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Apartment holiday rentals in New Canaan

Find and book unique apartments on Airbnb

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Popular amenities for New Canaan apartment rentals

Weekly apartment rentals

Guest favourite
Flat in South Salem
4.78 out of 5 average rating, 51 reviews

Cozy Apartment in Horse Country

KimberlyRating, 5 stars1 week ago
Very responsive & willing to help. Loved our stay in South Salem. Thank you!
Top guest favourite
Flat in Bedford
4.97 out of 5 average rating, 31 reviews

Charming Cottage in historic Bedford Village

MaureenRating, 5 stars1 week ago
Jon was a super responsive and helpful host. We were in town visiting family and the location was perfect. Quick walk to town. The cottage was spotless and comfortable. Looking forward to coming back!
Guest favourite
Flat in Westport
4.91 out of 5 average rating, 44 reviews

Westport CT, Hide-away!

BarbaraRating, 5 stars5 days ago
Loved my stay. Great location, very clean and quiet, and within easy distances to where I was in Westport. Really appreciate John’s quick responses to my questions and am looking forward to staying here on future visits to Westport!
Guest favourite
Flat in Greenwich
4.96 out of 5 average rating, 77 reviews

Cozy Apartment in Greenwich CT

RosmeryRating, 5 stars3 days ago
Beautiful place, Safe neighborhood and fast response. Will visit again.
Guest favourite
Flat in West Side
4.94 out of 5 average rating, 70 reviews

Lovely 2bedroom rental w/parking & outdoor sitting

JenniferRating, 5 stars1 month ago
We spent 3 nights at Leti and Ben's and it was perfect for our trip. It was spotless, close to our destination in CT and had everything we needed. The house and area were quiet and the place was as advertised. Hooray! Leti and Ben checked in on us and were communicative. We did not have any issues with our stay and would happily stay again. Thank you for being great hosts!
Superhost
Flat in South Norwalk
4.9 out of 5 average rating, 86 reviews

Water View SONO 2 Bedroom Walk to Metro & Dining

KatherineRating, 5 stars2 weeks ago
Rental was perfect for our 3-night stay visiting family. The rental had everything we needed and was very comfortable. Kim was very responsive when I had a question.
Guest favourite
Flat in Stamford
4.98 out of 5 average rating, 98 reviews

Luxurious 1BR Downtown Stamford

WayneRating, 5 stars1 month ago
the pics dont tell the full story. The home exceeded my expectations. The Host was very responsive and super attentive. I strongly recommend this home for anyone looking for nice few days in downtown Stamford, ct
Superhost
Flat in Stamford
4.79 out of 5 average rating, 112 reviews

Harborview/pool/freeparking/downtown

VontresseRating, 5 stars5 days ago
Ana was a great host, firstly the apartment smelled AMAZING and it was nice and cool, she had toiletries laid out and the bed was comfortable. The ambiance of the apartment was very welcoming and homey. Will definitely be back, thank you for the hosting.

Private apartment rentals

Guest favourite
Flat in Stamford
5 out of 5 average rating, 15 reviews

Courtyard View 1BR Apartment

LouRating, 5 starstoday
A very vibrant and tech forward building. Well located at the edge of Downtown. Easy communication with a 24 hour reception desk in the lobby. Beautiful workout amenity, outdoor pool and a cafe off the lobby The Latch app is a must. Entering complicated codes in the elevator and doors is a pain. Flashing the app is simpler, faster and less exasperating. One of our better AirB&B experiences
Guest favourite
Flat in Bridgeport
4.97 out of 5 average rating, 63 reviews

Beautiful, clean and quiet place to relax

CinthyaRating, 5 stars2 days ago
Pamela’s home felt like home away from home. This place has all you would need for your restful stay with lots to of close things to do and great places to eat. We loved her home for all the privacy, comfort and quite neighborhood it’s always nice. We woke up ro birds chirping every morning. Private parking was a must for my family and her place provided it. We will calm her home our CT home when we need to go back and visit. Thank you for all your hospitality. Until next time.
Guest favourite
Flat in Bridgeport
4.94 out of 5 average rating, 86 reviews

Stylish Sheek Loft Ricport Studio 2, Downtown

HalseyRating, 5 stars4 days ago
This was the perfect spot for an overnight trip! The apartment was clean & stocked with everything you might need during the stay. Parking was available right down the street & it was within walking distance to the Hartford Healthcare Amphitheater!
Guest favourite
Flat in Rowayton
4.83 out of 5 average rating, 6 reviews

Waterside

KarimRating, 5 stars11 months ago
This studio is lovely for 2 people. Bed is super comfy, kitchen has what you need for quick meal, outside space has water views and Carol is super responsive. Rowayton Market makes great breakfast, coffee and lunch and Rowayton Seafood restaurant is super. A great stay!
Guest favourite
Flat in Norwalk
4.88 out of 5 average rating, 50 reviews

Cozy, functional, soothing

ChristopherRating, 5 stars5 days ago
Great location. Great rates. Owner was very flexible and accommodating.
Top guest favourite
Flat in Fairfield
5 out of 5 average rating, 77 reviews

