House
4 Bedrooms
6 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $312/Night
7 Nights - US $2,187
Chester, VA Villa Rentals
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Compare Villas, Resorts, & Rentals in Chester
House
9.0(1 Review)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
Internet
Sports/Activities
US $336/Night
7 Nights - US $2,350
Cottage
1 Bedroom
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $346/Night
7 Nights - US $2,422
House
10.0(1 Review)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $244/Night
7 Nights - US $1,708
House
2 Bedrooms
3 Guests
- Parking
Pool- Internet
Wellness Facilities
US $379/Night
7 Nights - US $2,653
House
9.0(4 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $337/Night
7 Nights - US $2,361
House
2 Bedrooms
3 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $394/Night
7 Nights - US $2,756
House
2 Bedrooms
6 Guests
Hot Tub- Parking
- Kitchen
- Air Conditioner
US $303/Night
7 Nights - US $2,121
House
4 Bedrooms
7 Guests
- Kitchen
- Air Conditioner
- Internet
Pet Friendly
US $258/Night
7 Nights - US $1,805
Luxury Places to Stay in Chester
Over 50+ Luxury Places to Stay in or Near Chester
House
3 Bedrooms
5 Guests
- Air Conditioner
- Internet
- Pet Friendly
Child Friendly
US $231/Night
7 Nights - US $1,619
House
4 Bedrooms
8 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $228/Night
7 Nights - US $1,599
Hotel
9.6(32 Reviews)
- Child Friendly
Laundry- Wellness Facilities
Guest Services
US $220/Night
7 Nights - US $1,543
US $208/Night
7 Nights - US $1,458
House
9.4(56 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $200/Night
7 Nights - US $1,399
Hotel
8.6(19 Reviews)
Private Pool- Pool
- Child Friendly
Wheelchair Accessible
US $195/Night
7 Nights - US $1,362
US $192/Night
7 Nights - US $1,341
US $191/Night
7 Nights - US $1,334
Hotel
9.0(139 Reviews)
- Parking
- Air Conditioner
- Child Friendly
- Wellness Facilities
US $190/Night
7 Nights - US $1,327
Top-Rated Villas with a Pool in Chester
Over 13+ Top-Rated Private Villas with a Pool in or Near Chester
Hotel
9.6(83 Reviews)
- Private Pool
- Pool
- Internet
- Pet Friendly
US $137/Night
7 Nights - US $962
US $159/Night
7 Nights - US $1,113
US $116/Night
7 Nights - US $813
Hotel
8.4(580 Reviews)
Breakfast- Parking
- Pool
- Balcony/Terrace
US $145/Night
7 Nights - US $1,018
US $188/Night
7 Nights - US $1,317
Hotel
7.8(281 Reviews)
- Private Pool
- Pool
- Air Conditioner
- Child Friendly
US $154/Night
7 Nights - US $1,078
Hotel
7.8(204 Reviews)
EV Charge Station- Parking
- Pool
- Air Conditioner
US $118/Night
7 Nights - US $826
Hotel
7.3(1006 Reviews)
- Private Pool
- Hot Tub
- Breakfast
- Parking
US $84/Night
7 Nights - US $585
US $78/Night
7 Nights - US $543
Pet-Friendly Villas in Chester
Over 9+ Pet-Friendly Private Villas in or Near Chester
House
5.0(4 Reviews)
4 Bedrooms
8 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $510/Night
7 Nights - US $3,570
Hotel
8.7(134 Reviews)
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $142/Night
7 Nights - US $994
US $115/Night
7 Nights - US $806
US $103/Night
7 Nights - US $718
Hotel
7.7(125 Reviews)
- Parking
- Kitchen
- Air Conditioner
- Internet
US $101/Night
7 Nights - US $707
US $80/Night
7 Nights - US $560
US $62/Night
7 Nights - US $435
US $51/Night
7 Nights - US $357
US $79/Night
7 Nights - US $554
Large Private Villas in Chester
Over 1+ Large Villas in or Near Chester for Groups and Families
House
5 Bedrooms
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $612/Night
7 Nights - US $4,287
Wheelchair Accessible Holiday Homes in Chester
Over 8+ Wheelchair Accessible Villas and Holiday Homes in or Near Chester
Hotel
7.8(77 Reviews)
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $131/Night
7 Nights - US $919
Hotel
8.4(658 Reviews)
- Parking
- Kitchen
- Air Conditioner
- Internet
US $111/Night
7 Nights - US $780
Hotel
7.6(229 Reviews)
- Parking
- Kitchen
- Air Conditioner
- Internet
US $94/Night
7 Nights - US $661
Hotel
