Chester Vacation Rentals

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Vacation Rentals in Chester

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

Fishkill NY

$280 nightly

$316 total

Jan 24 - Jan 25

Total with taxes and fees

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

Kitchen

Washer

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

Vernon Township NJ

$272 nightly

$306 total

Jan 29 - Jan 30

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

Luxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries

Vernon NJ

With a stay at this vacation home in Sussex, you'll be within a 15-minute drive of Mountain Creek Ski Resort and Wawayanda State Park.

Pool

Kitchen

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

Warwick NY

$136 nightly

$154 total

Jan 27 - Jan 28

Total with taxes and 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.

Air conditioning

Parking available

Large,Cozy,Bright Apartment, Business Themed.

Newburgh NY

$406 nightly

$480 total

Jan 24 - Jan 25

Total with taxes and fees

When you stay at this vacation home in Newburgh, you'll be next to a golf course, within a 5-minute drive of Mount Saint Mary's College Newburgh and David Crawford House.

Kitchen

Air conditioning

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

Newburgh NY

Located in Newburgh, this vacation home is on the waterfront, a 5-minute drive from Ice Time Sports Complex and 5 minutes from Chadwick Lake Park.

Kitchen

Air conditioning

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

Warwick NY

$135 nightly

$153 total

Jan 27 - Jan 28

Total with taxes and 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.

Air conditioning

Parking available

Cozy Private Suite in a Country Home near New Paltz

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.

Pool

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 Ice Time Sports Complex and Algonquin Park.

Kitchen

Washer

Contemporary Cozy Cottage

Lake Peekskill NY

$367 nightly

$420 total

Jan 24 - Jan 25

Total with taxes and fees

With a stay at this vacation home in Lake Peekskill, you'll be within a 15-minute drive of Hudson Valley Center for Contemporary Art and New York - Presbyterian / Hudson Valley Hospital.

Kitchen

Washer

Hickory on Willow Lake

Fishkill New York

$646 nightly

$736 total

Jan 26 - Jan 27

Total with taxes and fees

When you stay at this vacation home in Fishkill, you'll be on a lake, within a 5-minute drive of Hudson Highlands State Park and Van Wyck Homestead Museum.

Kitchen

Washer

Luxurious Ski in-Ski Out Mnt. Creek/Hot tub/Tennis & Pickleball/Heated pool/Golf

Vernon NJ

When you stay at this vacation home in Vernon, you'll be next to a golf course, a 1-minute drive from Mountain Creek Ski Resort and 6 minutes from Crystal Springs Golf Resort.

Pool

Hot Tub

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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.