Vacation rentals in Windsor

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Top-rated vacation rentals in Windsor

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Top guest favorite
The inviting living area features a dining table set for two and a comfortable couch positioned near a TV. A door with multiple windows offers natural light, while a small entryway with a coat rack and decorative mirror enhances functionality.
Guesthouse in Aiken
4.98 out of 5 average rating, 165 reviews

Dogwood Cottage-Equestrian Haven by Bruce's Field

Cozy meets convenient. Enjoy a fully stocked kitchen, luxury linens and towels, laptop workspace, cable/smart TV and Wi-Fi. Centrally located home is just minutes from Aiken’s most popular destinations-Bruce’s Field/Highfields Equestrian Centers, Whitney/Winthrop/Powderhouse polo fields, Aiken/Houndslake/Woodside golf courses, and downtown. Start your day with coffee on the patio and end it in the beautifully landscaped yard cooking on the gas grill. Prepare to fall in love with Dogwood Cottage!

Top guest favorite
A cottage exterior is shown, featuring a welcoming porch with seating areas surrounded by lush greenery. Planters with vibrant foliage line the porch, while natural light bathes the space, creating a serene atmosphere among the surrounding trees.
Cottage in Augusta
4.92 out of 5 average rating, 214 reviews

Charming Summerville Cottage

Located in the beautiful & dynamic Historic Summerville area of metro Augusta, this secluded Cottage is tucked behind our turn-of-the-century Craftsman-style home. This peaceful space offers a studio-style combined living-bedroom area including a comfortable full size bed & a twin sleeper sofa. You’ll find a full bathroom, eat-in kitchen with a compact & versatile air fry oven, private porch w/ gas grill, WiFi & 55” smart TV, street-side parking, plus a single assigned off-street parking space.

Superhost
A small black and white cabin features a white door and a window next to it on the front side. The building is raised slightly above the ground on a wooden platform, surrounded by a grassy area and greenery in the background.
Guesthouse in Warrenville
5 out of 5 average rating, 7 reviews

Retreat in The Valley

This home sits between 2 major cities. Only 10mins from Downtown Augusta, Ga or Aiken, SC. Private parking. Regular amenities any house would have. Please note that this is a tiny house. Perfect for 1, ok for 2, tight for 3. Setup studio style. 1 Queen, 1 pullout couch (full). Climate controlled between 68-74 degrees in the winter. Very private (low) location-sits behind our family owned beauty supply store & can not be seen from the street. A restaurant, cigar lounge, beauty salon in same lot.

Top guest favorite
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.
Guesthouse in Aiken
5 out of 5 average rating, 121 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 favorite
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, 270 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 favorite
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, 139 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 favorite
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
4.93 out of 5 average rating, 61 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 favorite
Farm stay in Aiken
4.94 out of 5 average rating, 144 reviews

Aiken Bed & Barn - Horses & Dogs Welcome

Equestrian Dream Retreat! Freshly updated, clean, and modern farmette with room for up to 3 horses, 3 dogs, & their people! Close to everything: < 10 min to Bruce's Field, Highfields & downtown. Walk to Southern Equine Vet clinic! This hidden gem has everything you need for a weekend exploring Hitchcock Woods, a week at a show, or a vacation with your best four-legged friends. **One dog included in price, please send a message for rates for horses and additional dogs** Cats not allowed.

Guest favorite
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, 93 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.

Top guest favorite
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.
Guesthouse in Windsor
4.97 out of 5 average rating, 116 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 favorite
A charming yellow exterior of the tiny house is flanked by green lawns and tall trees. A brick path leads to a welcoming front entrance with white steps and a dark door. Sunlight filters through the leaves, illuminating the peaceful surroundings.
Tiny home in Aiken
4.96 out of 5 average rating, 205 reviews

Barnard Avenue Tiny House

Welcome to Aiken! This tiny house is a perfect getaway for a single traveler or a couple in this wonderful town. The house is 320 sq. ft and is updated with everything you need for your stay. Great midtown location with easy access to everything Aiken has to offer. Walk to Hopelands Gardens, Equestrian venues, Palmetto Golf Course. 5-minute drive to downtown, shopping, restaurants and Hitchcock Woods. 35-minute drive to the Augusta National Golf Course!

Top guest favorite
The kitchen area features dark wood cabinetry complemented by a modern black refrigerator and small appliances. A counter with two bar stools creates a casual dining space. Light-colored walls and wood flooring enhance the inviting atmosphere, with access to another room visible in the background.
Guesthouse in Aiken
4.96 out of 5 average rating, 227 reviews

The Treehouse@TreeTops Farm

Cute, upscale upstairs studio apartment located 1 mile from Highfields, just 3 miles exactly to downtown Aiken, shopping, restaurants and equestrian events. 15 minutes to Windsor, 30 minutes to Augusta & The Masters. Available for short term rentals. New appliances, secluded & private on 9+ acres; sleeps 2, DIRECTV with HBO & WIFI, access to swimming pool & wooded walking/riding/driving trails. 2 stalls with turnout available short term with apartment.

Popular amenities for Windsor vacation rentals

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