
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!

Heated Indoor Pool & Spa - Golf Course View
CHERRY BLOSSOM RETREAT Cold days, raining days and power outage won't hinder your stay at this luxurious home, boasting an indoor heated salt water pool and hot tub fully equipped with a backup generator, overlooking the renowned 3-Hole Championship Golf Course. Our ultimate luxury home features an array of indoor entertainment options including arcades, air hockey, foosball PS5, Switch, etc. comfortably accommodating 6 to 8 guests, and merely a short drive to all all New Seabury's amenities.

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!

Charming E. Sandwich Cottage Near Beaches, Dogs OK
Escape to the Cape! Perfect spot to unwind and relax near stunning beaches. Plover Pass is a renovated two-bedroom, one bath cottage located in East Sandwich. Bright and airy living spaces with new A/C and appliances. Conveniently situated just minutes from renowned beaches, quant New England villages, and the Cape Canal. Accommodates up to four guests. Pets under 50 lbs. are permitted but require prior approval before booking. Refer to the listing and house rules for additional details.

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.

NEW! Walk To Beach! Sunshine House
Tastefully decorated with FUN, colorful details that are sure to excite the whole family! Enjoy your days by the beach a short 5 min walk away, or stay home utilizing all the amenities the home has to offer. Spacious yard, small pool, fire pit, grill and more! Test your skills on the game table (ping pong, air hockey or foosball). Close to town center, shops& restaurants. Fully stocked with all your essentials, you will never want to leave The Sunshine House!

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!
Popular amenities for Plymouth County rentals with a pool
House rentals with a pool

Wander Cape Cod Village

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

Our families slice of heaven

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

Tranquil Home with Pool, Fireplace, and Game Room

Entire house! Heated Pool, dog friendly, kayaking.

Sunny Cape w/Private Pool, Steps to Private Lake

New Construction Home with Pool in N. Falmouth
Condo 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

Cozy Cape Cod House - Stroll or Bike the Canal

Centerville Oasis, Heated Saltwater Pool!

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

The Plymouth Pool House
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