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Litchfield Vacation Rentals

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Check prices for these dates

Tonight
Oct 26 - Oct 27
Tomorrow
Oct 27 - Oct 28
Next weekend
Oct 31 - Nov 2
In two weeks
Nov 7 - Nov 9

Vacation Rentals in Litchfield

2 bedrooms, desk, iron/ironing board, WiFi
The Jefferson Guest House, Spacious, Special Views
The Jefferson Guest House, Spacious, Special Views
10.0 out of 10, Exceptional, (8)
"I stayed here for four nights, including one with my son, and it was fantastic.Everything is brand new, clean, and beautifully appointed, with every amenity you could want."
United States
Jennifer A.
The price is ￥44,574
￥57,567 total
includes taxes & fees
Oct 28 - Oct 29
The Jefferson Guest House, Spacious, Special Views
Outdoor dining
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
9.4 out of 10, Exceptional, (30)
"Stayed here to visit family and it was perfect for what we needed. Would recommend staying here. "
United States
Anonymous traveler
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Dining
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
10.0 out of 10, Exceptional, (2)
"This is a property that is very good for large family gatherings, which is how we gathered for a birthday celebration. This area of CT. is great and has lots to do.The house is in the perfect location to do all of it.Again, suits large groups well. Room for everyone."
United States
Paula R.
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
TV
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
10.0 out of 10, Exceptional, (6)
"The space was clean and light, great finishes. The home felt comfortable and was easy to find. Thank you for a wonderful weekend. "
United States
Lara S.
The price is ￥17,197
￥37,509 total
includes taxes & fees
Oct 27 - Oct 28
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
Dining
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
8.6 out of 10, Excellent, (26)
"The cabin was great! Exactly as described and pictured. The kitchen was well stocked with all the basic cooking instruments and utensils. We had a blast and would absolutely come back."
United States
Angela C.
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Exterior
Summer Lake Cottage, private beach, Berkshire Hills, small village
Summer Lake Cottage, private beach, Berkshire Hills, small village
9.4 out of 10, Exceptional, (84)
"The house is very comfortable and perfect for visiting with family and friends.We enjoyed the roomy kitchen space. The porch is great for relaxing and gazing at the tranquil lake. We appreciated the use of the canoe and the dock."
United States
Jenny P.
Summer Lake Cottage, private beach, Berkshire Hills, small village
Fridge, microwave, oven, stovetop
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
9.4 out of 10, Exceptional, (9)
"Needed a place to sleep for a couple of nights and this worked for us."
United States
James (Jim) L.
The price is ￥14,445
￥26,701 total
includes taxes & fees
Oct 27 - Oct 28
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Property grounds
Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area
Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area
9.8 out of 10, Exceptional, (6)
"Everything was amazing "
United States
MELISSA G.
Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area
TV, fireplace
Southbury Charming Studio Retreat on Beautiful Grounds — Sleeps 4
Southbury Charming Studio Retreat on Beautiful Grounds — Sleeps 4
10.0 out of 10, Exceptional, (1)
"Our stay was perfect! The studio was lovely with many nice touches. We woke up to beautiful views of the property. Our hosts were friendly and helpful. Would absolutely stay here again!"
United States
Tara F.
Southbury Charming Studio Retreat on Beautiful Grounds — Sleeps 4
Outdoor dining
The Sun Filled Cozy Creamery
The Sun Filled Cozy Creamery
8.8 out of 10, Excellent, (22)
"Nice,cozy and a reasonable rate."
United States
Rachelle B.
The price is ￥12,687
￥41,993 total
includes taxes & fees
Oct 29 - Oct 30
The Sun Filled Cozy Creamery
Dining
Guesthouse Cabin vacation rentals in Berkshire County
Guesthouse Cabin vacation rentals in Berkshire County
10.0 out of 10, Exceptional, (9)
"Really enjoyed the cabin. The pictures don’t do the view justice as it’s an amazing vista overlooking the Berkshires. "
