House vacation rentals in New Fairfield

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Popular amenities for New Fairfield house rentals

House rentals with a pool

Superhost
The outdoor area is highlighted by a heated pool surrounded by lounge chairs and a well-maintained garden featuring a mix of hedges and trees. A spa is situated near the pool, with a stone patio providing additional seating under a blue sky dotted with clouds.
Home in Litchfield
4.82 out of 5 average rating, 105 reviews

The Getaway-HOST & Co.

CrystalRating, 5 stars9 months ago
I absolutely enjoyed my weekend here. The home is beautiful. Everything you could possibly need was provided In the home. Everything was clean, and neat. House is filled with light. The pool and hot tub were enjoyable. The host were amazing and had great communication, assisted us when needed right away. I would highly recommend staying here, and they are pet friendly which is always a plus for me. The yard is fenced in. Which made it easy to let the dog out, and great for the dog to explore. A++++ Will probably be back sometime In the future.
Top guest favorite
A serene pool area features a clear blue in-ground pool surrounded by lounge chairs with red cushions. A vibrant hibiscus flower adds a splash of color, and a slide is visible for added fun. The area is enclosed for safety.
Home in Monroe
4.97 out of 5 average rating, 201 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars4 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!
Superhost
An open living space is visible, featuring wooden beams that create a warm atmosphere. The dining area is filled with natural light, showcasing a wooden table surrounded by chairs, with modern light fixtures above. A staircase leads to the upper floor, enhancing the spacious design.
Home in New Paltz
4.86 out of 5 average rating, 159 reviews

Scenic River View Escape | New Paltz

TatiaRating, 5 stars3 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 favorite
A tranquil brook flows through a rocky gorge, surrounded by lush trees and rugged stone formations. The scene showcases the natural landscape, leading toward a wooden deck with a canopy, providing a peaceful retreat in a serene setting.
Home in Rhinebeck
4.89 out of 5 average rating, 145 reviews

4Br Mountain Brook House on 130 acres w/ trails

eveRating, 5 stars2 weeks ago
We were 5 girlfriends staying at this property. Each one of us loved everything about it . Perfect location !
Guest favorite
A spacious outdoor pool is surrounded by a stone patio, nestled within a serene environment of tall trees. The pool features a diving board and is complemented by nearby planters. A main house can be seen in the background, enhancing the tranquil setting.
Home in Stamford
4.96 out of 5 average rating, 251 reviews

Midcentury Modern ZenHouse Sculptor Studio

EamonRating, 5 stars1 week 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 favorite
A private heated pool is surrounded by a wooden deck, featuring two red lounge chairs. Volleyball nets are set up across the pool, which is framed by lush greenery and a large umbrella providing shade. Clear blue water reflects the bright sky.
Home in Commack
4.99 out of 5 average rating, 140 reviews

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!

AliceRating, 5 stars4 weeks ago
We liked how easy it was to punch the code in to get into the home. Once in the home, it was really nice to see the welcome placard. We enjoyed access to robes, skincare, slippers, towels, etc. The game room was loads of fun. The indoor and outdoor ping pong tables were fun. We enjoyed billiards, arcade games and table games. The icing on the cake were the hot tub, the four mode shower and bidet. The Smart Home technology took a little getting used to, but it was very convenient once we did. We love the quick response time whenever we had a question or concern. This place allowed for a rejuvenating relaxing atmosphere and we are so glad that we chose “The Good Vibes” home for our debut AirBNB experience. Thanks again for hosting us in your charming abode!
Top guest favorite
A serene outdoor space features a heated saltwater pool surrounded by well-maintained grass. Lounge chairs are positioned along the pool's edge under the shade of a large tree, creating a peaceful area for relaxation. The property is bordered by a wooden fence and offers expansive views of the surrounding landscape.
Home in Pound Ridge
5 out of 5 average rating, 164 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

