Find Vacation Rentals in Chester

We have 242 properties to choose from
Chester
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Popular Chester Vacation Rentals

Find the perfect Chester vacation rental

Apartment Chester
$129 per night
Apartment ∙ 6 guests ∙ 1 bedroom
Chester, Bermuda, Virginia, United States
Details
Vrbo
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Motel Chester
$73 per night
Motel ∙ 4 guests ∙ 1 bedroom
Chester, Bermuda, Virginia, United States
Details
HomeToGo
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Motel Chester
$82 per night
Motel ∙ 2 guests ∙ 1 bedroom
Chester, Bermuda, Virginia, United States
Details
HomeToGo
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Motel Chester
$73 per night
Motel ∙ 2 guests ∙ 1 bedroom
Chester, Bermuda, Virginia, United States
Details
HomeToGo
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Motel Chester
$73 per night
Motel ∙ 4 guests ∙ 1 bedroom
Chester, Bermuda, Virginia, United States
Details
HomeToGo
Details
Details
Motel Chester
$63 per night
Motel ∙ 4 guests ∙ 1 bedroom
Chester, Bermuda, Virginia, United States
Details
HomeToGo
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Details
Motel Chester
$73 per night
Motel ∙ 2 guests ∙ 1 bedroom
Chester, Bermuda, Virginia, United States
Details
HomeToGo
Details
Details
Motel Chester
$82 per night
Motel ∙ 2 guests ∙ 1 bedroom
Chester, Bermuda, Virginia, United States
Details
HomeToGo
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House Chester
$284 per night
House ∙ 6 guests ∙ 3 bedrooms
4.0
Very good (4 ratings)
Chester, Bermuda, Virginia, United States
Details
Vrbo
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Pet-Friendly Homes and Apartments

House  Chester
$260 per night
House ∙ 10 guests ∙ 4 bedrooms
Chester, Bermuda, Virginia, United States
Pet-friendly
Details
Vrbo
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House  Chester
$146 per night
House ∙ 6 guests ∙ 3 bedrooms
4.6
Excellent (22 ratings)
Chester, Bermuda, Virginia, United States
Pet-friendly
Details
Vrbo
Details
Details
House  Chester
$144 per night
House ∙ 8 guests ∙ 3 bedrooms
Chester, Bermuda, Virginia, United States
Pet-friendly
Details
Vrbo
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Vacation Homes With Terraces

Motel  Chester
$74 per night
Motel ∙ 3 guests ∙ 1 bedroom
Chester, Bermuda, Virginia, United States
Balcony/Patio
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HomeToGo
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Details
House  Chester
$109 per night
House ∙ 2 guests ∙ 1 bedroom
5.0
Outstanding (9 ratings)
Chester, Bermuda, Virginia, United States
Balcony/Patio
Details
Vrbo
Details
Details
Motel  Chester
$72 per night
Motel ∙ 2 guests ∙ 1 bedroom
Chester, Bermuda, Virginia, United States
Balcony/Patio
Details
HomeToGo
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Vacation rentals and apartments with air conditioning

Cabin  Chester
$509 per night
Cabin ∙ 6 guests ∙ 3 bedrooms
Chester, Bermuda, Virginia, United States
Air conditioning
Details
Vrbo
Details
Details
Motel  Chester
$72 per night
Motel ∙ 4 guests ∙ 1 bedroom
3.4
(50 ratings)
Chester, Bermuda, Virginia, United States
Air conditioning
Details
HomeToGo
Details
Details
Motel  Chester
$72 per night
Motel ∙ 2 guests ∙ 1 bedroom
3.4
(50 ratings)
Chester, Bermuda, Virginia, United States
Air conditioning
Details
HomeToGo
Details
Details
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Frequently Asked Questions

How much does a night in a vacation rental cost in Chester on average?

The price per night in Chester starts at $64.

Are there any vacation rentals available to book in Chester?

Our large collection of vacation homes makes it easy to filter and compare 241 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 Chester

Find the best Chester vacation rentals on Tripping.com. With over 45 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Chester range from $33 a night. Many rentals can also be booked directly online. Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 31 homes in Chester offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 23 rentals with pool or jacuzzi, or relax with the family in one of the 22 homes with cable TV. For all those pet owners with dogs or cats, Chester offers 14 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com. Search properties from 4 vacation rental sites in Chester where the top providers in that area are HRS Holidays, Agoda, and Booking.com. There are 16 HRS Holidays rentals, 11 Agoda short term rentals and 10 Booking.com vacation rentals.

Popular Day Trips Near Chester

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