Family-friendly vacation rentals in Bloomfield

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Popular amenities for Bloomfield family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite

Home in Litchfield

4.96 out of 5 average rating, 95 reviews

Home in historic Litchfield village

JessicaRating, 5 stars1 month ago
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 :)
Guest favorite

Home in Colebrook

4.99 out of 5 average rating, 218 reviews

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

KatRating, 5 stars6 days ago
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 reviews

Stunning Log Cabin with brand new Pickleball court

BethRating, 5 stars58 months ago
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.
Guest favorite

Home in Goshen

4.9 out of 5 average rating, 62 reviews

Charming renovated farmhouse with hot-tub

NickRating, 5 stars2 months ago
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!
Guest favorite

Bungalow in Easthampton

4.92 out of 5 average rating, 479 reviews

The Creation Station

JeffreyRating, 5 stars3 weeks ago
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

Superhost

Apartment in East Haddam

4.78 out of 5 average rating, 276 reviews

The Federal Suite at the Wisteria Rest

RobinRating, 5 stars3 weeks ago
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!
Guest favorite

Home in Feeding Hills

4.89 out of 5 average rating, 940 reviews

Farm Fresh Feeding Hills

DebbieRating, 5 stars5 days ago
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!
Guest favorite

Cottage in Washington

4.98 out of 5 average rating, 66 reviews

Riverfront Luxury and Tranquility - Bantam Cottage

MarnyRating, 5 stars3 months ago
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!
Guest favorite

Apartment in Guilford

5 out of 5 average rating, 6 reviews

Lakefront Country Oasis

SergioRating, 5 stars5 months ago
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! 👍🏼
Guest favorite

Apartment in Sandisfield

4.92 out of 5 average rating, 235 reviews

Sunny Berkshire Studio Apartment

AntonRating, 5 stars3 months ago
Spacious and comfortable one bedroom + studio, lots of natural light, serene atmosphere, we had a great stay and would be love to visit again
Superhost

Apartment in Middletown

4.88 out of 5 average rating, 285 reviews

3 bedroom near Wesleyan, downtown

AnitaRating, 5 stars3 weeks ago
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 favorite

Guest suite in Waterbury

4.94 out of 5 average rating, 263 reviews

Private 1 bedroom apartment in central Connecticut

CynthiaRating, 5 stars2 months ago
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!
Guest favorite

Home in Russell

4.96 out of 5 average rating, 250 reviews

South Quarter House

SteveRating, 5 stars1 week ago
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 reviews

Farmington -NEWLY UPDATED NEAR UCONN HC and WEHA

DenisRating, 5 stars1 month ago
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!
Guest favorite

Home in Litchfield

4.93 out of 5 average rating, 178 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

MelissaRating, 5 stars2 weeks ago
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.
Superhost

Home in Washington

5 out of 5 average rating, 12 reviews

ShrinkMapBestTown Washington PoshPadsCT Senff 8BR

JonathanRating, 5 stars5 months ago
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.
Guest favorite

Home in Cheshire

5 out of 5 average rating, 130 reviews

Pool House

DavidRating, 5 stars2 weeks ago
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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