MeredithRating, 5 stars4 days ago
Our family of 5 and pup had the best time on this gorgeous property! The photos do not do the artful design justice, it’s simply stunning and so thoughtful. Our kids swam ever day and loved the pool. We enjoyed Grace Farms, Prospect Movie Thester and a lovely Father’s Day meal at the Inn at Pound Ridge. The kitchen is incredibly well stocked for someone who likes to cook and DoorDash was also easy to use when we didn’t feel like cooking. We will definitely be back! Thank you, RJ and John!
Guest favorite
Home in Litchfield
4.93 out of 5 average rating, 190 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

PaulRating, 5 stars6 days ago
We really enjoyed our time at Elizabeth Jane's place. The home is spacious and quaint, with nice furnishings, a tasteful colonial feel and easy access to downtown Litchfield and the Berkshires. The bucolic setting is lovely - scenic, relaxing and peaceful.

Weekly house rentals

Guest favorite
The image displays a serene waterfront view, showcasing a private home nestled among lush greenery. The water reflects the building and surrounding trees, creating a peaceful atmosphere. A small dock with a boat is visible, enhancing the outdoor recreational appeal.
Home in New Milford
4.91 out of 5 average rating, 94 reviews

The Getaway: Beautiful Waterfront - New Milford CT

RosemarieRating, 5 stars3 weeks ago
Enjoyed our stay in the woods with a beautiful view of the river. Easy to get to and very close to the charming town of New Milford and many good restaurants. Although right off a busy road it was quiet inside the house. The great room, which is on the top floor, is wonderful and perfect for both working and entertaining and has a full bath. It looks like the photos with an amazing view. The bedrooms and another bath are underneath. The master bedroom is the best. Just be aware you can hear the footsteps from above and not all of the bedroom windows have bug screens. The entertainment room on the lower level which opens into the yard is filled with games and a large tv and was lots of fun. The weather was cool & rainy so we didn’t use the outdoor space as much as we thought we would but there was a kayak. The house was private and although there is no interior deadbolt we felt safe. The house was clean with good heat/ac and wi fi. Hosts were responsive.
Guest favorite
A charming retreat is nestled among lush greenery and vibrant flowers. The building features a stone chimney and large windows, reflecting the colors of the sunset sky. A welcoming pathway leads to the entrance, surrounded by well-maintained gardens that invite exploration.
Home in Holmes
4.92 out of 5 average rating, 13 reviews

Enchanted Escape | POOL, LAKE, Concierge Services

HadilRating, 5 stars2 weeks ago
I had an incredible experience staying at Sunny's place! From the moment I arrived, everything was exactly as described – clean, comfortable, and thoughtfully set up. Sunny was an outstanding host: friendly, responsive. The location was perfect, the amenities were top-notch, and you can tell that Sunny really cares about his guests’ experience. I truly felt at home during my stay. I would absolutely stay here again and highly recommend Sunny’s Airbnb to anyone looking for a relaxing and hassle-free trip. Thank you, Sunny!
Guest favorite
A modern cabin features a dark wooden exterior and large glass windows allowing natural light to fill the interior. A welcoming deck is furnished with chairs, surrounded by lush greenery and mature trees, creating a peaceful and inviting outdoor space.
Home in Pleasant Valley
5 out of 5 average rating, 27 reviews

The Wildflower House

MatthewRating, 5 stars1 month 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!
Guest favorite
A charming cottage features a textured brown exterior with wood paneling, nestled amidst greenery. Lush shrubs and trees surround the property, with a gently sloped driveway leading to the entrance. A single lamp post stands near the pathway, adding a welcoming touch.
Home in New Fairfield
4.81 out of 5 average rating, 78 reviews

Cozy Candlewood Isle Cottage

BrianRating, 5 stars4 months ago
This was the perfect weekend getaway - the house is cozy and beautiful, the neighborhood was lovely, had incredible views and offered so much to see and do. The fireplace was amazing, great kitchen with everything you need and the host was highly communicative and helpful. I can't wait to return!
Guest favorite
Home in Port Ewen
4.93 out of 5 average rating, 28 reviews

