Family-friendly holiday rentals in Bloomfield

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.

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!

To say the least, it was a great place to stay and have peace and quiet for the weekend. The house was very clean and had lots of enjoyable activities to keep yourself busy. I’ll be recommending this place to all my friends and family.

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!

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!

Anna and Stan's place was great, even better than described. Extremely responsive to our questions during the stay and no surprises.

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.

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.

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.

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.

This was our third time staying at Nancy's place. Everything was great as usual and the little extras like eggs, milk, butter and a few snacks were much appreciated. The beds are very comfortable and the linens are soft and warm. The kitchen is well equipped and the bathroom is as well and I appreciated the shampoo, conditioner and body wash in the shower. The location is beautiful and safe. We were in Springfield for a trade expo at the Big E and the location was perfect and convenient.

This is our second year at Emily & Carol's cabin. It's homely, cozy, lovely and warm at night with a small fire going and the TV on. We spent the evening assembling legos hah! We had an amazing time looking out towards the lake and would love to come back next year too!

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.

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

Great place to stay in a very walker friendly town. Monica gave great suggestions in places to go and walking routes to take our pup. We had a great time!

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!

What an incredible host and location. You know it is an amazing vacation when your 17 year old says he wants to go back and he loved the time with family. We brought our two dogs and it was a perfectly, peaceful get away. Loved the house, especially the yard and game room. Will stay again, definitely.

Absolutely STUNNING cottage. I share the sentiment of other guests in just how beautiful, clean, cozy and comfortable this space is! Stocked kitchen, lovely bathtub, pristine clean bathroom (and everywhere) and fast and strong wifi in the whole house. About 100mph internet speed. The bedroom was SO COZY and the bed was so comfortable. Felt super private for being next to the main property. Friendly and responsive hosts! Gorgeous property. One of the overall best places I’ve stayed.

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.

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!

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!

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.

Our 2nd stay at Elizabeth’s house and it was as nice as our last visit. Our kids love exploring the home and property which has a wonderful view. The kitchen is well appointed for cooking. We especially enjoyed the stone fireplace to relax after skiing. Would highly recommend!

Lovely women, made me and my friend feel right at home. Would definitely book again in the future.