
Holiday rentals in Chesterfield County
Find and book unique accommodation on Airbnb
Top-rated holiday 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.

Pet-Friendly Oasis: Sprawling Fenced Yard + Gazebo
Welcome to Casa Terra, your serene urban retreat, perfect for families & furry companions. Tucked away on a sprawling 1/3 acre, this property is a rare gem. Let your dogs run free in the 6-ft fenced backyard or lounge in the screened gazebo. Inside, unwind in the living room with a 55-inch smart TV, or cook in the remodeled chef’s kitchen with an induction stovetop and all the essentials. You'll find two queen bedrooms & a full pullout sofa for additional guests—all designed for a restful stay.

Private guest apt on creek w/ patio & fire feature
“The Nest” is a private, ground level “basement” apartment. 15 min from downtown Richmond & 18 min to Pocahontas State Park, this space offers a peaceful, conveniently located, retreat. Private entrance, cozy patio, & large yard- all creek side. Laundry, high speed internet, Smart TV. Yard is wooded and private. Restaurants and tons of shopping within 5 min of the house, and 2.5 miles from highway access. A friend rents the upstairs of the home, which is completely separate- no shared space.

Stay Awhile - Private, Large Yard, Easy Travel
Welcome to the Exurbs! Peaceful property, not quite rural, not quite the suburbs. Still close enough to jump on the interstate and get where ever you need to be fairly quicky. This property has a huge fully fenced back yard, with plenty of room to unwind and relax on the front/back porch. Bring your boats and trailers, plenty of room! Interstate 288: 3 min Interstate 95 Interchange: 5 min Defense Supply: 6 min Chester: 10 min Dutch Gap Boat: 13 min RIC Airport: 20 min Fort Gregg: 20 min

The Cottage on Bernard's Creek
Enjoy the whole house, 3 bedroom, plus junior suite, 2 bath home on 9 acres located on Bernard's Creek. This 2000 sq ft home has been tastefully furnished with updated amenities, and antique furnishings. Seven guests will look forward to experiencing this home that's located in a private setting yet less than 5 minutes to local restaurants and quick access to interstate 288. Guests love the screened porch for relaxing and dining, plus an outdoor fire pit for sunsets and evening gatherings.

River City Oasis - close to river & hiking trails
-City convenience with lots of nature spots close by! -Walk to James River, Forest Hill Park, Buttermilk Trail, Belle Isle, and the Allianz Ampitheatre. -All one level on the 1st floor with private entrance and easy on-street parking -Kitchenette for cooking small meals -Woodland Heights historic neighborhood -Newly built in 2023! -Modern bathroom with heated floor -Blackout curtains for peaceful sleep -Dedicated HVAC that you control -Close to restaurants, coffee shops and local brewery

Manchester gem w/ fenced backyard and parking
Spacious first-floor apartment with 1 king-size and 1 queen-size bedroom. Large fenced-in backyard (rare for this downtown location) along with free off-street parking. Nestled in Old Manchester, this unit is only a couple blocks from the James River and its trail system, Potterfield bridge, coffee shops, and dining. Restaurants and breweries (Legend, Basic, and Benchtop) are within walking distance. Located by three bridges and I-95, you'll find getting around the city very easy.

The Fan Comfort Stay near VCU Free Parking Fenced
Welcome to your Richmond retreat in the heart of The Fan / VCU district! This cozy and spacious 1-bedroom apartment is perfect for couples, business travelers, or small groups visiting the city. The apartment features a newly renovated bathroom, comfortable living space, fully equipped kitchen, and two free private parking spaces behind the house. Located just minutes from VCU, restaurants, coffee shops, galleries, and downtown Richmond, it’s the perfect base for exploring the city.

Snug in Carver
Right in the heart of Carver, we're just blocks from VCU, the Altria Theater, and Monroe Park. We're also THE closest Airbnb to the interstate in the city of Richmond. If you're getting off 95/64 in the evening, you can slip right back on in the morning in about 90 seconds flat! We're just a hop-skip from downtown and all that has to offer. Stroll down through the First Friday gallery walk, or enjoy all the delicious restaurants and bars Jackson Ward and Broad St. have to offer.

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.

The Cottage at Huguenot Springs
Escape to The Cottage at Huguenot Springs, a charming one-bedroom, one-bath retreat nestled on 12 acres of serene, mature grounds just minutes from Richmond, Virginia. Enjoy your morning coffee surrounded by generous lawns and majestic oaks, spot grazing deer at dusk, and unwind in peaceful, natural surroundings. Whether you're seeking relaxation, a bit of history, or easy access to the city, this idyllic cottage offers the perfect balance of nature, privacy, and convenience.

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.
Popular amenities for Chesterfield County holiday rentals
Other great holiday rentals in Chesterfield County

Pineway Parlor

Luxe Penthouse 'n Old Town Manchester with Views!

6-Bed Executive Home

Richmond City Skyline View(3B) with free parking.

Pink Door-Chesterfield Va

Elegant 2BR Retreat with Historic Charm

Where Comfort Feels Like Home

Downtown Luxury Loft w/ Parking Included
Destinations to explore
- Pet-friendly rentals Chesterfield County
- Rentals with a fireplace Chesterfield County
- Townhouse rentals Chesterfield County
- Rentals with pools Chesterfield County
- Hotel rooms Chesterfield County
- Family-friendly rentals Chesterfield County
- Fitness-friendly rentals Chesterfield County
- Private suite rentals Chesterfield County
- Flat rentals Chesterfield County
- Waterfront rentals Chesterfield County
- Rentals with a cinema Chesterfield County
- Smoking-friendly rentals Chesterfield County
- Rentals with a patio Chesterfield County
- Guest house rentals Chesterfield County
- Rentals with a hot tub Chesterfield County
- Rentals with lake access Chesterfield County
- Rentals with outdoor seating Chesterfield County
- Serviced apartment rentals Chesterfield County
- House rentals Chesterfield County
- Rentals with a washing machine and dryer Chesterfield County
- Apartment rentals Chesterfield County
- Rentals with a firepit Chesterfield County
- Rentals with a kayak Chesterfield County
- Loft rentals Chesterfield County
- Rentals with breakfast Chesterfield County
- Rentals with an EV charger Chesterfield County
- Kings Dominion
- Greater Richmond Convention Center
- Pocahontas State Park
- Jamestown Settlement
- Brown's Island
- Libby Hill Park
- Science Museum of Virginia
- The Poe Museum
- Hollywood Cemetery
- Colonial Williamsburg's Merchants Square
- Altria Theater
- The National
- Virginia Holocaust Museum
- Forest Hill Park
- Children's Museum of Richmond
- Virginia State Capitol-Northwest
- American Civil War Museum
- Things to do Chesterfield County
- Things to do Virginia
- Sightseeing Virginia
- Tours Virginia
- Art and culture Virginia
- Nature and outdoors Virginia
- Food and drink Virginia
- Things to do United States
- Wellness United States
- Food and drink United States
- Nature and outdoors United States
- Sports activities United States
- Entertainment United States
- Sightseeing United States
- Art and culture United States
- Tours United States




