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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Guest favourite
The exterior of the home is illuminated at night, highlighting the modern architecture and spacious deck. Soft lighting enhances the surrounding garden, which features a variety of colorful flowers and neatly placed stones. Large windows reflect the warm glow from within.
Home in Duxbury
5 out of 5 average rating, 8 reviews

Entire house! Heated Pool, dog friendly, kayaking.

Peaceful retreat. Dog Friendly. Come enjoy the Quaint town of Duxbury. Close to Boston as well as the Cape and islands. Duxbury has incredible public beaches and fresh seafood. When not exploring the community, come back here for a soft place to fall. Swim in the pool (May-October). Kayak in the water right from the backyard. BBQ with the family. Very popular Hiking and biking trails right out the front door. Fully stocked kitchen is ready for your arrival. This is a non smoking/no party home.

Top guest favourite
An aerial view captures the estate's expansive layout, featuring two charming buildings, a central saltwater pool, and a clay tennis court. Surrounded by greenery, the property showcases landscaped areas and pathways, creating an inviting outdoor space suitable for various activities.
Home in Sandwich
5 out of 5 average rating, 43 reviews

XL Estate: 2 Homes-Pool-Tennis-Game Barn - 20 ppl

Our Cape Cod Estate is truly one of a kind. This 2+ acre retreat boasts an extraordinary design built in the 1800s and updated with modern luxuries. Enjoy room for up to 20 guests with two homes, a separate bar and game barn and tons of amenities! Centrally located within 5 minutes of three public beaches, shops, dining & golf! The perfect getaway for family reunions, group vacations, wedding parties, corporate retreats, and more! SUMMER MONTHS: - Weekly bookings only - Saturday to Saturday

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 6/20-9/15/24. The reviews tell all!

Top guest favourite
The exterior of the beach house is presented, featuring multiple stories and a light grey facade. A lap pool is nestled beside a spacious patio, equipped with lounge chairs and an umbrella. Lush greenery surrounds the property, enhancing the serene environment.
Home in Plymouth
4.93 out of 5 average rating, 46 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.

Guest favourite
Home in Sandwich
5 out of 5 average rating, 9 reviews

Family Cape Oasis w/ Pool, Game Room & Kids' Room

🏖🏝Welcome to your perfect Cape Cod escape - a beautifully updated 7-bedrooms and 3.5-bath home designed with both relaxation and family fun in mind. This private oasis is just minutes away from lakes, beaches, and shopping. This home offers the ultimate mix of comfort, entertainment, and kid-friendly amenities. Whether you are planning a family reunion, or a beach week with friends, this home is built to bring people together- comfortably and with style. Book your Cape Cod adventure today!

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
4.96 out of 5 average rating, 75 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!

Top guest favourite
A spacious backyard features a circular fire pit surrounded by Adirondack chairs in various colors. In the distance, an inviting in-ground pool is visible, complemented by lush greenery and trees lining the property, creating a serene outdoor setting.
Home in Sandwich
4.99 out of 5 average rating, 90 reviews

"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!

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
4.93 out of 5 average rating, 29 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.

Superhost
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, 300 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.

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, 98 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.

Top guest favourite
A welcoming living area features a large yellow sectional sofa, paired with woven chairs. A colorful area rug anchors the space, complemented by a light wood floor. The walls are adorned with a tropical mural, and a kitchen area is visible in the background.
Home in Hull
5 out of 5 average rating, 20 reviews

NEW! Walk To Beach! Sunshine House

Tastefully decorated with FUN, colorful details that are sure to excite the whole family! Enjoy your days by the beach a short 5 min walk away, or stay home utilizing all the amenities the home has to offer. Spacious yard, small pool, fire pit, grill and more! Test your skills on the game table (ping pong, air hockey or foosball). Close to town center, shops& restaurants. Fully stocked with all your essentials, you will never want to leave The Sunshine House!

Superhost
An inviting outdoor space is depicted, featuring a spacious in-ground pool surrounded by lounge chairs. String lights are strung across the pool area, illuminating the backyard. A pool house and umbrellas provide additional amenities, while the home's facade is visible in the background.
Home in Barnstable
4.81 out of 5 average rating, 31 reviews

Stunning Cape Home - Inground Pool, 5 Min To Beach

Stunning in-ground pool. Just 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. Conveniently located, 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!

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