
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.

“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.

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.

"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!

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.

Pool Escape in East Falmouth
Enjoy a relaxing Cape Cod getaway at this beautifully updated 3+ bedroom home in East Falmouth. The interior has been thoughtfully renovated with modern finishes, creating a bright, comfortable space perfect for families or groups. Step outside and enjoy your own private backyard oasis featuring a refreshing pool—ideal for warm summer days and evenings spent unwinding after the beach. Conveniently located near local beaches, boating, restaurants, and downtown Falmouth, this home offers the

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.

In-Ground Pool Oasis | 5 Min to Cape Cod Beaches!
Stunning in-ground pool HEATED in May, June, Sept only. Pool is opened in May! 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. 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!

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.

ShoestringBayHouse, waterfront & pool in Cotuit
Rent four nights: get the 5th night for $49 Prime Summer 2027: rates in the area of $10,000-13,775; please inquire 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 late October

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.

Our families slice of heaven
Peaceful location with over 400 feet of waterfront on Morey Pond with saltwater pool. Only a short drive to ocean but no need to leave the backyard! 3 Bedroom plus a pullout couch. Large outdoor deck with grill. Master bedroom with ensuite. Very private, quiet location close to Route 3A and all the shopping and restaurants it has to offer. Only 15 mins to Cape Cod bridge or 1 hour to Boston. Please be aware this is a wooded area, there are bugs around outside.
Popular amenities for Plymouth County rentals with a pool
House rentals with a pool

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Condo rentals with a pool

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“Luxury 2BR Cambridge | Pool + Parking”

Upscale Secluded Home w/Central AC, Pool & Firepit
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