Family-friendly holiday rentals in Bloomfield

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Bloomfield family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Condo in Norwich
4.84 out of 5 average rating, 150 reviews

Villa Flora @ Norwich Inn & Spa

DebraRating, 5 stars6 months ago
There is nothing more frustrating than not being able to have a decent shower while you are on vacation. That was absolutely not the case here. The hot water and water pressure in both bathrooms was exceptional. This is a great place in a great area. We will definitely try to get back here.
Top Guest favourite
Guest suite in Mansfield
4.96 out of 5 average rating, 205 reviews

Cozy private apt 8 mins from UCONN - solar powered

TerryRating, 5 stars3 weeks ago
This is a wonderful place to stay if you are visiting UConn or the surrounding area. Keri and Jason were fabulous hosts and very responsive to my needs. Keri even anticipated needs by offering to have a fresh cup of coffee ready for me on the AM. Everything was perfect for my stay and there was definitely a comfortable feel. I will definitely be staying here in the future.
Guest favourite
Bungalow in Easthampton
4.92 out of 5 average rating, 493 reviews

The Creation Station

Jet (Bridget)Rating, 5 stars2 weeks ago
Creation station is a very unique, warm, and inviting space. My partner and I are both musicians and appreciated that there was a stage and instruments right there in the space. We also went for the enchanted forest walk behind the guest house when we returned back from seeing some live music at night – with the lights twinkling and the moon shining above, it was very magical. Apple the dog greeted us and played with my dog (which was great since he gets anxious when we’re away from home and does much better when he’s worn out). As a creative person, I really appreciate meeting other kindred folks, so meeting John was a real treat. Furthermore, I messaged John after I returned home and realized I’d left my cell phone charger, and I received it in the mail just a couple of days later. I would definitely stay here again.
Guest favourite
Home in Ashford
4.87 out of 5 average rating, 78 reviews

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

TalRating, 5 stars7 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 favourite
Home in Chester
4.97 out of 5 average rating, 351 reviews

Riverfront Getaway

PeterRating, 5 stars3 weeks ago
Second time staying here, and we continue to love it! The location is great: pretty much anything in western Mass can be reached within about an hour or less from the house. At the house itself, you have a clean, comfortable, and ample space. The hot tub overlooking the river is definitely a highlight. The sounds of the river and the occasional rumble of trains passing by create a beautiful atmosphere. Highly recommended!
Guest favourite
Cabin in Monterey
4.93 out of 5 average rating, 197 reviews

Exotic Mountain Retreat in the Berkshires.

DanielRating, 5 stars3 months ago
This was such a great place for our group of 14. It was big, clean, and the amenities were amazing. Lance was really helpful and quick to respond with our questions. We would happily stay here again.
Superhost
Home in Washington
5 out of 5 average rating, 6 reviews

ShrinkMapBestTown Washington Calhoun5BR PoshPadsCT

CaryRating, 5 stars20 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!
Top Guest favourite
Home in Colebrook
4.99 out of 5 average rating, 220 reviews

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

MarkRating, 5 stars3 weeks ago
The house was everything we expected it to be! Everything was amazingly well stocked. The kitchen was full of dishes, glasses, pots and pans for us to use. The bedroom was complete with pillows, comforters and sheets. The bathroom had all the towels, wash cloths, soap and shampoo you could use. The living room had ample seating with plenty of firewood for the fireplace. There were even robes for the hot tub! Communication was great as well. Deb was great giving us all the information we needed before our stay. She also left us a nice welcome note! If you still had questions, there's also a binder in the kitchen that explained everything and includes phone numbers should you still need assistance. Will definitely stay again next time we're in the area!

Family- and pet-friendly home rentals

Guest favourite
Cottage in Middlefield
4.92 out of 5 average rating, 245 reviews

Lake Beseck cottage

NicoleRating, 5 stars3 months ago
Was the perfect little get away for us. And it was nice to find a place that accommodated the dogs so well. We appreciated being able to get to places easily but at the same time have a peaceful place to return to.
Guest favourite
Home in Great Barrington
4.94 out of 5 average rating, 126 reviews

The Hideaway: Berkshire Home - village of Egremont

LeahRating, 5 stars2 months ago
This was the second time staying in this house with another family. Can't beat the convenient location to local mountains for skiing. House is spacious and plenty of room for two families of 4. Shiyrah is friendly and communicative.
Top Guest favourite
Home in Stonington
4.98 out of 5 average rating, 385 reviews

Historic Seaside 4BR 2BA Mystic, Walk To Seaport

ColleenRating, 5 stars3 weeks ago
Lovely historic cottage on the bay, walkable to downtown Mystic. Easy access to Stonington, and all that is beautiful in the area. We were a party of three, the beds were beautifully made, everything was pristine and as advertised. Bay Street is just below the house in a quiet and peaceful area. Well stocked kitchen! Charming back yard and deck to sit and have coffee, all enclosed. Small separate cottage in the back for a private bedroom with its own bath and tv! Very responsive host! Overall an excellent experience for us.
Guest favourite
Home in Feeding Hills
4.89 out of 5 average rating, 961 reviews

