Hotels with Swimming Pool, Dennis Port Massachusetts | Expedia

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

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

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 Pool

Tonight

Jul 10 - Jul 11

Tomorrow

Jul 11 - Jul 12

This weekend

Jul 10 - Jul 12

Next weekend

Jul 17 - Jul 19

Our top choices for Dennis Port hotels with a pool

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.

P11,902 total

includes taxes & fees

Aug 10 - Aug 11

Outdoor pool

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.

P9,458 total

includes taxes & fees

Aug 2 - Aug 3

Seasonal outdoor pool

Kingfisher Oceanside

Dennis Port

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

P17,179 total

includes taxes & fees

Jul 13 - Jul 14

Exterior

The Corsair & Cross Rip Oceanfront Resort

Dennis Port

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

P19,481 total

includes taxes & fees

Jul 30 - Jul 31

Outdoor pool

Dennis Port Surf Club (Boutique Hotel)

Dennis Port

Seasonal outdoor pool offers refreshing oceanside swims after coastal adventures.

P21,190 total

includes taxes & fees

Jul 12 - Jul 13

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.

P18,944 total

includes taxes & fees

Jul 22 - Jul 23

Seasonal outdoor pool

Doryman Motel

Dennis Port

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

P15,846 total

includes taxes & fees

Jul 12 - Jul 13

Beach

Bluebird Dennisport

Dennis Port

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

P17,464 total

includes taxes & fees

Jul 29 - Jul 30

View all properties

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

Breakfast included

Hot tub

Top Dennis Port Hotel Reviews

Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

8/10 Good

"It's true that the place has a "vintage" feel--a lot of it is pretty old. But it is super clean and impeccably maintained. Very comfy beds and comfortable chairs. Pool is fantastic for kids. Bumper cars and arcade only "meh." No on-site food, but an easy walk along a good sidewalk brings you to restaurants and places like "The Backyard" with food, drinks, and free music. Staff is especially friendly and helpful. Excellent place for a family."

Pelham House Resort

Pelham House Resort

10/10 Excellent

"We just came back from the Pelham House and our trip was wonderful! The property is absolutely beautiful with a lovely private beach. The Restaurants, Bar and all of the staff made our trip both fun and relaxing. Whether we were on the Beach or by the Pool staff was attentive to our needs and took our orders throughout the day/night. The views are beautiful from each room as well as from the Roof Deck Restaurant! We will definitely stay here again!"

Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)

10/10 Excellent

"Upon arriving, we were greeted kindly by kind gentleman of the staff who told us how they newly renovated the property over the winter and opened in May. He escorted us to our room and showed us how to key into the room with our unique door code; no room keys to lose here. The room was clean and comfortable. Shampoo, conditioner, and body wash provided in the shower. Makeup wipes by the sink. Coffee maker on the desk. Water in the fridge and a microwave. Something they could add is a bag rack or somewhere additional to keeps your bags off the floor but beyond that the room was just what we needed. There is a nice pool and hot tub with loungers. In the evening we took advantage of sitting by the outdoor fire pit. It was very peaceful and a nice way to end the evening. We enjoyed our stay here. For context, we stayed from a Thursday to Friday for $115 which was great compared to surrounding properties and I believe was a great for the quality this property offered."

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

4b1a13d4-558e-4f0c-9556-c4c013d34fbf064fa6a0-88b7-401d-a62c-b18fdf7e69ed