A storefront with a sign reading "Nancy's Candy" and a large American flag.

Find Hotels with a Pool in Dennis, MA

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Check availability on Dennis Hotels with a Pool

Tonight
Oct 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Dennis hotels with a pool

A clear swimming pool with blue chairs and umbrellas, a building with blue shutters, and a clear sky.
A waterfront property with outdoor seating, a long pathway, and a view of the sea.
A grassy area with a building in the background, a flag, and several parked cars.
A large, multi-story beachfront hotel with a prominent balcony and multiple windows.

1. Lighthouse Inn

Lighthouse Inn
West Dennis
  • Dive into paradise at this private beachside retreat with a sun-drenched pool, tennis court, and endless seaside recreation.
$179 nightly
$205 total
Oct 22 - Oct 23
Total with taxes and fees
Lighthouse Inn
An indoor water park with a boat-shaped play area, a boat house, and a large slide.
A spacious lobby with a large blue mural, comfortable seating areas, and a prominent circular floor design.
A bar area with a high counter, multiple seating options, and a ceiling with a shark motif.
A cozy lounge area with wicker furniture, a central round table, and a decorative archway with a sign.

2. Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod
Hyannis
  • Poolside paradise at this Cape Cod resort with outdoor pools, waterpark, and a lazy river waiting for you.
$211 nightly
$242 total
Nov 3 - Nov 4
Total with taxes and fees
Margaritaville Resort Cape Cod
A swimming pool with clear blue water, surrounded by a tiled deck and a building with a green roof in the background.
A reception area with a wooden counter, a blue accent wall, and striped armchairs.
A grassy area with blue Adirondack chairs arranged around a central fire pit. In the background, there are two buildings with a playground structure.
A beach with clear skies and gentle waves.

3. Sunbird Cape Cod Resort

Sunbird Cape Cod Resort
West Yarmouth
  • Splash into Cape Cod bliss with indoor and seasonal outdoor pools at this family-friendly resort.
$113 nightly
$130 total
Oct 22 - Oct 23
Total with taxes and fees
Sunbird Cape Cod Resort
An indoor swimming pool with a wooden ceiling, potted plants, and lounge chairs.
A beach scene with a directional signpost and beach chairs.
A two-story building with a prominent tower, large windows, and a well-lit entrance.
A hotel room with a bed, a chair, a table with two glasses of wine, a lamp, and a window with a view of a lake.

4. Bayside Resort Hotel

Bayside Resort Hotel
West Yarmouth
  • Float between two pools and bask in poolside bliss at this hotel with poolside bars and sunbathing spots.
$100 nightly
$114 total
Nov 8 - Nov 9
Total with taxes and fees
Bayside Resort Hotel
A swimming pool with lounge chairs and a view of the ocean.
A couple sitting on a striped sofa with a view of purple hydrangeas through large windows.
A hotel with a well-maintained garden, a central fire feature, and a sign reading "Sea Crest".
A dining area with tables and chairs, large windows with a view of the sea, and ceiling fans.

5. Sea Crest Beach Resort

Sea Crest Beach Resort
North Falmouth
  • Dive into pure coastal bliss with three pools and beach access at this oceanfront hotel.
$169 nightly
$193 total
Nov 2 - Nov 3
Total with taxes and fees
Sea Crest Beach Resort
A pool area with a bar and lounge chairs.
A large inflatable slide structure with a yellow and black design, surrounded by green artificial grass.
A hotel room with a wooden headboard, two bedside lamps, a wooden nightstand, and a textured wall.
A room with a bunk bed, a sofa, a lamp, and a wall with a historical bridge sign.

6. Cape Cod Family Resort and Parks

Cape Cod Family Resort and Parks
West Yarmouth
  • Resort offers indoor pool, lazy river, and waterslide for year-round family aquatic adventures.
Cape Cod Family Resort and Parks
A poolside area with a wooden pergola, green seating, and a sign reading "LE JARDIN BLEU".
A bar area with a patterned wall, wicker chairs, and a tiled floor.
An outdoor seating area with tables and chairs, surrounded by decorative walls and plants.
A building with a sign reading "MOROCCAN" and a balcony with black railings.

7. Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection
West Yarmouth
  • Renovated art deco hotel offers indoor and outdoor pools near Hyannis Harbor.
$120 nightly
$137 total
Nov 1 - Nov 2
Total with taxes and fees
Uncommoner Hotel by Reverie Boutique Collection
A large beachfront property with a pool, outdoor seating, and a covered patio.
A wooden deck with a white railing, overlooking a beach and ocean.
A beachfront property with a pool, outdoor seating, and a wooden deck overlooking the beach.
A room with a view of the ocean, a dining table, a wooden dresser, and a door leading to a balcony.

8. The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort
Dennis Port
  • Sun-dappled splendor awaits with three pools, private beach, and coastal charm for refreshing dips.
The Corsair & Cross Rip Oceanfront Resort
A pool area with lounge chairs and umbrellas, a diving board, and a view of the ocean.
A patio area with wicker furniture, a fire pit, and a view of the sea.
A beach with rows of sun loungers and a building with a sloped roof.
An aerial view of a coastal resort with a beach, parking area, and a swimming pool.

9. Red Jacket Beach Resort

Red Jacket Beach Resort
Bass River
  • Dive into a refreshing retreat with indoor and outdoor pools, private beach, and poolside bar service.
$154 nightly
$177 total
Oct 21 - Oct 22
Total with taxes and fees
Red Jacket Beach Resort
A resort pool area with multiple lounge chairs and umbrellas, a hot tub, and a large building in the background.
An outdoor seating area with wicker furniture, umbrellas, and a stone wall.
A waterfront hotel with a view of the marina and boats.
A modern living room with two sofas, a coffee table, and a stone wall with a fireplace.

10. Hyannis Harbor Hotel

Hyannis Harbor Hotel
Hyannis
  • Splash into seaside fun with three distinct pools and a poolside bar steps away from Hyannis Harbor.
$122 nightly
$140 total
Nov 10 - Nov 11
Total with taxes and fees
Hyannis Harbor Hotel
View all properties

Choose what matters most at hotels with a pool in Dennis

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Dennis Hotel Reviews

The Villages at Ocean Edge

The Villages at Ocean Edge

10/10 Excellent
"Great!"
Bradly 3-night trip
Posted 4 hours ago
The Villages at Ocean Edge
Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"Visited in October for one night. Great location across from the ferry. Staff was very professional and friendly."
Jeanne 1-night trip
Posted 15 hours ago
Hyannis Harbor Hotel
Sandwich Lodge & Resort

Sandwich Lodge & Resort

10/10 Excellent
"The woman who checked us in was very helpful. She seemed to really care that we had a positive experience in the area. The room was very clean and nice and really quiet."
Kristin 1-night trip
Posted 17 hours ago
Sandwich Lodge & Resort
Cape Sands Inn

Cape Sands Inn

10/10 Excellent
"We enjoyed our stay. The sitting area and fore pit were nice. The staff were friendly and we enjoyed the hot tub. The pool area could be updated. Overall, great stay."
Jameliz 3-night trip
Posted 1 day ago
Cape Sands Inn
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

10/10 Excellent
"We stayed here for a wedding we had off property. Had a fun time. I would stay here again. Water park was clean and many lifeguards on duty."
Jean 2-night trip
Posted 1 day ago
Margaritaville Resort Cape Cod
Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"Amazing property and staff."
Sylvia 3-night trip
Posted 2 days ago
Chatham Bars Inn
Cape Cod Family Resort and Parks

Cape Cod Family Resort and Parks

10/10 Excellent
"Excellent experience"
April 2-night trip
Posted 8 days ago
Cape Cod Family Resort and Parks

Frequently asked questions

What are the best hotels in Dennis with outdoor pools?
Sesuit Harbor House is a charming 3-star hotel that stands out with its inviting outdoor pool, highly praised by travellers for its lovely atmosphere. Guests have rated it an impressive 9.6, highlighting the wonderful rooms and friendly service that make for a delightful stay. The hotel also offers complimentary bicycles, making it easy for families to explore the scenic surroundings, and free self-parking and WiFi add to the convenience.Another great option is Kingfisher Lodging, which boasts an outdoor pool and has earned a solid review rating of 9.0. This hotel provides essential amenities like free toiletries, self-parking, and WiFi, suiting families seeking a blend of comfort and practicality during their adventures in Dennis.
How much does a hotel with outdoor pool in Dennis cost?
Enjoy staying in a hotel in Dennis with an outdoor pool. You can find a great deal from $97 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Is it cheaper to book flights and a Dennis hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Dennis for you.

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