
Holiday 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.

“The Hideaway”Private Guest Suite/Pool/Beach Pass
Enjoy a bit of Cape Cod in a friendly and walkable neighborhood of lush green trees , flower gardens, and a walking trail. Less than 1 mile from Centerville's shops and restaurants. Less than 2 miles from Craigville Beach and its beachside walk up shanty’s for lunch. A small beach on Lake Wequaquet is only 2 miles down the road . Main street Hyannis, a walkable downtown with many shops and restaurants is a quick 10-minute drive. Ocean marinas, and ferries to the islands, are a 15 minute drive.

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 6/20-9/15/26. The reviews tell all!

Large Home Heated Swimming Pool Private Beach
Perfect for extended-family fun in this stunningly built home (3300 sqft) with 5 bedrooms and 4 bathrooms. First-floor shower. Walk 1000 feet to a private beach with full access rights. Along the beach, you can stroll further east to Sandy Neck Beach. Open kitchen, dining and great rooms are perfect for entertaining! Swim in the ocean or jump right into a beautiful 16x40 heated fiberglass pool with pool lights! Hosted by an extremely experienced host who's committed to making your stay perfect.

Walk to Private Beach, Sleeps 11, Pool, Pets ok
Walk to Private Rexhame Beach, or hang at the pool! Ocean & River views, a sandy beach, with fully fenced in outdoor oasis with a salt-water pool (RARE for the area), and shaded gazebo. PRIME location with both river and beach access in walking distance. Features eat-in gourmet kitchen, open living-dining, cozy sunroom, and main-floor laundry. A must-visit on Massachusetts Bay! 3 Bedroom, 8 Bed, 2.5 Bath, 11 Guests. Just STEPS from the private portion of Rexhame Beach in Marshfield, MA.

ShoestringBayHouse, waterfront & pool in Cotuit
Attention: airbnb has changed the fee structure to the "host pays" model. The host must now pays 100% of the airbnb fees. Welcome to ShoestringBayHouse in Cotuit, waterfront on Popponesset Bay. It's all about the views. Our home overlooks the pool, beach and bay. We include: 2-Bikes, 2-Kayaks, and a Barnstable beach pass with beach chairs. Pet friendly and spacious with 4 BR/ 4.5 baths is priced for six adult guests plus children. Pool: May 15th through mid-October (not heated)

Edgewater Retreat | Oceanfront Home | Heated Pool
Welcome to "Edgewater Retreat", a part of the "Edgewater Escapes" collection of properties. This stunning coastal farmhouse sits directly on the Wareham River in the Upper Cape. Fish & kayak from the backyard, enjoy a rare in-ground heated pool, game pavilion, and a gourmet outdoor kitchen with sweeping water views. With 4 bedrooms, 3.5 baths, and space for 10 guests, it’s the perfect family retreat for memorable vacations filled with sunshine, ocean breezes, and effortless Cape Cod charm.

5 Rm 1684 Historic Nathaniel Church House downtown
Go back in time and relax 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, is a short walk to the Mayflower in the harbor & all restaurants and sites. This beautifully appointed 3BR suite has, 3 full baths, living room, kitchenette, dining area, sitting room, garden, patios w/seating, gas grill and brook, mill & pond views. It is a one-of-a-kind place to stay.

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 Cod. 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.

Spacious Retreat With Pool, Game Room & Fireplace
Unwind at your private Plymouth retreat, made for slow mornings, family time, and easy outdoor living. • Sleeps up to 10 across 4 comfortable bedrooms • Private backyard oasis with in-ground pool (closing end of Sept) • Fully screened gazebo • Game room for fun, rain or shine • Wood-burning fireplace for cozy nights in • Outdoor grill • 2 Car garage and ample parking for 8 vehicles • Family-friendly with baby gates and children’s books • Work-ready with high-speed WiFi

The Holly Cottage
Welcome to Centerville, enjoy this fully equipped 1 bedroom 1 bath home with an easy walk or ride to just about everything. Enjoy the nearby ocean and beaches, or take a ride downtown to Main Street for dining and entertainment. Only a short distance to the ferries for a day trip to the islands and you can be back in time to catch a concert at the Melody Tent. Enjoy your days by the pool and your evenings grilling out on the large deck or chatting with the koi fish.

Poseidon's Palace - 2.0
Poseidon's Palace is a beach house just steps away from East Beach. Home boasts an indoor pool, all brand new stainless steel appliances, indoor electric fireplace ,sauna . Bring your family along to enjoy holidays, birthdays, weddings , family reunions. Home is on the corner lot of a serene neighborhood with lovely neighbors all around. The home can be a great refuge while you work from home & is ideal for entertaining . Tons of day activities to participate in.

The Loft @ Beechwood. Private, comfy, coastal!
The Loft is a detached and private studio apartment with a private entrance, beautifully decorated with a coastal decor befitting nearby Padanaram Harbor & Village. The skylights and a 'really, really comfortable bed' will help you relax and enjoy all the area has to offer. Ideal for two guests, but able to accommodate a third, or two children, The Loft is a great home base to explore the local area or the Islands of Cuttyhunk, Martha's Vineyard & Nantucket.
Popular amenities for Plymouth County rentals with a pool
House rentals with a pool

Private Saltwater Pool, Game Room, near Beaches!

Sunny Poolside Paradise

Waterfront Home w/Dock, Deck, Central A/C & Kayaks

Summer Serenity on Cape Cod (heated pool)

Mansion with Heated Pool Near Ocean

Relax & Unwind: Spacious home w/ Private Entrance

In-Ground Pool Oasis | 5 Min to Cape Cod Beaches!

Pool Escape in East Falmouth
Apartment rentals with a pool

“Luxury 2BR Cambridge | Pool + Parking”

Condo in Falmouth MA

Falmouth MA, Cape Cod Getaway

Condo w/ Private Balcony + Pool Access in Mashpee

2BR Condo in Cape Cod w/ Patio & Laundry

Cape Cod Townhouse w/ Patio & Kitchen
Other holiday rentals with a pool

Brand New Luxury Retreat w/ Pool & Fitness Center

Modern Studio Apt with Pool

Ocean View Luxury Villa with Inground Pool

Cape Cod Resort|Cabin w/Pool & Private Beach

Serenity - 36’ Aft Cabin Carver

Harlow Bishop in town walk to ocean hottub firepit

Luxury 2b2b downtown Boston

Cape in East Sandwich - Pool and Dogs OK!
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