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

Guest suite in Mansfield

4.96 out of 5 average rating, 204 reviews

Cozy private apt 8 mins from UCONN - solar powered

MaryRating, 5 stars1 month ago
Keri went above and beyond to ensure I had a comfortable stay & she gave excellent recommendations for local eats. The room was cozy, inviting, warm & clean. Keri is thoughtful & offered coffee & snacks. Communication was easy & all of her instructions were simple & easy to navigate. Would stay here longer & explore the area if I had more time. Fabulous spot anyone visiting!
Guest favorite

Home in Litchfield

4.96 out of 5 average rating, 95 reviews

Home in historic Litchfield village

JessicaRating, 5 stars3 months 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

Bungalow in Easthampton

4.92 out of 5 average rating, 487 reviews

The Creation Station

MarcRating, 5 stars3 weeks ago
Unlike anything I have ever seen! My husband and I decided to go to Vermont to elope and we were looking for a unique place to stay within an hour distance. We weren’t able to arrive to the property until late, but John was very patient and let us in with a smile. The space itself was very clean and put together nicely. The sleeping arrangements were so comfortable that we overslept! We will be staying here again. Thanks John!
Guest favorite

Home in Ashford

4.87 out of 5 average rating, 78 reviews

Large secluded house in the Woods; Pool, hot tub!

TalRating, 5 stars5 months ago
We came as a group of friends with a baby to stay at Blake and Tracy's house, and we had a great stay. They were very communicative and accommodated all our requests to ensure our stay was excellent. They asked in advance if it would be okay for their child to stay in his room inside the house, and we agreed. We didn’t see him at all during our stay, and it didn’t disturb us in the slightest. The fact that Blake and Tracy live right next door was convenient, as they were readily available for anything we needed, but we never felt their presence. We will definitely come back!
Guest favorite

Home in Washington

5 out of 5 average rating, 6 reviews

ShrinkMapBestTown Washington Calhoun5BR PoshPadsCT

CaryRating, 5 stars17 months ago
The view from the back porch is even more beautiful than you would realize from the images on AirBNB. This is a lovely house in a tranquil, breathtaking location!
Guest favorite

Home in Colebrook

4.99 out of 5 average rating, 218 reviews

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

KatRating, 5 stars1 month 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 stars60 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, 63 reviews

Charming ski retreat farmhouse with hot-tub

MichaelRating, 5 stars2 months ago
Anna’s place was perfect for two couples and two toddlers - close to Litchfield and a huge yard. The house is well designed and has a ton of space.

Family- and pet-friendly home rentals

Superhost

Apartment in East Haddam

4.78 out of 5 average rating, 279 reviews

The Federal Suite at the Wisteria Rest

GiliRating, 5 stars1 month ago
I recommend this place and I will love back to it again!
Guest favorite

Home in Feeding Hills

4.89 out of 5 average rating, 953 reviews

Farm Fresh Feeding Hills

EmanuelRating, 5 stars4 days ago
We enjoyed watching the farm animals out the back window and having the opportunity to feed them.
Guest favorite

Loft in Essex

4.94 out of 5 average rating, 436 reviews

Unique apartment in former art gallery.

ThomasRating, 5 stars3 weeks ago
Pam's place was great. definitely staying again only a stones throw from my brother's home. There was plenty of room for us and the dog.
Guest favorite

Apartment in Great Barrington

4.93 out of 5 average rating, 193 reviews

Secluded but not isolated Berkshire Retreat

GretchenRating, 5 stars3 weeks ago
This was our 2nd weeklong stay. The space is clean and bright. Heating details were clearly explained. It was quiet and peaceful but only a 7 minute drive for milk I forgot to bring for coffee. We saw a small bobcat in the front yard on our last morning. Beds were very comfortable. Hosts were friendly and responsive. I’d recommend this place to friends/family and hope to stay again.
Guest favorite

Apartment in Sandisfield

4.92 out of 5 average rating, 235 reviews

Sunny Berkshire Studio Apartment

AntonRating, 5 stars5 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, 291 reviews

3 bedroom near Wesleyan, downtown

PamRating, 5 stars1 month ago
This was a great place for,my family to stay while visiting in Central CT. Very walkable to downtown Middletown with restaurants and shops. Monica was very responsive to any inquiries. And a great place to stay with a dog!
Guest favorite

Guest suite in Waterbury

4.94 out of 5 average rating, 263 reviews

Private 1 bedroom apartment in central Connecticut

CynthiaRating, 5 stars3 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

Cottage in Redding

4.93 out of 5 average rating, 257 reviews

Cozy Cottage by the pond

LauraRating, 5 stars2 months ago
Perfect stay in the coziest cottage! Rose & Jamie were amazing and super helpful and made us feel right at home.

