Cottages in Dutchess County

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Top Cities in Dutchess County

Our top choices for Dutchess County cottages

Pet-friendly Cottage at Historic Millbrook Farm Estate

Pet-friendly Cottage at Historic Millbrook Farm Estate
Millbrook
9.2 out of 10, Wonderful, (14 reviews)
"Great stay"
United States
monica f.
Pet-friendly Cottage at Historic Millbrook Farm Estate

Reset and Relax in Luxury Cottage

Reset and Relax in Luxury Cottage
Rhinebeck
10.0 out of 10, Exceptional, (45 reviews)
"Beautiful cottage that is also very comfortable and cozy. Alysia and Russel are wonderful hosts! Wonderful location with great views from the deck."
United States
Jennifer S.
Reset and Relax in Luxury Cottage

Fire Pit + On-site Pond: Hudson Valley Home!

Fire Pit + On-site Pond: Hudson Valley Home!
3.0 star property
Wappingers Falls
Fire Pit + On-site Pond: Hudson Valley Home!

Creekside Cottage The Fitz House Red Hook NY

Creekside Cottage The Fitz House Red Hook NY
Red Hook
10.0 out of 10, Exceptional, (5 reviews)
"We had a wonderful stay. Communication with host was excellent. Highly recommend the location for a couple."
United States
Mary Z.
Creekside Cottage The Fitz House Red Hook NY

Charming tiny home in delightful Beacon, 2 blocks from main st. Private patio

Charming tiny home in delightful Beacon, 2 blocks from main st. Private patio
Beacon
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed ourselves in Beacon in this teeny cute vrbo!"
United States
Jennifer T.
Charming tiny home in delightful Beacon, 2 blocks from main st. Private patio

Wappinger Cottage - Scandinavian retreat on a creek

Wappinger Cottage - Scandinavian retreat on a creek
Poughkeepsie
10.0 out of 10, Exceptional, (33 reviews)
"Beautiful and clean cottage on an amazing and tranquil property. We loved every aspect of our stay!"
United States
Erik
Wappinger Cottage - Scandinavian retreat on a creek

Millbrook Cottage Originally a 1927 Sears Kit House

Millbrook Cottage Originally a 1927 Sears Kit House
Millbrook
Millbrook Cottage Originally a 1927 Sears Kit House

Charming Rhinebeck Cottage, 5 min. from town, King Bed!

Charming Rhinebeck Cottage, 5 min. from town, King Bed!
Rhinebeck Village
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful hosts and a spectacular view out the windows!"
United States
David R.
Charming Rhinebeck Cottage, 5 min. from town, King Bed!

Magnificent Lake View

Magnificent Lake View
Holmes
Magnificent Lake View

Charming 3bdr Magnolia cottage with seasonal heated pool, AC and WiFi in Amenia

Charming 3bdr Magnolia cottage with seasonal heated pool, AC and WiFi in Amenia
Amenia
10.0 out of 10, Exceptional, (4 reviews)
"This was the perfect size cottage for 5 of us, with two rooms with queen size beds and one small room with a twin. The setting was very pretty, and the salt water heated pool was a good size and my grandchildren enjoyed swimming in it. We were within walking distance of the small town, and I would recommend staying there."
United States
Neil L.
Charming 3bdr Magnolia cottage with seasonal heated pool, AC and WiFi in Amenia

Stylish Pine Plains Home Near Parks & Hiking!

Stylish Pine Plains Home Near Parks & Hiking!
3.0 star property
Pine Plains
10.0 out of 10, Exceptional, (3 reviews)
"The Birch Treehouse is a great place to stay in this area. Very clean and comfortable. "
United States
Stephanie
Stylish Pine Plains Home Near Parks & Hiking!

Historic Barn Retreat w/ Pool & Pond Views Longview Pond Lodge by Avantstay

Historic Barn Retreat w/ Pool & Pond Views Longview Pond Lodge by Avantstay
3.0 star property
Clinton Corners
10.0 out of 10, Exceptional, (1 review)
"It was amazing Such a lovely place we were there with our family 6 persons The house has everything very clean lots of space . Everything was amazing We would love to go again Thank you 🙏❤️"
United Kingdom
Dieter
Historic Barn Retreat w/ Pool & Pond Views Longview Pond Lodge by Avantstay

Heated Pool, 6 Acres: Beacon Area Vacation Rental

Heated Pool, 6 Acres: Beacon Area Vacation Rental
3.0 star property
Lagrangeville
Heated Pool, 6 Acres: Beacon Area Vacation Rental

Hudson Valley Horse Farm Retreat in Salt Point

Hudson Valley Horse Farm Retreat in Salt Point
3.0 star property
Salt Point
8.0 out of 10, Very good, (1 review)
Hudson Valley Horse Farm Retreat in Salt Point

Pet-friendly Hopewell Junction Home w/ Pool

Pet-friendly Hopewell Junction Home w/ Pool
3.0 star property
Hopewell Junction
10.0 out of 10, Exceptional, (1 review)
"This house was so incredible. Not only was it in a quiet nice neighborhood the inside was incredible too. Pool table as well as a pool it was perfect for my stay to have fun and enjoy our time. They were very communicative and welcoming to their house. Everything was comfortable and clean. Can’t say any bad things about this place. Definitely going to book again. I already miss it. "
United States
Anonymous traveller
Pet-friendly Hopewell Junction Home w/ Pool

Fabulous 2-bedroom Creekside cottage on the historic Collins Estate.

Fabulous 2-bedroom Creekside cottage on the historic Collins Estate.
Lagrangeville
Fabulous 2-bedroom Creekside cottage on the historic Collins Estate.

Cottage with Large Pool on 30 Wooded Acres, 90 Minute Train from NYC

Cottage with Large Pool on 30 Wooded Acres, 90 Minute Train from NYC
Rhinebeck
Cottage with Large Pool on 30 Wooded Acres, 90 Minute Train from NYC

Hudson Valley Vacation Rental: Near Hiking

Hudson Valley Vacation Rental: Near Hiking
3.0 star property
Beacon
Hudson Valley Vacation Rental: Near Hiking

Modern NY Home w/ Views By Hudson Valley Hiking!

Modern NY Home w/ Views By Hudson Valley Hiking!
3.0 star property
Hopewell Junction
Modern NY Home w/ Views By Hudson Valley Hiking!

Walk to Downtown: Pet-friendly Millerton Home!

Walk to Downtown: Pet-friendly Millerton Home!
3.0 star property
Millerton
Walk to Downtown: Pet-friendly Millerton Home!
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 Dutchess County Hotel Reviews

Find out more about Dutchess County

Dutchess County Cottages information

Number of reviews
88
Accommodation
312 Cottages
Lowest Price
Highest Price

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