The Best Hotels with a Pool in Dennis Port, MA from NT$4,157 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.

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 a Pool

Tonight

Tomorrow

This weekend

Next weekend

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.

NT$5,039 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.

NT$6,291 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.

NT$5,031 total

includes taxes & fees

Jun 18 - Jun 19

Dennis Port Surf Club (Boutique Hotel)

Dennis Port

Seasonal outdoor pool offers refreshing oceanside swims after coastal adventures.

NT$8,200 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.

NT$6,601 total

includes taxes & fees

Jun 25 - Jun 26

Bluebird Dennisport

Dennis Port

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

NT$6,680 total

includes taxes & fees

Jun 14 - Jun 15

Doryman Motel

Dennis Port

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

NT$4,532 total

includes taxes & fees

Jun 14 - Jun 15

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.

NT$4,209 total

includes taxes & fees

Jun 14 - Jun 15

View all properties

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

Breakfast included

Hot tub

Top Dennis Port Hotel Reviews

The Corsair & Cross Rip Oceanfront Resort

10/10 Excellent

"Room attendants were friendly and helpful."

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"

Edgewater Beach Resort, a VRI resort

10/10 Excellent

"Everything about this property exceeded my expectations! The location is right on the beach in a well established quiet neighborhood. The property grounds are well maintained with two pools, indoor and out. Unfortunately we were a little early in the season to enjoy either during our stay. The private beach was not set up but beautiful soft sand and a safe place to swim and walk. Our suite across the street had a lovely patio area where I spent a fair amount of time. The small kitchenette was fully stocked with a good size fridge. I would highly recommend this lovely resort to my friends if they were looking for to visit the Cape. It was so easy to go everywhere we wanted during our five day midweek holiday"

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"

Cutty Sark Motor Lodge

8/10 Good

"We really enjoyed this stay! We liked the area and it was walkable to some restaurants, bars and the beach! It is right down the street from a small, private beach and longer ways to a more public, larger beach. The staff were very friendly, place was maintained and clean- not super updated but not in bad condition! We would definitely plan to stay again! "

Frequently asked questions

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.

What is there to see and do in Dennis Port?

Explore places like Cape Cod Beaches while you're in Dennis Port. Enjoy a stroll along the shore at Sea Street Beach and Haigis Beach. 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.

Explore a world of travel with Expedia

Book Hotels with a Pool in Dennis Port on Expedia.com

Find Hotels with a Pool in Dennis Port, MA

Change your mind

Treat yourself

Be picky

Check availability on Dennis Port Hotels with a Pool

Our top choices for Dennis Port hotels with a pool

Cutty Sark Motor Lodge

The Corsair & Cross Rip Oceanfront Resort

Holiday Hill Inn & Suites

Dennis Port Surf Club (Boutique Hotel)

Kingfisher Oceanside

Bluebird Dennisport

Doryman Motel

Jonathan Edwards Motel

Pelham House Resort

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

Top Dennis Port Hotel Reviews

The Corsair & Cross Rip Oceanfront Resort

Frequently asked questions

Explore a world of travel with Expedia