House holiday rentals in Brookfield

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Popular amenities for house rentals in Brookfield

House rentals with a pool

Top guest favourite
Home in Monroe
4.97 out of 5 average rating, 201 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars3 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!
Guest favourite
Home in Rhinebeck
4.89 out of 5 average rating, 143 reviews

4Br Mountain Brook House on 130 acres w/ trails

DanielaRating, 5 stars2 weeks ago
Rick's House (Hemlock House) was a wonderful getaway! We unfortunately didnt hit the best weather but the house was perfect for a cool and rainy long weekend both indoors and out. The open first floor with huge kitchen was great for hanging out and cooking with alot of cozy nooks to read and relax. There was a lot of various outdoor spaces and decks to lounge on as well and the hot tub was perfect for the cooler cloudy weather. The bedrooms were all comfy and each room having its own bathroom was another plus. We all loved the sounds of the creek and being able to walk around the trails in the back. The House is in a fantastic location - only 10 minutes from Rhinebeck which has everything you need and is great for walking around, shopping and dining. Rick was informative and provided a great guidebook with clear instructions and local resources and recommendations. Thanks for a lovely stay!
Superhost
Home in New Paltz
4.86 out of 5 average rating, 159 reviews

Scenic River View Escape | New Paltz

TatiaRating, 5 stars2 weeks ago
I spent my birthday at this beautiful house and couldn’t have asked for a better experience. The place was spotless and full of natural light, with lovely views that made the stay even more special. The atmosphere was peaceful and clean, and the house had everything we needed for cooking and relaxing. I truly felt at home and appreciated all the thoughtful touches. Highly recommend for anyone looking for a cozy, well-equipped getaway!
Guest favourite
Home in Stamford
4.96 out of 5 average rating, 251 reviews

Midcentury Modern ZenHouse Sculptor Studio

EamonRating, 5 stars4 days ago
Truly one of a kind property. Relaxing, calm, extremely responsive and helpful host. If you are looking to get out of the city or just need some time away to think, look no further. 10/10.
Guest favourite
Home in Saugerties
5 out of 5 average rating, 152 reviews

Upstate Modern Scandinavian Barn in the Catskills

Zoe StarRating, 5 stars2 weeks ago
We truly enjoyed our stay at Wilderkill Barn. Maria Cristina and William were exceptional hosts—warm, attentive, and genuinely committed to making our visit special. They went above and beyond to make us feel welcome. The home was a haven, with a hot tub, sauna, pool, fire pit, pool table, and immersive sound and movie systems—all of which made our stay delightful despite the cold, dreary May weather. We can't thank them enough. ***That said, we feel it's necessary to address a serious issue with Airbnb itself that arose while booking this property, unrelated to the property itself. An unexpected tax was added after booking, and Airbnb has yet to provide a clear explanation. After years of loyalty, we were disappointed by their evasive and unhelpful customer support. This experience has made us reconsider using the platform in the future. We urge potential users to scrutinize all fees carefully and be aware that Airbnb’s support may be difficult to navigate if problems arise.***
Top guest favourite
Home in Pound Ridge
5 out of 5 average rating, 163 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

MollieRating, 5 stars2 weeks ago
Obsessed with this Airbnb! My husband, dog and I typically go to upstate NY or the Berkshires for long weekends but I came across this Airbnb as I had an event in westchester over the long weekend. Highly recommend! So much hiking, wonderful restaurants and so close to the city. My dog loved this property as well! Will be back.
Guest favourite
Home in Litchfield
4.93 out of 5 average rating, 189 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

ThomasRating, 5 stars2 weeks ago
Only complaint would be the noise from road during the morning commute
Superhost
Home in Beacon
4.92 out of 5 average rating, 133 reviews

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town

MarissaRating, 5 stars2 weeks ago
We had a great stay at Tiffany’s place! Everything was exactly as described and she was great at communicating throughout the stay.

Weekly house rentals

Guest favourite
Home in Sandy Hook
4.96 out of 5 average rating, 45 reviews

Sunset Living

AleaRating, 5 stars2 weeks ago
Great spot! Close to town and clean, would stay again!
Top guest favourite
Home in New Milford
5 out of 5 average rating, 11 reviews

Private Dock & Pool - Candlewood Lake

WarkiriaRating, 5 stars4 days ago
I had such a fantastic experience staying at this Airbnb! The home was exactly as described—clean, cozy, and beautifully decorated. The location was perfect—close to everything I needed, but still quiet and peaceful for a relaxing getaway. Waking up and drinking coffee with the beautiful view of Candlewood lake was breathtaking. The host was incredibly welcoming and responsive. I would definitely stay here again and would recommend anyone to stay here. I would also recommend you to take your boat or even rent one near by,absolutely incredible!!!
Top guest favourite
Home in New Fairfield
5 out of 5 average rating, 33 reviews

Direct Lake Access - Priv Dock, Kayaks, EV Charger

BrentRating, 5 stars2 weeks ago
We had a great stay at the property. It is on a charming location of the lake across the channel from a small wooded island. The home's common spaces were great for gathering and the sleeping arrangements were very comfortable. I would recommend this to any group who wants a lake side experience with a comfortable house.
Superhost
Home in Sandy Hook
4.83 out of 5 average rating, 6 reviews

Serenity by Lakefront Cottage!

