Litchfield vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Litchfield

Guests agree: these vacation rentals 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!

Aug 20 – 27

ﺩ.ﺇ264 per night

Guest favorite

Guest suite in Goshen

4.95 out of 5 average rating, 141 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.

Jul 7 – 14

ﺩ.ﺇ563 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.

Jun 1 – 8

ﺩ.ﺇ620 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.

Oct 29 – Nov 5

ﺩ.ﺇ507 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.

Sep 26 – Oct 3

ﺩ.ﺇ582 per night

Guest favorite

Cottage in Goshen

4.98 out of 5 average rating, 103 reviews

Country Cottage in Goshen

Quaint country cottage, with beautiful hardwood floors, screened in porch, claw foot bathtub and lots of antiques set on a naturally landscaped 1 acre property. The original cottage was built in 1932, but was completely renovated in the last 5 years. 650 square feet with a bedroom, bathroom, lounge on the 2nd floor loft, and an open floor plan with living area, dining area and kitchen on the first floor. French doors lead from the dining area to a large screened in porch.

Nov 19 – 26

ﺩ.ﺇ503 per night

Guest favorite

Home in Litchfield

4.83 out of 5 average rating, 112 reviews

Heart of Litchfield Apartment - Steps From Town

Conveniently located just steps from downtown Litchfield in the George Bolles home built in 1830. This one bedroom apartment is located in the front section of a two family home located in the heart of the historic district in one of Litchfield's most sought after neighborhoods. Well-furnished and well-maintained 1,000-square-feet of living space just a stone’s throw of the Green, and walking distance to dining, shopping, and White Memorial Nature Preserve.

Dec 31 – Jan 7

ﺩ.ﺇ631 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.

Feb 9 – 16

ﺩ.ﺇ434 per night

Guest favorite

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.

Feb 5 – 12

ﺩ.ﺇ982 per night

Guest favorite

Guesthouse in Granby

4.99 out of 5 average rating, 706 reviews

Windy Top Cottage ~ A Romantic "European" Getaway

The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to 'summer' in the early part of the 20th Century. The cottage was the quarters for the domestic staff while the family was in North Granby. With an elevation of 970, we offer clean, fresh country air!

Feb 15 – 22

ﺩ.ﺇ594 per night

Guest favorite

Guest suite in Morris

4.99 out of 5 average rating, 340 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.

Jan 21 – 28

ﺩ.ﺇ344 per night

Superhost

Apartment in Litchfield

4.84 out of 5 average rating, 172 reviews

The Village Apt

Bright apartment overlooking the historic Litchfield Green. Housed above the popular Village Restaurant in the center of town. Walking distances to fine restaurants, shopping, antique shops and jewelry stores. Close proximity to local vineyards, hiking trails, the famous White Flower Farm.

Nov 12 – 19

ﺩ.ﺇ573 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Litchfield vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Litchfield's top sights

Arethusa Farm Dairy73 locals recommend

White Memorial Conservation Center71 locals recommend

Bohemian Pizza17 locals recommend

@ the Corner34 locals recommend

Crabby Al's Seafood Restaurant3 locals recommend

Topsmead State Forest31 locals recommend

Other great vacation rentals in Litchfield

Superhost

Home in Litchfield

4.86 out of 5 average rating, 295 reviews

Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ

Nov 20 – 27

ﺩ.ﺇ1,107 per night

Guest favorite

Home in Cornwall

4.92 out of 5 average rating, 226 reviews

Secluded modern forest cabin with private brook

Oct 26 – Nov 2

ﺩ.ﺇ842 per night

Guest favorite

Apartment in Litchfield

4.98 out of 5 average rating, 91 reviews

Artist's Garden Apartment

Sep 22 – 29

ﺩ.ﺇ493 per night

Guest favorite

Guesthouse in Litchfield

5.0 out of 5 average rating, 13 reviews

Bantam Woods Retreat - 2 bedrooms with queen beds

Aug 19 – 26

ﺩ.ﺇ822 per night

Guest favorite

Apartment in Litchfield

4.97 out of 5 average rating, 37 reviews

The Litchfield Nook - Cozy Uptown Apartment

Aug 13 – 20

ﺩ.ﺇ698 per night

Guest favorite

Home in Cornwall

4.98 out of 5 average rating, 52 reviews

The Brookside Barn

Dec 27 – Jan 3

ﺩ.ﺇ587 per night

Guest favorite

Cottage in Bethlehem

5.0 out of 5 average rating, 32 reviews

Cottage Getaway | Peaceful Setting | Pet Friendly

Oct 13 – 20

ﺩ.ﺇ745 per night

Guest favorite

Guest suite in Litchfield

4.98 out of 5 average rating, 42 reviews

Spacious private guest suite at Gray Rock Farm

Dec 3 – 10

ﺩ.ﺇ517 per night

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Other great vacation rentals in Litchfield

