Vacation Rentals in Lexington, KY

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Lexington, KY vacation rentals
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1664 Vacation rentals and Airbnb in Lexington, KY

Best family friendly Lexington, KY vacation rentals

Among the 1664 accommodations in Lexington, KY, here are the 4 best family friendly rentals

Cozy Bluegrass Getaway And A Walk To Fritz Farm - Lexington, KY
9.7 27 reviews

Cozy Bluegrass Getaway And A Walk To Fritz Farm

apartment, Lexington-Fayette
Blue Oak, a three-bedroom house in Lexington, Kentucky, is conveniently located near The Summit shopping centre, offering easy walking access to Whole Foods, Apple, and various restaurants.
This self-catering property sleeps six guests and boasts a fully equipped kitchen (fridge, freezer, microwave, dishwasher), two bathrooms, a private garden, on-street and driveway parking, and excellent guest reviews.
Luxury Stay At Kentucky Horse Park-newtown Springs - Lexington, KY
9.7 267 reviews

Luxury Stay At Kentucky Horse Park-newtown Springs

house, Lexington-Fayette
This townhouse is located just a few kilometres from the Kentucky Horse Park, Rupp Arena, and Kroger Field, offering easy access to the interstate and downtown Lexington. Guests have consistently rated the property excellent for its location, cleanliness, and overall experience.
The property features three bedrooms with queen beds and comforters, a spacious living room, and a fully equipped kitchen, accommodating up to seven guests. Amenities include a modern foosball table, high-speed internet, a 60-inch TV with Amazon Fire Stick, a washer and dryer, a backyard, patio, and a garage.
Stylish Mid-century Modern Home 5 Minutes To Downtown - Lexington, KY
10 11 reviews

Stylish Mid-century Modern Home 5 Minutes To Downtown

apartment, Lexington-Fayette
This four-bedroom, two-bathroom apartment is situated in the Garden Springs neighbourhood of Lexington, within easy reach of attractions like the Kentucky Horse Park and Raven Run Nature Sanctuary, both within a 10-kilometre radius. This spacious, modern home offers a comfortable stay for up to eight guests, with a fully equipped kitchen, laundry facilities, and a relaxing patio area.
Sugar Hill Farm-historic Horsefarm With Pool - Lexington, KY
10 9 reviews

Sugar Hill Farm-historic Horsefarm With Pool

apartment, Lexington-Fayette
This Versailles, Kentucky farmhouse offers a tranquil retreat, situated 19-30 km from Lexington-Fayette attractions such as Keeneland Race Course and The Red Mile.
Sleeping up to nine guests, this property boasts four bedrooms, three bathrooms, Wi-Fi, air conditioning, and is close to nature trails and shopping at Victorian Square Mall and The Mall at Lexington Green.

Best Lexington, KY holiday rentals with parking

Jw Loft - 5min To Kentucky University - Lexington, KY
9.8 80 reviews

Jw Loft - 5min To Kentucky University

apartment, Lexington-Fayette
This house is located just a short distance from Tuska Studio and the University of Kentucky, making it perfect for exploring Lexington's cultural scene and vibrant campus life. The property has consistently received excellent ratings for its location, cleanliness and overall experience.
The house has two bedrooms and one bathroom and can accommodate up to four guests in its 84 square meters of space. Guests can enjoy a range of amenities including a fully equipped kitchen, a washing machine, parking, and a garden.
It Was All A Dream - Modern Luxury In Downtown Lex - Lexington, KY
9.8 320 reviews

It Was All A Dream - Modern Luxury In Downtown Lex

apartment, Lexington-Fayette
This modern flat is situated in Lexington's trendy district, just a short walk from boutiques, cafes, restaurants, and breweries, and within 2 kilometres of Rupp Arena, Keeneland racetrack, and the University of Kentucky and Transylvania University campuses. The accommodation has received excellent ratings for cleanliness and user experience, and a very good rating for its location.
The flat has two bedrooms and one bathroom, accommodating up to six guests. It features a fully equipped kitchen, a large deck with a fire pit, a gas grill, and a hammock, and a loft overlooking the main bedroom.
Entire Home Midnight Lexington - Lexington, KY
9.9 93 reviews

Entire Home Midnight Lexington

apartment, Lexington-Fayette
This three-bedroom, two-bathroom Lexington-Fayette house rental in the Hamburg area offers easy access to Keeneland Race Course via nearby interstate access and is minutes from a park, walking trails, shopping, restaurants, and a cinema.
The single-storey property sleeps nine guests and boasts a fully equipped kitchen with dishwasher, air conditioning, a jacuzzi, garden, fitness centre, parking, and excellent guest reviews; enjoy the home's private setting on a semi-wooded lot.
Home In Lexington - Lexington, KY
9.2 13 reviews

Home In Lexington

apartment, Lexington-Fayette
This three-bedroom, two-bathroom Lexington, Kentucky apartment is situated in a well-established neighbourhood, conveniently located within a 5-9 km radius of Keeneland Race Course, Blue Grass Airport, the University of Kentucky campus, a shopping mall, and Rupp Arena.
The 3-bedroom property boasts two living areas, a fully renovated open-plan kitchen with dishwasher, a jacuzzi, a private garden with gas grill and children's play area, a fitness area, parking, and sleeps up to six guests.

