Photo by Dan Zheng

Holiday Rentals in Fort Montgomery

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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, (108)
"Awesome "
The price is €232
includes taxes & fees
31 Mar - 1 Apr
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.6 out of 10, Exceptional, (5)
"Plenty of room for my family"
The price is €276
includes taxes & fees
30 Mar - 31 Mar
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick

Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick

Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

10.0 out of 10, Exceptional, (55)
"This little attached apartment was the perfect size for me, and I felt very safe. I loved being at the top end of the cul de sac so it was quiet and there was an amazing view from the deck looking over and down the Hudson River. I had beautiful sunrises and the lights at night along the river were so pretty. The bedroom/living/dining room was perfect for one. The electric fireplace gave the room a cozy feel, the bed and couch were comfy, and there was plenty of hot water for showers and...
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

Hillcrest Glasshouse - a minimalist modern retreat

10.0 out of 10, Exceptional, (10)
"I found this place after countless hours of research looking for the perfect getaway where I would eventually propose to my girlfriend. This place stunned us in every aspect. Their home was impeccably clean and intricately decorated, their amenities were awesome and easy to use thanks to their clear instructions (Highlights were: Sonos speakers, hot tub with bathrobes, Miele coffee machine, and the fire pit), and the view is unmatched. Seeing the reaction of my now fiancée as she walked around...
Hillcrest Glasshouse - a minimalist modern retreat

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

9.2 out of 10, Wonderful, (33)
"Perfect spot for a get together with friends... kitchen, dining room and living room all connected so you're always together and not missing out on the fun. Comfy couches and plenty of space for large board games."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

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

10.0 out of 10, Exceptional, (46)
"This is the perfect spot for us to stay visiting our West Point cadet. Cozy, clean, well-appointed, & great communication. Thanks for everything! We'll be back! :)"
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

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

10.0 out of 10, Exceptional, (34)
"Perfect for our family’s visit to West Point. Great location "
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

BillyMoe’s Bungalow, A low key 3 Bedroom house with lake view.

10.0 out of 10, Exceptional, (2)
"My family and I had a fantastic stay! The house was even more beautiful and spacious than we expected, making it the perfect home base for our weekend trip to Mount Peter. It was clean, cozy, and had everything we needed for a comfortable and relaxing stay. My parents live nearby in Warwick and this will definitely be my go-to VRBO recommendation for anyone visiting the area. We can’t wait to come back!"
BillyMoe’s Bungalow, A low key 3 Bedroom house with lake view.

Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View

10.0 out of 10, Exceptional, (284)
"I visited my college aged son over the weeend for a special event and wanted to stay somewhere with a little something special rather than a hotel. This property exceeded my expectations. Even with winter still lingering, the lake view was spectacular and was highlighted by the home's back wall of windows. Also, Don is a very responsive host and made sure the home had everything you could need - grill, grill tools, pots/pans, appliances, etc. I truly appreciated the hospitality. I hope to stay...
The price is €306
includes taxes & fees
27 Mar - 28 Mar
Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View

The Philip Johnson Wolfhouse

10.0 out of 10, Exceptional, (3)
"This house is an architectural gem with great views to the Hudson river and very close to Dia Beacon and really nice hikes. We were a group of 7 and really enjoyed our time together during our stay. Jeremy was really nice and accommodating. I highly recommend this house."
The Philip Johnson Wolfhouse

Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

2.0 star property
9.0 out of 10, Wonderful, (6)
"This property is great, our stay here was just amazing from start to finish. Communication with the host was great, we left some items there and the host was super accommodating. Would recommend this property very highly."
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

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

9.0 out of 10, Wonderful, (25)
"I thought the property was really nice, upgraded, and we had a great time, only issue i had was the wifi was weak so my apps kept buffering, but not a huge deal, the place has everything you need. A small little yard if you bring your dog and a seating area outside. Overall a really nice stay "
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.

Cabin in the heart of the Hudson Valley, Cabin 4

8.8 out of 10, Excellent, (19)
"Clean, warm and comfortable. "
The price is €155
includes taxes & fees
27 Mar - 28 Mar
Cabin in the heart of the Hudson Valley, Cabin 4

Charming 2-bedroom house with AC, WiFi in marvelous Nyack

2.0 star property
Charming 2-bedroom house with AC, WiFi in marvelous Nyack

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (16)
"It was a quick trip to see woman’s army basketball game. It was an excellent stay and excellent accommodations. "
The price is €354
includes taxes & fees
27 Mar - 28 Mar
Contemporary Cozy Cottage

Renovated House w/Hot Tub, Deck, Grill & Fire Pit

9.8 out of 10, Exceptional, (50)
"Our family had a truly wonderful winter holiday stay - our kids (3 and 5) loved having the books and toys available to use. The location was super convenient to hiking, snow tubing and indoor playareas. House was clean and the beds were very comfortable - we slept great especially after using the hot tub!"
The price is €499
includes taxes & fees
27 Mar - 28 Mar
Renovated House w/Hot Tub, Deck, Grill & Fire Pit

MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY

9.6 out of 10, Exceptional, (12)
"I loved the house, I'll be back for sure"
MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY

Expansive Views; Miles of River & Mountains Walk to Train, Main St, DIA

10.0 out of 10, Exceptional, (1)
"Had a wonderful, relaxing stay here. Convenient location allowed us to walk everywhere we wanted to go!"
Expansive Views; Miles of River & Mountains Walk to Train, Main St, DIA

Mid-Hudson Estate on 11 acres with pool

10.0 out of 10, Exceptional, (3)
"Great home that accommodated my family for the weekend. Highly recommend"
Mid-Hudson Estate on 11 acres with pool
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 by IHG

2.5 star property
9.2 out of 10, Wonderful, (75)
"Nice, clean hotel close to West Point. Breakfast is offered, and had a variety of choices. Staff all friendly too!"
The price is €126
includes taxes & fees
6 Apr - 7 Apr
Holiday Inn Express West Point by IHG

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (108)
"Awesome "
The price is €232
includes taxes & fees
31 Mar - 1 Apr
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

West Gate Inn Nyack

3.0 star property
7.4 out of 10, Good, (1002)
"A perfect place to stop and rest on a college tour weekend. Room was clean, staff were all super friendly, breakfast was solid, price was right. We'd definitely stay here again. "
The price is €106
includes taxes & fees
1 Apr - 2 Apr
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.

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?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of Fort Montgomery offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with an oven, a microwave and kitchenware, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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?

Enjoy the area's cultural attractions such as United States Military Academy, or get outdoors into nature at a spot like Storm King State Park. 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.