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Compare 284 Vacation Homes in Litchfield with updated reviews, rates, and availability.

Stylish & Luxurious 3 BDR Home with Play Station

9.4 out of 10, Exceptional, (10)
"We needed a place for our family of 6 to stay while visiting family in the area. This place was exactly what we needed, as advertised, and the owner was quick with communications. We would definitely stay here again!"
Stylish & Luxurious 3 BDR Home with Play Station

Lakefront Cottage - Hot Tub, Game Room & Scenic Views

10.0 out of 10, Exceptional, (3)
"Everything was great. "
Lakefront Cottage - Hot Tub, Game Room & Scenic Views

Mountain View Getaway

10.0 out of 10, Exceptional, (50)
"From the moment we walked into this house , we were wowed. The incredible picturesque views that streamed in through all the wi dies in the house made us feel like we were enveloped by nature. We were able to enjoy sunsets and sunrises from the panoramic windows and the house itself was exceptionally clean, had quality appliances and everything g we would need to prepare meals. Karen and Larry, our hoses, were extremely responsive and accommodating. There were beautiful roses, snacks and...
Mountain View Getaway

Tranquil Litchfield Connecticut Retreat".

9.2 out of 10, Wonderful, (11)
"The house was cozy. Check in was easy. The washer dryer was helpful and there were plenty of towels and blankets. All 3 mattresses were quite uncomfortable, and the couches could use an upgrade. There was only one frying pan in the kitchen, which made cooking a little tricky. The windows may not have been opened for a while as it was quite dusty when I opened them to let in some fresh air. "
The price is AED 808
AED 1,160 total
includes taxes & fees
3 May - 4 May
Tranquil Litchfield Connecticut Retreat".

The Race Mountain House

2.0 star property
10.0 out of 10, Exceptional, (1)
"We loved everything about the house - it was in a great location and perfect for a weekend away with friends!"
The Race Mountain House

Cheerful 3-bedroom cottage with woodstove

10.0 out of 10, Exceptional, (36)
"Cute house that was perfectly arranged for our family. Kitchen is well stocked with spices galore! We cooked at home every night. Went hiking in both NY, CT and MA - super easy to get to all locations, beautiful views of mountains all around. Will definitely come back to this house again with our family! "
The price is AED 687
AED 1,621 total
includes taxes & fees
13 May - 14 May
Cheerful 3-bedroom cottage with woodstove

Charming 3BR Hilltop House, Newly Remodeled with Arcade

10.0 out of 10, Exceptional, (19)
"Very nice clean house. Felt like coming home after work"
Charming 3BR Hilltop House, Newly Remodeled with Arcade

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

9.6 out of 10, Exceptional, (11)
"I was pleasantly surprised! The house looked even better in person than it did in the photos. It is warm and comfortable and they had everything we needed to enjoy our time away. The house was clean and the surrounding property was well maintained. I would love to come back in the spring/summer to enjoy more of the outdoors. "
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

The Goshen Glass Chalet

9.6 out of 10, Exceptional, (34)
"This is a beautiful mid century modern house! The windows in the main room are huge and really fill the room with light, and the couch is large and comfortable. The whole space was very clean, the bathrooms had everything we needed, and the office provided a nice private place to take a zoom meeting or two. Comfortable beds, a pretty three season porch, and it was a perfect relaxing retreat for two teachers looking for peace and quiet on their spring break."
The Goshen Glass Chalet

Waterfront Family Retreat on Candlewood Lake

10.0 out of 10, Exceptional, (42)
"We had a great time staying here. This house was perfect for our group, with plenty of space for an even larger group. We had two couples and two teenagers. It was nice having two master suites, so each couple had a spacious bedroom with their own full bath. Each of the teenagers had their own bedroom upstairs, and a full bath to share. We easily could’ve had a few more people, especially if they were kids. The kitchen was set up well for cooking, we made multiple meals, and had some local...
Waterfront Family Retreat on Candlewood Lake

