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Litchfield Historic District Holiday Rentals

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Holiday Rentals in Litchfield Historic District

Our top choices for Litchfield Historic District holiday rentals

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

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

8.8 out of 10, Excellent, (24)
"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, (81)
"Wonderful time, beautiful lakeside view"
Lakefront Fall Foliage in New England Just 2 Hours From NYC

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

Whispering Estate Guest House - A Romantic Countryside Getaway

10.0 out of 10, Exceptional, (2)
"Beautiful property and great location. A true retreat. "
The price is AU$1,770
includes taxes & fees
23 Sept - 24 Sept
Whispering Estate Guest House - A Romantic Countryside Getaway

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

10.0 out of 10, Exceptional, (60)
"We were visiting University of Hartford and this was the perfect place to stay outside of the city. Great space with all the conveniences of home. Wonderful food options within walking distance. "
The price is AU$678
includes taxes & fees
22 Sept - 23 Sept
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

New One Bedroom Apartment Centrally Located in Southbury

9.6 out of 10, Exceptional, (10)
"Excellent place in an excellent location. Charles is a wonderful host. Will be staying there again. "
The price is AU$190
includes taxes & fees
28 Sept - 29 Sept
New One Bedroom Apartment Centrally Located in Southbury

The Goshen Glass Chalet

9.6 out of 10, Exceptional, (40)
"we couldn't ask for a better place. It had all the conveniences we like. The host did a great job here."
The Goshen Glass Chalet

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)
"Overall rating 5/5. I would recommend this home to other families and would stay again. "
Litchfield County Four Season Country Paradise

Mid Century Modern Studio w/ Full Kitchen - Newly Built

9.6 out of 10, Exceptional, (4)
"We had a great stay, very cute town and close to our destination "
The price is AU$373
includes taxes & fees
21 Sept - 22 Sept
Mid Century Modern Studio w/ Full Kitchen - Newly Built

Cozy quite private location that makes you feel like home

9.8 out of 10, Exceptional, (10)
"this is a beautiful home very peaceful nothing but bored chirping in the morning i loved it and would book again. "
Cozy quite private location that makes you feel like home

Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!

10.0 out of 10, Exceptional, (125)
"A delightful place. Having the lake to ourselves with magnificent views plus a property that has plenty to keep everyone active--including the very active 4 year old in our group--was amazing. Do note that the downstairs bathroom has narrow doors so mobility impaired people may not be able to access it without assistance. "
Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!

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 AU$462
includes taxes & fees
21 Sept - 22 Sept
Private Apartment in Southbury 102

Lakefront Tranquility/Fishermans Delight

9.8 out of 10, Exceptional, (20)
"Great cabin very relaxing"
Lakefront Tranquility/Fishermans Delight

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

9.6 out of 10, Exceptional, (14)
"We really enjoyed being able to stay at such a beautiful home. Between the animals and the hot tub view - the serenity will be hard to match elsewhere!"
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust

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 AU$504
includes taxes & fees
23 Sept - 24 Sept
Private Apartment in Southbury 101

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

10.0 out of 10, Exceptional, (4)
"This ground level apartment is comfortable and exceptionally clean, and above all its location in a bucolic setting made our two night stay peaceful and restful. Knowing location of the key made the check-in very easy, and the kitchen facilities met our needs. "
Charming 2-bedroom apartment waterfront with WiFi, lovely New Milford

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 AU$292
includes taxes & fees
4 Oct - 5 Oct
Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm

CT Gate House Goshen CT, Gate House Goshen CT

2.5 star property
10.0 out of 10, Exceptional, (5)
"Wonderful stay. It really is a gate house. The property is beautiful and the house is spacious. If I was eloquent,I could go on and on... "
The price is AU$1,001
includes taxes & fees
24 Sept - 25 Sept
CT Gate House Goshen CT, Gate House Goshen CT
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, 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 favourite 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 depend 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 AU$190 per night. Entering your travel dates in the search wizard might find you 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.