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

Find Hotels with a Pool in Dennis Port, MA

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Check availability on Dennis Port Hotels with a Pool

Tonight
Sep 10 - Sep 11
Tomorrow
Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Dennis Port hotels with a pool

A large beachfront property with a pool, outdoor seating, and a covered patio.
A wooden deck with a table and two green chairs, overlooking a beach with a fence and a building in the background.
A wooden deck with a white railing, overlooking a beach and ocean.
A room with a view of the ocean, a dining table, a wooden dresser, and a door leading to a balcony.

1. 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.
NT$2,808
NT$3,482 total
includes taxes & fees
Sep 30 - Oct 1
The Corsair & Cross Rip Oceanfront 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 hotel room with two beds, a desk, a television, and a window with curtains.

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.
NT$3,744
NT$4,285 total
includes taxes & fees
Sep 21 - Sep 22
Holiday Hill Inn & Suites
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 sign for Kingfisher Oceanside with a bird logo, located in a parking lot with buildings in the background.
A bedroom with a bed, a window with curtains, and a view of the outdoors.

3. Kingfisher Oceanside

Kingfisher Oceanside
Dennis Port
  • Splash into seaside bliss at this beachside retreat with seasonal pool just steps from West Dennis beach.
NT$5,739
NT$6,568 total
includes taxes & fees
Sep 16 - Sep 17
Kingfisher Oceanside
A swimming pool with lounge chairs and a building with a curved roof.
A motel with a covered porch, a brick wall, and yellow flowers.
A wooden staircase leading to a beach with a clear view of the ocean.
A fenced backyard with artificial grass, two Adirondack chairs, and a wooden fence.

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.
NT$5,358
NT$6,132 total
includes taxes & fees
Sep 20 - Sep 21
Doryman Motel
A pool area with lounge chairs, a hot tub, and string lights.
A room with arcade games, a TV, a large window, and a plant.
A backyard with a fire pit, outdoor seating, string lights, and a hammock.
A modern living room with a blue sofa, a coffee table, a large window, and a surfboard decoration.

5. Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)
Dennis Port
  • Seasonal outdoor pool offers refreshing oceanside swims after coastal adventures.
NT$3,093
NT$3,540 total
includes taxes & fees
Sep 15 - Sep 16
Dennis Port Surf Club (Boutique Hotel)
A coastal scene with a wooden staircase leading down to the beach, surrounded by rocks and vegetation.
A wooden dining room with a table set for four, white chairs, a hanging light fixture, and a window with curtains.
A building entrance with a dark door, a brick wall, and a window with a view of trees. There are two wicker chairs and a small round table outside.
A cozy living room with a sofa, a coffee table, a fireplace, and a television.

6. Bluebird Dennisport

Bluebird Dennisport
Dennis Port
  • Splash into year-round swimming bliss at this beachy hotel with indoor and outdoor pools.
NT$5,754
NT$7,305 total
includes taxes & fees
Sep 13 - Sep 14
Bluebird Dennisport
A pool area with lounge chairs and a table, overlooking the ocean.
A balcony with a view of the beach and 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.
An outdoor seating area with a fire feature, a pool, and a view of the ocean.

7. Pelham House Resort

Pelham House Resort
Dennis Port
  • Dive into Cape Cod's ultimate beachfront paradise with heated pool and waterfront fire pits.
NT$11,611
NT$14,617 total
includes taxes & fees
Sep 15 - Sep 16
Pelham House Resort
A swimming pool with a wooden deck and a covered seating area with string lights.
A bedroom with a large bed, a TV mounted on the wall, and a skylight.
A landscaped garden area with a variety of plants and decorative elements, including a fountain and a bird sculpture.
A residential area with a blue and white lighthouse-like structure, a picnic table, and outdoor seating.

8. 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.
NT$3,370
NT$3,857 total
includes taxes & fees
Oct 5 - Oct 6
Jonathan Edwards Motel
A two-story house with a swimming pool, a fenced backyard, and a street view.
A beach with numerous umbrellas and beach chairs, indicating a popular tourist spot.
A bathroom with a bathtub, toilet, and a hairdryer on a wall socket.
A hotel room with two beds, beige walls, a window with curtains, a painting, and two wall-mounted lamps.

9. Cutty Sark Motor Lodge

Cutty Sark Motor Lodge
Dennis Port
  • Seasonal outdoor pool paradise across from Cape Cod beaches for a summer splash vacation.
NT$11,926
NT$13,649 total
includes taxes & fees
Sep 14 - Sep 15
Cutty Sark Motor Lodge
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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

Pelham House Resort

Pelham House Resort

10/10 Excellent
"Beautiful"
Melinda 1-night trip
Posted 3 days ago
Pelham House Resort
Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)

8/10 Good
"Very good"
Angel Hernando 1-night trip
Posted 3 days ago
Dennis Port Surf Club (Boutique Hotel)
Edgewater Beach Resort

Edgewater Beach Resort

10/10 Excellent
"Weather was pretty good only one wet day, If you love the beach this is the place for you."
Richard 5-night trip
Posted 7 days ago
Edgewater Beach Resort
Bluegreen Vacations The Breakers Resort, an Ascend Collection Resort

Bluegreen Vacations The Breakers Resort, an Ascend Collection Resort

8/10 Good
"The "resort" was clean. The pool and beach were nice. The loft that the kids had had a living room with a TV. The adult area was a master bedroom with a private bath. The master bedroom was small that the bed took up so much room there was no room for a night table. I had to put my CPAP on top of a narrow garbage can that I brought in from the kitchen. We had a kitchen and off to the side of the kitchen was the jacuzzi, but NO door or curtain for privacy. You can have breakfast with full view of the jacuzzi. In addition this "resort" required us remove our trash upon checking out. A Motel 6 doesn't make you do this, but this resort where I paid over $300 a night makes me take out my trash!"
Rochelle 2-night trip
Posted 13 days ago
Bluegreen Vacations The Breakers Resort, an Ascend Collection 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 weeks ago
Cutty Sark Motor Lodge
Bluegreen Vacations The Soundings, an Ascend Collection Resort

Bluegreen Vacations The Soundings, an Ascend Collection Resort

10/10 Excellent
"We loved the beach view and access to the beach! The pool was great too. Having a 2 bedroom suite with a kitchenette was ideal. Room could use some updates but was very clean!"
Amanda 2-night trip
Posted 1 month ago
Bluegreen Vacations The Soundings, an Ascend Collection Resort

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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