Find Vacation Rentals in Chester

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Popular Chester Vacation Rentals

Find the perfect Chester vacation rental

House Chester
from $538 per night
House ∙ 12 guests ∙ 5 bedrooms

418 m² House

5.0
Outstanding(1 rating)
Chester, Bermuda, Virginia, United States
Details
Private room Chester
from $30 per night
2 guests ∙ 1 bedroom

Private room

Chester, Bermuda, Virginia, United States
Details
Private room Chester
from $48 per night
2 guests ∙ 1 bedroom

Private room

Chester, Bermuda, Virginia, United States
Details
House Chester
from $388 per night
House ∙ 3 guests ∙ 3 bedrooms

149 m² House

Chester, Bermuda, Virginia, United States
Details
Cottage Chester
from $655 per night
Cottage ∙ 12 guests ∙ 5 bedrooms

418 m² Cottage

Chester, Bermuda, Virginia, United States
Details
House Chester
from $233 per night
6 guests ∙ 2 bedrooms

House

Chester, Bermuda, Virginia, United States
Details
House Chester
from $544 per night
House ∙ 12 guests ∙ 6 bedrooms

418 m² House

Chester, Bermuda, Virginia, United States
Details
Motel Chester
from $68 per night
4 guests ∙ 1 bedroom

Motel

Chester, Bermuda, Virginia, United States
Details
Motel Chester
from $76 per night
2 guests ∙ 1 bedroom

Motel

Chester, Bermuda, Virginia, United States
Details
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Pet-Friendly Homes and Apartments

Houseboat  Chester
from $115 per night
Houseboat ∙ 4 guests ∙ 2 bedrooms

33 m² Houseboat

4.8
Outstanding(236 ratings)
Chester, Bermuda, Virginia, United States
Pet-friendly
Details
House  Chester
from $169 per night
House ∙ 6 guests ∙ 3 bedrooms

130 m² House

4.7
Excellent(67 ratings)
Chester, Bermuda, Virginia, United States
Pet-friendly
Details
House  Chester
from $158 per night
House ∙ 8 guests ∙ 3 bedrooms

125 m² House

5.0
Outstanding(9 ratings)
Chester, Bermuda, Virginia, United States
Pet-friendly
Details
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Vacation rentals with a balcony

House  Chester
from $283 per night
House ∙ 6 guests ∙ 3 bedrooms

239 m² House

Chester, Bermuda, Virginia, United States
Balcony
Details
Houseboat  Chester
from $160 per night
Houseboat ∙ 4 guests ∙ 1 bedroom

28 m² Houseboat

4.7
Excellent(6 ratings)
Chester, Bermuda, Virginia, United States
Balcony
Details
Houseboat  Chester
from $155 per night
Houseboat ∙ 4 guests ∙ 2 bedrooms

17 m² Houseboat

5.0
Outstanding(17 ratings)
Chester, Bermuda, Virginia, United States
Balcony
Details
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Vacation Homes With Terraces

House  Chester
from $193 per night
House ∙ 8 guests ∙ 3 bedrooms

145 m² House

Chester, Bermuda, Virginia, United States
Balcony/Patio
Details
Motel  Chester
from $76 per night
2 guests ∙ 1 bedroom

Motel

Chester, Bermuda, Virginia, United States
Balcony/Patio
Details
Houseboat  Chester
from $188 per night
4 guests ∙ 1 bedroom

Houseboat

4.7
Excellent(13 ratings)
Chester, Bermuda, Virginia, United States
Balcony/Patio
Details
Show more

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 $30.

Are there any vacation rentals available to book in Chester?

Our large collection of vacation homes makes it easy to filter and compare 299 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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