
Holiday rentals with a pool in Plymouth County
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Top-rated rentals with a pool in Plymouth County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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. Why You’ll Love It - Every room has its own bath — rare for a house of this size. - A truly large home with space for up to 12 guests (breakout space for kids/teens + adults). - The heated salt-water pool and expansive pat

Entire house! Heated Pool, dog friendly, kayaking.
Peaceful retreat. Dog Friendly. Come enjoy the Quaint town of Duxbury. Close to Boston as well as the Cape and islands. Duxbury has incredible public beaches and fresh seafood. When not exploring the community, come back here for a soft place to fall. Swim in the pool (May-October). Kayak in the water right from the backyard. BBQ with the family. Very popular Hiking and biking trails right out the front door. Fully stocked kitchen is ready for your arrival. This is a non smoking/no party home.

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

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!

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!

"Cape Escape" luxury home w/pool & beach access.
Welcome to the Cape Escape! Enjoy views of Spectacle Pond from the 70 ft. deck of this recently renovated 5 bed/3 bath spacious home meeting all your needs! Relax by the in-ground pool in the private enclosed yard. Enjoy nights around the fire-pit. Directly across the driveway you can enjoy kayaking, sunbathing & swimming at the neighborhood beach. Within 6 miles of the home you will find the historic Sandwich boardwalk, Ocean beaches, Cape Cod Canal and more! Perfect for family gatherings!

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!

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

Modern Cape Cod home steps to beach; pool access!

Beautiful Mashpee Home with Pool

Stunning Cape Home - Inground Pool, 5 Min To Beach

Our families slice of heaven

Beachside Retreat pool&spa bball court

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

Sunny Cape w/Private Pool, Steps to Private Lake

Coastal Retreat in Sandwich -Pool Access, Dogs OK!
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

Centerville Oasis, Heated Saltwater Pool!

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