Vacation rentals in Chesterfield County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chesterfield County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guesthouse in Church Road

5.0 out of 5 average rating, 130 reviews

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.

Aug 12 – 19

G$27,886 GYD per night
Guest favorite

Home in Richmond

4.92 out of 5 average rating, 117 reviews

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!

Jan 8 – 15

G$29,163 GYD per night
Guest favorite

Guest suite in Richmond

4.99 out of 5 average rating, 102 reviews

The Garden Suite (Spacious guest suite- Bon-Air)

Welcome to our tucked under the trees guest suite. This getaway is in a private, cozy city neighborhood, and just minutes from popular restaurants and attractions. Enjoy the nearby hiking/mountain bike trails, breweries, and parks. Then come back and retreat in this secluded hangout. The spacious upstairs bedroom provides 2 comfortable queen size beds, and a fold down desk offering a convenient work space. Curl up on our cozy leather couch, and get the fire place going with the click of a button

Jun 8 – 15

G$19,155 GYD per night

Popular amenities for Chesterfield County vacation rentals

Other great vacation rentals in Chesterfield County

Superhost

Apartment in Richmond

4.94 out of 5 average rating, 176 reviews

✦✦ Museum District Apartment - Clean & Updated ✦✦

Apr 22 – 29

G$20,147 GYD per night
Guest favorite

Home in Chesterfield

4.93 out of 5 average rating, 15 reviews

Luxury Townhouse in Chesterfield

Aug 11 – 18

G$24,081 GYD per night
Guest favorite

Apartment in Richmond

5.0 out of 5 average rating, 47 reviews

Claw foot tub/fireplace boho apartment

Feb 19 – 26

G$18,714 GYD per night
Guest favorite

Guest suite in Richmond

5.0 out of 5 average rating, 54 reviews

Bon Air Private Tranquil Suite

Jul 21 – 28

G$14,345 GYD per night
Guest favorite

Guest suite in Midlothian

4.95 out of 5 average rating, 93 reviews

Chateau Midlothian Retreat Suite

Mar 18 – 25

G$23,979 GYD per night
Guest favorite

Apartment in Moseley

4.96 out of 5 average rating, 25 reviews

Serenity 1 King Bed/Pool, Moseley, VA

Jul 16 – 23

G$24,884 GYD per night
Guest favorite

Guest suite in Chesterfield County

5.0 out of 5 average rating, 25 reviews

Modern Downstairs Studio w/ King bed

Aug 13 – 20

G$21,200 GYD per night
Guest favorite

Condo in Midlothian

4.85 out of 5 average rating, 39 reviews

Lovely 1 bedroom condo

May 22 – 29

G$23,132 GYD per night
Guest favorite

Cottage in Powhatan

4.88 out of 5 average rating, 98 reviews

Evening breeze cottage, nestled in the woods

Mar 18 – 25

G$23,816 GYD per night
Guest favorite

Home in Hopewell

5.0 out of 5 average rating, 10 reviews

Charming, Private Abode: Serenity in Hopewell, VA!

May 27 – Jun 3

G$24,208 GYD per night
Guest favorite

Bus in Chesterfield

4.93 out of 5 average rating, 59 reviews

The Creekside Cool Bus

Mar 11 – 18

G$26,862 GYD per night
Guest favorite

Home in Richmond

5.0 out of 5 average rating, 29 reviews

RVA Retreat

Sep 10 – 17

G$29,562 GYD per night

Destinations to explore