
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!

Cozy Carver Accommodations
You've found a rare unicorn! This ultra-cozy row home is perfectly placed just blocks from VCU, and a short walk to the Fan, Jackson Ward & downtown. It's also less than 2 miles from "Richmond's Playground": Scott's Addition. This 540 sq. ft. home is filled with midcentury accents, local art, granite countertops, stainless steal appliances & pine floors. It has everything you need to cook and do laundry. You can also park for free with our street parking pass. We welcome your well-trained pets!

Private 2 acres. Huge yard/drive. 8 min to Airport
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.

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.

Entire Historic Row House • Carytown & Museums
The Maker's Den is a charming row house in the best location. Walk 2 blocks to Carytown for unique boutiques & restaurants or head the opposite direction and visit the Virginia Museum of Fine Arts. The house is decorated with artwork from local artists and many pieces are available for purchase during your visit. You will be minutes from Maymont; lush gardens, Nature Center, historic home, and Children's Farm. Walk, bike, or drive to 30+ breweries in Scott's Addition. Experience RVA!

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!

LOCATION, LOCATION, LOCATION! BROWNSTONE TOWNHOUSE
LOCATION! COMFORTABLE BEDS AND A RELAXING MASSAGE CHAIR! This historical, beautiful townhouse is located in the heart of Richmond, Fan district! Over 20 restaurants, bars and galleries are right around the corner (walking distance, within a mile). I am 0.5 miles from VCU, 0.9 mile from Cary Street and within 2.5 miles from all other major districts. All bed sheets, pillow cases and towels are 100% cotton. Fur babies are welcome - Pet fee $50 STR-096381-2022

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!

Cozy Cape Close to the City!
Enjoy a relaxing experience in a quiet neighborhood conveniently located less than a 10 minute drive to the city! This location is perfect for any traveling nurses who are going to McGuire VA hospital or anyone looking to experience all that the city of Richmond has to offer! Located right outside of the city and close to several highways it is a great location for everyone looking to stay in the area!

Classic Comfort, Minutes from Downtown RVA
Welcome to our charming 3-bedroom vintage retreat minutes away from historic Downtown Richmond, Virginia! Step into a bygone era as you cross the threshold of this thoughtfully designed home, where classic charm meets modern comfort. Our home is a tribute to the timeless beauty of yesteryears. It is just minutes from Richmond International Raceway, Convention Center, VCU, UR, and Richmond Airport!

GALLERIA SOUTH minutes away from Downtown RVA!
Welcome to our stylish Galleria inspired home, in South Side Richmond VA. You will experience a true essence of local artists and how they inspire our community! Galleria South is centrally located for everything in Richmond Virginia. We are only 5 minutes away from the James River and Forest Hill. And located about 10 minutes from Church Hill, Downtown, Carytown, The Fan, & Museum District!
Popular amenities for Chester house rentals
House rentals with a pool

Spacious and Cozy Oasis on Monument Avenue

The Get-Together

Historic Blanton Getaway

Central Richmond Home

A house you wish you called home

The Resort

Richmond Home with Pool, 5 Mi to Downtown!
Weekly house rentals

Cozy 3-Bedroom Home - Minutes to Downtown Richmond

Spacious home near downtown RVA

Calm Townhouse Steps from Byrd Park Lake, Carytown

Charming Retreat w/ Pool Table in Chesterfield!

The Duck Blind located near RIC airport

Charming, Private Abode: Serenity in Hopewell, VA!

1830's House in Historic Old Towne Petersburg, VA

The Villa on Falling Creek.
Private house rentals

Charming Northside Retreat

2-Bedroom oasis in Chesterfield

Pennwood Place - The Place to Stay!

Historic Church Hill Home

Gorgeous new home in Churchill, 2 bed, 2 bath

Parkside Getaway

The Cozy House

Brand-New Boho Family Getaway!
When is the best time to visit Chester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$15,264 GYD | G$16,728 GYD | G$10,873 GYD | G$15,055 GYD | G$16,728 GYD | G$18,819 GYD | G$11,291 GYD | G$10,873 GYD | G$10,037 GYD | G$12,128 GYD | G$10,664 GYD | G$15,683 GYD |
| Avg. temp | 4°C | 5°C | 9°C | 15°C | 19°C | 24°C | 26°C | 25°C | 22°C | 16°C | 10°C | 5°C |
Quick stats about house rentals in Chester

Total vacation rentals
Explore 30 vacation rentals in Chester

Nightly prices starting at
Chester vacation rentals start at G$8,364Â GYD per night before taxes and fees

Verified guest reviews
Over 550 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Chester vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chester rentals

4.8 Average rating
Chester stays are highly rated by guests—averaging 4.8 out of 5!
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- Busch Gardens Williamsburg
- Carytown
- Kings Dominion
- Water Country USA
- Pocahontas State Park
- Jamestown Settlement
- Brown's Island
- Libby Hill Park
- Science Museum of Virginia
- The Poe Museum
- Hollywood Cemetery
- Greater Richmond Convention Center
- Forest Hill Park
- Altria Theater
- Children's Museum of Richmond
- Virginia Holocaust Museum
- Colonial Williamsburg's Merchants Square
- Virginia State Capitol-Northwest
- American Civil War Museum
- The National




