Chesterfield Vacation Rentals

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Browse Select Chesterfield Vacation Homes

Country retreat home away from the hustle and bustle of city life.

9.4 out of 10, Exceptional, (11)
"It was perfectly situated for our son’s December graduation from Wingate University. Host was responsive to my questions and allowed for an earlier check-in. We hosted family who flew in from out of town for the weekend. Such a nice touch to be decorated for the holidays, complete outside lights. We had a small party of about 25 visit Friday evening. Plenty of parking as the lot next door is empty and for our use. The fire pit was a hit! The dry weather allowed the deck to be used. Inside had a...
The price is CA $182
CA $475 total
includes taxes & fees
Mar 31 - Apr 1
Country retreat home away from the hustle and bustle of city life.

Remodeled historic house, near Pageland, with WI-FI and parking FREE

9.4 out of 10, Exceptional, (6)
"We have been renting from Ryan for several weeks now and have thoroughly enjoyed the entire experience. The home is very clean and cozy, just as advertised and Ryan has been so nice to work with. I highly recommend this house and host to anyone looking a place to stay in the area."
The price is CA $213
CA $426 total
includes taxes & fees
Mar 30 - Mar 31
Remodeled historic house, near Pageland, with WI-FI and parking FREE

In 1840 Burn Cottage

9.8 out of 10, Exceptional, (32)
"We were looking for a place to stay here some of the state parks in this rental fit the bill. Host was very responsive. Place was very clean. Cool to stay in a home that was that old. There’s a lot of interesting history in the area too. Large yard for the dogs. It’s on the Main Street in Society Hill which is a bit busy but quiet inside the house. The screened in porch was a lovely space to eat meals. Would stay here again…"
The price is CA $172
CA $312 total
includes taxes & fees
Apr 13 - Apr 14
In 1840 Burn Cottage

Gorgeous, Southern Home in Beautiful Cheraw

10.0 out of 10, Exceptional, (12)
"The house was beautiful. Our crew enjoyed their stay greatly. The owner of the company was very happy with the house and spoke highly of it. He said if he is in the area again he would love to stay at this property again. "
Gorgeous, Southern Home in Beautiful Cheraw

Charming 3-bedroom house with AC and WiFi in serene Cheraw

Charming 3-bedroom house with AC and WiFi in serene Cheraw

Charming 2-bedroom townhome in quaint Hamlet with WiFi, AC

Charming 2-bedroom townhome in quaint Hamlet with WiFi, AC

Bright Converted Schoolhouse in Chesterfield!

10.0 out of 10, Exceptional, (13)
"This was a comfortable, cute little rental. It was well appointed. It could have been cleaner, but I have seen worse. The communication with owner was excellent."
Bright Converted Schoolhouse in Chesterfield!

Central Wadesboro Home: Walk to Downtown Shops!

9.8 out of 10, Exceptional, (16)
"This property was perfect for our family. Thank you for providing such a lovely, authentic Anson County home. The house is beautiful and the personal touches very thoughtful. It was everything we were looking for and more. Planning to visit again in the future."
Central Wadesboro Home: Walk to Downtown Shops!

Pageland's charming-tranquil country setting home/sleeps 8/fenced yard

10.0 out of 10, Exceptional, (4)
"Our work trip got cut short but our stay while we were there was great!"
Pageland's charming-tranquil country setting home/sleeps 8/fenced yard

Brick House Retreat at the Heart of Hamlet

9.6 out of 10, Exceptional, (8)
"house is decent, could use some small attention to detail cleaning. overall a nice stay"
Brick House Retreat at the Heart of Hamlet

Charming 3-bedroom house with AC and WiFi in peaceful Rockingham

2.0 star property
Charming 3-bedroom house with AC and WiFi in peaceful Rockingham

Love Highland Cows? Experience them up close in our tiny house in Jefferson, SC

Love Highland Cows? Experience them up close in our tiny house in Jefferson, SC

“Second Street Retreat”

“Second Street Retreat”

Large home and yard

Large home and yard

Westwood Lodge

Westwood Lodge

Calming and relaxing

Calming and relaxing

Sneedsboro Cabin

Sneedsboro Cabin

Charming 2-bedroom house in Cheraw with AC

Charming 2-bedroom house in Cheraw with AC
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Chesterfield

Cozy Waterfront Retreat at McMichael Farms

2.0 star property
10.0 out of 10, Exceptional, (7)
"Beautiful. Just as advertised. Outside is perfect for adults/kids to enjoy being in nature. Property manager was wonderful to deal with. "
Cozy Waterfront Retreat at McMichael Farms

Bright Converted Schoolhouse in Chesterfield!

10.0 out of 10, Exceptional, (13)
"This was a comfortable, cute little rental. It was well appointed. It could have been cleaner, but I have seen worse. The communication with owner was excellent."
Bright Converted Schoolhouse in Chesterfield!

Bright Converted Schoolhouse in Chesterfield!

3.0 star property
Bright Converted Schoolhouse in Chesterfield!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.