Montgomery Vacation Rentals

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Vacation Rentals in Montgomery

The Studio at the Inn at High Falls

High Falls NY

$240 nightly

$268 total

Aug 2 - Aug 3

Total with taxes and fees

Located in High Falls, this vacation home is in a rural location, within a 10-minute drive of World's Second Largest Garden Gnome and Mohonk Golf Course.

Kitchen

Pet friendly

Cozy Cabin with Sauna & Firepit!

Monroe NY

With a stay at this vacation home in Monroe, you'll be within a 15-minute drive of Schunnemunk State Park and Brotherhood Winery.

Kitchen

Washer

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

Newburgh NY

When you stay at this vacation home in Newburgh, you'll be on the waterfront, within a 5-minute drive of Town of Newburgh Little League and Ice Time Sports Complex.

Kitchen

Washer

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

New Windsor NY

With a stay at this vacation home in New Windsor, you'll be on a river, within a 10-minute drive of United States Military Academy and Hudson River.

Hot Tub

Kitchen

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 Town of Newburgh Little League and Ice Time Sports Complex.

Kitchen

Air conditioning

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

Wallkill NY

With a stay at this vacation home in Wallkill, you'll be within a 15-minute drive of Tuthilltown Spirits and Jenkinstown Day Spa.

Pet friendly

Free WiFi

The House In Highland- Secluded Retreat

Highland NY

Located in Highland, this vacation home is within a 15-minute drive of Vassar College and Culinary Institute of America.

Hot Tub

Kitchen

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

Fishkill NY

$280 nightly

$323 total

Jul 30 - Jul 31

Total with taxes and fees

With a stay at this vacation home in Fishkill, you'll be within a 10-minute drive of SplashDown Beach and Northeast Regional Epilepsy Group.

Kitchen

Washer

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 Park.

Hot Tub

Kitchen

Lakefront Paradise Pool + Paddle Boats Sleeps 12

Monroe NY

$1,876 nightly

$2,122 total

Aug 5 - Aug 6

Total with taxes and fees

With a stay at this vacation home in Monroe, you'll be within a 15-minute drive of Woodbury Common Premium Outlets and LEGOLAND® New York.

Pool

Kitchen

Catskills Getaway: 3BR Retreat w/ Media Room, Near Casino, Bethel Woods & More!

Glen Wild NY

$393 nightly

$441 total

Jul 29 - Jul 30

Total with taxes and fees

When you stay at this vacation home in Glen Wild, you'll be in the mountains, within a 15-minute drive of Resorts World Catskills and The Kartrite Resort & Indoor Waterpark.

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

Beacon NY

With a stay at this vacation home, you'll be centrally located in Beacon, within a 10-minute drive of SplashDown Beach and Mount Gulian Historic Site.

Pool

Hot Tub

Don't see what you're looking for?

See all available properties in Montgomery

View all properties

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.