Family-friendly vacation rentals in New Milford

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Popular amenities for New Milford family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
An open floor plan features a dining area with a long wooden table surrounded by colorful chairs. Natural light filters through large windows, illuminating the adjoining living room, which includes a cozy seating arrangement and a modern wood stove. Exposed beams add architectural interest.
Home in Craryville
4.98 out of 5 average rating, 217 reviews

Modern Home in Woods w/ Hot Tub 10 Miles to Hudson

LeahRating, 5 stars1 week ago
A beautiful, cozy, very well-stocked home. Remote enough to feel like you're in the country but in proximity to so many great activities on offer in Copake and Hudson. A special place. We had a wonderful stay.
Guest favorite
Home in Rhinebeck
4.91 out of 5 average rating, 231 reviews

Rhinebeck Home with an amazing outdoor space+H/tub

ShannonRating, 5 stars2 weeks ago
Enrique's place was conveniently located near Rhinebeck, but alao far enough away that it was peaceful and quiet. Worth having a drink in the tavern at Beekman Arms and breakfast sandwiches at Rhinebeck Bagels. We especially enjoyed the hot tub. Enrique was a wonderful, informative host, and available if we needed (we didn't). Overall, we had a nice, relaxing weekend.
Guest favorite
A cozy living area is highlighted by a green sofa adorned with decorative pillows, positioned near a wooden coffee table featuring a chessboard design. Vintage decor, including a phonograph and various artworks, creates a warm atmosphere, with large windows allowing natural light to enhance the space.
Farm stay in Kent
4.87 out of 5 average rating, 310 reviews

(°) The Wandering Peacock (°)

AlyssaRating, 5 stars1 week ago
I went for my boyfriends 25th birthday it was absolutely stunning from all of the art everywhere in the house and outside! We stayed in the sauna from when we got there till late at night it was an absolutely wonderful experience even just for a night!
Guest favorite
The exterior of the Equestrian Suite is showcased, featuring a two-story structure with a blend of brick and wood. A wrap-around balcony offers scenic views, and lush greenery surrounds the property, complementing the tranquil mountain setting.
Guesthouse in Beacon
4.94 out of 5 average rating, 397 reviews

Cozy Mountainside Suite - Minutes from Beacon

DwainRating, 5 stars3 weeks ago
This is a beautiful place and exactly what my wife and I needed for a long weekend away! The barn is so cozy and we felt right at home . The hot tub was a nice treat on the cool evenings and the beautiful view. But by far the best part was the animals living below us that we could give snacks to throughout the day and see through the living space windows. Would definitely recommend this to anyone that loves horses and donkeys!
Top guest favorite
A bright living area showcases a mix of comfortable seating with striped fabric sofas and a contemporary wood pendant light overhead. A wooden table is paired with decorative accents, while natural light enters through multiple windows, offering a welcoming and spacious environment.
Home in Ancramdale
4.94 out of 5 average rating, 142 reviews

Unwind in the country, stargaze in hot tub

OliviaRating, 5 stars2 months 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, 256 reviews

1834 Farm House

FrankieRating, 5 stars1 month ago
We enjoyed a beautiful early spring stay on the farm with a group of 7 ladies, gathering for a chill bachelorette weekend in Cold Springs. The farmhouse was super cozy; great for cooking, crafting, games, tea time, outdoor wine picnics, star gazing at night in the hot tub and making friends with the chickens! A great retreat spot for groups with all the amenities!
Top guest favorite
Home in Colebrook
4.99 out of 5 average rating, 221 reviews

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

JoshuaRating, 5 stars1 week ago
This is at least our 4th time staying at what we call "The Farm" and it is our favorite getaway! We even got my brother to drive 1.5 hours out of his way on his family trip to Boston so he could check it out. A rare gem!
Superhost
A red guest house is nestled among tall trees in a woodland setting. Large windows allow natural light to fill the interior, while the surrounding forest provides a serene backdrop. Leafy undergrowth and a carpet of dried leaves cover the ground in front of the house.
Home in Red Hook
4.88 out of 5 average rating, 230 reviews

Wooded Retreat w/ Hot Tub and Trout River

StephanieRating, 5 stars1 week ago
We really can’t say enough about Jackie’s place. Beautiful and peaceful surroundings. The home is well appointed and comfortable. The place is so nice we actually cancelled our plans for Saturday night just to stay in and enjoy the vibe. Spent part of the evening just relaxing in the hot tub looking at the amazing night sky!! The kitchen had everything we needed to cook dinner and a nice selection of pots and pans. Would highly recommend. Jackie was very responsive and easy to reach.

