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Vacations by Zumper

Vacation Rentals in Chester, NY

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Chester, NY

Book a vacation rental in Chester that has the highest visitor rating. Here are 6 of the best vacation rentals in Chester.
Price drop
Luxury Apt Sugar Loaf, Near LEGOLAND, Breweries & Wineries
10

Excellent

·
Chester
·
2 br
·
Sleeps 6
·
Air Conditioning · Kitchen · Balcony ·
From
$175/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Air Conditioning
Wifi
Hardwood Floor
Ski In Ski Out
Dishwasher
Oven
Furnished
On Site Laundry
Other spaces
Kitchen, Balcony, Workspace
Price drop
Secluded Spacious NY Getaway, 1 hour from NYC
10

Excellent

·
Chester
·
6 br
·
Sleeps 14
·
Hardwood Floor · Oven · Furnished ·
From
$1,057/night
Check availability
Property
House · 6 Beds · 6 baths
Amenities
Hardwood Floor
Oven
Furnished
Fitness Center
Swimming Pool
Pool
On Site Laundry
High Ceilings
Other spaces
Balcony, Kitchen
Price drop
Summerville Getaway (30 min to Mt. Creek)
10

Excellent

·
Chester
·
7 br
·
Sleeps 14
·
Oven · Wifi · Fireplace ·
From
$590/night
Check availability
Property
House · 7 Beds · 4 baths
Amenities
Oven
Wifi
Fireplace
Furnished
Hardwood Floor
Air Conditioning
In Unit Laundry
Other spaces
Kitchen
Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard
10

Excellent

·
Chester
·
7 br
·
Sleeps 16
·
Fitness Center · Wifi · In Unit Laundry ·
From
$1,230/night
Check availability
Property
Apartment · 7 Beds · 5 baths
Amenities
Fitness Center
Wifi
In Unit Laundry
Fireplace
Swimming Pool
Residents Lounge
Dishwasher
Private Pool
Other spaces
Kitchen, Workspace
Spacious Suite (1 hr to Manhattan)
10

Excellent

·
Chester
·
1 br
·
Sleeps 2
·
Fireplace · Air Conditioning · In Unit Laundry ·
From
$70/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Fireplace
Air Conditioning
In Unit Laundry
Oven
Furnished
Wifi
Hardwood Floor
Other spaces
Kitchen
Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
8

Very good

·
Chester
·
1 br
·
Sleeps 6
·
Free Parking · On Site Laundry · Residents Lounge ·
From
$83/night
Check availability
Property
Hotel · 1 Bed
Amenities
Free Parking
On Site Laundry
Residents Lounge
Smoking Allowed
Business Center
Swimming Pool
Wifi
Assigned Parking
Other spaces
Workspace
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Updated: September 22, 2023