Holiday rentals in Windsor

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Top-rated holiday rentals in Windsor

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

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Top guest favourite
Guest house in Williston
4.93 out of 5 average rating, 15 reviews

Manure Manor at Peachey Farms

Take it easy at our unique and tranquil getaway, where you can relax and unwind. Wake up in our cozy cottage to fresh country air and the gentle sounds of cattle grazing just beyond your window. Our charming 1-bedroom, 1-bath guest space is located on a working cattle farm, offering the perfect blend of rustic charm and modern comfort. Whether you're looking for a quiet retreat, a romantic getaway, or a rural experience, this cozy farm stay gives you a front-row seat to authentic country life.

Top guest favourite
A queen bed is centered in the room, dressed with a floral-patterned bedspread and decorative pillows. A patterned area rug extends beneath the bed. A chair and a small lamp are positioned beside the bed, and a piece of wall art with a nature theme is displayed nearby.
Guest house in Aiken
5 out of 5 average rating, 144 reviews

Aiken Barndominium/Studio Apt

Bright, charming 408 sq ft studio apartment with a queen bed, work desk, lounge chair/ottoman, 3 piece private bathroom and kitchenette (sink, mini frig. & microwave). Also includes a dedicated closet, well stocked coffee station, smart TV, luggage rack, full sized ironing board and blow dryer. Windows and french doors offer roman shades with blackout panels for privacy. Access to a outdoor fire pit seating area is also included. Convenient to local attractions in Aiken, SC and Augusta, GA.

Top guest favourite
The exterior of a barn-style building is visible, featuring a screened porch and colorful decorative elements on the siding. Surrounding gardens with various plants and flowers add greenery to the space. A grill is positioned nearby, enhancing the outdoor utility of the area.
Farm stay in Windsor
5 out of 5 average rating, 156 reviews

Super Cute 1 Bedroom Barn Apartment!

Take it easy at this cozy, unique and tranquil getaway. The 12' x 10' screen porch is lovely to watch the sunrise and sunsets. Bathroom floor has heat for the chilly weather, and you have a heated towel rack. Apartment has everything you would need for a short or long term stay. It is updated, clean, and ready for you to sit back and relax Close to all Aiken horse venues. We are 33 miles from the Masters. Very safe with private road, automatic gate, and key pad lock. Sorry, no pets allowed.

Top guest favourite
A pastel artwork depicts two donkeys with soft, expressive features. The background is a warm golden hue, accentuating the gentle curves and textures of their fur. The donkeys appear close together, showcasing their curious eyes and attentive ears.
Home in Windsor
4.94 out of 5 average rating, 67 reviews

Little house at Storybook Farm

Spend some time in a quiet farm setting in the pines. New 2 bedroom 2 full bath free standing guest home on horse farm. Close to all horse venues, golf and lovely Aiken downtown. Peaceful neighborhood on private Sand lane. 800sq. Ft home fully stocked kitchen, washer dryer dishwasher. Very safe on a sand private road. Parking available for any size vehicles. Well mannered dogs only on leash no cats or smoking on the farm anywhere. Storybook Farm is a member of Friends of Christenen Forest

Guest favourite
The exterior of the house features light blue siding with white trim. Two large windows are framed with navy shutters, and a front door is positioned centrally. Green shrubbery and grass outline the pathway leading to the entrance, creating a welcoming approach.
Apartment in Aiken
4.94 out of 5 average rating, 259 reviews

South Side Villa with Southern Charm

My place is close to restaurants, shopping, movie theaters and parks. You’ll love my place because of the comfy bed, the kitchen, the coziness. Good for couples, solo adventurers, business travelers, and families (with kids). Great place to stay when in Aiken or Augusta, GA for local events such as sports tournaments, Master's Golf Tournament, Aiken Triple Crown in March, or on business at SRS. Rates higher during Master's Week. Contact us for more information or long term rentals.

Top guest favourite
The two-story guest house features a bright red exterior with a metal roof and two front balconies. Lush green grass surrounds the building, and scenic pastures can be seen in the background, emphasizing the rural setting. Multiple windows provide ample natural light.
Guest house in Windsor
4.98 out of 5 average rating, 159 reviews

Horse Farm in Aiken, SC

Spacious, private guest house with views on a 17-acre entirely fenced horse farm located just 14 miles from Aiken, SC and 30 miles from Augusta, GA (Masters). Our equestrian community exudes southern charm; the perfect, peaceful retreat and horse country getaway. Near to historic Downtown Aiken & Hitchcock Woods. This family-friendly farm is ideal for short, extended or corporate stays. Have horses? There's a barn with 4 stalls and 7 fenced pastures for horse turnout. Separate fee.

