Litchfield County Holiday Rentals

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Top Cities in Litchfield County

Top Holiday Rentals Destinations in Litchfield County

Enjoy a serene lakeside view from this outdoor space with a wooden deck and glass door.

"We had a wonderful time at the cabin by the lake. Beautiful views in the Morning!! Loved it."

Stunning waterfront property with a charming detached house and beautifully maintained garden.

"This beautiful home offered plenty of space for our family of 6 adults and 2 children to enjoy a week together. "

Escape to a serene retreat surrounded by lush greenery and a swimming pool.

"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...

includes taxes & fees

11 July - 12 July

Enjoy a peaceful lakeside retreat with a barbecue grill and comfortable seating area.

"We really enjoyed our stay. The house is walking distance from the lake and a good break for anyone trying to escape the bustle of NYC. The house was very clean and we felt safe and comfortable here’s the outdoor fire pit was a very nice touch."

Enjoy a formal dining experience with a view of the surrounding forest from the large windows.

Situated in a grassy yard, this charming house features a sloped roof, chimney, and a small window.

"Host was extremely accommodating and house was as-advertised. Great spot to explore great Barrington and surrounding towns! Wood burning stove and fireplaces are a real highlight! Fire pit is not advertised on listing but there is one. Would recommend highly"

Cozy apartment with a kitchenette, featuring a stove, sink, and cabinets. The room includes a bed with a wooden frame, two windows, and a small table with a chair.

includes taxes & fees

13 July - 14 July

Enjoy a compact yet functional space with a kitchenette, dining area, and cozy living space featuring a sofa and flat-screen TV.

"I am impressed with the Lux Private Loft. Absolutely Gorgeous!!. I hope to return. The kitchen area, enormous shower, large screen t.v. I will book again as soon as possible."

includes taxes & fees

1 Aug - 2 Aug

Enjoy cooking in this well-equipped kitchen with a microwave, coffee maker, and coffee machine.

"The location was fantastic.Check-In, Parking and Check-Out easy.The images of the condo were misleading.- cockroaches were present- Floors were not swept- sofa bed sheets were still on bed and unwashed- makeup on the pillow cases from the pullout couch and the hair dryer bag- bedside furniture had broken drawers- one kitchen chair was extremely wobbly- kitchen table light did not workWe will not staying here again."

includes taxes & fees

15 July - 16 July

Enjoy serene lakeside views from the dock, where a rowboat and canoe await.

"My family and I stayed at the Lake House for the holiday. We can not say enough about the amenities, the house & the owners. We look forward to returning to this magical place for our next family reunion."

Relax by the serene lake with a dock, Adirondack chairs, and a small table.

"The house was very clean and comfortable with really nice seating inside and out with great views of the lake. Our family really enjoyed"

Relax in this stylish living area with a central sofa, two armchairs, and a balcony offering a view.

"This house was great for our group of 19 people. We went to celebrate my moms birthday and she had the best weekend. The living room is a great place for everyone to hang and the amenities were amazing. We were able to use the hot tub, go in the sauna, play pool/foosball, and it's in a great location. Highly recommend this property and they were also very easy to communicate with. "

Host gatherings on the wrap-around porch amidst lush greenery.

"We stayed for a birthday weekend with a few other couples and had a great time. There is plenty of space for everyone to spread out and each 'area' of the house is incredibly comfortable (especially the movie theater). If you need anything there are plenty of stores close by and the area is very safe. Overall, no complaints and would recommend to anyone looking for a getaway."

Guest rooms lead to a covered walkway with a tiled floor.

"Wrote to them asking for early check in around 1pm for 3pm check in, no reply. Not a problem, early check in isn’t a guarantee. Get to the property 10 mins before check in and no one is there, wait around for 30 mins, no one there, no one answering in the app, no one picking up the phone. By 340 called Vrbo who canceled my reservation around 4pm the property called asked if I left, I said I did and booked somewhere else, no apology, no reasoning, just “ok” and hung up. Thankfully there was...

includes taxes & fees

10 Aug - 11 Aug

Relax by the pool surrounded by lush greenery and a comfortable patio area.

Compact kitchen with modern cabinetry, oven, and stovetop, offering versatile cooking options.

"Overall, this property is honestly one of the nicest homes I’ve stayed at. The kitchen was nice and big and the bathroom was so pretty. I enjoyed my stay it was very nice and would love to come and stay again. I recommend this home !! The neighbor is also very nice ! they helped me find my parking spot! ❤️"

includes taxes & fees

11 July - 12 July

Relax in a serene outdoor space with a seating area, fire pit, and comfortable chairs.

"This is a beautiful home even if you live in the area and just want to spend the weekend at the lake, it’s a perfect getaway. We love that it was dog friendly. The host was wonderful and very accommodating. The house came stocked with everything that you would need for a perfect stay. "

Relax in this serene room with a large bed, stone fireplace, and forest views.

"We had a wonderful stay. The cabin was clean and comfortable! "

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Find out more about Litchfield County

Everything you need to know about Litchfield County 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 County 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 County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Litchfield County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Litchfield County. 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 County 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 County holiday rentals we have selected for you start as low as NZ$240 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Litchfield County rentals

At Expedia, we put the best Litchfield County 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 County 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 County 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 County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews in Litchfield County

5/5 Excellent

"I was impressed by the historic charm of the hotel. There is even a dedicated room detailing the history of the area, educational significance and courthouse beginnings. The court room restaurant and rooftop bar are definitely worth a visit. The rooms were spacious and clean. We will definitely be back. "

A verified traveller stayed at The Abner Hotel

Posted 1 day ago

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

5/5 Excellent

"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."

A verified traveller stayed at Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

Posted 1 month ago

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Popular Litchfield County Cities

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Litchfield County Holiday Rentals

Change your mind

Treat yourself

Be picky

Top Cities in Litchfield County

Salisbury

Top Holiday Rentals Destinations in Litchfield County

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

Spectacular Lake front house

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

Serene Hudson Valley Escape w/ Pool & Grill

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

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

Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

Magnificent Lake View

Cozy apartment in charming Hartford with AC, WiFi

Lux Boutique Large Private LOFT Pratt St Hartford

Modern Condo|DWNTN Hartord| XL Center| GYM

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

Beautiful Renovated Direct Waterfront Candlewood Lake Home~Views~Weekly Discount

Rhinebrook Estate - 8 Bed/8Bath (Sleeps 20)

Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!

Deluxe Queen Room with 2 Queen Beds

My favorite place!

Two Families, up and Down Stairs, the 2nd Floor is the Vrbos Apartment

Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

Find out more about Litchfield County

Recent reviews in Litchfield County

The Abner Hotel

Blackberry River Inn

The Litchfield Inn

Rocky River Inn

Hitching Post Country Motel

Locust Tree Bed and Breakfast LLC

Americas Best Value Inn Torrington CT

Maple Leaf Motel

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

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