Find short term rentals in Chester, VA at the best prices
26 available short term rental offers
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Best Short term and Weekly rentals in Chester, VA
9.4 7 reviews
Chester, VA
02/07 – 05/07
$375/nighttotal: $1125 (3 )
11 Mi To Fort Lee: 30-acre Retreat W/ Scenic Views
2 4
apartment , Matoaca
This Matoaca self-catering apartment, situated 3.2 kilometres from Petersburg city centre and 19 kilometres from Lake Chesdin, offers easy access to Fort Lee. The two-bedroom, one-bathroom property sleeps six guests and includes a full kitchen, washer/dryer, a private in-law suite, on-site parking for up to five vehicles, and access to a 30-acre property with hiking trails.
Chester, VA
23/06 – 25/06
$489/nighttotal: $978 (2 )
Near Hospitals & Attractions: Richmond Getaway!
3 2
apartment , Bensley
This Bensley flat is situated in Richmond, 16 kilometres from the Altria Theater and Virginia Holocaust Museum, and 16 kilometres from the airport. This three-bedroom, two-bathroom property offers 139 square metres of living space for up to six guests, featuring a pet-friendly garden, a deck with outdoor seating and a grill, and is conveniently located near Pocahontas State Park and Dutch Gap Conservation Area.
9.6 35 reviews
Chester, VA
23/06 – 25/06
$67/nighttotal: $134 (2 )
Cozy Bedroom
1 2
apartment , Chester
This one-bedroom flat in Chester, Virginia, is located within a 5-minute drive of the local shopping district and a 20-minute drive from Downtown Richmond. This accommodation includes parking and a kitchen, and is conveniently situated for exploring Chester and the wider Richmond metropolitan area, with Richmond International Airport (RIC) a 25-minute drive away.
Chester, VA
23/06 – 25/06
$160/nighttotal: $320 (2 )
Off Grid Tiny Home On Wheels
1 2
cabin , Chester
Percy The Van, a self-sufficient tiny home on wheels, offers off-grid accommodation near Chester, providing easy access to the city's attractions. This unique 1-bedroom dwelling sleeps 2 guests, boasting a fully equipped kitchen, air conditioning, parking, and internet access, alongside solar and water systems, and backup hook-ups.
10 394 reviews
Chester, VA
18/11 – 22/11
$104/nighttotal: $416 (4 )
Travel And Explore, Enjoy This Home With Heart
2 2
apartment , Chester
This Chester guest house enjoys a peaceful cul-de-sac location, 5.6km from Interstate 95, offering easy access to Richmond, Petersburg, and Fort Lee within a 20-minute drive. The 600 sq ft private upstairs area comprises two bedrooms, a loft, and a bathroom, sleeping up to four guests, with added amenities including a small refrigerator, microwave, and coffee maker; a cot and extra twin bed are available.
9.9 178 reviews
Chester, VA
18/11 – 22/11
$270/nighttotal: $1080 (4 )
Peaceful, Relaxing Home.
1 2
apartment , Chester
This Chester apartment, conveniently located near Walmart, Kroger, and the Cinema Cafe, offers easy access to Chester's amenities. Sleeping up to seven guests, this three-bedroom, two-bathroom property includes a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, air conditioning, parking, and excellent guest reviews.
The Happy Chestnut guest house is peacefully located in a Chester residential neighbourhood on a quiet cul-de-sac, offering easy access to the city centre and its historical attractions. This en-suite room offers a queen-size bed, 55" Smart TV, and access to a shared kitchen and laundry facilities, accommodating up to two guests and perfect for longer stays.
9.1 31 reviews
Chester, VA
23/06 – 25/06
$128/nighttotal: $256 (2 )
Clean & Quiet Private Room • Tv • Cozy Stay
1 2
apartment , Meadowbrook
This Meadowbrook guesthouse offers a peaceful escape near local attractions and grocery stores, providing a convenient yet secluded setting. The single-bedroom, en-suite guest house features a fully equipped kitchen, parking, and air conditioning, comfortably accommodating one guest and offering a tranquil retreat amidst the sounds of nature.
10 16 reviews
Chester, VA
02/07 – 05/07
$735/nighttotal: $2205 (3 )
Glamorous 4br Home, Office & Large Yard Near Ric
4 4
apartment , Meadowbrook
This Meadowbrook apartment, located in Chesterfield, is approximately 29 kilometres from Richmond International Airport and offers easy access to Carytown and the Virginia Museum of Fine Arts. The four-bedroom, two-and-a-half-bathroom property sleeps eight guests, features a fully equipped kitchen, private patio, large fenced garden, driveway parking for six cars, and is close to local parks.
9.6 87 reviews
Chester, VA
18/11 – 22/11
$344/nighttotal: $1376 (4 )
Recline At Timberline, Family Friendly!