Frequently asked questions about holiday rentals in Lexington, KY

  • What should a first-time visitor not miss in Lexington, KY?

    For a first-time visit, you should definitely check out the Kentucky Horse Park, a must-see for any horse enthusiast. You can also visit the historic Keeneland Race Course, a National Historic Landmark. And of course, no trip to Lexington is complete without a visit to the University of Kentucky campus, known for its beautiful architecture and lively atmosphere.
  • What are the best Airbnb and vacation rentals in Lexington, KY?

    The Attic, Lux Downtown Off Street Parking ~ Tempur-pedics and Broadway Gardens-walk To Downtown are the most popular Airbnb and vacation rentals in Lexington, KY among travelers.

  • Which neighborhood in Lexington, KY should you consider for a vacation rental?

    The Chevy Chase neighbourhood is a great choice for a vacation rental. It's close to the University of Kentucky, with plenty of restaurants and shops within walking distance. It's also close to the heart of downtown, making it easy to get around the city.
  • What are the most popular Airbnbs in Lexington, KY?

    Among the Airbnbs in Lexington, KY, Lux Downtown Off Street Parking ~ Tempur-pedics, The Attic and Broadway Gardens-walk To Downtown are the most popular ones.

  • What are the top family-friendly attractions in Lexington, KY?

    The Kentucky Horse Park is a great option for families, with plenty of activities for all ages, including horse shows, petting zoos, and a carousel. The Lexington Children's Museum is another great option, with interactive exhibits that are sure to keep kids entertained. And for a bit of outdoor fun, head to Jacobson Park, which has a playground, picnic areas, and walking trails.
  • What are the best vacation rentals with a pool in Lexington, KY?

  • When is the best time to book a vacation rental in Lexington, KY?

    The best time to book a vacation rental in Lexington is during the spring or autumn, when the weather is pleasant and the crowds are smaller. If you're looking for a more festive experience, you can book during the summer for the many festivals and events that take place in the city.
  • What are the best rentals for families and kids in Lexington, KY?

  • What are the best budget-friendly activities in Lexington, KY?

    For a budget-friendly day out, you can explore the many parks and green spaces in Lexington, such as the Arboretum State Park or the Raven Run Nature Sanctuary. You can also take a walk or bike ride along the scenic Legacy Trail, which runs through the city. And if you're looking for a free activity, you can visit the many museums and art galleries in Lexington, many of which offer free admission on certain days.
  • What are the best rentals or Airbnbs with a jacuzzi in Lexington, KY?

  • What are the best restaurants with local dishes in Lexington, KY?

    For a taste of local cuisine, you can try the famous Kentucky hot brown at The Gratz Park Inn or enjoy a classic Southern meal at The Red Mile. For a more casual dining experience, you can grab a burger and fries at The Local Goat or a pizza at Giuseppe's.
  • What are the best walking or cycling routes in Lexington, KY?

    The Legacy Trail is a great option for a scenic walk or bike ride, running for 12km through the city. For a more challenging ride, you can try the 32km loop around the Kentucky Horse Park. And if you're looking for a shorter walk, you can explore the beautiful gardens at the Arboretum State Park.
  • Are there pet-friendly attractions in Lexington, KY?

    Yes, there are a number of pet-friendly attractions in Lexington. You can take your furry friend for a walk in the many parks and green spaces, such as the Arboretum State Park or the Raven Run Nature Sanctuary. Many restaurants also have outdoor seating areas that are pet-friendly.
  • What are the benefits of choosing a vacation rental in Lexington, KY?

    Vacation rentals offer more space and privacy than a hotel room. They also often come with amenities such as a kitchen and laundry facilities, which can be convenient for families or groups. And because you're not limited to a specific hotel location, you can find a vacation rental that's close to the attractions you want to see.

