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

Dennis Port Hotels with Swimming Pool

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Dennis Port Hotels with Swimming Pools

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Dennis Port hotels with a pool

A pool area with lounge chairs and a table, overlooking 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.
An outdoor seating area with a fire feature, a pool, and a view of the ocean.

1. Pelham House Resort

Pelham House Resort
Dennis Port
  • Dive into Cape Cod's ultimate beachfront paradise with heated pool and waterfront fire pits.
RM1,058
RM1,332 total
includes taxes & fees
25 Oct - 26 Oct
Pelham House Resort
A large beachfront property with a pool, outdoor seating, and a covered patio.
A wooden deck with a white railing, overlooking a beach and ocean.
A beachfront property with a pool, outdoor seating, and a wooden deck overlooking the beach.
A room with a view of the ocean, a dining table, a wooden dresser, and a door leading to a balcony.

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.
RM417
RM512 total
includes taxes & fees
24 Oct - 25 Oct
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 sign for Kingfisher Oceanside with a bird logo, located in a parking lot with buildings in the background.
A building with a sign reading "Kingfisher Oceanside 15".
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.
RM745
RM853 total
includes taxes & fees
13 Oct - 14 Oct
Kingfisher Oceanside
A swimming pool with a wooden deck and a covered seating area with string lights.
A residential area with a blue and white lighthouse-like structure, a picnic table, and outdoor seating.
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.

4. 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.
RM438
RM501 total
includes taxes & fees
26 Oct - 27 Oct
Jonathan Edwards Motel
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 compact kitchen with a dining area, a bed, and a small living space.
A fenced backyard with artificial grass, two Adirondack chairs, and a wooden fence.

5. Doryman Motel

Doryman Motel
Dennis Port
  • Cape Cod motel offers seaside charm, crystal-clear seasonal pool, and family-friendly stays near Sea Street Beach.
Doryman Motel
A swimming pool with lounge chairs and a covered seating area.
A modern interior with a wooden floor, a blue and white patterned wall, a large painting, and a bar area with a blue marble backsplash.
A covered porch with white Adirondack chairs, a trash can, and a door marked with the number 9.
A two-story house with a front porch, a mailbox, and a well-maintained garden.

6. Pelham on Earle

Pelham on Earle
West Harwich
  • Coastal getaway with a seasonal outdoor pool where relaxation awaits after exploring Cape Cod's beautiful beaches.
RM772
RM954 total
includes taxes & fees
26 Oct - 27 Oct
Pelham on Earle
A clear blue swimming pool with a metal ladder, surrounded by lounge chairs and an American flag.
A hotel room with a bed, two nightstands, a chair, a fireplace, and wall art.
A blue outdoor seating area with picnic tables and umbrellas, surrounded by a wooden fence and trees.
A Beach Breeze Inn sign with a lighthouse graphic, a vacancy sign, and a building with a brick flower bed in front.

7. A Beach Breeze Inn

A Beach Breeze Inn
West Harwich
  • Tranquil outdoor pool creates a shaded sanctuary amid Cape Cod attractions and ocean breezes.
RM527
RM603 total
includes taxes & fees
13 Oct - 14 Oct
A Beach Breeze Inn
A clear swimming pool with blue chairs and umbrellas, a building with blue shutters, and a clear sky.
A beachfront property with a large building, a sandy beach, and a rocky shoreline.
A waterfront property with outdoor seating, a long pathway, and a view of the sea.
A large, multi-story beachfront hotel with a prominent balcony and multiple windows.

8. Lighthouse Inn

Lighthouse Inn
West Dennis
  • Dive into paradise at this private beachside retreat with a sun-drenched pool, tennis court, and endless seaside recreation.
RM658
RM753 total
includes taxes & fees
13 Oct - 14 Oct
Lighthouse Inn
An indoor swimming pool with clear water, surrounded by wooden walls and a lifebuoy on the wall.
A hotel with a row of windows, a parking lot, and a garden with marigold flowers.
A reception area with a wooden counter, a red mat, and a painting of a bridge.
A two-story building with a sign for 'Ambassador Inn & Suites'.

9. Ambassador Inn & Suites

Ambassador Inn & Suites
Bass River
  • Soothing indoor pool and seasonal outdoor oasis awaits in this fully renovated Cape Cod retreat, minutes from beautiful beaches.
RM466
RM568 total
includes taxes & fees
13 Oct - 14 Oct
Ambassador Inn & Suites
An indoor swimming pool with a clear view of the outside, a wooden wall with greenery, and a seating area with chairs.
A spacious lobby with a brick fireplace, seating area, and a large window providing natural light.
A modern living area with a brick fireplace, orange armchairs, a glass coffee table, and a view of the outdoors through large windows.
A gym with various exercise equipment, large windows, and a view of the outside.

10. All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham
Bass River
  • Immerse in year-round aquatic bliss at this family-friendly resort with indoor and seasonal outdoor pools plus a relaxing hot tub.
RM404
RM512 total
includes taxes & fees
13 Oct - 14 Oct
All Seasons Resort, Trademark Collection by Wyndham
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

The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort

10/10 Excellent
"Very kind staff and waited for us to arrive to check in later in the day. Very clean."
Shawn 2-night trip
Posted 4 hours ago
The Corsair & Cross Rip Oceanfront Resort
Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)

10/10 Excellent
"Simple but clean and renovated rooms. Quiet area but close to everything that you could want/need. Owner is onsite and is super helpful. Nice little fire pit area, cold brew available in the lobby and nicely stocked coffee/tea (and some snacks) in the rooms. Will 100% recommend to others!"
Emily 3-night trip
Posted 1 day ago
Dennis Port Surf Club (Boutique Hotel)
Bluegreen Vacations The Soundings, an Ascend Collection Resort

Bluegreen Vacations The Soundings, an Ascend Collection Resort

10/10 Excellent
"Everything at this hotel is what I want in a beachside resort. Easy access to the beach, outdoor pool, inside pool and outside hot tub. Kitchenette and fireplace. This was my 3rd stay and I will be back."
Margaret 11-night trip
Posted 5 days ago
Bluegreen Vacations The Soundings, an Ascend Collection Resort
Pelham House Resort

Pelham House Resort

10/10 Excellent
"Beautiful"
Melinda 1-night trip
Posted 1 month ago
Pelham House 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 months ago
Cutty Sark Motor Lodge

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 Sea Street Beach and Cape Cod Theatre Company – Home of the Harwich Jr. Theatre, and then relax and unwind poolside at one of the accommodation options 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 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?
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 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 20Β°C, while the coldest months are February and January, with an average of 3Β°C. Average annual precipitation for Dennis Port is 1223 mm.

Explore a world of travel with Expedia