1 2
apartment , Chester
This three-bedroom apartment is conveniently located just 1.6 kilometres from Interstate 95 and 1.6 kilometres from SouthPark mall in Colonial Heights, offering easy access to both Chester and Colonial Heights. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience. The apartment comfortably accommodates up to six guests and features a spacious layout with three bedrooms, an office, and a large living area. It is fully equipped with modern amenities, including a kitchen with a fridge, microwave, dishwasher, and washing machine, a garden with a playset, and a screened-in porch for relaxing outdoors.
9.5 33 reviews
Chester, VA
02/07 – 05/07
$628/nighttotal: $1884 (3 )
Cozy Chesterfield 3 Bedroom
1 4
apartment , Richmond
This Richmond property, perfect for families, is a three-bedroom, one-bathroom house sleeping six, and offers convenient parking. The self-catering holiday home includes a kitchen with fridge, microwave, and dishwasher, plus air conditioning, internet access, and welcomes pets.
10 6 reviews
Chester, VA
18/11 – 22/11
$172/nighttotal: $688 (4 )
One Peaceful Journey 2
1 2
apartment , Enon
This second-floor flat in Enon is located in a tranquil area, offering easy access to local shops and restaurants within 500 meters. This one-bedroom, one-bathroom apartment accommodates two guests and features a kitchen, air conditioning, and internet, providing a private and comfortable space for your stay.
Best family friendly Chester, VA Short term rentals
Among the 26 accommodations in Chester, VA, here are the 4 best family friendly rentals
9.8 10 reviews
Chester, VA
02/07 – 05/07
$838/nighttotal: $2514 (3 )
One-of-a-kind Log Cabin With River Access
1 4
cabin , Enon
This Enon, Virginia riverside lodge boasts direct access to the James River, with kayaks, stand-up paddleboards and a boat launch, and is situated directly opposite Deep Bottom Park. The spacious three-level log cabin sleeps five guests across four bedrooms and three bathrooms, offering two living areas, a modern kitchen with state-of-the-art appliances, a playroom, and abundant outdoor amenities including double porches, a gazebo, swings, and a fire pit.
10 1 review
Chester, VA
02/07 – 05/07
$450/nighttotal: $1350 (3 )
Gnome Sweet Home: Hopewell Hideout!
3 4
apartment , Hopewell
This pet-friendly apartment in Hopewell is conveniently located a 3-minute drive from the historic Beacon Theatre and a 5-minute drive from the Appomattox River, with nearby attractions including Weston Plantation and Swaders Sports Park. This 3-bedroom, 2-bathroom holiday home accommodates up to 6 guests and features a private garden, terrace, Wi-Fi, air conditioning, and a barbecue, making it ideal for families and travellers with pets seeking a comfortable stay in the area.
8.2 9 reviews
Chester, VA
02/07 – 05/07
$1090/nighttotal: $3270 (3 )
Karters Colonial
1 4
apartment , Rockwood
This spacious four-bedroom Colonial house in North Chesterfield, Rockwood, offers convenient access to local bars, restaurants, and shopping malls. The property features a fully equipped kitchen, in-house laundry, a private deck with grill, and a furnished garage with styling chair and station, accommodating up to eight guests.
10 43 reviews
Chester, VA
18/11 – 22/11
$90/nighttotal: $360 (4 )
Quiet Private Queen Room · Clean · Laundry Access
1 2
apartment , Chester
The Happy Chestnut guesthouse is peacefully situated in a residential area of Chester, offering ample off-street parking and convenient access to the city centre. This Chester guest house features a fully furnished private room with a queen-size bed, 55" Smart TV, and access to a shared bathroom, kitchen, and laundry facilities, comfortably accommodating two guests.
Best Chester, VA lodging with a kitchen
9.3 24 reviews
Chester, VA
18/11 – 22/11
$334/nighttotal: $1336 (4 )
Game Room + Yard: Updated House In Chester!
3 2
apartment , Chester
This Chester holiday home is situated in a tree-lined area, approximately 30 kilometres from Richmond city centre. The three-bedroom, two-bathroom property sleeps six, boasting a private garden, game room with foosball and poker tables, keyless entry, driveway parking for four cars, and a fully equipped kitchen including a dishwasher, microwave, and fridge.
Chester, VA
02/07 – 05/07
$733/nighttotal: $2199 (3 )
Inviting New 3br Retreat | Between Two Ponds
3 4
apartment , Hopewell
This newly renovated 3-bedroom, 2-bathroom residence in Prince George, Virginia, offers a tranquil setting between two scenic ponds, located just 5 kilometres from Ft. Gregg-Adams. This pet-friendly holiday let comfortably accommodates up to 7 guests, featuring a modern kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace/balcony, garden, and parking, with nearby attractions including Beacon Theatre and Henricus Historical Park.
Chester, VA
02/07 – 05/07
$318/nighttotal: $954 (3 )
Lisa's Ranch In Richmond
2 4
apartment , Richmond
This two-bedroom flat in Richmond's South Garden district is a 12-minute drive from Broad Street's shops and eateries and a 13-minute drive from the Greater Richmond Convention Centre, with onsite parking provided. This 93 square metre residence accommodates up to four guests and features air conditioning, a fireplace, a fully equipped kitchen with a microwave and fridge, and an in-unit washer and dryer, offering convenient access to the American Civil War Centre at Historic Tredegar and the Canal Walk.