Family- and pet-friendly home rentals

Guest favorite
A serene lakeside view is presented, showcasing gently rippling water under a clear sky. The shoreline features a smooth, paved path leading to the water's edge, bordered by flat rocks. A sign stating 'No Fishing' is positioned near the water's entrance.
Cottage in Middlefield
4.92 out of 5 average rating, 245 reviews

Lake Beseck cottage

NicoleRating, 5 stars4 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.
Guest favorite
A historic two-story family home is set on manicured grass, displaying large windows and a welcoming red front door. The structure is surrounded by lush trees, contributing to the tranquil outdoor setting. The home's classic architecture reflects its rich history.
Home in Milton
4.75 out of 5 average rating, 178 reviews

Historic 1 BR Family Home Near Buttermilk Falls

DianeRating, 5 stars1 week ago
What a perfect place to stay! We were very comfortable in Hazel’s little retreat… we slept well in the king sized bed, had plenty of hot water, loved the bucolic green space and the creek nearby. Our dogs had great walks under the canopy of huge trees surrounding the property. I especially enjoyed watching and hearing the ducks, geese and swans across the street as they paddled to the pond! Thank you, Hunter for providing a perfect getaway spot for your guests!
Guest favorite
A spacious bedroom is highlighted by a large bed with white linens and a wooden headboard. Natural light floods in through multiple windows, with views of the surrounding landscape. A colorful dresser and two bedside lamps complement the decor, while a soft area rug enhances the comfort of the room.
Home in Garrison
4.93 out of 5 average rating, 161 reviews

Hudson Valley Mountaintop Riverview

ChristopherRating, 5 stars3 weeks ago
Mahmoud's accommodation was more than we could have wished for, it was perfect and had the most incredible views of the Hudson River and surrounding mountains. Mahmoud was very responsive and was able to answer all of our questions and fulfill our requests. We highly recommend his home to anyone else that's interested and we would love to make a trip back sometime in the future!
Superhost
The large deck is shown with a wooden railing, where autumn leaves create a vibrant backdrop. Rain puddles glisten on the wood surface, and a distant view of trees is framed by various shades of yellow and green foliage. A seated area is visible in the corner.
Cabin in New Milford
4.83 out of 5 average rating, 133 reviews

A-Frame Cottage off Candlewood Lake

TimothyRating, 5 stars2 months ago
Great place to be snowed in for the long Presidents’ Day weekend
Top guest favorite
The two-story home features a red-brick facade with white trim and a covered front porch supported by white columns. A seasonal decoration with a pumpkin is visible on the porch. Large windows allow natural light, and the surrounding yard displays green grass and trees.
Home in Saugerties
4.97 out of 5 average rating, 126 reviews

Welcome to Malden Manor, in a prime location!

OrionRating, 5 stars3 months ago
Lovely place in Saugerties, close to lots of great hiking and restaurants.
Superhost
A two-story post-and-beam house is set in a lush, green landscape under a clear blue sky. The rustic exterior frames a welcoming front door, while a grassy lawn surrounds the structure, providing a sense of privacy and tranquility.
Home in Ancram
4.8 out of 5 average rating, 112 reviews

Secluded Post-And-Beam Retreat

SarahRating, 5 stars2 months ago
A lovely house in a private location. Our kids loved the games, watching movies on the projector, and watching deer from the window. The kitchen was well equipped and everything was comfortable.
Guest favorite
A historic two-story home is portrayed, featuring a light-colored exterior with prominent architectural details. Large windows allow for natural light, and a set of welcoming red double doors is visible at the front entrance. Surrounding greenery enhances the appeal of the property's exterior.
Apartment in Middletown
4.88 out of 5 average rating, 301 reviews

3 bedroom near Wesleyan, downtown

BangheeRating, 5 stars1 month ago
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!
Superhost
A dining area features a rustic wooden table surrounded by several chairs. A decorative table runner adds a touch of detail. The space includes a staircase leading to an upper level, while a fish tank occupies a corner, offering a view of colorful aquatic life.
Cottage in Canaan
4.85 out of 5 average rating, 169 reviews

Cozy Little Cottage

MaryRating, 5 stars2 weeks ago
My daughter and I loved our stay so much. The setting is so beautiful and peaceful. I loved listening to all the bird song and my daughter loved the fish! Such a cozy, comfortable home. We loved our relaxing time here. Gabriele is a fabulous host, so responsive and so kind. Thank you!!

