Chesterfield Vacation Rentals

Vacation Rentals in Chesterfield

Bright Converted Schoolhouse in Chesterfield!
TV, DVD player, books, video library
Bright Converted Schoolhouse in Chesterfield!
10.0 out of 10, Exceptional, (12)
"My husband, kids, and two dogs stayed here and it felt like home. I grew up living out in the woods so this was perfect for me! Our dogs and kids loved the property, we took time to walk around and enjoy the nature. The natural sunlight from the large windows was amazing as well! I loved waking up and looking out across the yard. The simplicity of the house layout was very relaxing and our kids enjoyed the open and colorful space as well, i think their favorite part was the huge chalkboard...
Bright Converted Schoolhouse in Chesterfield!
Bright Converted Schoolhouse in Chesterfield!
Interior
Bright Converted Schoolhouse in Chesterfield!
3.5 star property
Bright Converted Schoolhouse in Chesterfield!
“CAROLINA” tiny house with Pond View
Smart TV, fireplace
“CAROLINA” tiny house with Pond View
10.0 out of 10, Exceptional, (1)
"I stayed here for 2 weeks on a work trip and the house was perfect. It’s clean and has everything I needed to cook meals and wash clothes. Hard to find a more peaceful and quiet place in a beautiful country setting"
“CAROLINA” tiny house with Pond View
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Cozy cabin on 16.5 acres with a stocked fishing pond. Close to Charlotte.
Fridge, microwave, oven, stovetop
Cozy cabin on 16.5 acres with a stocked fishing pond. Close to Charlotte.
10.0 out of 10, Exceptional, (2)
"We really enjoyed our excellent stay at the cabin! It was a lovely place to unwind for the weekend. We really enjoyed the trails, loved that they had rocks you could paint to add to the trail, and loved to walk down to the pond. We brought my friend's dogs, and they had a blast! The kitchen was great and had everything we needed to cook. We enjoyed the screened in porch, and the AC works great. Lisa and Andrew are great hosts and are very communicative. We didn't need anything during our stay...
Cozy cabin on 16.5 acres with a stocked fishing pond. Close to Charlotte.
Country retreat home away from the hustle and bustle of city life.
Exterior
Country retreat home away from the hustle and bustle of city life.
9.4 out of 10, Exceptional, (8)
"We stayed here for a wedding nearby. The communication with Bernadette was excellent. We had everything we needed at the house and more. Food lion was a very short drive as well. House was very clean, AC going and set up upon arrival. Neighborhood was quaint and quiet. We would stay again if ever in the area."
Country retreat home away from the hustle and bustle of city life.
The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet
1 bedroom, WiFi, bed sheets
The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet
10.0 out of 10, Exceptional, (2)
"It really is a peaceful place to stay. The bed was super comfy. The host was very sweet when we talked on the phone. Check-in couldn’t have been easier."
The price is $55
$86 total
includes taxes & fees
16 Jun - 17 Jun
The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet
Private Nature Oriented Campground
Property grounds
Private Nature Oriented Campground
The price is $25
$61 total
includes taxes & fees
9 Jun - 10 Jun
Private Nature Oriented Campground
Riggins King suite WI-FI Patio Farmscape comfort
Living area
Riggins King suite WI-FI Patio Farmscape comfort
10.0 out of 10, Exceptional, (1)
"I stayed in the suite, and it was great as it was just me traveling for work, but would also be a good place to stay as a couple."
The price is $90
$171 total
includes taxes & fees
9 Jun - 10 Jun
Riggins King suite WI-FI Patio Farmscape comfort
Gorgeous, Southern Home in Beautiful Cheraw
Fridge, microwave, oven, stovetop
Gorgeous, Southern Home in Beautiful Cheraw
10.0 out of 10, Exceptional, (9)
"This was such a fabulous place to stay. Too bad that we only had a few days in town. There was everything we needed."
Gorgeous, Southern Home in Beautiful Cheraw
Great property for contract healthcare workers!
Property grounds
Great property for contract healthcare workers!
10.0 out of 10, Exceptional, (19)
"We all were charmed by this cute home. This place was top notch, comfortable, cozy, very clean and had everything we needed and more. We were in town for a dance competition and will hopefully be rebooking this place any time we are back in town. It was so nice to have a lovely place to come back to after long dance days! Angie responded to my questions (which were not many because everything was well explained prior) super fast and was very welcoming."
The price is $150
$219 total
includes taxes & fees
21 Jun - 22 Jun
Great property for contract healthcare workers!
Central Wadesboro Home: Walk to Downtown Shops!
Exterior
Central Wadesboro Home: Walk to Downtown Shops!
9.6 out of 10, Exceptional, (14)
"We felt at home."
Central Wadesboro Home: Walk to Downtown Shops!
Lakeside Living
View from property
Lakeside Living
6.0 out of 10, (1)
"Easy to find and access was good with the owners help as the door was hard to get open. The property had a lot of junk laying all over the place. Fishing was available but the dock was a nightmare and very dangerous with most of the boards loose or coming up and or missing and broken. The trailer was not cleaned as there was dead bugs and dirt on the floor and area carpets. If he paid anyone he got ripped off. There was one pan for cooking and we would not have been able to eat there if my wife...
Lakeside Living
Countryside Cabin Rental ~ 10 Mi to Wadesboro!
Fridge, microwave, stovetop, dishwasher
Countryside Cabin Rental ~ 10 Mi to Wadesboro!
10.0 out of 10, Exceptional, (1)
"We stayed for the weekend just as a getaway and for a mudrun. This is a beautiful little setup if you like the country and not the fast paced city life. Food options are not that far of a drive 30 to 45 minutes or grill it yourself. Wanna just get lost on some old country roads? Just start driving and you will find you are in some beautiful farm country. Our 2 year old son loved waking up and seeing the horses feeding just feet away from the padio."
Countryside Cabin Rental ~ 10 Mi to Wadesboro!
Entire Cozy Mobile Home
3 bedrooms, desk, iron/ironing board, free WiFi
Entire Cozy Mobile Home
Entire Cozy Mobile Home
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"
Brick House Retreat at the Heart of Hamlet
Remodeled historic house, near Pageland, with WI-FI and parking FREE
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Remodeled historic house, near Pageland, with WI-FI and parking FREE
9.0 out of 10, Wonderful, (4)
"We stayed here while our teenage son attended a camp at Wingate University (30 minutes away). The house was just as described, VERY clean and the attention to detail was fantastic. Beverages/coffee provided, soaps/dishsoap/shampoo, etc. were plentiful. One review mentioned the dated kitchen and bathroom but the owners have done everything to make it work and they succeeded. The beds were comfortable, large smart TV, great towels and everything you need if you were going to cook. We stayed in...
The price is $122
$245 total
includes taxes & fees
9 Jun - 10 Jun
Remodeled historic house, near Pageland, with WI-FI and parking FREE
Home Away From Home in the Heart of Rockingham
Interior
Home Away From Home in the Heart of Rockingham
Home Away From Home in the Heart of Rockingham
Central Wadesboro Home: Walk to Downtown Shops!
Interior
Central Wadesboro Home: Walk to Downtown Shops!
3.5 star property
Central Wadesboro Home: Walk to Downtown Shops!
The Purple Heart Cottage on Main Street, Entire Home 2Bl King Primary Rooms
Living area
The Purple Heart Cottage on Main Street, Entire Home 2Bl King Primary Rooms
The price is $225
$351 total
includes taxes & fees
16 Jun - 17 Jun
The Purple Heart Cottage on Main Street, Entire Home 2Bl King Primary Rooms
Don't see what you're looking for?
See all available properties 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.

