
Vacation rentals with a pool in Plymouth
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Plymouth

Total vacation rentals
Explore 50 vacation rentals in Plymouth

Nightly prices starting at
Plymouth vacation rentals start at $90 per night before taxes and fees

Verified guest reviews
Over 2,240 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Plymouth vacation rentals include wi-fi 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
Top-rated rentals with a pool in Plymouth
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Private Suite• Pool • Sleeps 4 • Boston • Airport
Cody’s Place is a clean, comfortable stay mins from Boston, airport & beach - with heated pool & free parking. Thoughtfully hosted for a smooth, stress-free stay perfect for travelers, couples, or a quick getaway seeking convenience, comfort & prime location Private entry basement directly across from the ocean. Enjoy fresh sea air, sunrises & a restaurant steps away • Steps to beach • Mins to Airport • Boston access (ferry/Uber) • Free on-site parking • Fast WiFi + Smart TV • Easy self check-in
ValueFamilyAccuracy

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!
LocationFamilyBackyard

"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!
ValueFamilyKitchen

The Murthy : Bright • Spotless • W/D
Enjoy Boston in this elegant suite 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” (x2) Roku TV Bedroom -> Fully Stocked Kitchen -> 2 Queen Bed -> 1 Twin Bed -> 1 Sleeper Sofa Rolling cot and air mattress available on request! Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!
FamilyValueOutdoor spaces

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.
FamilyLocationLaundry

Country Cottage in the City
This poolside cottage is a country retreat in the city. We are nestled into a small bit of woods on top of the "hill" as it is called locally. The cottage is a studio apartment that has a microwave and mini-fridge as well as sitting area and table. It has a lovely view of the pool and gardens. Besides the pool, there are two garden ponds where we keep ornamental fish. Outside the garden fence there is often a parade of various types of birds, bunnies and even wild turkeys and deer.
ValueFamilyCheck-in

Great Location. Near Beach & Main Street. Unit M1
Our home-away-from-home accommodations include this charming studio with lawn space, a private deck with outdoor furniture and a gas grill. The cottage is comfortably furnished and features a small kitchen. This cottage has a queen bed and a table with sitting area. The kitchen is nicely updated with updated with beautiful granite countertops and stainless steel appliances including an stove/oven, microwave, mini-fridge, toaster, coffee maker. Keurig, and kettle.
FamilyLocationAccuracy

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.
ValueLocationWifi

P-Town Beach Beauty on the Bay. Water View!
Beautiful Water View East End 2 bedroom condo across the street from the beach on the bay. Just cross the road and take the association maintained steps down to the beach. This beach boasts a nice tidal swing where you can walk out in the shallows during low tide. The condo is in the perfect East End location, combining closeness to the center of town, with your own beach and not having the noise and parking issues of downtown Provincetown.
FamilyValueGetting around

Beachfront W/ Hot Tub, Sauna, Pool & Panoramic View
Welcome to the Heart of Somerset! Read our reviews & stay a while! 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. Grab a kayak, or sit back and relax and let the gentle sea breeze wash your worries away!
ValueLocationIndoor spaces

Quaint North Falmouth near Old Silver Beach
Located in the Quaint village of North Falmouth, yet close to beaches, this one-bedroom Apartment is a great place to relax. It has a tiled walk-in shower and heated floor in the bathroom. The kitchen includes a microwave, toaster oven, cook top stove, and a Keurig coffee maker. The pool is not heated and is open seasonally (July 1 - Labor Day) Very private location. Close to Old Silver Beach!
FamilyValueParking

Curated Designer Retreat • Pool • Gym • Dining
Experience modern Everett living in this bright 2BR/2BA home! Enjoy a fully equipped kitchen with stainless steel appliances, in-unit laundry, and spacious sunlit living areas. Relax by the courtyard pool, stay active in the 24/7 fitness center, or unwind in the outdoor lounges and fire pits. Close to Encore, Assembly Row and major highways for easy access to Greater Boston.
FamilyValueSleep quality
Popular amenities for Plymouth rentals with a pool
House rentals with a pool

Our families slice of heaven
LocationFamilyNearby

Sagamore Manor | Pool | Hot Tub | 5min to Beach!
FamilyLocationIndoor spaces

the house of id; vintage shop, accessible space
LocationFamilyDecor

Mansion with Heated Pool Near Ocean
ValueFamilyIndoor spaces

Theatre | Arcade | Pool w. Free 3 Car Parking
FamilyLocationAccess

Poseidon's Palace - 2.0
ValueFamilyNearby

Salt Winds
LocationFamilyHospitality

Spacious Retreat With Pool, Game Room & Fireplace
ValueLocationAccuracy
Condo rentals with a pool

Luxury Waterfront Getaway
ValueFamilyDecor

Hidden Hideaway
ValueFamilyAccess

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth
ValueFamilyGetting around

Unit #28 - 2nd Floor Deluxe Studio with A/C
LocationValueBackyard

InnSeason Resorts Surfside
FamilyLocationCleanliness

Mary's Cape Escape
FamilyValueOutdoor spaces

Mid Cape Cod, 3 Season Haven by Bass River
ValueFamilyDecor

Ocean Edge Resort/Pool access/2bedroom-2bath Condo
LocationValueNearby
Other vacation rentals with a pool

5 Rm 1684 Historic Nathaniel Church House downtown
LocationFamilyPool

Relax & Unwind: Spacious home w/ Private Entrance
FamilyLocationComfort

Perfect Farmhouse for groups-golf/trails/beach
LocationFamilyCheck-in

Serenity - 36’ Aft Cabin Carver
ValueFamilyBathroom

ShoestringBayHouse, waterfront & pool in Cotuit
LocationFamilyView

Boutique Luxury Waterfront w/Pool & Sunset Views
FamilyLocationNearby

*NEW* Bay Breeze Cabana | Pool, Hot Tub & Beach
BathroomPoolAir conditioning

Jolly Captain Lighthouse
FamilyLocationShared spaces
When is the best time to visit Plymouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $337 | $321 | $425 | $271 | $314 | $413 | $499 | $467 | $375 | $319 | $282 | $350 |
| Avg. temp | 27°F | 29°F | 36°F | 47°F | 57°F | 66°F | 72°F | 71°F | 64°F | 52°F | 42°F | 33°F |
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