Vacation rentals in Windsor

4.99 out of 5 average rating, 135 reviews

Guesthouse in Aiken

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!

5 out of 5 average rating, 25 reviews

Apartment in Williston

Bring your horses! Almost There Retreat-1 bdrm apt

* High Speed WIFI* A charming 1 Bdrm/1 bath/kitchen/laundry on a quiet 54 acre farm. Equestrians, enjoy the 50x130 paddock w/10x12x10 run-in ($25/night additional fee). Pets welcome (limit 2) with a one time $35 pet fee. This apartment has a private entrance w/expansive views . Conveniently located 6 miles Windsor and 18 miles from the Steeplechase in Aiken, 38 miles from Augusta Regional Airport or "The Masters" and 45 miles from Columbia Airport. VETERAN OWNED & OPERATED. 10% off Military

4.93 out of 5 average rating, 231 reviews

Home in Aiken

Family Fun - Entire Upstairs

We are back! We've been off the list 9 months taking care of elderly parents. We are teachers/coaches working toward retirement. The space is 2000 sf - great for large or multiple families. Great room with 65" television, ping pong, and foosball. Family games located in bedroom closet. Four bedrooms, two bathrooms, and laundry room all separate from host. Kitchenette Refrigerator, microwave, cooktop, sink, air fryer, coffee station, toaster. Aiken is a cute little community with lots to do.

4.96 out of 5 average rating, 52 reviews

Home in Windsor

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

4.97 out of 5 average rating, 224 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.

5 out of 5 average rating, 120 reviews

Farm stay in Windsor

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.

4.89 out of 5 average rating, 92 reviews

Home in Windsor

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.

4.95 out of 5 average rating, 227 reviews

Condo in Aiken

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.

4.79 out of 5 average rating, 114 reviews

Wheat Penny Cottage

Keep it simple at this peaceful and centrally-located place. Built in 1953, home has great character. Quiet street. 1.58 miles to Bruce's Field at Aiken's Horse Park , a 4 minute drive *1 mile to Highfields Event Center, 1 minute drive *22 minutes, 12 miles to Stable View. *Also, it is an easy drive to Aiken's Grand Baseball Complex. *4 miles to downtown restaurants and shopping, very convenient. *Large yard for outdoor grilling and relaxing. Pet Friendly

4.96 out of 5 average rating, 103 reviews

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.

4.97 out of 5 average rating, 205 reviews

Guesthouse in Aiken

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.

4.93 out of 5 average rating, 168 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.

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Apartment in Aiken

5 out of 5 average rating, 8 reviews

Aiken Apartment on Quiet Horse Farm

WhitneyRating, 5 stars1 month ago

A wonderful, clean and spacious property. The driveway was a bit rugged.

4.95 out of 5 average rating, 261 reviews

Home in Aiken

Beside Still Waters Country Cottage

JenniferRating, 5 stars2 days ago

I wish we had more time to enjoy the home and lake. The view was beautiful! I could have fallen asleep on the screen porch when it was raining. It was very peaceful. If you’re ever looking for a laid back place to stay with a lake.. This is the place. You don’t get this in the city. You can walk out of your door and fish from the dock.

5 out of 5 average rating, 85 reviews

Home in Barnwell

Oak View

AbelRating, 5 stars1 week ago

We had a fantastic stay! The place was spotless, comfortable, and exactly as described. The host was incredibly kind and responsive, making everything easy from check-in to check-out. The location was perfect for our needs, and we felt right at home. We would absolutely stay here again and highly recommend it to anyone visiting the area!

5 out of 5 average rating, 14 reviews

Cottage in Wagener

The Boarding House at Snowville Circle

SergeiRating, 5 stars1 month ago

Very comfortable and quiet place , as described. Had everything needed .

5 out of 5 average rating, 57 reviews

Home in Aiken

Swim after Horse Show!

SierraRating, 5 stars1 month ago

Thanks for allowing us to stay in your beautiful home it was well worth it we will stay again

5 out of 5 average rating, 39 reviews

Guesthouse in Waynesboro

The Birddog Bungalow

MissyRating, 5 stars2 days ago

Was In the middle of town and easy to access the businesses I was working with. Loved the amenities and the decor.

5 out of 5 average rating, 130 reviews

Farm stay in Aiken

The Guest House & Stables at Quiet Oak Farm

GretchenRating, 5 stars1 week ago

Kristin was an awesome host. We arrived late at night to her place and everything about the space was warm and welcoming for these travelers’ weary bones. The space was well appointed and very comfortable. Enjoyed the peacefulness and also waking up to Hunter’s greeting. Would definitely stay again if we are ever back that way.