
House vacation rentals in Chester
Find and book unique houses on Airbnb
Top-rated house rentals in Chester
Guests agree: these houses are highly rated for location, cleanliness, and more.

Luxury BOHO upper unit
Relax in this calm, stylish 3 bedroom/2 full bath upper level unit. Another Airbnb is in the finished basement unit. The space is completely yours and no access to the other basement unit. Only shared area is the back deck. Unit has a completely updated kitchen with stainless steal and granite. Master bedroom has a super comfy queen bed and a master bath that has a beautiful walk in shower. Guest room has another queen bed and office area has a futon. Elegance and romantic boho style throughout!

Open 2 acre, Huge yard/drive, K, K, Q bed, 2 bath
Private and spacious 3 bedroom, 2 full bath home on 2 acres. Less than 10 mins to Airport, Winery, Food and Shops Fully equipped kitchen for your cooking needs. Huge driveway and yard to turn around large vehicles, or boat trailers. Plenty of space to unwind and relax while enjoying Deer and other animals passing by. 10 minutes from Richmond Airport (RIC), VA Capital Bike Trail, River Dog Winery, local recreation park and shopping. 15 minutes to Downtown Richmond. 45 minutes to Williamsburg.

Private Garden Home w/ Large Fenced Yard + Gazebo
Experience Casa Terra, a one-of-a-kind historic home in the urban heart of Richmond, Virginia. Tucked away on a sprawling 1/3 acre property just ten minutes from downtown, this thoughtfully restored 1928 Craftsman bungalow blends timeless character with natural calm. Designed for couples, small families and furry companions, Casa Terra features a 6ft fully fenced backyard where dogs can play beneath the branches of a 100-year-old willow oak while guests unwind in the gazebo or around the fire.

Refresh, cheerful home from home.
Relax with the whole family at this peaceful place to stay. A home you surely call home . Newly renovated, professionally decorated to give you the feeling of calmness and enjoyment. Located in the heart of the Tri-cities, near Fort Lee, Southpark Shopping Center, Hopewell marina, the Crossing Shopping Center, convenient store, fast food, gas stations movie theater are minutes away. The house has spacious front, back and left side views with no adjacent neighbors on these three sides.

The Duck Blind located near RIC airport
Take it easy at this unique and tranquil getaway. Location is 8 miles to Richmond International Airport. Relax in this private and cozy 1 bed, 1 bath tiny house with a full kitchen and living space. Beautiful finishes in the newly renovated kitchen and bathroom. Spacious yard with plenty of nature to enjoy. Enjoy the fire pit under the stars. Gas/ charcoal grill available for use. High speed internet and WiFi included. Conveniently located to interstate, shops, and restaurants!

The Spruce House
The Spruce House is a cozy 1960's rancher, ideal for tourists who loves to explore historic places, traveling health workers, business and workers on special projects, sports tour for local tournaments. The simplicity of this house will welcome you during your stay. Nestled at the heart of the city, but when you look out in the windows, you will enjoy the tranquility of the countryside, the twitting of the birds in the rain forest and the backyard designed to look like a campsite.

Pristine updated rowhome with garage
*Sunday checkout at 3 pm* Located in the heart of historic Richmond and within a short walking distance to the James River, Brown's Island, Belle Isle, downtown, Altria Theatre, and VCU. This comfortable, spacious, and beautiful rowhome in eclectic Oregon Hill awaits your visit and is painstakingly furnished with Airbnb guests in mind. All of your day-to-day needs are met so you can relax and enjoy your time! - Walk score: 73, very walkable. Thanks for your consideration!

Petersburg Home away from Home
Brick rancher with Tv/xfinity flex, wifi, ring camera system/new kitchen/bathroom, totally remodeled stainless steel refrigerator, stove, microwave, and dishwasher. Central heat and AC with ceiling fans in every room. Laundry room for your convenience that leads out to a screened porch and fenced in backyard. Six miles from Fort Gregg-Adams Military Base. Four miles from Virginia State University. Seven miles from Virginia Motorsports Park.

HideawayOasis/VSU/95/FortGreggAdams/FirePT/PoolTBL
Welcome to Our Hidden Oasis! 🌿✨ This cozy retreat is designed with love and thoughtfulness, perfect for small families and intimate connections. Enjoy year-round outdoor fun—roast s’mores by the fire pit, relax on the patio, or challenge friends to a game of pool. Sleep soundly in our comfy beds and wake up refreshed for new adventures. Whether unwinding or making memories, this home is your perfect getaway. We can't wait to host you!

The Cottage in the City -Private Yard and Fire Pit
Your family will be close to everything when you stay at this peaceful, centrally-located home. This home is equipped with anything you may need during your stay! Enjoy the beautiful naturally lit living room throughout the day, or stargaze in the back yard while enjoying gentle heat from the firepit. The best part? We are a quick drive to anything you may be looking to do in Richmond and only 12 minutes to downtown center city.

Luxury stay in Prince George
Experience the ultimate blend of luxury, style, and family friendly relaxation during your stay in Prince George, Virginia. This retreat is the perfect place to create lasting memories with your loved ones. Located only 10 minutes from Fort Lee. We do allow small gatherings and events for an additional fee. Ask us how.

Single family‼️Fenced/ 3TV/3 mins to I-64 & I-95
Welcome to our peaceful and cozy house! Newly renovated in 2022! Hosts up to 8 people comfortably ! Peaceful fully fenced backyard! Enjoy the patio with fire pit! Plenty of free street parking! Minutes from everything! Pet friendly! Fully equipped kitchen with appliances!
Popular amenities for Chester house rentals
House rentals with a pool

Historic Blanton Getaway

YOU FOUND IT! Walkable paradise

A house you wish you called home

Historic Marshall House 11 plus beds

The Resort

Spacious Oasis on Monument Ave | Pool NOW OPEN

The Get-Together

Entire Home • Central Richmond • Free Parking
Weekly house rentals

Spacious home near downtown RVA

Pennwood Place - The Place to Stay!

Nala's Place

Gorgeous historic home in the heart of the Fan

Charming Retreat w/ Pool Table in Chesterfield!

Cozy Cape Close to the City!

Urban Farmhouse w/ Swings, FirePit & Putting Green

GALLERIA SOUTH minutes away from Downtown RVA!
Private house rentals

Historic retreat City Point - walk to river

Pet-Friendly in Petersburg, VA

Pink Door-Chesterfield Va

Parkside Getaway

Brand-New Boho Family Getaway!

Charming, Private Abode: Serenity in Hopewell, VA!

Recline at Timberline, Family friendly!

Exquisite Farmhouse Style Home
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- Busch Gardens Williamsburg
- Kings Dominion
- Water Country USA
- Pocahontas State Park
- Jamestown Settlement
- Greater Richmond Convention Center
- Brown's Island
- Libby Hill Park
- Colonial Williamsburg's Merchants Square
- The Poe Museum
- The National
- Virginia Holocaust Museum
- Forest Hill Park
- Altria Theater
- Science Museum of Virginia
- Hollywood Cemetery
- Children's Museum of Richmond
- Virginia State Capitol-Northwest
- American Civil War Museum
- Metro Richmond Zoo
- Jefferson Park
- The Diamond





