Holiday houses in Windsor Park

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Top-rated holiday rentals in Windsor Park

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Top Guest favourite
A young calf stands in the foreground on green grass, facing the camera. Behind the calf, a rustic barn with wooden double doors and decorative trim is visible, framed by trees against a clear blue sky.
Barn in Marion
4.98 out of 5 average rating, 200 reviews

Blu Grace Farm Apartment

Our barndo is located on our quaint 10 acre farm. The barn sits in the center of two pastures overseeing highland cows, horses, alpaca, donkeys, sheep and ducks. A cup of coffee, the sound of the rooster crowing while rocking under the awning is an experience in itself. Pet and feed the livestock during your visit. We are conveniently located near several wedding venues in historic Marion county and just an hour from Myrtle Beach. This is a rustic and peaceful farm experience you won’t forget.

Top Guest favourite
The historic home features a grand façade with classic columns and red brick steps leading to the entrance. American flags adorn the front, surrounded by well-maintained landscaping and a manicured lawn, accentuated by the soft glow of evening light.
Home in Cheraw
5 out of 5 average rating, 30 reviews

Gorgeous Southern Home in Cheraw

Planning your next family reunion or friendly getaway? This beautiful and historic 5,354 sq. ft. 5-bedroom, 3.5-bath Cheraw vacation rental is the one for you. Featuring 5 living areas, a fully equipped kitchen, and a private fenced in yard, this lovely abode offers plenty of space for your group to spread out and feel at home. Be sure to pack your hiking boots or golf shoes and explore Cheraw State Park. Spend your evenings playing board games in front of any fireplace or enjoy the fire pit.

Top Guest favourite
A charming brick structure features a peaked roof and three garage bays with decorative trim. The landscaped area includes trimmed hedges and blooming flowers in a planter. Trees can be seen in the background, creating a serene outdoor setting.
Apartment in Laurinburg
4.98 out of 5 average rating, 503 reviews

Chauffeur’s Apartment on Historic Property

Enjoy the former chauffeur's quarters located on the grounds of our National Register of Historic Places property with access to the tranquil gardens of the Manor House. The kitchen is complete and the comfortable full-sized bed should provide a good night's rest. Downtown activities are within easy walking distance. There are multiple seating areas to enjoy the extensive gardens on the one acre grounds that are shared with the main property. We cannot host guests under the age of 16.

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, 360 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.

Top Guest favourite
The cozy interior features rustic wooden beams and a blend of warm tones. A spacious bed is positioned against a wall with a peacock artwork. A kitchenette area is visible, alongside a small dining table and a television, providing a comfortable, multifunctional living space.
Farm stay in Timmonsville
4.95 out of 5 average rating, 682 reviews

The Cottage at Dream Acres & Petting Zoo I-95/I-20

The Cottage at Dream Acres is situated with its own private drive on our 8 acre working horse farm located near Florence SC at the I-20/ I-95 corridor, 5 mins off the highway. We are the 1/2 way point between NY & FL. Relax and unwind from a long roadtrip or take a weekend farm-stay getaway. All the amenities of a larger home with the convenience of a smaller space! Family Friendly; sleeps up to 4, newly renovated in 2020, petting zoo, outdoor fire pit, tree swing, picnic table!

Top Guest favourite
An A-Frame house is surrounded by lush trees, featuring a welcoming front porch with rocking chairs. The outdoor area includes a fire pit with seating arranged around it, creating an inviting space to relax. An American flag adds a touch of charm to the entrance.
Home in Charlotte
4.98 out of 5 average rating, 283 reviews

A-Frame of Mind & 30 min from city

Unplug and unwind at our beautifully renovated A-frame cabin, tucked away in the peaceful Mint Hill area—just 30 minutes from the city. Surrounded by nature, this one-of-a-kind getaway offers the perfect blend of rustic charm and modern comfort. Enjoy fresh air, cozy fires, and starry nights in a peaceful, nature-filled setting. Whether you're looking for a romantic weekend, a quiet family escape, or just a break from the everyday, this tranquil retreat is ready to welcome you.

Guest favourite
A vintage dresser with brass handles is positioned next to a standing mirror. They are complemented by a decorative vase filled with dried flowers. Natural light filters through the window, illuminating the warm hardwood floor.
Townhouse in Cheraw
5 out of 5 average rating, 19 reviews

3rd Street Retreat

Our duplex is in the heart of our little town of Cheraw and located in the beautiful historic district. A great neighborhood where families live, neighbors look out for each other, & downtown is within walking distance. Several great family owned restaurants, antiques stores, a gym, and shops in the downtown area. You will see lots of locals walking the street with their dogs and I personally think 3rd Street is the most beautiful street in our town!

Guest favourite
A cozy living area features a leather sofa, complemented by decorative cushions. A white coffee table is positioned in front, while a lamp and framed artwork enhance the space. Natural light filters through nearby windows, creating a warm and inviting ambiance.
Apartment in Chesterfield
4.94 out of 5 average rating, 35 reviews

The Cottage

…All Inclusive! …Smoke free Property … not suitable for children …business or leisure … 1 Queen Bed ..SMOKE FREE PROPERTY …please enjoy walking around our property ..Wifi ..Direct TV, Washer/D. NEAR: ..Club MX motocross ..Cheraw State Park ..midway between mountains/coast ..midway between Charlotte & Darlington Speedway. ..10mi McLeod Hospital ..30 min Robinson Plant Hartsville ..25 McLeod Farms McBee ..25 min Nestles Plant ..Immaculate Quiet

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.
Guesthouse in Florence
4.93 out of 5 average rating, 880 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, 292 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.

Superhost
A spacious bedroom features a queen-sized bed with a light blue and white bedding set, complemented by a patterned area rug. A small couch sits beside a coffee bar and mini-fridge, while a decorative mirror and a potted plant add warmth to the inviting space.
Guest suite in Florence
4.77 out of 5 average rating, 460 reviews

Cozy One-Bedroom Suite with Private Entrance

Come relax and unwind in this inviting one-bedroom suite with a queen sized bed. Enjoy the dining area with complimentary coffee bar or kickback with a good book on the new couch. It also includes a spacious closet, TV with streaming services, and private bathroom with walk-in shower.

Top Guest favourite
A close-up of a flower pot filled with purple and yellow pansies is positioned on a wooden deck. The cabin's entrance is visible in the background, featuring a white door and a soft glow from an outdoor lantern.
Cabin in Cheraw
4.98 out of 5 average rating, 40 reviews

Shady Oak Cottage

We built our cabin in 2017 to accommodate family and friends when they came to visit. We now are welcoming others to enjoy it! The cabin is behind our house. Our house/ cabin area, is surrounded by woods on three sides, which gives our property a touch of privacy.

Popular amenities for Windsor Park holiday rentals