Vacation rentals in Chesterfield

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chesterfield

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

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

R2,640 ZAR per night
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

R2,525 ZAR per night
Guest favorite

Apartment in Chesterfield

4.86 out of 5 average rating, 242 reviews

Private guest apt on creek w/ patio & fire feature

“The Nest” is a completely private, ground level “basement” apartment. 15 minutes from downtown Richmond & 18 minutes to Pocahontas State Park, this space offers a peaceful, conveniently located, retreat. Private entrance, cozy patio, & large yard- all creek side and professionally designed. Laundry in unit, high speed internet, Smart TV. Yard is wooded and private. Many restaurants and tons of shopping within 5 min of the house, and 2.5 miles from highway access. Not pet friendly at this time.

Oct 29 – Nov 5

R1,622 ZAR per night

Popular amenities for Chesterfield vacation rentals

Other great vacation rentals in Chesterfield

Guest favorite

Home in Colonial Heights

4.93 out of 5 average rating, 107 reviews

Quiet Haven Near I-95 & Ft Gregg-Adams/ Petersburg

Apr 11 – 18

R1,843 ZAR 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)

Jun 8 – 15

R1,734 ZAR per night
Guest favorite

Apartment in Richmond

4.94 out of 5 average rating, 744 reviews

Private B&B in Historic Fan

Dec 24 – 31

R2,027 ZAR per night
Guest favorite

Home in Richmond

4.98 out of 5 average rating, 107 reviews

Your Cottage in the City

Aug 20 – 27

R2,242 ZAR per night
Guest favorite

Apartment in Richmond

4.95 out of 5 average rating, 108 reviews

Historic Hill Top Beauty - 2nd Floor

Apr 27 – May 4

R2,069 ZAR per night
Guest favorite

Cabin in Blackstone

4.98 out of 5 average rating, 132 reviews

Rustic secluded cabin at Whetstone Creek Farm

Jan 22 – 29

R2,163 ZAR per night
Superhost

Apartment in Richmond

4.94 out of 5 average rating, 176 reviews

✦✦ Museum District Apartment - Clean & Updated ✦✦

Apr 27 – May 4

R1,839 ZAR per night
Guest favorite

Home in Chesterfield

4.93 out of 5 average rating, 15 reviews

Luxury Townhouse in Chesterfield

Aug 11 – 18

R2,180 ZAR 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

R1,919 ZAR 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

R1,299 ZAR per night
Guest favorite

Guest suite in Midlothian

4.95 out of 5 average rating, 93 reviews

Chateau Midlothian Retreat Suite

Mar 18 – 25

R2,171 ZAR 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

R1,694 ZAR per night

Destinations to explore