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 27 - Sep 28
Tomorrow
Sep 28 - Sep 29
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

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 reception desk with a marble top, a wooden panel base, a desk lamp, a potted plant, and a wicker chair with a cushion.
A miniature golf course with two holes, a small pond, and a wooden bridge.
A hotel room with two beds, a desk, a television, and a window with curtains.

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.
$87 nightly
$100 total
Oct 4 - Oct 5
Total with taxes and fees
Holiday Hill Inn & Suites
A large beachfront property with a pool, outdoor seating, and a covered patio.
A wooden deck with a table and two green chairs, overlooking a beach with a fence and a building in the background.
A room with a view of the ocean, a dining table, a wooden dresser, and a door leading to a balcony.
A beachfront property with a pool, outdoor seating, and a wooden deck overlooking the beach.

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.
$125 nightly
$141 total
Oct 1 - Oct 2
Total with taxes and fees
The Corsair & Cross Rip Oceanfront Resort
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 wooden staircase leading to a beach with a clear view of the ocean.

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.
$130 nightly
$149 total
Oct 9 - Oct 10
Total with taxes and fees
Doryman Motel
A pool area with lounge chairs, a hot tub, and string lights.
A room with arcade games, a TV, a large window, and a plant.
A backyard with a fire pit, outdoor seating, string lights, and a hammock.
A modern living room with a blue sofa, a coffee table, a large window, and a surfboard decoration.

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.
$98 nightly
$112 total
Sep 29 - Sep 30
Total with taxes and fees
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 modern living room with a blue sofa, a patterned armchair, and a white ottoman. A large painting and a flat-screen TV are visible.
A spacious bedroom with a large bed, a balcony with chairs, a TV, and a view of the sea.

5. Pelham House Resort

Pelham House Resort
Dennis Port
  • Dive into Cape Cod's ultimate beachfront paradise with heated pool and waterfront fire pits.
$285 nightly
$326 total
Oct 25 - Oct 26
Total with taxes and fees
Pelham House Resort
A swimming pool with a tiled edge, a wooden deck, and a covered seating area with chairs and an umbrella.
A building with a sign reading "Kingfisher Oceanside 15".
A beach with clear blue water, a sandy shore, and rocky outcrops.
A bedroom with a bed, a window with curtains, and a view of the outdoors.

6. Kingfisher Oceanside

Kingfisher Oceanside
Dennis Port
  • Splash into seaside bliss at this beachside retreat with seasonal pool just steps from West Dennis beach.
$168 nightly
$192 total
Sep 28 - Sep 29
Total with taxes and fees
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 landscaped garden area with a variety of plants and decorative elements, including a fountain and a bird sculpture.

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.
$94 nightly
$108 total
Oct 25 - Oct 26
Total with taxes and fees
Jonathan Edwards Motel
A pool area with lounge chairs and a view of the ocean.
A seaside patio with tables and chairs, a building with a balcony, and a view of the ocean.
A room with a wooden bench, a table, a TV, and a view of a balcony with chairs and a railing.
A kitchen with a blue countertop, wooden chairs, a television, and a view of the sea through a sliding door.

8. Cape Cod Oceanside Condo across from beach!

Cape Cod Oceanside Condo across from beach!
Dennis
$120 nightly
$137 total
Oct 7 - Oct 8
Total with taxes and fees
Cape Cod Oceanside Condo across from beach!
A backyard with a swimming pool, a stone pathway, and a white fence.
A modern bathroom with a glass-enclosed shower, white vanity, and a large mirror.
A modern living room with a sofa, two armchairs, a coffee table, and a side table. There is a large mirror on the wall, a window with curtains, and a door leading outside.
A spacious living area with a round dining table, a sofa, and a ceiling fan.

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.
$121 nightly
$138 total
Oct 12 - Oct 13
Total with taxes and fees
Love Farms Lodge
A clear swimming pool with blue chairs and umbrellas, a building with blue shutters, and a clear sky.
A grassy area with a building in the background, a flag, and several parked cars.
A large, multi-story beachfront hotel with a prominent balcony and multiple windows.
A waterfront property with outdoor seating, a long pathway, and a view of the sea.

