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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

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

Stylish & Luxurious 3 BDR Home with Play Station
Fridge, microwave, oven, stovetop

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 Retreat w Hot Tub, Game Room & Peaceful Views - Fall Mountain Lake
Outdoor spa tub

Lakefront Retreat w Hot Tub, Game Room & Peaceful Views - Fall Mountain Lake

10.0 out of 10, Exceptional, (3)
"Everything was great. "
Lakefront Retreat w Hot Tub, Game Room & Peaceful Views - Fall Mountain Lake
Mountain View Getaway
Outdoor dining

Mountain View Getaway

10.0 out of 10, Exceptional, (51)
"We loved this property!!"
Mountain View Getaway
Tranquil Litchfield Connecticut Retreat".
Property grounds

Tranquil Litchfield Connecticut Retreat".

9.0 out of 10, Wonderful, (12)
"This is a neat, clean and lovely little place that perfectly suited our needs. It had all the amenities we needed for our short stay. Jose was a gracious host, answering all of my questions promptly - even the one about the mattresses which were incredibly comfortable! "
The price is AEDĀ 808
AEDĀ 1,152 total
includes taxes & fees
10 May - 11 May
Tranquil Litchfield Connecticut Retreat".
The Race Mountain House
Pool

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
Property grounds

Cheerful 3-bedroom cottage with woodstove

10.0 out of 10, Exceptional, (36)
"The property was centrally located for skiing, and was a comfortable stay."
The price is AEDĀ 687
AEDĀ 1,621 total
includes taxes & fees
13 May - 14 May
Cheerful 3-bedroom cottage with woodstove
Charming 3BR Hilltop House, Newly Remodeled with Arcade
Interior

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!
Outdoor dining

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

9.6 out of 10, Exceptional, (11)
"My family and I stayed here for a few days while skiing at Thunder Ridge. Would definitely come back in the spring or summer to enjoy kayaking on the pond and hiking along local trails. Highly recommend this cottage. "
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
The Goshen Glass Chalet
Outdoor dining

The Goshen Glass Chalet

9.6 out of 10, Exceptional, (34)
"Nice and cozy property. The host has been very responsive. "
The Goshen Glass Chalet
Waterfront Family Retreat on Candlewood Lake
Outdoor dining

Waterfront Family Retreat on Candlewood Lake

10.0 out of 10, Exceptional, (43)
"The Hosts were extremely nice and helpful in the entire process. They answered questions and helped me understand the offering so I could book with confidence, The home is spacious and welcoming in design. Generous spaces throughout including a very nice kitchen and a basement gameroom that was very enjoyable. The outside seating areas were outstanding including a wonderful lakefront area to sit and enjoy the views. Book with confidence for a great experience. Dan and Kit "
Waterfront Family Retreat on Candlewood Lake
Litchfield County Four Season Country Paradise
Outdoor pool, a heated pool

Litchfield County Four Season Country Paradise

9.6 out of 10, Exceptional, (40)
"Overall rating 5/5. I would recommend this home to other families and would stay again. "
Litchfield County Four Season Country Paradise
Have a quiet weekend retreat at my recently renovated riverside bungalow
Outdoor dining

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
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (40)
"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
Smart TV, fireplace

Cozy 4 Bedroom West Hartford House

2.0 star property
9.0 out of 10, Wonderful, (4)
"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
Interior

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
Fridge, microwave, oven, stovetop

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...
Smart TV, fireplace, table tennis, stereo

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

9.6 out of 10, Exceptional, (24)
"Just fantastic. Cant wait to stay again"
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
Antique Farmhouse Totally Restored
Exterior

Antique Farmhouse Totally Restored

9.8 out of 10, Exceptional, (86)
"Place is great. Has a old farmhouse feel with an update. Lots of spots within the house for people to hang out. We did a family birthday get together and had a great time. "
Antique Farmhouse Totally Restored
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Outdoor dining

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

9.4 out of 10, Exceptional, (21)
"Stayed here to visit family and it was perfect for what we needed. Would recommend staying here. "
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Lakefront Spring Stunner in New England Just 2 Hours From NYC
Interior

Lakefront Spring Stunner in New England Just 2 Hours From NYC

9.8 out of 10, Exceptional, (68)
"Overall a nice place to visit. A small family who likes the outdoors would enjoy it. "
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
Fridge, microwave, oven, stovetop

Litchfield Hills Hideaway

10.0 out of 10, Exceptional, (56)
"This is such a cute little spot! It is a couple of miles outside the center of town. There is a pizza restaurant and breakfast spot within 50 yards. The hosts were fantastic with communicating in advance of my arrival. "
The price is AEDĀ 551
AEDĀ 940 total
includes taxes & fees
11 May - 12 May
Litchfield Hills Hideaway
Lakefront Spring Stunner in New England Just 2 Hours From NYC
Interior

Lakefront Spring Stunner in New England Just 2 Hours From NYC

9.8 out of 10, Exceptional, (68)
"Overall a nice place to visit. A small family who likes the outdoors would enjoy it. "
Lakefront Spring Stunner in New England Just 2 Hours From NYC
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
Beach nearby, beach towels

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

9.4 out of 10, Exceptional, (90)
"Well appointed cabin was perfect for a quick weekend up to visit friends. Would love to come back in warm weather to take advantage of the proximity to the beautiful lake. Thanks!"
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to 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.