Vacation rentals with a pool in Dennis Port

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Top-rated rentals with a pool in Dennis Port

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

A crystal-clear pool is framed by a deck lined with blue lounge chairs. The setting includes landscaped greenery and trees, with two-story buildings in the background providing serene surroundings. The clear blue sky enhances the tranquil atmosphere of this communal outdoor space.

Condo in West Dennis

4.86 out of 5 average rating, 56 reviews

Mid Cape Cod, 3 Season Haven by Bass River

This hidden gem has everything an outdoor enthusiast could want. Bring your own canoe or kayak, or rent one across the street, to enjoy the Bass River. Across from Bass River Marina complex, Sundancer's restaurant and nightclub, town landing, and conservation parks. Short drive or bike to West Dennis Beach and rail trail. Double unit offers sliders in both living area and bedroom to large furnished patio with electric grill. Pool available from Father's Day weekend through Labor Day weekend.

Top guest favorite

The expansive pool, surrounded by a landscaped yard, features a vibrant blue surface reflecting the clear sky. Comfortable lounge chairs are positioned alongside, inviting relaxation. A floating inflatable adds a playful touch to the tranquil setting.

Home in Cotuit

4.95 out of 5 average rating, 127 reviews

Private Pool, near beaches, 3 BR/3 BA, Central Air

Enjoy the Barnstable historic seaside village of Cotuit in this sprawling house with central air, nestled in the pines on a quiet street with private gated (unheated) pool, lg. backyard, firepit, ample parking, just blocks from Main St, Ropes Beach, scenic ocean views, fort playground, and Kettleer baseball. Each bedroom has a TV and ensuite bathroom! Relax in the seasonal sunroom overlooking the pool; grill burgers on the patio. Max. 9 (6 adults). Pool open 6/20-9/15/24. The reviews tell all!

Guest favorite

Condo in Brewster

4.97 out of 5 average rating, 189 reviews

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

2nd floor Ocean Edge end unit condo located in the heart of Brewster with access to OE resort amenities: pools, gyms, tennis courts, as well as access to resort activities (fees apply). Easy access to Cape Cod Rail Trail for bicycles. Scenic route 6A offers arts & crafts galleries and local shops. A 10 minute car ride to a 36 hole Captains Golf course. Short ride to 10 Brewster bay beaches famous for tidal flats. A 30 minute ride to Cape Cod National Sea Shore. Welcome to your Happy Place!

Guest favorite

A communal pool area features a clear blue pool surrounded by concrete decking. Lounge chairs are arranged neatly on the sides, with greenery visible in the background. A wooden fence encloses the area, providing a private atmosphere.

Condo in Dennis Port

4.91 out of 5 average rating, 111 reviews

The Sea Salt Studio - Steps to the Beach!

Gorgeous studio only 175 yards from white sand Glendon Road beach. Soak up the sun at the beach, relax by the pool or enjoy a relaxing cocktail on your own private patio. This studio is equipped with a fridge, microwave and gas stove as well as a fully stocked kitchenette, Bluetooth speaker, and Roku TV. A futon couch offers extra sleeping space, if needed. Outside, enjoy a natural gas grill. Walk or bike to multiple restaurants, ice cream shops and all the amenities Dennis Port has to offer.

Guest favorite

A cozy sleeping area features a metal bed frame with a blue comforter, accentuated by neatly arranged pillows. Two bedside lamps offer soft lighting beside the bed. Artwork is displayed on the wall behind the bed, with a rug on the floor enhancing the space's warmth.

Condo in Dennis Port

5 out of 5 average rating, 5 reviews

Renovated Beach Condo - Pool - Hot Tub - Fire Pit!

Your family will be close to everything when you stay at this centrally-located beach condo! Swim in the heated outdoor pool and hot tub. Enjoy the BBQ or sunsets from your large private deck. Later in the evening, why not stop by the fire pit while your worries drift away. Nothing says summer on Cape Cod like a cozy beach condo in Dennis Port. Head straight to the pool or the beach! With a fully equipped Kitchen with all the necessities, this renovated condo is a beach lover’s paradise.

Guest favorite

An outdoor area features a spacious table with four chairs under a large yellow umbrella, providing shade. Nearby, a private hot tub is tucked away among trees, while a small white side table and a blue adirondack chair complete the relaxing ambiance.

