Vacation rentals with outdoor seating in West Point

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Top-rated outdoor seating rentals in West Point

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Guest favorite

Guest suite in Montgomery

4.95 out of 5 average rating, 422 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

Jan 15 – 22

R2,386 ZAR per night

Guest favorite

Apartment in Philipstown

4.88 out of 5 average rating, 188 reviews

Foxglove Farm

Peace and tranquility await you at the end of this private road surrounded by forest. My home is a log cabin with a private apartment on the lower level, which includes a patio as well as use of other outdoor spaces. There is a fire pit just past your patio and a short path will put you on the Appalachian Trail. As an herbalist and ethnobotanist, plants are my love and my livelihood. They are an integral part of my life and my home. I welcome you to stroll through the many gardens and paths.

Sep 20 – 27

R2,471 ZAR per night

Superhost

Apartment in Peekskill

4.84 out of 5 average rating, 116 reviews

Little haven by the woods

This is a walk-out basement with two private entrances, and it’s own private outside area. The patio has comfy furniture with a bbq. The kitchen is small, yet efficient with large windows. The bedroom is cozy and comfy with a large smart tv on the wall. The bedroom has a 3/4 wall dividing it from the rest of the apt, but no actual door. So it could be considered a “studio”. We are steps from the trail heads into Blue Mt park. We’re also walking distance to the metro north & downtown.

Jan 25 – Feb 1

R2,309 ZAR per night

Guest favorite

Home in Cornwall-on-Hudson

4.95 out of 5 average rating, 104 reviews

Charming Hudson Valley Home: Minutes to West Point

**Currently booking for West Point Graduation 2025. 5-night minimum** Located in the Lower Village of Cornwall on Hudson, 5 miles from West Point, 4 miles from Storm King Arts Center and minutes from amazing hiking trails. This charming house offers everything you need for a relaxing getaway. Spacious deck makes it the perfect spot for a relaxing evening outside. The beautiful Hudson Valley and this charming house can't wait to welcome you! **Home does not have a washer/dryer available

Sep 28 – Oct 5

R8,359 ZAR per night

Guest favorite

Guest suite in Beacon

4.97 out of 5 average rating, 291 reviews

Hiker's nest

This is a cozy room with private forest views and all the basic amenities (small kitchenette). We are located next to the entrance of Mount Beacon park (the free Loop Bus from the station drops you on our corner), a three-minute walk to the trail entrance, and a 25 minute walk to the train station and Main Street. The room is attached to the main house, but you have your own entrance with code access. We live in the main house, so we are here to answer questions or help with your stay.

R1,850 ZAR per night

Guest favorite

Guest suite in Cold Spring

4.79 out of 5 average rating, 484 reviews

Cozy getaway in Cold Spring

Sweet studio attached to our house w/updated kitchen & bathroom on a dead-end street backed up to a nature preserve. We have parking for those arriving by car & are a block from the train if coming up from the city. Walking distance to everything (Main St is 2 blocks away!) We welcome all types of folks and your lovely pets as well. We're here for your needs & offer as much contact or privacy as you like! In the summer, an outdoor shower is available to you as well through the backyard.

Mar 18 – 25

R2,793 ZAR per night

Guest favorite

Apartment in Marlboro

4.97 out of 5 average rating, 310 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.

Jan 17 – 24

R2,293 ZAR per night

Superhost

Apartment in Newburgh

4.84 out of 5 average rating, 117 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!

Oct 11 – 18

R2,398 ZAR per night

Guest favorite

Apartment in Newburgh

4.93 out of 5 average rating, 384 reviews

Riverview Rowhouse, a vintage modern home

Stylishly renovated 1890 Rowhouse in Newburgh's up-and-coming Washington Heights District. Enjoy your morning coffee with views of the Hudson River and Mountains. Just 75 minutes from NYC, this home is a short drive to the Newburgh Waterfront and Liberty Street's hip new shops and restaurants such as Ms. Fairfax, The Flour Shop, Liberty Street Bistro, Mama Roux, The Newburgh Brewery, and more. Close proximity to the Beacon Ferry and a short drive to the Beacon train station.

Jan 23 – 30

R2,612 ZAR per night

Guest favorite

Apartment in Newburgh

4.93 out of 5 average rating, 213 reviews

ECO MCM GEM- central to Bethels & West Point

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

R2,458 ZAR per night

Guest favorite

Guest suite in Newburgh

4.93 out of 5 average rating, 448 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.

Dec 14 – 21

R2,492 ZAR per night

Guest favorite

Home in Highland Falls

4.99 out of 5 average rating, 142 reviews

Spacious, bright 5 bedroom house near West Point

Newly renovated 5 bedroom house located 4.3 miles from the Thayer Gate at historic West Point Military Academy. Located in the scenic Hudson Valley near hiking, fishing, Bear Mountain State Park and many historic sites.Woodbury Commons premium outlets are 20 minute drive. The house is comfortable with many upgrades- full oven and microwave, large fridge/freezer, USB ports .Come and see an Army game - and relax here afterwards!

Jul 19 – 26

R7,606 ZAR per night