Family-friendly vacation rentals in Bloomfield
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Top-rated family-friendly rentals in Bloomfield
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Bloomfield family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Litchfield
4.96 out of 5 average rating, 95 reviewsHome in historic Litchfield village
Jeannine’s home was an absolute gem! We had our annual girls weekend here and felt right at home. The house was so cozy and warm yet had ample space for me and the girls to sit and chat together. We loved that the house was lived in with family photos and mementos around, rather than being sterile like many other bnbs we’ve stayed in. There was also so much to do in the surrounding area! I would definitely recommend this stay :)
Home in Colebrook
4.99 out of 5 average rating, 218 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
My friend and I spent the weekend in Deb and John's home to have a girls weekend while she was visiting CT. We loved the house and all it had to offer. We enjoyed walking the grounds and seeing all the animals near the brewery, and a dip in the hot tub at night. We enjoyed it so much, I booked a weekend for my husband and I to come back in the fall to check out the mountain biking trails!
Chalet in Monterey
5 out of 5 average rating, 10 reviewsStunning Log Cabin with brand new Pickleball court
Absolutely beautiful and well maintained cabin. Professional kitchen, with all the things and every sort of glass you’d need for entertaining. Fireplace was so perfect on a cold night, game room downstairs was perfect for us - half of the group cozied up and watched a movie and the others played a friendly round or three of pool. Games galore so you’re never bored; it’s clear that anyone who stays here has a blast. Jacuzzi for a cold winter night was awesome and though the neighbors aren’t far you feel like you’re out in the middle of nowhere. And, you’re just about 15 mins from Great Barrington with all the shops and quaint Main Street. Perfect weekend getaway for our group.
Home in Goshen
4.9 out of 5 average rating, 62 reviewsCharming renovated farmhouse with hot-tub
Beautiful home with spacious bedrooms. The house is stocked with so much to do from a library of books and a great backyard. Great spot for a cozy getaway!
Bungalow in Easthampton
4.92 out of 5 average rating, 479 reviewsThe Creation Station
John is an excellent host who is very generous and filled with the kind of hospitality that leaves you feeling like life is better after experiencing the creation station. This a rejuvenating space that leaves you with a renewed sense of inspiration and joy for life. Looking forward to coming back again!
Family- and pet-friendly home rentals
Apartment in East Haddam
4.78 out of 5 average rating, 276 reviewsThe Federal Suite at the Wisteria Rest
Stayed here while visiting family in Old Lyme. The location was easy to get to, a coffee shop right down the road, and the unit was really cute and had a lot of great amenities like Alexa and cute fairy lights. Would stay here again!
Home in Feeding Hills
4.89 out of 5 average rating, 940 reviewsFarm Fresh Feeding Hills
This was my second time at Nancy's place (first time was with our two dogs- this time pet-free) and will definitely be back in the future. Very clean and cozy home (the bed is soooo comfortable!) Location is convenient for visiting family; so peaceful; and the home has everything you would need to cook, etc. The electric fireplace was wonderful when coming back from a day of Christmas shopping. Nancy was easy to reach if needed and always responsive. I look forward to visiting again!
Cottage in Washington
4.98 out of 5 average rating, 66 reviewsRiverfront Luxury and Tranquility - Bantam Cottage
Kathy is amazing! She is kind, responsive, helpful and makes you feel her place is yours! It’s so beautiful and cozy!!! It’s clean and has all the amenities you need! Also all beds are so comfortable!! If you want a cozy warm stay in a peaceful place…. Book now!
Apartment in Guilford
5 out of 5 average rating, 6 reviewsLakefront Country Oasis
Margie’s place is an amazing hidden gem. The inside is very clean and comfortable. The outside is an experience of its own. The lake will drop your blood pressure immediately. Gorgeous surroundings. The dogs are friendly and lovable. We will be back! 👍🏼
Apartment in Sandisfield
4.92 out of 5 average rating, 235 reviewsSunny Berkshire Studio Apartment
Spacious and comfortable one bedroom + studio, lots of natural light, serene atmosphere, we had a great stay and would be love to visit again
Apartment in Middletown
4.88 out of 5 average rating, 285 reviews3 bedroom near Wesleyan, downtown
Monica was responsive, helpful, flexible and even accommodated me after I initially and accidentally booked for the wrong date. Located near Wesleyan University and its Main St, it allowed us to spend time with students and to enjoy amazing food cooked in Monica’s very well stocked kitchen. We loved the island in the center as it made cooking as a team easy. We spend Thanksgiving with our child and their friends as a result. 😊 The layout of the home, with bedrooms down the hall and the central living area at the other end, allowed for entertaining friends at one end and rest at the other. We loved that it was a single level. Parking was easy and free. Lighting was also perfect inside and out and we felt safe. I highly recommend Monica’s home and plan to return again.
Guest suite in Waterbury
4.94 out of 5 average rating, 263 reviewsPrivate 1 bedroom apartment in central Connecticut
I was very pleased at the pet- friendly features of this home away from home. There was lighting throughout the edge of the backyard which allowed me to safely take my dogs out before bedtime. We also took short walks in the neighborhood. The area was very quiet at night and I slept very well. I lived in the same city in a different area for years and had never experienced that level of quiet!
Home in Russell
4.96 out of 5 average rating, 250 reviewsSouth Quarter House
Our fourth time staying and it was perfect. Eric’s home is well stocked and perfect for family meals and fun. We love to sit around the warm stove to share stories or sit at the big farm table to play games. Thank you Eric!
Family-friendly home rentals with a pool
Condo in Farmington
4.81 out of 5 average rating, 53 reviewsFarmington -NEWLY UPDATED NEAR UCONN HC and WEHA
Felt right at home, check in was very easy, beautiful place, very friendly enjoyed his place thinking to coming back again my business send me to Connecticut! Thank you!
Home in Litchfield
4.93 out of 5 average rating, 178 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Sweetbrier Farm was the perfect place to spend Thanksgiving. The house is beautiful inside and out, well-equipped for home cooking, and extremely cozy with an amazing fireplace that provided hours of cozy lounge time. We would love to return in the summer months as the outside areas and sun porch are so inviting! Would recommend Elizabeth's place to anyone looking for a fun, yet peaceful New England getaway.
Home in Washington
5 out of 5 average rating, 12 reviewsShrinkMapBestTown Washington PoshPadsCT Senff 8BR
This home was amazing! It was the perfect retreat for our group of 12. Check-in was easy and the place looked exactly like the Bnb posting. Stephen is a great host and provided all the instruction necessary for our fun weekend. The home was the right size for us, having enough rooms and beds, as well as a stocked kitchen and dining area to enjoy. The pool was the best amenity and everyone appreciated the warm temperature control. I definitely recommend this place to any group that is looking for a secluded getaway.
Home in Cheshire
5 out of 5 average rating, 130 reviewsPool House
Sue was a wonderful hostess. She left us fresh pastries, milk, eggs and water. The accommodations were very clean and comfortable. Would highly recommend the Pool House to anyone wanting a nice comfy stay.
Quick stats about vacation rentals that are family-friendly in Bloomfield
Total rentals
20 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
850 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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