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Holiday Rentals in Litchfield Historic District

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Holiday Rentals in Litchfield Historic District

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

8.8 out of 10, Excellent, (25)
"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."
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

Lakefront Fall Foliage in New England Just 2 Hours From NYC

10.0 out of 10, Exceptional, (83)
"Great location and fully equipped cabin! I hope to return sometime soon Everything was perfect!"
Lakefront Fall Foliage in New England Just 2 Hours From NYC

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

9.4 out of 10, Exceptional, (82)
"The house has rustic charm and sits right on the lake. It is a beautiful peaceful spot. "
Summer Lake Cottage, private beach, Berkshire Hills, small village

Whispering Estate Guest House - A Romantic Countryside Getaway

10.0 out of 10, Exceptional, (3)
"Beautiful property and great location. A true retreat. "
The price is €1,072
includes taxes & fees
16 Oct - 17 Oct
Whispering Estate Guest House - A Romantic Countryside Getaway

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

10.0 out of 10, Exceptional, (2)
"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."
Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove

The Goshen Glass Chalet

9.6 out of 10, Exceptional, (40)
"The chalet was great. Plenty of room, very cozy and in a very quiet neighborhood community. "
The Goshen Glass Chalet

Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area

10.0 out of 10, Exceptional, (5)
"Everything was amazing "
Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

10.0 out of 10, Exceptional, (61)
"There is a lot of fun things to do close by. The house was spotless and it was nice to relax on the sofa or outside patio and look at the river. "
The price is €427
includes taxes & fees
22 Oct - 23 Oct
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Charming 2-bedroom apartment waterfront with WiFi, lovely New Milford

10.0 out of 10, Exceptional, (6)
"We were in town for a family wedding and found this quaint little apartment that was quiet and secluded. Being on the river we did find a lot of bugs, but nothing we couldnt handle. The owners were extremely nice and responsive and we had a wonderful stay. "
The price is €312
includes taxes & fees
9 Oct - 10 Oct
Charming 2-bedroom apartment waterfront with WiFi, lovely New Milford

The Sun Filled Cozy Creamery

8.8 out of 10, Excellent, (21)
"Nice,cozy and a reasonable rate."
The price is €243
includes taxes & fees
8 Oct - 9 Oct
The Sun Filled Cozy Creamery

Private Apartment in Southbury 103

10.0 out of 10, Exceptional, (2)
"Property management team was very quick to respond to any question or issue I had. Excellent location around eateries and activities "
The price is €267
includes taxes & fees
4 Nov - 5 Nov
Private Apartment in Southbury 103

Creekside Retreat Tent

10.0 out of 10, Exceptional, (4)
"It was sn awesome true camping experience 😀 "
The price is €168
includes taxes & fees
20 Oct - 21 Oct
Creekside Retreat Tent

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."
Spacious 4-bedroom Modern Architecture Cozy Getaway with Fitness Room, WiFi

Litchfield County Four Season Country Paradise

9.6 out of 10, Exceptional, (50)
"As advertised, easy place to hang with friends. "
Litchfield County Four Season Country Paradise

Cozy Lakefront Bungalow w firepit/dock/kayaks

10.0 out of 10, Exceptional, (35)
"Cozy and peaceful property. Well maintained and spacious. Everything you need and more. Located in a wonderful neighborhood and close to restaurants and attractions. This little bungalow will one we love to return to. Thank you for sharing it with us."
Cozy Lakefront Bungalow w firepit/dock/kayaks

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

9.6 out of 10, Exceptional, (14)
"The house is huge with plenty of room and tons of features! Pool and hot tubs were lots of fun and the game room is full of games and tables to keep the kids happy.The location is very secluded and private, with easy access to stores and restaurants right down the street if needed.Brian was very responsive and easy to work with before and during our stay."
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust

Private Apartment in Southbury 102

9.6 out of 10, Exceptional, (4)
"Overall we had a great stay, the split unit air conditioner stopped working after a few days but the property manager quickly resolved the problem as temperatures were rising. Kitchen in the apartment is equipped for a long stay as it had most of what we needed. Would recommend. "
The price is €300
includes taxes & fees
7 Nov - 8 Nov
Private Apartment in Southbury 102

Private Apartment in Southbury 101

9.4 out of 10, Exceptional, (6)
"Great stay. Clean, open space, easy access, and a nice pond in back to bring the dog. Would come back again."
The price is €300
includes taxes & fees
7 Nov - 8 Nov
Private Apartment in Southbury 101

Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm

1.0 star property
8.0 out of 10, Very good, (1)
"We camped at Freedom Farm and enjoyed the secluded woods setting for our tent. Everything was clean and well prepared for our stay, and the hosts were friendly and helpful. It is beautifully situated and is a short drive from some excellent hiking and biking in nearby state parks. I think a couple of things, though, could be improved. The tent was set up on an incline, which made sleeping a bit less comfortable than it might have been. I would recommend that the hosts build a level platform...
The price is €168
includes taxes & fees
20 Oct - 21 Oct
Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm

Wake Up on the Water, Ski by NoonWake Up on the Water, Ski by Noon

8.0 out of 10, Very good, (1)
"This home was so gorgeous! I want to buy it I loved it so much lol. It was very clean, a little hard to find especially arriving in the dark but not too bad. Waking up and walking out to the lake was so worth it! Very peaceful. The neighbors dog did wake us up Every morning we were there, didn’t enjoy waking up to his barking lol. The home itself was a perfect size, had everything we needed and more to enjoy the home and lake. Loved the cabin aesthetic on the bottom floor. We enjoyed making...
Wake Up on the Water, Ski by NoonWake Up on the Water, Ski by Noon
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 Historic District Hotel Reviews

Find out more about Litchfield Historic District

Find out more about Litchfield Historic District

Everything you need to know about Litchfield Historic District holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Litchfield Historic District holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 Historic District holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Litchfield Historic District holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Litchfield Historic District holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Litchfield Historic District holiday rentals we have selected for you start as low as €168 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Litchfield Historic District rentals

At Expedia, we put the best Litchfield Historic District holiday 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 Historic District 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 Historic District holiday.

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 Historic District. 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

Are there holiday rentals in Litchfield Historic District?

Yes, there are holiday rentals close to the most popular sights in Litchfield Historic District, or you can select a more secluded option if you're looking for a relaxing stay. Litchfield Historic District is known for its parks and museums.

What are some of the best holiday rentals that Litchfield Historic District has to offer?

Lakefront Fall Foliage in New England Just 2 Hours From NYC: This holiday home rental outside of Litchfield Historic District is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a private garden and a selection of games.

How many holiday rentals are there in Litchfield Historic District?

Choose from 6 Expedia holiday rentals in Litchfield Historic District for a memorable holiday.

What can I see and do in Litchfield Historic District?

Cultural attractions include Tapping Reeve House and Law School and Litchfield Historical Society Museum, whereas Litchfield Town Green and Big Cathedral Trail are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Mount Tom State Park and Topsmead State Forest.

What are holiday rentals like in Litchfield Historic District?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Litchfield Historic District. Holiday rentals provide amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for family gatherings.