Chester Vacation Rentals

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Vacation Rentals in Chester

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Warwick NY

$141 nightly

$160 total

Nov 2 - Nov 3

Total with taxes and fees

Located in Warwick, this vacation home is within a 15-minute walk of Railroad Green and Lewis Park.

Air conditioning

Parking available

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

Vernon Township NJ

$272 nightly

$306 total

Nov 5 - Nov 6

Total with taxes and fees

When you stay at this vacation home in Vernon, you'll be in the mountains, a 1-minute drive from Mountain Creek Ski Resort and 9 minutes from Crystal Springs Golf Resort.

Pool

Hot Tub

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

Warwick NY

$140 nightly

$159 total

Nov 2 - Nov 3

Total with taxes and fees

With a stay at this vacation home in Warwick, you'll be within a 15-minute walk of Railroad Green and Lewis Park.

Air conditioning

Parking available

Greenwood Lake Lakefront Luxury

Hewitt NJ

When you stay at this vacation home in West Milford, you'll be on the waterfront, within a 5-minute walk of Greenwood Lake and Long Pond Ironworks State Park.

Kitchen

Washer

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

Fishkill NY

Located in Fishkill, this vacation home is a 4-minute drive from Blodgett Memorial Library and 5 minutes from Northeast Regional Epilepsy Group.

Kitchen

Washer

Owl's Nest: A Pet-Friendly Nature Lover's Getaway near Wineries & Hiking Trails

Marlboro NY

When you stay at this vacation home in Marlboro, you'll be 14 minutes by car from Live At The falcon.

Kitchen

Washer

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

Wallkill NY

$127 nightly

$142 total

Oct 28 - Oct 29

Total with taxes and fees

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

Stunning .5 acre family-friendly home, near everything in the heart of Beacon NY

Beacon NY

Located in Beacon, this vacation home is within a 5-minute drive of Hudson River and Mount Gulian Historic Site.

Kitchen

Washer

New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!

Montgomery NY

$1,229 nightly

$1,411 total

Nov 2 - Nov 3

Total with taxes and fees

When you stay at this vacation home in Montgomery, you'll be within a 10-minute drive of City Winery Hudson Valley and Orange County Farmers Museum.

Hot Tub

Kitchen

Contemporary Cozy Cottage

Lake Peekskill NY

$385 nightly

$440 total

Nov 23 - Nov 24

Total with taxes and 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 Art.

Kitchen

Washer

Peekskill Carriage House Downtown Studio

Peekskill NY

With a stay at this vacation home in Peekskill, you'll be within a 15-minute drive of United States Military Academy and Paramount Hudson Valley Theater.

Kitchen

Free WiFi

Cozy 3bedroom home in Highland Falls, only a five-minute walk from West Point NY

Highland Falls NY

With a stay at this vacation home in Highland Falls, you'll be steps from United States Military Academy and a 5-minute drive from Bear Mountain State Park.

Kitchen

Free WiFi

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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.