10. 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.
$104 nightly
$119 total
Oct 4 - Oct 5
Total with taxes and fees
Lighthouse Inn
View all properties

Choose what matters most at hotels with a pool in Dennis Port

Breakfast included
Hot tub
4 stars
Beach
Spa

Top Dennis Port Hotel Reviews

The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort

8/10 Good
"The private beach was great and our room had an ocean view. But the property is a bit run-down"
Mary 3-night trip
Posted 9 hours ago
The Corsair & Cross Rip Oceanfront Resort
Edgewater Beach Resort

Edgewater Beach Resort

10/10 Excellent
"We stayed in the building across the street and it was great. You had access to all of the amenities of the property and the beautiful beach. We would definitely go back."
Joe 6-night trip
Posted 9 hours ago
Edgewater Beach Resort
Jonathan Edwards Motel

Jonathan Edwards Motel

10/10 Excellent
"Walter the owner was a pleasure to deal with,old cape feel updated with modern amenities my go to place to stay mid cape"
Jesse 1-night trip
Posted 2 days ago
Jonathan Edwards Motel
Pelham House Resort

Pelham House Resort

10/10 Excellent
"Beautiful"
Melinda 1-night trip
Posted 3 weeks ago
Pelham House Resort

Frequently asked questions

What are the best hotels in Dennis Port with outdoor pools?
The Doryman Motel shines as a top choice for families seeking a delightful getaway in Dennis Port, boasting an impressive traveller rating of 9.6. Guests rave about the comfortable rooms and the great location that offers direct access to the beach, making it a convenient spot for those looking to enjoy the sun and surf. The outdoor pool is a fantastic feature, providing a refreshing retreat after a day of exploring.Another excellent option is the Kingfisher Oceanside, which has earned a review score of 9.2. This hotel not only offers a lovely outdoor pool but also ensures families feel welcome with free cribs and toiletries. With free WiFi and self-parking, it strikes a great balance between convenience and comfort, making it ideal for travellers with children.The Cutty Sark Motor Lodge, rated 9.0 by guests, features a welcoming outdoor pool area complete with sun loungers and umbrellas, great for enjoying those sunny Massachusetts days. Families appreciate the clean and comfortable rooms, along with the helpful staff who go the extra mile to ensure a pleasant stay.For those looking for a blend of indoor and outdoor fun, Edgewater Beach Resort offers both an outdoor pool and an indoor option. With a review score of 8.8, this 3.5-star resort provides free WiFi and self-parking, making it a convenient choice for families who want to explore the beautiful surroundings.Lastly, Bluegreen Vacations The Soundings presents another appealing option with an outdoor pool and an indoor pool, rated 8.6 by guests. With ocean views and a friendly atmosphere, it's a wonderful place for families looking to unwind after a day of adventure.
How much does a hotel with outdoor pool in Dennis Port cost?
Enjoy staying in a hotel in Dennis Port with an outdoor pool. You can find a great deal from $83 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Dennis Port that have private outdoor pools?
The Corsair & Cross Rip Oceanfront Resort is a fantastic option for travellers seeking hotels in Dennis Port with private outdoor pools. This charming resort boasts a well-maintained outdoor pool area where guests can relax and soak up the sun, complete with comfortable sun loungers and a poolside bar serving refreshing cocktails.In addition to its inviting outdoor pool, the resort offers a variety of amenities that enhance the overall guest experience. Families appreciate the quiet atmosphere, making it a superb spot for unwinding after a day of adventures. With a traveller rating of 8.6, guests have praised the location, amenities, and delicious food, ensuring a delightful stay for those looking for quality and convenience.
Are there hotels in Dennis Port with outdoor pool cabanas or loungers?
The Corsair & Cross Rip Oceanfront Resort is a fantastic choice for travellers looking for a hotel in Dennis Port that features an outdoor pool. Rated 8.6 by guests, this resort not only offers a serene pool area complete with sun loungers but also boasts a poolside bar, superb for enjoying refreshing cocktails while basking in the sun. Guests appreciate the quiet atmosphere of the pool, making it an ideal spot for families or couples seeking relaxation.Another excellent option is the Pelham House Resort, which also earns a great rating of 8.6. This resort features an inviting outdoor pool and offers private beach access, allowing guests to soak up the sun on comfortable loungers by the water. With ocean views and a reputation for excellent service, this resort ensures a delightful experience for all visitors.Both resorts highlight the beautiful coastal surroundings of Dennis Port while providing amenities that cater to those who value outdoor relaxation and convenience.
Which Dennis Port hotels offer poolside service for food and drinks?
The Corsair & Cross Rip Oceanfront Resort is a fantastic choice for travellers seeking a delightful poolside experience in Dennis Port. With an outdoor pool that features a poolside bar, guests can indulge in refreshing cocktails and tasty food right from their sun loungers, enhancing the relaxing atmosphere of this oceanfront retreat.Travellers rave about the great location and amenities, highlighting the quiet pool setting that allows families to unwind while enjoying the sun.
Is it cheaper to book flights and a Dennis Port hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Dennis Port for you.

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