
Vacation rentals with a pool in Plymouth
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Plymouth
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Cozy Private Studio Unit w/ Laundry and Parking!
Almost every guest describes my place as cozy, which was the feeling I was going for when I designed the space! You'll love this good sized 300 sq. ft PRIVATE 1 bedroom studio. This unit has its own entrance w/ punch code door, full bathroom, large walk-in closet, mini fridge, freezer and microwave. It has one parking spot in the driveway and a washer /dryer. The backyard is shared but the unit has a private patio. Rental is attached to a single family home. (Please note: No full kitchen)

Beachfront W/ HotTub, Sauna, Pool & Panoramic view
Welcome to the Heart of Somerset! Nestled at the very tip of Somerset on a private dead-end road, this coastal waterfront home is the perfect place for a family retreat, romantic getaway or friends seeking adventure Marvel at the panoramic views and dramatic colors from Sunrise to Sunset of the Braga Bridge, Mt. Hope Bridge & Bay, Bristol, Tiverton Rhode Island & the Fall River cityscape on the horizon. Grab a kayak or relax, soak up the sun & let the gentle sea breeze wash your worries away!

Oceanfront Pool. Close to Boston. Free Parking.
Enjoy a relaxing & tranquil beach setting while having quick access to Boston and all it has to offer. Stunning ocean views can be seen from our seasonal saltwater pool and all-season hot tub (exclusive during your stay). We are 4 short miles from Boston & public transportation is easily accessible. Winthrop is a welcome relief from the hustle and bustle of the city, where you can come "home" and wind down to the sound of ocean waves, seaside birds, gorgeous sunrises, and beautiful moon rises.

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!

Spectacular beach & pool combo; beautiful sunsets!
Close to airport, you’ll love backyard beach, water view, pool/grass yard, ambiance and outdoors space. Beach & Pool (POOL HEAT STARTS SUMMER, ENDS 9/1) is a hard to find combination!! Location is private, yet it's close to the 3 largest towns on Martha's Vineyard. Great for couples, families (with kids), and big groups. Enjoy dinner with the indoor/outdoor Sonos music system during a beautiful sunset! NOTE; Rate increase in high season, pool/spa is a combined unit & ONLY heated in summer!

Beautiful private suite with balcony|fully stocked
Enjoy Boston in an elegant 2 bedroom/1 bath with sleek interior furnishing for long and short stays. Just a 5 min walk from the T and close to Boston College/Harvard, you can tastefully engage with all of Boston. Unit Features -> Blazing Fast WiFi -> 65” Roku TV Living Room -> 50” Roku TV Master Bedroom -> Fully Stocked Kitchen -> Washer & Dryer -> 1 Queen Bed -> 1 Twin Bed -> 1 Full Bed Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

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.

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.

Tranquil Home with Pool, Fireplace, and Game Room
Discover tranquility in our Plymouth home, ideal for serene family retreats. - Comfortably hosts 10 guests with 4 bedrooms - Detached game room with skeeball and cornhole - In-ground pool closed until late May 2026 - Al fresco dining with grill - Cozy wood-burning fireplace - Family-friendly features like baby gates and children's books - 24/7 hospitality support - Perfect for those seeking serenity.

Sleep 6 @ New Seabury w/ Pool Access, All Seasons!
Welcome to Your Coastal Getaway at The Mews, New Seabury – Mashpee, MA Tucked inside the beautiful New Seabury Country Club, our cozy Cape-style condo offers the perfect balance of relaxation and adventure on Cape Cod. Enjoy access to a private condo association pool just a 3-minute walk away, and a beach that is 5 min drive or 10 min bike ride or 30 min walk (walk cuts through golf course-ask host for directions).
Popular amenities for Plymouth 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

ShoestringBayHouse, waterfront & pool in Cotuit

Sunny Cape w/Private Pool, Steps to Private Lake

Cape Cod Lakefront Home

Sippewissett Forest Magic by the Sea

Hidden Gem near Boston w/ Private lake access
Condo rentals with a pool

15 Cottage St; Pool, Parking, AC; Walkable; W. End

Relax....You're on Island Time......

Private 3bdrm Condo Tashmoo Woods

Beachside Villiage-Oceanfront

Hidden Hideaway

Memorial Day- Waterview Cove at Yarmouth- Cape Cod

Newly Updated Condo w/ Pool - Steps to Boatslip!

Condo in Falmouth MA
Other vacation rentals with a pool

5 Rm 1684 Historic Nathaniel Church House downtown

Renovated Cape Oasis W/ New Pool and Game Room!

the house of id; vintage shop, accessible space

Salt Winds

Coastal Retreat in Sandwich -Pool Access, Dogs OK!

Winslow Acres [heated] Pool Escape; pool May 15

Jolly Captain Lighthouse

The Plymouth Pool House
When is the best time to visit Plymouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $359 CAD | $354 CAD | $381 CAD | $371 CAD | $411 CAD | $653 CAD | $691 CAD | $647 CAD | $519 CAD | $428 CAD | $395 CAD | $413 CAD |
| Avg. temp | -3 °C | -2 °C | 2 °C | 8 °C | 14 °C | 19 °C | 22 °C | 22 °C | 18 °C | 11 °C | 6 °C | 0 °C |
Quick stats about vacation rentals with a pool in Plymouth

Total vacation rentals
Explore 40 vacation rentals in Plymouth

Nightly prices starting at
Plymouth vacation rentals start at $125 CAD per night before taxes and fees

Verified guest reviews
Over 1,990 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Plymouth vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Plymouth rentals

4.7 Average rating
Plymouth stays receive an average rating of 4.7 out of 5 from guests
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