Hudson Valley Vacation Rentals — Red Cottage

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Doodletown Cabin

Doodletown Cabin

4 BR · 3 BA · Sleeps 9

Ancram, Hudson Valley

Doodletown Lodge

Doodletown Lodge

5 BR · 4.5 BA · Sleeps 12

Ancram, Hudson Valley

Nordic Cabin

Nordic Cabin

3 BR · 2 BA · Sleeps 8

Chatham, Hudson Valley

Navywood

Navywood

3 BR · 2 BA · Sleeps 6

Gallatin, Hudson Valley

Hilltop

Hilltop

4 BR · 3 BA · Sleeps 8

Hillsdale, Hudson Valley

Silver Ridge

Silver Ridge

4 BR · 4.5 BA · Sleeps 8

Hillsdale, Hudson Valley

Milan Hill A-Frame

Milan Hill A-Frame

4 BR · 2 BA · Sleeps 8

Red Hook, Hudson Valley

Tanner Farmhouse

Tanner Farmhouse

3 BR · 2 BA · Sleeps 6

Pine Plains, Hudson Valley

Hudson Valley Hideaway

Hudson Valley Hideaway

5 BR · 2.5 BA · Sleeps 10

Cornwall, Hudson Valley

Falls Road

Falls Road

5 BR · 4.5 BA · Sleeps 10

Stuyvesant, Hudson Valley

The Barn @Doodletown

The Barn @Doodletown

4 BR · 3.5 BA · Sleeps 8

Ancram, Hudson Valley

Sunset Lakehouse

Sunset Lakehouse

4 BR · 2 BA · Sleeps 8

Newburgh, Hudson Valley

Valley View

Valley View

5 BR · 4.5 BA · Sleeps 10

Copake, Hudson Valley

Red Rock Summit

Red Rock Summit

4 BR · 4 BA · Sleeps 8

East Chatham, Hudson Valley

Eskape Manor

Eskape Manor

3 BR · 2.5 BA · Sleeps 6

Lagrangeville, Hudson Valley

Whimsy Woods

Whimsy Woods

4 BR · 4 BA · Sleeps 8

Millbrook, Hudson Valley

Casa Manzara

Casa Manzara

5 BR · 3.5 BA · Sleeps 10

Middletown, Hudson Valley

Alpine View

Alpine View

4 BR · 3 BA · Sleeps 8

Prattsville, Hudson Valley

Trail’s End

Trail’s End

2 BR · 1 BA · Sleeps 4

Kerhonkson, Hudson Valley

Harlem Valley Hideout

Harlem Valley Hideout

3 BR · 3.5 BA · Sleeps 6

Pawling, Hudson Valley

Mohonk View

Mohonk View

3 BR · 3 BA · Sleeps 6

Accord, Hudson Valley

The Library Retreat

The Library Retreat

4 BR · 5.5 BA · Sleeps 10

Pine Plains, Hudson Valley

Graybarn at Copake Lake

Graybarn at Copake Lake

5 BR · 4 BA · Sleeps 10

Copake Lake, Hudson Valley

Hudson Hill House

Hudson Hill House

3 BR · 2 BA · Sleeps 6

Hudson, Hudson Valley

Sugar Mountain House

Sugar Mountain House

4 BR · 3.5 BA · Sleeps 8

Elizaville, Hudson Valley

Willow Brook

Willow Brook

4 BR · 3 BA · Sleeps 9

Clinton Corners, Hudson Valley

Manderley House

Manderley House

3 BR · 2.5 BA · Sleeps 7

Ghent, Hudson Valley

Taghkanic House

Taghkanic House

5 BR · 3.5 BA · Sleeps 10

Columbia County, Hudson Valley

Doodletown Lodge & Cabin

Doodletown Lodge & Cabin

9 BR · 7.5 BA · Sleeps 21

Ancram, Hudson Valley

The Bluff at Eagle Hollow

The Bluff at Eagle Hollow

3 BR · 2.5 BA · Sleeps 8

Marlboro, Hudson Valley

Mountain View

Mountain View

3 BR · 2.5 BA · Sleeps 6

Hillsdale, Hudson Valley

The Whistling Oak

The Whistling Oak

3 BR · 2.5 BA · Sleeps 6

Craryville, Hudson Valley

Sanctuary Barn

Sanctuary Barn

2 BR · 2 BA · Sleeps 4

Old Chatham, Hudson Valley

Lockwood Lodge

Lockwood Lodge

4 BR · 2.5 BA · Sleeps 10

Craryville, Hudson Valley

Twin Pond Ridge

Twin Pond Ridge

5 BR · 4 BA · Sleeps 8

Dover Plains, Hudson Valley

Alpine Nest

Alpine Nest

3 BR · 2.5 BA · Sleeps 6

Bovina Center, Hudson Valley

Cardinal Crossing

Cardinal Crossing

4 BR · 3.5 BA · Sleeps 8

Rhinebeck, Hudson Valley

Esselstyn House

Esselstyn House

4 BR · 2.5 BA · Sleeps 8

Rhinebeck, Hudson Valley

HC Turner Building

HC Turner Building

5 BR · 4.5 BA · Sleeps 11

Hudson, Hudson Valley

Hudson Victorian

Hudson Victorian

2 BR · 2 BA · Sleeps 4

Hudson, Hudson Valley

Maple Branch Manor

Maple Branch Manor

7 BR · 7.5 BA · Sleeps 14

Milton, Hudson Valley

The Patten Estate

The Patten Estate

4 BR · 2.5 BA · Sleeps 8

Dutchess County, Hudson Valley

What Our Guests Are Saying

Jun 28, 2026

“The house and location were fantastic. Excellent host communication. Highly recommended!”

Stayed at: Stowe Woods Chalet

Jun 24, 2026

“Lovely stay. Great location. Character home. Quiet neighborhood. Comfortable bed. Great fenced yard. And easy walk to town!”

Stayed at: River Cottage

Jun 24, 2026

“This management company is very prompt in their responses. Let us check in an hour early which was very appreciated. Lovely setting. Hot tub is very nice. The location is great for visiting Stowe.”

Stayed at: Stowe Woods Chalet

Jun 22, 2026

“Lovely space in peaceful surroundings, with lots of wildlife! It was spotlessly clean and well-stocked. We will return!”

Stayed at: Nordic Cabin

Jun 21, 2026

“We absolutely loved our time at this beautiful home! The house is decorated beautifully and we all slept so well and enjoyed the big yard, the pool, and the outdoor spaces for fires and meals.”

Stayed at: Breathe Inn

Jun 17, 2026

“The location is unbeatable — a 10 minute walk to downtown Manchester. The beds were very comfortable and the house was clean and well decorated. The backyard was perfect for our dog.”

Stayed at: The Winterberry Farmhouse

Need Help With Flexible Dates or a Longer Term Rental?

Let us find you the perfect home. Tell the concierge your group, budget, and rough dates — it checks live calendars across the whole collection.

or call (845) 414-6540