Chester Vacation Rentals
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Vacation Rentals in Chester
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
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.
The Perfect up to date Private Getaway to call home for a while
Located in Bloomingburg, this vacation home is in the mountains, a 3-minute drive from Bloomingburg Village Hall and 6 minutes from Wurtsboro Ridge State Forest.
Cozy House 3 Blocks From West Pt
With a stay at this vacation home in Highland Falls, you'll be within a 10-minute walk of Hudson River and West Point Museum.
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
The price is $327 per night
$327
includes taxes & fees
$289 per night
Dec 19 - Dec 20
With a stay at this vacation home in Vernon, you'll be in the mountains, within a 10-minute drive of Crystal Springs Golf Resort and Mountain Creek Ski Resort.
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
The price is $356 per night
$356
includes taxes & fees
$344 per night
Dec 20 - Dec 21
Located in Wallkill, this vacation home is on the waterfront, within a 15-minute drive of Angry Orchard and Tuthilltown Spirits.
Spacious 4-bedroom home on 5 acre farm near Minnewaska State Park
The price is $538 per night
$538
includes taxes & fees
$529 per night
Jan 7 - Jan 8, 2025
Located in Pine Bush, this vacation home is in the mountains, within a 10-minute drive of Brimstone Hill Winery and Minnewaska State Park.
Pet-Friendly ‘Pond View Loft' w/ Private Pool!
Located in Pine Bush, this vacation home is on a river, within a 15-minute drive of Brimstone Hill Winery and Angry Orchard.
Delightful Home w/ Fire Pit, Walk to Lake!
With a stay at this vacation home in Highland Lakes, you'll be a 1-minute walk from Lake Wanda and 6 minutes by foot from Wawayanda State Park.
Dream escape, new modern farmhouse, stunning views, game room & hot tub for 14+!
The price is $944 per night
$944
includes taxes & fees
$944 per night
Jan 8 - Jan 9, 2025
Located in Montgomery, this vacation home is in a rural location, within a 10-minute drive of City Winery Hudson Valley and Orange County Farmers Museum.
Spectacular ~10k sqft Mansion w/Pool&Tennis
The price is $3,052 per night
$3,052
includes taxes & fees
$2,919 per night
Dec 25 - Dec 26
When you stay at this vacation home in Goshen, you'll be in the mountains, within a 15-minute drive of LEGOLAND® New York and Woodbury Common Premium Outlets.
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 | 303 Vacation Rentals |
|---|---|
Lowest Price | $327 |
Highest Price | $3,052 |
Popular accommodation | Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel. , The Perfect up to date Private Getaway to call home for a while, Cozy House 3 Blocks From West Pt, Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out, Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!, Spacious 4-bedroom home on 5 acre farm near Minnewaska State Park, Pet-Friendly ‘Pond View Loft' w/ Private Pool!, Delightful Home w/ Fire Pit, Walk to Lake!, Dream escape, new modern farmhouse, stunning views, game room & hot tub for 14+!, Spectacular ~10k sqft Mansion w/Pool&Tennis, By Mtn Creek Resort: ‘The Point on Highland Lake’, 'The Glabin’: Garrison Gem w/ Deck & Fire Pit! |