House vacation rentals in New Canaan

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Popular amenities for New Canaan house rentals

House rentals with a pool

Guest favorite
A patio is shown with a wooden table and a dark wicker chair overlooking a scenic view. A clear sky with scattered clouds is visible in the background, along with open fields and distant structures. Utility poles line the road, adding context to the setting.
Home in Patchogue
4.93 out of 5 average rating, 125 reviews

Joyful Beach House, viewing The Great South Bay

JoannaRating, 5 stars3 weeks ago
The beach house was perfect, just as described. It was clean and very homely, in a lovely location. Natasha was a great host from start to finish. Would definitely recommend to friends/family looking for a place to stay in Patchogue. Many thanks Natasha
Superhost
A contemporary home is depicted with a clear blue pool in the foreground, surrounded by a spacious wooden deck. Lush greenery and autumn foliage frame the property, while sliding glass doors provide views of the interior.
Home in The Hamptons
4.94 out of 5 average rating, 131 reviews

Peaceful Retreat in Immaculate Architect’s House

JessikahRating, 5 stars1 month ago
Michael’s place was amazing, means a few friends stayed this weekend for my birthday. He was always willing to help and very accommodating! The house itself is so beautiful and had everything we needed! It was our first time in The Hamptons and he gave us tons of recommendations!
Top guest favorite
Home in New Paltz
4.98 out of 5 average rating, 489 reviews

midcentury mod * POOL * walk out trail to mohonk

EleonoraRating, 5 stars2 weeks ago
The house met all expectations everything is stylishly done, and the host is incredibly responsive and helpful 🤍
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 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!
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 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 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, 139 reviews

GOOD VIBEZ HOUSE! Golf-Heated Pool-HotTub-GameRm!

AliceRating, 5 stars2 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!
Guest favorite
Home in Manorville
4.98 out of 5 average rating, 255 reviews

Ultimate House with Heated Pool, Hot Tub and Sauna

SolomonRating, 5 stars1 month ago
This Home was Amazing!! Anastasia is Phenomenal, I could see why they are Super Hosts. Their home is Beautiful and very clean. It’s filled with amenities! all that are in the description. So much so we didn’t even get a chance to take advantage of them all. We were only there for two days. Next time it’ll be much longer. I love this place!
Top guest favorite
A cozy bedroom featuring a spacious bed dressed in soft linens is positioned against a light-colored wall. Natural light filters through two windows, casting gentle shadows on the warm wooden floor. A ceiling fan hangs overhead, and a mirror and chair add functional elements to the space.
Home in North Fork
4.97 out of 5 average rating, 154 reviews

Secluded Farmhouse - Studio Apartment Style Unit

JosephRating, 5 stars5 days ago
Great location, private and comfortable. Close to wineries and breweries. Very clean and convenient. I highly recommend.

Weekly house rentals

Superhost
A spacious living area features large windows ensuring abundant natural light. Wooden beams accentuate the high ceiling. A comfortable white sofa and a brown leather couch face a rectangular coffee table, complemented by a modern lamp. A vibrant piece of wall art adds character to the room.
Home in Pound Ridge
4.63 out of 5 average rating, 8 reviews

Beautiful Secluded Contemporary

PaulRating, 5 stars5 months ago
This house is perfect for families to gather, spend time by the fireplace, share meals with the center island kitchen and dining tables, and enjoy each other’s company. Corinne is the perfect host, responsive, communicative, welcoming, warm. Pound Ridge is a wonderful town and the reservoir, quiet roads, trees, wildlife, walking trails, and stone walls are the perfect place to relax and get away from the city.
Top guest favorite
The exterior of a two-story house is displayed with a traditional design featuring white siding and black trim. A welcoming front porch is flanked by neatly landscaped flower beds. A well-maintained lawn surrounds the property, with a driveway visible in front.
Home in East Norwalk
4.95 out of 5 average rating, 20 reviews

Family friendly

DarrenRating, 5 stars6 days ago
Really enjoyed this stay. The property was very clean and the decor was superb. Would highly recommend this Airbnb for future reference. Communication was fast and sufficient!
Guest favorite
The entrance features a striking red door framed by elegant black detailing. Two planters with lush green foliage are positioned at either side. The surrounding white siding and black windows create a classic, welcoming facade.
Home in Easton
5 out of 5 average rating, 29 reviews