Farm Fresh Feeding Hills

TaylorRating, 5 stars6 days ago
A great place to stay if attending an event at the big E. Short drive to the venue. Beautiful farm with beautiful trees and animals to interact with. Very comfortable sleeping arrangements and plenty of extra linens, blanket, pillows. Slept 3 grown men with ease. Would absolutely reserve again. Way better than any hotel. The hosts were great very nice people. Your on a farm, not at the Hilton, remember that while booking and you will not be disappointed. Loved this place!
Guest favourite
Guesthouse in Sprague
4.96 out of 5 average rating, 201 reviews

House on Little River / Writer Retreat

PamelaRating, 5 stars7 months ago
Cabin on Little River met our expectations and more. Myself, 2 sisters and my daughter wanted a quiet getaway. A charming open concept post and beam, pine floors and wood trim, woodstove for winter, deck with charcoal grill. It's very rural and IN the woods ( so bring bug repellant). Even though the host's home is visible you still feel tucked away. Kitchen and bath are modern and clean and the beds and livingroom were very comfortable. The soothing sound of the river is always present. It was relaxing to sit down in the adirondack chairs near its bank. The woods provide a place to walk. Lake is across the road. Glenn informed us of several events nearby that we were really interested in...but we never felt like leaving the cabin! There's a big firepit nearby and wood provided. Glenn is a wonderful host. A fellow artist, I asked to see his studio on the ground level. Even bought a couple small paintings. Do not hesitate to book this place if you are looking for a quiet respite!
Guest favourite
Home in Warren
4.94 out of 5 average rating, 108 reviews

Litchfield County Getaway

DemianRating, 5 stars4 months ago
Was in the area to visit family and this was a perfect location for me. Had just what my family needed to have a great weekend
Guest favourite
Apartment in Middletown
4.88 out of 5 average rating, 300 reviews

3 bedroom near Wesleyan, downtown

AmyRating, 5 stars2 weeks ago
This was perfect for our overnight! Felt right at home and had so many great restaurants and quaint shops close by.
Guest favourite
Apartment in Waterbury
4.94 out of 5 average rating, 263 reviews

Private 1 bedroom apartment in central Connecticut

CynthiaRating, 5 stars6 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!

Family-friendly home rentals with a pool

Guest favourite
Home in Montville
4.92 out of 5 average rating, 267 reviews

Casino Wine Down House with Winter Igloo

JenniferRating, 5 stars2 weeks ago
House was very easy to get to and very clean. Surrounding neighborhood was nice and quiet. Outside igloo was warm and cozy. Downstairs game room was a hit with the big kids.
Top Guest favourite
Barn in Bethel
4.98 out of 5 average rating, 231 reviews

Escape to a Restored New England Antique Milk Barn

AbeRating, 5 stars1 week ago
When my plumbing went rogue and turned my floor into a squishy disaster zone, I needed a place to crash that wasn’t half underwater. Enter Sally’s place—a true oasis in my time of crisis. First off, this place is so nice that I briefly wondered if my house was even worth saving. It’s cozy, beautifully decorated, and so clean. The bedroom and bathroom are upstairs, making me feel like I was living the high life—literally. The bed? Like sleeping on a cloud. The view? So peaceful I considered writing poetry. Bottom line: If you need a place to stay, stop scrolling. Just book it. But be warned—you may never want to leave.
Top Guest favourite
Home in Cheshire
5 out of 5 average rating, 131 reviews

Pool House

MelissaRating, 5 stars3 months 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 favourite
Home in Woodstock
4.94 out of 5 average rating, 235 reviews

Cedar Ridge: House or House+Apartment

SuzanneRating, 5 stars2 weeks ago
We love the house! It’s spotless (very clean), very comfortable and super peaceful in a beautiful location! Highly recommend!
Top Guest favourite
Home in Monroe
4.97 out of 5 average rating, 200 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars1 month ago
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!
Superhost
Condo in Farmington
4.81 out of 5 average rating, 53 reviews

Farmington -NEWLY UPDATED NEAR UCONN HC and WEHA

DenisRating, 5 stars4 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 stars10 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 favourite
Home in Brimfield
4.88 out of 5 average rating, 72 reviews

Luxury Home * Pool * Fireplace

DanaRating, 5 stars2 months ago
We had a very nice stay for a family wedding. Sharing the house with two combined families in January and the house was great for this. There are rooms with 3-4 beds in each so if you are looking for bedroom privacy then this house probably isn’t it. That said, we are all family so was fun to bunk up! The area is beautiful and there r a great set of trails right at the end of the road for hiking, walking cross country skiiing etc. Overall, a great stay and Kimberly was very communicative with everything

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    $166 AUD before taxes and fees

  • Total number of reviews

    940 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    20 properties include access to Wi-Fi

Destinations to explore