Holiday rentals in Thomaston

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Top-rated holiday rentals in Thomaston

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Guest favourite

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!

15–22 Oct

$98 SGD per night

Guest favourite

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.

11–18 Aug

$248 SGD per night

Guest favourite

Flat 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.

8–15 Jan

$188 SGD per night

Guest favourite

Holiday home in Torrington

4.96 out of 5 average rating, 134 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.

13–20 Jun

$212 SGD per night

Guest favourite

Guest suite in Plymouth

4.95 out of 5 average rating, 22 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.

12–19 Jan

$134 SGD per night

Superhost

Home in Watertown

4.89 out of 5 average rating, 38 reviews

Tiny Home Away From Home - Complete Privacy, Peace

A tastefully decorated detached house; 1 br, 1 bath. Many happy guests, just check out my reviews. Clean, comfortable, and charming house with ultimate privacy. Nobody in the house to bother you. Queen size bed A sleeper sofa for an extra guest Large eat-in kitchen Walk in closet Living room with Roku TV, and super fast free Wi-Fi Keurig Coffee Machine: Free Keurig coffee pods or bring your favorite pods to feel right at home Free filtered coffee. 20% savings for 30+ days

9–16 Jun

$178 SGD per night

Guest favourite

Flat 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.

6–13 Mar

$172 SGD per night

Guest favourite

Home in Bethlehem

4.97 out of 5 average rating, 261 reviews

Litchfield County Farmhouse with a Modern Twist

Litchfield County farmhouse (c.1890) with a modern studio addition and distinctive interiors that feature a number of mid-century modern furnishings. The owners are a writer and an architect who have built a truly unique home full of original art and a large book collection. The property itself is small but it is surrounded by 250 acres of farmed conservation land and a short walk will take you past some of the most scenic farms in Litchfield County.

2–9 Apr

$363 SGD per night

Guest favourite

Guest suite in Morris

4.99 out of 5 average rating, 342 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.

9–16 Apr

$127 SGD per night

Superhost

Guest suite in Watertown

5.0 out of 5 average rating, 4 reviews

Hidden Serenity at TuKasa - Pool & Billiards

Discover serenity in our private Airbnb nestled in the heart of Litchfield County. Embrace tranquility surrounded by nature, with a dedicated workspace for productivity. Dive into relaxation with a billiards/bar room with games, a refreshing pool (during summer months), outdoor table, and firepit at your fingertips. Your perfect retreat awaits!

5–12 Oct

$227 SGD per night

Guest favourite

Dome in Bethlehem

4.88 out of 5 average rating, 314 reviews

Geodesic Dome in the Wooods

A great daylight space nested on the edge of the woods. Be close to nature but also close to our house for modern convinces in our house. Please note this space is unplugged, it has no electricity, heat or air conditioning. There is a full bathrooms for your use in our basement, 125 feet away.

27 Nov – 4 Dec

$71 SGD per night

Guest favourite

Flat 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.

18–25 Feb

$175 SGD per night