Litchfield County Four Season Country Paradise

9.6 out of 10, Exceptional, (40)
"Considering that area does not have convenient hotels, this location was perfect for the event we attended. It was nice of them to vacate their home so we could stay - though we wish that would have been communicated. There is no extra room with twin beds - at least not functional. The property is nice. Whomever took the pictures did a great job. It worked for us for the short time we were in the area."
Litchfield County Four Season Country Paradise

Have a quiet weekend retreat at my recently renovated riverside bungalow

Have a quiet weekend retreat at my recently renovated riverside bungalow

Large, Sunny 4 Bedroom Home Sleeps 8 and 1 minute to Five Fabulous Restaurants

10.0 out of 10, Exceptional, (39)
"Excellent stay in s as wonderful house. "
Large, Sunny 4 Bedroom Home Sleeps 8 and 1 minute to Five Fabulous Restaurants

Cozy 4 Bedroom West Hartford House

2.0 star property
9.4 out of 10, Exceptional, (3)
"This was the best property for our large family. The host was very attentive to our family. Thank again for everything."
Cozy 4 Bedroom West Hartford House

The Art House: 5-Acre, Private Getaway with Fireplace

9.8 out of 10, Exceptional, (13)
"Great weekend "
The Art House: 5-Acre, Private Getaway with Fireplace

Hilltop House

10.0 out of 10, Exceptional, (5)
"We enjoyed our stay so much. This house is great - location is great - house is clean and spacious and a great floor plan!"
Hilltop House

Immaculate waterfront home nestled in the Litchfield hills w/ tons of...

9.6 out of 10, Exceptional, (24)
"We made happy memories over a cold January weekend. We cooked together, sat around the fire, played games and dozed in comfortable beds with high quality linens. We enjoyed the view of the water and the twinkling lights on the property at night. The steam shower was divine. If you like cooking, bring good knives, a veggie peeler and good pans. Plenty of glassware and dishes and some cookware provided. "
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...

Antique Farmhouse Totally Restored

9.8 out of 10, Exceptional, (86)
"Enjoyed the property, location and charming house that was well stocked with everything we needed."
Antique Farmhouse Totally Restored

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

9.4 out of 10, Exceptional, (21)
"The house and view of the the lake where beautiful, we went in early spring. There was a lot of games and activities to do in the house the kayaking was nice and everything you needed was included in the house and was very pet friendly. That all being said there was a surprisingly amount of ants for this time of year inside the house, it didn't bother us too much but I can imagine it could be a problem for someone else. The washing machine also wasn't working, additionally note that the house is...
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Lakefront Spring Stunner in New England Just 2 Hours From NYC

9.8 out of 10, Exceptional, (68)
"Charming cottage with beautiful lake views. It’s clean and stocked with things like coffee and spices, so you don’t need to buy a lot of extra things just for a short stay. Lots of wildlife and convenient for both short and extensive walks/hikes. "
Lakefront Spring Stunner in New England Just 2 Hours From NYC
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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Other property types in Litchfield

Litchfield Hills Hideaway

10.0 out of 10, Exceptional, (55)
"Great place to end our Gilmore Girls adventure!!! The Hideaway was clean and cozy, and the hosts are very professional! We would stay here again!!!!"
The price is AED 551
AED 940 total
includes taxes & fees
28 Apr - 29 Apr
Litchfield Hills Hideaway

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

9.0 out of 10, Wonderful, (12)
"Very peaceful and relaxing, I will be back"
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

Lakeview property in private community. Lake & beach access. Swim/Kayak all day!

9.6 out of 10, Exceptional, (5)
"The house on the lake is clean and very cute. A few things to keep in mind… The stairs to the loft are VERY steep and VERY narrow. So both adults and small children may struggle to get up and down, especially with any type of luggage. There are no closets or dressers for your clothes so maybe bring hangers and a hook for behind the door. Everything else was perfect. "
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
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.