Find Vacation Rentals in Chester

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Chester
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Popular Chester Vacation Rentals

Find the perfect Chester vacation rental

Apartment Chester
$167 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (38 ratings)
Chester, Orange County, New York, United States
Details
Vrbo
Details
Details
House Chester
$204 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (25 ratings)
Chester, Orange County, New York, United States
Details
Vrbo
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Details
House Chester
$194 per night
House ∙ 8 guests ∙ 4 bedrooms
Chester, Orange County, New York, United States
Details
Vrbo
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House Chester
$441 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
"Excellent" (18 ratings)
Chester, Orange County, New York, United States
Details
Vrbo
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Details
Villa Chester
$608 per night
Villa ∙ 16 guests ∙ 6 bedrooms
Chester, Orange County, New York, United States
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Vrbo
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Details
Farmhouse Chester
$76 per night
Farmhouse ∙ 2 guests ∙ 1 bedroom
Chester, Orange County, New York, United States
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Vrbo
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Farmhouse Chester
$77 per night
Farmhouse ∙ 2 guests ∙ 1 bedroom
Chester, Orange County, New York, United States
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Vrbo
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Details
Villa Chester
$1,039 per night
Villa ∙ 16 guests ∙ 7 bedrooms
4.4
"Very good" (6 ratings)
Chester, Orange County, New York, United States
Details
Vrbo
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Details
House Chester
$303 per night
House ∙ 8 guests ∙ 3 bedrooms
Chester, Orange County, New York, United States
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Vrbo
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Recommended Rentals With Pools

House Pool Chester
$1,022 per night
House ∙ 14 guests ∙ 6 bedrooms
4.4
"Very good" (32 ratings)
Chester, Orange County, New York, United States
Pool
Details
Vrbo
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Details
House Pool Chester
$460 per night
House ∙ 16 guests ∙ 6 bedrooms
Chester, Orange County, New York, United States
Pool
Details
Vrbo
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House Pool Chester
$642 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
"Excellent" (1 rating)
Chester, Orange County, New York, United States
Pool
Details
Expedia
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Pet-Friendly Homes and Apartments

Villa Pet-friendly Chester
$341 per night
Villa ∙ 9 guests ∙ 4 bedrooms
Chester, Orange County, New York, United States
Pet-friendly
Details
Vrbo
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Details
House Pet-friendly Chester
$918 per night
House ∙ 10 guests ∙ 3 bedrooms
4.8
"Excellent" (70 ratings)
Chester, Orange County, New York, United States
Pet-friendly
Details
Vrbo
Details
Details
Villa Pet-friendly Chester
$331 per night
Villa ∙ 10 guests ∙ 4 bedrooms
Chester, Orange County, New York, United States
Pet-friendly
Details
Vrbo
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Best vacation rentals with a balcony

House Balcony Chester
$1,466 per night
House ∙ 4 guests ∙ 5 bedrooms
Chester, Orange County, New York, United States
Balcony
Details
Vrbo
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Details
House Balcony Chester
$342 per night
House ∙ 9 guests ∙ 3 bedrooms
5.0
"Excellent" (7 ratings)
Chester, Orange County, New York, United States
Balcony
Details
Vrbo
Details
Details
House Balcony Chester
$408 per night
House ∙ 11 guests ∙ 5 bedrooms
Chester, Orange County, New York, United States
Balcony
Details
Vrbo
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Details
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Frequently Asked Questions

How much does it cost to book a vacation rental in Chester?

Vacation rentals in Chester are priced starting at $76 per night.

How many vacation rentals are available in Chester?

Our large collection of vacation homes makes it easy to filter and compare 45 offers in Chester.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Glenmere

Looking for the perfect vacation rental for your Glenmere getaway? Tripping.com’s got you covered. Whether you’re seeking a vacation home, cabin rental or cottage, Glenmere offers 151 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 143 properties with high-speed WiFi Internet, 0 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home rental that best matches your accommodation style and budget. For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $25 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. Glenmere has 151 gorgeous homes with 95 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com. Search properties from 5 vacation rental sites in Glenmere where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 100 HomeAway rentals, 44 TripAdvisor short term rentals and 3 Booking.com vacation rentals.

Popular Day Trips Near Chester

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