Hudson Riverfront Mid-Century Modern Home

JamesRating, 5 stars4 weeks ago
10/10 stay. Beautiful home. Big kitchen. Private backyard right on the river. Comfortable beds. Perfect.
Guest favorite
Large windows frame a tranquil view of Candlewood Lake, with greenery visible in the foreground. Soft light filters through the trees, creating a serene atmosphere. A wooden table is set beside the windows, enhancing the connection to the outdoors.
Home in Brookfield
4.83 out of 5 average rating, 23 reviews

Lake Candlewood Retreat

FabioRating, 5 stars6 months ago
Nice place .. host is very responsive and helpful and place is nice .. beautiful lake views .. spent 30 days while renovating my house Nd was a smooth stay..
Top guest favorite
A spacious outdoor deck features comfortable seating with soft cushions and a decorative covered fire pit. A rustic-style birdhouse hangs from the eave, while a pizza oven is placed beside the seating area. Surrounding trees provide a serene backdrop.
Home in East Jewett
4.98 out of 5 average rating, 42 reviews

Creekside Couple's Retreat w/Hot tub, Sauna & More

JennRating, 5 stars3 days ago
Lovely stay! The place was spotless, beautifully decorated, and clearly designed with care. Everything felt thoughtfully chosen, and the amenities were great—comfortable bedding, quality toiletries, and a well-stocked kitchen. Would definitely stay here again!
Top guest favorite
An open-concept living space features high wooden beam ceilings and a stone fireplace. Large windows provide ample natural light and scenic views of the lake. A staircase leads to an upper level, while a cozy seating area is arranged nearby, emphasizing relaxed living.
Home in Putnam Valley
5 out of 5 average rating, 10 reviews

Dr. Ruth’s Serene Lake Retreat

EvanRating, 5 stars5 months ago
After using Airbnb for years now no other place was a perfect 10. The lake house was simply great. Not only the physical status but the follow up and generosity of the hosts where beyond. We didn’t want to leave.

Private house rentals

Top guest favorite
A sunlit sun room features large windows offering scenic lake views and a warm wooden ceiling. A cozy, circular seating area complements a central wooden table. Nearby, a dining table with black chairs sits atop a modern area rug, enriching the space's inviting ambiance.
Home in Vernon Township
5 out of 5 average rating, 73 reviews

Private Island + Lakefront Home

MihirRating, 5 stars2 weeks ago
We had an unforgettable stay at this magical cabin! Izzy and Joe are amazing hosts—warm, responsive, and incredibly thoughtful. Check-in was seamless, and since late checking was requested by them , they kindly offered a late checkout, which we truly appreciated and made our departure more relaxed. The cabin itself is even better than the photos—beautifully decorated, full of natural light, and thoughtfully designed. The bedroom and sunroom with lake views quickly became our favorite cozy spots. The private island with its dreamy daybed swing and breathtaking lake views felt like a hidden paradise, and our dog loved roaming leash-free on the island. Everything in the cabin is intuitively organized, with smart controls for lighting, shades, and TV—managed via an iPad that also contains a well-designed digital guide. We’ve stayed at many cabins over the years, and this one stands out in every way. We’re already planning to return and make this special place an annual tradition
Superhost
A spacious deck is showcased, offering unobstructed views of Candlewood Lake. The surrounding trees are bare, revealing the serene water and distant shoreline. The wooden surface of the deck provides a natural contrast to the expansive sky.
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!
Top guest favorite
A view through large windows, showcasing a serene lake surrounded by lush greenery. Outdoor seating is provided on the porch, inviting relaxation. The wooden ceiling complements the bright surroundings, enhancing the connection between indoor comforts and the tranquil lakefront landscape.
Home in New Milford
5 out of 5 average rating, 11 reviews

Private Dock & Pool - Candlewood Lake

WarkiriaRating, 5 stars1 week 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!!!
Superhost
A jetted spa is positioned under a wooden structure, surrounded by trees and offering views of the tranquil outdoors. Light reflects off the water's surface, creating a calming ambiance. Chairs are visible in the background, providing additional seating options.
Home in Newtown
4.86 out of 5 average rating, 7 reviews

Serenity by Lakefront Cottage!

