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

Guesthouse in Matthews

4.97 out of 5 average rating, 145 reviews

The Dwellington.Private.Cozy.Convenient.Walkable.

⭐A Hidden Gem tucked away on a dead end St. in an est. NBD of Historic DT Matthews! The Dwellington has Southern charm w/ a wrap around covered patio, a screened-in porch & a garden view! This spacious guest house has 9ft ceilings, a well thought out floor plan & a relaxing spa like bath. Easy walk to shop, sip, & dine! Come experience all our adorable Town has to offer! Small Town feel with Big City convenience! MULT ways to drive or ride to UPT CLT in less than 25 minutes. Book now and enjoy!

Jul 11 – 18

G$21,973 GYD per night
Guest favorite

Home in Waxhaw

4.98 out of 5 average rating, 532 reviews

Fox Farms Little House

Fox Farms Little House is the perfect place to unplug from your busy life...located on a horse farm in Waxhaw, it is a peaceful retreat for a couple looking for relaxation and a beautiful setting. Whether you are walking the 155 acres of trails, relaxing with a good book on the porch, or enjoying the many animals on the property, you will leave here recharged and refreshed. Minutes from downtown Waxhaw, Monroe, and 20 minutes to Ballantyne and Waverly, the Little House is close to everything.

Jul 3 – 10

G$20,695 GYD per night
Guest favorite

Apartment in Laurinburg

4.98 out of 5 average rating, 328 reviews

Chauffeur’s Apartment on Historic Property

Be our guest in our cozy and comfortable apartment that has everything needed for a relaxing stay. Enjoy the former chauffeur's quarters located on the grounds of our listed historic property with a view of the tranquil courtyard garden of the Manor House. The kitchen is complete and the comfortable full-sized bed should provide a good night's rest. Downtown is within walking distance. There are multiple seating areas to enjoy the gardens on the one acre grounds shared with the main property.

May 29 – Jun 5

G$21,921 GYD per night

Popular amenities for Chesterfield vacation rentals

Other great vacation rentals in Chesterfield

Superhost

Home in Chesterfield

4.88 out of 5 average rating, 8 reviews

“ I’m Going to Carolina”

Jan 16 – 23

G$21,765 GYD per night
Guest favorite

Barn in Chesterfield

5.0 out of 5 average rating, 16 reviews

Cozy hunt box on 220 acre farm.

Mar 19 – 26

G$28,788 GYD per night
Guest favorite

Home in Cheraw

4.9 out of 5 average rating, 49 reviews

Brown’s Guest House

Aug 6 – 13

G$25,357 GYD per night
Guest favorite

Cabin in Cheraw

4.96 out of 5 average rating, 27 reviews

Shady Oak Cottage

Mar 12 – 19

G$17,484 GYD per night
Guest favorite

Cabin in Morven

5.0 out of 5 average rating, 47 reviews

Sneedsboro Cabin

Dec 12 – 19

G$19,704 GYD per night
Guest favorite

Cabin in Society Hill

4.92 out of 5 average rating, 24 reviews

Cozy 3-Bedroom Cabin

Apr 26 – May 3

G$24,941 GYD per night
Superhost

Home in Pageland

4.8 out of 5 average rating, 35 reviews

THE RHETT HOUSE Cozy Renovated historic house-WIFI

Aug 28 – Sep 4

G$22,697 GYD per night
Guest favorite

Home in Darlington

4.88 out of 5 average rating, 8 reviews

Farmhouse, 6 min from Nascar with great fishing!

Apr 12 – 19

G$20,165 GYD per night
Guest favorite

Apartment in Hamlet

4.91 out of 5 average rating, 57 reviews

Lovely 2-bedroom apartment near downtown Hamlet

Aug 4 – 11

G$23,303 GYD per night
Guest favorite

Apartment in Waxhaw

4.92 out of 5 average rating, 53 reviews

Jud's place

Jun 16 – 23

G$22,559 GYD per night
Guest favorite

Home in Ellerbe

5.0 out of 5 average rating, 6 reviews

the Loblolly getaway

May 24 – 31

G$20,668 GYD per night
Superhost

Cabin in Hartsville

4.93 out of 5 average rating, 14 reviews

Lakeside Living

Aug 15 – 22

G$26,807 GYD per night

Destinations to explore