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
Aug 25 - Aug 26
Tomorrow
Aug 26 - Aug 27
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

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.
P7,343
P8,405 total
includes taxes & fees
Aug 30 - Aug 31
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.
P8,340
P10,070 total
includes taxes & fees
Sep 22 - Sep 23
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.
P11,254
P12,881 total
includes taxes & fees
Sep 8 - Sep 9
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.
P10,491
P12,008 total
includes taxes & fees
Sep 20 - Sep 21
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.
P11,046
P12,642 total
includes taxes & fees
Sep 8 - Sep 9
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.
P11,852
P14,977 total
includes taxes & fees
Sep 7 - Sep 8
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.
P9,830
P11,251 total
includes taxes & fees
Sep 8 - Sep 9
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.
P21,228
P26,725 total
includes taxes & fees
Sep 9 - Sep 10
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.
P6,609
P7,564 total
includes taxes & fees
Sep 14 - Sep 15
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.
P17,236
P19,726 total
includes taxes & fees
Aug 30 - Aug 31
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

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 16 hours ago
Cutty Sark Motor Lodge
Edgewater Beach Resort

Edgewater Beach Resort

10/10 Excellent
"Everything was great thanks!"
Matthew 2-night trip
Posted 18 hours ago
Edgewater Beach Resort
Jonathan Edwards Motel

Jonathan Edwards Motel

8/10 Good
"Lo bueno: buena cama Lo malo: la tina se llenó de agua y mis pies estuvieron sumergidos hasta los tobillos todo el tiempo. La habitación olía un poco, creo necesitaba mejorar la ventilación."
Silvia 1-night trip
Posted 20 hours ago
Jonathan Edwards Motel
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

8/10 Good
"The staff was very friendly and helpful. We were placed in a room directly outside the pool so our room smelt overwhelming like chlorine as soon as we opened the door. The two double beds were a full size, as apposed to queen, so they were a bit small for two people. The room was very clean, as was the entire property. The pool area was nice, but unfortunately, it was rainy and overcast curing our stay, so we did not use it. Based on this experience, I would stay there again in the future."
Jessica 1-night trip
Posted 2 days ago
Holiday Hill Inn & Suites
Pelham House Resort

Pelham House Resort

10/10 Excellent
"Everything was amazing!"
ROBERT 1-night trip
Posted 2 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
Bluegreen Vacations The Breakers Resort, an Ascend Collection Resort

Bluegreen Vacations The Breakers Resort, an Ascend Collection Resort

10/10 Excellent
"Can't beat the location! The option the hang out pool side or walk down the small flight of stairs to the beach is awesome!"
Marc 5-night trip
Posted 3 weeks ago
Bluegreen Vacations The Breakers Resort, 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 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.
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.

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