We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Vacation rentals with a pool in Harwich

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Harwich

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

0 of 0 items showing

1 of 3 pages

A bright kitchenette area features light wood cabinetry and a blue countertop. Three wooden bar stools are positioned at the counter. A ceiling fan hangs above, and a flat-screen TV is mounted to the wall. Sliding glass doors open to an outdoor view.

Apartment in Dennis Port

4.77 out of 5 average rating, 30 reviews

Beachside Condo with Balcony - Oceanside Condos

This charming Cape Cod oceanside condominium unit is located only a few steps from the warm waters of Nantucket Sound. Offers a heated fresh-water pool, BBQ grill with outdoor table, high-speed wifi, cable, and 2 TVs. Do your own cooking with the fully furnished kitchenette (stove, refrigerator, microwave, coffeemaker, and utensils), or go out to the local restaurants, ice cream sundaes, go-carts, mini-golf, batting cages, kayaking, & jetskiing. This comfy unit has a Queen bed & pull-out futon.

Home in Chatham

5 out of 5 average rating, 7 reviews

Heated Pool. Hot Tub. Game Room. Beach Nearby!

Welcome to The Tide Watch - our luxurious retreat, perfect for families or a group of friends! This stunning home features high-end furniture, a pool, hot tub & games including ping pong & air hockey. With kid-friendly amenities, everyone will feel at home. Relax, play & create unforgettable memories in this upscale oasis designed for fun & relaxation! Walk to small neighborhood beach 3 min drive to Jacknife Beach 6 min drive to downtown Chatham Experience Chatham with us & Learn More Below!

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, 57 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.

The exterior of the home is presented with natural wood siding, complemented by green shutters. Solar panels are mounted on the roof. A welcoming front porch leads to the main entrance, while a garage is visible to the left amidst well-maintained landscaping.

Home in Harwich Center

4.88 out of 5 average rating, 24 reviews

4 BD slice of Harwich Heaven

Come to our beautiful, spacious, and comfortable home away from home. Near to many ponds, nature trails, and the Rail Trail bike path. 4 BDs (1 king, 2 queens, 2 twins), 2 1/2 baths, with AC, patio, and in ground pool. Four separate living spaces- cozy living room with large TV, sun filled family room, furnished basement (with entertainment center, perfect for kids & teens), and patio with a pool & BBQ grill- make our place perfect for family gatherings. There's plenty of room to spread out!

Top guest favorite

Condo in Brewster

5 out of 5 average rating, 84 reviews

Ocean Edge Resort/Pool access/2bedroom-2bath Condo

Recently renovated end unit townhouse located in the heart of The OE Villages. Beautiful views towards the golf course, and southern exposure with lots of natural light, A/C, W/D and private patio with Weber grill and outdoor furniture. Sports Membership so Guest passes are available for purchase at Linx for use of pools, hot tubs and gyms. Additional costs for use of courts may apply. Bike rail trail, Ice cream store, great restaurants, coffee, beaches and Kayak/Bike rentals are all close by.

Top guest favorite

A spacious backyard is highlighted by a private, unheated in-ground pool surrounded by paved areas. Colorful lounge chairs and an inflatable float add to the inviting atmosphere. A patio table with patterned cushions is positioned nearby, offering a space for relaxation and outdoor dining.

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!

Condo in Brewster

4.97 out of 5 average rating, 191 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!

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.

Home in Brewster

4.97 out of 5 average rating, 39 reviews

Modern Cape, Private Salt Water Pool, Beaches-Golf

Welcome to your perfect Cape Cod vacation! Nestled in the center of the Cape. Min. to 3 golf courses, 5 ocean beaches, lakes, bike trail etc. Vast serene private 1.5 acres adjacent to conservation land. Lighted Private heated salt water pool, Bocce Court, Putting green, corn hole, hammock, outdoor shower etc. Expansive double deck with awning . Chef’s kitchen & all essential amenities provided. Spacious Beautiful indoor/outdoor dining/entertaining. Pool heat 05/15 to 10/01

An outdoor swimming pool is surrounded by chairs and loungers, providing ample space for relaxation. Several guests enjoy the refreshing water, while the building features multiple balconies overlooking the pool area. Lush greenery is visible, adding a touch of nature to the setting.