SabrinaRating, 5 stars4 weeks ago
The amazing place to spend with your partner, all clean, a beautiful view from the balcony, I loved it, I would come back more often
Top guest favourite
Home in Accord
5 out of 5 average rating, 65 reviews

Accord River House

KacyRating, 5 stars1 week ago
This was hands-down, my favorite. Air B&B ever! We hope to return and spend more time on our next visit. We were literally immersed in and surrounded by nature and it was so beautiful and peaceful. It also felt like home the minute we stepped in… like going to a friend’s “country weekend” place where the books, puzzles, games, records, artwork, handcrafted pottery, electric blankets, dog beds and more (!) just make you feel at ease and in comfort. This place is so loved and it shares that love with its visitors. Thank you to the owners for sharing such a special place!
Top guest favourite
Home in Roxbury
5 out of 5 average rating, 17 reviews

Bright Mid-Century Modern Retreat-90 min from NYC

SidRating, 5 stars3 months ago
My family and I had a wonderful weekend at the house. The house is beautiful and was extremely clean when we arrived. Luiz kindly left a sled for my kids to use in the yard. There is plenty of outdoor space and the yard has a good deal of privacy. There are two bedrooms and a den/office with a TV. The kitchen has everything we needed. Luiz was very easy to communicate with.
Guest favourite
Home in Redding
4.88 out of 5 average rating, 16 reviews

Meeker Hill House - Country Escape w/ Heated Pool

RoryRating, 5 stars8 months ago
Our stay was stunning. The location is quiet and peaceful yet close enough to the town to get what you may need. The home itself is absolutely gorgeous. It’s clean, the layout is beautiful, and the views are out of this world. A truly incredible place to stay. The beds were very comfortable, the kitchen was perfect, and each room has a full bath which was great for our family. Overall highly recommend
Superhost
Home in Sandy Hook
4.91 out of 5 average rating, 34 reviews

Cottage at Sunny Day- Lakeside, views, kayak, dock

CatherineRating, 5 stars2 weeks ago
We had a great weekend away. The house was great and the lake was beautiful and peaceful. It was warm, clean, welcoming and felt like home. I would definitely recommend and stay again! The host was responsive and detailed, it was smooth from booking through departure. The house felt modern, clean, well laid out and totally welcoming…and you can’t beat the view!

Private house rentals

Guest favourite
Home in Holmes
4.91 out of 5 average rating, 11 reviews

Enchanted Escape | POOL, LAKE, Concierge Services

AnxhelaRating, 5 stars2 weeks ago
We had such a great experience staying at this Airbnb. The house was beautiful, super clean, and the view was just perfect honestly even better than the photos. What really made our stay stand out though was the host, Sunny. He was amazing so helpful, kind, and incredibly thoughtful. As a Muslim family, we really appreciated how respectful and considerate he was. He made sure we had our privacy and went out of his way to make everything as easy and comfortable as possible for us. It honestly felt like staying at a friend’s place. We’d definitely come back and highly recommend this spot to anyone looking for a peaceful, welcoming place to stay.
Guest favourite
Home in Pleasant Valley
5 out of 5 average rating, 27 reviews

The Wildflower House

MatthewRating, 5 stars4 weeks ago
Loved every part of our stay with Kristine. Perfect for a romantic weekend away - gorgeous cabin, well appointed, and great kitchen for cooking-in. Her recommendations for local spots were also so thoughtful. Thank you again!
Superhost
Home in Danbury
4.8 out of 5 average rating, 20 reviews

Blue Skies Cottage & Dock on Candlewood Lake

DavidRating, 5 stars7 months ago
Home had a beautiful view of the lake! Everything was spotless on arrival. Couldn’t have asked for more for a weekend getaway in CT!
Guest favourite
Home in New Milford
5 out of 5 average rating, 10 reviews

Long Mountain Farmhouse

LauraRating, 5 stars2 weeks ago
We rented this house for our family visiting us as our house could not accommodate everyone. Highly recommend - we will try to rent the house again for our family when they visit next time. Can’t say enough about our hosts. Very quick and clear communication. Incredibly friendly and helpful. Everything was great! Thank you!
Guest favourite
Home in Roxbury
4.9 out of 5 average rating, 49 reviews

Artist's Retreat In The Woods | Five-Acre Backyard

KristyRating, 5 stars3 weeks ago
Our son attends a nearby boarding school, and during our visits, we have stayed at hotels and other Airbnbs. This home was one of our favorites. My husband commented that “this was easily my favorite place we’ve stayed.” We enjoyed the kitchen/living room layout to cook and hangout, and the bed was very comfortable. There are two hiking trails, both less than 10 minutes away, that we enjoyed while here, too. I definitely recommend a stay here.
Guest favourite
Home in Port Ewen
4.93 out of 5 average rating, 27 reviews

Hudson Riverfront Mid-Century Modern Home

KevinRating, 5 stars3 weeks ago
A beautiful, comfortable house right on the Hudson with stunning views. We loved watching all the life on the river, herons and loons and ducks, as well as boats from tiny crafts to massive barges. There are great hikes just a short distance away. It is a perfect place to rest, write, draw, and make music.
Top guest favourite
Home in Saugerties
5 out of 5 average rating, 23 reviews

The Slate House | Modern Upstate Retreat w Hot Tub

DeniseRating, 5 stars2 days ago
Beautiful home in a beautiful location! Great experience!
Guest favourite
Home in Roxbury
4.91 out of 5 average rating, 22 reviews

Serenity in the Roxbury Woods!

KyraRating, 5 stars3 months ago
We enjoyed a wonderful stay! Danny was truly amazing! Very responsive and even checked on us during the winter storm to ensure everything was ok. He also had the snow plow come through and do the driveway prior to checkout. The house is amazing and we can’t recommend Danny’s place enough!

Quick stats about house rentals in Brookfield

  • Total rentals

    40 properties

  • Nightly prices starting at

    ₹3,446 before taxes and fees

  • Total number of reviews

    880 reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore