Holiday rentals in Litchfield

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Litchfield

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

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!

3–10 Aug

₹5,993 per night
Guest favourite

Guest suite in Goshen

4.95 out of 5 average rating, 140 reviews

Birchwood Hide-Away

Birchwood Hide-away is the ideal spot for the relaxing getaway in the foot of the Berkshire Mountains. This beautiful, 2 bedroom lower level apartment is bathed in natural light with a gorgeous wooded backdrop. A full kitchen, 2 full bathrooms and big living room make this the easy spot to come back after a hike, kayak, lake day or ski trip to put your feet up. Easy, private access to this location make getting in and out a breeze. Wineries, chocolatiers and distilleries all within minutes.

17–24 Apr

₹12,760 per night
Guest favourite

Guest suite in Bethlehem

4.99 out of 5 average rating, 194 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.

9–16 May

₹14,078 per night

Popular amenities for Litchfield holiday rentals

Stay near Litchfield's top sights

White Memorial Conservation Center71 locals recommend
Arethusa Farm Dairy73 locals recommend
Bohemian Pizza17 locals recommend
@ the Corner34 locals recommend
Crabby Al's Seafood Restaurant3 locals recommend
Topsmead State Forest31 locals recommend

Other great holiday rentals in Litchfield

Guest favourite

Guest suite in Litchfield

4.98 out of 5 average rating, 41 reviews

Spacious private guest suite at Gray Rock Farm

3–10 Jun

₹11,535 per night
Guest favourite

Flat in Litchfield

4.97 out of 5 average rating, 35 reviews

The Litchfield Nook - Cozy Uptown Apartment

30 Jul – 6 Aug

₹15,609 per night
Guest favourite

Guest house in Litchfield

4.89 out of 5 average rating, 9 reviews

Cozy remodeled Cottage

11–18 Jun

₹15,327 per night
Guest favourite

Home in Litchfield

4.97 out of 5 average rating, 36 reviews

Adorable, fully renovated house in Litchfield, CT!

16–23 Apr

₹24,082 per night
Superhost

Chalet in Litchfield

5.0 out of 5 average rating, 4 reviews

SerenityCT

26 Feb – 5 Mar

₹38,956 per night
Guest favourite

Cottage in Bethlehem

5.0 out of 5 average rating, 27 reviews

Cottage Getaway | Peaceful Setting | Pet Friendly

6–13 Sep

₹20,268 per night
Guest favourite

Guest suite in Litchfield

4.94 out of 5 average rating, 85 reviews

Country Suite

6–13 Oct

₹13,228 per night
Guest favourite

Guest house in Sharon

5.0 out of 5 average rating, 59 reviews

Cottage with a Waterfall View

19–26 Aug

₹9,076 per night
Guest favourite

Flat in Bethlehem

5.0 out of 5 average rating, 77 reviews

C&C Rush Haven Farm, A Sanctuary for All Life!

30 Sep – 7 Oct

₹11,811 per night
Guest favourite

Guest suite in Plymouth

5.0 out of 5 average rating, 20 reviews

Secluded | Cozy | Nature

10–17 Nov

₹8,211 per night
Guest favourite

Home in Morris

5.0 out of 5 average rating, 18 reviews

Historical Luxury Farm House w/ Guest House

16–23 Apr

₹45,706 per night
Guest favourite

Farm stay in Bethlehem

5.0 out of 5 average rating, 10 reviews

The Loft @ Sun One Organic Farm

24 Feb – 3 Mar

₹6,688 per night

Quick stats about holiday rentals in Litchfield

Total rentals

130 properties

Rentals with a pool

20 properties have a pool

Pet-friendly rentals

50 properties allow pets

Family-friendly rentals

100 properties are a good fit for families

Total number of reviews

5T reviews

Nightly prices starting at

₹7,504 before taxes and fees

Destinations to explore