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!

Oct 20 – 27

$124 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 14 – 21

$116 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.

Mar 15 – 22

$74 per night

Popular amenities for Chesterfield vacation rentals

Other great vacation rentals in Chesterfield

Guest favorite

Apartment in Richmond

4.91 out of 5 average rating, 643 reviews

Cozy 1 bdrm basement apt- Pri. entry- walk 2 river

Jul 15 – 20

$85 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

$79 per night
Guest favorite

Apartment in Richmond

4.94 out of 5 average rating, 744 reviews

Private B&B in Historic Fan

Feb 25 – Mar 4

$93 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

$94 per night
Guest favorite

Home in Richmond

4.98 out of 5 average rating, 107 reviews

Your Cottage in the City

Apr 30 – May 7

$97 per night
Guest favorite

Apartment in Petersburg

4.94 out of 5 average rating, 100 reviews

303 in Cockade City Flats

Jan 5 – 12

$77 per night
Guest favorite

Home in Chesterfield

4.93 out of 5 average rating, 15 reviews

Luxury Townhouse in Chesterfield

Sep 16 – 23

$99 per night
Guest favorite

Guest suite in Chesterfield County

5.0 out of 5 average rating, 25 reviews

Modern Downstairs Studio w/ King bed

Apr 21 – 28

$79 per night
Guest favorite

Guest suite in Midlothian

4.95 out of 5 average rating, 93 reviews

Chateau Midlothian Retreat Suite

Jul 21 – 28

$99 per night
Guest favorite

Guest suite in Richmond

5.0 out of 5 average rating, 54 reviews

Bon Air Private Tranquil Suite

Jun 9 – 16

$82 per night
Guest favorite

Guest suite in Richmond

4.91 out of 5 average rating, 65 reviews

The Fox's Den - Cozy Basement Suite

Apr 12 – 19

$72 per night
Guest favorite

Apartment in Richmond

5.0 out of 5 average rating, 47 reviews

Claw foot tub/fireplace boho apartment

Mar 8 – 15

$77 per night

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