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Litchfield Holiday Rentals

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Holiday Rentals in Litchfield

The Jefferson Guest House, Spacious, Special Views
10.0 out of 10, Exceptional, (7)
"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."
The price is NZ$616
includes taxes & fees
17 Oct - 18 Oct
The Jefferson Guest House, Spacious, Special Views
CT Gate House Goshen CT, Gate House Goshen CT
2.5 star property
10.0 out of 10, Exceptional, (6)
"The property was great and the house was huge even for all 12 of us "
The price is NZ$912
includes taxes & fees
26 Oct - 27 Oct
CT Gate House Goshen CT, Gate House Goshen CT
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. "
The price is NZ$1,251
includes taxes & fees
26 Oct - 27 Oct
Guesthouse Cabin vacation rentals in Berkshire County
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
9.6 out of 10, Exceptional, (4)
"The check-in process was easy and all instructions were clear. Jonathan, the owner, was very responsive and easy to get a hold of if I had any questions. The place was cute, clean, and perfect for what I needed (a place to stay during my medical school rotation). As the review says, it is not ideal for taller guests as the roof slopes down in certain areas, but I found the place cozy."
The price is NZ$479
includes taxes & fees
16 Oct - 17 Oct
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
New One Bedroom Apartment Centrally Located in Southbury
9.8 out of 10, Exceptional, (11)
"Excellent place in an excellent location. Charles is a wonderful host. Will be staying there again. "
The price is NZ$216
includes taxes & fees
27 Oct - 28 Oct
New One Bedroom Apartment Centrally Located in Southbury
Hoppy Hill Farm House
9.4 out of 10, Exceptional, (3)
"The cabin was perfect. Had everything we needed and clear directions. "
The price is NZ$341
includes taxes & fees
22 Oct - 23 Oct
Hoppy Hill Farm House
The Sun Filled Cozy Creamery
8.8 out of 10, Excellent, (22)
"Nice,cozy and a reasonable rate."
The price is NZ$481
includes taxes & fees
19 Oct - 20 Oct
The Sun Filled Cozy Creamery
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
The price is NZ$534
includes taxes & fees
19 Oct - 20 Oct
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
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."
The price is NZ$306
includes taxes & fees
16 Oct - 17 Oct
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
J Suite on John Smith
2.0 star property
6.0 out of 10, (3)
"Did not stay even one night. Was charged anyway. The driveway, walkway and stairs were dangerously icy and poorly treated considering the weather. Moved to a hotel."
The price is NZ$389
includes taxes & fees
17 Oct - 18 Oct
J Suite on John Smith
The Old Avon 1800 Manor
2.0 star property
The Old Avon 1800 Manor
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
9.8 out of 10, Exceptional, (7)
"Great night stay! Wonderful place would definitely recommend! "
The price is NZ$214
includes taxes & fees
26 Oct - 27 Oct
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
10.0 out of 10, Exceptional, (5)
"The space was clean and light, great finishes. The home felt comfortable and was easy to find. Thank you for a wonderful weekend. "
The price is NZ$465
includes taxes & fees
3 Nov - 4 Nov
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
The Historic Hideaway
2.0 star property
7.0 out of 10, Good, (2)
"House exactly as listed. We had a question and the property owner replied instantly - great communication. Close to Talcott Mountain which was an amazing hike with beautiful views. "
The price is NZ$542
includes taxes & fees
20 Oct - 21 Oct
The Historic Hideaway
Las Flores Villa
5.0 star property
10.0 out of 10, Exceptional, (1)
The price is NZ$2,747
includes taxes & fees
16 Oct - 17 Oct
Las Flores Villa
The Blue Elm - A Historic Berkshire Cottage
10.0 out of 10, Exceptional, (11)
"Everything was great...and beautiful!"
The price is NZ$708
includes taxes & fees
20 Oct - 21 Oct
The Blue Elm - A Historic Berkshire Cottage
Sun Filled Lake House Living
2.0 star property
6.0 out of 10, (3)
"Enjoyed my stayConvenient location for restaurants, shopping etcHome was clean and neat and in a nice quiet neighborhood Good value"
The price is NZ$501
includes taxes & fees
28 Oct - 29 Oct
Sun Filled Lake House Living
Mid Century Modern Studio w/ Full Kitchen - Newly Built
9.6 out of 10, Exceptional, (5)
"Super cute, clean, and convenient for our quick trip to The Millbrook School."
The price is NZ$504
includes taxes & fees
20 Oct - 21 Oct
Mid Century Modern Studio w/ Full Kitchen - Newly Built
KING BED, Affordable Classic Bristol Home Sleep 8+
The price is NZ$492
includes taxes & fees
22 Oct - 23 Oct
KING BED, Affordable Classic Bristol Home Sleep 8+
1-bedroom vacation home 22 minutes from Quinnipiac University
9.6 out of 10, Exceptional, (4)
"Very clean and the host was great "
The price is NZ$694
includes taxes & fees
31 Oct - 1 Nov
1-bedroom vacation home 22 minutes from Quinnipiac University
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 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 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Litchfield holiday 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 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 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 holiday rentals we have selected for you start as low as NZ$306 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Litchfield rentals

At Expedia, we put the best Litchfield 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 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 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. 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 holiday rental in Litchfield?

Yes, there are holiday rentals in Litchfield close to White Memorial Conservation Center, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that Litchfield has to offer?

Lakefront Fall Foliage in New England Just 2 Hours From NYC: This holiday home rental outside of Litchfield 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 will I find in Litchfield?

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

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 holiday rental in Litchfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Litchfield. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for families.