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Holiday rentals in Georgetown

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Top-rated holiday rentals in Georgetown

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious living area features a dark sectional sofa and a round coffee table set on a decorative area rug. Natural light floods through the large bay windows with white drapes, illuminating the contrasting hardwood flooring and the cozy dining set nearby.
Flat in Georgetown
4.85 out of 5 average rating, 150 reviews

Man O'War @ The HoM- KY Horse Park, Ark, Historic

Welcome to Man O War! A 1500 sq ft luxury 1st floor condo located inside the Historic House on Main. This 2-bedroom, 2 bath condo offers a perfect blend of modern luxury & style coupled with the elegant charm of a Historic Kentucky home. Originally built in 1872, The House on Main functions as a charming boutique hotel property with 4 units: Secretariat - 1st floor 2bed/2ba Man O’ War - 1st floor 2bed/2ba Sir Barton - 2nd floor 1bed/1ba (w/sleeper) War Admiral - 2nd floor 1bed/1ba (w/sleeper)

Top guest favourite
The exterior showcases a rustic cabin with wooden siding, complemented by neatly trimmed bushes. A screened porch is visible, providing a welcome entrance with wooden flooring and a partial view of the outdoor area beyond.
Farm stay in Georgetown
4.96 out of 5 average rating, 270 reviews

Horse Country Heaven

Come check out Dunn Driftin guest cabin in the heart of horse country and have your very own cozy hideout while experiencing all that central Kentucky has to offer. Take a tour of the top-notch thoroughbred farms, go on the Bourbon Trail adventure, explore the Ky horse park, catch a race at Keeneland (April & October), or venture out to Churchill downs or the Ark Encounter. Oh, and just so you know, we love dogs! Additionally, we provide horse boarding and even massage therapy for an extra fee.

Top guest favourite
A two-story brick house is set among green grass and trees, with a gravel driveway leading to it. A black wooden fence borders the property, and vibrant yellow flowers are visible in the foreground. The outdoor space exudes a sense of openness and tranquility.
Farm stay in Georgetown
4.98 out of 5 average rating, 424 reviews

Great Crossings Goat Farm & Apiary

*Bottle feed a baby lamb if you stay in March - May! Our solar farm lies in the heart of the bluegrass! We live near: Old Friends Farm, the KY Horse Park, and 35 minutes from UK, Keeneland, The Ark, and 5 distilleries. We live on a small 6 acre farm with cows, sheep, goats, & chickens. Drop by the barn and meet & feed the sheep and goats! You also can watch a movie with them with the little "theater" in the barn. Our house is pretty much a duplex--two houses under one roof, both separate.

Top guest favourite
A charming exterior view of a single-story home is framed by a white picket fence, with a small seating area accessible by the entrance. Trees with autumn foliage create a colorful backdrop, and a clear blue sky enhances the welcoming appearance of the residence.
Home in Georgetown
4.9 out of 5 average rating, 106 reviews

The Clayton House | Chic & Cozy

Welcome to our stylish, newly renovated 2-bedroom, 1-bath home, centrally located just minutes away from Georgetown College! This spacious gem boasts an inviting open full-kitchen and living room concept, a back patio, and back yard. Whether you're visiting the college, exploring the town, or simply looking for a comfortable and modern retreat, The Clayton House is the ideal choice for your stay. Experience the perfect blend of convenience and comfort in this newly revitalized space. *No pets

Top guest favourite
The entrance to the historic Buffalo Springs Distilling Company is showcased, featuring sturdy stonework and a wooden door. A sign hangs above the entrance, indicating the building's name. Nearby, green grass is visible, hinting at the surrounding area.
Home in Stamping Ground
4.97 out of 5 average rating, 715 reviews

Buffalo Springs Distilling Company

It’s recently been brought to our attention about Airbnb scams! Please reserve with us or someone else that has a history! The Bourbon Trail The Buffalo Springs Distilling Company got it's start in 1868. It closed and it's warehouses were emptied out by the 1970's. This building is one of the last structures left on the site. This historic building was the main office and gatehouse for visitors to the distillery, so we can offer one Queen sized bedroom due to the size of the structure.

Top guest favourite
A charming cottage exterior is framed by lush greenery and mature trees. The light gray siding is complemented by white columns at the entrance. A brick walkway leads to the front door, bordered by neatly manicured bushes and seasonal flowers.
Home in Georgetown
4.98 out of 5 average rating, 121 reviews

Quaint cottage on scenic horse farm

Welcome to the Cottages at Oxford Springs Farm. Enjoy a quiet stay in the largest cottage of our 3 newly remodeled rental properties, all located on this beautiful, small working thoroughbred farm. Views from every window capture the beauty of the bluegrass. Conveniently located only 10 miles from the Ky Horse Park, 5 mi from the quaint historic town of Georgetown, and 30 minutes from some of Kentucky’s greatest bourbon distilleries. For wildcat fans, Rupp Arena is only 15 minutes away.

