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 cozy bedroom features a full-sized bed draped in a patterned blue and white coverlet. A bedside lamp and a small table with decorative items complement the space. Natural light filters through a small window, creating a serene ambiance.
Flat in Wilmore
4.97 out of 5 average rating, 356 reviews

Basement apt. w/private entrance & kitchenette

Our full basement apartment with private entrance is modest but comfortable. Located within one mile of Asbury Seminary and University, our space is ideally suited for commuting students, out-of-town guests, or folks visiting the beautiful Bluegrass region. Our home is a 15-minute walk from the campuses and business district. We are a family of six and you will occasionally hear our boys upstairs, but as a Christian family, we strive to treat our guests as we would want to be treated. Reg. 9485

Top guest favourite
A spacious sleeping area includes a bed with a light-colored duvet, framed by large windows. A cozy seating area features a plush chair and small table, while an artwork with vibrant colors adds character to the wall. Warm wooden flooring enhances the inviting atmosphere.
Loft in Lexington
4.98 out of 5 average rating, 293 reviews

Spring Street Loft by Rupp-Covered Parking + Deck

Brand new 2nd-level loft with free covered parking spot beneath, a huge deck and outdoor dining option. Directly across Maxwell St. from Rupp Arena's parking lot-you can't get any closer! This single unit building was built on stilts to maximize outdoor space and downtown views. Your perfect oasis in the middle of the action includes a full kitchen, laundry room, bathroom, living area and Smart TV. Come for a concert or stay awhile, you'll have everything you need during your trip to Lexington!

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
4.95 out of 5 average rating, 266 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
The exterior of a two-story home features light-colored siding with dark shutters framing large windows. A spacious two-car garage with a textured door is prominently displayed, alongside a welcoming entryway that includes a covered porch and well-maintained landscaping.
Home in Georgetown
4.92 out of 5 average rating, 121 reviews

Dark Horse Inn 10 minutes to the Horse Park

We are a solid provider. Centrally located in the Golden Triangle between Louisville, Lexington, and Cincinnati. Since we are 10 minutes from the Horse Park we are enjoying decorating the house in horse related decor. We think our price is a really good deal for a family or 6 traveling friends. There’s plenty of room for the whole gang. There’s 3 Queen beds and 2.5 bathrooms. The Dark Horse Inn has a fully fenced back yard and a 2 car garage and is located within a mile of interstate 75.

Guest favourite
The living room is showcased, featuring a comfortable full-size sofa and two armchairs. The walls are adorned with framed artwork, and a coffee table sits in the center. Soft lighting creates a welcoming atmosphere, complemented by colorful area rugs underfoot.
Townhouse in Meadowthrope
4.88 out of 5 average rating, 516 reviews

Cozy, cute 2BR townhouse near downtown, businesses

Registration#15019537-1 Comfy, cozy Five Squared is tucked in a quiet neighborhood near downtown's restaurants, bars and arts; Rupp Arena and UK basketball games and concerts; the hip Distillery District's restaurants; and Meadowthorpe's antique shops. For business travelers, it's also convenient to New Circle Road and local industry. Our place is great for couples, solo travelers, families with kids, and anyone who likes cotton sheets, exposed brick and the gentle rumble of passing trains.

Top guest favourite
Home in Lexington
4.98 out of 5 average rating, 444 reviews

Distillery District Diamond-pet friendly

This 1948 bungalow in an up-and-coming neighborhood has two bedrooms/one bath. This house has all the updates you could ask of modern living including internet access, TVs with Roku, and keyless entry. Each bedroom has blackout curtains, ceiling fan and bedside power station. The bath is fully stocked with essential personal care items. The fenced-in back yard has a deck and a fire pit. STR Reg #15075605-1. Maximum occupants 4-Guests are prohibited from allowing more than maximum occupancy

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, 116 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, 273 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

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, 239 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.

Top guest favourite
The exterior of a two-story brick building is displayed, featuring a welcoming porch with white railings. Lush green trees frame the entrance, and a path leads to the front door. The property exhibits a blend of classic architecture and natural surroundings.
Flat in Ashland
4.95 out of 5 average rating, 228 reviews

Canopy of trees

Enjoy this peaceful and centrally-located apartment. Across the street from the historic Henry Clay estate. Just a few miles from Rupp arena, Uk, stadium and downtown. A short drive to the horse park. Walking distance to restaurants. There is a $50 per pet fee. Please be sure to include pet in your booking. This is a one bedroom with a queen bed. The couch folds into a sleeper and there are curtains for privacy.. Street parking only. The back and driveway are our private areas

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
4.96 out of 5 average rating, 171 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 well-maintained backyard area is highlighted by a green hammock suspended between trees. The brick apartment is elevated with a wooden deck and stairs leading to the entrance. Surrounding the space, manicured shrubs and grass create a peaceful outdoor environment.
Guest house in Frankfort
4.98 out of 5 average rating, 135 reviews

Treetop Hideaway

Fully equipped apartment, only 5 blocks from the state Capitol in historic, tree-lined neighborhood. Kentucky Derby, Horse Park, and Bourbon Trail all close. Real pricing - no hidden fees! Downtown restaurants, entertainment, & distilleries are only minutes away by car or foot. Apartment includes everything for short-term or extended stays, including washer/dryer and fully-equipped kitchen. Separate building - totally separate entrance for privacy.

Popular amenities for Georgetown holiday rentals

When is the best time to visit Georgetown?

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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 € 25 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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