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Sep 12 - Sep 14
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Sep 26 - Sep 28
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Browse Select Hillside Lake Cottages

Our top choices for Hillside Lake cottages

Mountain View escape
Exterior

Mountain View escape

10.0 out of 10, Exceptional, (62)
"It’s adorable exactly What’s on the photos and equipped with everything you need for your stay definitely will be visiting it again. "
Mountain View escape
Pet-friendly Cottage at Historic Millbrook Farm Estate
Interior

Pet-friendly Cottage at Historic Millbrook Farm Estate

9.0 out of 10, Wonderful, (10)
"The house was everything that it is advertised to be. When we arrived, we found it very clean and spacious enough for five adults and two dogs. The hosts were considerate and extremely gracious. The farm is picturesque, chickens and goats look very well cared for and added to the charm. …no worries if you are not an animal lover, the goats and chickens stay far enough away that you can simply not take any notice of them. The beautiful village of Millbrook is just 4 minutes down the road...
Pet-friendly Cottage at Historic Millbrook Farm Estate
Be in Nature at this Gorgeous Riverfront Cabin
Smart TV, books

Be in Nature at this Gorgeous Riverfront Cabin

10.0 out of 10, Exceptional, (20)
"We had a wonderful stay. The Cabin is ideally situated in a very tranquil spot. Perfectly appointed, we couldn't have been happier with our stay."
Be in Nature at this Gorgeous Riverfront Cabin
Reset and Relax in Luxury Cottage
Property grounds

Reset and Relax in Luxury Cottage

10.0 out of 10, Exceptional, (40)
"Amazing floors, bathroom showers (wow!), and an awesome kitchen."
Reset and Relax in Luxury Cottage
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
Property grounds

Sweet Dotti's Cottage on Candlewood Lake - 60M NYC

9.6 out of 10, Exceptional, (14)
"Situated right on the lake. Easy to get to, nice working fireplace, lots of fun stuff for the kids and comfortable furniture. We really enjoyed our stay."
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
Magnificent Lake View
Property grounds

Magnificent Lake View

2.0 star property
Magnificent Lake View
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!
Lakefront Brewster Vacation Rental w/ Private Dock
TV, fireplace, books

Lakefront Brewster Vacation Rental w/ Private Dock

10.0 out of 10, Exceptional, (8)
"Felt relaxed from first step in the door! Wonderful view, comfortable beds, helpful management, great kitchen! Loved the heated tile floor in main bath! Lots of birds to enjoy with books and binoculars for identifying. "
Lakefront Brewster Vacation Rental w/ Private Dock
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!
Scenic Hudson Valley Getaway • Farms & Vineyards
Interior

Scenic Hudson Valley Getaway • Farms & Vineyards

10.0 out of 10, Exceptional, (1)
"It was exactly what my family and I needed. A cozy, quiet place to stay with mountain views. The owner is responsive and communicates quickly. Will come back again."
Scenic Hudson Valley Getaway • Farms & Vineyards
Charcoal Chalet by Avantstay A+ Design w/ Firepit
Interior

Charcoal Chalet by Avantstay A+ Design w/ Firepit

3.0 star property
Charcoal Chalet by Avantstay A+ Design w/ Firepit
Pet-friendly Hopewell Junction Home w/ Pool
House (3 Bedrooms) | Private kitchen

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
Historic 1800s Cornwall-On-Hudson Cottage!
Outdoor dining

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!
Relaxing, Charming & Best Location!
Exterior

Relaxing, Charming & Best Location!

10.0 out of 10, Exceptional, (1)
"The property is amazing. The house is beautiful and very inviting and comfortable. It was easy to locate. Even though the property was older with loads of charm it was updated with many modern conveniences. The owner stayed in contact to make sure we had everything we needed. We would stay again. "
The price is CA $531
CA $757 total
includes taxes & fees
Sep 16 - Sep 17
Relaxing, Charming & Best Location!
Serene Holmes Cottage Near Lakes & Trails!
Cottage (2 Bedrooms) | Front of property

Serene Holmes Cottage Near Lakes & Trails!

3.0 star property
Serene Holmes Cottage Near Lakes & Trails!
Peaceful Cottage with Grill | Walk to Lake
Interior

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."
Peaceful Cottage with Grill | Walk to 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
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Terrace/patio

Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC

10.0 out of 10, Exceptional, (7)
"We loved our stay at this stylish and cozy cottage. The views are so pretty and the interior style invites relaxation. "
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
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
Serene Holmes Cottage Near Lakes & Trails!
Fridge, microwave, stovetop, dishwasher

Serene Holmes Cottage Near Lakes & Trails!

Serene Holmes Cottage Near Lakes & Trails!
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 Hillside Lake Hotel Reviews

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

10/10 Excellent
"The property was very clean and presentable. The staff are friendly and courteous. The environment has a calm feeling, and stress free. There is a beautiful sunrise, that bounces off the Hudson river in front of the building. I can't wait to book my next trip."
Kimberley 3-night trip
Posted 14 hours ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point