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

Our top choices for Dennis Port hotels with a pool

Seasonal outdoor pool, pool umbrellas, sun loungers
Mini-golf
Buffet
Reception

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.
AED 344
AED 394 total
includes taxes & fees
30 Sep - 1 Oct
Holiday Hill Inn & Suites
Exterior
Exterior
Superior Room, 2 Double Beds, Balcony, Ocean View (Superior Ocean Front 2nd Floor) | Terrace/patio
Standard Room, 1 Queen Bed, Ocean View (Value Ocean View) | Terrace/patio

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.
AED 350
AED 431 total
includes taxes & fees
30 Sep - 1 Oct
The Corsair & Cross Rip Oceanfront Resort
Seasonal outdoor pool
Beach
Traditional Room | Bed sheets
Front of property

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.
AED 477
AED 547 total
includes taxes & fees
9 Oct - 10 Oct
Doryman Motel
Outdoor pool
Reception
Reception
Exterior

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.
AED 361
AED 413 total
includes taxes & fees
29 Sep - 30 Sep
Dennis Port Surf Club (Boutique Hotel)
Outdoor pool
Premier Room, 1 King Bed with Sofa bed, Ocean View, Oceanfront (King) | Premium bedding, minibar, blackout drapes, iron/ironing board
Premier Room, 1 King Bed with Sofa bed, Ocean View, Oceanfront (King) | Premium bedding, minibar, blackout drapes, iron/ironing board
Restaurant

5. Pelham House Resort

Pelham House Resort
Dennis Port
  • Dive into Cape Cod's ultimate beachfront paradise with heated pool and waterfront fire pits.
AED 951
AED 1,198 total
includes taxes & fees
25 Oct - 26 Oct
Pelham House Resort
Seasonal outdoor pool
Beach
Exterior
Exterior

6. Kingfisher Oceanside

Kingfisher Oceanside
Dennis Port
  • Splash into seaside bliss at this beachside retreat with seasonal pool just steps from West Dennis beach.
AED 616
AED 705 total
includes taxes & fees
5 Oct - 6 Oct
Kingfisher Oceanside
Outdoor pool
Deluxe Triple Room, 2 Bedrooms | Living area | 50-inch TV with digital channels
Children's play area - outdoor
Deluxe Single Room, 1 King Bed | Premium bedding, desk, WiFi (free), alarm clocks

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.
AED 342
AED 392 total
includes taxes & fees
30 Sep - 1 Oct
Jonathan Edwards Motel
Outdoor pool, a heated pool
Interior
Outdoor dining
Dining

8. Cape Cod Oceanside Condo across from beach!

Cape Cod Oceanside Condo across from beach!
Dennis
AED 367
AED 504 total
includes taxes & fees
7 Oct - 8 Oct
Cape Cod Oceanside Condo across from beach!
Exterior
Shower, designer toiletries, hair dryer, towels
Pelham 1 King + Balcony + Sleeper | Premium bedding, iron/ironing board, WiFi (free), alarm clocks
Reception

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.
AED 394
AED 487 total
includes taxes & fees
28 Sep - 29 Sep
Love Farms Lodge
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, sun loungers
Front of property
Private beach, sun loungers, beach umbrellas, beach towels
Private beach, sun loungers, beach umbrellas, beach towels

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.
AED 394
AED 451 total
includes taxes & fees
5 Oct - 6 Oct
Lighthouse Inn
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
"Great location and amenities. 3 pools and private beach. Would definitely stay there again!"
Timothy Jon 3-night trip
Posted 5 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 17 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'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. 2-bedroom resort charming Dennis MA, Oceanfront/private beach Open 8-2 to 8-5: Resort, 3-minute walk from Cape Cod Beaches. Offers an indoor pool, an outdoor pool, and laundry facilities.
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.