Top guest favourite
A covered patio area features a set of rocking chairs and a dining table with chairs, providing a comfortable space for outdoor relaxation. The entrance is framed by subtle lighting fixtures, and the landscaped area includes decorative stones and greenery, enhancing the welcoming ambiance.
Farm stay in Aiken
4.99 out of 5 average rating, 179 reviews

The Guest House & Stables at Quiet Oak Farm

Pet/horse welcome & 5 mins to downtown! Est. 2020, 5.5 acre, professionally designed Quiet Oak Farm, sits in a peaceful equestrian community. Private entrance guest house, built into 2500 sq ft stables, with back door opening right into the chandelier lined center aisle. Offering a luxurious equestrian experience with rustic charm, in the ultimate location. With everything you need provided, we invite you to enjoy our little space with big style in the “Best Small Town in America”.

Top guest favourite
A charming cottage is set amidst an expansive, grassy landscape, framed by tall trees. A covered porch invites relaxation, while a large adjacent field is visible, featuring a rustic barn structure in the background. Bright clouds scatter across a clear blue sky.
Farm stay in Aiken
5 out of 5 average rating, 29 reviews

Peaceful 13-Acre Horse Farm Cottage-King Bed

Escape to the heart of Aiken horse country in this custom-built 2-bedroom, 1-bath cottage in the equestrian community of Bridle Creek. Set on a private 13-acre horse farm, this peaceful retreat offers pasture views, quiet mornings, and authentic farm living. Just 18 minutes from Bruce’s Field, it’s perfect for equestrian events, bringing your horses, or a relaxing countryside getaway with easy access to downtown Aiken, dining, shopping, and local attractions.

Top guest favourite
A vibrant rainbow arcs across a partly cloudy sky, hovering above a grassy area. A spacious saltwater pool reflects the colors of the sky, while a classic cottage with a covered porch is visible in the background, surrounded by lush greenery and trees.
Cottage in Aiken
4.97 out of 5 average rating, 124 reviews

Dreamcatcher Cottage

Do you prefer something quiet and unique over a chain hotel? Welcome to Dreamcatcher Cottage! For less than you’ll pay for most hotel rooms, you can have a roomy, comfortable, air conditioned cottage on a private 26 acre horse farm with all the amenities of home 15 minutes from downtown Aiken, and 40 minutes from Augusta National Golf Course. Peace and quiet, the sound of native birds, gorgeous sunrises and sunsets all await you at Dreamcatcher Cottage.

Guest favourite
Barn in Aiken
5 out of 5 average rating, 10 reviews

Serene Horse Farm Barn Apartment

Enjoy the natural beauty of this horse farm surrounded by Carolina Pines. Beautiful views of the pastures with grazing horses and wooded trails. Just minutes away from Aiken's top equestrian venues including Hitchcock Woods, Bruce's Field, Whitney Polo field and Aiken's historic thoroughbred training track. It's also a easy drive to Augusta, Georgia home to the world famous Master's Tournament.

Superhost
Cabin in Aiken
5 out of 5 average rating, 3 reviews

The Barn Cabin at Kittsfield Farm

Tucked beside the barn at Kittsfield Farm, this cozy studio cabin blends rustic charm with modern comfort. Warm pine walls create a welcoming retreat with thoughtfully designed spaces for sleeping, dining, and relaxing. Set on 27 peaceful acres with trails to explore, the cabin offers a quiet countryside escape surrounded by trees, nature, and the calm rhythm of farm life.

Top guest favourite
A spacious bed is dressed with a light patterned duvet and decorative pillows. A black nightstand is positioned beside the bed, topped with a textured lamp and a small potted plant. The backdrop features green wainscoting, adding a calming touch to the room.
Flat in Barnwell
4.99 out of 5 average rating, 183 reviews

Ellzey Place

Ellzey Place is a peaceful spot where you can relax and unwind. Enjoy having a cup of coffee on the deck facing a spacious private back yard. There are lots of azaleas that bloom in season and pines swaying in the breeze. It is a charming apartment attached to the owner's house but has a private deck and entrance. It has been newly remodeled and delightfully decorated.

Popular amenities for Windsor holiday rentals