Photo by Ken VanTassell

Find Hotels with a Pool in Dennis, MA

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Check availability on Dennis Hotels with a Pool

Top Dennis Hotels with a Pool

Property grounds
The Escape Inn

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, (645)
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.
$90 nightly
The price is $103
Nov 20 - Nov 21
Total with taxes and fees
The Escape Inn
Indoor pool, outdoor pool
Hyannis Travel Inn

Hyannis Travel Inn

2.5 star property
Hyannis
  • Outdoor pool
  • Indoor pool
  • Hot tub
9.6 out of 10, Exceptional, (1001)
Seasonal swimming thrives at dual pools complemented by a relaxing hot tub, just steps from Hyannis Harbor. Spacious rooms with private balconies offer harbor views, creating a peaceful sanctuary after exploring nearby beaches and Main Street attractions.
$89 nightly
The price is $102
Nov 20 - Nov 21
Total with taxes and fees
Hyannis Travel Inn
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Bayside Resort Hotel

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, (1519)
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.
$84 nightly
The price is $96
Dec 17 - Dec 18
Total with taxes and fees
Bayside Resort Hotel
Exterior
Cape Sands Inn

Cape Sands Inn

2.5 star property
West Yarmouth
  • Indoor pool
  • Pool loungers
  • Hot tub
8.2 out of 10, Very Good, (1009)
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.
$75 nightly
The price is $85
Nov 20 - Nov 21
Total with taxes and fees
Cape Sands Inn
Seasonal outdoor pool, open 8 AM to 8 PM, pool umbrellas, sun loungers
Chatham Wayside Inn

Chatham Wayside Inn

4.0 star property
Chatham
  • Pool loungers
  • Near the beach
9.2 out of 10, Wonderful, (592)
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.
$174 nightly
The price is $199
Nov 25 - Nov 26
Total with taxes and fees
Chatham Wayside Inn
View from property
All Seasons Resort, Trademark Collection by Wyndham

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, (299)
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.
$103 nightly
The price is $118
Nov 24 - Nov 25
Total with taxes and fees
All Seasons Resort, Trademark Collection by Wyndham
Exterior
Hyannis Plaza Hotel

Hyannis Plaza Hotel

2.5 star property
Hyannis
  • Outdoor pool
  • Pool loungers
  • Near the beach
7.0 out of 10, Good, (960)
Pool enthusiasts will adore the pristine seasonal outdoor pool, open May through October with comfortable sun loungers. Spacious, individually furnished rooms boast premium bedding, while Hyannis Harbor attractions wait just beyond this clean, well-maintained property.
$75 nightly
The price is $86
Dec 19 - Dec 20
Total with taxes and fees
Hyannis Plaza Hotel
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Hampton Inn & Suites Cape Cod-West Yarmouth

Hampton Inn & Suites Cape Cod-West Yarmouth

2.5 star property
West Yarmouth
  • Indoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
  • Hot tub
8.8 out of 10, Excellent, (1002)
Aquatic adventures await with pristine indoor and outdoor swimming options complemented by a relaxing hot tub. Active travelers appreciate the 24-hour fitness center, while sun-seekers enjoy pool loungers under umbrellas with cold drinks from the poolside bar.
$101 nightly
The price is $115
Dec 2 - Dec 3
Total with taxes and fees
Hampton Inn & Suites Cape Cod-West Yarmouth
Seasonal outdoor pool
Skaket Beach Motel

Skaket Beach Motel

2.0 star property
Orleans
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
9.2 out of 10, Wonderful, (448)
Sparkling waters welcome guests from June to October in the meticulously maintained seasonal pool. Surrounded by gardens and complemented by mini golf facilities, this refreshing retreat sits moments from Cape Cod's stunning beaches.
$100 nightly
The price is $114
Nov 23 - Nov 24
Total with taxes and fees
Skaket Beach Motel
Indoor pool, seasonal outdoor pool, sun loungers
Aiden by Best Western Cape Cod - West Yarmouth

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, (1004)
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 Harbor.
$97 nightly
The price is $111
Nov 26 - Nov 27
Total with taxes and fees
Aiden by Best Western Cape Cod - West Yarmouth
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.
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Top Dennis Hotel Reviews

Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"Yes the room was absolutely spotless Great Staff perfect area to relax near front desk and to bad the restaurant and the pool was close for the season but we look from out side and looks amazing I know the price we get was affordable for us because the end of the season but my family and I will love the get a chance on the summer to stay there hopefully we get some sale rates thumbs up for the Hyannis Harbor Hotel. Ps. my grandson can stop talking about it. "
Jesus 2-night trip
Posted 2 days ago
Hyannis Harbor Hotel

Frequently asked questions

What are some accommodations 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 wired internet access. Cape Sands Inn: Provides a seasonal outdoor pool, an indoor pool, and a sauna. Hampton Inn & Suites Cape Cod-West Yarmouth: Features a seasonal outdoor pool, an indoor pool, and a snack bar/deli. 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 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.

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