Search Town of Wappinger Cottages

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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Cottages in Town of Wappinger

Mountain View escape
Guests can enjoy a cabin-style retreat surrounded by a wooded area and a common deck.

Mountain View escape

10.0 out of 10, Exceptional, (60)
"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
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Stroll through a serene residential setting surrounded by a lush lawn, a tree, and a picturesque bridge.

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (118)
"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…."
$284 nightly
The price is $321
Aug 25 - Aug 26
Total includes taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Charming Cottage in the Heart of the Shawangunks
Surrounded by a forest, this cabin features a stone chimney and a cozy porch.

Charming Cottage in the Heart of the Shawangunks

10.0 out of 10, Exceptional, (15)
"Wonderful stay, exactly as advertised, everything brand new and very cozy."
$534 nightly
The price is $598
Aug 24 - Aug 25
Total includes taxes and fees
Charming Cottage in the Heart of the Shawangunks
Pet-friendly Cottage at Historic Millbrook Farm Estate
Stroll through the charming garden, surrounded by lush greenery and trees, to this traditional two-story house with a gabled roof.

Pet-friendly Cottage at Historic Millbrook Farm Estate

9.4 out of 10, Exceptional, (8)
"Stayed in this renovated farmhouse for a very snowy weekend. Nicely redone and furnished with spacious living/dining area. Could have fit 2 more adults or 2-3 kids. Hosts were lovely and introduced us to the goats. Too snowy and icy to get outdoors or explore much but local village has shops and kitchen was stocked with pantry staples and bottled water, milk/creamers for coffee so arrival day grocery run was not needed. Bonus large picture window let us enjoy the abundant snow from the warmth of...
Pet-friendly Cottage at Historic Millbrook Farm Estate
Be in Nature at this Gorgeous Riverfront Cabin
Steps lead to a front door flanked by large windows, set amidst a beautifully manicured lawn and lush greenery.

Be in Nature at this Gorgeous Riverfront Cabin

10.0 out of 10, Exceptional, (18)
"Property was as advertised. Clean and nearby places we wanted to visit while, still being out of the way and quiet."
Be in Nature at this Gorgeous Riverfront Cabin
Reset and Relax in Luxury Cottage
Guests can enjoy a serene forest view from this deck with a sturdy railing.

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
Waterfall, Back Yard, Fire pit, and Grill!
Exterior

Waterfall, Back Yard, Fire pit, and Grill!

Waterfall, Back Yard, Fire pit, and Grill!
18th Century Rosendale Cottage w/pool
Enjoy a serene outdoor space with a swimming pool, deck, and well-maintained lawn.

18th Century Rosendale Cottage w/pool

10.0 out of 10, Exceptional, (2)
"Beautiful place. The house had everything we couldve possibly needed. Can't wait to come back again!!"
18th Century Rosendale Cottage w/pool
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!
Charming Gardiner Home w/ Yard & Sunroom
House (4 Bedrooms) | Front of property

Charming Gardiner Home w/ Yard & Sunroom

3.0 star property
10.0 out of 10, Exceptional, (1)
Charming Gardiner Home w/ Yard & Sunroom
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!
Lakefront Brewster Vacation Rental w/ Private Dock
Set amidst lush greenery, this house offers a serene atmosphere with a large outdoor area and a bench.

Lakefront Brewster Vacation Rental w/ Private Dock

10.0 out of 10, Exceptional, (7)
"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
Pet-friendly Hopewell Junction Home w/ Pool
Enjoy a meal or relax on the deck with a table and six chairs, surrounded by a grassy area with trees.

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!
Stately home surrounded by a well-manicured lawn and lush trees, featuring a charming front porch and a small garden.

Historic 1800s Cornwall-On-Hudson Cottage!

10.0 out of 10, Exceptional, (29)
"Best VRBO OUR FAMILY HAS RENTED .ABSOLUTELY PERFECT, THOUGHTFUL AND SUPER CLEAN,"
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, (19)
"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
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!
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Relax in a serene garden setting with Adirondack chairs surrounding a cozy fire pit.

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

10.0 out of 10, Exceptional, (7)
"Loved staying at this spot when dropping our daughter off for school!"
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
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!
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 Town of Wappinger Hotel Reviews

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent
"great place to stay"
anthony 1-night trip
Posted 1 day ago
Sleep Inn & Suites Monroe - Woodbury