
Kid-friendly holiday rentals in Litchfield
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Top-rated kid-friendly rentals in Litchfield
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Popular amenities for Litchfield kid-friendly rentals
Child-friendly house rentals

The Getaway-HOST & Co.
I absolutely enjoyed my weekend here. The home is beautiful. Everything you could possibly need was provided In the home. Everything was clean, and neat. House is filled with light. The pool and hot tub were enjoyable. The host were amazing and had great communication, assisted us when needed right away. I would highly recommend staying here, and they are pet friendly which is always a plus for me. The yard is fenced in. Which made it easy to let the dog out, and great for the dog to explore. A++++ Will probably be back sometime In the future.

Country Home on a Hill
We had a great stay at Erin’s place! It was quiet and peaceful. The house had anything you could need and the kitchen is great! Erin was really responsive with any questions we had and provided plenty of information on the area. The driveway is a doozy, but the listing was upfront about that. A small price to pay to be at a great location atop a hill.

Charming Home in Litchfield County on a MAIN ROAD!
Perfect placement, central to our needs. I love the fact my dog didn't have to be in a crate while we were out. I also love that there were laundry and dishwasher pods. Fantastic stay overall.

State Forest Getaway
My girlfriends and I had an amazing stay! The house is stunningly gorgeous—even more beautiful than the photos. Every detail was thoughtfully designed, creating the perfect setting for a relaxing and fun getaway. The space was spotless, well-equipped, and incredibly comfortable. We truly had a great time and felt right at home. Highly recommend for anyone looking for a stylish and memorable escape!

Connecticut Chalet - Private Pond, Firepit, Views!
We were looking to stay somewhere peaceful and relaxing to celebrate a graduation, and this property hit every mark. In a weird way, the photos dont do it justice with how nice the property is and how comfortable it was to stay in. The host was also very responsive and reasonable with our check in / check out. 10/10 will try to come back one day!

4 Bedroom Home Tucked Away in Litchfield Hills
My wife, our two kids, and our friends who also have kids had a spectacular time staying at Lindsey's over Memorial Day Weekend. We booked last minute but were very pleasantly surprised at how much fun we ended up having in the area as well as Lindsey's place in particular. It's a beautiful house, immaculately kept, easy check in and check out, with absolutely everything we could possibly have needed. There were all kinds of really fun activities for the kids and us both at the house and in the surrounding neighborhoods which made our stay memorable. We'd highly recommend this spot for anyone, especially with kids, looking for a weekend or longer getaway. Thanks so much, Lindsey!

Bantam Lake Waterfront Retreat with Private Beach
This lovely lakeside cottage was the perfect backdrop for a family weekend away! Thank you to our host for being extremely accommodating and kind!!

Woodland Country Retreat-Pool+FirePit-nearWineries
Thank you for a lovely visit. We were in Litchfield with two other couples to go to a wedding. The house was perfect for us. The house had everything we needed. Two of the four rooms only have twin beds but we didn’t mind. I only wish the weather was warmer so we could use the pool!
Kid-Friendly apartment rentals

Amenia Main St Cozy Studio
Cute, cozy, clean, and super close to the bike trail! Perfect stay for a weekend exploring the towns along the trail.

Cozy 2nd Floor Suite In Bethlehem CT
Janet's place was perfect for my visit. plenty of space in the apartment to spread out. it had everything I needed and didn't feel cluttered. and it was squeaky clean.

Spacious Cozy Guest Suite
We booked this place to be close the the festival downtown and it was. 1.3 miles or 25 minutes walk. Perfect for us. The Airbnb was clean and spacious. Shower is a little small but ok. King bed is very comfortable. Yummy welcome treats on the table was a nice touch. Keurig pods and maker available for your pleasure. Well lit and very secure. Felt safe at all times. Great place to book if you need to stay in this area.

Cozy Apartment with Water View of Brook
We were recently in town to visit family, staying at Traci’s made our visit enjoyable and relaxing. Check-in was easy, the apartment was clean with a comfortable bed and a peaceful view of the brook. Overall, we had a pleasant stay, thank you Traci!

Private 1 bedroom apartment in central Connecticut
I chose Marlene’s lovely spot primarily because it was in a location convenient for short trips to visit family and friends in Wallingford, Middlebury and Middletown while on my way south from New Hampshire. The peaceful, quiet surroundings along with a spotless, well-appointed accommodation made it very appealing: highly recommended.