Bright, private 1,000 sq. ft. 1-Bedroom Apartment

JenniferRating, 5 stars1 week ago
I had an excellent stay! Andy is responsive and accommodating. The space is lovely and as described , clean, and comfortable, tastefully decorated and stocked with starters needed for an easy stay, …. Example, dish soap, salt, pepper, bathroom supplies.
Superhost
Flat in Stamford
4.86 out of 5 average rating, 28 reviews

Chic 1 bed Apt + Rooftop & Gym - Downtown Stamford

AquilaRating, 5 stars1 month ago
This apartment was perfect. Great restaurants all in walking distance. Very easy and safe parking garage upon arrival. The apartment was clean and spacious for two people. All the appliances worked, and the water was hot. The location was also very good. Less than 20 minutes from major hiking trails and 35 minutes from Time Square. My wife and I enjoyed our stay here for sure.
Top guest favourite
Flat in Bridgeport
5 out of 5 average rating, 48 reviews

Polita’s Place # 2

AndreaRating, 5 stars2 weeks ago
Polita is very friendly and inviting host. The place and location are as described, spacious with no clutter. Polita is a Superhost. The beds were very comfortable, which is very important. Polita takes pride in her decoration and make you feel at home. An added bonus, there is a washer and dryer. The property is well maintained, with beautiful flowers. The entry and access are easy and secure. She allowed me to park in her driveway which was very important to me, I did not need to park on the street. The apartment is on the third floor, and she has a neat and welcoming balcony with a table and chairs. Polita, we will love to come again and visit.

Apartment rentals with a hot tub

Guest favourite
Flat in Philipstown
4.91 out of 5 average rating, 232 reviews

Foxglove Farm

MichaelRating, 5 stars1 week ago
Trisha’s place was the one that completely changed my perspective on air bnb, I really loved and enjoyed my entire experience as a whole. I’d definitely come back again thanks Trisha.
Guest favourite
Flat in Hell's Kitchen (Clinton)
4.96 out of 5 average rating, 56 reviews

Ultra modern by Riverside

JeanetteRating, 5 stars2 weeks ago
Everything about this apartment was excellent. Locale, layout, spotless. Couldn't get enough of both the daytime and nighttime views. Steven was an excellent host. Communicative, answered my myriad of questions, provided recommendations for a great nearby grocery and wine store that we frequented several times. Easy to get a taxi and a short walk to the subway. Started to feel like a local after just a day or so! This will for sure be our go-to place next time we visit NYC.
Superhost
Flat in Bergen-Lafayette
4.8 out of 5 average rating, 40 reviews

Brand new Luxury 2 Bed, 2. Bath

EmilyRating, 5 stars5 days ago
Nicely renovated basement apartment. Ben was a wonderful host and made our stay comfortable. Kitchen had everything that we needed and having a designated parking spot was great. It is a short walk away from the apartment. Backyard was ideal has we were traveling with our dog. Location was perfect for our event at Liberty State Park. Would recommend if you plan to visit Jersey City.
Guest favourite
Flat in Suffern
4.94 out of 5 average rating, 131 reviews

Renovated Forest Oasis with Pool & Fire-pit

NicoleRating, 5 stars2 weeks ago
I had a great time staying here. A lovely and quiet retreat. Douglas and his family were very friendly and responsive to any needs I had. The place was tidy and clean and the grounds around the house were beautiful! Will definitely be back!
Superhost
Flat in East Orange
4.85 out of 5 average rating, 181 reviews

Posh Couple's Suite-Private Patio w/jacuzzi

DeniseRating, 5 stars2 weeks ago
I will definitely be back ! Such a relaxing space , so clean & beautiful!
Guest favourite
Flat in Brewster
4.88 out of 5 average rating, 107 reviews

The Hideaway

MackenzieRating, 5 stars3 weeks ago
Very quaint little spot! Located in a very quiet, serene area. We absolutely loved the yard and the trails behind the house, my dog felt right at home! Renee was very responsive when needed but otherwise felt we had plenty of privacy despite being on the same property. Space was clean and charming and everything we needed for a quick wedding weekend! Would definitely recommend for a relaxing quiet weekend!
Guest favourite
Flat in Stamford
4.98 out of 5 average rating, 42 reviews

Cove Park Sunsets |Hot Tub/Fire Pit/BBQ/EV Charger

ChristinaRating, 5 stars1 month ago
This was exactly what we needed for a quick visit to visit Stamford! It was easy to check in and plenty of room for 2 families with young kids. The backyard is private and fenced in for early morning coffee and dinner. The location is very close to a park with playground and it was easy to get to 95. Would definitely stay again!
Guest favourite
Flat in Newburgh
4.94 out of 5 average rating, 250 reviews

Sweet Victory Suite

AmberRating, 5 stars1 week ago
Melissa was an amazing host from the minute we booked the reservation. Her home was beautiful and provided a sense of peace. The binder with local activities as well as restaurants was extremely helpful and although it rained our whole weekend we didn't mind because the hot tub area was so nice. Will definitely be back again!

Destinations to explore