  • cleanliness
    Refreshing pool oasis awaits at Cape Cod motel with aquatic fun just steps from beaches.
The price is ￥10,058
￥11,511 total
includes taxes & fees
Apr 3 - Apr 4
GuestLodge
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

Choose what matters most at hotels with a pool in Dennis

Breakfast included
4 stars

Top Dennis Hotel Reviews

Cape Sands Inn

Cape Sands Inn

6/10 Okay
"Stay was ok- room was clean. The rooms do NOT have microwaves. We pick here because of the indoor pool and hot tub- however they close them as it it off season. "
Merydeth 2-night trip
Posted 16 hours ago
Cape Sands Inn

Frequently asked questions

What are some accommodations with pools in Dennis?
MAYFLOWER BEACH! Waterview Home with Central A/C Across from Mayflower Beach: Resort located near Hyannis Harbor. Provides a children's pool, an outdoor pool, and a water park. Mermaid Cottage! beautiful propety!: Hotel located near Hyannis Harbor. Features a seasonal outdoor pool, an indoor pool, and 2 pool bars. Margaritaville Resort Cape Cod: Hotel located near Hyannis Harbor. Offers a seasonal outdoor pool, an indoor pool, and a snack bar/deli. Bayside Resort Hotel: Hotel, 11-minute walk from Cape Cod Beaches. Offers daily, a seasonal outdoor pool, and free self parking. Aiden by Best Western Cape Cod - West Yarmouth: Resort, 4-minute walk from Cape Cod Beaches. Provides a private beach, a seasonal outdoor pool, and a full-service spa.
What is there to see and do in Dennis?
Spend some time experiencing the great outdoors at Corporation Beach and Mayflower Beach. During your stay, check out sights such as Cape Cod Museum of Art, Cape Playhouse, and Cape Cod Beaches.
When is the best time to book a hotel with a pool in Dennis?
Taking into account the local weather in Dennis can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 37°F. Average annual precipitation for Dennis is 48 inches.