Vacation rentals in Gardnertown

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Top-rated vacation rentals in Gardnertown

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Guest favorite

Guest suite in Montgomery

4.95 out of 5 average rating, 418 reviews

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

Mar 3 – 10

G$26,953 GYD per night

Guest favorite

Apartment in New Paltz

4.96 out of 5 average rating, 344 reviews

Modena Mad House

Our apartment is 6 miles from downtown New Paltz on a quiet and private setting only 1.5 hours from New York City, in the heart of Hudson Valley's Wine Country and apple/peach orchards. 1 bedroom apartment with separate kitchen living room and front porch. Fridge is stocked with eggs, bread, cheese, coffee, wine. We have a large HD screen TV and Roku, but no local cable. 7 miles from Mohonk Preserve and 10 miles from Gunks climbing area, and great Cross-country skiing. Self check-in

Jan 12 – 19

G$23,895 GYD per night

Guest favorite

Tiny home in Marlboro

4.93 out of 5 average rating, 219 reviews

Cozy 1860's Cottage Near Weeds Orchards,Glorie Fms

Totally restored 1860's cottage with modern amenities, on a dead end mountain road. The cottage sits on a 4.6 acre wooded lot great for hiking, hunting or just relaxing. Start a fire + sit on the back patio with a bottle of wine + look out into the woods. Or take a quad ride through the mountain trails(when available). Located within a mile of Weeds Orchards and Glorie Farm Wineries. Come explore all the Hudson Valley has to offer.* *A cleaning fee of $25 will be charged for 1 night stays.

Nov 21 – 28

G$26,366 GYD per night

Guest favorite

Cottage in Newburgh

4.88 out of 5 average rating, 186 reviews

Cozy Lake Cottage

Cozy cottage in residential lake community, adjacent to historic fine dining restaurant. There is an approximate 150 yard walk down to the lake to enjoy the spectacular sunsets . Centrally located in the Hudson Valley near everything there is to experience. Located in our area Many Local Wineries ( Angry Orchard) Orange County Choppers Cafe Woodbury Commons Outlet Mall Historic Newburgh and Waterfront Culinary Institute of America US Military Academy New Paltz and Mohonk Mountain House

Apr 22 – 29

G$26,918 GYD per night

Guest favorite

Guest suite in Marlboro

4.96 out of 5 average rating, 391 reviews

Spacious & Private Hudson Valley Getaway

Welcome to Marlboro! This private space in our home features a private entrance, private bathroom with a nice standing shower, eating area (not a kitchen) with tea kettle and coffee machine, toaster, microwave and refrigerator with freezer. There is a table and chairs, love seat couch that transforms into a small cot, queen bed, walk in closet and 55 inch smart TV with a full motion TV stand. We are permitted to operate in the town of Marlboro and a yearly fire inspection is conducted.

May 10 – 17

G$23,103 GYD per night

Guest favorite

Apartment in Marlboro

4.97 out of 5 average rating, 308 reviews

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.

Dec 31 – Jan 7

G$25,901 GYD per night

Guest favorite

Apartment in Newburgh

4.84 out of 5 average rating, 113 reviews

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!

Sep 6 – 13

G$27,411 GYD per night

Guest favorite

Tiny home in Wallkill

4.99 out of 5 average rating, 202 reviews

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, grill, dining table/chairs, fire pit. Lawn games available on request.

Jun 20 – 27

G$40,282 GYD per night

Guest favorite

Apartment in Newburgh

4.93 out of 5 average rating, 213 reviews

Eco MidCentury Modern Retreat

Fab Mid-Century Eco friendly apartment is all you need for a relaxing Hudson Valley Retreat! Close proximity to all Hiking areas , Storm King, West Point, Beacon DIA , Newburgh Assembly (8 min) and centrally located to all Bethel facilities Wallkill,Patterson and Warwick. This cozy two bedroom downstairs walkout apartment is tucked away and sits amongst the trees with large windows to enjoy nature. Also, features a large private patio , table, chimnea fireplace and BBQ.

Oct 22 – 29

G$27,763 GYD per night

Guest favorite

Tiny home in Newburgh

4.88 out of 5 average rating, 521 reviews

Cabin in the heart of the Hudson Valley, Cabin 2

Our little cabin is perfect for one or two guests for short stays while visiting local family, touring the areas wineries or nature trails, or for a clean, quiet over night stop while traveling long distances. Explore the Shawangunk Wine Trail, hike Minnewaska, sip cider at Angry Orchard, visit The Walkway Over the Hudson, or sample and shop the areas diverse farm stands and breweries. There is so much to see and do in the Hudson Valley and our cabin is close to it all!

Dec 16 – 23

G$26,757 GYD per night

Guest favorite

Guest suite in Newburgh

4.93 out of 5 average rating, 445 reviews

Glenbrook Country Villa

1856 high gothic revival brick country villa designed by architect Frederick C. Withers (Jefferson Market Library) in the hamlet of Balmville. Within the house is a cozy one bedroom second floor suite through a private side entrance and up a flight of stairs. Freshly updated with a mix of antique and contemporary furnishings against a backdrop of safe but stylish Farrow & Ball paint colors. Relax, enjoy complementary coffee and tea -- just make yourself at home.

Jul 4 – 11

G$35,307 GYD per night

Guest favorite

Home in Wappingers Falls

4.98 out of 5 average rating, 102 reviews

Tranquil Tree-House on the beautiful Hudson River

Take it easy at this unique and tranquil getaway. Be our guest at our beautiful home located on the widest part of the Hudson River. Enjoy a private room with a queen size bed and a large screen smart tv. The full bathroom is located across the hallway. Enjoy a warm fire in the sitting area. There is a work area and a high table to enjoy some tea/coffee or wine with dinner while enjoying the view of the Hudson through the large windows and sliding door.

Aug 12 – 17

G$33,615 GYD per night