West Point holiday homes

We found 554 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in West Point that are perfect for your trip. Holiday homes provide the amenities that you need and want for your family, friends or furry companion, such as parking and air conditioning. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – West Point

Showing deals for:8 Jan - 15 Jan

Private kitchen
Living area
Outdoor dining
Exterior
Exceptional
(9 reviews)

6 Acre Private Hudson Valley Estate

Highland

8% off
NZ$17,976
for 7 nights, 1 home
NZ$2,568 per night
includes taxes & fees
6 Acre Private Hudson Valley Estate
Interior
Interior
Living area
Interior
Exceptional
(5 reviews)

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Poughkeepsie

6% off
NZ$4,930
for 7 nights, 1 home
NZ$704 per night
includes taxes & fees
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Private kitchen
Living area
Interior
Dining
Exceptional
(24 reviews)

6 Bedroom Elegant and Comfy Upstate Oasis SANITIZED

Carmel

8% off
NZ$20,556
for 7 nights, 1 home
NZ$2,937 per night
includes taxes & fees
6 Bedroom Elegant and Comfy Upstate Oasis SANITIZED
Walk way to back yard from side of the house
View of the dining room
Hallway with pocket doors on main floor
Original mahogany wood work and French Chandliers though out the house
Exceptional
(18 reviews)

Stunning historic Victorian house in Newburgh. Pet friendly

Newburgh

20% off
NZ$10,124
for 7 nights, 1 home
NZ$1,446 per night
includes taxes & fees
Stunning historic Victorian house in Newburgh. Pet friendly
Private kitchen
Interior
Living area
Dining
Exceptional
(56 reviews)

Charming Historic Hudson Valley Farmhouse | Close to wineries, hiking, & museums

Marlboro

8% off
NZ$3,741
for 7 nights, 1 room
NZ$534 per night
includes taxes & fees
Charming Historic Hudson Valley Farmhouse | Close to wineries, hiking, & museums
Bedroom 2 has a Roku-enabled TV and a queen bed.
George Washington was president when these original hardwood floors were made!
This sitting area is another great space to gather around the faux fireplace.
Our home sits on 5 partially-wooded acres. Welcome to the country!
Exceptional
(20 reviews)

Historic 4 BR Family Home Near Buttermilk Falls & Hudson River, on 5 Acres

Milton

16% off
NZ$4,488
for 7 nights, 1 home
NZ$641 per night
includes taxes & fees
Historic 4 BR Family Home Near Buttermilk Falls & Hudson River, on 5 Acres
Comfortably seats 8 and also doubles as a large board game table.
Whip up delicious meals in the spacious, bright kitchen with ample counter space
Settle into the many comfy seats in the Family Room.
Sit together outside, enjoy fresh Hudson Valley air, share stories and memories
Exceptional
(41 reviews)

Beautiful Home - 4BR/2.5BA - Hot tub and Patio - Minutes from New Paltz

Highland

8% off
NZ$7,755
for 7 nights, 1 home
NZ$1,108 per night
includes taxes & fees
Beautiful Home - 4BR/2.5BA - Hot tub and Patio - Minutes from New Paltz
Primary BR
Family room
Interior
Exterior
Exceptional
(23 reviews)

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.

Carmel

12% off
NZ$8,206
for 7 nights, 1 home
NZ$1,172 per night
includes taxes & fees
Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
Interior
Pool
Terrace/patio
Living area
Wonderful
(17 reviews)

complete privacy vacation home [private pool]

Newburgh

11% off
NZ$10,989
for 7 nights, 1 home
NZ$1,570 per night
includes taxes & fees
complete privacy vacation home [private pool]
Private kitchen
Exterior
Terrace/patio
Exterior
Exceptional
(17 reviews)

The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC

Harriman

11% off
NZ$8,034
for 7 nights, 1 home
NZ$1,148 per night
includes taxes & fees
The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC
Interior
Exterior
Interior
Terrace/patio
Exceptional
(47 reviews)

Cosy lakefront cottage in Hudson Valley

Walden

8% off
NZ$2,940
for 7 nights, 1 cottage
NZ$420 per night
includes taxes & fees
Cosy lakefront cottage in Hudson Valley
Property grounds
Private kitchen
Exterior
Interior
Exceptional
(17 reviews)

Amazing Home Near West Point, Shopping, Skiing and Legoland

Monroe

7% off
NZ$5,620
for 7 nights, 1 home
NZ$803 per night
includes taxes & fees
Amazing Home Near West Point, Shopping, Skiing and Legoland
Living area
Property grounds
Miscellaneous
Property grounds
Exceptional
(7 reviews)

A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley

Holmes

8% off
NZ$5,149
for 7 nights, 1 home
NZ$736 per night
includes taxes & fees
A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley
View from Dining area
Kitchen Island
Deck
Living Room with sofa bed
Exceptional
(67 reviews)

