Vacation rentals with a pool in Plymouth County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Plymouth County

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

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Superhost

Guest suite in Plymouth

4.85 out of 5 average rating, 80 reviews

5 Rm 1684 Historic Nathaniel Church House downtown

Go back in time and take it easy at this unique and tranquil getaway in one of the oldest historic homes in the United States. Built in 1684 the landmark Nathaniel Church House is nestled between 3 museums, a short walk to the Mayflower ship in the harbor & all restaurants and sites, this beautifully appointed 3BR suite has, 2 baths, living room, kitchenette, dining area, a small sitting/BR, garden, a patio w/ seating, grill and mill & pond views is without a doubt, a one-of-a-kind place to stay

Top guest favorite

Home in Barnstable

4.95 out of 5 average rating, 115 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!

Top guest favorite

Apartment in Barnstable

4.95 out of 5 average rating, 37 reviews

Studio Apartment

Private Studio apartment on lower level of Main House with deck overlooking Pond. Queen bed, single sleeper sofa and small sleeping loft. Very comfortable for 2 people but could sleep up to 4. Kitchenette with dinnerware and cookware. Coffee maker, full size fridge, microwave, toaster oven, outside gas grill. Private bath with shower. TV, WiFi, A/C. Pond access, SUP, kayaks available. Pool and hot tub at Main House. Sunrise views. Golf courses, shopping, restaurants, and beaches nearby.

Guest favorite

Loft in Brockton

4.95 out of 5 average rating, 57 reviews

Modern Studio Apt with Pool

This warm and inviting, spacious basement apartment is located in the Historical west side of Brockton, prime location for all the “Hotspots” of Mass. Minutes to route 24 and 15 minutes walk or you can take the bus in front of the house to commuter rail to Boston. Perfect for long term stays! or just a few nice days of tranquility. Your home-away-from-home awaits you! You have access to heated saltwater pool and beautiful garden. Expect a quiet and relaxing environment while staying with us!

Guest favorite

Home in Mashpee

5 out of 5 average rating, 13 reviews

18 Menemsha Rd., Popponesset, Pool, 3-Beds, 4 bath

This home was custom built in 2022, and is designed to provide comfort, luxury and loads of charm for the discerning vacationer. New construction with a nod to the Nantucket Sea Captain's houses of yesteryear. Professionally decorated and landscaped, offering every amenity you could possibly desire; from an in-ground, heated, saltwater pool (with electric cover), hot tub, outdoor shower, fire-pit, and even a cabana with a sink, refrigerator, and smart TV. Just a 3 min walk to private beach.

Guest favorite

Guest suite in Rockland

4.89 out of 5 average rating, 80 reviews

Cozy Private Suite halfway between Cape & Boston

Large private room located in the Basement of a single family home. The home is conveniently located less than one minute from route 3 half way between Boston and Cape Code. The room has a full size bed, and a euro lounger that can be used to relax and watch TV or reclyned for sleeping. There is a kitchenette located in the room which has a Fridge with top freezer, a microwave and a Keurig . The private bath is located inside the bedroom. Cool off in the pool during summer months.

Superhost

Home in Plymouth

4.89 out of 5 average rating, 121 reviews

Seaview Summit | Ocean Views, Indoor Pool, Beach

Welcome to Seaview Summit House, where you can enjoy breathtaking panoramic ocean views, take a dip in our heated swimming pool, and take a short walk to the beach. Our spacious and beautifully decorated home features a large living area with comfortable seating, a fully equipped kitchen with all the essentials, and a dining area that seats everyone. You'll have plenty of room to spread out and enjoy your time together, whether you're lounging inside or soaking up the sun outside.

Top guest favorite

Guest suite in Centerville

4.99 out of 5 average rating, 78 reviews

Cape Cod Hideaway

Enjoy a bit of Cape Cod in a neighborhood of lush green trees , flower gardens, and a walking trail. Less than 1 mile from Centerville's shops and restaurants. Only 2 miles from Craigville Beach and its beachside walk up shanty’s for fresh seafood / burgers. Main street Hyannis is the "Hub" of the Cape and a quick 10-minute drive. Explore the many beaches and local fare by day and the lively clubs at night. Ocean docks, marinas, and ferries to the islands are a 10–15-minute drive.

Superhost

Home in Wareham

4.93 out of 5 average rating, 74 reviews

Edgewater Coastal Retreat with Heated Pool

Coastal farmhouse on salt water inlet off Buzzards Bay. Gourmet outdoor kitchen with commercial grill & stove/oven, sink & refrigerator. In-ground pool (heated for small feee). Outdoor game pavilion with ping pong table & foosball. Fishing & kayaking off back yard - kayaks & life jackets provided. Playground right next door. Minutes to down town stores/restaurants, public boat launch and many local beaches. Space for trailered boat at house. Come and relax and leave refreshed!

Top guest favorite

Home in Rochester

4.96 out of 5 average rating, 73 reviews

South Coast Serenity - Quintessential New England

Relax with the whole family at this peaceful New England country retreat. Situated against a wooded preserve, the home is near countless hiking trails, country roads, beaches and only 20 minutes to Cape Cod. Built in 1877, the house provides abundant space with a unique layout and plenty of privacy amidst a cozy New England atmosphere. The house has a large, deep pool (Apr-Oct) and year-round hot tub. *We have a strict no party policy. We appreciate your understanding.

Superhost

Home in Plymouth

4.74 out of 5 average rating, 62 reviews

Tranquil Family Retreat in Plymouth

Discover tranquility in our Plymouth home, ideal for serene family retreats. - Comfortably hosts 10 guests with 4 bedrooms and a sleeper sofa - Game-filled den and charming piano nook - In-ground pool open Memorial Day 2025 to October, temperature-controlled - Fully screened gazebo and wood-burning fireplace - Family-friendly features including baby gates and children's books - High-speed internet for work and play - Explore iconic landmarks and local seafood dining

Superhost

Home in Plymouth

4.82 out of 5 average rating, 17 reviews

Mansion with Heated Pool Near Ocean

Welcome to one of Plymouth’s largest vacation homes, offering 4,000 square feet of comfortable living space and a heated pool for summer relaxation. The open floor plan provides plenty of room to unwind, whether you’re enjoying a meal together or lounging by the pool. Perfectly located just minutes from both the ocean and downtown Plymouth, you’ll have easy access to beaches, restaurants, and historic attractions while enjoying a peaceful residential setting.