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Litchfield Vacation Rentals

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Vacation Rentals in Litchfield

Charming 1870 cape cottage in Litchfield

Litchfield
10.0 out of 10, Exceptional, (66)
"Beautiful home with everything you could possibly need for a vacation. Welcoming and very kind and helpful hosts. Lovely place for a family vacation. "
United States
Susanna Z.
Charming 1870 cape cottage in Litchfield

The Jefferson Guest House, Spacious, Special Views

Litchfield
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.
$375 nightly
The price is $375
Dec 1 - Dec 2
Total with taxes and fees
The Jefferson Guest House, Spacious, Special Views

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Brookfield
9.6 out of 10, Exceptional, (4)
"The host was very kind and welcoming. The home was spacious and the perfect setting for our celebration weekend. Everyone had their own space and we had multiple spaces for group activities. We enjoyed our time and appreciate the hospitality. "
United States
Valerie V.
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

New Fairfield
9.2 out of 10, Wonderful, (34)
"Amazing beautiful place!! Everything clean!! Definitely going to come back! "
United States
Andrew E.
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

New Britain
10.0 out of 10, Exceptional, (7)
"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.
$218 nightly
The price is $246
Dec 1 - Dec 2
Total with taxes and fees
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

Cozy Lakefront Bungalow w firepit/dock/kayaks

Plymouth
9.8 out of 10, Exceptional, (39)
"Owners were there, helpful, all in all very good"
United States
Walter B.
Cozy Lakefront Bungalow w firepit/dock/kayaks

Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

Northwest Harwinton
8.6 out of 10, Excellent, (27)
"Love the place.. very clean ..loved the neighbors.. got to catch up on well needed rest.. the neighbors on the right were wonderful than the owners came and they were also wonderful also"
United States
Andrea m.
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

Antique Farmhouse Totally Restored

Sheffield
9.8 out of 10, Exceptional, (93)
"The property was beautiful. Very spacious, inside and out. "
United States
Michelle C.
Antique Farmhouse Totally Restored

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Cheshire
9.2 out of 10, Wonderful, (11)
"Needed a place to sleep for a couple of nights and this worked for us."
United States
James (Jim) L.
$145 nightly
The price is $163
Nov 30 - Dec 1
Total with taxes and fees
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

The Blue Elm - A Historic Berkshire Cottage

Sheffield
10.0 out of 10, Exceptional, (15)
"It was wonderful!! The hosts were fantastic and the place was lovely. Highly recommend. "
United States
noel s.
The Blue Elm - A Historic Berkshire Cottage

Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove

Barkhamsted
10.0 out of 10, Exceptional, (3)
"It's a wonderful house, lots of space to visit with family and the bed rooms were confortable and cozy. The host was very helpful and accesible at all times."
Spain
Heather A.
Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove

The Goshen Glass Chalet

Goshen
9.6 out of 10, Exceptional, (41)
"The place was very nice met all of our expectations. "
United States
Marie G.
The Goshen Glass Chalet

New One Bedroom Apartment Centrally Located in Southbury

Southbury
9.8 out of 10, Exceptional, (19)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
$115 nightly
The price is $129
Dec 4 - Dec 5
Total with taxes and fees
New One Bedroom Apartment Centrally Located in Southbury

Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust

Watertown
9.6 out of 10, Exceptional, (16)
"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

Lakefront Fall Foliage in New England Just 2 Hours From NYC

Sharon
10.0 out of 10, Exceptional, (87)
"Great hosts and very charming cottage. All the amenities you could want. Beautiful kayaking and birdwatching. "
United States
Paula S.
Lakefront Fall Foliage in New England Just 2 Hours From NYC

Summer Lake Cottage, private beach, Berkshire Hills, small village

Lakeville
9.4 out of 10, Exceptional, (84)
"The house has rustic charm and sits right on the lake. It is a beautiful peaceful spot. "
United States
Heather W.
Summer Lake Cottage, private beach, Berkshire Hills, small village

Candlewood Lake Retreat; Dock, Game Room & Firepit

New Milford
10.0 out of 10, Exceptional, (49)
"Everything was great! Thank you!"
United States
Ari W.
Candlewood Lake Retreat; Dock, Game Room & Firepit

Cozy 3-bedroom cabin in Woodbury. With Brook and mountain to enjoy.

Woodbury
10.0 out of 10, Exceptional, (2)
"My wife and I decided at the last minute to get away this place fit this it is a closed up ski resort the owner is so nice he actually came out went over everything with us the night we arrived the stay was amazing wood stove was the best we made a pallet on floor by the wood stove was just the best Seymour was the best and did everything to make your stay the best"
United States
Edward B.
Cozy 3-bedroom cabin in Woodbury. With Brook and mountain to enjoy.

The Sun Filled Cozy Creamery

Plainville
8.8 out of 10, Excellent, (24)
"Very cozy and comfortable.The location was perfect for our stay in the area."
United States
Heather T.
$354 nightly
The price is $390
Dec 22 - Dec 23
Total with taxes and fees
The Sun Filled Cozy Creamery

Cozy & Serene Cabin with Fireplace, Ski Nearby!

Bethlehem
10.0 out of 10, Exceptional, (35)
"Awesome location and cottage. So peaceful and easy. Would 100% book again "
United States
Leah G.
Cozy & Serene Cabin with Fireplace, Ski Nearby!
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

Find out more about Litchfield

Everything you need to know about Litchfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Litchfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Litchfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Litchfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Litchfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Litchfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $129 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Litchfield rentals

At Expedia, we put the best Litchfield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Litchfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Litchfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Litchfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Charming 1870 cape cottage in Litchfield: Visitors give good reviews to this Litchfield vacation home rental, which offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals will I find in Litchfield?

Choose from 18 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 Litchfield Historical Society Museum, whereas Litchfield Town Green and Bantam Lake are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Mohawk Mountain State Forest and Mohawk Mountain State Park.

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.