Condo in West Yarmouth

5 out of 5 average rating, 3 reviews

Family-Friendly 1BR Condo w/ Pools & Kitchenette

Discover your perfect Cape Cod escape in this charming 1-bedroom condo at Holly Tree Resort in West Yarmouth. Ideal for couples or small families, this unit features a king bed, a cozy sleeper sofa, and a fully equipped kitchenette. With access to indoor and outdoor pools, hot tubs, and a games room, it’s the ideal spot for a relaxing getaway. Located just minutes from iconic beaches, family attractions, and dining, this resort offers everything needed for a memorable vacation.

An outdoor space features a sparkling pool surrounded by lounge chairs and shaded areas with curtains. An umbrella offers shade, while seating areas are highlighted with cushions. Lush trees in autumn colors provide a backdrop, enhancing the inviting atmosphere of the space.

Home in Chatham

4.96 out of 5 average rating, 57 reviews

Close2Beach, Sauna, Pool, PetsOk, CantinaBar

Experience the ultimate getaway at this stunning 7-bedroom retreat, just a mile from Cape Cod’s pristine beaches. Enjoy a top-rated gourmet kitchen, a charming renovated barn, and a Catina Pool Bar perfect for poolside relaxation. With a sparkling pool and a soothing sauna, this home offers the perfect blend of elegance and comfort. This property is ideal for family vacations, group getaways, and special celebrations. Book now No events allowed.

Home in Plymouth

4.9 out of 5 average rating, 136 reviews

Seaview Summit | Ocean Views, Indoor Pool, Beach

Perched above the coastline with panoramic Atlantic views, Seaview Summit House is Plymouth's premier oceanfront retreat. Designed for discerning travelers seeking serenity, space, and sophistication. With a heated indoor pool, expansive outdoor living areas, and direct beach access just moments away, this stunning property delivers a five-star experience in every season. Book your stay today. You'll be glad you did.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Luxury Stays

Experience one of our premier homes

Popular amenities for Harwich rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

An inground pool is surrounded by lush greenery, featuring vibrant flowering plants and bushes. The clear blue water reflects the sky, while stairs lead into the pool. A natural stone patio borders the pool area, enhancing the outdoor space.

Home in Orleans

4.91 out of 5 average rating, 33 reviews

5-bedroom Cape with a pool and yard games.

The exterior of the two-story home is showcased, featuring a spacious deck with ample seating and a swimming pool in the foreground. A colorful pool float rests on the water, while greenery surrounds the property, enhancing the cozy outdoor space.

Home in East Dennis

4.82 out of 5 average rating, 11 reviews

Family Fun- Games, Pool & HotTub, Dogs ok! Slps 10

Top guest favorite

A saltwater pool is set within a stone patio area, surrounded by lush greenery. Lounge chairs and a shaded table with a red umbrella offer comfortable seating options. The serene view of Morey Pond is visible beyond the pool, framed by trees under a clear blue sky.

Home in Plymouth

4.97 out of 5 average rating, 65 reviews

Our families slice of heaven

The exterior showcases a contemporary home with a blend of stone and siding elements. Solar panels are visible on the roof, and a circular driveway leads to a welcoming entrance with double doors. Surrounding greenery enhances the property’s serene setting.

Home in Sagamore

5 out of 5 average rating, 22 reviews

XL Cape Retreat - Pool - Hot Tub - 5min to Beach!

An outdoor area showcases a heated pool surrounded by lounge chairs and a shaded seating arrangement. The back of a large two-story home is visible, with multiple windows indicating spacious interiors. Green trees line the background, adding a natural element to the setting.

Home in Plymouth

4.88 out of 5 average rating, 24 reviews

Mansion with Heated Pool Near Ocean

Home in Plymouth

4.74 out of 5 average rating, 68 reviews

Tranquil Plymouth Retreat with Pool

The outdoor area features a heated fiberglass pool with a curved design, surrounded by a concrete patio. Sun loungers and a shaded seating area under an umbrella are visible, along with a grassy section and the home's exterior, showcasing large windows and a door leading inside.

Home in East Sandwich

4.94 out of 5 average rating, 78 reviews

Large Home Heated Swimming Pool Private Beach

A spacious backyard is highlighted by a large solar-heated pool, surrounded by a stone patio with lounge chairs and umbrellas. The well-maintained house is framed by lush trees and colorful foliage, creating a peaceful outdoor retreat.

Home in Barnstable

5 out of 5 average rating, 6 reviews

CapeSearenity-Large Pool-Beach Passes-Family Fun!