United States
Tom S.
The price is ￥59,615
￥105,349 total
includes taxes & fees
Oct 27 - Oct 28
Guesthouse Cabin vacation rentals in Berkshire County
Outdoor dining
The Goshen Glass Chalet
The Goshen Glass Chalet
9.6 out of 10, Exceptional, (41)
"The chalet was great. Plenty of room, very cozy and in a very quiet neighborhood community. "
United States
Tracy F.
The Goshen Glass Chalet
Outdoor dining
Fun Downtown Location 2nd flr
Fun Downtown Location 2nd flr
9.8 out of 10, Exceptional, (77)
"Wonderful stay. Cute, clean, well organized, stocked and the owner was very responsive when we had a power issue that was 100% out of their control. He even shared some local recommendations including an oddities museum across the street! "
United States
Tiana C.
Fun Downtown Location 2nd flr
Fridge, microwave, oven, stovetop
Spacious 4-bedroom Modern Architecture Cozy Getaway with Fitness Room, WiFi
Spacious 4-bedroom Modern Architecture Cozy Getaway with Fitness Room, WiFi
10.0 out of 10, Exceptional, (1)
"Clean and quiet location, great place for a relaxing stay."
United States
robert p.
Spacious 4-bedroom Modern Architecture Cozy Getaway with Fitness Room, WiFi
Exterior
The Blue Elm - A Historic Berkshire Cottage
The Blue Elm - A Historic Berkshire Cottage
10.0 out of 10, Exceptional, (11)
"Everything was great...and beautiful!"
United States
Nicole L.
The price is ￥30,572
￥61,982 total
includes taxes & fees
Oct 27 - Oct 28
The Blue Elm - A Historic Berkshire Cottage
Fridge, microwave, oven, stovetop
Cozy Safe Home
Cozy Safe Home
The price is ￥35,494
￥60,996 total
includes taxes & fees
Oct 27 - Oct 28
Cozy Safe Home
Outdoor pool, a heated pool
Mountaintop Horse Farm with Heated Pool
Mountaintop Horse Farm with Heated Pool
10.0 out of 10, Exceptional, (33)
"Beautiful space and wonderful, welcoming hosts."
United States
Briana S.
Mountaintop Horse Farm with Heated Pool
Microwave, oven, stovetop, dishwasher
Spacious 3-Bedroom Home Awaits - Designed for Comfort & Relaxation!!!
Spacious 3-Bedroom Home Awaits - Designed for Comfort & Relaxation!!!
Spacious 3-Bedroom Home Awaits - Designed for Comfort & Relaxation!!!
Exterior
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
9.6 out of 10, Exceptional, (14)
"It was a great time. Loved it hear would come back again. Owner was very helpful."
United States
Nosa I.
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
Outdoor dining
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
8.8 out of 10, Excellent, (23)
"Kayak’s was wet and dirty, place was smaller than the pics … but other than that the everything else was great !!! Definitely give this place a 8/10"
United States
Anthony W.
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Litchfield Hotel Reviews

Avon Old Farms Hotel

Avon Old Farms Hotel

10/10 Excellent
"Very pleasant. Breakfast OK only concern for tin. Wish for grab bars to feel safe. Maintenance staff very friendly and accommodating "
John 2-night trip
Posted 6 hours ago
Avon Old Farms Hotel

Find out more about Litchfield

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Frequently asked questions

Can I find a vacation rental in Litchfield?

Yes, you can find vacation rentals in Litchfield close to White Memorial Conservation Center, or you can select a secluded option if you're looking for extra privacy while you relax. Our travelers say Litchfield has a good selection of restaurants. Make sure you have time to check out the golf courses and wineries during your trip.

What are some of the best vacation home rentals in Litchfield?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This vacation home rental outside of Litchfield offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Litchfield?

Choose from 15 Expedia vacation rentals in Litchfield for a memorable vacation.

What’s there to see and do in Litchfield?

Cultural attractions include White Memorial Conservation Center and Tapping Reeve House and Law School, whereas Litchfield Town Green and Bantam Lake are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Mount Tom State Park and Mohawk Mountain State Forest.

What’s a vacation rental in Litchfield like?

Vacation rentals are private properties you can book for a couple of days or more in Litchfield. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a family getaway.