
Holiday rentals in Windsor
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Windsor
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

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.

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.

Oak Hill Horse Farm - Studio Apartment
Come stay in beautiful Aiken in a new studio apartment near our horses &/or bring your horses (additional $). Our 7-acre farm is new and a private quiet location. Free parking, miles of hiking/riding trails at the farm, horses and a Labrador Retriever to pet if you like. Custom cabinets, granite kitchen counters and island, and engineered hardwood flooring. A new queen bed and appliances and a high vaulted ceiling with a ceiling fan & ceiling light for brightness. Peaceful & Sunsets are WOW!

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.

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

The Dupree Guesthouse for Extended Stays
Experience Southern charm and modern comfort at this professionally staged 1-bedroom, 1-bath guesthouse in beautiful Aiken, SC. Nestled just minutes from the serene paths of Hopelands Gardens and only 22 miles from the iconic Augusta National Golf Club, this stylish retreat offers the perfect balance of relaxation and convenience. Inside, you’ll find a thoughtfully designed space featuring a plush queen bed, sofa bed, a fully equipped kitchenette, and a cozy living area ideal for unwinding.

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.

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.

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.

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!

Lovely duplex cottage in Graniteville & near USCA
This lovely cottage, located between Aiken, SC and Augusta, GA. It is a 1 bedroom, 1 bath home. Very clean on a quite street. If you are visiting USC-Aiken, North Augusta or Augusta, you will enjoy staying in the cottage duplex. All the essentials will be provided. One double bed, dresser and chest of drawers, one closet, love seat, 2 rocking chairs, and kitchen essentials provided to cook and bake. Fresh sheets and linens are awaiting your arrival.
Popular amenities for Windsor holiday rentals
Other great holiday rentals in Windsor

Quiet Cottage in Equestrian Community

Modern Open Floor Plan Guest Apt w/ King

Newberry Cottage

1 bedroom RV on beautiful horse farm

The Woodland House

The Paddock, Tiny Home in Aiken

Cozy home near Healing Springs

Carriage House Hideaway - A Quiet Place
Destinations to explore
- Western North Carolina Holiday rentals
- Atlanta Holiday rentals
- Myrtle Beach Holiday rentals
- Gatlinburg Holiday rentals
- Charleston Holiday rentals
- Charlotte Holiday rentals
- Jacksonville Holiday rentals
- Cape Fear River Holiday rentals
- Pigeon Forge Holiday rentals
- Savannah Holiday rentals
- Hilton Head Island Holiday rentals
- St. Augustine Holiday rentals
- Riverbanks Zoo and Garden
- Augusta Riverwalk
- South Carolina State House
- Congaree National Park
- Columbia Museum of Art
- Frankie's Fun Park
- South Carolina State Museum
- University of South Carolina
- Saluda Shoals Park
- Colonial Life Arena
- Columbia Metropolitan Convention Center
- Edventure
- Williams Brice Stadium
- West Columbia Riverwalk Park and Amphitheater
- Phinizy Swamp Nature Park
- Soda City Market
- Miller Theater
- Dreher Island State Park
- Augusta National Golf Club
- Riverfront Park
- Evans Towne Center Park




