Chester 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 Chester
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.
Pool
Washer
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick NY
$131 nightly
The price is $148 total per night
$148 total
Apr 27 - Apr 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
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.
Kitchen
Air conditioning
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.
Hot Tub
Kitchen
The Hen House - Cozy Hudson Valley Getaway Near Beacon & Newburgh Waterfront
Newburgh NY
Located in Newburgh, this vacation home is within a 5-minute drive of Mount Saint Mary's College Newburgh and Washington's Headquarters State Historic Site.
Kitchen
Free WiFi
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick NY
$133 nightly
The price is $150 total per night
$150 total
Apr 27 - Apr 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
Red Barn Retreat - Shawangunk Mountains Getaway
Gardiner NY
When you stay at this vacation home in Gardiner, you'll be on the waterfront, within a 5-minute drive of Whitecliff Vineyard and DM Weil Gallery.
Hot Tub
Kitchen
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
Contemporary Cozy Cottage
Lake Peekskill NY
$370 nightly
The price is $423 total per night
$423 total
May 4 - May 5
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
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
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.
Pool
Hot Tub
Private Mountain Creek Getaway!
Vernon Township NJ
$364 nightly
The price is $411 total per night
$411 total
Apr 27 - Apr 28
Total with taxes and fees
With a stay at this vacation home in Vernon, you'll be on a river, within a 15-minute drive of Crystal Springs Golf Resort and Wawayanda State Park.
Pool
Hot Tub
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.
Chester Vacation Rentals essential information
Accommodation | 335 Vacation Rentals |
|---|---|
Lowest Price | $148 |
Highest Price | $423 |
Popular accommodation | Spacious 7BR Villa on 14 Acres w/ Indoor Pool, Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town, Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9, Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel. , The Hen House - Cozy Hudson Valley Getaway Near Beacon & Newburgh Waterfront, Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town, Red Barn Retreat - Shawangunk Mountains Getaway, Cozy Cabin with Sauna & Firepit!, Contemporary Cozy Cottage, Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views, Beacon,Hudson Valley, 4bedroom 2bath, Sleeps 7, Pool, Hot Tub, Wifi,1.5m to town, Private Mountain Creek Getaway! |