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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.

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Superhost
An aerial view of a spacious backyard features a heated pool surrounded by a grey stone patio. Lounge chairs and umbrellas are positioned around the pool. The house showcases multiple large windows and a deck, with green grass and trees creating a private setting.
Home in Plymouth
4.88 out of 5 average rating, 25 reviews

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

Superhost
Home in Plymouth
4.74 out of 5 average rating, 69 reviews

Spacious Retreat With Pool, Game Room & Fireplace

Unwind at your private Plymouth retreat, made for slow mornings, family time, and easy outdoor living. • Sleeps up to 10 across 4 comfortable bedrooms • Private backyard oasis with in-ground pool (will open the week of May 11, 2026) • Fully screened gazebo for relaxing outdoors • Game room for fun, rain or shine • Wood-burning fireplace for cozy nights in • Grill for easy family dinners outside • Comes with free parking in a 2-car garage and a driveway for 8+ • Family-friendly with baby gates an

Top guest favourite
The expansive pool, surrounded by a landscaped yard, features a vibrant blue surface reflecting the clear sky. Comfortable lounge chairs are positioned alongside, inviting relaxation. A floating inflatable adds a playful touch to the tranquil setting.
Home in Barnstable
4.95 out of 5 average rating, 128 reviews

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 6/20-9/15/26. The reviews tell all!

Top guest favourite
An aerial view showcases a coastal neighborhood adjacent to a sandy beach. The vibrant blue ocean stretches into the distance, while homes are positioned along the streets, creating a welcoming residential area. Green spaces and beach access are visible, enhancing the locale's appeal.
Home in Marshfield
5 out of 5 average rating, 10 reviews

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.

Guest favourite
A spacious sleeping area features a wooden bed with a decorative headboard, topped with a patterned quilt and coordinating pillows. Adjacent bedside tables and a matching armoire provide ample storage. The floor is accented with a soft area rug, complemented by wall decor showcasing woven baskets.
Loft in Brockton
4.91 out of 5 average rating, 81 reviews

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!

Guest favourite
The exterior of the cottage is showcased with a textured shingle facade and a white door framed by two green shutters. Surrounding the entrance, vibrant blue hydrangeas bloom, complemented by a neatly trimmed evergreen shrub. A gravel pathway leads to the door, enhancing the inviting appearance.
Cottage in Sandwich
4.94 out of 5 average rating, 32 reviews

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.

Top guest favourite
A spacious wooden deck is surrounded by trees, offering a serene view of the natural landscape. A small round table with drinks is set between two folding chairs. A gas grill is positioned against a wooden railing, with sunlight filtering through the foliage.
Flat in Barnstable
4.95 out of 5 average rating, 57 reviews

Studio Apartment

Private Studio Apt on lower level of owner occupied House.Private deck overlooking Pond. Queen bed, single sofabed/and small sleeping loft. Very comfortable for 2 people but can sleep up to 4. Kitchenette w/dinnerware and cookware. Coffee maker, fridge, microwave, toaster oven, outside gas grill. Private bath/shower. TV, WiFi, A/C. Pond access, SUP, kayaks. Pool/hot tub on Main House level available for use on request. Sunrise view. Golfcourses, shopping, restaurants, beaches nearby.

Guest favourite
A view overlooking a well-maintained pool surrounded by green grass, with beach access visible in the distance. The landscape features a mix of trees and charming houses, set against a clear blue sky and tranquil water.
Home in Plymouth
4.9 out of 5 average rating, 326 reviews

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.

Top guest favourite
A saltwater pool is set within a stone patio area, surrounded by lush greenery. Lounge chairs and a shaded table with a red umbrella offer comfortable seating options. The serene view of Morey Pond is visible beyond the pool, framed by trees under a clear blue sky.
Home in Plymouth
4.97 out of 5 average rating, 65 reviews

Our families slice of heaven

Peaceful location with over 400 feet of waterfront on Morey Pond. Private saltwater pool. Only a short drive to ocean but no need to leave the backyard! 3 Bedroom plus a pullout couch. Large outdoor deck, propane grill. Two rooms with flatscreen televisions. Large 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 or 1 hour to Boston. **Pool opens week of Memorial Day weekend

Guest favourite
A spacious room features a full-sized bed with light bedding. A euro lounger is positioned in front, decorated with a soft throw. Mirrors on the opposite wall reflect the room's layout, and a window offers natural light, contributing to the overall bright atmosphere.
Guest suite in Rockland
4.88 out of 5 average rating, 104 reviews

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.

Guest favourite
The exterior of the cottage features a well-maintained lawn with lush green trees in the background. A wooden deck extends from the house, along with patio chairs overlooking a tranquil pond surrounded by vibrant flowers and plants.
Cottage in Barnstable
4.93 out of 5 average rating, 100 reviews

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.

Superhost
An indoor pool area features large windows and skylights that allow ample natural light. A tropical plant in a pot is positioned in the foreground. The pool is surrounded by a spacious deck with seating options, providing a relaxed environment for enjoyment.
Home in New Bedford
4.73 out of 5 average rating, 211 reviews

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.

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