
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.

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!

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.

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

Top Location Cozy Stay - Near Richmond
Discover this brand-new, stylish home designed for comfort and privacy near Richmond. With 5-star guest experiences, this space offers 3 spacious bedrooms, 2.5 modern bathrooms, and a main-level master suite with a remote-controlled reclining bed. Enjoy a bright living area with a large TV, a fully equipped kitchen with island, dining space, private rear porch, garage, driveway, and in-unit laundry. Perfect for families, professionals, or extended stays. Note: Basement has no shared access.

The Enchanted Studio w/ Tree-Top Views
Some spaces feel different the moment you walk in. The Enchanted Studio is one of them. Perched on the second floor of a beautifully crafted Richmond home, the Enchanted Studio greets you with a wall of windows and a view that stops you — a rain garden, towering trees, and a creek threading quietly along the property's edge. Thoughtfully designed, this retreat works for however you need it: a quiet escape, a remote work base, or simply a place to decompress in a beautiful setting.

Chateau Midlothian Retreat Suite
The perfect guest suite waiting to great you to relax in this cozy retreat. Full renovation completed in 2023, 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.

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.

Parkside Log Cabin
This 1930s log cabin is a peaceful getaway nestled inside the rural National Battlefield Park system while only 20 minutes from all that downtown Richmond has to offer. Overlooking a private pond for canoeing, fishing or stargazing, this property has all the charm of a vintage log cabin but with modern amenities like a fully stocked kitchen, cozy loft for sleeping, and a luxurious bathroom with an oversized shower, complete with plush robes for two.

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!

Comfortable 1-Bedroom Apartment
This brand-new 1-bedroom, 1-bathroom in-law suite offers the perfect blend of comfort and style. This home is ideal for those who appreciate both functionality and aesthetics. Enjoy easy access to local hiking and biking trails, perfect for outdoor enthusiasts or those who love to explore nature. Within minutes from shopping centers. With its private entrance and modern amenities, this suite provides both convenience and tranquility.

Romantic Treehouse for 2 in Farm (no kids)
Surrounded by trees and peace in our small farm in a neighborhood, this cozy little cabin is made for secluded romantic stays and to enjoy a relaxing and restful night. Not suitable for children. Cabin is 10 X 12" of cuteness with all the amenities you might need to feel comfortable, electricity, heater, Smart TV, wifi, coffee maker, memory foam bed, and an awesome outdoor bathroom to shower under the stars!
Popular amenities for Chesterfield County holiday rentals
Other great holiday rentals in Chesterfield County

Spacious home near downtown RVA

Brand new, beautiful home.

Qualla Park

Charming Retreat w/ Pool Table in Chesterfield!

The House on the River!

The Henry Lofts Unit 3 - 'The Sunset Suite'

Stephanie's Peaceful Place.

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





