Vacation rentals in Chesterfield

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Chesterfield

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Apartment in Florence

4.93 out of 5 average rating, 15 reviews

“Cozy Escape | Relax & Recharge”

RicardoRating, 5 stars1 week ago

My stay at Kenneth’s Airbnb was absolutely wonderful! The space was spotless, beautifully decorated, and exactly as pictured—those emerald green chairs added a vibrant and luxurious touch! The kitchen was fully stocked and made it easy to prepare meals. Kenneth was an exceptional host—communicative, courteous, and made sure everything was in place for a smooth check-in and stay. The neighborhood felt safe and was conveniently located. I would absolutely recommend this spot to anyone visiting the area and would love to stay again in the future!

Top guest favorite

Home in Pinehurst

5 out of 5 average rating, 41 reviews

Stunning Southern Pinehurst Home! Close to Village

StephenRating, 5 stars2 weeks ago

We loved the couple nights we stayed. house was perfect for all of our guests and was a great location to anything pinehurst. clean, we'll maintained and a perfect getaway house. thanks again to Scott for letting us stay, we have a great time.

Top guest favorite

Vacation home in Pinehurst

4.98 out of 5 average rating, 51 reviews

Luxury Vacation Home "Lakeside in Pinehurst"

PaulRating, 5 stars1 month ago

This was our second stay at this beautiful house and we loved every minute of it. We caught lots of fish off the dock, ate family dinners on the deck, went for long walks around the neighborhood, played the Cradle while enjoying this meticulously clean and perfectly appointed house. Sondra and Jody were very responsive and very helpful!! We can’t wait for our next stay!!!

Guest favorite

Home in Pinehurst

4.97 out of 5 average rating, 34 reviews

⛳ Golf & Family Bungalow - Convenient to Village

AmandaRating, 5 stars2 weeks ago

The house was great for our girls’ trip! The house was well stocked, clean, easy to find all the info we needed (like check in, Wi-Fi info, check out) and a great location to the spa and downtown pinehurst! We had plenty of space in the house.

0 of 0 items showing

What guests are saying

NEW BUILD Golf Cottage-Perfect for Couples/Family

5 out of 5 average rating, 47 reviews5 days ago

We loved our stay at this cute cottage and will definitely be back next time we’re in town! The cottage was spotless and very cozy — we had everything we needed for our weekend trip. The location is perfect, close to many great restaurants and things to do, but also tucked away and nice quiet street. Amanda was super helpful and responsive as well.

Home in Pinehurst

What guests are saying

Welcome to 19th Tee. Sirene Golfviews for 4.

4.89 out of 5 average rating, 73 reviews1 month ago

We had a fantastic stay at this location! The view was a perfect backdrop. It’s also ideally situated, just a short walk away from all the shopping and dining options downtown, making it incredibly convenient. Highly recommend for anyone looking to stay in Pinehurst.

Condo in Pinehurst

What guests are saying

Best location IN MINT HILL

5 out of 5 average rating, 4 reviews4 months ago

A home away from home. There was plenty of space for us. Everything was so clean and comfortable. The grandchildren loved the games. We had easy access in and out of the home. There was lots of space to park our vehicles. I especially loved that we had plenty of clean towels. Oh yes, the complimentary drinks and snacks along with the welcome letter were awesome. If we’re in town again and need a place to stay it definitely would be your home.

Home in Mint Hill

What guests are saying

Nordic cozy Farm House near Pageland

5 out of 5 average rating, 6 reviews5 months ago

Luz Angelica’s place is beautiful, if what you are looking for as peace & quiet! Both inside & outside of home! House was very clean, had everything you needed, but not overloaded..loved the place & outside. Thank you Luz Angelica & hope to use your space again in the future!

Cabin in Pageland

What guests are saying

cheerful 4 bedroom cottage in perfect location

5 out of 5 average rating, 21 reviews1 week ago

Lisa’s accommodations were beyond expectations. The home was adorable and very spacious. Just wish we had more time to spend to here! Lisa was super quick to respond and very helpful every step of the process. We would definitely love to stay here again in the future!

Home in Pinehurst

What guests are saying

Carolyn's Pinehurst Abode

5 out of 5 average rating, 8 reviews1 month ago

I can’t say enough good things about Carolyn’s place in Pinehurst. First, she let us check in at the last minute around 10pm when we were desperate to find a place to stay. The house is located in an adorable, quiet, walkable neighborhood. It’s 0.85 from the PineScone Cafe. We walked to get coffee multiple mornings. It’s also 2.4 miles from Pinehurst Village and the historic Pinehurst Golf Resort. We spent several Saturdays walking to the village, getting breakfast / coffee, checking out the beautiful homes, shopping, and sitting at the Pinehurst resort around their beautiful gas fire pits. We also went to the spa at the resort one day. There are plentiful restaurant choices in Pinehurst / Southern Pines to explore. The gas grill in the backyard was wonderful to have at the home. We made steaks and grilled chicken multiple nights. The large walk in shower in the big bathroom was great for my tall husband. We definitely recommend Carolyn’s place and would stay there again!

