Fort Montgomery houses
We found 125 houses — enter your dates for availability
Explore Fort Montgomery house rentals

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Sleeps 4 · 1 bedroom · 1 bathroom

Serene Pond side Retreat Getaway at Bear Mountain NY
Sleeps 5 · 3 bedrooms · 2+ bathrooms

Secluded Getaway: Bear Mt, Cold Spring, Beacon, West Point!
Sleeps 8 · 3 bedrooms · 1 bathroom

Private lake escape
Sleeps 4 · 3 bedrooms · 1 bathroom

Cozy Cabin with Sauna & Firepit!
Sleeps 6 · 3 bedrooms · 1 bathroom

Charming Home in Cold Spring - 30-min Drive to West Point
Sleeps 9 · 4 bedrooms · 3 bathrooms
Find spaces that suit your style
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- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Are there any holiday home homes in Fort Montgomery?
Book one of our two holiday home homes and start organising your trip to Fort Montgomery. Whether you'd like to be in Lake Peekskill, Montrose, Woodbury or another in-demand area, you'll find the ideal house on Bookabach.
How much does it cost to stay in a holiday home house in Fort Montgomery?
Where you stay, when you prefer to travel and your trip length will influence how much you pay for a holiday home home in Fort Montgomery. Enter your travel details on Bookabach to compare your options and then book the right one for you.
When is the best time to rent a holiday house in Fort Montgomery?
Consider making your way to Fort Montgomery in June, when the average temperature ranges between 15 ºC (15ºC) and 26 ºC (26ºC). This is the most popular month for Bookabach guests to stay in a holiday home home in this destination, which is located in Town of Highlands.
Where can I rent a Fort Montgomery holiday house with great views?
Jump in and book one of our Fort Montgomery houses with views of historic areas. The only thing better than spending your escape in a Bookabach holiday home home? Unwinding in a property with awesome scenery right outside your window.
Does Fort Montgomery have any weekend house homes?
Explore our weekend homes and get ready for a fun-filled couple of days away. Our tips for booking your ideal house in Fort Montgomery? Be flexible when searching and modify your dates until you find the holiday home home that fits your style.
Are there any pet-friendly house homes in Fort Montgomery?
With two pet-friendly holiday home homes in Fort Montgomery, you can plan your next getaway with your four-legged companion by your side. Along with comfortable beds for everyone, plenty of houses also come with perks like doggie bowls and free treats. Check out what's available by clicking on the "Pets allowed" filter.
What are the top things to do in Fort Montgomery?
Planning a memorable escape to Fort Montgomery means finding fun things that the whole family will love. Woodbury Common Premium Outlets, Bear Mountain State Park and Dia Beacon are just two of the many options here. And our holiday home homes are a terrific base for your sightseeing pursuits.
