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Aug 29 - Aug 31
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Browse Select Doodletown Cottages

Our top choices for Doodletown cottages

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (119)
"Nice view on the top of the mountain….I admired the river with the bridge and the surroundings until late in the night. The accommodation was excellent, we had everything we needed.… we are thinking of coming back sometime…."
The price is CA $259
CA $423 total
includes taxes & fees
Sep 8 - Sep 9
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Romantic retreat with stunning views of Croton River Gorge, a birder haven
Property grounds

Romantic retreat with stunning views of Croton River Gorge, a birder haven

9.8 out of 10, Exceptional, (7)
"I hesitate to sound too over the top in my praise of the Carriage House in Croton, but it’s difficult not to. The space is so comfortable, cozy, and filled with beautiful Mexican art pieces every where you look. Nothing has been forgotten by the hosts, who are charming and gracious, while allowing guests absolute privacy.The Carriage House is surrounded by natural beauty everywhere you look. From the Croton River below, to the wild turkeys in the morning and evening, and the omnipresent sound...
Romantic retreat with stunning views of Croton River Gorge, a birder haven
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Property grounds

Hudson Valley Retreat w/ Pool Near Greenwood Lake

10.0 out of 10, Exceptional, (6)
"We loved our stay! It was the perfect size for our small family. The property was extremely well maintained and there was a lot to do near by. We would definitely book here again!"
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick
Outdoor dining

Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick

10.0 out of 10, Exceptional, (151)
"The property was very clean and the view atmosphere was amazing"
Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick
Luxe Family Home on Orange Lake w/ Private Dock!
House (3 Bedrooms) | Interior

Luxe Family Home on Orange Lake w/ Private Dock!

3.0 star property
Luxe Family Home on Orange Lake w/ Private Dock!
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Cottage (2 Bedrooms) | Interior

Hudson Valley Retreat w/ Pool Near Greenwood Lake

3.0 star property
10.0 out of 10, Exceptional, (1)
"Excelent House 👏👌👌"
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Charming 2-bedroom cottage in delightful Greenwood Lake with WiFi, AC
Exterior

Charming 2-bedroom cottage in delightful Greenwood Lake with WiFi, AC

Charming 2-bedroom cottage in delightful Greenwood Lake with WiFi, AC
Family Home Close to Warwick, 5 Mi to Lake!
House (4 Bedrooms) | Interior

Family Home Close to Warwick, 5 Mi to Lake!

3.0 star property
Family Home Close to Warwick, 5 Mi to Lake!
Bright Cornwall-on-hudson Vacation Rental!
House (3 Bedrooms) | Interior

Bright Cornwall-on-hudson Vacation Rental!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice property, very comfortable, close to multiple sightseeing location including bear mountain."
Bright Cornwall-on-hudson Vacation Rental!
Hudson River Views + Firepit, Patio, Dog Run, Game Room Stone Manor
House (4 Bedrooms) | Interior

Hudson River Views + Firepit, Patio, Dog Run, Game Room Stone Manor

3.0 star property
Hudson River Views + Firepit, Patio, Dog Run, Game Room Stone Manor
Historic 1800s Cornwall-On-Hudson Cottage!
Exterior

Historic 1800s Cornwall-On-Hudson Cottage!

10.0 out of 10, Exceptional, (29)
"This property is so well maintained, clean, and beautiful. The attention to detail did not go unnoticed, and we loved spending time in the comfy great room with the fireplace and the stunning kitchen. It had everything we needed and we appreciated the security system that restarts the code for each guest. Thanks so much for a wonderful stay!"
Historic 1800s Cornwall-On-Hudson Cottage!
Peaceful Cottage with Grill | Walk to Lake
Exterior

Peaceful Cottage with Grill | Walk to Lake

9.8 out of 10, Exceptional, (21)
"This property was great. Clean, roomy and about 1/2 hour from West Point."
The price is CA $245
CA $669 total
includes taxes & fees
Aug 20 - Aug 21
Peaceful Cottage with Grill | Walk to Lake
A romantic cottage and artist's retreat looking down over an enchanted lake
Property grounds

A romantic cottage and artist's retreat looking down over an enchanted lake

9.4 out of 10, Exceptional, (99)
"It was an awesome stay we loved the couple days we got to spend there!!"
A romantic cottage and artist's retreat looking down over an enchanted lake
Charming Victorian Retreat w/ Hudson River Views
House (3 Bedrooms) | Interior

Charming Victorian Retreat w/ Hudson River Views

3.0 star property
Charming Victorian Retreat w/ Hudson River Views
Charming Highland Falls Home < 2 Mi to West Point!
House (4 Bedrooms) | Interior

Charming Highland Falls Home < 2 Mi to West Point!

3.0 star property
Charming Highland Falls Home < 2 Mi to West Point!
Historic 1800s Cornwall-on-hudson Cottage!
Cottage (2 Bedrooms) | Interior

Historic 1800s Cornwall-on-hudson Cottage!

3.0 star property
Historic 1800s Cornwall-on-hudson Cottage!
Updated Home w/ Patio Half Mile to West Point
House (3 Bedrooms) | Interior

Updated Home w/ Patio Half Mile to West Point

3.0 star property
Updated Home w/ Patio Half Mile to West Point
Dreamy Hudson Valley Cottage w/ State Park Views
Interior

Dreamy Hudson Valley Cottage w/ State Park Views

3.0 star property
10.0 out of 10, Exceptional, (1)
"The house was amazing with great amenities. The kitchen was stocked with all the utensils and cutlery. The patio was a good addition. Overall great stay! "
Dreamy Hudson Valley Cottage w/ State Park Views
Cozy Retreat w/ Pool, Cinema Room & Fire Pit
Outdoor dining

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

9.6 out of 10, Exceptional, (13)
"The house was exactly as advertised. It was clean, well maintained and comfortable! The location was beautiful and private yet close to nearby stores and activities."
Cozy Retreat w/ Pool, Cinema Room & Fire Pit
Luxury Mountain House: Pool, Theater & Outdoor Kitchen
Exterior

Luxury Mountain House: Pool, Theater & Outdoor Kitchen

10.0 out of 10, Exceptional, (11)
"Was a great location for a family gathering. The pool was great. The layout of the house was awesome."
The price is CA $1,217
CA $2,190 total
includes taxes & fees
Sep 2 - Sep 3
Luxury Mountain House: Pool, Theater & Outdoor Kitchen
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 Doodletown Hotel Reviews

Tarrytown House Estate

Tarrytown House Estate

10/10 Excellent
"Incredible place, from the outdoor seating areas, to the restaurant and bar, the pool, this place is absolutely incredible. "
Andrew 1-night trip
Posted 2 hours ago
Tarrytown House Estate