Home in Dennis Port

4.93 out of 5 average rating, 15 reviews

Sauna, Hot Tub, Walk to Beach -Seaglass Cottage

Come enjoy our cozy year-round beach house! Located a short walk to Haigis Beach in Dennis Port, and less than .5 miles to multiple restaurants, cafes, ice cream and shops. Our home features an infrared sauna, private outdoor hot tub, wood burning fireplace, outdoor shower and a large sun lit deck. The sauna and hot tub are brand new this Spring!! Multiple outdoor games as well as relaxation areas make this a wonderful home for a Cape escape. Please read about our space for more details

Superhost

A compact studio layout features a spacious bed adorned with neutral tones and decorative pillows. A modern kitchen area showcases stainless steel appliances and cabinetry, with a light tile floor enhancing the space. Natural light filters through sheer curtains, creating a bright and airy environment.

Home in Dennis Port

4.91 out of 5 average rating, 33 reviews

Beachwalk cozy studio with pool!

Your family will be close to everything at this central located studio in the heart of Dennis Port. Walkable 1/2 mile to Haigis Beach or relax by the shared pool! This furnished apt is perfect for 2 people/ baby with a queen bed, a newly renovated full kitchen with stove, fridge, Keurig, microwave and all essentials. Studio has air conditioning, smart TV with cable, Wifi, and access to back patio area with grill and furniture. Parking on premises. Beach chairs and beach wagon included!

Guest favorite

A view of Bass River is presented, featuring a calm waterway with several boats docked at a marina. Well-maintained lawns and planted shrubs frame the scene, while a flagpole with an American flag stands in the foreground under a clear blue sky.

Condo in West Dennis

4.88 out of 5 average rating, 26 reviews

Carolyn's Bass River Condo

This 600 Sq. Ft. condo is located on Bass River. This vacation unit has two levels. The upper level with balcony overlooking Bass River is a combination living room/dining area with a kitchenette plus a full bathroom. The lower level with access to patio is a bedroom with a Queen pillow top bed and a full bed plus a second full bath. Both levels have through the wall AC/heating units. The 18 unit condo complex has an outside heated pool which is open during summer season.

Top guest favorite

Home in Harwich

5 out of 5 average rating, 28 reviews

Harwich Haven: Pool & Fire Pit

Welcome to The Harwich Haven! This 4-bed, 3.5-bath retreat in Harwich, MA offers a spacious family room, modern kitchen, swimming pool, fire pit, two decks with outdoor dining, an outdoor grill, private fenced in yard, two newly renovated ensuite bathrooms with spa amenities and more. With easy access to beaches, restaurants, and shops, it's your perfect vacation getaway! Saturday to Saturday weekly rentals only July & August. 4 night Thursday to Sunday minimum in June.

Top guest favorite

An outdoor space features a landscaped area with lush greenery and a fenced backyard. A heated plunge pool is surrounded by stone patio tiles. Comfortable seating is arranged under a shaded umbrella, inviting relaxation in a peaceful setting.

Home in Yarmouth Port

5 out of 5 average rating, 18 reviews

Yarmouthport house heated pool/hot tub near beach.

I am a Super host. Come book with me with confidence!!! Bring the whole family to this great property with lots of room for fun and relaxing. We have our own Movie theater room in the finished basement including so many games to play. Our backyard is immaculate with a plunge pool that is heated salt water and a hot tub that is open year round. This is the perfect summer vacation spot for your family and friends. So close to all of the Beaches, Restaurants shops etc.

Guest favorite

A clear blue pool is surrounded by lounge chairs, offering a refreshing spot for relaxation. The two-story building in the background features balconies with umbrellas and well-maintained landscaping, creating a serene atmosphere for guests.

Condo in West Dennis

4.84 out of 5 average rating, 58 reviews

Hidden Hideaway

Welcome to Mid Cape Cod. Location, Location, Location. Wake up in the morning and have coffee on your private patio. The view overlooks the well manicured back yard bordered by tress and bunnies running around. After coffee, walk down main street for breakfast and more coffee at 3 Fins. Now that you are hyped, walk across the street and rent a Kayak or SUP for the day. Paddle out the Bass river down to the Nantucket sound. Have lunch next door at Sundancers.

Guest favorite

The indoor pool area features a spacious, glass-enclosed environment with sunlit water, surrounded by lounge chairs. An adjacent hot tub provides relaxation options. In the living area, a cozy seating arrangement includes a sofa and armchair facing a modern fireplace, enhancing the inviting space.

Condo in Dennis Port

4.91 out of 5 average rating, 23 reviews

Oceanview Condo w/ Fireplace & Patio

Experience the charm of Cape Cod at this spacious 2-bedroom suite at Edgewater Beach Resort in Dennis Port. Overlooking the Nantucket Sound, this beautifully furnished condo offers stunning ocean and courtyard views, private outdoor space, and cozy fireplaces. Families or couples will enjoy the full kitchen, ample living space, and beach access steps away. Perfect for relaxing getaways or year-round escapes by the sea.