
Vacation rentals in Georgetown
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Top-rated vacation rentals in Georgetown
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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

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!

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.

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.

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.

The Luxe/HotTub/Playground/12min KHP/30min Ark
Experience the perfect blend of old charm and contemporary. Nestled on a tranquil street, you'll find yourself just a short stroll away from boutique shops, delectable dining options, Georgetown College, and picturesque parks. Additionally, the Kentucky Horse Park and interstate access are conveniently minutes drive away. Outside, indulge in your very own private backyard retreat, complete with a soothing hot tub , stone grill for al fresco dining pleasure, and a playground for the kiddos.

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.

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

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.

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

Cozy Cottage
Sweet little cottage within walking distance of historic downtown Winchester. Open floor plan, 500 square feet of coziness! Queen size bed, kitchen, living room, dining all in one place. We’re a working farm on the edge of the city limits in an older non-gentrified neighborhood. Surrounded by the Kentucky Horse Park, Keeneland, Rupp Arena, Fort Boonesboro, Red River Gorge and the Kentucky Bourbon Trail. Easy access to I-64, I-75, and Mountain Parkway - gateway to Appalachia.

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 vacation rentals
Other great vacation rentals in Georgetown

2 bedroom, 1 bath, sleeps up to 5, arcade game

Witchy Boutique Studio in 1890s Saloon Downtown

Quaint Apartment in Historic Georgetown!

Speakeasy/downtown/hot tub/pool table/shopping/FUN

The Clayton House | Chic & Cozy

Overlook on the Elkhorn

Casa delle Pesche

Sleeps 10 home
When is the best time to visit Georgetown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$27,774 GYD | G$29,027 GYD | G$30,697 GYD | G$34,665 GYD | G$34,456 GYD | G$34,247 GYD | G$33,621 GYD | G$32,785 GYD | G$32,785 GYD | G$33,830 GYD | G$30,906 GYD | G$29,653 GYD |
| Avg. temp | 1°C | 3°C | 8°C | 13°C | 19°C | 23°C | 25°C | 24°C | 21°C | 14°C | 8°C | 3°C |
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 vacation rentals in Georgetown

Total vacation rentals
Explore 110 vacation rentals in Georgetown

Nightly prices starting at
Georgetown vacation rentals start at G$6,265 GYD per night before taxes and fees

Verified guest reviews
Over 6,390 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
110 of Georgetown vacation rentals include wi-fi 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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