Hideaway with Spectacular Berkshire Views
Nothing but good things to say about my stay. Hosts were friendly, welcoming, and responsive. Apartment was adorable, homey, and well furnished. Property was quintessential southern New England. You won’t be disappointed.

Peaceful apartment on 3.5 acres w/ Artist studio.
We had to cut our stay short due to changes in travel plans, which was a pity because it was a really lovely and very comfortable place. I would strongly recommend it and hope to stay longer next time.

Ensign House Room
I had a wonderful three day stay at Courtney‘s historical Ensign- Bickford house apartment in the heart of downtown Simsbury. Walking distance to the flower Bridge, where I enjoyed coffee with the sunrise each morning of my stay! Apartment was lovely, clean, and Courtney was a very responsive host. Little details and amenities in the apartment, such as the delicious coffee, snacks, and seltzer water were a pleasant surprise! I am looking forward to staying again sometime soon in the future!
Child-Friendly Holiday Condos

Pacer's Pasture
Pacers Pasture is on a quiet road giving it a cute country experience in a great small town. The space has an amazing unfenced yard which was great for the dogs. Easy access inside with key entry, and we loved the door entry being toward the back of house for added privacy. The house has very comfortable linens, tons of parking, and the hottest water ever - which was perfect after a cold day adventuring. Aaron provides toiletries, some nice kitchen basics likes spices and teas/coffee, fast wifi-TV streaming, and a cozy space perfect for relaxing. Bonus points for being tastefully decorated and not overly cluttered. Would stay again!

Spacious Condo • Quick Drive to Everything
Pete was very great person as a host . She treated us very well and I feel we felt like home great place to stay definitely be back.

Lovely two bedroom townhouse with parking
The space was very nice, spacious, clean and in a great location. Close to the highway and all other locations I planned on visiting during my stay! I would highly recommend staying here. The host Oomi was very reachable and quick to respond to any questions or problems we had I will definitely be coming back for my next stay!

Stunning, Spacious, Spotless. Close to Yale.
Over $500 a night was very high, much higher than west Coast pricing for two bedrooms near a major university. Convenient to Yale but know that poverty has always been evident a few feet from Yale borders and much of the foot traffic consists of the homeless. Also some noise at night from passing traffic. On the plus side there’s an excellent Italian bakery/gelato cafe across the street run by a husband wife team that makes everything they serve.

Posh Pad in The Business District
We loved our stay at Obi’s apartment in Hartford. It was spacious and comfortable for our family of 4. Street parking was easy. Obi is a great host! We’d love to stay here again the next time we’re in the area.

Beautiful 2 bedrooms/ 2 bath Condo
Sheryl was great. I was in town for a conference and my schedule got thrown off by traffic on 95. She was very understanding and flexible with making my arrival time work. Once we met to get keys and a quick tour of the place she remained a phone call away but otherwise left us to enjoy the space. The other inhabitants of the place were very laid back and nice - that being said I was so busy with a conference that I was barely around. Not the Ritz but a HUGE savings over staying at any hotel downtown even if it's not right downtown. Splurge on some cabs and you are still saving money.

New Britain "Joy of Small Space" Condo
Muna was incredible start to finish with my stay. Helpful, communicative and accommodating. Place was perfectly as described. Genuinely recommend a stay at her place!

Entire place to yourself Cromwell/Middletown Line
Will definitely be repeat customers when we come back to CT to see friends and family. The place is exactly as described, spotless and was a home away from home. Elizabeth answered any questions quickly. Thank you for making our first experience with Air Bnb a positive one.
Quick stats about holiday rentals that are kid-friendly in Litchfield
Total rentals
40 properties
Nightly prices starting at
$166 NZD before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
10 properties have a pool
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- Fairfield Beach
- Yale University
- Six Flags New England
- Walnut Public Beach
- TPC River Highlands
- Thunder Ridge Ski Area
- Woodmont Beach
- Seaside Beach
- Bushnell Park
- Calf Pasture Beach
- Jennings Beach
- Silver Sands Beach
- Bash Bish Falls State Park
- Taconic State Park
- Catamount Mountain Ski Resort
- Walkway Over the Hudson State Historic Park
- Clinton Town Beach
- Sherwood Island State Park
- Bayview Beach
- Grove Beach
- Hudson Highlands State Park
- Kent Falls State Park
- Wildemere Beach
- South Pine Creek Beach