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!

Sep 10 – 17

G$14,985 GYD per night

Guest favorite

Guest suite in Bethlehem

4.99 out of 5 average rating, 200 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.

Oct 10 – 17

G$35,300 GYD per night

Guest favorite

Guest suite in Wallingford

5.0 out of 5 average rating, 499 reviews

Wintergreen Gardens Suite @ William Becroft House

LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, pvt. entrance, sunroom, king bedroom, en-suite bath, kitchenette w/fridge, micro, coffee maker, toaster. Relax in bed with 40" HDTV with Amazon Prime, HBO Max, Netflix, premium cable. Enjoy private gardens to sun, read a book or cup of coffee. Short drive to 4 Vineyards, Theater and the train station. Coming for a special event? Book an appointment at our salon, Jimmy James Salon. Ask for info.

Aug 6 – 13

G$18,201 GYD per night

Guest favorite

Vacation home in Torrington

4.96 out of 5 average rating, 133 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.

Jan 25 – Feb 1

G$33,190 GYD per night

Guest favorite

Guest suite in Plymouth

5.0 out of 5 average rating, 21 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.

Aug 1 – 8

G$20,531 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.

Nov 17 – 24

G$44,358 GYD per night

Guest favorite

Home in Bristol

4.93 out of 5 average rating, 114 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.

Feb 24 – Mar 3

G$29,669 GYD per night

Guest favorite

Apartment in Brookfield

4.94 out of 5 average rating, 184 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.

Sep 4 – 11

G$25,334 GYD per night

Guest favorite

Home in Plymouth

5.0 out of 5 average rating, 16 reviews

Lakefront Serenity Getaway: Your Blissful Escape

Embark on a captivating vacation at our picturesque lakefront sanctuary in Plymouth, CT. Featuring 3 bedrooms, 2 baths, and mesmerizing lake views, this retreat promises pure bliss and relaxation. Nestled between the vibrant cities of NYC and Boston, it's an irresistible opportunity to immerse yourself in nature's allure and create lasting memories. Unwind, rejuvenate, and savor the beauty of a perfect getaway.

Sep 12 – 19

G$65,491 GYD per night

Guest favorite

Guest suite in Morris

4.99 out of 5 average rating, 341 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.

Oct 1 – 8

G$19,532 GYD per night

Guest favorite

Cottage in Collinsville

4.96 out of 5 average rating, 112 reviews

The Carriage House

Newly built contemporary light filled spacious 700 ft carriage house/Loft. It is walking distance to the Farmington river and downtown historic Collinsville. Just off the cycling "rails to trails" river trail, you'll find places to also kayak, fish and swim. Skiing nearby. Conveniently close to Farmington, Avon, Simsbury, West Hartford and 84 highway.

Oct 2 – 9

G$34,408 GYD per night

Guest favorite

Apartment in Bethlehem

4.94 out of 5 average rating, 225 reviews

Cozy 2nd Floor Suite In Bethlehem CT

Our private 2nd floor suite is fully equipped and easy on the budget. Sleeps 2 in comfort in queen bedroom, spacious living room and well equipped kitchenette. Dedicated workspace. Relax with Wi-Fi, Netflix, Amazon Prime, Sling TV , PBS, Pandora, etc. Free calls anywhere in the US.

Jun 25 – Jul 2

G$26,171 GYD per night