Holiday rentals in Windsor

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Top-rated holiday rentals in Windsor

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Guest favourite

Guest house in Aiken

4.99 out of 5 average rating, 111 reviews

Dogwood Cottage - Equestrian, Arts, Masters

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!

Guest favourite

Cottage in Warrenville

4.96 out of 5 average rating, 238 reviews

The Treehouse Cottage, Aiken SC

Simple Summer Getaway! Perfectly situated between Aiken and Augusta, minutes to golf or equestrian events. This updated cottage has a fully equipped modern kitchen and bath. You will have the full house to yourself. This cozy cottage sleeps 6 comfortably. In true southern fashion take advantage of one of the 2 porches one in the front and a back porch with breakfast table to enjoy a meal. Or Sit and enjoy the private yard and garden. Come and stay we have prepared a home away from home for you.

Guest favourite

Cottage in Aiken

4.96 out of 5 average rating, 225 reviews

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)!

Guest favourite

Rental unit in Windsor

4.89 out of 5 average rating, 47 reviews

The Carriage House at Two Ponies Farm

Come stay in beautiful Windsor, SC in a studio apartment right next to our horses (or bring yours!). This 14 acre small horse farm will be the best place to cast your worries aside and unplug and relax. The "horse" capitol of SC, Aiken is just 13 miles away. Horse activities abound such as Polo, racing, eventing, and driving events. Famous Hitchcock Woods for trail riding and hiking is just 25 short minutes away. *Please note: The gate to our property is always closed. Please open, come in!

Guest favourite

Home in Windsor

4.95 out of 5 average rating, 38 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

Cottage in Aiken

4.97 out of 5 average rating, 185 reviews

Sweetgrass Cottage

Sweetgrass cottage is light and bright and new, with windows everywhere to let guests enjoy the view. It is a perfect getaway for singles or couples looking to explore Aiken SC and surrounding areas. Located in Three Runs Plantation, Aikens Premier Equestrian Community, Sweetgrass cottage is within minutes of many equestrian venues as well as being close to Augusta GA, home of the Masters golf tournament. Relax on the front porch or spend your days exploring the historic district in Aiken.

Guest favourite

Farm stay in Windsor

5 out of 5 average rating, 88 reviews

Super Cute 1 Bedroom Barn Apartment!

Take it easy at this cozy, ( 400 sq ft main living space) 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. Very safe with private road, automatic gate, and key pad lock. Sorry, no pets allowed.

Guest favourite

Apartment in Aiken

4.96 out of 5 average rating, 204 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.

Guest favourite

Cottage in Gaston

4.96 out of 5 average rating, 632 reviews

Congaree Vines - Woodland Cottage by a Vineyard!

-Enjoy a Quiet Country Stay! This charming European style cottage is set by a Hobby Vineyard! Enjoy complimentary port wine from our vineyard, a fire pit and hammock under the stars! -Congaree Vines also has the Log Cabin and Barn Bungalow. Pets are welcome at $25 per pet. If service dog, bring paperwork. -We are near Congaree National Park (33 min), Columbia, USC, Ft. Jackson, Airport I-26 & Hwy 77. -15% off Guided Kayak in CNP w/Carolina Outdoor Adventures.

Guest favourite

Cottage in Aiken

4.95 out of 5 average rating, 192 reviews

Idyllic Horse Cottage 2 Miles From Aiken's Center!

Freshly updated with décor reflecting Aiken's sporting life, this 2BR cottage is nestled on the wonderful 7.5 acre Flying Hound Farm! Imagine opening your bedroom French doors to enjoy morning coffee on your private patio with long views, working from home to nature's sights & sounds, or just relaxing inside with the HDTV, Bose Wave II Bluetooth system & fully equipped-kitchen. Here's a perfect home base for equestrians, golf fans or folks just wanting to get away!

Guest favourite

Cottage in Aiken

4.93 out of 5 average rating, 135 reviews

Sly Fox Cottage

Stylish newly renovated Cottage, close to Downtown, Farmers Market and Highfields Event Center. Pet Friendly, with a fully fenced backyard. Fully equipped kitchen, with coffee maker, an assortment of coffee, sweetener and creamer. Fast Wifi, with a small desk for the remote workers. Streaming services including Netflix, Prime Video, Peacock, and newly added Directv Stream which includes local channels for news and sports.

Guest favourite

Home in Aiken

4.88 out of 5 average rating, 102 reviews

5 bedrooms on 10 acres close to downtown Aiken

We have Power! South Carolina was hit hard by hurricane Helene and we are opening up our private home to those displaced by the storm. $50 per bedroom/night. Access to kitchen/laundry and large yard. Priority given to essential workers and families with children. We are an easy going farm family with two dogs, a cat and two children. 12 acres, big back yard. Lots of parking.