Vacation rentals in Plymouth

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Plymouth

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Waterbury
4.96 out of 5 average rating, 147 reviews

Amazing views of the Brass City

East Mountain Views at its finest. This clean, 3-bedroom updated ranch is centrally located to highways and shopping centers. Walk out to the back deck and experience some of the best views of Waterbury including Fireworks from the back deck (July). Wi-Fi/cable, central AC/hot air, washer/dryer, and patio furniture/grill (seasonal) are included with the stay. Plenty of entertainment (board games, corn hole, foosball, air hockey) are provided. This house is truly relaxing and will feel like home.

Top guest favorite
A spacious living area is presented with a large flat-screen TV mounted on a white entertainment unit. A soft gray sofa sits nearby, and a decorative area rug enhances the room's aesthetic. Natural light streams in through a front door adorned with a glass panel.
Guesthouse in Watertown
4.94 out of 5 average rating, 112 reviews

Private studio guesthouse

Kick back and relax in this peaceful, quiet, stylish space with high ceilings, central heat and air, huge bathroom, mini kitchen, fridge, microwave, coffee maker, 75" TV, onsite laundry and workout equipment when needed, private parking space, private entrance, high-speed internet, countless local restaurants, fast food chains and cafes, all major supermarkets, hospitals and doctors offices, post offices, easy access to numerous lakes, golf course and wineries. Indeed, a home away from home.

Guest favorite
Apartment in Bristol
4.89 out of 5 average rating, 117 reviews

2 Bedroom Apartment Near Bristol Center

Ultra clean, 1st floor 890 squarefoot apartment. Offers 2 bedrooms, 1 full bathroom, New Samsung washer and dryer in the apartment. Recently everything renovated and updated. Private entrance, self check in (code will be sent prior to arrival). 2 free off street parking spaces available - more if needed. Walking distance to downtown Bristol. Less than 30 minutes to hartford, around 40 minutes from Bradley International Aeroport, 1 hour 50 minutes to New York, 1 hour 50 minutes from Boston

Guest favorite
The image captures a serene view of a clear pool reflecting the colorful sunset, framed by a meticulously paved patio. Two cabana beds are positioned next to the pool, with surrounding greenery and a decorative fence enhancing the outdoor space.
Apartment in Burlington
4.84 out of 5 average rating, 120 reviews

Charming apartment with breathtaking view!

The guest apartment ( FULLY RENOVATED FINISHED BASEMENT) is an addition to our luxurious home. A 2 bedroom apartment with one king sized bed, Queen sized bed and a plush leather pull out sofa. Pool ltable. Large in ground pool, 4 lounge chairs, fire pit and dining table. Pool and gated backyard is exclusive to guests. We include netflix, hulu and hbo max. HEATED POOL IS OPENED IN MAY AND CLOSED LATE SEPTEMBER. The pool is cleaned daily in the morning. The pool is exclusive to guest.

Top guest favorite
The outdoor patio is illuminated, featuring a large hot tub and a dining area with a table and chairs. Surrounding the space are twinkling string lights, adding a cozy ambiance. A grill and lush greenery complete the inviting exterior setting of the home.
Home in Terryville
4.99 out of 5 average rating, 115 reviews

Cozy escape w/private hot tub & backyard skatepark

Relax and make some memories with your family and/or friends at this peaceful and cozy place to stay. This four bedroom house is comfy and unique. It has everything you need to make your stay comfortable and fun for all! We are located in a quiet wooded area with a spacious yard in close proximity to restaurants, grocery stores, and most amenities. Whether you’re relaxing on the patio, soaking in the hot tub or rolling around the concrete backyard skatepark it will be a memorable stay!

Top guest favorite
Cottage in Bethlehem
4.99 out of 5 average rating, 158 reviews

Cozy Cottage |Quintessential CT | Pet Friendly

Escape to the Cottage at the Grove - with a cozy wood burning fireplace and inviting sectional it is the perfect winter sanctuary. Well equipped with all the amenities; from a fully stocked kitchen to bath salts for the deep soaking tub. One bedroom w/ en-suite bath & pull-out full size sofa bed. Just 30 min to Mohawk or Southington Ski Mountains. Just 10 min to downtown Litchfield, close to local farms & vineyards. For security we have two exterior cameras facing the door & driveway.

Guest favorite
Home in Terryville
4.96 out of 5 average rating, 134 reviews

Charming 3BR Hill House *Remodeled* w/Arcade

The Lindan Hill House is a perfect AirBnb balance of luxury and value! Stay and play as you enjoy our 5 Star remodeled charming home in Terryville. This quaint and comfy home has everything you need to enjoy your stay including 3 BR with a King/Queen/2 Twin beds with premium bedding. The cozy remodeled basement is perfect for popcorn and movies, dinner and drinks at the bar, and has a game/arcade room with foosball, checkers/chess, and tons of board games! See below for a video tour.

Guest favorite
A rustic cottage is nestled among tall trees, overlooking a flowing brook. A wooden bench sits on a grassy area, with large boulders nearby. The house features a deck and is surrounded by greenery, with a gravel driveway leading up to the front.
Cottage in New Milford
4.95 out of 5 average rating, 241 reviews

The Cottage on Babbling Brook

A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.

Superhost
Home in Bristol
4.83 out of 5 average rating, 114 reviews

Stylish & Luxurious 3 BDR home with Play Station

Our newly renovated 3-bedroom home offers a comfortable and convenient stay. Perfectly located with easy access to the grocery stores, strip malls, hospitals, and parks, it's an ideal base for your trip. Our home comes with a 2-car garage, ample parking, pristine kitchen and bathrooms, mini coffee bar, cooking utensils, free WiFi, and a washer/dryer. Stay productive with our dedicated workspace and unwind in our spacious bedrooms. Book now for a home away from home experience!

Top guest favorite
A spacious living area features a large sectional sofa adorned with cushions, offering panoramic lake views through expansive windows. A dining table for two is located nearby, with a small workspace and desk chair positioned to enjoy the serene scenery.
Cottage in Plymouth
4.94 out of 5 average rating, 144 reviews

Cozy Oasis | Lakefront with Stunning Sunset Views

It’s the Lakefront Paradise you’ve been searching for: Escape to Cozy Oasis where peaceful waters meet modern comfort! Wake to stunning views, spend the day kayaking around the lake, and unwind with breathtaking sunsets from your private deck. This pet-friendly retreat offers high-speed WiFi for remote work, fully equipped kitchen for home-cooked meals, and cozy entertainment spaces. Perfect for romantic getaways or family adventures - your serene lakeside escape awaits!

Guest favorite
Tiny home in New Marlborough
4.94 out of 5 average rating, 167 reviews

Bedroom Forest View I Sauna I Fire-pit I Trails

Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

Top guest favorite
The exterior of a charming three-bedroom house is displayed, featuring a sloped roof and neatly trimmed bushes. A large tree provides shade in the front yard, while a stone pathway leads to the entrance. Side decorations include a swing and tree remnants.
Home in Bristol
4.93 out of 5 average rating, 226 reviews

Cozy Family Home - Kid & Pet Friendly

3 bedroom house on a quiet street. 5mins down the road from ESPN and Lake Compounce. Kid friendly. Pet friendly. Workspace available. 1 bedroom w/ king bed. 1 bedroom w/ queen bed. 1 bedroom w/ 2 twin beds. Fully finished basement with 60inch TV, kids toys and fitness equipment/stationary bike. Deck and below deck hang out space. Though we aren’t living here full time, it’s still the place we call home, and we will use it when it’s not booked. Long stays welcome.

Popular amenities for Plymouth vacation rentals