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New Canaan Vacation Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for New Canaan vacation rentals

Smart TV

1. Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!

Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
New Canaan
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful Christmas getaway with family at the “Ice Cream Cottage”. It is much more spacious than it looks on the outside.It was clean and had everything we needed. Host was attentive to any questions we had.The fenced in yard was great for our “fur baby” to run around."
United States
danyelle s.
The price is AED 1,392
AED 2,951 total
includes taxes & fees
2 Sep - 3 Sep
Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
Exterior

2. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (153 reviews)
"The front desk gentleman that checked us in was excellent!!"
United States
Selena
The price is AED 494
AED 568 total
includes taxes & fees
9 Aug - 10 Aug
Stamford Suites
Standard Room, 1 King Bed, Main Building | Property entrance

3. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is AED 1,319
AED 1,516 total
includes taxes & fees
9 Aug - 10 Aug
Guesthouse at Norwalk Inn
Classic Suite | Iron/ironing board, WiFi (free), bed sheets

4. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (104 reviews)
"Staff is excellent very clean and comfortable. Nice pla e with great beach access!"
United States
Stacie
The price is AED 752
AED 1,089 total
includes taxes & fees
23 Aug - 24 Aug
DUNE Fairfield Beach
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

5. 2-bedroom apartmet No cleaning Fee

2-bedroom apartmet No cleaning Fee
West Norwalk
The price is AED 661
AED 852 total
includes taxes & fees
11 Aug - 12 Aug
2-bedroom apartmet No cleaning Fee
Offices

6. Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Downtown Stamford
9.2 out of 10, Wonderful, (11 reviews)
"loved walking the city. pizza was good."
United States
michelle b.
The price is AED 529
AED 1,145 total
includes taxes & fees
9 Aug - 10 Aug
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Private kitchen

7. Modern Luxury 1BR Stamford Getaway

Modern Luxury 1BR Stamford Getaway
Downtown Stamford
10.0 out of 10, Exceptional, (1 review)
"The apartment is located in the hub bub of Stamford, a nice area very populated even in the evening where it feels safe. Apartment had all amenities that I needed. The host provided extra touches like a Keurig coffee pot stocked with Keurig cups and sugar. A washing machine and dryer were a plus as I like to pack only clean clothes. Bed was super comfortable. Modern design has a Zen vibe, great to decompress after travel. TV offered free movies that didn’t require my own subscription which...
United States
Debbie N.
The price is AED 731
AED 1,311 total
includes taxes & fees
13 Aug - 14 Aug
Modern Luxury 1BR Stamford Getaway
1 bedroom, desk, WiFi, bed sheets

8. Spacious Studio with Pool Table

Spacious Studio with Pool Table
Westport
8.6 out of 10, Excellent, (7 reviews)
"The room was great, the location was good and there was a pool table! "
United States
Eadweard
The price is AED 602
AED 1,089 total
includes taxes & fees
8 Sep - 9 Sep
Spacious Studio with Pool Table
Smart TV

9. Modern Luxe 1BR Apt in Downtown Stamford

Modern Luxe 1BR Apt in Downtown Stamford
Downtown Stamford
9.6 out of 10, Exceptional, (5 reviews)
"Our family stayed in the hotel(s) next door. It was so nice to have our own personal space!"
United States
Jill G.
The price is AED 529
AED 1,534 total
includes taxes & fees
19 Aug - 20 Aug
Modern Luxe 1BR Apt in Downtown Stamford
Property grounds

10. Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Waterside
9.8 out of 10, Exceptional, (18 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is AED 782
AED 1,487 total
includes taxes & fees
8 Sep - 9 Sep
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Dining

11. Romantic Hide Out

Romantic Hide Out
Waterside
3.0 out of 10, (2 reviews)
"Check-in was at 3 PM and I was unable to reach the host until 11 PM that night to gain access to the property. They never sent anything in advance. It was the most miserable experience I have ever had."
United States
Cheryl H.
The price is AED 551
AED 1,093 total
includes taxes & fees
24 Aug - 25 Aug
Romantic Hide Out
Apartment (1 Bedroom) | Interior

12. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.5 star property
Greenwich
The price is AED 522
AED 1,065 total
includes taxes & fees
10 Aug - 11 Aug
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
1 bedroom, desk, iron/ironing board, WiFi (free)

13. Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.8 out of 10, Exceptional, (14 reviews)
"I was surprised by the large size of this apt, and that it had everything I needed for my stay. The location was perfect and very close to the event I was there for. Excellent host and I'm looking forward to booking this place again next year."
United States
Shamel
The price is AED 514
AED 845 total
includes taxes & fees
9 Aug - 10 Aug
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Property grounds

14. Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Greenwich
7.6 out of 10, Good, (4 reviews)
"This was a warm and inviting space. CC even offered me breakfast. I was a single woman in for a class reunion and had be somewhere on Sat and Sunday mornings. It was lovely coming back to relax and read. The space is small perfect for a couple with a young person. The patio over looks the river. The house is on a cul-de-sac perfect for strolling around the neighborhood. Very quiet and safe. Well lit path at night to the back, private entrance. Small fridge but holds a lot. Microwave, kurgurg...
United States
Kathleen W.
The price is AED 403
AED 567 total
includes taxes & fees
11 Aug - 12 Aug
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Pool

15. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (58 reviews)
"I love the layout of this apt. Perfect for 2 to 3 people, it was clean and nothing out of place. The host was great and communicated well. I will be looking for this place again next year."
United States
Shamel
The price is AED 312
AED 538 total
includes taxes & fees
9 Aug - 10 Aug
Business or Weekend escape
Coffee/tea maker, fridge, microwave, oven

16. Stylish Home With Free ParkingFA

Stylish Home With Free ParkingFA
Downtown Stamford
The price is AED 702
AED 1,040 total
includes taxes & fees
9 Aug - 10 Aug
Stylish Home With Free ParkingFA
1 bedroom, internet, bed sheets

17. Welcome to Sweet Abby Rose!

Welcome to Sweet Abby Rose!
Brewster
10.0 out of 10, Exceptional, (1 review)
"The place is super comfortable and has a great outdoor area for chatting; I would definitely like to come back and stay longer."
United States
Yasmin G.
The price is AED 367
AED 677 total
includes taxes & fees
9 Aug - 10 Aug
Welcome to Sweet Abby Rose!
Coffee/tea maker, fridge, microwave, oven

18. Spacious Retreat with Game Room and Fire Pit

Spacious Retreat with Game Room and Fire Pit
West Norwalk
10.0 out of 10, Exceptional, (2 reviews)
"A great location. We were less than 15 minutes from everything we did. House was a super layout for our large group."
United States
Mark F.
The price is AED 1,513
AED 3,154 total
includes taxes & fees
1 Sep - 2 Sep
Spacious Retreat with Game Room and Fire Pit
Dining

19. King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment

King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment
Historic District
10.0 out of 10, Exceptional, (1 review)
"Great "
United States
Ricky W.
The price is AED 1,208
AED 1,544 total
includes taxes & fees
23 Aug - 24 Aug
King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment
Smart TV, fireplace, books, stereo

20. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Historic District
10.0 out of 10, Exceptional, (15 reviews)
"This house was so lovely, clean, cozy, and well-appointed - everything we could have asked for for a girls' weekend! And so close to the town of Westport with its excellent restaurants and shops. The best!"
United States
Rebecca H.
The price is AED 1,207
AED 2,753 total
includes taxes & fees
9 Aug - 10 Aug
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top New Canaan Hotel Reviews

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

10/10 Excellent
"Very clean. Great shower and bed. Fitness room was cool and clean! A little pricey but worth it."
Jeff 1-night trip
Posted less than an hour ago
Hotel Zero Degrees Danbury

Frequently asked questions

Can I find a vacation rental in New Canaan?

Yes, you can find vacation rentals in New Canaan near Silvermine Arts Center, or you can go with a secluded option if you want a relaxing stay. New Canaan is known for its seafood restaurants.

What are some of the best vacation rentals that New Canaan has to offer?

Charming Home in Seaside: Visitors like this New Canaan vacation home rental. It is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in New Canaan?

With 4 Expedia vacation rentals, you're sure to find just the right place for your New Canaan stay.

What can I see and do in New Canaan?

Cultural attractions include The Glass House and John Rogers Studio and Museum, whereas Old Stamford Road Bird Sanctuary and God's Acre are a couple of picturesque spots to enjoy the outdoors. New Canaan Library and Silvermine Arts Center are other places to visit while you're in town.

What are vacation rentals like in New Canaan?

Vacation rentals are private accommodations you can book for a couple days or more in New Canaan. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family getaway.