A beach house with a sandy path leading to it, surrounded by grass and overlooking the ocean.

Hotels with Swimming Pool in Dennis Port, Massachusetts

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Check availability on Dennis Port Hotels with Swimming Pool

Tonight
Oct 9 - Oct 10
Tomorrow
Oct 10 - Oct 11
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Dennis Port hotels with a pool

A pool area with lounge chairs and a table, overlooking the ocean.
A modern living room with a blue sofa, a patterned armchair, and a white ottoman. A large painting and a flat-screen TV are visible.
A spacious bedroom with a large bed, a balcony with chairs, a TV, and a view of the sea.
A balcony with a view of the beach and ocean.

1. Pelham House Resort

Pelham House Resort
Dennis Port
  • Dive into Cape Cod's ultimate beachfront paradise with heated pool and waterfront fire pits.
P16,289
P20,507 total
includes taxes & fees
Oct 25 - Oct 26
Pelham House Resort
A hotel with a pool area, multiple balconies, and a fenced deck with lounge chairs.
A beverage station with a Coca-Cola machine, ice dispensers, and a variety of drink options.
A miniature golf course with two holes, a small pond, and a wooden bridge.
A reception desk with a marble top, a wooden panel base, a desk lamp, a potted plant, and a wicker chair with a cushion.

2. Holiday Hill Inn & Suites

Holiday Hill Inn & Suites
Dennis Port
  • Sparkling family-friendly pool oasis awaits at this beach-convenient motel with mini golf fun.
P10,000
P11,445 total
includes taxes & fees
Oct 11 - Oct 12
Holiday Hill Inn & Suites
A large beachfront property with a pool, outdoor seating, and a covered patio.
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.
A wooden deck with a table and two green chairs, overlooking a beach with a fence and a building in the background.

3. 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.
P6,308
P7,755 total
includes taxes & fees
Oct 11 - Oct 12
The Corsair & Cross Rip Oceanfront Resort
A swimming pool with lounge chairs and a building with a curved roof.
A wooden staircase leading to a beach with a clear view of the ocean.
A compact kitchen with a dining area, a bed, and a small living space.
A motel with a covered porch, a brick wall, and yellow flowers.

4. Doryman Motel

Doryman Motel
Dennis Port
  • Cape Cod motel offers seaside charm, crystal-clear seasonal pool, and family-friendly stays near Sea Street Beach.
P9,414
P10,775 total
includes taxes & fees
Oct 11 - Oct 12
Doryman Motel
A swimming pool with a tiled edge, a wooden deck, and a covered seating area with chairs and an umbrella.
A building with a sign reading "Kingfisher Oceanside 15".
A bedroom with a bed, a window with curtains, and a view of the outdoors.
A sign for Kingfisher Oceanside with a bird logo, located in a parking lot with buildings in the background.

5. Kingfisher Oceanside

Kingfisher Oceanside
Dennis Port
  • Splash into seaside bliss at this beachside retreat with seasonal pool just steps from West Dennis beach.
P11,446
P13,100 total
includes taxes & fees
Oct 12 - Oct 13
Kingfisher Oceanside
A swimming pool with a wooden deck and a covered seating area with string lights.
A living room with a fireplace, a television displaying a nature scene, and a dining area with a table and chairs.
A residential area with a blue and white lighthouse-like structure, a picnic table, and outdoor seating.
A landscaped garden area with a variety of plants and decorative elements, including a fountain and a bird sculpture.

6. Jonathan Edwards Motel

Jonathan Edwards Motel
Dennis Port
  • Seasonal outdoor pool in Cape Cod offers sun-soaked relaxation at this charming hotel with garden views and nearby beaches.
P6,736
P7,709 total
includes taxes & fees
Oct 25 - Oct 26
Jonathan Edwards Motel
A swimming pool with lounge chairs and a covered seating area.
A modern interior with a wooden floor, a blue and white patterned wall, a large painting, and a bar area with a blue marble backsplash.
A two-story house with a front porch, a mailbox, and a well-maintained garden.
A covered porch with white Adirondack chairs, a trash can, and a door marked with the number 9.

7. Pelham on Earle

Pelham on Earle
West Harwich
  • Coastal getaway with a seasonal outdoor pool where relaxation awaits after exploring Cape Cod's beautiful beaches.
P11,887
P14,692 total
includes taxes & fees
Oct 26 - Oct 27
Pelham on Earle
A clear blue swimming pool with a metal ladder, surrounded by lounge chairs and an American flag.
A room with nautical-themed decor, including a map, anchor-patterned rug, and a view of the sea through the window.
A hotel room with a bed, two nightstands, a chair, a fireplace, and wall art.
A Beach Breeze Inn sign with a lighthouse graphic, a vacancy sign, and a building with a brick flower bed in front.

