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New Canaan Vacation Rentals

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

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 SAR 1,498
SAR 3,878 total
includes taxes & fees
24 Sep - 25 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, (167 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is SAR 568
SAR 653 total
includes taxes & fees
30 Aug - 31 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 SAR 1,294
SAR 1,488 total
includes taxes & fees
27 Sep - 28 Sep
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, (111 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is SAR 662
SAR 990 total
includes taxes & fees
13 Sep - 14 Sep
DUNE Fairfield Beach
Dining

5. 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 SAR 1,048
SAR 1,355 total
includes taxes & fees
30 Aug - 31 Aug
King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment
A heated pool

6. Private French Country Estate-New Canaan CT-Pool-Film Set- Aug&Sept availability

Private French Country Estate-New Canaan CT-Pool-Film Set- Aug&Sept availability
New Canaan
10.0 out of 10, Exceptional, (42 reviews)
"Unique home with beautiful grounds and classically designed interior. Perfect for relaxing and enjoying with family/friends."
United States
David
The price is SAR 5,444
SAR 8,840 total
includes taxes & fees
7 Sep - 8 Sep
Private French Country Estate-New Canaan CT-Pool-Film Set- Aug&Sept availability
Coffee/tea maker, fridge, microwave, oven

7. 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 SAR 1,237
SAR 2,813 total
includes taxes & fees
30 Aug - 31 Aug
Spacious Retreat with Game Room and Fire Pit
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

8. 2-bedroom apartmet No cleaning Fee

2-bedroom apartmet No cleaning Fee
West Norwalk
The price is SAR 1,014
SAR 1,312 total
includes taxes & fees
7 Sep - 8 Sep
2-bedroom apartmet No cleaning Fee
4 bedrooms, iron/ironing board, WiFi, bed sheets

9. 4 BR VILLA, celebration welcome, No Cleaning fee

4 BR VILLA, celebration welcome, No Cleaning fee
West Norwalk
The price is SAR 2,082
SAR 2,690 total
includes taxes & fees
29 Aug - 30 Aug
4 BR VILLA, celebration welcome, No Cleaning fee
Property grounds

10. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (42 reviews)
"This is a beautiful property. Great location. And the hosts are very nice and very great in communicating everything. Loved staying there"
United States
Martina F.
The price is SAR 882
SAR 1,529 total
includes taxes & fees
15 Sep - 16 Sep
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Private kitchen

11. 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 SAR 747
SAR 1,355 total
includes taxes & fees
31 Aug - 1 Sep
Modern Luxury 1BR Stamford Getaway
Smart TV, fireplace, books, stereo

12. 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)
"The property was very clean, host was excellent. The location is near restaurants, transportation, and grocery stores. Nice place to spend time with friends and family."
United States
Melissa H.
The price is SAR 1,491
SAR 3,139 total
includes taxes & fees
20 Sep - 21 Sep
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Coffee/tea maker, fridge, microwave, oven

13. 5BR Beach Home | Walk to Cove Beach + Private Yard

5BR Beach Home | Walk to Cove Beach + Private Yard
Cove - East Side - Shippan
9.8 out of 10, Exceptional, (26 reviews)
"Lovely place, great location, had absolutely everything we needed! Would absolutely stay here again. "
United States
Erin D.
5BR Beach Home | Walk to Cove Beach + Private Yard
Offices

14. 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 SAR 541
SAR 1,185 total
includes taxes & fees
29 Aug - 30 Aug
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Smart TV, fireplace, foosball, table tennis

15. 5BR Beach House, Game Room + Huge Backyard

5BR Beach House, Game Room + Huge Backyard
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (25 reviews)
"Great stay!"
United States
Kyra S.
The price is SAR 1,528
SAR 3,499 total
includes taxes & fees
31 Aug - 1 Sep
5BR Beach House, Game Room + Huge Backyard
Smart TV

16. 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 SAR 541
SAR 1,572 total
includes taxes & fees
5 Sep - 6 Sep
Modern Luxe 1BR Apt in Downtown Stamford
Living area

17. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is SAR 879
SAR 1,622 total
includes taxes & fees
8 Sep - 9 Sep
Gilded Age Luxury Surrounded by Nature
TV

18. Spacious Stamford Home | Family, Work, Parking

Spacious Stamford Home | Family, Work, Parking
Cove - East Side - Shippan
8.6 out of 10, Excellent, (9 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is SAR 1,123
SAR 2,230 total
includes taxes & fees
31 Aug - 1 Sep
Spacious Stamford Home | Family, Work, Parking
Property grounds

19. 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)
"Very nice location, easy check in and check out. Also very comfortable."
United States
Leslie S.
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
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

EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

8/10 Good
"A good hotel for the price. I have stayed there many times. My only complaint on this stay was the A/C unit in our room was either blasting freezing cold air, or was off."
Gregg 2-night trip
Posted less than an hour ago
EVEN Hotel Norwalk by IHG

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 God's Acre and Mead Memorial Park 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.