Historic Designer City Getaway

FayRating, 5 stars2 weeks ago
We thoroughly enjoyed our stay at this historic house. It is full of character: we especially loved the massive fireplace where meals were presumably prepared back when it was an inn in the 1700s. It is also ridiculously spacious and very well furnished and equipped for a group of 10: the dining table easily seats 10, there is ample comfortable seating in the living room (not to mention at least 3 other sitting rooms one could gather in), and 8 of us were simultaneously cooking in the kitchen without anyone bumping elbows. Cooking here is a dream: there is a 6-burner+grill stove, 2 ovens, and all the equipment you could want (including a KitchenAid stand mixer and Vitamix blender). Moreover, Carly was an excellent host: she was always quick to respond, her messages were clear, and she generously allowed us to stay an extra hour to make our timing work out well. We highly recommend this house and would love to return.
Top guest favorite
An outdoor stone patio features a wooden dining table shaded by a large blue umbrella. Surrounding the table are woven chairs, while a hammock is positioned nearby among the trees. Colorful cushions adorn white armchairs, contributing to a relaxed atmosphere.
Home in Pound Ridge
5 out of 5 average rating, 38 reviews

Private farm cottage +hiking

SandyRating, 5 stars3 months ago
We spent six great weeks at Fabien and Christy's cottage while relocating to the area. We loved everything about our time there including the very comfortable bed and furniture and the well stocked kitchen. We were there during a very cold stretch and the house stayed warm and cozy. The wood burning stove was a fun treat on cold snowy days. Fabien and Christy were wonderful hosts making sure we had everything we needed and helped with information about the area. We spent a lot of time exploring the beautiful property with our dog. It's a very peaceful spot and still only a short drive to many towns with lots of great restaurants and shopping. I would definitely recommend Fabien and Christy's cottage to anyone looking for a short or long stay in the area.
Top guest favorite
A historic two-story house stands amidst greenery, featuring a dark exterior and multiple windows. The front door is framed by a wooden overhang, with a small pathway leading to it. Surrounding the house is a lush hedge, providing a natural border.
Home in Pound Ridge
5 out of 5 average rating, 37 reviews

Historic wooded 3BD 1 hour from NYC

SabrinaRating, 5 stars1 month ago
We had the most magical stay at Keely’s place. Her home is beautiful and smelled amazing. Thriving plants, surfaces of wood and stone - a true naturalist’s refuge. The picture windows overlooked gardens bursting with flowers. We meandered from the backyard onto hiking trails through the woods, lounged on the deck in the sun and savored the tranquility. Perhaps the best Airbnb we’ve ever encountered. 10/10
Guest favorite
The exterior of the house showcases a charming two-story structure set against a lush green landscape. A tranquil pool reflects the surrounding gardens, while stone steps lead to a welcoming entrance. The area is filled with greenery and outdoor seating, ideal for relaxation.
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
Top guest favorite
The exterior of a charming home is framed by lush greenery and tall trees. A gravel driveway leads to the front entrance, which features a traditional facade with white siding and a symmetrical arrangement of windows. A brick chimney rises from the roof.
Home in Bedford
5 out of 5 average rating, 39 reviews

Comfortable Mid-Century on Quiet Country Road

BessRating, 5 stars6 days ago
Adam provided a beautiful home with everything you could ask for to have a lovely stay. The beds were very comfortable, it was spacious and clean. He was responsive and gave clear instructions for check in/out and using the various amenities. I would definitely recommend him as a host!
Guest favorite
A mid-century modern home is situated beside a private pond, surrounded by lush green trees. The structure features large windows that reflect the serene water, while a spacious deck is visible, offering outdoor seating. The peaceful setting emphasizes a connection to nature.
Home in Norwalk
4.89 out of 5 average rating, 38 reviews

Entire House on Scenic Estate with Private Pond

JaeRating, 5 stars2 weeks ago
This space was absolutely amazing. It was clean quiet and incredibly beautiful. As we sat looking out over the pond a young male deer with little stubby horns walked by, stopped to stare at us for a while, and then moved on. Obviously we already booked our return trip to stay again. I highly recommend this space to personal and business travelers. Enjoy!!!!

Private house rentals

Guest favorite
The living area features two comfortable, light-colored chairs positioned beside a small table. A large bay window allows ample natural light to fill the space, offering views of colorful foliage outside. Soft curtains frame the window, enhancing a welcoming environment.
Home in Fairfield
4.96 out of 5 average rating, 26 reviews

Once a Pond - time and stress slow down.