Home in Pinehurst

What guests are saying

Uber Modern Tiny home. Walk to BOA Stadium Uptown!

4.9 out of 5 average rating, 86 reviews1 week ago

First, the house is adorable and Shirley was readily available to answer questions. Second, I was able to unwind and focus as I went on interviews around town. It’s very close to the Bank of America Stadium and easy to get to Uptown and South End. Thank you!

Tiny home in Charlotte

1 of 12 pages

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Chesterfield vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Chesterfield

Guest favorite

Home in Mount Gilead

5 out of 5 average rating, 13 reviews

Lake Tillery escape

EmilyRating, 5 stars5 days ago

This was a phenomenal place to stay! John was very responsive and answered all my questions promptly. Would love to stay again in the future! Thanks again John!!

Guest favorite

Home in Matthews

4.91 out of 5 average rating, 78 reviews

Downtown Charm & Backyard Dream

TaraRating, 5 stars5 days ago

We thoroughly enjoyed our weekend in Charlotte. We loved the house, especially the outdoor seating area. Josh was very responsive. We hope to stay there again on our next visit. Thanks Josh!

Guest favorite

Home in Camden

5 out of 5 average rating, 6 reviews

Lakeside Views

DemersRating, 5 stars1 month ago

Great house excellent location private dock for fishing on our down time. We would most definitely stay again

Superhost

Home in Great Falls

4.89 out of 5 average rating, 9 reviews

Beautiful home in Great Falls SC

SamuelRating, 5 stars1 month ago

Had a wonderful stay here with my fiance. Would recommend!

Guest favorite

Condo in Pinehurst

4.91 out of 5 average rating, 64 reviews

Pinehurst Golf, Weddings, Seminars with Hallmark A

TimRating, 5 stars2 weeks ago

Tim's place was welcoming and he was a responsive, available host. Check-in was smooth and easy. Check-in tips: If arriving at night, the lighting is low and condo unit numbers unobtrusive, so recommend having a good lighting source. Also, the condos are numbered sequentially up one side of the drive-way and down the opposite side v odds or evens all on one side as is typical in residential US. Tim's is toward the end on the left. Just a tip. Walking to town. Google will have you walking 1.5 miles back out of the development. But, if you go left out of the condo, walk to the end of the driveway, cross the green/fairway, you'll be on a main road that takes you directly to town, cutting a mile off the Google directions. Enjoy.

Guest favorite

Apartment in Charlotte

4.89 out of 5 average rating, 63 reviews

Two 2 Tango - Sleeps 4 Romance or Business "Ready"

AnnaRating, 5 stars3 months ago

The apartment was just as pictured. It was spacious, close to everything and very quiet. We had a great stay and definitely will book it again.

Superhost

Home in Charlotte

4.91 out of 5 average rating, 34 reviews

Vibrant South CLT Oasis | 3BRs | Patio | Fire Pit

BriRating, 5 stars1 month ago

Amazing place , very well maintained, would definitely come back…

Guest favorite

Home in Matthews

4.94 out of 5 average rating, 34 reviews

Immerse yourself in tranquility and comfort

Tommy And ElizabethRating, 5 stars3 months ago

We stayed for 10 days and had a restful and wonderful time. We are from the area so know it well and have family nearby and this was an easily accessible, perfect spot for us and our 2 large dogs (boxers) to spend Christmas and New Years. The fully fenced backyard was a major bonus and very much appreciated by us and our pups. Our host, Tammy, was incredibly responsive throughout our entire visit, and so kind to let us extend our stay on short notice to one additional night before we started our return home cross country drive. All aspects of the house are comfortable - beds, furniture, spaces to move around in - and the kitchen is well stocked with utensils and cooking dishes. We have this place as top of our list for future visits back to our hometown!

Show all

Vacation rentals in Chesterfield

Top-rated vacation rentals in Chesterfield

Sunsets over Lake Wateree: Shared Dock & Boat Ramp

Sunny Pines Hideaway

NEW BUILD Golf Cottage-Perfect for Couples/Family

Welcome to 19th Tee. Sirene Golfviews for 4.

Best location IN MINT HILL

Captain’s Choice

Nordic cozy Farm House near Pageland

Luxurious Pine Manor: Golf Front Estate with Pool!

cheerful 4 bedroom cottage in perfect location

Carolyn's Pinehurst Abode

Uber Modern Tiny home. Walk to BOA Stadium Uptown!

Best Golf Trip Rental in Pinehurst

Vacation rentals for every style

Popular amenities for Chesterfield vacation rentals

Other great vacation rentals in Chesterfield

Destinations to explore