
House vacation rentals in Litchfield
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Top-rated house rentals in Litchfield
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Popular amenities for Litchfield house rentals
House rentals with a pool

Charming lakeside cabin with private heated pool
My family and I stayed for a long weekend and were so glad that we did! It’s a beautiful cabin, with all the things you need. Kitchen is stocked with essentials, enough bathrooms, beds are super comfortable, hooks to actually hang things like towels, jackets… but we loved the outdoors even more! We walked to the lake, spent way too many hours in the pool, grilled, lounged, made s’mores by the fire pit and watched the beautiful stars at night. Couldn’t ask for more. Paula and her lovely family are SO welcoming it’s crazy. 😂. Hope to be back next summer!

2 homes in one (in-law design) w/salt water pool
Julie is an outstanding host! This house is perfect for any getaway. It was clean, spacious, well equipped, comfortable, and STUNNING outdoor area with a gorgeous pool. This is 3 FULL baths and 1/2 bath!! Two kitchens! Two family rooms! You had space! It made you want to relax! The kitchen was well stocked with any utensil or appliance you would need. It was private. You could really escape and get away. Woodbury and the surrounding towns were jampacked with things to do. There were many places to choose from to eat. Such a variety from steak, seafood, pizza, and American fare pubs and other specialty restaurants. Lots of variety/antique shops, flea market, wine/liquor stores, convenience stores. Just a short drive into Southbury you find more shops, antiques, restaurants, bigger, grocery store, etc. We also drove to a few other neighboring towns. All under 45 minutes. Friendly people! We had a wonderful time! Price is fabulous, house/outdoor area is A+ value! Thank you Julie!!

Private Hudson Valley Country Retreat
Place was perfect! Clean & made our Holiday stay in the beautiful Hudson Valley a wonderful experience. We loved the personal touches the house offered and we will be back

Pool House
Truly home sweet home. Just walk in and relax. Fully stocked kitchen including milk, eggs, butter and pastries so no need to rush out to go grocery shopping. Convenient to New Haven yet completely quiet neighborhood for resting and taking walks.

Garden Level Suite with Beautiful Pool
We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!

Hilltop House w/POOL/SPA- HOST & Co.
Great house and great host. The place was beautiful -- big kitchen, comfortable bedrooms, great bathrooms (especially in the master bedroom), nice setup outside (jacuzzi and BBQ), etc. Perfect place for a family weekend in Litchfield. Location was perfect -- a 2 minute drive to great coffee, pastries, bread, ice cream, etc. in Bantam. Liz was an excellent host -- very helpful and responsive. We'd love to visit again soon.

The Round House w/ Heated Pool
An amazing location when you want to get slightly off the grid for peace and tranquility. Everything you need to truly slow down, dial out and get peace, quiet and rest. An amazing spot for a weekend getaway. If you want to find yourself amongst serene surroundings and a quiet, private wooded area, this is the place. Just enough modern amenities to be comfortable, but just basic enough to make you slow down. Tanner the host was the most responsive and helpful host of any of the airbnbs we've ever stayed. Truly went above and beyond at every turn to make our stay as comfortable as possible. More than accommodating with every request.

Bright Mid-Century Modern Retreat-90 min from NYC
My family and I had a wonderful weekend at the house. The house is beautiful and was extremely clean when we arrived. Luiz kindly left a sled for my kids to use in the yard. There is plenty of outdoor space and the yard has a good deal of privacy. There are two bedrooms and a den/office with a TV. The kitchen has everything we needed. Luiz was very easy to communicate with.
Weekly house rentals

Modern, cozy log cabin in Copake
Our stay at Julia's home was perfect! We all felt right at home, our grand daughter had lots of books, which she loves and other kids toys. The log cabin was more beautiful than pictured and the claw foot tub in the upstairs suite was the icing on the cake.

Hobbit House of Pawling
This place exceeded our expectations! An incredible place that was clearly a labor of love to build, decorate and maintain. I don’t imagine anyone who stays here will be disappointed - or soon forget their visit to this lovely property. Not only is it carefully and cleverly curated as a habitable homage to The Hobbit and the LOTR, it is also a genuinely comfortable and charming place to stay. The kitchen is well-equipped and the bathrooms are roomy and modern. Lots of outdoor spaces to enjoy, including the hot tub, nestled at the foot of a dramatic, rocky rise. Thanks to Jodi and Jim!

Log Cabin sleeps 30 bunk style on 350 acres
Beautiful time, we can't wait to come again.

Secluded Post-And-Beam Retreat
A lovely house in a private location. Our kids loved the games, watching movies on the projector, and watching deer from the window. The kitchen was well equipped and everything was comfortable.

Lake Candlewood Retreat
Nice place .. host is very responsive and helpful and place is nice .. beautiful lake views .. spent 30 days while renovating my house Nd was a smooth stay..