Popular destinations

Best Lexington, KY holiday rentals with a balcony

Liberty Hideaway Is A Home Designed For Comfort, Connection, And Easy Living. - Lexington, KY
10 4 reviews

Liberty Hideaway Is A Home Designed For Comfort, Connection, And Easy Living.

apartment, Lexington-Fayette
This three-bedroom, two-bathroom flat in Lexington's Liberty Area is conveniently located just 800 metres from downtown Lexington, the University of Kentucky campus, and Rupp Arena, offering easy access to The Bourbon Trail, horse parks, and nightlife.
This pet-friendly accommodation for up to six guests boasts a fully equipped kitchen with a drink station, a private, fenced garden with a deck, patio, fire pit, and grill, and an office nook, all situated in a quiet, tree-lined neighbourhood with nearby park facilities.
Cute Bungalow Located In The Fairwood  Neighborhood Of Lexington. #15081244-1 - Lexington, KY
10 42 reviews

Cute Bungalow Located In The Fairwood Neighborhood Of Lexington. #15081244-1

apartment, Lexington-Fayette
This three-bedroom, two-bathroom detached house in Lexington's 40502 district is situated within 2 kilometres of downtown Lexington, the Kentucky Bourbon Trail distilleries, Keeneland Race Course, and the University of Kentucky, with Raven Run Nature Sanctuary and Thoroughbred Park also nearby.
Spanning 167 square metres, this pet-friendly residence accommodates up to six guests and features a private, fenced garden with a deck, air conditioning, Wi-Fi, and a fully equipped kitchen, making it ideal for families and those seeking a walkable neighbourhood with easy access to local attractions.
Spacious Retreat With Heated Pool-hot Tub-games-bar-near Keeneland&bourbon Trail - Lexington, KY
10 32 reviews

Spacious Retreat With Heated Pool-hot Tub-games-bar-near Keeneland&bourbon Trail

apartment, Lexington-Fayette
This spacious home is located just 10 kilometres from the University of Kentucky campus and Keeneland Racecourse in Nicholasville, offering a tranquil retreat just outside the city. It has consistently received excellent reviews from previous guests.
The property has four bedrooms and five bathrooms, providing ample space for up to eight guests across its 418 square metres. The home boasts a private pool, hot tub, fire pit, and fenced-in yard, offering a peaceful setting for families and groups to relax and enjoy the outdoors.
The Spot Southland - 6 Miles To Keeneland! - Lexington, KY
9.6 154 reviews

The Spot Southland - 6 Miles To Keeneland!

apartment, Lexington-Fayette
This vacation home is situated in Picadome, Lexington, just 1.3 kilometres from Baptist Health Lexington and 2.3 kilometres from the University of Kentucky, making it a convenient base for exploring the city. The property has received excellent ratings for location, cleanliness, and user experience.
This 4-bedroom house offers 186 square metres of space, comfortably accommodating up to 8 guests. The property includes a fully equipped kitchen, a private garden with charcoal grills, and a terrace or balcony, perfect for enjoying the Kentucky sunshine.

Best Lexington, KY holiday rentals with air conditioning

Sunlit Loft Downtown - Lexington, KY
10 195 reviews

Sunlit Loft Downtown

apartment, Lexington-Fayette
This apartment is situated in a historic district of downtown Lexington-Fayette, a short walk from Rupp Arena (6 minutes) and within 10-12 minutes of major hospitals. It is rated excellent for location, cleanliness, and user experience.
The apartment is a spacious loft occupying the entire third floor, comfortably accommodating up to 4 guests. It offers a range of amenities, including a well-equipped kitchenette, a luxurious queen bed, a comfortable couch, and a dedicated work desk with superfast internet.
175 Lex - Spacious Two Bedroom - Near Rupp Arena! - Lexington, KY
9.4 22 reviews

175 Lex - Spacious Two Bedroom - Near Rupp Arena!

apartment, Lexington-Fayette
This Lexington, Kentucky apartment is centrally located downtown, within walking distance of Rupp Arena and numerous restaurants.
The 81-square-metre (870-square-foot) property features two queen-sized bedrooms, a sleeper sofa, a full kitchen with dishwasher, and accommodates up to six guests.
Bourbon Trail Suite 2 Queen 2 Bath Downtown - Lexington, KY
10 2 reviews

Bourbon Trail Suite 2 Queen 2 Bath Downtown

apartment, Lexington-Fayette
The Bourbon Suite is a conveniently located flat in Lexington-Fayette, offering straightforward access to local attractions.
This two-bedroom, two-bathroom apartment accommodates up to four guests and features a full kitchenette with a microwave and air fryer combo, a fridge with a mini bar, an in-unit washer and dryer, complimentary WiFi, and free parking.
Cozy Cottage-horses! Views! Keeneland! - Lexington, KY
9.4 72 reviews

Cozy Cottage-horses! Views! Keeneland!

apartment, Lexington-Fayette
The Jockey Suite at Sugar Hill Farm is situated in the horse country of Lexington-Fayette, just a short distance from the Kentucky Horse Park and the University of Kentucky. The farmhouse offers a genuine Kentucky experience with three bedrooms, a fully equipped kitchen, and horse stalls available for guests with their equine companions.