Family-friendly home rentals with a pool

Superhost

Home in Montville

4.92 out of 5 average rating, 259 reviews

Casino Wine Down House with Winter Igloo

LauraRating, 5 stars2 weeks ago
I loved our stay. The game room was well thought out and had everything you can think of and need . The house is so cozy and the downstairs double bed was so soft I slept amazing I loved it! The igloo outside was the cherry on top it was beautiful .
Guest favorite

Barn in Bethel

4.98 out of 5 average rating, 226 reviews

Escape to a Restored New England Antique Milk Barn

FranciscoRating, 5 stars1 week ago
Nice, quiet spot in a lovely small town in Connecticut. Well appointed and short drive to everything in the area.

Home in Warren

4.44 out of 5 average rating, 16 reviews

Strawberry Ridge Chalet with Hot Tub & Sauna!

CaterinaRating, 5 stars2 months ago
We had a wonderful girls weekend. Rebecca let us check in a little bit earlier which was nice. The living room is beautiful and comfortable to sit in and enjoy the scenery. The kitchen was well equipped. We did use the sauna and hot tub. Very relaxing. Some of the beds are a little older and not as comfortable, but we were fine for our short stay. Plenty of towels, paper towels, toilet paper. Would love to visit again when it is warmer for the pool. Thank you Rebecca.
Guest favorite

Home in Cheshire

5 out of 5 average rating, 131 reviews

Pool House

MelissaRating, 5 stars1 month ago
This was our second time back to the pool house and it was amazing, again. We thinks of everything to make you feel welcome. Milk and eggs in the fridge. Muffins and croissants waiting for you. Pristine home. Fully stocked kitchen. I was even able to host a few family members for Christmas dinner and had everything I needed to make a lovely dinner. We also travel with two dogs and Sue is so accommodating, making our pups feel right at home. Thank you, Sue, for making our holidays away from home so peaceful and enjoyable.
Guest favorite

Home in Monroe

4.96 out of 5 average rating, 199 reviews

Garden Level Suite with Beautiful Pool

CarolRating, 5 stars4 months ago
This was our third stay at Marybeth's, everything was great, as usual. The unit is spacious, clean, and very conveniently located.
Superhost

Condo in Farmington

4.81 out of 5 average rating, 53 reviews

Farmington -NEWLY UPDATED NEAR UCONN HC and WEHA

DenisRating, 5 stars2 months 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!

Home in Great Barrington

4.88 out of 5 average rating, 17 reviews

Fun Farmhouse

EmilyRating, 5 stars8 months ago
I stayed here for a holiday weekend with my 11 y/o son, my brother and his wife and their 6 and 7 y/os, my mother, and our dogs. The house was perfect. The kids repeated a circuit between the pool, trampoline, ping pong table, air hockey table, pop a shot, soccer in the field, and Nintendo. My nephew and mom performed a puppet show in the playroom, the pups frolicked in the field, and the adults enjoyed plenty of lounging in the sun and puzzling on the large dining room table. The location is a 5-minute drive to the grocery store or town. The beds were comfortable with fresh and luxurious bedding. There was plenty of room for our group. It's an ideal getaway spot.
Guest favorite

Home in Litchfield

4.93 out of 5 average rating, 182 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

CarlyRating, 5 stars4 weeks ago
We had a great stay over New Year’s! The house was spacious for 6 people and a dog with plenty of room to gather. The kitchen was very well equipped, and the land surrounding the house was beautiful. We enjoyed going into Litchfield for lunch - under 10 minutes away.

Quick stats about vacation rentals that are family-friendly in Bloomfield

  • Total rentals

    20 properties

  • Nightly prices starting at

    $100 before taxes and fees

  • Total number of reviews

    900 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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