
Holiday houses in Chesterfield County
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Top-rated holiday rentals in Chesterfield County
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the winter clover.
Forget your worries in this spacious non smoking and serene space. This cozy nest is 1.5hr away from the virginia beach, 9min from Pocahontas state park and 30min from downtown Richmond. Guess have access to a coffee machine, toaster, microwave, refrigerator and oven. A queen size bed in the room with queen size air mattress available per request if guess travels with family. Nice walking trail in the community for morning promenade. we require no more than 2 people at all time on the property.
LocationValueParks

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.
FamilyValueQuiet

Stunning Modern Studio Will Take Your Breath Away
In Church Hill, cultures intersect to create one of Richmond, VA's most diverse, hip, and walkable neighborhoods. With picture perfect views of the skyline from Jefferson Park, cuisine from award-winning eateries and local shopping boutiques, Church Hill has something for everyone, is close to everything (10 min from airport, right next to downtown), and delivers a uniquely rich way to experience the Virginia's capital. We’re booking now for staycations, vacations, and all things in between.
LocationFamilySolo travel

Trailside Treehouse - Riverside in Richmond, VA
Fulfill your childhood dream of camping in a treehouse! From this central spot, easily explore the trails and river. Then, relax on the deck and enjoy the magic of the trees. •Airbnb “Top 20 Places to Stay in VA” •"Best of Richmond" by Style Magazine •Featured in Airbnb article on hospitality •One of "8 Great Airbnbs" in the U.S. by Inside Hook •Comes with bathroom, kitchenette & lounge apartment in host house •Dog-friendly Social media: @trailside_treehouse City permit #BLDR-107741-2022
LocationFamilyLaundry

AllSeaZens Oasis
Our Tutor home features five bedrooms, including a media room. The master bedroom on the ground floor boasts a king-sized bed and a fireplace, while the other bedrooms include three queen-sized beds and two inflatable mattresses. The home has 3 Full Baths and a powder room. Enjoy various leisure areas like a media room, speakeasy, great room, fish tank room, and sunroom, all designed for relaxation. ALLSeaZen’s Oasis invites you to experience true tranquility and mindfulness.
LocationFamilyKitchen

Charming Retreat w/ Pool Table in Chesterfield!
Escape to this spacious home in Chesterfield, VA! Relax in a cozy living room with Roku TV or cook in the fully equipped kitchen with island seating and a coffee corner. Enjoy the rec room with a pool table, laundry nook, and extra TV. The master suite features a king bed, plush seating, and attached bathroom, while two additional bedrooms offer comfort and storage. A second bathroom, roomy deck with grill, and large backyard complete the perfect retreat. Book your stay today!
ValueFamilyGetting around

Private Eyrie - Gorgeous View!
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.
FamilyValueLong stay

Waterfront Escape | Hot Tub, Canoe & SUP
Welcome to Rushes Reservoir—a waterfront retreat with treetop views hidden in the heart of Richmond. Perched above the reservoir, the home's main living spaces feel suspended in the canopy, with sweeping views of the woods and water. Relax in the hot tub, gather around the fire pit, paddle the reservoir by canoe or SUP, fish from the dock, or unwind on the expansive deck—all just minutes from Richmond's restaurants, breweries, and attractions.
LocationFamilyCheck-in

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.
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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.
ValueFamilyAccess

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!
LocationFamilyBarbecue

The House on the River!
Relax with the whole family at this peaceful place to stay. This amazing property offers immediately access to the Appomattox River for a fun recreational time. features 4 bedrooms and a separate studio apartment with nice Bathrooms and a Gourmets Kitchens. Plenty of natural light and a friendly neighborhood. Make this beautiful home your next family getaway. No large party/celebration allowed.
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Popular amenities for Chesterfield County holiday rentals
Other great holiday rentals in Chesterfield County

Farm getaway with Highland Cows and scenic views
LocationFamilyBathroom

Stay Awhile - Private, Large Yard, Easy Travel
FamilyLocationTV

Stephanie's Peaceful Place.
LocationValueComfort

Parkside Log Cabin
FamilyLocationHeating

Pink Door-Chesterfield Va
FamilyValueComfort

CeCe's Cozy Cottage | Near RVA Festivals & Events
LocationValueCleanliness

Historic Pace King | The Jetsetter in Downtown
LocationHospitalityWalkability

The Birdhouse - Cozy Cottage Retreat in Richmond
FamilyValueRiver
Destinations to explore
- Hotel rooms Chesterfield County
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- Kings Dominion
- Pocahontas State Park
- Jamestown Settlement
- Greater Richmond Convention Center
- Brown's Island
- Libby Hill Park
- Forest Hill Park
- Colonial Williamsburg's Merchants Square
- The National
- Virginia Holocaust Museum
- The Poe Museum
- Altria Theater
- Science Museum of Virginia
- Children's Museum of Richmond
- Hollywood Cemetery
- Virginia State Capitol-Northwest
- American Civil War Museum
- Metro Richmond Zoo
- Jefferson Park
- Things to do Chesterfield County
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