Family-friendly holiday rentals in Brookfield

Myself and a few friends stayed here to celebrate a 40th birthday and we all loved it! The space is so unique yet still cozy and very relaxing. We were able to cook easily in the fully stocked kitchen all of the bedrooms were comfortable. Spent a majority of our time just hanging in the living room, but did get around to utilizing the hot tub. Would highly recommend this place for a nice relaxing weekend away.

Wonderful place to have a family vacation with nearby hiking and skiing. It was a perfect holiday get away!

Michael and Enrique were excellent hosts, and left me and my girlfriends ice cream in the freezer to enjoy! They responded quickly when we had any questions. The view from the hottub looking out onto the woods is beautiful and the hottub was just what we needed to relax. A beautiful, cozy getaway, and so close to Rhinebeck!

Paula and her place are absolute gems. Communicating with her felt like talking to a friend whose place I was going to be staying at, and it felt like that when we arrived as well. I loved the art and thoughtful touches in each room, and our large group felt cozy yet everyone had their own privacy. The space is actually much larger and more beautiful than the photos even convey! The private trails were stunning and magical— I walked barefoot on the carpet-like moss covered forest paths leading to a Stonehenge-esque clearing with giant boulders. The deck and outdoor space is lovely and has stunning views. So peaceful and quiet with some surprise owl and hawk sightings.

Victoria's place was wonderful! It was spacious and comfortable and gave our family plenty of room to spread out and enjoy our visit. Victoria was a very responsive host and made check in and check out stress free and easy! There was ample parking for our cars and the house was private - it was the "house behind the house" so we weren't subject to busy traffic noise on the street. (Got a little confusing for DoorDash drivers but we worked it out :D). I will book this same place next time I am up for an extended weekend with the family. Highly recommend!

Unique and one of a kind. Recommend for anyone willing to step away from the ordinary. Host is attentive and helpful. Rustic amenities add to the charm of the place.

My husband and I had the pleasure of staying in this unbelievably beautiful place for two nights. Charlotte’s place was warm, inviting, comfy, relaxing and exactly what we were looking for in a weekend getaway. The attention to detail in all areas of the suite were extraordinary— the comfy robes, the perfect placement of the furniture to see the most beautiful sunsets, the selection of complimentary coffees, snacks, and the farm fresh eggs in the fridge! Charlotte really thought about how to make this place feel magical and special. We had an amazing time and cannot wait to go back again. Thanks again!

Words simply cannot describe how magical this Airbnb experience was. a group of friends and I passed the hours marveling at the gorgeous art and curated knick-knacks - the home itself an endless source of fun. - like an interactive museum! Thats without even mentioning the property, the pond, the waterfall, the chickens, tire swings and HOT TUB! Truly a miraculous experience, would highly recommend and we will absolutely be returning.

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 our second time staying at the Blacksmith building. With family in NJ, NYC, and Westchester, it's a great central location. It's a big space with nice decor. Robert is a terrific, incredibly responsive host. Things to know: -There laundry is a single washer-dryer unit. It takes a very long time to dry a full load. Not an issue if you do smaller loads. If you do full loads either leave lots of time to dry your clothes or hang them. He provides LOTS of hanging space in the back room, so this is very feasible. -Street parking is free at night and cheap during the day. A WARNING - if you have to park on Dock street there is no parking 1am-7am M, W, F. There is only one small, easy-to-miss sign on each block indicating that rule, so we ended up with a ticket the one night we couldn't park in front of the airbnb. Otherwise, the parking app makes parking super-convenient. you can load your meter from bed at 9 am. We left by noon each day, so it cost $2-$3 to park.

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.

Beautiful home and nice getaway from the city! Highly recommend this property for anyone looking for a relaxing weekend, beautiful views and amazing home. Thank you for a wonderful stay! We look forward to coming back!

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!

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!

Linda’s home is absolutely beautiful and unreal! First of all, it was extremely clean with great smelling sheets. Her home had everything you needed from coffee, seasonings, first aid kit, and even marshmallows to roast. My family and I had a bbq as well and Linda had a lot of cookware. We had sooo much space to walk and go on a hike right off the property. There is a little stream of water that connects to the pond which my little 4 year old loved. The horses were a lovely addition and we loved hearing the rooster during the day. We will certainly be returning because a weekend was too short to explore everything. I highly recommend! Thank you again Linda!

Our stay in the Fairfield University area was absolutely delightful! The home was cozy, impeccably clean, and filled with thoughtful touches that made us feel welcome from the moment we arrived. The location was perfect, close to family and friends yet wonderfully quiet and peaceful. Bill & Lois went above and beyond to ensure our comfort, I especially enjoyed the chocolates (shhh) just don’t tell my cardiologist. Sheila loved the ceramic dish. We couldn’t have asked for a better experience and look forward to returning. Thank you

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.

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.

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!

I had a lovely stay at Sherrill and Clark's! I stayed for a month while working a job in the area, so I wasn't around much, but the space was a very cozy and homey place to come back to at the end of each day. Sherrill and Clark were very kind and welcoming. The bed was big and comfy! If you live in a city and need some time away New Paltz is adorable. Being from Chicago, it was a great change of pace.

We loved celebrating my wife’s birthday at Tina’s home with our bichon frisée! Her home was so peaceful and we loved relaxing in the soaking tub, listening to music, and unwinding. It was the perfect weekend for staying in and reading books while surrounded by nature (and rain!). The home was easy to find and had everything you could need for a snuggly weekend in. We loved Red Hook - we have never explored it before! The shops are adorable. We hope to be back when it’s warmer to try the pool!

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!

Spacious and clean, Alice’s place was lovely and quiet.