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

Guest suite in Watertown

4.91 out of 5 average rating, 162 reviews

Lrg Studio Apartment - walk to Taft

Welcome to my downstairs space! This clean open concept space is ready for your long term or overnight stay. This studio space is the lower level of a raised ranch house. I live upstairs with my dog and share laundry with airbnb guests. The space has a private entrance through the garage, private bath, and kitchen area in a quiet neighborhood. Walking distance to Taft and convenient to Rts 8 & 84. Off street pkg. Whether you are interested in two nights or two months, you are welcome here!

Jul 31 – Aug 7

G$14,988 GYD per night

Guest favorite

Guest suite in Bethlehem

4.99 out of 5 average rating, 205 reviews

Breezy Crest private & restful w/antique charm

Escape to this charming and historic two-story 1841 suite, nestled in the quaint town of Bethlehem. The upstairs bedroom boasts original exposed beams and antique details, creating a cozy and inviting atmosphere. Wake up to the sunrise from the comfort of your bed and enjoy a warm fire in the backyard while listening to the peaceful sounds of nature. Conveniently located between Litchfield and Woodbury, and just 90 miles from NYC, you'll have easy access to shops, restaurants, and ski slopes.

Jul 25 – Aug 1

G$37,249 GYD per night

Guest favorite

Bungalow in Plymouth

4.97 out of 5 average rating, 66 reviews

Lakefront Bungalow Bliss - 2BR Cottage

Unwind by a crackling fire on the lake at dusk. Bungalow Bliss offers expansive lakefront views from its many unique outdoor spaces. Situated in a tranquil private Lake community, this home is ideal for swimming, fishing, kayaking, bird watching and skating in wintertime. Enjoy your next getaway, relaxing couples weekend, or just working remotely in a peaceful, centered home. This well-equipped home is located near wineries, golf courses and hiking in the Litchfield hills. We're Pet-Friendly

Oct 6 – 13

G$113,086 GYD per night

Guest favorite

Apartment in Litchfield

4.98 out of 5 average rating, 119 reviews

Litchfield Hills Hideaway

Enjoy the Litchfield Hills from this newly renovated one bedroom apartment with private entrance. Amenities include full kitchen, living room, bedroom with queen bed, and full en suite bathroom. WiFi and cable TV included. All located less than 2 miles from historic Litchfield Center. Our property borders on the White Memorial Foundation nature preserve, with over 40 miles of hiking trails. Mohawk Mountain Ski area in Cornwall and Ski Sundown in New Hartford are only a short drive away.

Mar 24 – 31

G$28,766 GYD per night

Guest favorite

Vacation home in Torrington

4.96 out of 5 average rating, 138 reviews

Modern/Private Five ★ /Hotel quality stay/1 BR Apt

Enjoy the comfort and tranquility of this modern apt. A lovely space to relax after a busy day. This clean and bright apt offers a tranquil residential vibe alongside quick, easy access to the Torrington downtown areas, restaurants, stores and bars. It features an open-concept layout, a neutral color scheme, wood surfaces, tasteful furnishings and decor. Designed comfortably for your stay offering WiFi, Netflix, laundry, queen bed, well equipped kitchen, and clean fresh white bed sheets.

Dec 2 – 9

G$31,356 GYD per night

Guest favorite

Guest suite in Plymouth

4.96 out of 5 average rating, 23 reviews

Secluded | Cozy | Nature

Located at the end of the cul de sac, access the Calathea guest suite by driving down the beautiful 300-ft pea stone driveway. The property sits on 2 acres surrounded by 200 year-old oak trees and greenery. You’ll find calming views as you follow the steps down to the private entrance of your stay. Plymouth is a quiet farm town located in Litchfield County, approximately 2 hrs from NYC or Boston. It’s perfect for couples, solo travelers, outdoor enthusiasts, and traveling/remote workers.

Oct 16 – 23

G$21,413 GYD per night

Guest favorite

Home in Plymouth

4.98 out of 5 average rating, 82 reviews

Charming 3BR Hill House w/Arcade *Remodeled*

WOW! 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 & movie, dinner & drinks at the bar, and has a game/arcade room with an arcade, foosball, checkers/chess, and board games. See below for a video tour.

Feb 18 – 25

G$44,153 GYD per night

Guest favorite

Apartment in Torrington

4.98 out of 5 average rating, 122 reviews

Apartment on Main St.

Hidden gem. Large combined living room/bedroom apt with separate kitchen and balcony. Private entrance. This is 1 unit in a 3 family house. 10 to 15 minutes walking distance to downtown shops, restaurants, Warner Theatre and Nutmeg Ballet. Shared huge garden, with Koi pond and pergola. Parking in the driveway for 1 car (possibly more, message for details). WiFi and Smart TV with some local channels (no cable). 45 minutes to Bradley Airport, 2 hours to NYC, 20 minutes to ski slopes.

Aug 31 – Sep 7

G$26,920 GYD per night

Guest favorite

Home in Bristol

4.93 out of 5 average rating, 115 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.

Jan 9 – 16

G$29,675 GYD per night

Guest favorite

Apartment in Brookfield

4.94 out of 5 average rating, 186 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Jan 5 – 12

G$24,530 GYD per night

Guest favorite

Guest suite in Morris

4.99 out of 5 average rating, 344 reviews

Lakeside Private Guest Suite

Feel like you're in your own studio apartment in the spacious, bright lower level of our home! Walk out to your own private lounging/dining area. Separate entrance and parking space. Enjoy the serenity of Camp Columbia state park, as it is our extended backyard. Tip: The sunsets are beautiful! 2 hours from NYC, 30-45 minutes to local skiing and just 10 minutes to Washington Depot.

Feb 10 – 17

G$19,427 GYD per night

Guest favorite

Farm stay in West Simsbury

4.95 out of 5 average rating, 434 reviews

Flamig Farm Staycation

Very charming private farmhouse tastefully decorated situated in rural West Simsbury CT. Learn every day farm life from helping gather the 200 eggs daily and morning chores of caring for and feeding the petting zoo animals.

Mar 25 – Apr 1

G$31,604 GYD per night