Holiday rentals in Chesterfield

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Top-rated holiday rentals in Chesterfield

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

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Guest favourite
A cozy living area is presented, featuring a comfortable brown sofa adorned with soft blue cushions. A glass tabletop rests on a light area rug, accompanied by a decorative lamp and nautical-themed art. A TV is mounted on the wall opposite a small cabinet.
Guest suite in Monroe
4.93 out of 5 average rating, 177 reviews

1 Bd/1Ba Travel Nurses/Corp travel, Private, Safe

Great for a 1st responder, Corp traveler or University athlete parents. Situated in a quiet, safe neighborhood, this newly renovated suite includes 1 bd (Queen)/ 1 ba with private keyless entry. 1/2 mi from dozens of restaurants and stores (Target, Walmart, Chick-fil-A, etc) Kitchen includes Keurig coffee/tea station & washer-dryer. LR include ROKU TV & cable, Free WIFI. Easy access to 74 bypass, just 20 min from downtown Charlotte and 25 to CLT airport. Truly your home away from home!

Guest favourite
Farm stay in Monroe
4.97 out of 5 average rating, 184 reviews

The Blessed Nest

The Blessed Nest is secluded and nestled in its own private meadow, with a small pond to overlook. It is surrounded by 125 acre working farm and petting farm During your stay, you can enjoy the private porch overlooking the pond and enjoy the sights and sounds of the animals including goats, horses, cows and so much more. offer horseback riding around the property for an additional fee. We have kayaks available to those 14 and up and a small hut by the big pond containing life jackets.

Guest favourite
A black and white checkered floor complements the classic cabinetry in the kitchen. White upper cabinets feature colorful glass panels, while a sleek, dark countertop integrates modern appliances, including a microwave and a black refrigerator. A double sink is positioned next to a window, illuminating the space.
Flat in Chesterfield
4.96 out of 5 average rating, 57 reviews

Historic one bedroom apartment in Chesterfield

Just one block from the Chesterfield County Courthouse and Main St., walking distance to several bars and restaurants. This unit has a colonial Charleston vibe with a queen size rice bed set. The living room is furnished Victorian with smart tv (wi-fi), and the full bath and kitchen are black and white reminiscent of 1920. Both kitchen and bath have new fixtures and appliances. Totally refurbished in 2022, with tall ceilings and hardwood floors. Washer and Dryer access available.

Top guest favourite
A well-appointed sleeping area contains two beds, each dressed in light-colored bedding with decorative throws. A bedside lamp is positioned between the beds on a dark nightstand. Natural light enters through partially covered windows, highlighting the room's neutral tones and horse-themed wall art.
Barn in Society Hill
4.94 out of 5 average rating, 395 reviews

Burchs Carriage House

Private carriage house sitting adjacent to the most historic estate home in the lovely town of Society Hill. Separate entrance for guests which accommodates large horse trailers. Property caters to all animals! Kitchenette (microwave, toaster oven and hot plate), washer/dryer, Apple TV and wifi. Continental breakfast, wine/snacks provided. BBQ grill also. 2 stalls with paddocks. 12 x 12 and 10 x 12. Rooms are as they would be at your own home, separate from each other. See photo 13.

Guest favourite
A modern white building is framed by lush greenery, featuring large windows that invite natural light. A spacious porch is highlighted by wooden support beams and a rustic sliding door, with seating arranged for outdoor relaxation.
Flat in Waxhaw
4.92 out of 5 average rating, 198 reviews

Jud's place

Waxhaw is a small town rich in Heritage and bustling with activity, parks, unique shops, fine dining, breweries and local food in a relaxing atmosphere. Our town offers a sense of well being for all who work, live and visit here! Jud's Place is just 10 min from downtown and is a peaceful and quiet location to getaway from the busyness of life. Enjoy a cozy apartment and spacious porch surrounded by trees with a winding drive where you can take long walks. Come Stay awhile!

Top guest favourite
A spacious living area features a large L-shaped sectional sofa in soft brown fabric, arranged on a patterned area rug with floral designs. A ceiling fan hangs above, and the adjoining kitchen can be seen in the background, equipped with dark wooden cabinets and stainless steel appliances.
Cottage in Pinebluff
4.92 out of 5 average rating, 258 reviews

Lakeside Cottage nestled near Pinehurst and CHP

Bellago Farm Cottage is nestled in the woods off the edge of the North Carolina Game Lands. It is 6 miles from the Carolina Hotel/Pinehurst Resort and the famous Pinehurst #2 Golf Course, and 8 miles from the Carolina Horse Park. The lakeside cottage welcomes you to fishing and swimming its spring-fed 9-acre, very clear waters. Enjoy relaxing between activities with easy access wi-fi or tv. If you are traveling to the area for equine competition, horse boarding is available.

Top guest favourite
A quaint guest house is framed by vibrant autumn foliage, showcasing golden leaves. The covered porch, adorned with a bench, provides a welcoming entrance. The cottage features a large window and a symmetrical design, enhancing its rustic charm amidst the natural surroundings.
Home in Waxhaw
4.98 out of 5 average rating, 772 reviews

Fox Farms Little House

Fox Farms Little House is the perfect place to unplug from your busy life...located on a horse farm in Waxhaw, it is a peaceful retreat for a couple looking for relaxation and a beautiful setting. Whether you are walking the 155 acres of trails, relaxing with a good book on the porch, or enjoying the many animals on the property, you will leave here recharged. 5 minutes from downtown Waxhaw, 20 to Monroe, and 20 minutes to Ballantyne and Waverly.

Guest favourite
A charming cottage with a brick exterior is surrounded by tall trees and bushes. The blue front door provides a welcoming entrance, while large windows on either side allow natural light to fill the interior. The pathway leading up to the home is lined with pine needles.
Guest house in Camden
4.99 out of 5 average rating, 176 reviews

Charming Hunt Country Cottage with Pool

Welcome to Camden Cottage! A peaceful guesthouse on 7.5 acres in Hunt Country. Walk to Camden Hunt Kennels, minutes to the SC Equine Park, and close to historic downtown. Cozy 1-bedroom with full kitchen, streaming TV (Netflix, Peacock, YouTube TV & more), and access to the pool and grill. Guests love the spotless, quiet setting and easy access to steeplechase races, Revolutionary War sites, festivals, golf, and Lake Wateree. Pets welcome ($35).

Top guest favourite
A charming poolside cottage is surrounded by lush palm trees and vibrant plants. The outdoor space features a dining set on a paved patio, providing a tranquil area for relaxation. The entrance to the cottage is easily accessible, enhancing the inviting ambiance.
Guest house in Florence
4.94 out of 5 average rating, 962 reviews

Cottage by the Pool: Close to Interstates

Palm Trees, colorful flowers, hammocks and quiet space await in this tropic-like oasis just minutes from I-95/20. Hundreds of reviews acknowledge this idyllic setting. We are a Florence Airbnb favorite for travelers. We offer a queen bed, full bathroom, full sleeper sofa, strong wifi and TV. We even provide breakfast bars and coffee to help you jump start your day as you set off for the next journey. We look forward to hosting you.

Top guest favourite
A charming tree house is surrounded by snow-covered trees, showcasing a wraparound deck with wooden stairs leading to the entrance. Large windows allow views into the inviting interior, while snow blankets the ground, highlighting the natural setting.
Treehouse in Marion
5 out of 5 average rating, 324 reviews

Enchanting Treehouse with Modern Amenities

Perched on 20 acres along Catfish Creek, this enchanting tree house allows you to appreciate nature from a birds eye view. Whether it’s kayaking, canoeing, or exploring along the creek; relaxing in the hammocks and swings; engaging in a board game; or roasting marshmallows at the fire pit, Amenities include a full kitchen with full bath, outdoor shower, booth seating in dining table for up to 8, 2 bunk beds and loft style sleeping.

Top guest favourite
A lofted bedroom features a spacious bed adorned with dark bedding and decorative pillows. Large windows provide natural light, showcasing the wooden walls and floor. A telescope is positioned nearby, and a cozy armchair is set against the wall, complemented by a wooden dresser.
Holiday home in Lancaster
4.98 out of 5 average rating, 136 reviews

Red Fox Farms Guest House with high speed w-fi

All new state of the art construction, this modern barn-style house is both luxurious and rustic. Located on 54 acres of beautiful farm country with creek and private trails. Enjoy the scenic views and wild life! Hammock, grill and fire pit. The spiral staircase elevates to a lofted bedroom with new zero-gravity massage bed. Washer, dryer, full kitchen with dish washer. High speed w-fi. Snacks available.

Guest favourite
Home in Norwood
4.9 out of 5 average rating, 143 reviews

New! Lake Tillery area, Uwharrie

New! Near Lake Tillery, Piney Point Public Golf Course, Uwharrie Vineyards and Uwharrie National Forest. Public Boat Access 7 minutes away, Boat and Trailer parking space available on site. High Speed Wi-Fi, Spacious Deck to enjoy your morning coffee. Lilly's Marina with Boat rentals and slips 14 minutes away. Your family and guests will be close to everything when you stay with us!

Popular amenities for Chesterfield holiday rentals