Guest favourite
Two outdoor bathtubs are positioned on a wooden deck, surrounded by trees and views of the creek. An Adirondack chair sits nearby, providing a space for relaxation while enjoying the natural surroundings.
Treehouse in Georgetown
4.92 out of 5 average rating, 281 reviews

Treehouse with TWO outdoor tubs by the creek!

Welcome to your romantic treehouse getaway! Nestled among the trees, this one-bedroom treehouse is the perfect spot if you're looking for a unique & unforgettable experience. The treehouse features a large glass rolling garage door allowing stunning views of the sunset, but the highlight is undoubtedly the double tubs overlooking the creek. ✔ Queen Bed ✔ Outdoor Deck with Seating ✔ Double Outdoor Bathtubs ✔ Outdoor Shower ✔ Composting Toilet ✔ Creek Access ✔ Indoor Cooking Station

Top guest favourite
A serene landscape showcases a gravel path winding through lush green grass, framed by wooden fences. A large tree stands prominently, with the sun rising in the background, casting a warm glow across the misty field under a softly clouded sky.
Home in Versailles
4.95 out of 5 average rating, 228 reviews

Quaint little farm house close to Keeneland/horses

Remodeled beautiful 1900s 2 story house on farm surrounded by Creek and fire pit for your convenience. LOCATION, LOCATION!!! This is the perfect example of having the country in the city! If you are wanting the true feeling of relaxation, this is for you. Amazing views, and close to many famous attractions. 5-10 minutes away... Keeneland The Kentucky Castle Bluegrass Airport Castle Hill Winery Aviation Museum Eckert Orchard also.. Restaurants, Wineries, Breweries, Bourbon Trails

Superhost
A charming house with a light blue exterior features a well-maintained front lawn and a concrete pathway leading to the entrance. Large arched windows allow natural light to brighten the inviting façade. Lush greenery surrounds the home, complemented by a wooden fence and flowering shrubs.
Home in Georgetown
4.82 out of 5 average rating, 243 reviews

Peaceful Kentucky Cottage. 3 bedroom, sleeps 8.

Charming home in a quiet neighborhood. 7 miles to Toyota, 5 miles to the Kentucky horse park, 15 miles to Keenland, 34 miles to The Ark. This house is located at the beginning of the street with only one neighbor. Home includes wifi, rokus, and cable. Coffee and tea bar with the necessities, 2 parking spot driveway and a entire parking lot across the street for extra parking. A few board games and a deck of cards. There is also a fire pit (logs not included) and a charcoal grill.

Guest favourite
A serene outdoor area is highlighted by a covered patio featuring comfortable seating and a hot tub. Ambient lighting creates a cozy atmosphere, while lush green grass and carefully placed shrubs enhance the inviting outdoor space.
Home in Georgetown
4.95 out of 5 average rating, 177 reviews

The Luxe/Hot Tub/12min to Horse Park/30 Min to Ark

Where elegant vintage meets modern design. Come and enjoy this historic home on a quiet street in downtown Georgetown. You will be within walking distance of shops, restaurants, Georgetown College, and parks. Home is also a ten minute commute to the Kentucky Horse Park and interstate. Equipped with a fully stocked kitchen, full dining room, and a Loft office space. You can enjoy your Private backyard oasis boasting a relaxing hot tub, fire pit, black stone grill, and outdoor tv.

Top guest favourite
A spacious living and dining area features a full-sized, counter-height dining table with six chairs. A cozy seating area includes a sofa and a secondary sleeping area with a twin bed and trundle. Decorative shelving displays various kitchenware and the room is softly illuminated by natural light.
Farm stay in Georgetown
4.96 out of 5 average rating, 171 reviews

Beautiful farm stay apartment, rural Georgetown KY

Creekside Hideaway is your home away from home. Nestled in rural horse country, come for a relaxing stay with the whole family. Book this 1,100 sq ft full basement, 1-bedroom, 1-bath Georgetown vacation rental! (This is not a full home.) Tour the elite thoroughbred farms, take a trip on the Bourbon Trail, visit the KY Horse Park, have a day at the races during historic Keeneland (April & October), or drive a bit further for Churchill downs or the Ark Encounter.

Top guest favourite
The master bedroom features a spacious bed with a dark blue bedspread, complemented by light-colored pillows. Exposed wooden beams add a rustic touch to the ceiling. A large area rug sits beneath the bed, enhancing the room's warmth. A framed artwork is displayed on the wall.
Home in Georgetown
4.98 out of 5 average rating, 108 reviews

Springside Equine Getaway

Looking for an apartment that is a warm and inviting getaway? In addition to the elegant master bedroom, this apartment can also accommodate 2 additional guest for sleeping on the queen size pullout sofa for a total of 4 guest comfortably. Other additional comforts include a fully stock kitchen with a coffee bar and bathroom amenities. Take time to enjoy the quaint park across the street to experience some downtown Georgetown history to relax and unwind.

