Vacation rentals in Windsor

Martingale Cottage - Downtown & Bruce’s Field

Located on a quiet street adjacent to Perry Memorial Park, Martingale Cottage is within a 5 min drive of downtown Aiken, Bruce's Field, Steeplechase, & Highfields. Beautifully decorated with contemporary furnishings, the home offers two bedrooms accommodating up to four guests. The home includes an open living room with dedicated dining space & a fully-equipped kitchen featuring a coffee & tea bar & washer/dryer. Spacious, park-like enclosed backyard perfect for your dogs (up to 2 welcome)!

Family · Value · Outdoor spaces

Sly Fox Cottage

Welcome to Sly Fox Cottage, your sophisticated, centrally located retreat in Aiken. Whether you're here for equestrian events, a quick getaway, or work trip, this pet friendly home gives you the perfect blend of style, comfort, & convenience. 📍 Location & Why You’ll Love It -Just minutes from downtown Aiken’s restaurants, shops, and galleries -Close to Hitchcock Woods — ideal for nature lovers or peaceful walks with your pup -Near equestrian venues, local attractions, & 35 min to Augusta Nat'l

Location · Family · Layout

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.

Family · Location · Outdoor spaces

Walk to Downtown Aiken | 3BR Home | Fenced Yard

Welcome to The Fairfield House, a charming 1914 home a 1/2 mile walk from Downtown. Enjoy restaurants, coffee shops, shopping, and entertainment while staying in a quiet neighborhood. Perfect for golf trips, equestrian events, business travel, family visits, or a relaxing getaway. Minutes from Bruce's Field, USC Aiken, Citizens Park, and Downtown attractions. The home features three bedrooms, fiber Wi-Fi, a fully equipped kitchen, and a fenced backyard perfect for pets and relaxing outdoors.

Family · Location · Walkability

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.

Value · Family · Decor

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

Location · Family · Kitchen

Aiken Bed & Barn Horses/Dogs Welcome - King Bed

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.

Value · Location · Cleanliness

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.

Value · Family · Nearby

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”.

Value · Location · Getting around

Private 75 acre farm with lake

Quiet getaway at Lake Tom-A-Shawna Farm. Fully furnished 2 queen bed, 1 full bath, mini cabin that offers accommodations for traveling professionals, equestrians, and vacationers. This gated private property spans 75 acres, including a 20-acre lake, and features a 4-person cabin with full appliances, granite countertops, high-speed internet, 2 TVs, an electric fireplace, heat/AC, deck. Fishing, shooting, hiking or just relaxing. We offer fresh eggs and meat for purchase.

Value · Family · Beach

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.

Location · Family · Pets

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.

Value · Family · Outdoor spaces