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

Dennis Port Hotel Guide - Hotels with Pool in Dennis Port, Massachusetts

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Check availability on Dennis Port Hotels with Pool

Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Dennis Port hotels with a pool

A hotel with a pool area, multiple balconies, and a fenced deck with lounge chairs.
A miniature golf course with two holes, a small pond, and a wooden bridge.
A beverage station with a Coca-Cola machine, ice dispensers, and a variety of drink options.
A reception desk with a marble top, a wooden panel base, a desk lamp, a potted plant, and a wicker chair with a cushion.

1. 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.
€117
includes taxes & fees
30 Aug - 31 Aug
Holiday Hill Inn & Suites
A large beachfront property with a pool, outdoor seating, and a covered patio.
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.
A wooden deck with a white railing, overlooking a beach and ocean.

2. The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort
Dennis Port
  • Sun-dappled splendour awaits with three pools, private beach, and coastal charm for refreshing dips.
€140
includes taxes & fees
20 Sept - 21 Sept
The Corsair & Cross Rip Oceanfront Resort
A swimming pool with a tiled edge, a wooden deck, and a covered seating area with chairs and an umbrella.
A bedroom with a bed, a window with curtains, and a view of the outdoors.
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.

3. Kingfisher Oceanside

Kingfisher Oceanside
Dennis Port
  • Splash into seaside bliss at this beachside retreat with seasonal pool just steps from West Dennis beach.
€179
includes taxes & fees
7 Sept - 8 Sept
Kingfisher Oceanside
A swimming pool with lounge chairs and a building with a curved roof.
A fenced backyard with artificial grass, two Adirondack chairs, and a wooden fence.
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.

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.
€167
includes taxes & fees
20 Sept - 21 Sept
Doryman Motel
A two-story house with a swimming pool, a fenced backyard, and a street view.
A two-story house with a large porch and a flagpole.
A beach with numerous umbrellas and beach chairs, indicating a popular tourist spot.
A hotel room with two beds, beige walls, a window with curtains, a painting, and two wall-mounted lamps.

5. Cutty Sark Motor Lodge

Cutty Sark Motor Lodge
Dennis Port
  • Seasonal outdoor pool paradise across from Cape Cod beaches for a summer splash holiday.
€176
includes taxes & fees
7 Sept - 8 Sept
Cutty Sark Motor Lodge
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 bedroom with a wooden headboard, a bedside table with a hat and a bottle, and two framed pictures on the wall.

6. Bluebird Dennisport

Bluebird Dennisport
Dennis Port
  • Splash into year-round swimming bliss at this beachy hotel with indoor and outdoor pools.
€199
includes taxes & fees
7 Sept - 8 Sept
Bluebird Dennisport
A pool area with lounge chairs, a hot tub, and string lights.
A modern living room with a large blue sectional sofa, a woven coffee table, and a large window offering a view of the street.
A room with arcade games, a TV, a large window, and a plant.
A modern living room with a blue sofa, a coffee table, a large window, and a surfboard decoration.

7. Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)
Dennis Port
  • Seasonal outdoor pool offers refreshing oceanside swims after coastal adventures.
€121
includes taxes & fees
8 Sept - 9 Sept
Dennis Port Surf Club (Boutique Hotel)
A pool area with lounge chairs and a table, overlooking the ocean.
An outdoor seating area with a fire feature, a pool, and a view of the ocean.
A balcony with a view of the beach and ocean.
A spacious bedroom with a large bed, a balcony with chairs, a TV, and a view of the sea.

8. Pelham House Resort

Pelham House Resort
Dennis Port
  • Dive into Cape Cod's ultimate beachfront paradise with heated pool and waterfront fire pits.
€399
includes taxes & fees
13 Sept - 14 Sept
Pelham House Resort
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 bedroom with a large bed, a TV mounted on the wall, and a skylight.
A residential area with a blue and white lighthouse-like structure, a picnic table, and outdoor seating.

9. 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.
€105
includes taxes & fees
14 Sept - 15 Sept
Jonathan Edwards Motel
A covered swimming pool area with lounge chairs and a hot tub.
Beach chairs arranged in rows facing the ocean.
Three white lounge chairs with blue cushions and backs, arranged on a grassy lawn with a view of the beach and dunes in the background.
A two-story building with a grey exterior and white trim.

10. Edgewater Beach Resort

Edgewater Beach Resort
Dennis Port
  • Swim year-round at this oceanfront haven with indoor and outdoor pools for any season.
€274
includes taxes & fees
30 Aug - 31 Aug
Edgewater Beach Resort
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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

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 1 day ago
Bluegreen Vacations The Breakers Resort, an Ascend Collection Resort
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

10/10 Excellent
"Very clean, staff AWESOME. . Pool immaculate!! Location!!! Bathrooms dated but least of your worries. Best deal on the Cape. Only place I stay when visiting mid Cape!"
Andrew 4-night trip
Posted 1 day ago
Holiday Hill Inn & Suites
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 4 days ago
Cutty Sark Motor Lodge
Edgewater Beach Resort

Edgewater Beach Resort

10/10 Excellent
"Everything was great thanks!"
Matthew 2-night trip
Posted 4 days ago
Edgewater Beach Resort
Pelham House Resort

Pelham House Resort

10/10 Excellent
"Everything was amazing!"
ROBERT 1-night trip
Posted 3 weeks ago
Pelham House Resort
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 3 weeks ago
Bluegreen Vacations The Soundings, an Ascend Collection Resort

Frequently asked questions

What's it like visiting Dennis Port?
If lounging by a pool is your idea of the perfect getaway, you may want to explore budget-friendly Dennis Port, which has 5 places to stay with pools. During your visit, you can explore attractions such as Cape Cod Beaches, and then relax and unwind poolside at one of the accommodation options in Dennis Port that travellers 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. 2-bedroom resort charming Dennis MA, Oceanfront/private beach Open 8-2 to 8-5: Resort, 3-minute walk from Cape Cod Beaches. Features an indoor pool, an outdoor pool and air conditioning. Awesome Ocean Front Vacation Condo on the Cape in MA: Resort, 4-minute walk from Cape Cod Beaches. Offers complimentary wireless Internet access, a pool and Smart televisions.
How many hotels with pools will I be able to 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?
Explore places such as Cape Cod Beaches while you're in Dennis Port. Enjoy a stroll along the shore at Sea Street Beach and Haigis Beach. 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 the local weather in Dennis Port into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Dennis Port is 1223 mm.

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