Book Holiday Homes in Fort Montgomery

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Featured Holiday Homes in Fort Montgomery

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

Newburgh NY
When you stay at this vacation home in Newburgh, you'll be on the waterfront, within a 5-minute drive of Ice Time Sports Complex and Chadwick Lake.
Opens in a new windowUltimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
 Large Lake House Property Your Family And Friends Will Love Staying At!

Large Lake House Property Your Family And Friends Will Love Staying At!

Greenwood Lake NY
With a stay at this vacation home in Greenwood Lake, you'll be on a lake, just a 1-minute walk from Greenwood Lake and 8 minutes by foot from Lion's Field ...
Opens in a new window Large Lake House Property Your Family And Friends Will Love Staying At!
Spacious 7BR Villa on 14 Acres w/ Indoor Pool

Spacious 7BR Villa on 14 Acres w/ Indoor Pool

Washingtonville NY
Located in Blooming Grove, this vacation home is within a 10-minute drive of Brotherhood Winery and Schunnemunk State Park.
Opens in a new windowSpacious 7BR Villa on 14 Acres w/ Indoor Pool
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Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

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

New Windsor NY
When you stay at this vacation home in New Windsor, you'll be on a river, within a 5-minute drive of Hudson River and Delano-Hitch Recreation Park.
Opens in a new windowCozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Fun, Friends, and Family Lakefront Home w/Dock and Beach

Fun, Friends, and Family Lakefront Home w/Dock and Beach

Mahopac NY
The price is AU$1,043 per night from 22 Mar to 23 Mar
AU$1,043
22 Mar - 23 Mar
includes taxes & fees
With a stay at this vacation home in Mahopac, you'll be on the waterfront, a 3-minute walk from Lake Mahopac and a 3-minute drive from Putnam County Golf ...
Opens in a new windowFun, Friends, and Family Lakefront Home w/Dock and Beach
 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 NY
The price is AU$218 per night from 31 Mar to 1 Apr
AU$218
31 Mar - 1 Apr
includes taxes & fees
With a stay at this vacation home in Warwick, you'll be within a 10-minute walk of Railroad Green and Strazza Art Gallery.
Opens in a new window Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Lakefront/Legoland/West Point Retreat Under 1 Hour From NYC! Heated pool & Spa!

Lakefront/Legoland/West Point Retreat Under 1 Hour From NYC! Heated pool & Spa!

Monroe NY
When you stay at this vacation home in Monroe, you'll be on the waterfront, within a 15-minute drive of LEGOLAND® New York and Woodbury Common Premium ...
Opens in a new windowLakefront/Legoland/West Point Retreat Under 1 Hour From NYC! Heated pool & Spa!
Contemporary Cozy Cottage

Contemporary Cozy Cottage

Lake Peekskill NY
The price is AU$591 per night from 1 Apr to 2 Apr
AU$591
1 Apr - 2 Apr
includes taxes & fees
With a stay at this vacation home in Lake Peekskill, you'll be within a 15-minute drive of Regal UA Cortlandt Town Center and Hudson Valley Center for Contemporary ...
Opens in a new windowContemporary Cozy Cottage
Beacon,Hudson Valley, 4bedroom 2bath, Sleeps 7, Pool, Hot Tub, Wifi,1.5m to town

Beacon,Hudson Valley, 4bedroom 2bath, Sleeps 7, Pool, Hot Tub, Wifi,1.5m to town

Beacon NY
A stay at this vacation home places you in the heart of Beacon, within a 5-minute drive of Mount Gulian Historic Site and Hudson River.
Opens in a new windowBeacon,Hudson Valley, 4bedroom 2bath, Sleeps 7, Pool, Hot Tub, Wifi,1.5m to town
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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.

Fort Montgomery Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Fort Montgomery vacation homes are the perfect way for you to wing it.

Holiday houses in Fort Montgomery let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Fort Montgomery in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Fort Montgomery adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Fort Montgomery with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Fort Montgomery vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Fort Montgomery Holiday Homes essential information

Accommodation
216 Holiday Homes
Lowest Price
AU$161
Highest Price
AU$1,043
Popular accommodation
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9, Large Lake House Property Your Family And Friends Will Love Staying At!, Spacious 7BR Villa on 14 Acres w/ Indoor Pool, Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel. , Fun, Friends, and Family Lakefront Home w/Dock and Beach, Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town, Lakefront/Legoland/West Point Retreat Under 1 Hour From NYC! Heated pool & Spa!, Contemporary Cozy Cottage, Beacon,Hudson Valley, 4bedroom 2bath, Sleeps 7, Pool, Hot Tub, Wifi,1.5m to town

Top trending hotels in Fort Montgomery

Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG

2.5 out of 5
1106 Route 9 W Fort Montgomery NY
Fully refundable
The price is AU$187 per night from 29 Mar to 30 Mar
AU$187
29 Mar - 30 Mar
includes taxes & fees
With a stay at Holiday Inn Express West Point by IHG in Fort Montgomery, you'll be in the mountains, just a 3-minute walk from Bear Mountain State Park and 6 ...
Opens in a new windowHoliday Inn Express West Point by IHG
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fort Montgomery NY
The price is AU$434 per night from 22 Mar to 23 Mar
AU$434
22 Mar - 23 Mar
includes taxes & fees
With a stay at this cottage in Fort Montgomery, you'll be on a river, a 4-minute walk from Bear Mountain State Park and a 5-minute drive from Hudson River.
Opens in a new windowSerene Mountain Top Views overlooking Hudson River and Surrounding Highlands
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4 out of 5
425 E Route 59 Nanuet NY
Fully refundableReserve now, pay when you stay
The price is AU$168 per night from 29 Mar to 30 Mar
AU$168
29 Mar - 30 Mar
includes taxes & fees
Located in Nanuet, DoubleTree by Hilton Hotel Nanuet is in a shopping district, within a 10-minute drive of Palisades Center and Rockland Lake State Park.
Opens in a new windowDoubleTree by Hilton Hotel Nanuet
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Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

2.5 out of 5
20 Overlook Blvd Nanuet NY
Fully refundableReserve now, pay when you stay
The price is AU$161 per night from 29 Mar to 30 Mar
AU$161
29 Mar - 30 Mar
includes taxes & fees
When you stay at Sonesta Simply Suites Nanuet in Nanuet, you'll be near the airport, within a 5-minute drive of St. Paul's Episcopal Church and The Shops at ...
Opens in a new windowSonesta Simply Suites Nanuet
Don't see what you're looking for?
See all available properties in Fort Montgomery
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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.

Top Picks

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^Subject to availability and chosen travel dates.