Fort Montgomery holiday rentals

We found 148 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Fort Montgomery that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the amenities that you need and want, which might include Wi-Fi and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

The friendly city of Fort Montgomery awaits you

The mountains and riverfront provide a pleasant backdrop to your holiday home in Fort Montgomery. Well known for its shopping, skiing and hiking, this welcoming city won't disappoint. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Fort Montgomery

Do you want to find attractions to see during your stay? Venture out of your holiday home and experience everything that Fort Montgomery has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Brotherhood Winery (11.5 mi / 18.5 km)
  • Putnam County Golf Course (12.4 mi / 20 km)
  • Ice Time Sports Complex (14.6 mi / 23.5 km)
  • SplashDown Beach (15.5 mi / 25 km)
  • Rockland Bakery (16 mi / 25.8 km)
  • Mount Peter Ski Area (17 mi / 27.3 km)

Exploring the natural features in Fort Montgomery

Whether you're an outdoor enthusiast or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Fort Montgomery. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Manitoga The Russel Wright Design Center (2.1 mi / 3.4 km)
  • Boscobel House and Gardens (6.2 mi / 10 km)
  • Storm King State Park (6.3 mi / 10.2 km)
  • Lake Tiorati Beach (6.5 mi / 10.5 km)
  • Hudson Highlands State Park (7.8 mi / 12.5 km)
  • Lake Welch Beach (8 mi / 12.9 km)

Travelling to and around Fort Montgomery

The nearest airport is in Newburgh, NY (SWF-Stewart Intl.), located 12.7 mi (20.5 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into White Plains, NY (HPN-Westchester County), which is 23.4 mi (37.6 km) away.

