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 2 – 9

R1,364 ZAR 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.

Jun 13 – 20

R2,905 ZAR per night

Guest favorite

Guest suite in Bethlehem

4.99 out of 5 average rating, 197 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 27 – Aug 3

R3,534 ZAR per night

Guest favorite

Apartment in Litchfield

4.98 out of 5 average rating, 118 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 6 – 13

R2,619 ZAR per night

Guest favorite

Vacation home in Torrington

4.97 out of 5 average rating, 130 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.

Oct 30 – Nov 6

R2,963 ZAR 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.

Oct 14 – 21

R2,600 ZAR per night

Guest favorite

Cottage in Litchfield

4.89 out of 5 average rating, 254 reviews

Litchfield - Hot Tub - Mohawk Mountain - Fireplace

This vintage style cottage offers guests a comfortable and convenient stay in Litchfield with it’s range of amenities. Essential amenities include air conditioning, cooking basics, a dedicated workspace, dishes and silverware, a dryer, hair dryer, heating, hot tub, kitchen, TV, washer, and Wi-Fi. 5 Min - Litchfield Town center 9 Min - Arethusa Dairy farm- Restaurant 10 Min - White Memorial Conservation Center 8 Min - Bantam Lake 19 Min - Mohawk Mountain Ski Area

Jul 11 – 18

R8,019 ZAR 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.

Jul 18 – 25

R3,337 ZAR per night

Guest favorite

Apartment in Brookfield

4.94 out of 5 average rating, 183 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.

Mar 12 – 19

R2,246 ZAR per night

Guest favorite

Home in Bethlehem

4.97 out of 5 average rating, 260 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.

Jan 3 – 10

R5,074 ZAR 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.

Mar 24 – 31

R1,778 ZAR per night

Superhost

Apartment in Litchfield

4.84 out of 5 average rating, 171 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.

Mar 26 – Apr 2

R2,967 ZAR 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

Guest favorite

Guesthouse in Granby

4.99 out of 5 average rating, 703 reviews

Windy Top Cottage ~ A Romantic "European" Getaway

Jan 22 – 29

R3,071 ZAR per night

Guest favorite

Apartment in Litchfield

4.98 out of 5 average rating, 91 reviews

Artist's Garden Apartment

Aug 19 – 26

R2,550 ZAR per night

Guest favorite

Guesthouse in Litchfield

5.0 out of 5 average rating, 12 reviews

Bantam Woods Retreat - 2 bedrooms with queen beds

Aug 31 – Sep 7

R4,247 ZAR 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

Aug 25 – Sep 1

R2,683 ZAR per night

Guest favorite

Apartment in Litchfield

4.97 out of 5 average rating, 36 reviews

The Litchfield Nook - Cozy Uptown Apartment

Sep 8 – 15

R3,726 ZAR per night

Guest favorite

Guesthouse in Litchfield

4.89 out of 5 average rating, 9 reviews

Cozy remodeled Cottage

May 10 – 17

R3,431 ZAR per night

Guest favorite

Chalet in Litchfield

5.0 out of 5 average rating, 5 reviews

SerenityCT

Feb 18 – 25

R8,869 ZAR per night

Guest favorite

Home in Cornwall

4.98 out of 5 average rating, 51 reviews

The Brookside Barn

Jan 23 – 30

R3,033 ZAR per night

Show all

Other great vacation rentals in Litchfield

Guest favorite

Guesthouse in Sharon

5.0 out of 5 average rating, 63 reviews

Cottage with a Waterfall View

Sep 26 – Oct 3

R2,066 ZAR per night

Guest favorite

Apartment in Litchfield

5.0 out of 5 average rating, 18 reviews

Peaceful Barn Retreat

Jun 2 – 9

R3,974 ZAR per night

Guest favorite

Home in Litchfield

5.0 out of 5 average rating, 19 reviews

The Doctor’s 1781 House on the Litchfield Green

Sep 15 – 22

R5,191 ZAR per night

Guest favorite

Home in Morris

5.0 out of 5 average rating, 18 reviews

Historical Luxury Farm House w/ Guest House

Sep 23 – 30

R18,723 ZAR per night

Guest favorite

Home in Cornwall

5.0 out of 5 average rating, 16 reviews

The Farmhouse

Jul 19 – 26

R3,584 ZAR 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!

Apr 24 – May 1

R2,689 ZAR per night

Guest favorite

Cabin in Bethlehem

4.97 out of 5 average rating, 30 reviews

Access to Lake Private Beach, A/C

Nov 18 – 25

R3,949 ZAR per night

Guest favorite

Cottage in Morris

5.0 out of 5 average rating, 43 reviews

Modern, cozy 3 bedroom lakeside cottage

Nov 3 – 10

R9,848 ZAR per night

Show all

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	R1,708 ZAR 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 cottage rentals in Litchfield?
Experience the best of Litchfield with our cottage rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cottage rentals in Litchfield have wifi?
Absolutely! We offer over 10 cottage rentals with wifi in Litchfield. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Litchfield?
Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with a bbq area, over 80 homes with wifi, over 70 homes with air conditioning, over 20 homes with a gym, 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

Guesthouse in Granby

Apartment in Litchfield

Guesthouse in Litchfield

Guest suite in Litchfield

Apartment in Litchfield

Guesthouse in Litchfield

Chalet in Litchfield

Home in Cornwall

Other great vacation rentals in Litchfield

Guesthouse in Sharon

Apartment in Litchfield

Home in Litchfield

Home in Morris

Home in Cornwall

Apartment in Bethlehem

Cabin in Bethlehem

Cottage in Morris

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 cottage rentals in Litchfield?

Do cottage rentals in Litchfield have wifi?

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

Destinations to explore