Holiday rentals in West Point

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Top-rated holiday rentals in West Point

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A bright bedroom features a spacious bed with crisp linens and a patterned rug. Two windows allow natural light to fill the room, complemented by neutral wall tones. A bedside table holds decorative items, and a potted plant adds a touch of greenery.
Flat in Cornwall-on-Hudson
4.94 out of 5 average rating, 140 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.

Guest favourite
A cozy studio space includes a queen bed with a light-colored coverlet. A kitchenette features essential appliances, complemented by a dining area with wooden table and black chairs. A flat-screen TV is mounted on the wall, and natural light brightens the room.
Guest suite in Mountainville
4.94 out of 5 average rating, 148 reviews

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. We live here with kids/dogs so you may hear us moving

Guest favourite
A charming two-story house is featured with a light yellow facade and white trim. A welcoming front porch with a bench overlooks the neatly landscaped yard, filled with greenery and flower beds. The inviting entrance is flanked by large windows and decorative shutters.
Home in Newburgh
4.86 out of 5 average rating, 123 reviews

Lady Montgomery

Enjoy our trendy and comfortable home overlooking the Hudson river. Lady Montgomery is set in the perfect family-friendly neighborhood, walking distance to the bridge trail to Beacon and Newburgh waterfront. Perfect for friends and couples who want to explore all that the Hudson Valley has to offer. Enjoy shopping, farms,hiking or dining. Equipped with an outdoor patio, fireplace, fire pit and 2 bikes to help you explore the area. Everyone will enjoy their time in this comfortable artistic home!

Top guest favourite
A living area features a comfortable sectional sofa adorned with cushions and a low wooden coffee table. Natural light fills the space through two windows, while a floor lamp provides additional illumination. The interior is accented by warm, earthy tones and wooden flooring.
Flat in Stone Ridge
4.92 out of 5 average rating, 567 reviews

Romantic Apartment in Historic Stone Ridge

Relax in this cozy apartment in our beautiful colonial house in the middle of historical Stone Ridge, NY. It offers perfect mixture of rustic and modern styles and is decorated with original art. Full kitchen is equipped with everything you need to prepare a great meal. It is perfect for all seasons and located within walking distance to restaurants, coffee shops, yoga studios, groceries. New Paltz, Woodstock, Minnewaska, Mohonk Preserves, Shawangunk Ridge are all within the short 20 min drive.

Guest favourite
A cozy sleeping area features a queen-size bed dressed in a red and black plaid comforter. Two lamps are positioned on either side, providing soft lighting. A small nightstand holds decorative items, while a trunk for storage is located at the foot of the bed.
Loft in Mountainville
4.85 out of 5 average rating, 621 reviews

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.

Top guest favourite
The sleeping area features two spacious beds, each with coordinating linens in calming green tones. Warm light is provided by two bedside lamps, enhancing a cozy ambiance. A decorative ottoman and a circular rug add texture and comfort to the inviting space.
Guest suite in New Windsor
4.95 out of 5 average rating, 262 reviews

Sunny Artistic Loft Morning Muffins Clean &Comfy

Exceptional quality - safe & secure environment. Perfectly located for- -Storm King Art Center -USMA - Woodbury Common - DIA Beacon - Morning muffins/cookies - Coffee bar, teas, hot cocoa - 2 Super comfy queen sized beds. - Huge bathroom - Heated Jacuzzi bathtub - Seated shower - Private driveway. Private entrance. Park at door. - Writing desk. - Wifi - Singles/double -Local hiking -Historical sights -Vineyards -No cooking allowed. Inquire about extra guests. Relax. Enjoy. Book now.

Guest favourite
Flat in Newburgh
4.89 out of 5 average rating, 235 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!

Guest favourite
A spacious living area is featured, showcasing a cozy sectional couch with contrasting cushions. A wooden dining table with sleek chairs is positioned nearby. A large flat-screen TV hangs on the wall, complemented by a pendant light and colorful wall art in the background.
Flat in Newburgh
4.9 out of 5 average rating, 144 reviews

Ethereal Apartment with parking on site

Kick back and relax in this stylish open floor plan. Located on the top floor of a historic Newburgh building, this apartment features smart TV & High speed Fios WiFi, an in-unit laundry, designer furnishings, and a separate office space for WFH. Suitable for 2-4 guests, there is one King and one Queen sized bed. Both are hybrid memory foam mattresses with natural cotton bedding for ultimate comfort and tranquility. Two flights of stairs are required.

Guest favourite
A small dining area is positioned beneath a modern pendant light, featuring a round table surrounded by two tan chairs and a wooden chair. Sunlight filters through sheer curtains at the oversized windows, highlighting the warm wooden floor.
Flat in Newburgh
4.93 out of 5 average rating, 208 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.

Top guest favourite
A spacious bedroom features a comfortable bed with soft linens, complemented by bedside lamps. Large windows offer views of the surrounding greenery and mountains. An outdoor deck extends into the natural landscape, furnished with lounge chairs, inviting relaxation amid scenic surroundings.
Loft in Mountainville
4.97 out of 5 average rating, 152 reviews

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.

Top guest favourite
The kitchen features white cabinetry with glass display doors, showcasing colorful dishware. A Viking range is prominently positioned, with a polished countertop below. A wooden table with two chairs sits on a light yellow floor, illuminated by warm lighting from a nearby lamp.
Apartment in Beacon
4.99 out of 5 average rating, 626 reviews

Rustic Spa Retreat

10 minute walk to Main Street (many restaurants, cafes, galleries, etc) 10 minute walk to Mt Beacon TrailHead. (It's not a hotel and not on Main Street: it's in a residential neighborhood) Cozy, small space set up for a couple (or solo traveler) looking for a relaxing short escape from "The Real World". A couple days here really feels likes so much longer (especially if you take a steam and a jacuzzi)!

Top guest favourite
The exterior of the home is framed by green grass and colorful landscaping, featuring a stone wall and blooming yellow flowers in the foreground. Tall trees provide shade, while a clear sky with fluffy clouds creates a bright and inviting atmosphere.
Home in Highland Falls
4.98 out of 5 average rating, 109 reviews

Bear Mountain, Westpoint, & Hikers Retreat

The Fort @Fort Montgomery, Westpoint/Bear Mountain New to the rental market! This recently renovated 900 Square foot single story home located 5 miles/7 mins from West Point Military Academy and 3 miles/ 3min from Bear Mountain is the ideal spot for friends and family to convene for a weekend visit in the Hudson Valley.

Popular amenities for West Point holiday rentals

When is the best time to visit West Point?

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Avg. price£172£163£156£181£213£189£196£192£187£199£201£174
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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in West Point?

    Four-legged friends are welcome in West Point. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in West Point?

    Yes! Work meets play with ease at over 70 vacation rentals in West Point featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly apartment rentals in West Point?

    West Point has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in West Point have a gym?

    Absolutely! We offer over 10 house rentals with a gym in West Point. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in West Point?

    Experience the best of West Point with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in West Point have wifi?

    Absolutely! We offer over 80 house rentals with wifi in West Point. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in West Point have air conditioning?

    Absolutely! We offer over 20 apartment rentals with air conditioning in West Point. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in West Point have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in West Point. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in West Point

  • Total holiday rentals

    Explore 130 holiday rentals in West Point

  • Nightly prices starting at

    West Point holiday rentals start at £36 per night before taxes and fees

  • Verified guest reviews

    Over 8,650 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    130 of West Point holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across West Point rentals

  • 4.9 Average rating

    West Point stays are highly rated by guests – averaging 4.9 out of 5!

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