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Vacation rentals in Chesterfield County

Vacation rentals in Chesterfield County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chesterfield County

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

  • Historical Downtown Bungalow Message for Discount
    SUPERHOSTEntire guest house · 6 guests · 2 beds · 1.5 bathrooms
    Historical Downtown Bungalow Message for Discount

    Charming 1000 square foot bungalow located just 2 blocks away from the heart of downtown Hartsville, where you can take a short walk to enjoy fine restaurants, unique coffee shops, great shopping as well as fantastic nightlife. The house was built in 1916 and includes modern amenities while maintaining the original character/historic details of its era. The guest house is spacious yet cozy/eclectic and has a spectacular view of the estate will make even a business trip seem like a spa retreat !

    What guests are saying:

    “This was the second time staying at Robert's home. He is a wonderful host and his home is beautiful. I really like the pool and patio. Also a great fitness area next to the pool. Robert was very responsive to my questions before a during my stay. I definitely recommend staying here when you are in the area.”

  • Burchs Carriage House
    SUPERHOSTBarn · 2 guests · 2 beds · 1 bathroom
    Burchs Carriage House

    Private carriage house sitting adjacent to the most historic estate home in the heart of the lovely town of Society Hill. Separate entrance for guests which accommodates large horse trailers. Bring horses and dogs! We accommodate both! Kitchenette (microwave, toaster oven and hot plate), bedroom, bathroom, Roku TV and wifi. Continental breakfast, wine and snacks provided. BBQ grill also. 2 stalls with paddocks. 12 x 12 and 10 x 12.

    What guests are saying:

    “Above and beyond! This was our 2nd time and has become our official midway stop for our East Coast travels! Melissa and her Carriage House are spectacular. We felt safe and comfortable (amid the pandemic) to stop here: 2 teens, 2 adults, 3 dogs and 5 foster puppies. Melissa didn’t bat an eye when the gypsy caravan rolled in: 2 vehicles, uhaul trailer and a band of misfits. She welcomed us warmly, had wine and beer chilled and gave us a local restaurant recommendation. We missed booking her Cottage as well so we bunkered our clan in the one place- it worked!! The girls loved the bedroom. Hubby and I bunkered on an air mattress Melissa provided. She had everything ready for us so we didn’t have to unpack much before the next days 9-10hr journey home. We love love love this quiet rural area. The property is so peaceful and allowed all of the dogs to gave their own space to unwind and sleep. Definitely an adventure we will all remember. See you in a few months Melissa!”

  • Southern Charm
    SUPERHOSTEntire guest house · 2 guests · 1 bed · 1 bathroom
    Southern Charm

    SMOKE FREE PROPERTY. ..Beautiful new/private guesthouse. ..Living/Kitchen area with separate Bedroom and open bathroom scheme with interior columns. ..Bathroom has beautiful Antique light ..ceiling fans in living/BR. .. ..Fireplace with granite top ..Directv ..Wifi ..Includes all utilities. ..Full kitchen with granite with bar for eating/workspace ..Cozy atmosphere ..Great for business trips ..Outside Grill ..Smoke free! ..No pets. ..Immaculate! extra care to disinfect due to COVID-19

    What guests are saying:

    “The cottage/house is in the country and there is seldom traffic heard at night. When you look out the bedroom window there’s a great view of the pond. The home is super cute with all the comforts of home. Jan has took the time to put a remote control ceiling fan on the porch and it helps to keep any unwanted flying critters away. The area is extremely safe and the home is secure with a touch keypad for entry and a deadbolt. I would recommend this home to anyone that travels to the area. Jan is an amazing host and is always available. Harley”

Holiday rentals for every style

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Popular amenities for Chesterfield County holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Chesterfield County

Vick's Tiny House Cabin Unique Stay in Town
Entire cabin
Vick's Tiny House Cabin Unique Stay in Town
Price:€67 / night
circa 1803 Cabin at Crazy Blessed Farm
Entire cabin
circa 1803 Cabin at Crazy Blessed Farm
Price:€111 / night
Rose Hill Cottage
Entire guest house
Rose Hill Cottage
Price:€133 / night
Farmhouse Stay; Pet friendly; 1 Hr from Charlotte
SUPERHOSTFarm stay
Farmhouse Stay; Pet friendly; 1 Hr from Charlotte
Price:€107 / night
River Lodge, Sleeps 20, Free Golf/Swimming Pool
Entire cabin
River Lodge, Sleeps 20, Free Golf/Swimming Pool
Price:€1,240 / night
Dr. Easterling's rustic lake home,Hartsville, S.C.
Private room
Dr. Easterling's rustic lake home,Hartsville, S.C.
Price:€116 / night
Lake House on Sailclub
Entire house
Lake House on Sailclub
Price:€98 / night
Quiet home near downtown w/ access to Black Creek
Entire house
Quiet home near downtown w/ access to Black Creek
Price:€67 / night
The Cottage
SUPERHOSTEntire flat
The Cottage
Price:€76 / night
Our Godwin Manor and Magnolia Barn !
Private room
Our Godwin Manor and Magnolia Barn !
Price:€67 / night
1840 Burn Cottage
SUPERHOSTEntire cottage
1840 Burn Cottage
Price:€102 / night
Vintage Villa
SUPERHOSTEntire flat
Vintage Villa
Price:€76 / night
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