Luxury Apt Sugar Loaf, Near LEGOLAND, Breweries & Wineries

Chester

7% off
NZ$2,659
for 7 nights, 1 apartment
NZ$380 per night
includes taxes & fees
Luxury Apt Sugar Loaf, Near LEGOLAND, Breweries & Wineries
Property grounds
Exterior
Property grounds
Interior
Exceptional
(13 reviews)

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Hopewell Junction

8% off
NZ$2,468
for 7 nights, 1 home
NZ$353 per night
includes taxes & fees
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Property grounds
Property grounds
Private kitchen
Exterior detail
Exceptional
(76 reviews)

Cozy house on the Hudson

Ossining

8% off
NZ$3,292
for 7 nights, 1 home
NZ$470 per night
includes taxes & fees
Cozy house on the Hudson
Private entrance to apt.
Main house. Apt is downstairs to the left.
Dining
Private kitchen
Exceptional
(22 reviews)

Lower level unit in Spectacular Log Home Estate

Marlboro

12% off
NZ$2,588
for 7 nights, 1 apartment
NZ$370 per night
includes taxes & fees
Lower level unit in Spectacular Log Home Estate
Dining
Outdoor dining
Living area
Interior
Exceptional
(9 reviews)

Beautiful 1-bedroom apartment overlooking a pond on a 10 acre farm.

Marlboro

12% off
NZ$2,557
for 7 nights, 1 home
NZ$365 per night
includes taxes & fees
Beautiful 1-bedroom apartment overlooking a pond on a 10 acre farm.
Covered side porch
Terrace/patio
TV Lounge looking into livingroom
Walk through kitchen from front porch to back porch
Exceptional
(46 reviews)

LOG CABIN IN ZEN FOREST

Wallkill

8% off
NZ$5,530
for 7 nights, 1 cabin
NZ$790 per night
includes taxes & fees
LOG CABIN IN ZEN FOREST
Breakfast nook
Covered lakeside gazebo
Kitchen
Memorable sunsets
Exceptional
(49 reviews)

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

Newburgh

7% off
NZ$6,175
for 7 nights, 1 home
NZ$882 per night
includes taxes & fees
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
Kitchen with Full Set of Dishes, Pots & Pans.
View from Bedroom Window.
House.
Living Area and Dining Area.
Exceptional
(14 reviews)

Modern Home in Gardiner NY - Hudson Valley

Gardiner

7% off
NZ$2,256
for 7 nights, 1 apartment
NZ$322 per night
includes taxes & fees
Modern Home in Gardiner NY - Hudson Valley
Interior
Living area
Outdoor dining
Room
Exceptional
(29 reviews)

Hudson River Retreat

Newburgh

8% off
NZ$2,795
for 7 nights, 1 apartment
NZ$399 per night
includes taxes & fees
Hudson River Retreat
Room
Interior
Interior
Dining
Exceptional
(23 reviews)

Peekskill Carriage House Downtown Studio

Peekskill

8% off
NZ$2,697
for 7 nights, 1 home
NZ$385 per night
includes taxes & fees
Peekskill Carriage House Downtown Studio
Dining
View from Las Mananitas Mexican restaurant in Brewster
Interior
Privacy on the hill
Exceptional
(120 reviews)

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Carmel

8% off
NZ$3,821
for 7 nights, 1 home
NZ$546 per night
includes taxes & fees
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why people love visiting culturally rich West Point

Enjoy the area's culture, history and cathedral with a rental holiday home in West Point. This city's university setting, football games and wildlife draw many visitors. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around West Point

Are you hoping to discover things to do during your stay? Venture out of your cosy holiday rental and experience everything that West Point has to offer. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • West Point Golf Course (2.1 mi / 3.4 km)
  • Putnam County Golf Course (10.2 mi / 16.5 km)
  • Brotherhood Winery (11.1 mi / 17.8 km)
  • SplashDown Beach (11.1 mi / 17.9 km)
  • Ice Time Sports Complex (12 mi / 19.3 km)
  • Benmarl Vineyards and Winery (14 mi / 22.5 km)

Exploring the natural landscape of West Point

Whether you're looking for adventure or just want to appreciate the scenery, West Point is a great place to spend some time outside. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Boscobel House and Gardens (1.8 mi / 2.9 km)
  • Storm King State Park (2.9 mi / 4.7 km)
  • Hudson Highlands State Park (3.4 mi / 5.5 km)
  • Oscawana Lake (5.5 mi / 8.9 km)
  • Fishkill Ridge (8.1 mi / 13.1 km)
  • Algonquin Park (10.5 mi / 16.9 km)

Transport to and around West Point

The nearest airport is in Newburgh, NY (SWF-Stewart Intl.), located 10.1 mi (16.2 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Danbury, CT (DXR-Danbury Municipal), which is 24.4 mi (39.3 km) away.