8.2(1002 Reviews)
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $114/Night
7 Nights - US $798
US $89/Night
7 Nights - US $624
Hotel
5.6(161 Reviews)
- Air Conditioner
- Internet
- Wheelchair Accessible
Accessibility
US $60/Night
7 Nights - US $422
Hotel
5.6(13 Reviews)
- Air Conditioner
- Internet
- Child Friendly
- Wheelchair Accessible
US $61/Night
7 Nights - US $427
Hotel
5.5(231 Reviews)
- Parking
- Balcony/Terrace
View- Air Conditioner
US $76/Night
7 Nights - US $530
Chester Villas, Airbnb and Holiday Homes Under $200
Over 11+ Chester Private Villas, Airbnb and Holiday Homes Under $200
House
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $146/Night
7 Nights - US $1,022
Hotel
6.4(232 Reviews)
- Parking
- Kitchen
- Air Conditioner
- Internet
US $82/Night
7 Nights - US $573
Hotel
9.6(60 Reviews)
- Kitchen
- Air Conditioner
- Child Friendly
- Laundry
US $163/Night
7 Nights - US $1,141
Apartment
5.0(2 Reviews)
1 Bedroom
4 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $140/Night
7 Nights - US $980
Apartment
5.0(2 Reviews)
1 Bedroom
6 Guests
- Kitchen
- Air Conditioner
- Child Friendly
Bedding/Linens
US $120/Night
7 Nights - US $840
House
3 Bedrooms
7 Guests
- Hot Tub
- Parking
Spa- Kitchen
US $150/Night
7 Nights - US $1,050
Apartment
1 Bedroom
1 Guest
- Private Pool
- Pool
- Air Conditioner
- Laundry
US $95/Night
7 Nights - US $665
US $84/Night
7 Nights - US $587
House
2 Bedrooms
2 Guests
- Air Conditioner
- Internet
- Laundry
- Bedding/Linens
US $163/Night
7 Nights - US $1,141
Instantly Bookable Villa Rentals in Chester
Over 1+ Instantly Bookable Private Villas in or Near Chester
House
3 Bedrooms
6 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $261/Night
7 Nights - US $1,827
Book a Last Minute Place to Stay in Chester
About Chester Vacation Rentals
There are more than 59 incredible getaway rentals that are available in Chester. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Chester.
BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Chester, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Chester. Places to stay near Chester are 693.48 ft² on average, with prices averaging US $185 a night.
BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Chester. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods Chester, VA
There are 34 hotels in Chester and 23 rentals
- Prices for a holiday home in Chester start at US $51
- Top rated vacation home in Chester is Exhibit 804: Richmond’s Artsy RV - Glamping Escape
- Most popular short term in Chester is Country Inn & Suites by Radisson, Chester, VA
- Cheapest place to stay in Chester is Rodeway Inn Colonial Heights I-95
- Most expensive holiday rental in Chester is Remote Work-Friendly Meadowville Landing Getaway
Recently Booked Hotels, Resorts, or Rentals in Chester
Frequently Asked Questions About Chester?
What are the top hotels or resorts in Chester?
We provide an array of great vacation destinations in Chester. If you are looking to stay in or around the Chester area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Chester:
- Exhibit 804: Richmond’s Artsy RV - Glamping Escape
- Hampton Inn By Hilton Richmond Chester, VA
- Hampton Inn by Hilton Richmond Chester
- Home2 Suites by Hilton Richmond Chester
- Family friendly! Recline at Timberline.
- Residence Inn Marriott Chester
- Candlewood Suites Chester Richmond by IHG
- Game Room + Yard: Updated House in Chester!
- Game Room + Yard: Updated House in Chester!
- Homewood Suites by Hilton Chester
Which hotel or resort in Chester is best for families?
Searching for a family-friendly getaway in Chester? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.
How many hotels, resorts, or rentals are available in Chester?
BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 59 in the Chester area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Chester.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| North Chesterfield Rental Villas and Private Getaways in Richmond, Virginia | 206 |
