The Best Hotels with a Pool in Dennis Port, MA from ₩199,615 in 2026

Q: 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.

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Our top choices for Dennis Port hotels with a pool

Outdoor pool, pool umbrellas, sun loungers

Cutty Sark Motor Lodge

Dennis Port

Seasonal outdoor pool paradise across from Cape Cod beaches for a summer splash vacation.

₩243,696 total

includes taxes & fees

Jun 14 - Jun 15

The Corsair & Cross Rip Oceanfront Resort

Dennis Port

Sun-dappled splendor awaits with three pools, private beach, and coastal charm for refreshing dips.

₩304,758 total

includes taxes & fees

Jun 16 - Jun 17

Seasonal outdoor pool, pool umbrellas, sun loungers

Holiday Hill Inn & Suites

Dennis Port

Sparkling family-friendly pool oasis awaits at this beach-convenient motel with mini golf fun.

₩261,237 total

includes taxes & fees

Jun 21 - Jun 22

Dennis Port Surf Club (Boutique Hotel)

Dennis Port

Seasonal outdoor pool offers refreshing oceanside swims after coastal adventures.

₩397,209 total

includes taxes & fees

Jun 15 - Jun 16

Kingfisher Oceanside

Dennis Port

Splash into seaside bliss at this beachside retreat with seasonal pool just steps from West Dennis beach.

₩317,498 total

includes taxes & fees

Jun 18 - Jun 19

Bluebird Dennisport

Dennis Port

Splash into year-round swimming bliss at this beachy hotel with indoor and outdoor pools.

₩321,302 total

includes taxes & fees

Jun 24 - Jun 25

Doryman Motel

Dennis Port

Cape Cod motel offers seaside charm, crystal-clear seasonal pool, and family-friendly stays near Sea Street Beach.

₩217,624 total

includes taxes & fees

Jun 15 - Jun 16

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.

₩203,554 total

includes taxes & fees

Jun 28 - Jun 29

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

Breakfast included

Hot tub

Top Dennis Port Hotel Reviews

Edgewater Beach Resort, a VRI resort

8/10 Good

"We had No AC and they were told more then once."

Bluegreen Vacations The Soundings, an Ascend Collection Resort

10/10 Excellent

"Absolutely amazing views and amenities! Going back again without a doubt. We had a queen room suite ocean view and it was amazing. Separate bedroom with normal door to close, jet tub with large shower head and kitchen with full size fridge enclosed balcony with sliding door off living room, electric fireplace and heater and big screen tv in both bedroom and living room. Gorgeous view and patio set on balcony. Worth every penny and went in early June of 2026. This was a total of about 515 dollars for the weekend of Friday check in and Sunday check out. The couch in living room is also a three seater couch and pull out sofa for sleeping other guests. When we return we will be bringing our children as there is also a fire pit they have on every night near the outdoor pool, there is an indoor heated pool and hot tub and the walk to the private beach (Nantucket Sound) is just steps away and already has chairs set up for their guested to lounge. It is more high end resort than hotel. Loved it and look forward to returning asap!"

Bluegreen Vacations The Breakers Resort, an Ascend Collection Resort

4/10 Poor

"Waited 3 hours to check-in. I did arrive early so it was understandable that I had to wait but I didn't receive my room until nearly 5:00 which is an hour after check-in. The hot tubs are under renovation which I didn't know when booking. I specifically booked a room with a jetted tub as well and the jets didn't work. The shower was peeling and overall the room looked old. The grounds were well maintained however and had many grills to use. The pool was also nice. I probably wouldn't stay here again though with so many other options nearby"

Pelham House Resort

10/10 Excellent

"We are avid Cape visitors. For years we've been trying to find that one hotel that exceeds our expectations. And each year, we are disappointed for one reason or another. Not this year! Pelham House is not only beautiful but the grounds were wonderfully maintained and the room was pristine. Waking up in a comfortable bed, able to brew a hot cup of coffee and walk just 15 feet to the private beach was incredibly peaceful, which for us work horses, we desperately need. The room was clean. Yes! Clean! Seems simple enough, but we've never had that on the Cape before, so we were thrilled. Knowing that you're laying your head on a clean pillow after a long day at Race Point Beach holds a tremendous amount of weight. And you can't beat the location. We will happily be back! Thanks so much to the staff! Clearly, you all rock! The magic of the Cape gets us every time and now, we have a hotel that matches that magic. 🌊♥️ #grateful #finally"