Holiday houses in West Point

Apartment in Cornwall-on-Hudson

4.92 out of 5 average rating, 109 reviews

Quaint Apartment in Cornwall on Hudson

Looking for a weekend getaway? Come experience this centrally-located apartment in the quaint village of Cornwall-on-Hudson. Step outside to find river views, enjoy miles of hiking trails, Hudson River picnics and kayaking that start right up the road. Just minutes to West Point, the Storm King Art Center, Mount Beacon and Woodbury Commons and still in walking distance to shops, restaurants, and parks. We’re excited to make this your favorite place to stay while visiting the Hudson Valley area.

4.85 out of 5 average rating, 537 reviews

Loft in Cornwall

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.

4.93 out of 5 average rating, 137 reviews

Apartment in Beacon

Cozy, Small Studio with Backyard & great A/C

Cozy, small studio on quiet block. Near Main Street, Roundhouse, hiking, restaurants. Fully private space & entrance, shared backyard, new A/C, wifi. Walk everywhere. Queen-sized bed. BEFORE YOU BOOK - 200 year old house - hosts live upstairs and there is another guest apartment. You WILL NOTICE sounds from others. QUIET HOURS from 10 PM to 8 AM. As a courtesy to others, please keep conversations quiet after 10 PM. We only book guests with favorable Airbnb reviews. NO SMOKING please.

4.96 out of 5 average rating, 318 reviews

Guest suite in Chester

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.

Superhost

Apartment in Newburgh

4.86 out of 5 average rating, 188 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!

4.93 out of 5 average rating, 282 reviews

Luxury home near West Point

Fully furnished luxury townhouse right outside the gate of West Point, Bear Mountain and commuting distance to NYC. The Unit is SPACIOUS, BRIGHT, OPEN, AIRY with Ample STORAGE, HARDWOOD floors on First level, fully carpeted on 2nd level with Central Air. Master Bedroom-En-Suite, Two Additional Good-Size Bedrooms with Huge Closets and Washer/Dryer On 2nd Floor. Beautiful Tiled Kitchen with SS Appliances: Refrigerator, Dishwasher, Stove. 2 assigned parking spots. Level Backyard.

4.96 out of 5 average rating, 107 reviews

Condo in Highland Falls

Cozy West Point Hide Away and Cadet’s Get Away

Newly renovated basement space in a very quiet secluded neighborhood with a full kitchen, full size bathroom, Fast WiFi, Smart TV, Separate parking, walking distance to Hudson River, Main Street, Bear Mountain State Park, West Point Military Academy and several adventurous hiking trails. For those who like to shop we are located only 20 minutes to the Woodbury Commons and only a 45 minute drive to NYC. Also Stuart International Airport is only a short drive from here.

4.97 out of 5 average rating, 121 reviews

Cozy House 3 Blocks From West Pt

Welcome to this thoughtfully remodeled Historic 1890s home, just steps away from West Point's Thayer Gate. The house is conveniently situated right by Thayer Gate (3 blocks) where there are shuttles to all events and destinations. Steps away (1 block) from the restaurants on Main street and the West Point visiting center and Museum (3 blocks). 10 Mins to Bear Mountain State Park 15 Mins to Storm King Art Center 20 Mins to Woodbury Commons

4.96 out of 5 average rating, 112 reviews

Guest suite in Cornwall

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.

Superhost

Apartment in Newburgh

4.92 out of 5 average rating, 173 reviews

Ela - a 1 Bed Escape, Washer/Dryer in Unit

Kick back and relax in this calm, stylish space. Located on the second floor of a historic Newburgh building, this apartment features scenic views from oversized windows, in-unit laundry, LED TV & Fios WiFi, and designer furnishings. Queen bed with Casper mattress. Two flights of stairs required. The neighborhood is quiet, with tree lined streets and historic mansions nearby, just 2 blocks always from the Hudson River waterfront.

4.98 out of 5 average rating, 125 reviews

Loft in Mountainville

Lovely, Quiet and Very Private! Entire Loft!

Nestled in the mountains is a peaceful place to lay your head. Just a stones throw from vineyards, brewery's and some of the best views and attractions the Hudson Valley has to offer. Here you'll find a private & secluded bedroom and bathroom fit for 2. A small "kitchenette" is avaliable for use as well as an outdoor seating area with fireplace. Free parking in designated spot. Waterfall is a short hike away.

Farm stay in Fort Montgomery

4.98 out of 5 average rating, 194 reviews

Secluded overlook cottage near West Point

This quaint little house trailer is located on a secluded horse farm in the beautiful Hudson Valley only 50 minutes from NYC and less than 10 minutes from West Pt. Situated on a mountain top, this private little space is a nature lovers paradise. Come, recline on the new outdoor deck, relax by the fire pit and hike/explore the forest trails right out the front door.

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Popular amenities for West Point holiday rentals

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Other great holiday rentals in West Point

Guest suite in Highland Falls

5 out of 5 average rating, 13 reviews

West Point 1 Bedroom River View Apt within Home

MatthewRating, 5 stars7 months ago

This was a great experience and the entire process was smooth and easy. Great communication by the owner and really enjoyed it!

4.91 out of 5 average rating, 120 reviews

Home in New Windsor

View House

JamieRating, 5 stars6 days ago

A fantastic stay: totally private yet with expansive views. Birds galore, June was the perfect time to spot them all. House is gorgeous and unique. Fantastic hosts, stayed here 8 years ago and I very much hope to be back before another 8 years passes. Thank you to Lisa and Nafeeza!

Apartment in Highland Falls

4.82 out of 5 average rating, 55 reviews

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

MandyRating, 5 stars3 weeks ago

Joe came through for us when a previously booked AirBnB cancelled last minute! We had a special event and were in a bind. We were concerned about fitting everyone in our party (4 adults) - with only one bedroom and two smaller sleeper sofas. Joe was very honest that it might be tight and offered an air mattress just in case. It worked out perfectly! The neighborhood is very close to some great restaurants and if you are staying to attend anything at West Point, it’s super convenient! The place is on the smaller side but perfect for a couple or a family with smaller kids. Would stay there again! Thank you Joe!

5 out of 5 average rating, 15 reviews

Old Grad House, 850ft from Thayer Gate

DonnaRating, 5 stars6 months ago

Great place to stay for an Army game weekend. Very convenient to Post and West Point decor made it fun and interesting. Very clean, comfortable and well appointed. Robert is very responsive and friendly.

Apartment in Highland Falls

4.8 out of 5 average rating, 134 reviews

Cozy 1-bedroom retreat minutes from West Point!

AlexRating, 5 stars1 month ago

smooth, private, & responsive. would definitely book again if i’m in the area

5 out of 5 average rating, 11 reviews

Charming Stay Near West Point

KiaRating, 5 stars6 days ago

Such a convenient location next to West Point! Was such a comfy and pleasant place to hang out at while visiting our son. Will def try to book it again for future visits!

Guesthouse in Fort Montgomery

5 out of 5 average rating, 13 reviews

Cozy mountain apartment• Near Bear Mtn and USMA

MariahRating, 5 stars1 day ago

Had a peaceful getaway at Mariah & Kelley’s. The place was comfortable, private & waking up to deers close to the property was a plus for me! Our hosts were so helpful throughout our stay. Thank you so much for your hospitality & kindness!