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Fort Montgomery Vacation Rentals

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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Fort Montgomery vacation rentals

Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (138 reviews)
"The space was comfortable and clean with a great view of the Hudson River valley. Perfect for 2 people on a weekend getaway. "
United States
Meredith C.
The price is ￥31,712
￥52,406 total
includes taxes & fees
Jun 16 - Jun 17
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
9.8 out of 10, Exceptional, (68 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
The price is ￥24,024
￥46,542 total
includes taxes & fees
Jun 10 - Jun 11
Cozy country efficiency in the Hudson Valley
Lobby

1 Queen Bed | ADA/RI Shower/Smoking/Kitchen

1 Queen Bed | ADA/RI Shower/Smoking/Kitchen
Fishkill
10.0 out of 10, Exceptional, (15 reviews)
"Good so far"
United States
Anonymous traveler
1 Queen Bed | ADA/RI Shower/Smoking/Kitchen
Terrace/patio

Cabin in the heart of the Hudson Valley, Cabin 3

Cabin in the heart of the Hudson Valley, Cabin 3
Newburgh
9.8 out of 10, Exceptional, (14 reviews)
"We had a great stay, everything you need is provided. Would recommend to anyone."
United States
Bill W.
The price is ￥27,067
￥44,270 total
includes taxes & fees
Jun 10 - Jun 11
Cabin in the heart of the Hudson Valley, Cabin 3
Cottage (2 Bedrooms) | Interior

Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (3 reviews)
"fantastic accommodations"
United States
David
The price is ￥29,309
￥82,469 total
includes taxes & fees
Jul 2 - Jul 3
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Interior

Harriman Outdoor Center - Mountain Laurel Cabin

Harriman Outdoor Center - Mountain Laurel Cabin
Haverstraw
The price is ￥31,391
￥36,207 total
includes taxes & fees
Jun 10 - Jun 11
Harriman Outdoor Center - Mountain Laurel Cabin
Interior

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
9.0 out of 10, Wonderful, (16 reviews)
"The host was very helpful and considerate, the rooms was nice."
United States
David A.
The price is ￥19,459
￥30,712 total
includes taxes & fees
Jun 10 - Jun 11
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cabin in the Heart of the Hudson Valley, Cabin 1

Cabin in the Heart of the Hudson Valley, Cabin 1
Newburgh
10.0 out of 10, Exceptional, (34 reviews)
"Cute, clean and perfect for our needs"
United States
Richard H.
The price is ￥27,067
￥44,270 total
includes taxes & fees
Jun 10 - Jun 11
Cabin in the Heart of the Hudson Valley, Cabin 1
Fridge, oven, stovetop, coffee/tea maker

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.8 out of 10, Exceptional, (22 reviews)
"Very good communication and helpful. "
United States
Liam C.
The price is ￥14,414
￥44,551 total
includes taxes & fees
Jun 10 - Jun 11
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Terrace/patio

House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (8 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is ￥12,653
￥52,869 total
includes taxes & fees
Jun 11 - Jun 12
House on the Babbling Brook- Quiet 2BR + King Bed!
Hair dryer, towels, soap, toilet paper

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Carmel Hamlet
The price is ￥32,144
￥41,887 total
includes taxes & fees
Jun 23 - Jun 24
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Exterior

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (12 reviews)
"The chapel was just as it was pictured. It has been beautifully restored. It was a very unique experience."
United States
Stella
The price is ￥15,135
￥29,806 total
includes taxes & fees
Jun 10 - Jun 11
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
TV, fireplace

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (14 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is ￥36,036
￥67,520 total
includes taxes & fees
Jun 14 - Jun 15
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Smart TV

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.8 out of 10, Exceptional, (13 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
United States
Jessica C.
The price is ￥26,426
￥50,516 total
includes taxes & fees
Jul 5 - Jul 6
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Exterior detail

Upstate 3-bedroom house with hot tub and fire pit in tranquil Fishkill

Upstate 3-bedroom house with hot tub and fire pit in tranquil Fishkill
Fishkill
The price is ￥60,861
￥84,816 total
includes taxes & fees
Jun 12 - Jun 13
Upstate 3-bedroom house with hot tub and fire pit in tranquil Fishkill
Shower, towels, soap, toilet paper

Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC
Carmel Hamlet
9.0 out of 10, Wonderful, (2 reviews)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is ￥21,622
￥44,088 total
includes taxes & fees
Jun 11 - Jun 12
Charming 1-bedroom apartment in Carmel with WiFi, AC
Fridge, microwave, oven, stovetop

Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (34 reviews)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is ￥36,036
￥67,229 total
includes taxes & fees
Jun 10 - Jun 11
Contemporary Cozy Cottage
Outdoor dining

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

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.2 out of 10, Wonderful, (66 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
The price is ￥39,640
￥51,391 total
includes taxes & fees
Jun 10 - Jun 11
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Exterior

Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
10.0 out of 10, Exceptional, (3 reviews)
"Ideal cabin getaway. "
United States
Nadja E.
The price is ￥48,448
￥72,578 total
includes taxes & fees
Jun 10 - Jun 11
Rustic Cabin in Fishkill!
Exterior

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
10.0 out of 10, Exceptional, (17 reviews)
"Great place to stay,"
United States
Anonymous traveler
The price is ￥14,405
￥16,655 total
includes taxes & fees
Jul 7 - Jul 8
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
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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Top Fort Montgomery Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

8/10 Good
"Property was dated. Could stand some upgrades but was clean and fine for one or two night stay."
Paul 1-night trip
Posted less than an hour ago
Overlook Lodge at Bear Mountain

Find out more about Fort Montgomery

Search for holiday rentals in Fort Montgomery on Expedia! You can easily find your home rentals, villas, holiday apartments in Fort Montgomery using one of the methods below:

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Look no further and take a look at our great range of rental properties in Fort Montgomery!

Frequently asked questions

Are there vacation rentals in Fort Montgomery?

Yes, we offer vacation rentals close to the most popular points of interest in Fort Montgomery, or you can go with a more remote option if you'd like a relaxing place to 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 vacation rentals that Fort Montgomery has to offer?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: Visitors like this Fort Montgomery vacation home rental. It 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 a coffee maker, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Boscobel House and Gardens. In the larger area, you’ll find popular places like Woodbury Common Premium Outlets and LEGOLAND® New York.

What’s a vacation rental in Fort Montgomery like?

Vacation rentals are private properties you can stay in for a couple of days or more in Fort Montgomery. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a small group gathering.