Spacious Home w/ Hot Tub in Private Lake Community
The place was incredibly beautiful. The photos did not do it justice. It is in the middle of nowhere. Tina was very detailed in her instruction and one of them was that you must bring groceries because the closest grocery store is 30 minutes away. If you decide to book this place, read her detailed instructions. They are very helpful. The home offered a full kitchen which made it so easy for us to prepared our family's meals without struggling. The hot tub was such a treat. The basement had lots of games, a couch to launch and another TV. Perfect if you come with children. We were seven adults and we did not feel that we where on top of each other. The high ceiling truly made one of our boys (the giant) feel at home. Even the basement had a high ceiling. Pretty cool. Tina was incredibly nice and flexible. Check in is at 4 pm and we arrived earlier. We decided to contact her to see if it would be okay to check in earlier and she accommodated us. Thank you soooo much.

5•Star CapeCodStyle Gem with a Bedroom on the Main
We had a short stay at Chana‘s place, but everything was perfect for our family. We will definitely book again and recommend to others. Thank you Chana.

Cottage In Nature w/Private River Access
We enjoyed a lovely snowy weekend hiking, eating at local restaurants and curling up by the fire. This looks like a great place to return to during the summer for enjoying the outdoor amenities as well!
Private house rentals

Renovated & Modern Victorian in Historic West End
I’ve stayed here a few times. I keep coming back because Antonio is a great host. His house is always convenient, clean and comfortable. Can’t really ask for more!

Hillside Grove
Jennifer’s place was amazing! The house is super clean, very neat and organized, and comfortable furniture. It is exactly as described and Jennifer is very responsive. Definitely worth a repeat trip!

White House On The Hill w/Chickens & Duckies
We had the absolute best stay at Jeanie’s home! It was beautiful, spacious, and so well decorated, and the property couldn’t be more peaceful. The chickens and ducks in the backyard were so fun to watch, and really made the stay so magical. Jeanie was so helpful too, with lots of local recommendations and made our whole trip so easy! The house oozes with charm and character, and we couldn’t have loved it more!

Yellow Door House
Yellow Door House was a fantastic stay, paired with an even more incredible host. The house itself was well-furnished and clean, with plenty of extra house supplies for us to use. Kathleen was also impeccable as a host, going above and beyond to make sure we had a great experience; one of our party left behind a water bottle, and she was so accommodating as to ship it back to us. I could not recommend this place more!

Family-Friendly by Polo + EV Chgr
We truly enjoyed our stay at Daniele’s during a weekend ski trip! The home was exactly as described and we did not run into any major issues. The only thing I’d note is for a group of 8, we did not have enough toiletries (i.e., shampoo, body wash) or household supplies (i.e., paper towels) near the end. Aside from this minor concern, we had a wonderful stay; Daniele was extremely responsive and accommodating with our requests. Thank you so much!

Tranquil & Private River Home
Robins place was lovely. Totally spotless and well appointed. There was everything you needed for a great stay and then some. It’s beautifully situated right on the river but it is down a dirt road so be prepared for a short but possibly bumpy ride. We had a minor issue figuring out the thermostats but Robin got back to us immediately and we got it straightened out. She left plenty of firewood for us so we had a cozy fire going on thanksgiving. We hope to return when it’s warm do we can enjoy the property and the river. A great stay and a super host

North Salem Home with Pool & Great Yard
This was a lovely home. Very easy getting inside. Everything was exactly as listed, pictured and described. We felt so cozy and welcomed by Susan. The house had everything you could possibly need to make your stay easy and convenient and was very clean. I had a few questions during our visit and Susan was extremely responsive and so kind. I highly recommend this home. The beds were very comfortable. Showers were very nice and had great water pressure and nice hot water. We truly felt at home and we're beyond satisfied. I highly recommend this home for anyone need of an Airbnb in the area. Lovely home and property.

Country getaway with pool and hot tub on 9 acres
We loved our stay in Calum's Airbnb! It is a short commute from NYC and conveniently located between two main areas with plenty of grocery store and restaurant options. The home itself is well equipped with an amazing kitchen and many board games - so we were always entertained.
Quick stats about house rentals in Litchfield
Total rentals
80 properties
Nightly prices starting at
ﺩ.ﺇ331 before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
20 properties have a pool
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- Yale University
- Catamount Mountain Ski Resort
- Six Flags New England
- Woodmont Beach
- Clinton Town Beach
- Jennings Beach
- Walnut Public Beach
- Seaside Beach
- TPC River Highlands
- Taconic State Park
- Thunder Ridge Ski Area
- Marvin Beach
- Mohawk Mountain Ski Area
- Bushnell Park
- Sherwood Island State Park
- The Connecticut Golf Club
- Bayview Beach
- Fort Trumbull Beach
- Anchor Beach
- Burwells Beach
- Wildemere Beach
- Barbara Pine Memorial Beach
- Grove Beach
- Clinton Beach