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.

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Guest favorite

A spacious backyard is featured, highlighting a refreshing oval pool surrounded by a textured patio. Lounge chairs are positioned for relaxation under the sun. Lush greenery and trees provide a natural border, while a well-kept lawn enhances the inviting outdoor space.

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!

Guest favorite

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

4.86 out of 5 average rating, 21 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!

Superhost

A serene backyard setting features a private pool surrounded by a spacious patio. A sunbathing chair and a BBQ grill are positioned nearby, with a house showcasing large windows that invite natural light. Lush greenery frames the area, providing a sense of tranquility.

Home in Dennis

4.69 out of 5 average rating, 36 reviews

House on Cape Cod with pool close to beach

This single family house is located at the end of a cul de sac in a quite neighborhood in walking distance to Mayflower and Bayview beaches. You enter through the bright and open kitchen, looking out over the patio and the pool. The open living and dining room open up to a sun room where you can relax after a fun day at the beach. The two smaller bedrooms share a big bathroom with tub and double sink, whereas the master bedroom has its own bathroom. A big dining table can host up to 8 people.

Guest favorite

Condo in Brewster

4.97 out of 5 average rating, 184 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, 108 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

Condo in Brewster

4.93 out of 5 average rating, 59 reviews

Stylish Ocean Edge Condo #TheCouplesNest

Experience Cape Cod from our stylish 2nd floor condo in Fletcher Village at Ocean Edge, Brewster. Centrally located, it offers easy access to beaches, the Rail Trail, and local dining. Enjoy amenities like pools, tennis, and golf. The modern condo features a fully equipped kitchen and a balcony, perfect for relaxation or adventure throughout the year. Whether you're biking on scenic trails or relaxing by the pool, our condo provides the ideal setting for a memorable Cape Cod experience.

Top guest favorite

A spacious heated saltwater pool is surrounded by a large deck featuring colorful lounge chairs and an umbrella. The attractive two-story house stands in the background, framed by lush greenery and trees, creating a peaceful outdoor setting.

Home in Brewster

4.97 out of 5 average rating, 36 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

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, 16 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 modern kitchen area features sleek cabinetry and elegant lighting that highlights a minimalist dining table set for four. Stainless steel appliances, including a refrigerator and oven, complement the design. Morning light streams through a nearby door, enhancing the inviting atmosphere.

Apartment in Dennis

4.9 out of 5 average rating, 42 reviews

Chic Condo Near Mayflower Beach

Stylish, renovated condo with pool access—just 4 mins to Mayflower Beach! *Pool is being repaired and not usable until mid- July. We are very sorry.* Sleeps 4 with queen bed + sofa bed. Enjoy a fully equipped kitchen, walk-in shower, in-unit laundry, smart TV, Roku, AC (Memorial Day Weekend-to mid September, roughly) and fireplace. Dedicated workspace. Nestled in Dennis Village, steps from top restaurants. Perfect for couples, small families, or a peaceful getaway!

Guest favorite

A private deck is showcased with outdoor furniture, including a round table and chairs. A colorful striped umbrella provides shade, while surrounding greenery and flowers add a natural touch. The deck is well-lit by sunlight, creating a warm and inviting space.

Apartment in Hyannis Port

4.89 out of 5 average rating, 134 reviews

Great Location. Near Beach & Main Street. Unit M1

Our home-away-from-home accommodations include this charming studio with lawn space, a private deck with outdoor furniture and a gas grill. The cottage is comfortably furnished and features a small kitchen. This cottage has a queen bed and a table with sitting area. The kitchen is nicely updated with updated with beautiful granite countertops and stainless steel appliances including an stove/oven, microwave, mini-fridge, toaster, coffee maker. Keurig, and kettle.

Superhost

A serene sunrise illuminates the sandy beach, where guests can be seen enjoying the tranquil seaside. The well-lit studio features a comfortable queen-size bed, modern kitchenette, and cozy sitting area, with natural light flooding through the windows. Indoor pools with large glass ceilings and lounge chairs provide relaxation options.

Apartment in Dennis Port

4.6 out of 5 average rating, 20 reviews

Beachfront Studio in Dennis Port w/ Kitchenette

Discover a relaxing Cape Cod retreat at this cozy beachfront studio in Dennis Port. Located just across the road from the resort's main buildings, this efficiency unit is perfect for couples or small families, and also includes shared outdoor seating and picnic space. Nestled on a private stretch of Nantucket Sound, it offers direct beach access and is close to historic towns, outdoor adventures, and delicious seafood dining. Your ideal beach getaway awaits.

Guest favorite

Home in Plymouth

4.9 out of 5 average rating, 129 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.