10 4 reviews
Chester, VA
02/07 – 05/07
$684/nighttotal: $2052 (3 )
Elegant Retreat: Spacious With Outdoor Fireplace
4 4
apartment , Sandston
This Sandston residence is located in the Richmond area, a stone's throw from the Virginia Capital Trail and Dorey Park, offering excellent access to local attractions and cycling routes. This spacious four-bedroom flat accommodates up to ten guests, featuring two bathrooms, multiple living areas, a fully equipped kitchen, a private fenced garden with a patio and fire pit, and modern amenities such as Roku Smart TVs and keyless entry.
Frequently Asked Questions about short term rentals in Chester, VA
What are the best short term rentals in Chester, VA?
This Chester guesthouse, situated in [Insert Specific District/Area of Chester, Virginia, if available; otherwise remove this section], offers a convenient base for exploring the historic city. The one-bedroom, one-bathroom guest house sleeps two, features a large kitchen, family room, and screened porch (in season), and includes Wi-Fi, air conditioning, and parking.
9.0 2 reviews
Chester, VA
18/11 – 22/11
$396/nighttotal: $1584 (4 )
Game Room + Yard: Updated House In Chester!
3 2
apartment , Chester
This Chester holiday home is situated in a quiet neighbourhood, approximately 9.6km from Point of Rocks Park and Historic Old Towne Petersburg, offering easy access to other local attractions. The 125 square metre property boasts three bedrooms, two bathrooms, sleeping up to six guests, and features a fully equipped kitchen, a games room with foosball and poker tables, and a private garden.
9.7 34 reviews
Chester, VA
18/11 – 22/11
$472/nighttotal: $1888 (4 )
Charming Retreat W/ Pool Table In Chesterfield!
1 2
apartment , Chester
This three-bedroom, two-bathroom apartment in Chesterfield, Virginia, offers accommodation for up to eight guests and is situated in the Chesterfield district, providing convenient access to local amenities. The property features a fully equipped kitchen with island seating, a rec room with a pool table, a master suite with a king bed, a spacious deck with a grill, multiple Roku TVs, a split-level layout, a laundry nook, and a walk-in shower in the downstairs bathroom, ensuring a comfortable and entertaining stay.
10 8 reviews
Chester, VA
02/07 – 05/07
$369/nighttotal: $1107 (3 )
Gnome Sweet Home: Hopewell Hideout!
1 4
apartment , Hopewell
This recently renovated two-storey flat is located in a residential area of Hopewell, offering proximity to the Appomattox Riverwalk, historic sites, and local eateries within a 500-meter radius. This family-friendly property accommodates up to six guests with three bedrooms and two bathrooms, featuring a modern kitchen with granite countertops and stainless steel appliances, air conditioning, a garden, parking, and a screened-in porch.
Best Chester, VA lodging with air conditioning
10 19 reviews
Chester, VA
18/11 – 22/11
$328/nighttotal: $1312 (4 )
Parkside Getaway
1 2
apartment , Chester
This waterfront flat is situated within a national park, 32 kilometres from the centre of Richmond and 5 kilometres from waterfront dining and boat rental facilities. This one-bedroom flat for two guests offers a private pond for canoeing, a fire pit, on-site parking, air conditioning, and a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher.
9.5 21 reviews
Chester, VA
18/11 – 22/11
$67/nighttotal: $268 (4 )
Bedroom With Loft, Private Bath
1 2
apartment , Chester
This Chester, Virginia flat is situated 5 minutes by car from the shopping district, 20 minutes from Richmond's city centre, and 25 minutes from Richmond International Airport. This one-bedroom flat with two bathrooms accommodates one guest and offers parking and a kitchen, providing convenient access to Chester's local amenities and the wider Richmond metropolitan area.
This charming apartment is situated in Henrico, just a short drive from the James River and within easy reach of Richmond's attractions, including Fort Brady, a historic Civil War site. It has received excellent ratings for its location, cleanliness, and overall experience. The apartment is a spacious log cabin with two queen beds, two twin beds, and a futon in the loft, comfortably accommodating up to eight guests. It features a well-equipped kitchen, a living room with a smart TV, a porch with swings and rocking chairs, a back porch with a charcoal grill, and a loft area with an adjustable desk and a bookshelf.
9.3 3 reviews
Chester, VA
23/06 – 25/06
$196/nighttotal: $392 (2 )
Cozy Basement Studio Room W/ A Private Bath
1 2
apartment , Chester
This newly built basement studio in Richmond offers a private and cozy living space with an independent entrance, situated in a tranquil, newly developed residential area with excellent connectivity to major highways for effortless travel. The accommodation is ideal for up to 3 guests, featuring a dedicated kitchenette with a microwave, mini fridge, and coffee maker, alongside a private bathroom, making it a practical base for exploring Richmond.