
Holiday rentals in Chesterfield County
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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!

Hot Tub Oasis, Minutes from Downtown Richmond
Find the best of both worlds here, a tranquil getaway while only 12 minutes from Downtown, Carytown, Scott's Addition, the VMFA, and more. Enjoy the James River by Tubing, Kayaking, Rafting or Swimming, Hiking, Award Winning Restaurants, all within a 5 minute drive. Our home includes amenities such an 8 person hot tub, a pond dock with beautiful views, outdoor fire pit, patio, essential oil bath, and tea/ coffee on us! Our kitchen is stocked with cookware, spices, & dishes. STR-135430-2024 is

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.

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.

The Barkin’ B & B
Just five minutes from the airport and downtown, this cozy tiny home offers rustic charm and modern comfort. Fully equipped with kitchen essentials, books, games, and even coloring books, it’s perfect for relaxing. Pet-friendly, it comes stocked with dog treats, chews, toys, and a large fenced-in backyard for furry companions to enjoy. Conveniently located for travelers, it provides a peaceful retreat while keeping you close to city attractions. A perfect home away from home!

Backyard & Barbell RVA Retreat
Tranquil, centrally located getaway minutes from the Allianz amphitheater, downtown, and natural scenery. Whether you are looking for a place to unwind and relax or get a solid workout in, we have you covered. We can accommodate up to 4 guests, however, one of the bedrooms was converted into a gym. There is an air mattress and full sheet set (pictured) for additional guests. Your four-legged friends are going to love the backyard, so please feel free to bring them along!

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.

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!

Brand new, beautiful home.
This new built home, with 1570 sf , fresh from driveway to kitchen, welcomes you. Come, Relax with the whole family at this brand new elegant, peaceful place to stay. The house is in a quiet, peaceful Chester neighborhood, minutes from Amazon warehouse, Capital One, Lego Land. Cinema Cafe, Fort Greg-Adam, Richmond downtown, Richmond Airport are less than 30’. You’ll love it.

Historic Poplar Lawn
Escape to a private 1-bedroom apartment in Petersburg's historic Poplar Lawn, across from a beautiful park. This cozy retreat blends vintage charm with modern comforts like high-speed WiFi & smart TVs. Features a queen bed. Perfect for exploring Old Towne, Civil War sites, and VSU. Enjoy free private parking and your own entrance. Longer stays are available upon request

Qualla Park
Escape to our stunning home nestled on 2 serene acres in Chesterfield County, Virginia. This beautifully restored Colonial Revival gem offers a perfect retreat for families and pet lovers, accommodating up to 6 adults comfortably. With easy access to Pocahontas State Park, your adventure in nature is just moments away!
Popular amenities for Chesterfield County holiday rentals
Other great holiday rentals in Chesterfield County

Parkside Log Cabin

Pink Door-Chesterfield Va

AllSeaZens Oasis

Eastern Amelia Cattle Farm

Charming Retreat w/ Pool Table in Chesterfield!

Welcome to Mojo Dojo Casa House

Top Location Cozy Stay - Near Richmond

70's Era Loft House with Mid-Century Vibe
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- Kings Dominion
- Jamestown Settlement
- Pocahontas State Park
- Greater Richmond Convention Center
- Brown's Island
- Libby Hill Park
- Colonial Williamsburg's Merchants Square
- The National
- The Poe Museum
- 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
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