Vacation rentals with a pool in Plymouth County

Find and book unique homes with a pool on Airbnb

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

Home in Plymouth

4.82 out of 5 average rating, 263 reviews

Historic 1 Bed/In Town/Best Location/Hot tub/deck

PLEASE DO NOT BOOK WEEKENDS/HOLIDAYS/SUMMERS in advanced. I only use this 1 bed to fill gaps when the larger listing for this home isn't rented (mostly midweek) Beautifully restored historic home, directly in town, steps away from the Pilgrims 1st settlement, ocean, award winning restaurants, historic attractions, shops, nightlife, entertainment, tours,ferries, etc. Directly on the town brook/gristmill. Deck with view, firepit, hot tub, grill. Comfortable/clean/cozy bed, working wood stove.

May 5 – 12

G$84,374 GYD per night

Guest favorite

Home in Plymouth

5.0 out of 5 average rating, 12 reviews

Getaway with pool

Look no further! This stunning beach house offers everything you need. Situated on a quiet street on Cape Cod Bay, it is very close to area beaches and ponds. The outdoor space is perfect for entertaining and includes lap pool, three decks, patio and fire pit. The downstairs includes living room, family room, bedroom, full bath, eat-in kitchen, and enclosed porch overlooking the backyard. The second floor features 4 more bedrooms, 2 baths, laundry room, and en suite primary bedroom with deck.

Jan 4 – 11

G$138,379 GYD per night

Guest favorite

Villa in Mashpee

5.0 out of 5 average rating, 33 reviews

Heated Indoor Pool & Spa - Golf Course View

CHERRY BLOSSOM RETREAT Cold days, raining days, power outage won't be an issue if you can steal away to this home, with an indoor heated salt water pool and hot tub fully equipped with a backup generator, with a view of the famous 13-Hole Championship Golf Course Cape Cod. Our ultimate luxury home is filled with arcades, air hockey, foosball and other indoor entertainments for guests to enjoy, comfortably sleeps 6-8 and just a few minute drive to all of the amenities New Seabury has to offer.

Oct 31 – Nov 7

G$217,234 GYD per night

Guest favorite

Home in Plymouth

4.92 out of 5 average rating, 170 reviews

Our Secret Garden

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 & chiminea. We are 3 miles from the beach, shopping/cafes, 45 minutes from Boston (on a train route) and 20 minutes to Cape Cod. POOL can be HEATED for $500.00/Visit.

Nov 2 – 9

G$84,726 GYD per night

Guest favorite

Loft in Brockton

5.0 out of 5 average rating, 14 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!

Jun 15 – 22

G$34,549 GYD per night

Guest favorite

Cottage in Sandwich

4.92 out of 5 average rating, 130 reviews

Blue Anchor Cottage - private hot tub getaway!

This newly renovated cottage is an amenity-filled launching point to explore all of Cape Cod! Just 0.4miles to the beach and with our own salt water pool, you’ll be able to fully enjoy the Cape's most historic town. Some of our favorites nearby: 2min- your local coffee shop 2min- great fish tacos + bar 2min- nice conservation area hike 2min- local convenience store 7min- downtown Sandwich 7min- golf course 9min- Sandwich Boardwalk 10min- Heritage Museums & Gardens 22min- Cape Cod Rail Trail

Oct 14 – 21

G$72,234 GYD per night

Guest favorite

Guest suite in Rockland

4.89 out of 5 average rating, 53 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 Code. 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.

Jul 11 – 18

G$26,411 GYD per night

Guest favorite

Home in Plymouth

4.91 out of 5 average rating, 54 reviews

5Br | Ocean View | Indoor Pool | Steps From Beach!

Welcome to Seaview Summit House, where you can enjoy breathtaking panoramic ocean views, take a dip in our heated swimming pool, and take a short walk to the beach. Our spacious and beautifully decorated home features a large living area with comfortable seating, a fully equipped kitchen with all the essentials, and a dining area that seats everyone. You'll have plenty of room to spread out and enjoy your time together, whether you're lounging inside or soaking up the sun outside.

Sep 9 – 16

G$229,605 GYD per night

Guest favorite

Home in Middleborough

4.94 out of 5 average rating, 295 reviews

Private retreat setting on 4 acres 1

Gatherings, parties, events, reunions, etc. with 8 or more total sleepers /non sleepers MUST be discussed prior to booking. A 5 minutes from Rte. 495, secluded, 2 bedroom 1200 sq.ft. apartment. Amenities include -- in-ground pool, horseshoe pits, tennis/basketball court, fully lit for night time use. Central air, full bath, eat in kitchen, Juliet balcony, private drive & entrances, 2 HD flat screen TV"s, Netflix, On Demand WIFI. Very comfortable for two or a couple with children.

Feb 26 – Mar 5

G$21,069 GYD per night

Guest favorite

Home in Wareham

4.93 out of 5 average rating, 59 reviews

Edgewater Coastal Retreat with Heated Pool

Coastal farmhouse on salt water inlet off Buzzards Bay. Gourmet outdoor kitchen with commercial grill & stove/oven, sink & refrigerator. In-ground pool (heated for small feee). Outdoor game pavilion with ping pong table & foosball. Fishing & kayaking off back yard - kayaks & life jackets provided. Playground right next door. Minutes to down town stores/restaurants, public boat launch and many local beaches. Space for trailered boat at house. Come and relax and leave refreshed!

Nov 4 – 11

G$168,124 GYD per night

Guest favorite

Villa in Plymouth

5.0 out of 5 average rating, 26 reviews

Ocean View Luxury Villa with Inground Pool

Welcome to Villa on the Bluff. This beautiful contemporary villa has been designed for your comfort and viewing pleasure with architecture that intentionally focuses on the sweeping ocean view and the Italian mid-century interior which offers a deliciously enjoyable retreat. Step outside into a garden paradise enjoying the sounds of the frogs in the koi pond while sipping hot cocoa by the fire pit. Slip into our heated deep pool for endless fun with the family.

Jun 10 – 17

G$239,340 GYD per night

Guest favorite

Guest suite in Dartmouth

4.93 out of 5 average rating, 92 reviews

Studio loft apartment...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.

Sep 8 – 15

G$25,319 GYD per night