LuisRating, 5 stars4 weeks ago
Definitely recommend will be there another time thanks
Guest favorite
A cozy living room features a natural stone fireplace with a gentle flame, surrounded by large windows that invite ample natural light. Comfortable seating arrangements and two small tables enhance the inviting space, while vibrant artwork adds a decorative touch to the walls.
Home in Bridgewater
5 out of 5 average rating, 32 reviews

The Art House: 5-Acre Getaway w/ AC & Firepit

BaileyRating, 5 stars1 week ago
My family and I stayed at this Airbnb during my wedding weekend and it was perfect! The house is beautiful. It had one bedroom and bath downstairs for my grandma to stay in so she didn’t need to go up the stairs. The kitchen is amazing! It was a great distance to the Candlewood Inn where we got married. Jessica was very responsive and always checking in. Would definitely stay here again!
Top guest favorite
A comfortable living room is shown with a plush sectional sofa arranged in front of a sleek electric fireplace. Above the fireplace, a flat-screen TV is mounted on the wall. Natural light enters through a large window that overlooks the scenic outdoors.
Home in Newtown
5 out of 5 average rating, 16 reviews

A nestled retreat on 15 acres

SusanRating, 5 stars2 weeks ago
We loved this house, it's beautiful inside and out. We watched deer in the early morning and had a dozen or more flowering trees dotting our view. The house is immaculate, and the kitchen is a dream for prepping and cooking. We were able to visit Yale, ocean beaches, wonderful restaurants, and ran into two farmers markets full with welcoming artists.. we had a rainy evening and enjoyed listening to the rain while we read. It's a great location if you want to do a Gilmore Girls weekend. If you know, you know. Thank you Kathleen for sharing your home.
Top guest favorite
A serene outdoor view showcases a lush, landscaped yard bordered by trees. An inground heated pool, currently closed for the season, is visible alongside the greenery. A modern home with expansive windows reflects the natural surroundings, creating a peaceful retreat.
Home in Roxbury
5 out of 5 average rating, 17 reviews

Bright Mid-Century Modern Retreat-90 min from NYC

SidRating, 5 stars4 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.
Top guest favorite
A spacious living area is highlighted by large glass windows that offer views of the natural landscape outside. A wooden dining table is positioned prominently, surrounded by black chairs. A light-colored sofa features decorative pillows, while a cabinet displays items against a light wall.
Home in Saugerties
5 out of 5 average rating, 25 reviews

The Slate House | Modern Upstate Retreat w Hot Tub

JasminRating, 5 stars1 week ago
We stayed at Patrick's place to celebrate my 30th birthday with five of my closest girlfriends, and it was truly perfect from start to finish. The house is tucked away in a peaceful, private setting, but still feels incredibly stylish and thoughtfully designed. Every detail was perfect—from the decor to the hot tub and Sonos sound system that kept the fun and relaxing vibes going all weekend. The kitchen was gorgeous and became the heart of the house—we cooked, laughed, and danced around it all weekend. The outdoor space was just as stunning and gave us the perfect spot to relax and soak it all in. The home was spotless, comfortable, and had everything we needed. Patrick was proactive, communicative, and provided very clear directions that made check-in and our whole stay seamless. Would absolutely come back again—such a special place for a special weekend!

Quick stats about house rentals in New Fairfield

  • Total rentals

    70 properties

  • Nightly prices starting at

    R713 ZAR before taxes and fees

  • Total number of reviews

    1.7K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

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