Family-friendly home rentals with a pool

Top guest favorite
A comfortable living space is showcased with a large sectional sofa, adorned with decorative pillows. Natural light enters through multiple windows, and a rug with a subtle pattern covers the wooden floor. A modern lamp and stylish side tables add functional decor.
Barn in Bethel
4.98 out of 5 average rating, 233 reviews

Escape to a Restored New England Antique Milk Barn

StaceyRating, 5 stars2 weeks ago
We had an amazing stay at Sally’s place in Bethel! My fiancé and I visited CT for the first time to celebrate my birthday and go to a convention nearby. This cottage was perfect for the two of us. The host was very responsive and accommodating as well! The cottage was in pristine condition, the house manual was very easy to follow, the recommendations were great, the scenery was out of a movie, and my favorite part was the hot tub in our restroom which was perfect after a long day! We had a great time and would love to come back again! Thanks for your hospitality Sally! ☺️
Guest favorite
A serene view of a private lake is complemented by a well-maintained pool area. Lounge chairs and umbrellas are arranged around the pool, with lush greenery and trees framing the landscape. The clear water of the lake reflects the surrounding nature under a soft, cloudy sky.
Home in Stormville
4.94 out of 5 average rating, 178 reviews

Private Hudson Valley Country Retreat

MarkRating, 5 stars5 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
A spacious backyard is highlighted, featuring a volleyball net between two trees and a hammock hanging nearby. Sunlight filters through the leaves of the surrounding trees, illuminating the well-maintained grassy area. A small shed is visible in the background, offering additional outdoor storage.
Home in Saugerties
4.98 out of 5 average rating, 160 reviews

Spacious Staycation near HITS & the Hudson

McKennaRating, 5 stars6 months ago
My group loved our stay at Alan and Cara’s place for the Sheep & Wool festival. Great space for a large group; we especially loved how comfortable the living room couches were and how there was space for everyone there to gather. The place was immaculately clean. We’d love to come back again!
Top guest favorite
The outdoor area features a large in-ground pool surrounded by a fence, with lounge chairs and shaded umbrellas. A spacious wooden deck is visible, along with seating and a small shed. The lush greenery of the backyard complements the serene setting.
Home in Monroe
4.97 out of 5 average rating, 200 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars2 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 favorite
A cozy living area features a light-colored couch adorned with decorative pillows. An armchair sits next to a window, allowing natural light to illuminate the space. Framed art hangs on the walls, complemented by a colorful area rug and a small wooden coffee table.
Home in Saugerties
4.94 out of 5 average rating, 139 reviews

5BR close to Village | Diamond Mills | HITS | Pool

SheillaRating, 5 stars3 months ago
Overall the place was very nice to stay at. Hosts/Property manager were EXCELLENT communicators (we had an issues and they had solutions within 30 minutes). Close to supermarket (right down the street), along with close to being downtown Saugerties, resturants and getting on the thruway. Would recommend for families.
Top guest favorite
The exterior of a modern cabin is displayed, featuring large glass windows and a sleek black facade. A heated pool is visible with a smooth blue surface. Several lounge chairs are arranged around the pool, enhancing the outdoor relaxation space.
Cabin in Red Hook
4.96 out of 5 average rating, 348 reviews

Modern Upstate Cabin, near Rhinebeck NY

RichRating, 5 stars1 week ago
Tina’s place is fabulous. The modern decor and architecture is beautiful. The location is peaceful and the fenced in yard was amazing; our dog loved roaming around and exploring. The outdoor space is great for grilling and sitting around the fire pit. We especially loved the kitchen. It is fully appointed and the kitchen island is incredible for prep and serving. The washer dryer combo was an excellent touch and we were able to do a couple of quick washes so that everything was clean and ready to unpack at home. Saving the best for last; the soaker tub in the master bedroom is luxurious and relaxing. Thank you, Tina. We can’t wait to visit again soon.
Guest favorite
A cozy living room is featured with a large flat-screen television mounted on the wall. Comfortable seating includes a soft sofa and armchair, with a coffee table in the center. An antique piano and guitar are positioned in the space, illuminated by natural light through the windows.
Home in Litchfield
4.93 out of 5 average rating, 185 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

TessaRating, 5 stars2 weeks ago
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!
Guest favorite
An open living space showcases a wooden table with candles, surrounded by wooden chairs. A white sofa with decorative cushions is positioned next to a reddish armchair. A coffee table sits central, with a small plant atop a patterned rug. Light illuminates the cozy atmosphere.
Apartment in Glastonbury
4.9 out of 5 average rating, 433 reviews

Quiet 2 bed room apt w/ private entrance.

RaymondRating, 5 stars3 weeks ago
The location was great and a nice place to walk. Lots of stuff to see and do that’s not far away. We would come again.

Quick stats about vacation rentals that are family-friendly in New Milford

  • Total rentals

    110 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 before taxes and fees

  • Total number of reviews

    4.4K reviews

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

Destinations to explore