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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Guest favourite
Flat in Salley
4.99 out of 5 average rating, 109 reviews

The salley house

Freshly renovated store front located in the heart of a friendly southern town. Not to expect luxury, but a spacious, comfy, and clean haven to meet your needs if you are passing through or visiting the area for a few days and need a place to stay while visiting family or eudora farms. It features 2 bedrooms, with two queen beds and a twin trundle. It is a roomy home and has a full kitchen and dining. Master bedroom is on the ground floor, and both bathrooms. Minor step ups on ground floors.

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, 127 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
A cottage is set amid lush greenery, featuring a white exterior and dark green shutters. Several windows allow natural light to fill the interior, while well-maintained shrubs and flowering plants enhance the surroundings, offering a serene outdoor environment.
Cottage in Aiken
4.99 out of 5 average rating, 274 reviews

Aiken Treasure-Wildwood Cottage

This charming cottage is in a sequestered back yard. Aiken is an historic town that was the winter destination for wealthy northerners who built homes here, brought their horses for polo and thoroughbred racing...a tradition that is carried on today. There are theaters, golf courses, and a branch of the University a mile away. Aiken is located outside of Augusta, Ga. The cottage is casual, comfortable, and offers peace and quiet in a safe area. Private driveway and parking for two cars.

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, 143 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 spacious cottage is surrounded by lush greenery and tall trees. A crystal-clear pool is centered in the outdoor area, accompanied by lounge chairs arranged neatly nearby. A hot tub sits under a gazebo, creating an inviting space for relaxation.
Cottage in Aiken
4.93 out of 5 average rating, 106 reviews

Equestrian & Golfers Paradise-Close to Everything

Escape to country luxury in this peaceful Aiken retreat, where southern charm meets modern comfort. Relax by the private pool, unwind in the hot tub, or sip wine by the 🔥 fire pit under Carolina skies. Minutes from equestrian venues and downtown Aiken—perfect for couples, professionals, and travelers seeking serenity and style. Welcome to The DeChambeau Retreat — a beautifully curated cottage blending Southern grace and modern luxury. You’ll find everything you need for a memorable stay.

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, 63 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
A modern kitchen is featured with granite countertops and wood cabinetry. Seating is provided at a large bar area with several high-backed chairs. Natural light enters through dual glass doors, enhancing the spacious layout that includes stainless steel appliances.
Home in Windsor
4.89 out of 5 average rating, 95 reviews

Aiken, Mecca for Outdoors and Business travelers.

Conveniently located to Columbia SC (41 Miles) and Augusta GA (34 Miles) airports. Just 3 miles from Aiken State Park and 12 miles to Aiken City. Equine, Golfing and Hiking venues just outside your door. A lovely quiet setting offers easy access to award winning restaurants. Fine tune your horse. School and compete on sanctioned courses, hunt lovely SC territory. Improve your golf game on 5* golf courses while at the Masters!! Hike great trails, kayak the Edisto at Aiken State Park.

Guest favourite
A light yellow cottage with a metal roof is framed by two large trees. A welcoming sign is displayed on a white picket fence, marking the entrance. Two symmetrically placed windows flank the front door, enhancing the cottage's inviting appearance.
Cottage in Aiken
4.92 out of 5 average rating, 288 reviews

Mutts & Mugs on Maple

Newly renovated 2 bedroom, 1 bath, pet friendly Cottage is ready to be your home away from home. Fully equipped kitchen, bonus room with office workspace, wifi, Smart TV with streaming services, ample parking, and spacious backyard. Walking distance to Odell Weeks Park, Carolina Bay Nature Preserve, Bruce's Field and the Horse District. Close to Hopeland Gardens, Hitchcock Woods, downtown, shopping, dining, and all other Aiken Attractions. Under 25 miles to Augusta National Golf Club

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, 126 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 showcases comfortable seating arrangements, including a sectional sofa and lounge chairs, arranged around a coffee table. Ferns hang from the ceiling, and colorful outdoor rugs complement the space. A backyard pool is visible through the draped curtains, surrounded by lush greenery.
Home in Aiken
4.99 out of 5 average rating, 141 reviews

French Tudor in Quiet Aiken County

Peaceful & relaxing setting in Aiken county. Backyard pool & patio areas are great for fun & relaxation with a resort vibe. Four freshly remodeled bedrooms upstairs with hardwood floors, queen beds & 43" 4k smart TVs. Open first floor plan includes well appointed kitchen, living, family, dining, laundry rooms & half bath. 11 min to Bruce's Field (Aiken Horse Park), 13 Min to Highfields Event Ctr, 15 min to Downtown, 29 miles to Augusta National. 13 Min to Old Barnwell Golf Club.

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, 162 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 two-story building is set on a spacious lawn, featuring a covered porch adorned with decorative bunting. The exterior showcases soft blue siding and a welcoming atmosphere, complemented by a flagpole displaying the American flag. Ample parking is visible in front of the house.
Flat in Williston
4.97 out of 5 average rating, 36 reviews

Modern Farm Retreat - Fresh Eggs - Pet Friendly

Modern farm stay on a private 54-acre property near Aiken & Augusta. 1BR/1BA apartment with private entrance, full kitchen, laundry, high-speed WiFi, and expansive country views. Includes farm-fresh eggs, welcome snacks, and stocked beverages. Pet friendly (2 max, $35 fee * see house rules for details). Near Aiken Steeplechase, The Masters, Augusta Regional Airport, and Columbia Airport. Veteran owned. 10% military discount.

Popular amenities for Windsor holiday rentals

  1. Airbnb
  2. United States
  3. South Carolina
  4. Aiken County
  5. Windsor