Family-friendly holiday rentals in Brookfield

This place is such a gem - we loved staying here. It feels really secluded and peaceful. The vintage decor is cozy and charming, and there are tons of books everywhere - perfect for lazy afternoons. We saw lots of wildlife right outside, which made it feel like a real escape. If you’re looking for somewhere private to unwind with a lot of character, you’ll love it here!

The house was lovely and very clean and Piotr was an excellent host and even met us at check in to show us around. There are 4 bedrooms and each bedroom has its own bathroom which was very convenient for us. The kitchen was well stocked and It was very comfortable stay for my family of 7 adults and two babies and two dogs. One bedroom is on the main floor and two bedrooms are on the walkout lower level and one bedroom is on the upper floor. To get to the upper floor there is a steep winding staircase that wasn’t an issue for us, but I would not recommended it for small children or toddlers. The outdoor hot tub was a nice addition.

House was spotlessly and thoughtfully decorated. The bed was comfortable and hot tub was absolutely phenomenal. Skylights let in beautiful natural light for reading and relaxing. Michael and Enrique were proactive about reaching out beforehand with the house information and we really, really enjoyed our stay. We're not used to baseboard heating so some of the noise from the heating surprised us, but that's to be expected with any place that's not your home. Would gladly stay here again.

My friends and I had such a great get away weekend at the Wandering Peacock! The house is so beautiful—the attention to detail, the nature, hot tub, pizza oven & sauna made this time together even more special.

We had a wonderful time at the Equestrian Suite! The location is beautiful and the unit itself is very cozy. Meeting the horses and donkeys was a lovely added touch. Hope to return!

Really enjoyed my stay at Rosy’s! Looked just like the pictures and was very clean and comfortable. Rosy gives clear directions about any details regarding the house and great recommendations for the area. Highly recommend!

I chose this lovely home to host a teacher training gathering for a few days after a conference in the area. It was a perfect size for our small group. The barn acted as a nice meeting space, and felt spacious with the big doors open! The home is tucked away on some beautiful land, with a waterfall and a pond in walking distance. Cool art all around and eclectic furniture. Would highly recommend!

This property was perfect for a weekend get away for our group of 11. The setting is beautiful and provided opportunities for us to get outside and go sledding, do short walks, play ping pong and jump on the trampoline. The house was spacious enough for our group. The centerpiece is the kitchen which served as our hang out place as well as for eating and cooking. Rhinebeck is a cute village that is close by for shopping and eating out. We also enjoyed going to some local parks for more extensive walks. I messaged several times with Alina who was very helpful in answering questions about the house. We got snow our last night and she made sure that the driveway and walk ways were clear in the morning and allowed us a later check out because of the storm. All in all a great house!

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 is a lovely little beach cottage! We were very comfortable and had a great time! It was wonderful to have our dog with us! The location is beautiful and private, with access to a very special stretch of beach.

Great please. Everything was as advertised. Great experience and host.

The stunning views did not disappoint and Mahmoud was an excellent and attentive host. I highly recommend!

My family was in town for a funeral, and we were able to book Victoria's home and save versus booking multiple hotel rooms. The location is minutes of I-95, so the home gave us a nice, central home base with a kitchen to get to everything and feed the kiddos between events. While we weren't looking for a beach trip - we were able to walk to the local beach and enjoy it with our young kids for a few hours over the weekend. The home was clean, comfortable, and worked perfectly for us. Communicating with Victoria was very easy, and check in/out was a piece of cake as there is a lock box on the house. If I need to bring the family back to the Stamford area, we'll definitely want to stay at Victoria's home again! Thanks!

Cutest little cottage! Really loved the back porch / deck area. Loved this spot — affordable and perfect for a fall weekend getaway. Jeanine and Keith had lots of cute touches like homemade pumpkin bread and eggs in the fridge. They are also easy to communicate with. The town is very cute, too.

This was the perfect space to reconnect with friends. Since we all live in different states now, a night in laughing and catching up was all that was on the agenda. The space was nice and cozy and we had a lot of room to spread out and feel at home. I would recommend this space to anyone looking for an intimate space in a quiet neighborhood.

We stayed for two nights at Linda’s place and are so happy we did! The property is expansive and stunning—it’s at the very end of the street surrounded by hills. It’s quiet and pristine. When you pull in, you drive by a pond before parking with a view of the barn. The home itself is quite spacious—the kitchen is just to the right and is open to the super comfy living room on the left. That open layout was great for us! The two bedrooms and bathroom are a great size, too. Linda left eggs, milk, and other goodies for breakfast, and there were s’mores ingredients and lots of coffee (ample pods for the Keurig, and coffee for a French press, too!). Kitchen was super well-stocked and we had everything we needed for an incredible stay. All rooms had individual thermostats for the baseboard heating, so we were really toasty inside! We & our 2 dogs loved exploring the property in the light snow. Linda was an incredible communicator, and clearly thought through all the wonderful amenities!

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

Place was perfect! Clean & made our Holiday stay in the beautiful Hudson Valley a wonderful experience. We loved the personal touches the house offered and we will be back

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.

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

A great get-away. Super comfortable, just as advertised, and with an incredibly stocked kitchen. Our dog had a blast romping in the yard, and my wife and I are already talking about going back in the summer. We loved it.

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.

This is a great place to stay. There is plenty of room, the beds are comfortable and every thing is sparkling clean!

The home was absolutely gorgeous and peaceful. It's exactly as described but even more spacious than I expected. They put a lot into making guests feel welcome, including prompt communication, a quick walk through to explain where things are, numerous suggestions for the surrounding area, and even a tray of welcome cookies! I came for a 50k trail race, so the hot tub was a perfect added bonus. I HIGHLY suggest booking this property, and I'll definitely be back to spend some time at the beach.