Condo rentals with a pool

A spacious sleeping area features a large bed with neutral bedding and colorful accent pillows. A TV is mounted on the wall. Natural light filters through a sliding glass door, which opens to an outdoor area with a small table and chairs.

Condo in Dennis Port

4.82 out of 5 average rating, 74 reviews

Cozy Studio Just Steps Away From the Beach!

A clean outdoor pool is framed by a spacious concrete deck with lounge chairs positioned nearby. Lush greenery and landscaped areas are visible around the pool, contributing to a serene environment. The sky above is clear, enhancing the bright atmosphere of the setting.

Condo in West Dennis

4.93 out of 5 average rating, 43 reviews

1BR 2nd Floor Condo with pool

The living area features a light-colored sofa paired with matching armchairs. A small table holds fresh flowers. Soft lighting from lamps creates a comfortable environment. Large sliding doors provide natural light and open to an outdoor patio with a dining set.

Condo in Brewster

4.95 out of 5 average rating, 87 reviews

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access

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

4.85 out of 5 average rating, 59 reviews

Hidden Hideaway

Condo in Dennis Port

4.5 out of 5 average rating, 12 reviews

A Beautiful Es-Cape

Condo in Brewster

4.85 out of 5 average rating, 48 reviews

Golf Course Views and Pools

Top guest favorite

Condo in West Dennis

4.97 out of 5 average rating, 65 reviews

6 Min to Beach - Pool - Private Balcony - Central

Condo in Brewster

4.92 out of 5 average rating, 26 reviews

Escape to the Cape

Other vacation rentals with a pool

Top guest favorite

A clear blue saltwater pool is situated in a private fenced yard, surrounded by greenery. The pool area features a concrete deck, and the inviting water reflects the natural light. In the background, a spacious home with multiple seating areas is visible.

Vacation home in Harwich

5 out of 5 average rating, 18 reviews

Perfect Cape Getaway, Pool, A/C, Bike Path

Condo in Harwich Port

4.71 out of 5 average rating, 28 reviews

Cape Cod Condo,Walk to Beach, near Nantucket Ferry

A clear blue pool is surrounded by a spacious patio area. Several lounge chairs are positioned nearby under the sun. The pool is accessed via a white gated area, with a clean, inviting atmosphere represented by the well-maintained surroundings.

Condo in Dennis Port

4.88 out of 5 average rating, 73 reviews

Stylish & Modern Studio Condo - Steps to the Beach

A seasonal swimming pool is prominently featured, surrounded by lounge chairs and a smooth concrete deck. The water shimmers in a bright blue color, and a fence lines the pool area, providing a sense of privacy within the community.

Cottage in Dennis Port

4.92 out of 5 average rating, 38 reviews

Cute Dennis Port Cottage with pool & A/C

A heated pool area is surrounded by a wooden fence and includes lounge chairs positioned on the concrete deck. The pool's crystal-clear water reflects the bright sky, with trees providing shade in the background. An umbrella and gazebo add to the outdoor space.

Home in Harwich Center

5 out of 5 average rating, 9 reviews

Classic Cape with Heated Pool, AC, King Beds

A covered walkway leads to a grassy area with well-maintained landscaping. Lounge chairs are arranged around a heated pool, with ocean views visible beyond a fenced area. The building's exterior features a wooden overhang, providing shade along the path.

Apartment in Dennis Port

4.78 out of 5 average rating, 9 reviews

Skip to Beach, Cape Cod Condo!

A clear blue swimming pool sits adjacent to the ocean, with several lounge chairs arranged around its perimeter. The serene water reflects the sky, while a gentle horizon line marks the transition between sea and sky under a partly cloudy atmosphere.

Apartment in Dennis Port

5 out of 5 average rating, 3 reviews

The Soundings Seaside Resort

Bright and airy living space is highlighted by a spiral staircase leading to an open loft. A plush light grey sofa faces a coffee table on a woven area rug, while a dining table and chairs are visible in the background. Modern kitchen cabinetry offers a sleek contrast.

Apartment in Brewster

5 out of 5 average rating, 26 reviews

Townhouse at Ocean Edge 2B/2B + Loft

Quick stats about vacation rentals with a pool in Harwich

Total rentals
170 properties
Nightly prices starting at
G$18,825 GYD before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace

Destinations to explore