Frequently asked questions

What is the best area to stay in Fort Montgomery when booking a holiday rental?
When considering a holiday rental in Fort Montgomery, New York, the area around the Hudson River offers a particularly charming experience. This picturesque neighbourhood is known for its stunning views and proximity to key attractions. One highlight is the historic West Point, which is just a short drive away. Visitors can explore its beautiful grounds and learn about its rich military history. Additionally, the nearby Bear Mountain State Park provides ample opportunities for outdoor activities such as hiking and picnicking, making it a fantastic spot for nature enthusiasts.In terms of holiday rentals, there is a good selection of properties available in this region, suiting various preferences and budgets.
Where are the best Fort Montgomery ski resort rentals?
For skiing near Fort Montgomery, the closest ski areas are located in the nearby Catskills region, particularly around the towns of Hunter and Windham. In Hunter, you can find a variety of rental properties that cater to winter sports enthusiasts. Many of these accommodations are conveniently located within a short drive of the ski resort and offer a range of amenities such as spacious living areas, fully equipped kitchens, and fireplaces, great for warming up after a day on the slopes. Some properties also feature outdoor decks with stunning mountain views, providing a serene setting to relax.In Windham, you'll discover charming lodges and cabins that often include features like hot tubs, ideal for unwinding after an adventurous day on the mountains. The area boasts a vibrant après-ski scene, with local restaurants and shops just a stone's throw away from many rentals. Visitors can expect amenities such as Wi-Fi, laundry facilities, and ski storage to enhance their stay.Additionally, both towns offer access to beautiful hiking trails in the warmer months, making these rentals suitable for year-round adventures.
What is the most popular type of holiday rental accomodation in Fort Montgomery?
In Fort Montgomery, cottages are the most popular type of holiday rental, with several available throughout the area. These charming properties typically offer a cosy atmosphere, great for relaxing after a day of exploring. Most cottages feature fully equipped kitchens, living areas with comfortable seating, and outdoor spaces like patios or decks where guests can enjoy the scenic views of the surrounding nature.
Are there any family house rentals in Fort Montgomery?
In Fort Montgomery, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. This charming area, located near the scenic Hudson River, offers spacious rooms suitable for families. Many of these homes come with amenities such as fully equipped kitchens, allowing for convenient meal preparation, and cozy living spaces where everyone can relax together.Visitors will appreciate the proximity to nearby attractions like Bear Mountain State Park, which features hiking trails, picnic areas, and a zoo, providing ample opportunities for outdoor activities. Families can also explore the historic West Point Military Academy, located just a short drive away.
Are there pet-friendly house rentals in Fort Montgomery?
In Fort Montgomery, there are several pet-friendly house rentals available, making it a welcoming destination for travellers with pets. The area offers a variety of holiday homes equipped with amenities such as spacious backyards, fully equipped kitchens, and comfortable living spaces, ideal for families or groups. Many properties also feature outdoor areas where pets can enjoy some fresh air.Fort Montgomery is conveniently located near the scenic Hudson River, providing opportunities for leisurely walks and outdoor activities with pets. The nearby Bear Mountain State Park is a fantastic option for those looking to explore nature, with its extensive hiking trails and picturesque views. This makes it a great choice for pet owners who wish to enjoy both the comfort of a rental and the beauty of the surrounding landscape.
Are there any remote work holiday rentals in Fort Montgomery?
In Fort Montgomery, there are several remote work holiday rentals available, ideal for those needing a productive environment while enjoying a retreat. These accommodations typically offer amenities such as free Wi-Fi, comfortable desk chairs, and designated workspaces, allowing guests to seamlessly blend work and leisure.Nestled in the scenic Hudson Valley, the area provides a peaceful backdrop for remote work, with stunning views of the surrounding mountains and the Hudson River. When taking breaks, guests can explore nearby attractions such as the historic West Point Military Academy or the picturesque Bear Mountain State Park, which offers hiking trails and outdoor activities. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Fort Montgomery?
In Fort Montgomery, popular rental amenities include features that enhance comfort and convenience for travellers. Many holiday rentals come equipped with kitchens that include blenders, allowing guests to prepare their meals easily. Additionally, properties often provide a selection of books for children, making them family-friendly. Decks or patios are common, offering outdoor spaces for relaxation and enjoying the scenic views of the surrounding area. For those needing to work or study, rentals frequently include desks and desk chairs, ensuring a functional space for productivity.
When is the best time to visit Fort Montgomery for a holiday rental?
April marks the beginning of the peak season in Fort Montgomery, making it an ideal time to book your holiday rental. As the weather warms up, with temperatures typically ranging from 5 to 15 degrees Celsius, visitors flock to this charming area to enjoy the stunning natural beauty and rich history it offers. The vibrant springtime scenery is great for outdoor enthusiasts who love hiking or exploring the nearby Bear Mountain State Park, where you can immerse yourself in lush landscapes and panoramic views.From April through June, Fort Montgomery buzzes with activity as tourists take advantage of the pleasant climate. This peak season is particularly popular for those seeking both adventure and relaxation, with plenty of opportunities for sightseeing in the Hudson Valley, including historic sites and scenic riverfront walks.If you're considering a more budget-friendly option, December is an excellent choice. While it falls outside of the bustling tourist months, you can enjoy a peaceful retreat during the holiday season. The area transforms into a winter wonderland, offering a quieter experience with festive charm.Ultimately, your choice of when to visit Fort Montgomery will depend on whether you prefer the lively option of spring and early summer or the tranquil beauty of winter.
What are the top attractions in Fort Montgomery?
In Fort Montgomery, visitors can explore several top attractions that highlight the area's rich history and natural beauty. The Fort Montgomery State Historic Site is a key point of interest, where guests can learn about the Revolutionary War and the strategic importance of the fort through informative displays and scenic views of the Hudson River.Nature enthusiasts will appreciate the nearby Hudson Highlands State Park, which offers numerous hiking trails with stunning vistas of the surrounding mountains and river. The park is superb for outdoor activities like hiking and birdwatching, providing a peaceful retreat from urban life.Additionally, the quaint Village of Highland Falls, located just a short distance away, features charming shops and eateries, along with access to the West Point Museum, which showcases the history of the United States Military Academy.
Are all fees included in the Fort Montgomery holiday homes prices shown on Stayz?
Stayz 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 Fort Montgomery holiday homes with parking?
Stayz offers a wide selection of holiday homes in Fort Montgomery 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 Fort Montgomery holiday homes?
You can find great discounts on holiday homes in Fort Montgomery on Stayz, 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 Fort Montgomery holiday home booking on Stayz?
To find Fort Montgomery holiday rentals with free cancellation, just use Stayz'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, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Fort Montgomery?
A long-stay holiday home in Fort Montgomery 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 Stayz?
Stayz'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 Fort Montgomery holiday home?
Book your Fort Montgomery 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Fort Montgomery?
Prices for holiday homes in Fort Montgomery 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. Stayz offers something for every taste and budget, from affordable homes in Fort Montgomery to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.