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 15 - Sep 16
Tomorrow
Sep 16 - Sep 17
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Dennis Port hotels with a pool

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.
₩120,162
₩148,974 total
includes taxes & fees
Sep 30 - Oct 1
The Corsair & Cross Rip Oceanfront Resort

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.
₩159,650
₩182,720 total
includes taxes & fees
Sep 17 - Sep 18
Holiday Hill Inn & Suites

3. Doryman Motel

Doryman Motel
Dennis Port
  • Cape Cod motel offers seaside charm, crystal-clear seasonal pool, and family-friendly stays near Sea Street Beach.
₩201,240
₩230,326 total
includes taxes & fees
Sep 24 - Sep 25
Doryman Motel

4. Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)
Dennis Port
  • Seasonal outdoor pool offers refreshing oceanside swims after coastal adventures.
₩132,333
₩151,451 total
includes taxes & fees
Sep 22 - Sep 23
Dennis Port Surf Club (Boutique Hotel)

5. Kingfisher Oceanside

Kingfisher Oceanside
Dennis Port
  • Splash into seaside bliss at this beachside retreat with seasonal pool just steps from West Dennis beach.
₩244,676
₩280,030 total
includes taxes & fees
Oct 4 - Oct 5
Kingfisher Oceanside

6. Pelham House Resort

Pelham House Resort
Dennis Port
  • Dive into Cape Cod's ultimate beachfront paradise with heated pool and waterfront fire pits.
₩495,050
₩623,226 total
includes taxes & fees
Sep 23 - Sep 24
Pelham House Resort

7. 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.
₩143,685
₩164,447 total
includes taxes & fees
Sep 28 - Sep 29
Jonathan Edwards Motel

8. Cutty Sark Motor Lodge

Cutty Sark Motor Lodge
Dennis Port
  • Seasonal outdoor pool paradise across from Cape Cod beaches for a summer splash vacation.
₩508,466
₩581,932 total
includes taxes & fees
Sep 16 - Sep 17
Cutty Sark Motor Lodge

9. Love Farms Lodge

Love Farms Lodge
West Dennis
  • Seasonal outdoor pool creates a sunny retreat near Cape Cod beaches with free shuttles to sand and surf adventures.
₩143,887
₩177,857 total
includes taxes & fees
Sep 28 - Sep 29
Love Farms 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

Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)

10/10 Excellent
"I liked how clean and quiet it was and close to activities we wanted to do."
Katia 1-night trip
Posted 19 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
"Friendly staff. Very clean"
John 3-night trip
Posted 21 hours ago
Bluegreen Vacations The Breakers Resort, an Ascend Collection Resort
Jonathan Edwards Motel

Jonathan Edwards Motel

8/10 Good
"Pet friendly and affordable for the area"
Katerin 3-night trip
Posted 3 days ago
Jonathan Edwards Motel
Pelham House Resort

Pelham House Resort

10/10 Excellent
"Beautiful"
Melinda 1-night trip
Posted 8 days ago
Pelham House Resort
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 12 days ago
Edgewater Beach 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 3 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 2 months 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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