Popular amenities for Georgetown holiday rentals

When is the best time to visit Georgetown?

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Avg. price$171 SGD$178 SGD$189 SGD$213 SGD$212 SGD$210 SGD$207 SGD$201 SGD$201 SGD$214 SGD$207 SGD$198 SGD
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Frequently Asked Questions

  • What are the best places to stay in Georgetown?

    Georgetown has accommodations in areas near downtown, historic neighborhoods, and the scenic countryside. You will find options that range from renovated homes with local character to spacious rentals suitable for groups or families.

  • What are the best things to do in Georgetown with kids?

    Explore hands-on exhibits at local history or art spaces, visit working farms, or enjoy playgrounds and green spaces. Family-friendly tours and community events can make Georgetown engaging for younger travelers.

  • What are some of the best things to do in Georgetown?

    Stroll through historic downtown, explore nearby horse farms, and browse local galleries. Nature reserves and regional parks provide options for outdoor recreation and relaxation.

  • How is the weather in Georgetown?

    Georgetown has cold winters around 25–46°F (-4–8°C), with warmer summers reaching 86°F (30°C) or higher. Spring and fall bring mild temperatures and increased rainfall, so layers and a raincoat can be useful.

  • When is the best time to visit Georgetown?

    Late spring and early fall are often recommended for milder temperatures, active local festivals, and views of Kentucky’s countryside. These seasons offer pleasant weather for both outdoor activities and exploring downtown.

  • What are the best places to visit in Georgetown?

    Georgetown has historic estates with interpretation of the era’s history, locally owned shops downtown, and art galleries. Nearby horse farms and regional parks are frequently suggested for those interested in Kentucky’s equestrian traditions and outdoor spaces.

  • What are some hiking trails in Georgetown?

    Georgetown has access to nature trails in area parks and wildlife preserves, with paths suited for both relaxed walks and more active hikes. Wooded trails and riverfront routes are often recommended for outdoor enthusiasts.

  • What are some family activities we can do in Georgetown?

    Families often explore local farms, interactive museums, and community parks around Georgetown. Seasonal events and hands-on art or history centers are also frequently suggested for travelers with kids.

  • What are some of the best day trip ideas from Georgetown?

    You can explore bourbon distilleries, state parks, and historic towns around the Georgetown area. Outdoor adventures, local food trails, and art galleries in nearby communities are frequently suggested.

  • Are there any pet friendly accommodations available in Georgetown?

    Pet-friendly stays are available in Georgetown, including homes with yards and properties near parks or walking trails. Many hosts welcome travelers with pets; it is helpful to check individual house rules for specific policies.

  • What are some local tips for visiting Georgetown?

    Locals suggest joining guided tours to learn about equestrian history and sampling homemade treats at community markets. Early mornings in the historic district can be quieter for exploring shops and cafes.

  • What is Georgetown known for?

    Georgetown is known for its heritage as a horse country community, historic estates, and a vibrant downtown square. The area has ties to Kentucky’s agricultural and equestrian traditions.

  • What are the best hidden gems to explore in Georgetown?

    Discover local art studios, quiet neighborhood parks, or family-run eateries with regional recipes. Antique shops and scenic farm trails around Georgetown give a glimpse of the area’s unique character.

  • What are the best foods to try in Georgetown?

    Georgetown has locally inspired dishes like Southern-style comfort food, barbecue, and specialties featuring Kentucky-grown produce. Sweet treats such as pie or bourbon-infused desserts also reflect the region’s traditions.

  • What should I bring for a trip to Georgetown?

    Pack comfortable walking shoes, layers to adapt to shifting temperatures, and a rain jacket, as precipitation is common throughout the year. A sun hat or umbrella is helpful for outdoor excursions in spring and summer.

  • What is the nightlife in Georgetown like?

    Nightlife in Georgetown centers around casual pubs, restaurants, and occasional live music venues. Locally rooted establishments with craft beverages are often gathering places for residents and visitors alike.

  • What are the most popular events or festivals in Georgetown?

    Georgetown hosts annual festivals celebrating local arts, equestrian traditions, and the region’s agricultural heritage, often in late spring or early fall. Seasonal craft fairs and holiday markets are also community highlights.

  • Are there family friendly vacation rentals in Georgetown?

    Many vacation rentals in Georgetown welcome families and are located near parks, attractions, and grocery stores. Spacious homes, farms, or countryside stays are frequently suggested for larger groups.

Quick stats about holiday rentals in Georgetown

  • Total holiday rentals

    Explore 110 holiday rentals in Georgetown

  • Nightly prices starting at

    Georgetown holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 6,390 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    110 of Georgetown holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Georgetown rentals

  • 4.8 Average rating

    Georgetown stays are highly rated by guests – averaging 4.8 out of 5!

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