Cottages in Town of Highlands

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Check prices for these dates

Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul
In one month
25 Jul - 27 Jul
In two months
22 Aug - 24 Aug

Featured Cottages in Town of Highlands

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

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
Charming Victorian Retreat w/ Hudson River Views
Interior

Charming Victorian Retreat w/ Hudson River Views

3.0 star property
Charming Victorian Retreat w/ Hudson River Views
Serene Holmes Cottage Near Lakes & Trails!
Interior

Serene Holmes Cottage Near Lakes & Trails!

3.0 star property
Serene Holmes Cottage Near Lakes & Trails!
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!
Pet-friendly Hopewell Junction Home w/ Pool
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Pet-friendly Hopewell Junction Home w/ Pool

3.0 star property
10.0 out of 10, Exceptional, (1)
"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. "
Pet-friendly Hopewell Junction Home w/ Pool
Warwick Vacation Rental w/ Private Yard & Fire Pit
House (4 Bedrooms) | Front of property

Warwick Vacation Rental w/ Private Yard & Fire Pit

3.0 star property
10.0 out of 10, Exceptional, (1)
"I was relieved to find that the property looks just like and even better than the pictures online. "
Warwick Vacation Rental w/ Private Yard & Fire Pit
Bright Cornwall-on-hudson Vacation Rental!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

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!
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
Charming Highland Falls Home < 2 Mi to West Point!
Interior

Charming Highland Falls Home < 2 Mi to West Point!

3.0 star property
Charming Highland Falls Home < 2 Mi to West Point!
Waterfront Wallkill Duplex Home w/ Fire Pits!
House (3 Bedrooms) | Interior

Waterfront Wallkill Duplex Home w/ Fire Pits!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great for my kids and family for options to play outdoors and indoors games together. Loved the coffee bar and the details in the bathrooms with all the little things we could use down to the qtips and things. Really great for our family trip memories!!"
Waterfront Wallkill Duplex Home w/ Fire Pits!
Historic 1800s Cornwall-on-hudson Cottage!
Interior

Historic 1800s Cornwall-on-hudson Cottage!

3.0 star property
Historic 1800s Cornwall-on-hudson Cottage!
Relaxing New York Home w/ Boat Dock & Lake View!
House (4 Bedrooms) | Front of property

Relaxing New York Home w/ Boat Dock & Lake View!

3.0 star property
Relaxing New York Home w/ Boat Dock & Lake View!
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
Lakefront Brewster Vacation Rental w/ Private Dock
Interior

Lakefront Brewster Vacation Rental w/ Private Dock

3.0 star property
Lakefront Brewster Vacation Rental w/ Private Dock
Cozy Campbell Hall Getaway w/ Porch!
House (2 Bedrooms) | Interior

Cozy Campbell Hall Getaway w/ Porch!

3.0 star property
Cozy Campbell Hall Getaway w/ Porch!
Luxe Montgomery Home w/ Hot Tub Near Angry Orchard
Microwave, oven, stovetop, dishwasher

Luxe Montgomery Home w/ Hot Tub Near Angry Orchard

3.0 star property
Luxe Montgomery Home w/ Hot Tub Near Angry Orchard
Outdoor Entertainment Areas: Spacious Katonah Gem!
House (3 Bedrooms) | Interior

Outdoor Entertainment Areas: Spacious Katonah Gem!

3.0 star property
Outdoor Entertainment Areas: Spacious Katonah Gem!
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Cottage (2 Bedrooms) | Interior

Hudson Valley Retreat w/ Pool Near Greenwood Lake

3.0 star property
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Home: 2 Mi to Thayer Gate at U.s. Military Academy
House (4 Bedrooms) | Interior

Home: 2 Mi to Thayer Gate at U.s. Military Academy

3.0 star property
Home: 2 Mi to Thayer Gate at U.s. Military Academy
4 Mi to Hudson River: Quiet Newburgh Home!
House (3 Bedrooms) | Interior

4 Mi to Hudson River: Quiet Newburgh Home!

3.0 star property
4 Mi to Hudson River: Quiet Newburgh 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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