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 stars1 month 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
Home in Litchfield
4.96 out of 5 average rating, 95 reviews

Home in historic Litchfield village

JessicaRating, 5 stars5 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 favourite
Bungalow in Easthampton
4.92 out of 5 average rating, 494 reviews

The Creation Station

SpencerRating, 5 stars2 weeks ago
We love the creation station! We stayed for one night and it simply wasn’t enough! What a cool and magical property. Inside is quite a trip. Surround sound for your listening pleasure, huge projection screen for watching tv. Comfortable beds, and the place was well kept up and clean. Outside is magical at night and the hot tub was just perfect after a long day. John was super nice and very helpful. We will certainly be back for some more fun. Highly recommend this place you will not be disappointed. Peace & Love: Spencer and Julie
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 stars8 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!
Top Guest favourite
Home in Colebrook
4.99 out of 5 average rating, 221 reviews

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

JoshuaRating, 5 stars1 week ago
This is at least our 4th time staying at what we call "The Farm" and it is our favorite getaway! We even got my brother to drive 1.5 hours out of his way on his family trip to Boston so he could check it out. A rare gem!
Guest favourite
Home in Norwich
4.81 out of 5 average rating, 207 reviews

Grand 9 BR Near Casinos

AliciaRating, 5 stars1 week ago
We loved staying here- it made for a perfect weekend. Thank you so much for welcoming us in your home!
Superhost
Home in Roxbury
5 out of 5 average rating, 10 reviews

Zoom In Map To 5*Roxbury "Painter Hill" PoshPadsCT

AnneRating, 5 stars10 months ago
Cannot thank Stephen enough for taking care of us after a major mess up. We were able to get in and relax and enjoy. So grateful for all he did for us on a graduation weekend.

Family- and pet-friendly home rentals

Superhost
Apartment in East Haddam
4.79 out of 5 average rating, 281 reviews

The Federal Suite at the Wisteria Rest

AlcindaRating, 5 stars2 months ago
Loved the tasteful decor, and the way this historic home has been modernized yet still holding its victorian charm. Many nice touches, and everything was nicely arranged. The bedroom is spacious and lovely. My daughter and I thoroughly enjoyed our time together staying at Lizzy's place.
Guest favourite
Home in Feeding Hills
4.89 out of 5 average rating, 965 reviews

Farm Fresh Feeding Hills

RichardRating, 5 stars2 weeks ago
The close-up view of farm animals and cooking farm fresh eggs were most pleasant and enjoyable for our 3 nights in the country. We were there during an April cold spell and enjoyed the warm and cozy nights indoors. Very comfortable bed linens were especially pleasing for a great night's sleep.
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
Loft in Essex
4.94 out of 5 average rating, 437 reviews

Unique apartment in former art gallery.

ChristinaRating, 5 stars1 month ago
I really enjoyed my stay here. The place was eclectic and comfortable. I loved how open and spacious the home was and appreciated the peacefulness of the area. I would definitely stay here again on future visits.
Top Guest favourite
Apartment in Sandisfield
4.92 out of 5 average rating, 235 reviews

Sunny Berkshire Studio Apartment

AntonRating, 5 stars7 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
Guest favourite
Apartment in Middletown
4.88 out of 5 average rating, 301 reviews

3 bedroom near Wesleyan, downtown

BangheeRating, 5 stars1 month ago
Very nice place and location is amazing. We were grateful that our host provide some basic amenities - coffee, shampoo and condtuoner, etc. Made our visit easy and very pleasant. Thank you!
Guest favourite
Cottage in Canaan
4.85 out of 5 average rating, 169 reviews

Cozy Little Cottage

MaryRating, 5 stars1 week ago
My daughter and I loved our stay so much. The setting is so beautiful and peaceful. I loved listening to all the bird song and my daughter loved the fish! Such a cozy, comfortable home. We loved our relaxing time here. Gabriele is a fabulous host, so responsive and so kind. Thank you!!
Superhost
Home in Great Barrington
4.69 out of 5 average rating, 118 reviews

Relaxing Housatonic Retreat

ToddRating, 5 stars1 month ago
Jennie is a great host and her place was just what we needed. Would book again for sure.

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

JenniferRating, 5 stars1 month 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.
Guest favourite
Villa in Norwich
4.89 out of 5 average rating, 208 reviews

Romantic Spa Retreat minutes to Mohegan Sun Casino

GabrielaRating, 5 stars5 months ago
Everything was amazing ! great place to rest after a fun day & night out. Cozy and comfortable. Definitely will be coming back !
Top Guest favourite
Home in Cheshire
5 out of 5 average rating, 132 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.
Top Guest favourite
Home in Monroe
4.97 out of 5 average rating, 200 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars2 months 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 stars5 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 stars11 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
Guest favourite
Home in Litchfield
4.93 out of 5 average rating, 185 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

TessaRating, 5 stars1 week ago
This wonderful antique home is in a Beautiful spot in the heart of Litchfield CT, and a delight early spring when the fields of daffodils awake! This unique 1793 house has a great view & sunset, fireplace, simple spa/gym making it a gem even when the pool is closed. Nearby the town with lots to offer and local farms for food shopping too. What’s not to love 💛 Bonus is a great host offering a home that is in touch with the realities of rentals, pets and people -not picky, precious or punitive. Happy to recommend and return! Thank you Elizabeth!

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    $156 AUD before taxes and fees

  • Total number of reviews

    960 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