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
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
Next weekend
4 Sep - 6 Sep
In two weeks
11 Sep - 13 Sep

Our top choices for Dennis Port hotels with a pool

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.
SAR 438
SAR 501 total
includes taxes & fees
16 Sep - 17 Sep
Holiday Hill Inn & Suites

2. 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.
SAR 507
SAR 613 total
includes taxes & fees
14 Sep - 15 Sep
The Corsair & Cross Rip Oceanfront Resort

3. Kingfisher Oceanside

Kingfisher Oceanside
Dennis Port
  • Splash into seaside bliss at this beachside retreat with seasonal pool just steps from West Dennis beach.
SAR 671
SAR 768 total
includes taxes & fees
30 Sep - 1 Oct
Kingfisher Oceanside

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.
SAR 638
SAR 731 total
includes taxes & fees
20 Sep - 21 Sep
Doryman Motel

5. Cutty Sark Motor Lodge

Cutty Sark Motor Lodge
Dennis Port
  • Seasonal outdoor pool paradise across from Cape Cod beaches for a summer splash vacation.
SAR 672
SAR 769 total
includes taxes & fees
7 Sep - 8 Sep
Cutty Sark Motor Lodge

6. Bluebird Dennisport

Bluebird Dennisport
Dennis Port
  • Splash into year-round swimming bliss at this beachy hotel with indoor and outdoor pools.
SAR 687
SAR 872 total
includes taxes & fees
7 Sep - 8 Sep
Bluebird Dennisport

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.
SAR 461
SAR 527 total
includes taxes & fees
8 Sep - 9 Sep
Dennis Port Surf Club (Boutique Hotel)

8. Pelham House Resort

Pelham House Resort
Dennis Port
  • Dive into Cape Cod's ultimate beachfront paradise with heated pool and waterfront fire pits.
SAR 1,385
SAR 1,744 total
includes taxes & fees
13 Sep - 14 Sep
Pelham House Resort

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.
SAR 394
SAR 451 total
includes taxes & fees
14 Sep - 15 Sep
Jonathan Edwards Motel

10. Edgewater Beach Resort

Edgewater Beach Resort
Dennis Port
  • Swim year-round at this oceanfront haven with indoor and outdoor pools for any season.
SAR 1,007
SAR 1,152 total
includes taxes & fees
31 Aug - 1 Sep
Edgewater Beach Resort
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

Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

10/10 Excellent
"Everything was nice. We had booked two rooms, somehow one room was more bigger and more upgraded than the other. Easy to park , and one of the best thing was their shower. Very close to the mini golf and bumper cars/ acade games. Free bus every hour."
Chi chun 3-night trip
Posted 4 hours ago
Holiday Hill Inn & Suites
Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)

8/10 Good
"Rooms were clean, beds were comfy. We just had an issue with the shower being clogged and not draining properly, mentioned it to staff but was still not fixed by the next day. Might have just forgotten but."
David 2-night trip
Posted 10 hours ago
Dennis Port Surf Club (Boutique Hotel)
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 2 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 5 days ago
Cutty Sark Motor Lodge
Edgewater Beach Resort

Edgewater Beach Resort

10/10 Excellent
"Everything was great thanks!"
Matthew 2-night trip
Posted 5 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

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 Cape Cod Beaches, and then relax poolside at one of the accommodations in Dennis Port that travelers 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 TVs.
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?
Explore places like 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 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.