
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.

XL Estate: 2 Homes-Pool-Tennis-Game Barn - 20 ppl
Our Cape Cod Estate is truly one of a kind. This 2+ acre retreat boasts an extraordinary design built in the 1800s and updated with modern luxuries. Enjoy room for up to 20 guests with two homes, a separate bar and game barn and tons of amenities! Centrally located within 5 minutes of three public beaches, shops, dining & golf! The perfect getaway for family reunions, group vacations, wedding parties, corporate retreats, and more! SUMMER MONTHS: - Weekly bookings only - Saturday to Saturday

Captain's Dream Cottage w/Ocean View Hot Tub Pool
This brand-new 2-bedroom cottage features modern coastal design to make your stay both stylish & comfortable. Spectacular ocean & marina views from the second floor Comfortable beds with cooling green tea mattresses High-end bathroom with rain shower & massage jets Swiss espresso machine Personal laundry Mineral pool & year-round hot tub BBQ grill & dining area Museum Beach right across the road With modern living spaces this home is ideal a perfect escape by the sea during any season

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!

Getaway with pool
Look no further! This stunning beach house offers everything you need. Situated on a quiet street on Cape Cod Bay, it is very close to area beaches and ponds. The outdoor space is perfect for entertaining and includes lap pool, three decks, patio and fire pit. The downstairs includes living room, family room, bedroom, full bath, eat-in kitchen, and enclosed porch overlooking the backyard. The second floor features 4 more bedrooms, 2 baths, laundry room, and en suite primary bedroom with deck.

Family Cape Oasis w/ Pool, Game Room & Kids' Room
🏖🏝Welcome to your perfect Cape Cod escape - a beautifully updated 7-bedrooms and 3.5-bath home designed with both relaxation and family fun in mind. This private oasis is just minutes away from lakes, beaches, and shopping. This home offers the ultimate mix of comfort, entertainment, and kid-friendly amenities. Whether you are planning a family reunion, or a beach week with friends, this home is built to bring people together- comfortably and with style. Book your Cape Cod adventure today!

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!

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.

Stunning Cape Home - Inground Pool, 5 Min To Beach
Stunning in-ground pool. 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!

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.

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.

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

Modern Cape Cod home steps to beach; pool access!

NEW! Walk To Beach! Sunshine House

"Cape Escape" luxury home w/pool & beach access.

Our families slice of heaven

49 Clover Lane, 3 beds, 3.5 baths, pool & firepit

Entire house! Heated Pool, dog friendly, kayaking.

Sunny Cape w/Private Pool, Steps to Private Lake

New Construction Home with Pool in N. Falmouth
Apartment rentals with a pool

Condo in Falmouth MA

2BR Condo in Cape Cod w/ Patio & Laundry

Falmouth MA, Cape Cod Getaway

Sea Mist Resort Mashpee 2BR

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

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C

86 Spring Hill - Private Pool, pet-friendly!

Home in Falmouth ~ 5 min drive to beach

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

Cozy Cape Cod House - Stroll or Bike the Canal

Cape House with Pool by Canal

Cozy Cape Cod Cabin | Pond, Pool & Pet-Friendly
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