8. A Beach Breeze Inn

A Beach Breeze Inn
West Harwich
  • Tranquil outdoor pool creates a shaded sanctuary amid Cape Cod attractions and ocean breezes.
P8,096
P9,266 total
includes taxes & fees
Oct 12 - Oct 13
A Beach Breeze Inn
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 beachfront property with a large building, a sandy beach, and a rocky shoreline.
A grassy area with a building in the background, a flag, and several parked cars.

9. 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.
P11,241
P12,866 total
includes taxes & fees
Oct 15 - Oct 16
Lighthouse Inn
A nighttime pool area with lounge chairs and a lifebuoy.
A hotel with a white facade, a covered outdoor seating area with white chairs and tables, and a view of the sunset.
A spacious dining area with white chairs and a marble table, a staircase, and a TV in the background.
A sign for the Escape Inn Hotel with the address 1237.

10. The Escape Inn

The Escape Inn
Bass River
  • Immerse in a refreshing summer retreat at this clean, seasonal pool oasis with beach-themed charm.
P5,634
P6,449 total
includes taxes & fees
Nov 2 - Nov 3
The Escape Inn
View all properties

Choose what matters most at hotels with a pool in Dennis Port

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Dennis Port Hotel Reviews

Bluegreen Vacations The Soundings, an Ascend Collection Resort

Bluegreen Vacations The Soundings, an Ascend Collection Resort

10/10 Excellent
"Everything at this hotel is what I want in a beachside resort. Easy access to the beach, outdoor pool, inside pool and outside hot tub. Kitchenette and fireplace. This was my 3rd stay and I will be back."
Margaret 11-night trip
Posted 2 days ago
Bluegreen Vacations The Soundings, an Ascend Collection Resort
The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort

10/10 Excellent
"This is the perfect little place to stay. Everything was very clean, staff was all very friendly! Will 100% be going back and staying here again!!!"
Molly 2-night trip
Posted 3 days ago
The Corsair & Cross Rip Oceanfront Resort
Edgewater Beach Resort

Edgewater Beach Resort

10/10 Excellent
"Perfect for one or two people. There’s absolutely everything you need in the kitchenette. So nice to have a little couch/ place to sit beside the bed, and the back deck was lovely too. Will definitely be back."
Jennifer 2-night trip
Posted 6 days ago
Edgewater Beach Resort
Pelham House Resort

Pelham House Resort

10/10 Excellent
"Beautiful"
Melinda 1-night trip
Posted 1 month ago
Pelham House Resort
Cutty Sark Motor Lodge

Cutty Sark Motor Lodge

8/10 Good
"The room was very clean. Staff was great and friendly. The issue is with the bathroom. The tub was very slippery and did not have any hand railings. My friend and I used the tub for quick hand washing. Thank goodness we did not go swimming in the ocean. The pool was nice. We were unable to find a local TV channel for news and weather. This was the time to say, "Thank God for Cell Phone Apps"."
Marleen 2-night trip
Posted 2 months ago
Cutty Sark Motor Lodge

Frequently asked questions

What's it like visiting Dennis Port?
If laying by the pool is your idea of the perfect getaway, you may want to consider budget-friendly Dennis Port, which has 5 places to stay with pools. While you're visiting, you can explore attractions like Sea Street Beach and Cape Cod Theatre Company – Home of the Harwich Jr. Theatre, and then relax poolside at one of the accommodations in Dennis Port that guests like for their pools.
What are some hotels with pools in Dennis Port?
Holiday Hill Inn & Suites: Features a snack bar/deli, a seasonal outdoor pool, and free self parking. Bluebird Dennisport: Hotel, 10-minute walk from Cape Cod Beaches. Offers a seasonal outdoor pool, an indoor pool, and complimentary wireless internet access.
How many pool hotels will I find in Dennis Port?
Expedia has 5 hotels in Dennis Port for your poolside break.
What is there to see and do in Dennis Port?
The picturesque setting of Sea Street Beach and Cape Cod Beaches showcase the area's natural beauty. Discover sights such as Cape Cod Theatre Company – Home of the Harwich Jr. Theatre, Haigis Beach, and Swan Pond during your stay. Dennis Port appeals to visitors with its beautiful beaches and array of dining options.
When is the best time to book a hotel with a pool in Dennis Port?
Taking into account the local weather in Dennis Port is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Dennis Port is 48 inches.

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