Guest favorite

Guesthouse in Sharon

5.0 out of 5 average rating, 65 reviews

Cottage with a Waterfall View

Sep 26 – Oct 3

ﺩ.ﺇ400 per night

Guest favorite

Apartment in Middlebury

4.98 out of 5 average rating, 64 reviews

Cozy Apartment with Water View of Brook

Oct 4 – 11

ﺩ.ﺇ400 per night

Guest favorite

Camper/RV in Litchfield

5.0 out of 5 average rating, 50 reviews

Whispering Winds at Westover Estate

Aug 24 – 31

ﺩ.ﺇ411 per night

Guest favorite

Home in Torrington

4.99 out of 5 average rating, 85 reviews

Country living at it's finest

Jul 28 – Aug 4

ﺩ.ﺇ486 per night

Guest favorite

Guest suite in Kent

5.0 out of 5 average rating, 57 reviews

Bright 1-bedroom in walking distance to town

Feb 3 – 10

ﺩ.ﺇ457 per night

Guest favorite

Apartment in Litchfield

5.0 out of 5 average rating, 18 reviews

Peaceful Barn Retreat

May 30 – Jun 6

ﺩ.ﺇ812 per night

Guest favorite

Apartment in Bethlehem

5.0 out of 5 average rating, 77 reviews

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

May 1 – 8

ﺩ.ﺇ520 per night

Guest favorite

Cabin in Bethlehem

4.97 out of 5 average rating, 31 reviews

Access to Lake Private Beach, A/C

Jan 15 – 22

ﺩ.ﺇ764 per night

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Quick stats about vacation 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
5.1K reviews
Nightly prices starting at
ﺩ.ﺇ331 before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Litchfield?
Yes! Work meets play with ease at over 80 vacation rentals in Litchfield featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Litchfield?
Four-legged friends are welcome in Litchfield. Choose from more than 50 vacation rentals for guests traveling with pets.
Are there Litchfield vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Litchfield, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Litchfield have air conditioning?
Absolutely! We offer over 70 house rentals with air conditioning in Litchfield. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Litchfield have a bbq area?
Absolutely! We offer over 10 cabin rentals with a bbq area in Litchfield. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Litchfield have a gym?
Absolutely! We offer over 20 house rentals with a gym in Litchfield. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Litchfield?
Litchfield has more than 70 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Litchfield?
Experience the best of Litchfield with our apartment rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Litchfield have wifi?
Absolutely! We offer over 80 house rentals with wifi in Litchfield. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Litchfield?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Litchfield vacation rentals

Top-rated vacation rentals in Litchfield

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Litchfield vacation rentals

Stay near Litchfield's top sights

Other great vacation rentals in Litchfield

Home in Litchfield

Home in Cornwall

Apartment in Litchfield

Guesthouse in Litchfield

Apartment in Litchfield

Home in Cornwall

Cottage in Bethlehem

Guest suite in Litchfield

Other great vacation rentals in Litchfield

Guesthouse in Sharon

Apartment in Middlebury

Camper/RV in Litchfield

Home in Torrington

Guest suite in Kent

Apartment in Litchfield

Apartment in Bethlehem

Cabin in Bethlehem

Quick stats about vacation rentals in Litchfield

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Litchfield?

Are there pet-friendly vacation rentals in Litchfield?

Are there Litchfield vacation rentals on Airbnb with pools?

Do house rentals in Litchfield have air conditioning?

Do cabin rentals in Litchfield have a bbq area?

Do house rentals in Litchfield have a gym?

Are there family-friendly house rentals in Litchfield?

How much does it cost to stay in apartment rentals in Litchfield?

Do house rentals in Litchfield have wifi?

What are the most popular amenities for Apartment Rentals in Litchfield?

Destinations to explore