
Vacation rentals in Chesterfield County
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Chesterfield County
Guests agree: these stays are highly rated for location, cleanliness, and more.

Heron Rock: Lakefront Cottage on Lake Chesdin
Enjoy peaceful lakefront living at Heron Rock Cottage, where you can stroll through the woods, swim or fish off the dock, paddle the lake in kayaks, or simply relax and enjoy the wildlife and beautiful sunsets. Situated on 6 acres in Dinwiddie County, this newly renovated cottage includes 2 bedrooms, full bath, full kitchen, living room with fireplace and private patio with dining area. Your stay includes full access to the grounds and dock and you are welcome to tie up a boat if you bring one.

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!

Green Door Escape
Forget your worries in this spacious and serene space. Enjoy a comfortable stay with a private entrance, separate from the main house, with parking at your front door. Privacy prevails! A comfortable home away from home. Access to a lush garden. Queen bed, private en-suite bathroom with shower. Fitted kitchen: Induction-stove ( two plate), Air-fry Microwave, Coffee maker, and Refrigerator. Crockery, cutlery, cookware and utensils, provided. Basic cleaning supplies. Linen changed weekly.

Lulu's Peaceful Cottage
Enjoy a relaxing stay at this great located cottage. Lulu's Peaceful cottage is brand new, stylishly decorated for comfort. Private little cottage in a park like setting amongst trees & nature. Inside is an equipped kitchenette, coffee/tea bar, & is meal prep friendly. Relax in the soaking tub, or shower if you prefer. Lulu's is close to everything. Shopping, gyms, parks, & recs, hospitals, museums, & airport, and just a few miles from all major highways. Easy driveway parking & keyless entry.

Adorable 1-bedroom guesthouse
Adorable guest house located above the detached garage on same property as the main house. Perfect for traveling healthcare workers needing monthly stay or quick trips for tourists visiting RVA. All basic cookware and toiletries provided. Guests have private entrance, free parking, and contactless check in. 9min to chesterfield town center 10min to westchester commons 10min to Johnston Willis hospital 15min to st. Francis medical center 17 min to Chippenham 20 min to river city sportsplex

Chateau Midlothian Retreat Suite
The perfect guest suite waiting to great you to relax in this cozy retreat. Full renovation completed in 2022, including all new furnishings. As an Airbnb traveler, I focused on a clean, comfortable space that guests enjoy and recommend to others. The Chateau Midlothian Suite Retreat is limited to two adult guests with reservations. No other outside guests are permitted. All guests must have their identity verified through Airbnb with at least two reviews to make reservations.

Private guest apt on creek w/ patio & fire feature
“The Nest” is a completely private, ground level “basement” apartment. 15 minutes from downtown Richmond & 18 minutes to Pocahontas State Park, this space offers a peaceful, conveniently located, retreat. Private entrance, cozy patio, & large yard- all creek side and professionally designed. Laundry in unit, high speed internet, Smart TV. Yard is wooded and private. Many restaurants and tons of shopping within 5 min of the house, and 2.5 miles from highway access.

Gorgeous Creek View from your Private Eyrie
Enjoy a relaxing view of Falling Creek from the second floor apartment with a private entrance and balcony. The wall of windows overlooks a secluded backyard with visiting deer, heron, owls, and other wildlife. Sit by the pond, creek or fire pit. The property offers off street parking in a safe neighborhood which is located 20 minutes from downtown Richmond, 10 mins to Midlothian and Chesterfield, 3 mins to Swim RVA. 15 mins to the airport or train station.

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 Hideaway guest suite
"The Hideaway" is a spacious and cozy, ground level basement guest suite with easy access to everything in Midlothian. This space offers a convenient, private entrance from the driveway, washer/dryer, high speed internet, 65" smart tv with free Peacock, Netflix, Hulu, Disney, ESPN, Max, Discovery Plus, Paramount, Prime Video, to just name a few. Shared access to the fenced in back yard with a grill and firepit.

The Creekside Cool Bus
Experience the ultimate glamping adventure in our converted school bus! Nestled on 5 acres of land, the campsite features lush woods and a creek. Enjoy the peace and quiet of nature with the comfort of a home away from home. Our skoolie is the perfect basecamp for outdoor adventures-just 30 minutes to Richmond and 5 minutes from the nearest trailhead at Pocahontas State Park with pass included.

Serenity 1 King Bed/Pool, Moseley, VA
Kick back and relax in this calm, stylish space located on the 2nd floor. Enjoy everything from swimming and tennis to championship golf. Just 20 minutes from downtown Richmond, near plenty of shopping, entertainment, nearby beaches, mountains, parks and Richmond International Airport.
Popular amenities for Chesterfield County vacation rentals
Other great vacation rentals in Chesterfield County

Comfort & Style Near Fort Lee and VSU

Cozy Room in a warm Family Home

Shared home w/private bed & bath in N. Churchill

• Private Room in Charming Cottage 5 mins from RVA

Travel and Explore, enjoy this home with Heart

Cozy Space Near the Fan and VCU

Richmond Museum District; close to everything!

17% monthly off, Fresh Room at RIC, DataCenter VCU
Destinations to explore
- Private suite rentals Chesterfield County
- Rentals with a kayak Chesterfield County
- Apartment rentals Chesterfield County
- Rentals with outdoor seating Chesterfield County
- Rentals with a patio Chesterfield County
- Pet-friendly rentals Chesterfield County
- Rentals with a home theater Chesterfield County
- Hotel rentals Chesterfield County
- Rentals with lake access Chesterfield County
- Rentals with a washer and dryer Chesterfield County
- Family-friendly rentals Chesterfield County
- Smoking-friendly rentals Chesterfield County
- Condo rentals Chesterfield County
- Townhouse rentals Chesterfield County
- Rentals with a hot tub Chesterfield County
- Rentals with breakfast Chesterfield County
- Fitness-friendly rentals Chesterfield County
- Loft rentals Chesterfield County
- Waterfront rentals Chesterfield County
- Rentals with a fire pit Chesterfield County
- Rentals with an EV charger Chesterfield County
- Rentals with a fireplace Chesterfield County
- Kings Dominion
- Carytown
- Pocahontas State Park
- Brown's Island
- Jamestown Settlement
- Royal New Kent Golf Club
- Independence Golf Club
- The Country Club of Virginia - James River
- Kinloch Golf Club
- The Foundry Golf Club
- Hermitage Country Club
- The Poe Museum
- Hollywood Cemetery
- Libby Hill Park
- Kiskiack Golf Club
- Science Museum of Virginia
- Grand Prix Raceway
- NGCOA Mid-Atlantic