Chester, VA Vacation Rentals

Our Favorite Vacation Rentals in Chester

  • Private apt just off I-95 near Fort Lee & VSU
     Home/Apartment
    HolidayLettings
    From
    $79
  • NEW! Petersburg Apt. w/ WiFi - Walk to Old Towne!
     Home/Apartment
    HolidayLettings
    From
    $183
  • NEW! Petersburg Apt. w/Balcony, Walk to Old Towne!
     2br Home/Apartment
    HolidayLettings
    From
    $220
  • The "Cookie B", Private, Cozy and One of a Kind
    ExcellentHome/Apartment
    Airbnb
    From
    $130
  • Cozy, Fully Equipped RV - Cedar Crest on The James
    Excellent2br Home/Apartment
    Airbnb
    From
    $154
  • Lucy Long Lane
    Excellent3br Home/Apartment
    Airbnb
    From
    $145
  • 4 bedroom Charm with flowing creek (Ft Lee , VSU)
    Excellent4br Home/Apartment
    Airbnb
    From
    $225
  • 1 bedroom/bathroom/sunroom/living/private entrance
    ExcellentHome/Apartment
    Airbnb
    From
    $62

Check prices for these upcoming dates

Chester Vacation Rentals with Wi-Fi

  • Welcoming Hopewell Unit by Fort Lee/ Richmond I-95
    GoodHome/Apartment
    Airbnb
    From
    $64
  • Enjoy Breezes on the James River
    Excellent2br Home/Apartment
    Airbnb
    From
    $234
  • Cute Bungalow Near Ft Lee Base
    Good2br Home/Apartment
    Airbnb
    From
    $192
  • Home away from home
     4br Home/Apartment
    Airbnb
    From
    $339

Chester Pet-Friendly Vacation Rentals

  • Fulton house for outdoor lovers and dogs, 3 bdrm
    Excellent3br Home/Apartment
    Airbnb
    From
    $136
  • COZY BUNGALOW DOWNTOWN RICHMOND
    Good3br Home/Apartment
    Airbnb
    From
    $99

Chester VA Travel Guide

Situated between the James and Appomattox Rivers, Chester, Virginia is both rich in history and experiences in the great outdoors.

Things to Do in Chester VA

Top things to do include hiking and picnicking at R. Garland Dodd Park at Point of Rocks, taking a step back in time at the interactive Henricus Historical Park, and exploring nature at the Dutch Gap Conservation Area.

Best Time to Visit Chester VA

The best tim eto visit Chester is from late May to late June and from early August to early October.

Price and Availability in Chester

Most expensive
Most availability
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The cheapest day to stay at a vacation rental in Chester tends to be Monday, while the most expensive day tends to be Saturday. Vacation homes in Chester tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Chester is in November, while the cheapest month is in May. The most popular time to book a vacation rental in Chester is in the high season in April. Chester has its low season in September, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Chester

Rainy days
93 º57
4
90 º28
5
72 º21
6
68 º16
3
71 º-1
3
80 º14
2
82 º23
2
84 º27
3
92 º39
6
96 º58
8
95 º53
5
94 º54
4
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Rainy days

This climate histogram shows you the weather patterns in Chester. The hottest month in Chester is July, when temperatures peak at 96 ˚F. The coolest month is December, when temperatures drop to -1 ˚F. The wettest month in Chester is July with 7.52 inches of rain, while the driest month is November with 2.24 inches of rain.

What Expert Travelers Think

  • — When I first opened up the AllTheRooms.com site, I was impressed right away... When I’m traveling, I don’t like to waste time searching multiple engines for accommodations, it gets overwhelming and frustrating fast. I want a unique, comfortable stay for the best deal

    Kaelin
    KaelinKindly Kae
  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

    Daniella Flores
    Daniella FloresILIKETODABBLE
  • — I love All the Rooms because instead of having to check one place for home rentals, another for hotel, another for bed and breakfasts, and yet another for a room rental in a private residence, I can finally see EVERYTHING at one site; saving me considerable time

    Jeff Campbell
    Jeff CampbellMiddle Class Dad

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