
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.

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 tiny sittingroom, garden, patios w/ seating, grill and mill & pond views is without a doubt, a one-of-a-kind place to stay.

Heated Pool Oasis | 5 Min to Cape Cod Beaches!
Stunning in-ground pool HEATED in May, June, Sept, Oct only. Just 5 minutes from Craigville, Dowses and Covell's Beach! Perfect for mid-size groups or families, this home sleeps 8 and boasts a dreamy, private, fenced-in backyard w/ a, pool house w/ TV & bar, outdoor shower, and cozy patios. Complete w/ all your beach essentials. Conveniently located, we're 13 minutes from Mashpee Commons and 10 minutes from local grocery stores, local bakeries& restaurants. Central to all the Cape has to offer!

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!

STEPS to Private Beach-7 Beds, Pool, Fenced Yard
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, 7 Bed, 2.5 Bath, 11 Guests. Just STEPS from the private portion of Rexhame Beach in Marshfield, MA.

1.2 Acre Estate | Pool | Close to Beaches | Games
A beautifully maintained 1900s historic estate on expansive grounds with over 3,300 sq. ft. of living space, this 6-bed, 3-bath sanctuary blends historical elegance with Cape Cod charm! •Private Pool •2 miles to beach •Comfortably sleeps 12- perfect for groups & families •Family friendly (Pack N Play, toys, high chair) •Fully stocked kitchen •Two gas fireplaces •Ample outdoor & indoor games •Dedicated workspace •Outdoor dining & fire pit •Peloton and gym equipment •Poker table •Smart TV's

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!

Ocean Side, Amazing View, close to town/beach, Spa
PRICING IS FOR 2 GUESTS, 1 BEDROOM, 1 BATH ONLY, can add additional bed/bath for a fee, YOU WILL HAVE THE HOUSE TO YOURSELF. We only use this listing to fill gaps when the larger listing isn't rented & will decline ALL WEEKENDS, HOLIDAYS, PEAK times and will only accept mid-week, non summer/holidays. Please read additional info. OCEAN FRONT, HISTORIC SUMMER COTTAGE, AMAZING VIEWS, GREAT LOCATION, less than 1 mile walk to town and beach. Hot tub, fireplace, stocked kitchen, fresh linens.

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.

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.

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.

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.

The Secret Garden 4 Bedroom, 7 Bed 3 Baths
This beautiful 2.5 acre fully fenced in private property has gardens, an in-ground pool & pool house with an outdoor heated shower. Our home offers 2 kitchens, dining room seating 12, a great room, 3 bedrooms with private sitting areas & lower level with 2 bunk beds (bottoms are full beds) & exercise area. Outside are 2 grills & a fire pit. We are 3 miles from the beach, shopping/cafes, 45 minutes from Boston (on a train route) and 20 minutes to Cape Cod.
Popular amenities for Plymouth County rentals with a pool
House rentals with a pool

NEW! Walk To Beach! Sunshine House

86 Spring Hill - Private Pool, pet-friendly!

Our families slice of heaven

Mansion with Heated Pool Near Ocean

Salt Winds

Entire house! Heated Pool, dog friendly, kayaking.

Sunny Cape w/Private Pool, Steps to Private Lake

Getaway with pool
Apartment rentals with a pool

Condo in Falmouth MA

2BR Condo in Cape Cod w/ Patio & Laundry

Falmouth MA, Cape Cod Getaway

Cape Cod Townhouse w/ Patio & Kitchen

Lovely lakefront studio/condo with pool

1BR Condo w/ Balcony in Mashpee, MA
Other holiday rentals with a pool

Cape Cabin, Pools, Hot Tub, Beach, Game RM, & More

Home in Falmouth ~ 5 min drive to beach

Family Getaway – 5BR w/ Pool, Hot Tub & Near Beach

Quaint, relaxing Cape Cod condo

Cape House with Pool by Canal

Spacious 3-BR Furnished Beach Home

Coastal Comfort with Stunning Harbor Views

Home away from home suite
Destinations to explore
- Hotel rooms Plymouth County
- Rentals with an EV charger Plymouth County
- Rentals with a kayak Plymouth County
- Flat rentals Plymouth County
- Serviced apartment rentals Plymouth County
- Rentals with a fireplace Plymouth County
- Fitness-friendly rentals Plymouth County
- Rentals with outdoor seating Plymouth County
- Townhouse rentals Plymouth County
- Pet-friendly rentals Plymouth County
- Rentals with a patio Plymouth County
- Rentals with beach access Plymouth County
- Rentals with a firepit Plymouth County
- Rentals with a hot tub Plymouth County
- Rentals with breakfast Plymouth County
- Bed and breakfasts Plymouth County
- House rentals Plymouth County
- Beachfront rentals Plymouth County
- Rentals with a washing machine and dryer Plymouth County
- Private suite rentals Plymouth County
- Boutique hotels Plymouth County
- Loft rentals Plymouth County
- Apartment rentals Plymouth County
- Waterfront rentals Plymouth County
- Rentals with lake access Plymouth County
- Rentals with an accessible-height toilet Plymouth County
- Guest house rentals Plymouth County
- Family-friendly rentals Plymouth County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Cape Cod
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Lynn Beach
- MIT Museum
- New England Aquarium
- Freedom Trail
- Good Harbor Beach
- Duxbury Beach
- Easton Beach
- Museum of Fine Arts
- Quincy Market
- Onset Beach
- Prudential Center
- Oakland Beach
- White Horse Beach
- Things to do Plymouth County
- Sightseeing Plymouth County
- Food and drink Plymouth County
- Art and culture Plymouth County
- Things to do Massachusetts
- Sightseeing Massachusetts
- Art and culture Massachusetts
- Nature and outdoors Massachusetts
- Food and drink Massachusetts
- Things to do United States
- Sports activities United States
- Sightseeing United States
- Nature and outdoors United States
- Art and culture United States
- Entertainment United States
- Food and drink United States
- Wellness United States
- Tours United States




