
Places to stay near Brotherhood, America's Oldest Winery
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Top-rated holiday rentals near Brotherhood, America's Oldest Winery
Guests agree: these stays are highly rated for location, cleanliness and more.

Garden View Guest Cottage
Located under 15 min. to Stewart Airport...1 mile to City Winery , nearby Angry Orchards , 1/2 hour to West Point Charming cottage setting located in the village of Montgomery, NY, Come for the day or stay for a few to take in all this historic area has to offer. Walk to some of the best restaurants in Orange County or simply read a book in the gardens... Truly a great value since it's a true "apartment " like setting..not just a room, with all the conveniences and sleeps up to 6 people

Get Away to "Hygge" Tiny House on 75 Private Acres
Escape to 75 acres of secluded, private land and lounge in this "hyggelig" tiny house. The house has everything you need, from heat and A/c, strong wifi, TV with streaming (sign in to Netflix, HBO, etc), full working kitchen (gas stove, oven, microwave), shower and bathroom. This tiny house has an incredible amount of light coming in from the very large windows throughout. Outdoor amenities include wood patio, propane bbq grill, dining table/chairs, fire pit. Lawn games available on request.

Artistic Loft Private Home baked goodies
Features - 2 Super comfy queen sized beds. 2 Twin - Huge bathroom - Tub - Seated shower -Coffee/Tea/Snacks/Morning Muffins - Kitchenette - Private driveway. Parking at door. - Dedicated work desk. Wifi -Single traveler discount - Extra guest fee over 2 guests - 5 min SKAC -12 min USMA -10 min Woodbury Common -15 min Newburgh Riverfront Restaurants -25 min Beacon -35 min Bethel -Must be 25 years or older to book. No parties or gatherings. -6 guest maximum (inquire) -No 3rd party bookings

Country Getaway - Close to Hiking & Storm King
Enjoy the countryside minutes away from downtown restaurants, bars and Main Street, in our private, cozy loft studio! Located on 1.5 acres, this clean and comfortable apartment includes a kitchenette with bar-style table, living room and two flat screen Roku TV’s with Netflix, Hulu as well as an electric fireplace, outdoor patio and fire pit. Guests have two parking spaces, a private first-floor entrance, private full bathroom, outdoor dining area, BBQ and fire pit! Pool available seasonably.

Boulder Tree House
Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

Adorable Guest Apartment in Victorian Mansion
This lovely 3rd floor private apartment is in an 1883 Victorian Mansion in Blooming Grove, NY for 1 - 6 people. It is beautifully furnished, has luxurious beds, so let us know if you need one, two or three bedrooms! The apartment has a private entrance, a claw foot tub, French door shower, and a kitchenette with sunny breakfast nook. It's freshly renovated and spacious. You will have to take 2 staircases. Our land has a nice view of a field of wildflowers, and our neighbor has cows.

Cliff Top at Turtle Rock
Cliff Top retreat with a one hundred mile view of the Shawangunk's and the Catskill Mountains, surrounded by thousands of acres of ancient forest. Conveniently located in the Hudson Valley Wine and Orchard country. Twenty minutes from Beacon and New Paltz. Furnished with mid-century and 18th century period furniture and art work, yet with all the modern conveniences. Uber and Lift an easy five minutes away. The ancient forest contains many Stone Age rock shelters and calendar sites.

Special Nest w Private Entrance River View Porches
Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

Renovated Red 1890’s Hudson Valley Barn
Renovated barn in Mountainville, NY at the base of the Schunnemunk hiking trails. 1 mile from Storm King Art Center. 3 miles to Cornwall. 10 minutes from Woodbury Common Premium Outlet. 15 minutes to West Point. Private stairs & balcony leads to 500 square foot second-story space. You get the entire upstairs to yourself. The NYS Thruway does run between the house and the mountain. There is highway noise. TV has a ROKU. The WiFi signal is weak due to the metal siding on the barn.

Modern+bright forest escape - near village & train
Modern, efficient, and elegant private flexible garden apt. Guesthouse can be used as a studio apartment, or as a private personal retreat space for art/work/rest/meditation. Hiking trails available right out the door, and just a few minutes walk to Cold Spring's vibrant Main Street and Metro North train station to NYC and beyond. Comfortable bed, all modern amenities. Private patio. Native pollinator gardens and forest surround. Solar orientation brings in natural light.

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Picture this... You escape to a relaxing, picturesque, and peaceful country cottage and enjoy some of your favorite convenience amenities like 1 Gig Wifi and your favorite streaming sources. Just 10 minutes to LEGOLAND, 3 miles to the famous Orange Heritage Trail, and less than 20 minutes to America's oldest winery, Brotherhood, this cottage has something to offer for everyone. You'll be minutes from conveniences like Target but taking in the views, you'd never know it.

Studio in Cornwall
Located near the village, hiking trails, Jones Farm, Hudson River, Woodbury Commons, West Point and more. The studio is ground level with a private entrance. The kitchenette incudes a convection toaster oven, a hot plate cooktop with pots/pans, light kitchenware, coffee maker, & fridge. Also provided: TV, Roku stick, Wi-Fi, AC/electric heat. (No cable) This is our home. The use of illicit drugs, smoking and excessive alcohol is prohibited.
Popular amenities for holiday rentals near Brotherhood, America's Oldest Winery
Other top sights near Brotherhood, America's Oldest Winery
Apartment rentals with wifi

Lovely 1 Bedroom/Pool/Hot Tub/King Bed/Ski In/Out

Comfy Studio at Mountain Creek Resort

Appalachian Lodge Top Floor w/views

Cozy West Point Hide Away and Cadet’s Get Away

Appalachian Mt. View 1 Bdrm Suite 3rd Flr Balcony

BRAND NEW! MODERN SlopeSide Condo, Golf, & Spa

Skiiis N Tees • Mountain Views, Cozy Vibes

Rustic Spa Retreat
Family-friendly house rentals

Lovely home in town of Newburgh

Tranquil Tree-House on the beautiful Hudson River

Modern Woodland Retreat, Hudson Valley & Catskills

Lovely Private Home w/Mountain Views and Pond

Farmhouse w/ Sauna & Hot Tub near Storm King

Spacious Modern Apt in Gardiner, NY. Hudson Valley

Charming Apartment in Newburgh

Cozy Brookside Cottage on the Farm
Apartment rentals with air conditioning

Quaint Apartment in Cornwall on Hudson

Private Country Getaway

Riverview Rowhouse, a vintage modern home

The RED Door Suite

Beautiful loft space

Cozy Beacon Studio

Luxury Apt/Sugar Loaf/10 Min To LEGOLAND

Woodland Neighborhood Retreat
Other great holiday rentals near Brotherhood, America's Oldest Winery

Remote Waterfall Cabin at Swiftwater Acres

Hillside Views in Hudson Valley

Old Mill Cottage - Upstate Mountain Views

The Waterfall Casita: A-frame with 30ft Waterfall

Canyon Edge off - grid Bungalow

Cozy Mountainside Suite - Minutes from Beacon

Tranquil Waterfront Retreat on Mombasha Lake

A Lovely Cottage in the Woods
Destinations to explore
- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Mountain Creek Resort
- Yankee Stadium
- Citi Field
- United Nations Headquarters
- Empire State Building
- Grand Central Terminal
- Bethel Woods Center for the Arts
- Bushkill Falls
- Rye Beach
- USTA Billie Jean King National Tennis Center
- Radio City Music Hall
- The Metropolitan Museum of Art
- Astoria Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Bronx Zoo
- Delaware Water Gap National Recreation Area