ShivaRating, 5 stars4 weeks ago
Spacious home with a nice outside area. Enjoyed coffee with birds and bunnies. Will stay here again.
Superhost
The exterior of a stylish country estate is showcased, featuring a white clapboard facade and dark green shutters. A spacious front porch offers multiple entries, surrounded by lush greenery and trees. A lamp post stands alongside the walkway, enhancing the welcoming atmosphere.
Home in Pound Ridge
4.86 out of 5 average rating, 49 reviews

1840Farmhouse, 65"OLED4k, firepit, 3x4ktvs, 3acres

PaulRating, 5 stars1 month ago
We had a great time at this lovely, antique home, complete with gardens and great big back yard! Bob, our Corgi, definitely approved! Easy access to Stamford and Bedford! Thanks for your thoughtful arrangements!
Guest favorite
A spacious fenced backyard is showcased, featuring a grassy area and a wooden picnic table. The house stands in the background with a stone accent wall. An above-ground pool is visible, surrounded by a paved area, offering a tranquil outdoor setting.
Home in Stamford
4.98 out of 5 average rating, 61 reviews

Gameroom, backyard + pool! 7m to train + downtown

RebeccaRating, 5 stars2 weeks ago
Everything was clean, just a few glitches with dining room lights and needed more towels. Otherwise everything was great!
Superhost
A serene outdoor scene showcases a stone Buddha statue partially surrounded by a light dusting of snow. The statue is positioned near a tree, with green foliage peeking through the snow on the ground. Soft sunlight highlights the peaceful setting.
Home in Westport
4.67 out of 5 average rating, 3 reviews

Boho Chic Private Home in the Heart of Westport CT

ClaudiaRating, 5 stars3 weeks ago
Emma and Nick were so welcoming. The entire property has an amazing vibe and peaceful surroundings. The kitchen had all the basics needed. The rooms were very comfortable. You felt like you were in the country but we were a short drive to everything. The entire area was just very charming. Emma and Nick deserve a super host rating for sure.
Guest favorite
A wooden deck is shown with two lounge chairs and a small table. A grill is visible in the background, with lush greenery surrounding the area. Large glass doors lead into the interior of the home, creating a seamless connection between indoor and outdoor spaces.
Home in Stamford
4.96 out of 5 average rating, 24 reviews

Modern Tranquil Home In Connecticut- 40 min to NYC

RogerRating, 5 stars1 month ago
The location and house is etremely peaceful and safe, in the middle of nature. Our stay was wonderful and extremely comfortable. We had an excellent time. This is a return stay and we would stay again. It feels like home. Phylilis is very helpful and resppnsive. Overall a great experience. 5 star.
Superhost
A light-filled living area features a comfortable blue sofa paired with an armchair. A decorative table is topped with a vase of sunflowers and various objects. Wooden beams highlight the ceiling, while a staircase is visible in the background.
Home in Rowayton
4.78 out of 5 average rating, 9 reviews

Coastal Comfort in Rowayton, CT

FawziaRating, 5 stars3 weeks ago
The house was just as described and just as the photos show. Spotlessly clean. Comfortable beds, linens and pillows. Pretty neighborhood, and peaceful.
Guest favorite
The exterior of the two-story, light green farmhouse is surrounded by vibrant trees, showcasing a front porch with seating. The sloped roof and symmetrical windows add to the structure's charm, set against a colorful sky during sunset.
Home in South Norwalk
4.97 out of 5 average rating, 67 reviews

Chic Historic Home w/Water View

JeffRating, 5 stars1 month ago
Comfortable, quiet, clean, and well appointed, this home was the perfect day for my family for a wedding week. Highly recommend it. Kim communicated really well and was very attentive. A+
Guest favorite
A spacious living area features a large gray sectional sofa with a blue accent pillow, complemented by a patterned area rug. A flat-screen TV is positioned above a brick fireplace. A dining table for six and a pool table are also visible, enhancing the space's functionality.
Home in South Salem
4.92 out of 5 average rating, 12 reviews

4 Seasons By The Lake 3 bedroom Luxurious Home

ChrissyRating, 5 stars2 months ago
Had a great stay at Lisa’s home! Perfect size for a small family. The streets were a little narrow so we didn’t quite feel comfortable walking the neighborhood, but the surroundings were beautiful and it was very quiet and seemed safe. Lisa’s home was stocked with anything we may have needed, and felt like home away from home. It’s off the beaten path a bit, but there are plenty of restaurants, stores, and places to explore just a short drive away. Lisa was protective and communicative throughout our stay.

Quick stats about house rentals in New Canaan

  • Total rentals

    20 properties

  • Total number of reviews

    310 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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