Photo by Dan Zheng

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, (105)
"Super cozy apartment with a beautiful view. Very welcoming host and a great place for a short stay near Bear Mountain. "
The price is HK$1,308
HK$1,930 total
includes taxes & fees
1 Dec - 2 Dec
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Discover Nature’s Glory! Perfect Family Home

7.4 out of 10, Good, (3)
"Close to highway, was a little loud. Traffic woke me up at 5am. Other than that, was pleased with stay."
Discover Nature’s Glory! Perfect Family Home

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

10.0 out of 10, Exceptional, (74)
"This place was a great place for us to stay on our vacation. Secluded outside of the city, and a short drive down a gravel road, it really feels that you're lost in the woods, but in a good way. If you're up to visit the Gunks, Angry Orchard, the Hudson river, love the beauty of the outdoors, and have other family or friends to visit in the area, definitely consider this home. Host was very responsive and had everything ready for us."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

10.0 out of 10, Exceptional, (28)
"Beautiful property, with cozy linens in every room, incredibly well maintained property, and lovely views. The welcome book had clear instructions, there were great lawn games, lots of suggestions to eat too. The icing on the cake was the welcome basket, complete with Halloween treat bag for our little one! "
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

9.0 out of 10, Wonderful, (32)
"We enjoyed our stay however, the listing states all the beds are king sized and only 2 are. The other 2 are queen. Also (note for host) we forgot a pair of sunglasses and would like to have them mailed back if they are found, could you contact me if possible."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.2 out of 10, Good, (11)
"Great space and very comfortable for a group "
The price is HK$3,146
HK$6,519 total
includes taxes & fees
26 Nov - 27 Nov
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

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

10.0 out of 10, Exceptional, (11)
"This property was even more beautiful than it appeared in the photos. The wooded backyard was also spacious and lovely. We were so happy with the view of the lake and how peaceful the space was. The owners are easy to communicate with and prompt to respond. We will absolutely be going back. "
The price is HK$3,362
HK$6,467 total
includes taxes & fees
26 Nov - 27 Nov
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Cabin in the heart of the Hudson Valley, Cabin 4

8.8 out of 10, Excellent, (18)
"The description of the property was accurate; however, a few things surprised me that would have affected my decision to book or not. First, the house is located beside a busy road where traffic is moving all hours of the day and night at 35-55 mph. For some, this isn't a big deal. For others, it's not as quiet as described. Thankfully, I was delighted to see the room provided a noise machine. Secondly, there is no fan. Only the A/C and heater provided any air movement if you didn't want the...
The price is HK$848
HK$1,271 total
includes taxes & fees
26 Nov - 27 Nov
Cabin in the heart of the Hudson Valley, Cabin 4

Quaint village, walk to restaurants and shops.

9.8 out of 10, Exceptional, (9)
"Wonderfully quaint place within walking distance of downtown restaurants/pubs. Cant wait to come back"
Quaint village, walk to restaurants and shops.

Cottage at Millpond Falls - A Romantic and Luxurious Escape

10.0 out of 10, Exceptional, (142)
"Such a beautiful location. The cottage is quant while having all the modern updates. The hosts have carefully left an array of coffee and welcome goodies, including fresh eggs from their ducks. Will be back! "
Cottage at Millpond Falls - A Romantic and Luxurious Escape

Renovated 1850's Cottage on Storm King Mountain

9.8 out of 10, Exceptional, (14)
"Great place!"
Renovated 1850's Cottage on Storm King Mountain

Lakefront House on Breathtaking Greenwood Lake, NY Short Term Rental 33118

9.8 out of 10, Exceptional, (114)
"Lakefront House on Greenwood Lake is awesome. We were in town to visit Watchtower Headquarters in Warwick. The house was clean and comfortable. Communication was Jody was quick. We enjoyed the lake so much! We look forward to returning again."
Lakefront House on Breathtaking Greenwood Lake, NY Short Term Rental 33118

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

10.0 out of 10, Exceptional, (40)
"We loved our two nights here! Space was spotless and comfortable for 4 of us. Location was central to everything. "
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

Spectacular Log Home Estate North Wing Apt

10.0 out of 10, Exceptional, (36)
"Beautiful neighborhood quiet and peaceful Immaculate and comfortable It felt like home very easy to communicate with the owners always with a quick response we really enjoyed our stay Ray James"
Spectacular Log Home Estate North Wing Apt

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (14)
"Secluded and filled with every conveniece you might desire. We especially appreciated the air fryer for our leftovers!"
The price is HK$1,946
HK$2,934 total
includes taxes & fees
26 Nov - 27 Nov
Contemporary Cozy Cottage

Walk to EVERYTHING West Point-2mins to Academy! Mountain Views/private parking

9.4 out of 10, Exceptional, (20)
"Great place - close to all. D&D right there as well plenty of food and drink options- nice people. "
Walk to EVERYTHING West Point-2mins to Academy! Mountain Views/private parking

New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

10.0 out of 10, Exceptional, (22)
"Easy 30 minute drive to West Point. In the country, yet outlet mall, restaurants and things to do all within 30 minutes. Very responsive when I text as the keypad didn’t work. They let us in remotely. We had several in our family and we were all comfortable. Nice fire pit, swim spa, and clean. "
The price is HK$3,106
HK$5,565 total
includes taxes & fees
18 Dec - 19 Dec
New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

Beautiful Cozy 2 br in-law apt, prime Hudson Valley location

9.6 out of 10, Exceptional, (15)
"The location was convenient for our purposes; neighbourhood felt safe. The place was clean, the beds were comfortable. The kitchen was well equipped. The sofas were not comfortable to lounge on."
Beautiful Cozy 2 br in-law apt, prime Hudson Valley location

Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.

9.0 out of 10, Wonderful, (23)
"The home was very clean and had everything we needed - snacks games and a cute patio. The internet was iffy and never worked to stream on the bedroom tv. They came and checked it , but it didn’t improve. The host was very responsive and offered to ship an item our daughter left. We would rent again. "
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.

Brand new private Studio in the heart of Tarrytown

9.8 out of 10, Exceptional, (8)
"The room was very cozy and located a block away from the main street of Tarrytown. It was only a 5 minute walk to the local pizza place and other restaurants and a 10 minute walk to the grocery store. Everything was clean and the A/C and appliances were easy to use. I recommend this for anyone who wants to stay in the Sleepy Hollow/Tarrytown area. We will stay here again next time. "
The price is HK$1,323
HK$2,542 total
includes taxes & fees
24 Nov - 25 Nov
Brand new private Studio in the heart of Tarrytown
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.
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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, (790)
"Staff was a great help. Room was clean and perfect "
The price is HK$1,001
HK$1,133 total
includes taxes & fees
26 Nov - 27 Nov
Holiday Inn Express West Point, an IHG Hotel

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (105)
"Super cozy apartment with a beautiful view. Very welcoming host and a great place for a short stay near Bear Mountain. "
The price is HK$1,308
HK$1,930 total
includes taxes & fees
1 Dec - 2 Dec
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

West Gate Inn Nyack

3.0 star property
7.2 out of 10, Good, (1004)
"Stepanuebwas amazing at checknin. Room was gigantic and clean "
The price is HK$856
HK$979 total
includes taxes & fees
9 Dec - 10 Dec
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.
Beautiful view of the beach with palm trees

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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.

What are some of the best holiday rentals that Fort Montgomery has to offer?

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!: This holiday home rental outside of Fort Montgomery offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 Woodbury Common Premium Outlets and West Point Museum.

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.