Cottages in Orange County

Compare and save

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Top Cities in Orange County

Route 17 in ny is a great road to view the fall foliage
CottagesCottages

Middletown

Middletown

Our top choices for Orange County cottages

Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (133 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
The price is AED 691
AED 1,122 total
includes taxes & fees
25 Mar - 26 Mar
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Smart TV

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.8 out of 10, Exceptional, (13 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
United States
Jessica C.
The price is AED 545
AED 1,078 total
includes taxes & fees
25 Mar - 26 Mar
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Exterior

Cozy Haven: A Romantic Retreat in our Tiny House!

Cozy Haven: A Romantic Retreat in our Tiny House!
Middletown
6.8 out of 10, (11 reviews)
"we enjoyed the cozy home it is a nice place to get away"
United States
Yidel
Cozy Haven: A Romantic Retreat in our Tiny House!
House (1 Bedroom) | Interior

Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
Westbrookville
The price is AED 606
AED 1,130 total
includes taxes & fees
31 Mar - 1 Apr
Hike & Fish: Outdoor Retreat Near Trails
Exterior

NEW Spacious 5 bedrooms with Public Lake & Beach Access and Kayak!

NEW Spacious 5 bedrooms with Public Lake & Beach Access and Kayak!
Greenwood Lake
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed! A little too mosquito-ey, but otherwise a great stay."
United States
Ayala R.
NEW Spacious 5 bedrooms with Public Lake & Beach Access and Kayak!
Exterior

Magical, all season, multilevel treehouse on beautiful 120 acre property.

Magical, all season, multilevel treehouse on beautiful 120 acre property.
Sparrow Bush
10.0 out of 10, Exceptional, (3 reviews)
"Our two young children absolutely loved our stay at the treehouse! Such a unique and fun way to spend a few days in the woods!"
United States
Maggie Z.
Magical, all season, multilevel treehouse on beautiful 120 acre property.
House (3 Bedrooms) | Interior

Charming Victorian Retreat w/ Hudson River Views

Charming Victorian Retreat w/ Hudson River Views
3.0 star property
Newburgh
Charming Victorian Retreat w/ Hudson River Views
House (4 Bedrooms) | Interior

Charming Highland Falls Home < 2 Mi to West Point!

Charming Highland Falls Home < 2 Mi to West Point!
3.0 star property
Highland Falls
10.0 out of 10, Exceptional, (1 review)
"Fabulous place - great for our family weekend at West Point. Plenty of room, lovely kitchen, and lots of seating - whole group of us could watch the baseball playoffs. Terrific - not a single problem or complaint!!"
United States
Mia
Charming Highland Falls Home < 2 Mi to West Point!
Exterior

Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around

Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around
Sparrow Bush
9.4 out of 10, Exceptional, (11 reviews)
"A little off the beaten path, but a lovely Vrbo with excellent amenities with a nice natural surrounding."
United States
Nicholas G.
The price is AED 397
AED 1,089 total
includes taxes & fees
25 Mar - 26 Mar
Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around
Cottage (4 Bedrooms) | Front of property

Huguenot Retreat w/ Screened Porch & Lake Access!

Huguenot Retreat w/ Screened Porch & Lake Access!
3.0 star property
Huguenot
Huguenot Retreat w/ Screened Porch & Lake Access!
Cottage (2 Bedrooms) | Interior

Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (2 reviews)
"fantastic accommodations"
United States
David
Hudson Valley Retreat w/ Pool Near Greenwood Lake
House (4 Bedrooms) | Interior

Warwick Vacation Rental w/ Private Yard & Fire Pit

Warwick Vacation Rental w/ Private Yard & Fire Pit
3.0 star property
Warwick
10.0 out of 10, Exceptional, (1 review)
"I was relieved to find that the property looks just like and even better than the pictures online. "
United States
Saudia
Warwick Vacation Rental w/ Private Yard & Fire Pit
Exterior

Hello Small Stone

Hello Small Stone
Middletown
9.6 out of 10, Exceptional, (5 reviews)
"The house was great. It was nice to sit and relax by the small pond in the back."
United States
John H.
The price is AED 661
AED 1,616 total
includes taxes & fees
8 Apr - 9 Apr
Hello Small Stone
House (3 Bedrooms) | Exterior

Walk to Hudson River Waterfront: Newburgh Home

Walk to Hudson River Waterfront: Newburgh Home
3.0 star property
Newburgh
Walk to Hudson River Waterfront: Newburgh Home
House (3 Bedrooms) | Front of property

4 Mi to Hudson River: Cozy Newburgh Home!

4 Mi to Hudson River: Cozy Newburgh Home!
3.0 star property
Newburgh
8.0 out of 10, Very Good, (1 review)
4 Mi to Hudson River: Cozy Newburgh Home!
House (4 Bedrooms) | Interior

Game Room, Yard & Fire Pit: Spacious Catskills Gem

Game Room, Yard & Fire Pit: Spacious Catskills Gem
3.0 star property
Sparrow Bush
10.0 out of 10, Exceptional, (1 review)
"We had stay a great stay in Sparrow Bush! The house was clean and spacious and had everything we needed. The host was incredibly helpful. Communication was great and he was quick to respond to any of our questions. Would definitely recommend to anyone looking to stay in Sparrow Bush! "
United States
Annabelle
Game Room, Yard & Fire Pit: Spacious Catskills Gem
House (3 Bedrooms) | Interior

Bright Cornwall-on-hudson Vacation Rental!

Bright Cornwall-on-hudson Vacation Rental!
3.0 star property
Cornwall
10.0 out of 10, Exceptional, (1 review)
"Very nice property, very comfortable, close to multiple sightseeing location including bear mountain."
United States
Poyuk
Bright Cornwall-on-hudson Vacation Rental!
House (4 Bedrooms) | Interior

Family Home Close to Warwick, 5 Mi to Lake!

Family Home Close to Warwick, 5 Mi to Lake!
3.0 star property
Monroe
Family Home Close to Warwick, 5 Mi to Lake!
House (3 Bedrooms) | Interior

Port Jervis Home ~ 8 Acres w/ Mountain View!

Port Jervis Home ~ 8 Acres w/ Mountain View!
3.0 star property
Port Jervis
Port Jervis Home ~ 8 Acres w/ Mountain View!
Cottage (2 Bedrooms) | Interior

Historic 1800s Cornwall-on-hudson Cottage!

Historic 1800s Cornwall-on-hudson Cottage!
3.0 star property
Cornwall
Historic 1800s Cornwall-on-hudson Cottage!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Orange County Hotel Reviews

Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

4/10 Poor
"I was highly disappointed. There was spitup on the bed rail and vents were extremely dirty. It's an older building too. There were cigarette stains on the dresser. No rooms were available to change and the housekeeper tired and clean but the presentation turned me off. "
Nancy 2-night trip
Posted 9 hours ago
Courtyard by Marriott Newburgh Stewart Airport