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Fort Montgomery Holiday Rentals

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Holiday Rentals in Fort Montgomery

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (96)
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"
The price is NZ$474
includes taxes & fees
17 Jun - 18 Jun
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Discover Nature’s Glory! Perfect Family Home
7.4 out of 10, Good, (3)
"Everything was perfect, plenty of room for family and everything we needed to be comfortable. The road in front of the house is super busy though and loud. If you want to be near West Point or Bear Mountain this is ideal property manager and maintenance staff are excellent and responded very quickly to our questions."
Discover Nature’s Glory! Perfect Family Home
Cottage at Millpond Falls - A Romantic and Luxurious Escape
10.0 out of 10, Exceptional, (126)
"Cottage is super clean, lots of extras i dont usually see, snacks, drinks etc. Water fall is spectacular,albeit loud lol bed and bedding was very comfortable Owners very nice. Great stay."
Cottage at Millpond Falls - A Romantic and Luxurious Escape
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Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
10.0 out of 10, Exceptional, (38)
"This is a nice apartment built onto a home in a nice neighborhood cul-de-sac. Beautiful views, quiet, clean. Responsive owners. The shower is small so might not be suitable for all. Enjoyed our week."
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
Cozy Country Cottage with Basketball Court/Spa/Fireplace/Enclosed Yard/Fire Pit
9.6 out of 10, Exceptional, (35)
"Three nights here as we toured the area. Check in was easy. We were able to access the VRBO app 30 minutes prior to our arrival. By the time we reached the driveway, Ruben had sent the access code.The road to the house is gravel and only wide enough for one car. We were glad we had arrived during the day.The house has an antique store vibe. Lots of books for a rainy day activity. FYI, the photos on the listing are a bit different from what we saw in the rooms. The dining table is larger with...
Cozy Country Cottage with Basketball Court/Spa/Fireplace/Enclosed Yard/Fire Pit
Spectacular Log Home Estate North Wing Apt
10.0 out of 10, Exceptional, (25)
"All as represented. Had everything we needed for a lovely home away from home!"
Spectacular Log Home Estate North Wing Apt
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (63)
"Stayed for West Point graduation. Beautiful home, scenic views, and everything we needed."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, (38)
"it was excellent. exactly what I wanted. looking forward to coming back with family. the hot tub could have been slightly cleaner but it's like cold pizza, still good and hits the spot. honestly, a beautiful place. top notch Internet provided."
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
Newly Renovated Goshen Cottage
9.8 out of 10, Exceptional, (33)
"Lovely house, with very responsive and helpful owners. "
The price is NZ$869
includes taxes & fees
23 Jun - 24 Jun
Newly Renovated Goshen Cottage
LOCATION ! This unique property is walking distance to the Village of Warwick!
10.0 out of 10, Exceptional, (4)
"The house is adorable. The neighborhood is quiet and safe. We had a comfortable stay and easy access to the grocery store, restaurants, and nearby towns."
LOCATION ! This unique property is walking distance to the Village of Warwick!
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
10.0 out of 10, Exceptional, (22)
"My family and I had a wonderful weekend at the property. It rained most of the time, but we made the best of it. It was all over too fast. It's a nice, relaxing property."
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Cozy country efficiency in the Hudson Valley
9.8 out of 10, Exceptional, (41)
"Cozy guest house in a quiet neighborhood. We were visiting family all over the Hudson Valley and the location was perfect. ."
The price is NZ$349
includes taxes & fees
20 Jun - 21 Jun
Cozy country efficiency in the Hudson Valley
Renovated 1850's Cottage on Storm King Mountain
9.8 out of 10, Exceptional, (8)
"It was a beautiful setting with water fall. The home itself needs a little work. It is well used and needs some TLC. Photos look much better then actual home."
Renovated 1850's Cottage on Storm King Mountain
Hudson Valley Newburgh -Remodel Lrg Apt
5.0 out of 10, (2)
"The pictures in this listing completely misrepresented the neighborhood. We only spent about an hour in the VRBO but didn't feel safe there for several reasons. First of all, the room wasn't secure because it was opened up to the neighborhood through the upper floor that let out to the fire escape. Second of all there were large groups of people in the streets having block parties that made us feel like our rental car wasn't safe from vandalism or burglary. The last straw was when we talked to a...
Hudson Valley Newburgh -Remodel Lrg Apt
Cabin in the heart of the Hudson Valley, Cabin 2
9.4 out of 10, Exceptional, (3)
"Great tiny house for a stay upstate. Check in was easy and the place is clean!"
The price is NZ$265
includes taxes & fees
16 Jun - 17 Jun
Cabin in the heart of the Hudson Valley, Cabin 2
Kick back & relax in this peaceful, stylish place to stay with the whole family.
10.0 out of 10, Exceptional, (12)
"Beautiful property, plenty of room! Clean, plenty of linens and other amenities As described. Would definitely recommend if needed for large family/friends to attend events in this area."
Kick back & relax in this peaceful, stylish place to stay with the whole family.
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.0 out of 10, Wonderful, (22)
"This house has an ideal location to see lots of local sites of interest in the Hyde Park and Poughkeepsie area. Easy trip from there to West Point, Hyde Park and the Culinary Institute from the location, and great restaurant, Tiramasu, is very close. The house is immaculate! The beds were very comfortable, linens were provided, the bathrooms were spacious and the five of us had plenty of room for our toiletries. The house has steps to its multiple levels for all essential rooms, not accessible....
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Private room in a single family house near Peekskill
9.8 out of 10, Exceptional, (13)
"My wife and I enjoyed our stay. Property owner was very responsive to questions. Home was very clean and inviting. We loved the cats!"
The price is NZ$232
includes taxes & fees
26 Jun - 27 Jun
Private room in a single family house near Peekskill
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
7.0 out of 10, Good, (6)
"My family was in the area for an event. We had a very pleasant time and the house is spacious and perfect for a weekend getaway!"
The price is NZ$1,338
includes taxes & fees
16 Jun - 17 Jun
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
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See all available properties in Fort Montgomery
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Fort Montgomery you may be interested in

Holiday Inn Express West Point, an IHG Hotel
2.5 star property
8.6 out of 10, Excellent, (728)
"I accidentally booked the wrong type of room &the Front Desk was SO pleasant about correcting my error. Had the new room key in her hand when I got off the elevator. Room was clean. Only issue was the mattress could have been updated. Thi shotel had THE best complimentary breakfast we have ever had. My son is super picky and he found several items he enjoyed! We would stay here again for sure!"
The price is NZ$289
includes taxes & fees
23 Jun - 24 Jun
Holiday Inn Express West Point, an IHG Hotel
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (96)
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"
The price is NZ$474
includes taxes & fees
17 Jun - 18 Jun
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
West Gate Inn Nyack
3.0 star property
7.4 out of 10, Good, (1007)
"Great breakfast"
The price is NZ$178
includes taxes & fees
16 Jun - 17 Jun
West Gate Inn Nyack
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Fort Montgomery holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Fort Montgomery. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Fort Montgomery. Seeing all the best attractions is bound to make you fall in love with Fort Montgomery. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Fort Montgomery short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Fort Montgomery?

Yes, there are holiday rentals close to the most popular sights in Fort Montgomery, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the mountain landscape in Fort Montgomery. Make sure you have time to check out the shopping and riverfront during your trip.

How many holiday rentals are there in Fort Montgomery?

Expedia has 3 holiday rentals for your stay in Fort Montgomery.

What’s there to see and do in Fort Montgomery?

Cultural attractions include United States Military Academy, whereas Bear Mountain State Park is a spot to enjoy nature. In the wider area, you’ll find popular places such as Woodbury Common Premium Outlets and LEGOLAND® New York.

What’s a holiday rental in Fort Montgomery like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Fort Montgomery. Holiday rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family trip.

Recent reviews of Fort Montgomery properties
Expedia verified reviews