Family-friendly vacation rentals in Brookfield

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Brookfield family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Home in Tomkins Cove
4.94 out of 5 average rating, 157 reviews

Hudson Valley Victorian with River Views

GertRating, 5 stars3 weeks ago
Jody's place was amazing. She's very friendly and proactive in providing advice. The place was exactly as described in the pictures. We loved it and will definitely be back!
Guest favorite
Villa in Hopewell Junction
4.96 out of 5 average rating, 290 reviews

The Mission House Sanctuary

MiriamRating, 5 stars4 months ago
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.
Guest favorite
Home in Rhinebeck
4.91 out of 5 average rating, 228 reviews

Rhinebeck Home with an amazing outdoor space+H/tub

MichelleRating, 5 stars2 months ago
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.
Superhost
Home in Shippan Point
4.94 out of 5 average rating, 114 reviews

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC

JonathanRating, 5 stars6 months ago
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!
Guest favorite
Farm stay in Kent
4.87 out of 5 average rating, 307 reviews

(°) The Wandering Peacock (°)

JoshRating, 5 stars3 weeks ago
As great as it looks in the pictures, they don't quite do justice to how beautiful and unique this place is. Took full advantage of the Sauna and highly recommend if you need a quite retreat!
Guest favorite
Guesthouse in Beacon
4.94 out of 5 average rating, 394 reviews

Cozy Mountainside Suite - Minutes from Beacon

JacquelineRating, 5 stars1 week ago
Such a beautiful oasis! We so enjoyed a weekend away. The suite is so cozy and beautifully decorated. Loved using the hot tub even in the winter weather. The best part was sharing a space with our furry friends downstairs! Would recommend 10/10!!!
Top guest favorite
Home in Ancramdale
4.94 out of 5 average rating, 142 reviews

Unwind in the country, stargaze in hot tub

OliviaRating, 5 stars1 month ago
What a gorgeous stay. My partner and I celebrated our five year anniversary here and each detail was perfect. The home is wonderfully curated, with stunning art, decor, puzzles, plates, you name it! And by the window, the feeders attract all kinds of birds that I’ve never seen so up close. Woodpeckers, cardinals, chickadees. You hardly need the TV, it’s so entertaining. The place is spotless and serene. And Rosy is so responsive while giving you complete privacy! You can tell she really cares about the experience she provides. If you’re looking to stay in an artfully cozy home, this is the place.
Guest favorite
Home in Cold Spring
4.91 out of 5 average rating, 253 reviews

1834 Farm House

NathanRating, 5 stars5 months ago
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!

Family- and pet-friendly home rentals

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

Lake Beseck cottage

NicoleRating, 5 stars2 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.
Superhost
Apartment in Milford
4.86 out of 5 average rating, 268 reviews

The Farmhouse Estate Apartment

Winsome Rating, 5 stars1 month ago
Accommodation was convenient…house clean and comfortable…communication with host was also great! Thanks to Cail Jayne, and Dylan
Guest favorite
Home in Garrison
4.93 out of 5 average rating, 159 reviews

Hudson Valley Mountaintop Riverview

JocelinRating, 5 stars3 weeks ago
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!
Guest favorite
Cottage in Pine Plains
5 out of 5 average rating, 140 reviews

Patchin Mills Quaint Country Cottage

KaterinaRating, 5 stars4 months ago
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.
Guest favorite
Apartment in Middletown
4.88 out of 5 average rating, 297 reviews

3 bedroom near Wesleyan, downtown

AlexRating, 5 stars2 weeks ago
Monica’s place was great for me and my family after a day of skiing. There are great restaurants near by and some waterfalls The place was clean and spacious. I’ll definitely give Monica’s place a try if you are going to be in the area.
Top guest favorite
Cottage in Redding
4.93 out of 5 average rating, 257 reviews

Cozy Cottage by the pond

LauraRating, 5 stars3 months ago
Perfect stay in the coziest cottage! Rose & Jamie were amazing and super helpful and made us feel right at home.
Superhost
Farm stay in Fort Montgomery
4.93 out of 5 average rating, 238 reviews

Secluded mountain top horse property near W. Point

BrianRating, 5 stars2 weeks ago
We had a great time, beautiful scenery and lovely horses.
Top guest favorite
Guest suite in Fairfield
4.94 out of 5 average rating, 405 reviews

Private Studio Apartment; Kitchen; Fully Furnished

ireneRating, 5 stars2 weeks ago
Bill and Lois were lovely hosts and even gave us a quick tour of their pottery studio. The kitchen was equipped with coffee, half-and-half, fresh fruit, English muffins and yogurt, so we didn't have to run out for breakfast. The bed was super comfy too! Very convenient to the SHU Theater in town.

Family-friendly home rentals with a pool

Top guest favorite
Barn in Bethel
4.98 out of 5 average rating, 230 reviews

Escape to a Restored New England Antique Milk Barn

JosephRating, 5 stars5 days ago
This was a great place to stay -- large space, in a scenic and private area. Very easy check-in process with helpful recommendations for nearby attractions and restaurants. Would definitely stay again.
Guest favorite
Home in Stormville
4.94 out of 5 average rating, 178 reviews

Private Hudson Valley Country Retreat

MarkRating, 5 stars3 months ago
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
Top guest favorite
Home in Cheshire
5 out of 5 average rating, 131 reviews

Pool House

MelissaRating, 5 stars2 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 favorite
Home in Monroe
4.97 out of 5 average rating, 200 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars2 weeks 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!
Top guest favorite
Cabin in Red Hook
4.96 out of 5 average rating, 343 reviews

Modern Upstate Cabin, near Rhinebeck NY

PatrickRating, 5 stars2 months ago
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.
Guest favorite
Home in Litchfield
4.93 out of 5 average rating, 184 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

AndreaRating, 5 stars1 month ago
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!
Superhost
Home in Fairfield
4.94 out of 5 average rating, 35 reviews

Newly-Renovated, Private, 4BR Cape w/Pool

PeterRating, 5 stars5 months ago
Great home and host. Responsive to inquiries. Would recommend!
Guest favorite
Guest suite in Guilford
4.96 out of 5 average rating, 157 reviews

Bright, Cozy Apartment in Guilford

KarenRating, 5 stars4 months ago
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.

Quick stats about vacation rentals that are family-friendly in Brookfield

  • Total rentals

    30 properties

  • Nightly prices starting at

    $40 before taxes and fees

  • Total number of reviews

    890 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore