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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 Downtown Stamford
5 out of 5 average rating, 15 reviews

Courtyard View 1BR Apartment

LouRating, 5 stars2 days ago
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 South Salem
4.78 out of 5 average rating, 51 reviews

Cozy Apartment in Horse Country

KimberlyRating, 5 stars2 weeks ago
Very responsive & willing to help. Loved our stay in South Salem. Thank you!
Guest favourite
Flat in Bridgeport
4.97 out of 5 average rating, 63 reviews

Beautiful, clean and quiet place to relax

CinthyaRating, 5 stars4 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 Greenwich
4.96 out of 5 average rating, 79 reviews

Cozy Apartment in Greenwich CT

CassieRating, 5 starstoday
Wonderful location, cozy and clean space, just as described. Loved all the natural light. Good directions and very responsive. We stayed here due to the close proximity to the train station to take into Manhattan. Definitely staying here again for our next NYC trip.
Guest favourite
Flat in Bridgeport
4.94 out of 5 average rating, 89 reviews

Stylish Sheek Loft Ricport Studio 2, Downtown

LucyRating, 5 stars1 day ago
This studio apartment was perfect for our stay. It is very close to the highway yet quiet. Very charming inside! The bed was so comfortable and the host had so many amenities to make our stay convenient. We felt at home and very safe. Thank you.
Guest favourite
Flat in Stamford
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 stars3 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 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!

Private apartment rentals

Superhost
Flat in Old Greenwich
4.71 out of 5 average rating, 31 reviews

Close to New York City-Old Greenwich Surf Shack II

ZacharyRating, 5 stars2 weeks ago
The stay here was great! The Airbnb was beautiful and exactly what we were looking for. It was clean and very comfortable! David’s communication was top notch. Next time I am back in Greenwich I will keep this Airbnb in mind for my stay. This is completely out of David’s control, but important to note, if you have a low car there are large speed bumps in the neighborhood that you need to be careful to not scratch your car on.
Superhost
Flat in Ridgefield
5 out of 5 average rating, 3 reviews

Main St apt for up to 3; fireplace; 1 + 1/2 baths

JonathanRating, 5 stars4 months ago
Leslie’s unit was perfect for our little getaway! Well stocked with all the goodies and essentials! Loved the fireplace in the library - super cool and glad we got to see Ridgefeild in quintessential New England winter weather!
Top guest favourite
Flat in Harrison
4.96 out of 5 average rating, 297 reviews

Luxury Private Apartment - Walk to Train for NYC!

Mary ClareRating, 5 stars3 weeks ago
We had a great stay! The apartment was clean and comfortable!
Guest favourite
Flat in Norwalk
4.88 out of 5 average rating, 50 reviews

Cozy, functional, soothing

ChristopherRating, 5 stars1 week ago
Great location. Great rates. Owner was very flexible and accommodating.
Top guest favourite
Flat in Branford
5 out of 5 average rating, 30 reviews

Stedley Creek

LorettaRating, 5 stars4 weeks ago
Selestria was super kind & supportive! She made us feel welcomed and made herself available for calls if needed. The home was clean and nice looking :)
Top guest favourite
Flat in Fairfield
5 out of 5 average rating, 78 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 Downtown 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 stars2 weeks 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.
Top guest favourite
Flat in New Paltz
4.97 out of 5 average rating, 544 reviews

Relaxing Spa Retreat~Gorgeous View~Walk to Village

LacieRating, 5 stars3 weeks ago
Ami’s place was great! Stayed for my birthday and was surprised with a delicious tres leche cake upon my arrival! The view was incredible, amenities were amazing, overall it was everything I hoped for and more. Thanks Ami!
Top guest favourite
Flat in Fire Island Pines
4.97 out of 5 average rating, 106 reviews

"SOUTH APT." Renovated 1 Br Apt. In Great Location

PeterRating, 5 stars8 months ago
Had a great stay. Jamie was helpful and responded quickly, and accommodated us kindly. The house is very close to the ferry, which made the trek with luggage very easy. The house is one lot from the ocean, and hot tub on the roof has a great view. The mattress was also really great, sleeping well isn’t usually in the Pines experience but it was a highlight this trip
Guest favourite
Flat in Suffern
4.94 out of 5 average rating, 131 reviews

Renovated Forest Oasis with Pool & Fire-pit

NicoleRating, 5 stars3 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 stars4 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 Canarsie
4.79 out of 5 average rating, 452 reviews

Newly Renovated Apt w/Parking Space

KevinRating, 5 stars1 week ago
Wonderful place,enjoyed my stay
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!

Destinations to explore