
Holiday rentals in Chesterfield County
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Top-rated holiday rentals in Chesterfield County
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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 portion of the home and I have a PM nearby for any emergencies.

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.

Gem of Fan district/Private Parking/Fenced/2 TVs
This beautiful historic home was built in 1902 and offers a perfect blend of contemporary design, traditional architecture, and modern amenities. Just a block away from Monument Avenue, you will find yourself close to many fabulous restaurants, coffee shops, bakeries, markets, and gift shops. * Newly renovated in 2022 *Peaceful fully fenced backyard *0ne dedicated parking space *Minutes from everything *Pet friendly *Fully equipped kitchen with new appliances *New washer and dryer in-unit

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!

The Nook in Beautiful Bon Air
Welcome to your bright and cozy remodeled 1950s 500 sq. ft, lower floor private guest suite. Located in a safe, quiet neighborhood and minutes away from local favorites and attractions including the James River. 8ft. ceilings, high speed internet and smart tv. A Keurig coffee maker, toaster, microwave, hot plate, fridge and washer/dryer. Rest easy with a queen Yogasleep bed, ceiling fan and white-noise machine. Perfect for singles, couples, or small families looking to explore the Richmond area.

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.

Pristine updated rowhome with garage
*Sunday checkout at 3 pm* Located in the heart of historic Richmond and within a short walking distance to the James River, Brown's Island, Belle Isle, downtown, Altria Theatre, and VCU. This comfortable, spacious, and beautiful rowhome in eclectic Oregon Hill awaits your visit and is painstakingly furnished with Airbnb guests in mind. All of your day-to-day needs are met so you can relax and enjoy your time! - Walk score: 73, very walkable. Thanks for your consideration!

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.

Sixteen West - Modern Apartment in Richmond
Welcome to Sixteen West! This stylish, modern apartment is nestled in the heart of historic Jackson Ward. Recently renovated, the space features beautiful hardwood flooring, updated lighting fixtures, and a sleek, fully equipped kitchen. You'll be within walking distance of some of Richmond’s best spots, including Tarrant's Café, Quirk Hotel, The National, and more! Please note: This unit requires climbing 2.5 flights of stairs — THERE IS NO ELEVATOR.

Spacious unit in Arts District
Tucked away in the heart of The Arts District, you'll be able to walk to all the best restaurants and activities the city has to offer. A few blocks away from The National and a few minutes away from Cary Town, The Fan, Shockoe Bottom, Manchester, and Scott's Addition, you'll have easy access to anything the city has to offer! Just blocks away from the convention center, this unit is perfect for Richmond guests who are in town for work related events.

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!

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

Serenity 1 King Bed/Pool, Moseley, VA

101 in Cockade City Flats Licensed

Carytown cozy home, King bed, 2 TV, Easy parking

Qualla Park

Cheerful high ceiling studio in walkable Fan Dist

The Enchanted Studio

Cozy Nest Near The River

Brand New 1BR Drop-Dead Gorgeous Apt w/ Parking
Destinations to explore
- Townhouse rentals Chesterfield County
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- Pet-friendly rentals Chesterfield County
- Private suite rentals Chesterfield County
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- Rentals with a washing machine and dryer Chesterfield County
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- Rentals with a patio Chesterfield County
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- Guest house rentals Chesterfield County
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- Serviced apartment rentals Chesterfield County
- Rentals with lake access Chesterfield County
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- Rentals with a kayak Chesterfield County
- Flat rentals Chesterfield County
- Carytown
- 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
- Virginia Holocaust Museum
- Altria Theater
- Forest Hill Park
- The National
- Children's Museum of Richmond
- Virginia State Capitol-Northwest
- American Civil War Museum
- Things to do Chesterfield County
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- Nature and outdoors Virginia
- Art and culture Virginia
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