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Vacation rentals in Canaan, New York, United States

Hilltop House and its barn in the snow!

Hilltop House

4 bedrooms·4 baths

Canaan • New York

8 350,00 $ USD total pour 30 nuits

17 nov. – 17 déc. 2026

Into the Woods- Berkshire Cabin Retreat! image 1

Into the Woods- Berkshire Cabin Retreat! image 2

Into the Woods- Berkshire Cabin Retreat! image 3

Into the Woods- Berkshire Cabin Retreat! image 4

Into the Woods- Berkshire Cabin Retreat! image 5

Into the Woods- Berkshire Cabin Retreat!

3 bedrooms·2 baths

East Nassau • New York

5(60 reviews)

1 078,00 $ USD total pour 3 nuits

17–20 nov. 2026

Welcome to Austerlitz!

Open living space with fireplace.

Private cottage close to shopping, dining, skiing. image 4

Kitchen with all the essentials

Cozy love seat and fireplace.

Private cottage close to shopping, dining, skiing.

3 bedrooms·2 baths

Austerlitz • New York

5(6 reviews)

960,00 $ USD total pour 3 nuits

17–20 nov. 2026

Serene Farmhouse Villa | Pool | Hot Tub | Grill

Serene Farmhouse Villa | Pool | Hot Tub | Grill

Serene Farmhouse Villa | Pool | Hot Tub | Grill

Serene Farmhouse Villa | Pool | Hot Tub | Grill

Serene Farmhouse Villa | Pool | Hot Tub | Grill

Serene Farmhouse Villa | Pool | Hot Tub | Grill

3 bedrooms·2 baths

Chatham • New York

2 654,50 $ USD total pour 3 nuits

30 mai – 2 juin 2027

Serene Farmhouse Villa | Pool | Hot Tub | Grill

Serene Farmhouse Villa | Pool | Hot Tub | Grill

Serene Farmhouse Villa | Pool | Hot Tub | Grill

Serene Farmhouse Villa | Pool | Hot Tub | Grill

Serene Farmhouse Villa | Pool | Hot Tub | Grill

Serene Farmhouse Villa | Pool | Hot Tub | Grill

3 bedrooms·2 baths

Chatham • New York

2 654,50 $ USD total pour 3 nuits

30 mai – 2 juin 2027

Garden-level Country Oasis Apt.

Garden-level Country Oasis Apt.

Garden-level Country Oasis Apt.

Garden-level Country Oasis Apt.

Garden-level Country Oasis Apt.

Garden-level Country Oasis Apt.

2 bedrooms·1 bath

Nassau • New York

5(3 reviews)

2 164,00 $ USD total pour 28 nuits

17 nov. – 15 déc. 2026

Hudson Haven image 2

Hudson Haven

3 bedrooms·2 baths

Hudson • New York

4.82(104 reviews)

935,00 $ USD total pour 3 nuits

20–23 nov. 2026

Gorgeous Views - House on Copake Lake

Gorgeous Views - House on Copake Lake

Typical Bedroom

Gorgeous Views - House on Copake Lake

3 bedrooms·1½ baths

Hillsdale • New York

3 085,00 $ USD total pour 30 nuits

17 nov. – 17 déc. 2026

Cemetery Schoolhouse l image 1

Cemetery Schoolhouse l image 2

Cemetery Schoolhouse l image 3

Cemetery Schoolhouse l image 4

Cemetery Schoolhouse l image 5

Cemetery Schoolhouse l

1 bedroom·1 bath

Hudson • New York

4.88(238 reviews)

2 250,00 $ USD total pour 30 nuits

7 déc. 2026 – 6 janv. 2027

Asian Cemetery Schoolhouse image 1

Chinese Wedding- Opium Bed!!!!!

a really long table for all your imaginary friends

Painting by Marie Stella. Dresser to stash all the goodies you get on Warren

this looks really nice doesnt it? thanks.

Asian Cemetery Schoolhouse

1 bedroom·1 bath

Hudson • New York

2 170,00 $ USD total pour 30 nuits

17 nov. – 17 déc. 2026

Living Room | Comfortable couch and queen size pull-out bed (must request linens for pull-out bed BEFORE your stay), and a Smart TV to log into your personal streaming accounts. Suitable for couples getaways, friends trips and solo travelers.

Smart Roku TV | Log into your own streaming accounts: Netflix, Hulu, Disney+ etc.

Catch up on your favorite tv shows, watch movies or Roku’s free live tv options.

1BR Garden Apt.| W/D + Fire Pit for Summer Nights! image 3

1BR Garden Apt.| W/D + Fire Pit for Summer Nights! image 4

Full Kitchen | Equipped with full size stove and oven, microwave, toaster, cutlery, pots and pans, dining table with 3 stools. Cook your favorite meals or heat up your leftovers from the many tasty restaurants in walking distance.

1BR Garden Apt.| W/D + Fire Pit for Summer Nights!

1 bedroom·1 bath

Albany • New York

4.94(34 reviews)

451,13 $ USD total pour 3 nuits

17–20 nov. 2026

Private country estate w/ pool and tennis court image 5

Private country estate w/ pool and tennis court image 2

Private country estate w/ pool and tennis court image 1

Private country estate w/ pool and tennis court image 3

Private country estate w/ pool and tennis court image 7

Private country estate w/ pool and tennis court

4 bedrooms·3 baths

Ancram • New York

4.88(34 reviews)

1 400,00 $ USD total pour 3 nuits

17–20 nov. 2026

Dining Room Table

Ironworks Urban Retreat

2 bedrooms·1 bath

Troy • New York

5(3 reviews)

597,05 $ USD 561,77 $ USD total pour 3 nuits

18–21 nov. 2026

The Collar City Oasis

2 bedrooms·1 bath

Troy • New York

5(3 reviews)

507,93 $ USD 481,57 $ USD total pour 3 nuits

17–20 nov. 2026

Uncle Sam's Hideaway

3 bedrooms·1 bath

Troy • New York

5(2 reviews)

624,18 $ USD 586,19 $ USD total pour 3 nuits

17–20 nov. 2026