Other types of properties in Chesterfield you may be interested in

Bright Converted Schoolhouse in Chesterfield!
TV, DVD player, books, video library
Bright Converted Schoolhouse in Chesterfield!
10.0 out of 10, Exceptional, (12)
"My husband, kids, and two dogs stayed here and it felt like home. I grew up living out in the woods so this was perfect for me! Our dogs and kids loved the property, we took time to walk around and enjoy the nature. The natural sunlight from the large windows was amazing as well! I loved waking up and looking out across the yard. The simplicity of the house layout was very relaxing and our kids enjoyed the open and colorful space as well, i think their favorite part was the huge chalkboard...
Bright Converted Schoolhouse in Chesterfield!
Bright Converted Schoolhouse in Chesterfield!
Interior
Bright Converted Schoolhouse in Chesterfield!
3.5 star property
Bright Converted Schoolhouse in Chesterfield!
“CAROLINA” tiny house with Pond View
Smart TV, fireplace
“CAROLINA” tiny house with Pond View
10.0 out of 10, Exceptional, (1)
"I stayed here for 2 weeks on a work trip and the house was perfect. It’s clean and has everything I needed to cook meals and wash clothes. Hard to find a more peaceful and quiet place in a beautiful country setting"
“CAROLINA” tiny house with Pond View
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.

Everything you need to know about Chesterfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesterfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chesterfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chesterfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chesterfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $55 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chesterfield rentals

At Expedia, we put the best Chesterfield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chesterfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesterfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesterfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Chesterfield?

Yes, we have vacation rentals near the most popular sights in Chesterfield, or you can select a more secluded option if you want a relaxing place to stay.

How many vacation rentals are there in Chesterfield?

Choose from 4 Expedia vacation rentals in Chesterfield for a memorable vacation.

What can I see and do in Chesterfield?

Explore the area and family-friendly sights such as Granny Hollow Pottery and Fancy Crafts, or get out into nature at a spot like Cheraw State Park. Cheraw State Park Golf Course and H Cooper Black Jr. Memorial Field Trial & Recreation Area are a couple of places you'll find in the larger area.

What are vacation rentals like in Chesterfield?

Vacation rentals are privately owned accommodations you can reserve for a couple days or more in Chesterfield. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family trips or small group gatherings.

Recent reviews of Chesterfield properties
Expedia 亿客行 verified reviews

The Mantissa Hotel

The Mantissa Hotel

5/5 Excellent
"Excelllent staff p"
A verified traveler stayed at The Mantissa Hotel
Posted 3 days ago
The Mantissa Hotel