New Canaan Vacation Rentals from ￥23,946: Search Short-Term Rentals

Q: 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.

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In two weeks

In two months

In three months

In four months

Our top choices for New Canaan vacation rentals

The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

1. Stamford Suites

Downtown Stamford

Alice

￥27,927 total

includes taxes & fees

Sep 30 - Oct 1

A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

2. Guesthouse at Norwalk Inn

Historic District

Ronbert

￥60,389 total

includes taxes & fees

Oct 4 - Oct 5

A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

3. DUNE Fairfield Beach

Fairfield Beach

slava

￥41,688 total

includes taxes & fees

Oct 5 - Oct 6

A campfire with a wooden table and benches by a lake.

4. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Greenwich

Christopher J.

￥46,916 total

includes taxes & fees

Oct 6 - Oct 7

A modern living room with a sofa, a coffee table, and a bar stool.

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

Downtown Stamford

michelle b.

￥47,278 total

includes taxes & fees

Oct 5 - Oct 6

A round outdoor seating area with a teal cushion and patterned pillows, surrounded by greenery and a bamboo wall with string lights.

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

Waterside

Leslie S.

￥50,186 total

includes taxes & fees

Sep 30 - Oct 1

A glass-top table with ornate metal legs, a decorative bird figurine, and a candle holder on a textured rug.

7. Gilded Age Luxury Surrounded by Nature

Cranbury

￥63,715 total

includes taxes & fees

Sep 30 - Oct 1

A modern living room with a flat-screen TV mounted on the wall, a round coffee table, and a sofa.

8. Spacious Studio with Pool Table

Westport

Eadweard

￥40,457 total

includes taxes & fees

Sep 28 - Sep 29

A modern living room with a glass coffee table, black and gold chairs, and a striped area rug.

9. Modern Luxe 1BR Apt in Downtown Stamford

Downtown Stamford

Jill G.

￥62,062 total

includes taxes & fees

Oct 2 - Oct 3

A dining table set with blue bowls, gold cutlery, and yellow lemons.

10. Romantic Hide Out

Waterside

Cheryl H.

￥37,149 total

includes taxes & fees

Oct 4 - Oct 5

A bedroom with a large arched window, a bed, a bedside table with a lamp, and a small seating area with cushions and a plant.

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

Downtown Bridgeport

Bailey

￥35,702 total

includes taxes & fees

Oct 7 - Oct 8

A modern kitchen with white cabinets, a marble island, and black bar stools.

12. Spacious Retreat with Game Room and Fire Pit

West Norwalk

Linda S.

￥134,190 total

includes taxes & fees

Oct 14 - Oct 15

A modern kitchen with a central island, pendant lights, and built-in shelves.

13. Stylish Home and Cozy200

Downtown Stamford

￥45,470 total

includes taxes & fees

Oct 6 - Oct 7

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, an oven, and a sink. There are two bar stools at the counter.

14. Modern Luxury 1BR Stamford Getaway

Downtown Stamford

"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...

Debbie N.

￥53,609 total

includes taxes & fees

Oct 4 - Oct 5

An outdoor seating area with tables and chairs, surrounded by planters with flowers, and a modern building in the background.

15. Seabreeze at the beach west beach Stamford ct.

Cove - East Side - Shippan

bill J.

￥87,290 total

includes taxes & fees

Sep 29 - Sep 30

A modern living room with a sofa, a coffee table with decorative items, and a large window with curtains.

16. Luxury Designer 2 bedroom+office/3bed vacation home.

Brooklawn - St. Vincent

Anonymous traveler

￥62,943 total

includes taxes & fees

Oct 6 - Oct 7

A spacious living room with a large sliding glass door leading to a patio, a cozy seating area with a sofa and armchairs, and a modern art piece on the wall.

17. Solara – Luxury 1BR Downtown

Downtown Stamford

A wooden staircase leading to a gazebo in a forested area with a metal railing.

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

Greenwich

"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...

Kathleen W.

￥49,630 total

includes taxes & fees

Oct 14 - Oct 15

A corner seating area with two chairs and a table, a patterned rug, and a wooden railing.

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

Historic District

Ricky W.

￥57,227 total

includes taxes & fees

Oct 25 - Oct 26

A living room with a sofa set, a coffee table, and a television on a stand.

20. Spacious Stamford Home | Family, Work, Parking

Cove - East Side - Shippan

james w.

￥84,978 total

includes taxes & fees

Sep 27 - Sep 28

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Top New Canaan Hotel Reviews

Hampton Inn White Plains/Tarrytown

10/10 Excellent

"Nice"

Baymont by Wyndham White Plains - Elmsford

8/10 Good

"The room was clean, and the bed was comfortable which was the most important thing. I was not a fan of the pillows; I'd rather have two big pillows than 5 small ones. But overall, the room served its purpose. Bathroom was clean, albeit a little small. Air conditioning worked fine. All in all, a pleasant stay."

Find out more about New Canaan

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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.

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Check prices for these dates

Our top choices for New Canaan vacation rentals

1. Stamford Suites

2. Guesthouse at Norwalk Inn

3. DUNE Fairfield Beach

4. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

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

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

7. Gilded Age Luxury Surrounded by Nature

8. Spacious Studio with Pool Table

9. Modern Luxe 1BR Apt in Downtown Stamford

10. Romantic Hide Out

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

12. Spacious Retreat with Game Room and Fire Pit

13. Stylish Home and Cozy200

14. Modern Luxury 1BR Stamford Getaway

15. Seabreeze at the beach west beach Stamford ct.

16. Luxury Designer 2 bedroom+office/3bed vacation home.

17. Solara – Luxury 1BR Downtown

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

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

20. Spacious Stamford Home | Family, Work, Parking

Find vacation rentals that suit your style

Top New Canaan Hotel Reviews

Hampton Inn White Plains/Tarrytown

Amsterdam Hotel

Baymont by Wyndham White Plains - Elmsford

Sleepy Hollow Hotel, a Dolce by Wyndham

Ethan Allen Hotel

The Circle Hotel Fairfield

The Stamford Hotel

Find out more about New Canaan

Frequently asked questions

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