Search Red Hook Cottage Rentals from CA $169

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Red Hook cottages

A kitchen with white cabinetry, granite countertops, and a window with blinds.

1. Charming loft cottage in tranquil Germantown with WiFi, AC

Charming loft cottage in tranquil Germantown with WiFi, AC
Germantown
10.0 out of 10, Exceptional, (16 reviews)
"great location, clean & good communication with host."
United States
Kanna S.
The price is CA $169
CA $340 total
includes taxes & fees
Nov 16 - Nov 17
Charming loft cottage in tranquil Germantown with WiFi, AC
A wooden cabin surrounded by lush greenery and trees.

2. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (308 reviews)
"It was the perfect place for a weekend away from home! The location was only a few minutes from town and was the perfect size for a couple. Would definitely reccomend!"
United States
Kristen S.
The price is CA $200
CA $422 total
includes taxes & fees
Nov 10 - Nov 11
Streamside Cottage Half Mile to Town of Woodstock
A covered porch with a wooden bench, a wicker chair, and a sofa with cushions.

3. Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.8 out of 10, Exceptional, (21 reviews)
"Artsy, comfortable and cozy cottage in a country setting. Love the deck for grilling! This was our second time here and we hope to be back again!"
United States
Laura G.
The price is CA $171
CA $437 total
includes taxes & fees
Nov 17 - Nov 18
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
A single-story house with a black front door, two windows on either side, and two black trash bins in front.

4. Charming Cottage in the Heart of Catskill & Pet Friendly

Charming Cottage in the Heart of Catskill & Pet Friendly
Catskill
10.0 out of 10, Exceptional, (29 reviews)
"Everything was great! The house is in a great location and is very clean, modern and cozy. I would highly recommend staying here! "
United States
Dave P.
The price is CA $252
CA $476 total
includes taxes & fees
Nov 15 - Nov 16
Charming Cottage in the Heart of Catskill & Pet Friendly
A single-story house with a dark exterior, a chimney, and a small window.

5. Cozy 2-bedroom cottage in enchanting Catskill Mountains

Cozy 2-bedroom cottage in enchanting Catskill Mountains
Catskill
10.0 out of 10, Exceptional, (2 reviews)
"The property is great. Easy check-in and communication with host. Large property and comfortable beds."
United States
Robert G.
The price is CA $336
CA $680 total
includes taxes & fees
Nov 17 - Nov 18
Cozy 2-bedroom cottage in enchanting Catskill Mountains
A residential property with a well-maintained lawn, a small house with a front porch, and a garage.

6. Sharon Retreat w/ Private Yard

Sharon Retreat w/ Private Yard
Sharon
9.2 out of 10, Wonderful, (37 reviews)
"Cagney’s home was so comfy! We loved the spacious family room. The beds were comfortable and the fully stocked kitchen made cooking much easier. Absolutely would love to stay at your cottage again!"
United States
Heidi F.
The price is CA $302
CA $653 total
includes taxes & fees
Nov 9 - Nov 10
Sharon Retreat w/ Private Yard
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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Learn more about Red Hook

Stroll through the historic village centre where local shops and the iconic Old Rhinebeck Aerodrome await exploration. Outdoor enthusiasts can kayak the peaceful Tivoli Bays or sample award-winning wines at family-owned vineyards along the Dutchess Wine Trail.

See all hotels in Red Hook
A town surrounded by dense forests with a mix of residential and commercial buildings.

Top reviews in Red Hook

A Courtyard by Marriott hotel with a modern facade, large windows, and a well-maintained entrance area.
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
Kingston

10/10 Excellent

Beautiful new rooms, staff was very friendly and helpful. Really enjoyed our stay.
Canada
Ana
Reviewed September 10, 2026
Courtyard by Marriott Kingston

Frequently Asked Questions

Why book your cottage in Red Hook with Expedia?

Expedia has some great cottages in Red Hook, so get set for a memorable stay close to nature. If you have a budget, select how much you'd like to spend and the star rating of your property. Or, make the most of our filters to search for cottages with free WiFi or a kitchen. We'll help you find the right fit whatever your getaway looks like.

How can I find cheap cottages in Red Hook?

The simplest way to locate cheap cottages in Red Hook is with Expedia's useful filter tool. Refine your search by amenities, budget and star rating to discover unbeatable rates in just a few clicks.

What is there to do in Red Hook near my cottage?

Once you've unpacked and settled in, get out and explore the fun things Red Hook has to offer. Red Hook Golf Club is a popular attraction to add to your must-do list.

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