House vacation rentals in New Canaan

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Popular amenities for New Canaan house rentals

House rentals with a pool

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 stars3 weeks ago
Spacious home with a nice outside area. Enjoyed coffee with birds and bunnies. Will stay here again.
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, 130 reviews

Peaceful Retreat in Immaculate Architect’s House

TheanoRating, 5 stars1 month ago
We had an amazing stay at Michael’s Airbnb this past weekend! The space was exactly as described—clean, cozy, and well-equipped with everything we needed. Michael was a fantastic host: super responsive, thoughtful, and made us feel completely at home. The location was perfect for a relaxing getaway, and the setting was even more beautiful in person. Would absolutely stay here again—thank you for a wonderful experience, Michael!
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!
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!
Guest favorite
Home in Litchfield
4.93 out of 5 average rating, 189 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

ThomasRating, 5 stars1 week ago
Only complaint would be the noise from road during the morning commute
Superhost
The spacious backyard features a well-maintained in-ground pool surrounded by lush green grass. Comfortable lounge chairs are positioned on the deck and by the pool. A slide is present for added fun, while the home is partially visible with an elevated deck overlooking the area.
Home in Beacon
4.92 out of 5 average rating, 132 reviews

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

AmandaRating, 5 stars3 weeks ago
We enjoyed our stay. Great central location for exploring Hudson valley. We enjoyed coming back and using the hot tub after a day of exploring. The house was clean. We appreciated that the kitchen was functional.

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.
Guest favorite
An outdoor patio area is surrounded by lush greenery, featuring a stone-paved floor. Two wicker sofas with light cushions are arranged around a central fire pit, creating a peaceful setting for relaxation. A faint glimpse of a cabin can be seen through the trees.
Home in West Norwalk
4.96 out of 5 average rating, 50 reviews

Modern Nature Retreat

MarkRating, 5 stars5 months ago
Beautiful house, great place for a relaxing weekend
Top guest favorite
A spacious living area features a large sectional couch adorned with cushions, a wooden coffee table with decorative items, and a plush area rug. Natural light streams through large windows, illuminating the soft color palette of the walls and furnishings.
Home in Norwalk
5 out of 5 average rating, 54 reviews

❤️ Your Silvermine Hideaway, nestled in nature.

DennyseRating, 5 stars4 days ago
It’s obvious that Scott and Wendy have put a lot of thought and effort into making their place more than just functional. It is also comfortable and attractive. My husband and I just hope it’s available the next time we visit our grandkids!
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 stars4 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, 28 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.
Superhost
A modern kitchen is equipped with stainless steel appliances and a large marble island. Four brown leather stools are arranged neatly at the island, illuminated by pendant lights above. Bright natural light enters through a window, enhancing the clean design.
Home in East Norwalk
5 out of 5 average rating, 3 reviews

Private WHOLE HOUSE + Fenced Backyard+ Parking 4br

JackieRating, 5 stars1 week ago
Andrea’s place is very clean, has everything we need. Beds are comfortable, kitchen and dining room are very nice. Our kids enjoyed the playground in the backyard so much. Andrea is always responsive. Thank you!
Guest favorite
Home in Bedford
4.93 out of 5 average rating, 84 reviews

Bedford Paradise Getaway | Hot Tub | Town Center

LaurenRating, 5 stars5 days ago
Cozy home, well located to pop into Bedford Village for morning coffee and a casual dinner. Perfect launchpad to spend a weekend exploring. Styled by an interior designer.
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

Private house rentals

Guest favorite
A charming gray house is presented with a well-maintained exterior, featuring a prominent brick chimney and an attached garage. Lush green shrubs frame the entrance, and mature trees provide shade, creating a peaceful scene in a residential neighborhood.
Home in Stamford
4.94 out of 5 average rating, 65 reviews

Spacious Home - Center Of Stamford

MaryRating, 5 stars1 month ago
This home was fantastic! Absolutely immaculate and it offered everything we needed. We live close by and this was a perfect place for family to stay while visiting for Easter! As a matter of fact, the host put Easter eggs all around and the children were thrilled. Such attention to detail. Would highly recommend!
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!
Guest favorite
A sunroom features light blue walls complemented by natural light from the large windows. Two rocking chairs are positioned beside a wooden table. Decorative mirrors reflect the cozy ambiance, while soft curtains frame the windows, providing a serene and inviting space.
Home in Shippan Point
4.96 out of 5 average rating, 48 reviews

Seashell Bungalow | 3 Bed 1 Bath | Beach House

DorisRating, 5 stars5 days ago
Beautiful place. Pristine. Comfortable Short walk to the beach. Unfortunately because of rain we didn’t get to enjoy the lovely back yard. Owners were very good at getting back to us with any questions we had And being able to have a later check out really helped! Would definitely recommend this home and would love to find a reason to ho back again!!
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.
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.
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 cozy living room features a prominent stone fireplace, surrounded by soft, neutral furnishings. Natural light floods in through large windows, while wooden beams add rustic charm. A guitar rests next to a plush sectional sofa, inviting relaxation and comfort in a tranquil setting.
Home in Greenwich
4.95 out of 5 average rating, 43 reviews

Riverfront Cottage Retreat & Pool 35 mins from NYC

LucyRating, 5 stars4 weeks ago
Fabulous getaway, beautiful surroundings, hard to believe we were just a few minutes from highways and downtown and civilization! Responsive host, many amenities -- pool, bbq, outdoor dining, waterfall, river view, soaking tub, sun loungers, spacious kitchen, dreamy sofa.

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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