Holiday Homes in Chesterfield

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Holiday Homes in Chesterfield

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

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

9.4 out of 10, Exceptional, (16)
"Wonderful place everything very clean nice and cozy Definitely place I would stay again.. "
The price is NZ$551
includes taxes & fees
25 Aug - 26 Aug
Country retreat home away from the hustle and bustle of city life.
Pageland's charming-tranquil country setting home/sleeps 8/fenced yard
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (5)
"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
Spacious 3-bedroom home in natural setting
Private kitchen

Spacious 3-bedroom home in natural setting

8.0 out of 10, Very good, (1)
"This host is outstanding. She is so gracious and easy to work with. The home is very clean with everything you need. The beds are super comfortably with top notch linens. She has so many extras in this home. I highly recommend this home to anyone in the area. Quite and peaceful area. There was an added treat waiting when arrived that so appreciated. Peaches and a loaf of bread. This host goes all out to make you feel at home. 10 stars"
Spacious 3-bedroom home in natural setting
Remodeled historic house, near Pageland, with WI-FI and parking FREE
Exterior

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

9.4 out of 10, Exceptional, (6)
"Very comfortable and homey feel. The house was spotless and owners were very responsive. "
The price is NZ$507
includes taxes & fees
14 Sept - 15 Sept
Remodeled historic house, near Pageland, with WI-FI and parking FREE
In 1840 Burn Cottage
Property grounds

In 1840 Burn Cottage

9.8 out of 10, Exceptional, (33)
"Nice historic house provided authentic late-1800s three night stay. Enjoyed our stay."
In 1840 Burn Cottage
Charming 3-bedroom house with AC and WiFi in serene Cheraw
Exterior detail

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

10.0 out of 10, Exceptional, (1)
"Everything ok"
Charming 3-bedroom house with AC and WiFi in serene Cheraw
Charming 2-bedroom townhome in quaint Hamlet with WiFi, AC
Fridge, oven, stovetop, coffee/tea maker

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

Charming 2-bedroom townhome in quaint Hamlet with WiFi, AC
Gorgeous, Southern Home in Beautiful Cheraw
Fridge, microwave, oven, stovetop

Gorgeous, Southern Home in Beautiful Cheraw

10.0 out of 10, Exceptional, (16)
"We loved all the rooms and they were roomy and the out door area is a must see also hospitality was great."
Gorgeous, Southern Home in Beautiful Cheraw
Charming 2-bedroom house in Cheraw with AC
Private kitchen

Charming 2-bedroom house in Cheraw with AC

Charming 2-bedroom house in Cheraw with AC
Charming 3-bedroom house with AC and WiFi in peaceful Rockingham
3 bedrooms, WiFi, bed sheets

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
Bright Converted Schoolhouse in Chesterfield!
Interior

Bright Converted Schoolhouse in Chesterfield!

10.0 out of 10, Exceptional, (13)
"My family and I enjoyed our stay at the historic school house. There was plenty of family bonding over board games and snacks.The school house had plenty of space and beautiful mountain views and the stars at night were so peaceful. Great place to bring family and friends."
Bright Converted Schoolhouse in Chesterfield!
Brick House Retreat at the Heart of Hamlet
Exterior

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"
The price is NZ$780
includes taxes & fees
15 Aug - 16 Aug
Brick House Retreat at the Heart of Hamlet
“CAROLINA” tiny house with Pond View
Smart TV, fireplace

“CAROLINA” tiny house with Pond View

10.0 out of 10, Exceptional, (3)
"Had a very pleasant stay. Beautiful and peaceful place to stay."
“CAROLINA” tiny house with Pond View
Calming and relaxing
Interior

Calming and relaxing

Calming and relaxing
“Second Street Retreat”
Fridge, microwave, oven, stovetop

“Second Street Retreat”

“Second Street Retreat”
Westwood Lodge
Dining

Westwood Lodge

Westwood Lodge
Sneedsboro Cabin
Private kitchen

Sneedsboro Cabin

Sneedsboro Cabin
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesterfield Hotel Reviews

Holiday Inn Express Hotel & Suites Rockingham by IHG

Holiday Inn Express Hotel & Suites Rockingham by IHG

10/10 Excellent
"Extremely clean and comfortable"
Alysha 1-night trip
Posted 4 days ago
Holiday Inn Express Hotel & Suites Rockingham by IHG