Frequently asked questions

What is the best area to stay in West Point when booking a holiday rental?
When considering a holiday rental in West Point, New York, the area surrounding the United States Military Academy is one of the best choices. This historic neighbourhood not only offers a unique glimpse into military life but also provides stunning views of the Hudson River. Visitors can explore the West Point Museum, which showcases the rich history of the Academy and its contributions to the United States military. Additionally, the iconic West Point Cadet Chapel, renowned for its striking architecture and beautiful stained glass, is a must-see attraction.Another appealing option is the nearby Highland Falls, which features a charming small-town atmosphere with lovely shops and eateries. This area serves as a gateway to outdoor activities, including hiking trails that lead to picturesque viewpoints overlooking the river and surrounding landscapes.
What is the most popular type of holiday rental accomodation in West Point?
In West Point, holiday houses are the most popular type of holiday rental, with several available throughout the area. These homes offer a spacious and comfortable environment, ideal for families or groups looking to enjoy the scenic surroundings. Most holiday houses come equipped with amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces for relaxation.
Are there any family house rentals in West Point?
In West Point, there are several family-friendly house rentals available, making it an excellent choice for families looking to explore this historic area. Properties in the vicinity often provide spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play. Many homes also come with modern amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay.Visitors will appreciate the proximity to points of interest such as the United States Military Academy, where they can learn about the rich history of the area. Additionally, the scenic Hudson River offers opportunities for outdoor activities like hiking and picnicking, superb for family outings.
Are there pet-friendly house rentals in West Point?
In West Point, there are several pet-friendly house rentals available, making it a great choice for travellers looking to bring their furry companions along. The area offers a variety of rental options, including charming cottages and spacious homes, often equipped with amenities such as full kitchens, outdoor spaces, and comfortable living areas.West Point itself is steeped in history and natural beauty, with breathtaking views of the Hudson River and the surrounding mountains. While enjoying your stay, you can explore the picturesque West Point campus, which features lovely walking paths and green spaces where pets are welcome.
Are there any remote work holiday rentals in West Point?
In West Point, there are several remote work holiday rentals available, making it a suitable destination for those looking to combine work and leisure. Many properties come equipped with amenities tailored for remote work, such as dedicated desk areas, comfortable chairs, and reliable Wi-Fi, ensuring a productive environment for guests.The area itself is steeped in history and natural beauty, with the scenic Hudson River providing a picturesque backdrop. Visitors can explore nearby attractions, including the United States Military Academy and the stunning views from the surrounding hills. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in West Point?
In West Point, popular holiday rental amenities include balconies for enjoying the scenic views of the surrounding area, as well as coffee and tea makers to help guests start their day with a warm beverage. Many properties also feature decks or patios, providing outdoor spaces where visitors can relax and take in the fresh air. Additionally, accommodations often come equipped with desks and desk chairs, making them suitable for guests who may need to work or study during their stay.
When is the best time to visit West Point for a holiday rental?
The peak travel season in West Point spans from May to July, with June being particularly popular among visitors. This vibrant month welcomes those eager to soak up the rich history and stunning landscapes of the area. The warmer weather, typically ranging from 15 to 30 degrees Celsius, makes it an ideal time for outdoor activities like hiking along the scenic trails of the Hudson Highlands or enjoying a leisurely stroll around the iconic West Point campus.During this bustling season, you'll find a host of events and activities that cater to visitors seeking a blend of adventure and culture. The lively option, complemented by blooming gardens and picturesque views of the Hudson River, enhances the overall experience for those looking to explore the area.For those seeking a more budget-friendly option, consider planning your visit in January. While it may be the low season, this month offers a unique charm, with opportunities for winter sports and fewer crowds, allowing for a more relaxed experience as you discover the area's historical sites and natural beauty.
What are the top attractions in West Point?
In West Point, visitors can engage in the rich history and natural beauty of the area. The United States Military Academy is a prominent attraction, offering guided tours that showcase its stunning architecture and historical significance. Just a stone's throw away, the West Point Museum provides insights into military history and features a fascinating collection of artefacts.For those who appreciate scenic views, the hiking trails along the Hudson River offer breathtaking panoramas of the landscape. The nearby Bear Mountain State Park also presents opportunities for outdoor activities such as hiking, picnicking, and enjoying the views from the Perkins Memorial Tower.Additionally, the West Point Cadet Chapel, with its impressive Gothic architecture, is a must-visit for its unique design and tranquil ambiance.
Are all fees included in the West Point holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any West Point holiday homes with parking?
Bookabach offers a wide selection of holiday homes in West Point with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for West Point holiday homes?
You can find great discounts on holiday homes in West Point on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my West Point holiday home booking on Bookabach?
To find West Point holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in West Point?
A long-stay holiday home in West Point is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a West Point holiday home?
Book your West Point holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in West Point?
Prices for holiday homes in West Point vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in West Point to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.