Home Vacation Rentals By Owner In Lexington, KY

Showing 220 Of 421 Vacation Rentals
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Exceptional(21)

$542.16

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Private Vacation Home

Celebrate the best of Kentucky while staying at Kentucky's Best on Berry

Lexington, Kentucky, United States

Celebrate the best of Kentucky while staying at Kentucky's Best on Berry. Our home has recently been renovated and features 4 private bedrooms & 3 full bathrooms. Guests will enjoy a fully stocked kitchen, Serta Sleeper Corporate Suite Plush mattresses, ROKU Tv's, Coffee Bar, Game Room, & so much more! You don’t want to miss out on this beautiful home away from home. From horse racing & bourbon to Kentucky athletics & traditions both old & new, this is the place for you! brbrGuests have full access to the entire home.brbrWe have been hard at work getting this property ready!!! Professional photos are happening this week and we wanted to give YOU the opportunity to book for our next Caturday.brbrLocation, Location, LOCATION!!! You'll experience the best of Kentucky when staying at Kentucky's Best on Berry. Located in the desirable 40502 Chevy Chase area, guests will enjoy a quite neighborhood that is within walking distance to the stadium, UK Campus, Local shops, bars, & restaurants. brbrFirst Floor:brAs guests enter through the front door you'll be greeted by an open concept that allows guests to visit and relax. The entry features a cozy living room, dining area, and newly renovated kitchen. Off the kitchen is a large deck with seating for 12. As guests venture down the hall they will find 2 private bedrooms with Queen Size Beds, Full Bathroom in the Hall, and a 1st Floor en-suite featuring a King Size Bed & walk in shower.brbrBasement:brOur Basement Features a Game Room, Laundry facilities, sleeping nook with a Queen Size Bed and a secondary en-suite with King Bed. brbrThe game room is loaded! It features a ping pong table, two stand-up arcade machines, game room tv and game rockers, board games, outdoor games, card table and four chairsbrbrThings to Note: brNeed some quiet time for working The master bedroom features a desk where you can square away all your work details. Kentucky's Best on Berry is nestled at the end of street where you'll find campus just on the tree line and only one neighbor. During home football games, you'll enjoy the awesome sounds of the UK Marching band practicing all your favorite game day songs. Throughout the home you'll experience local art by Kayla Weber, Kentucky Bourbon Trail prints by John Morris, and others. Guests will have plenty of parking off the street with an extra long driveway with additional parking behind the house.brbrAmenities:brKentucky's Best on Berry Features ROKU TCL TV's in all the bedrooms, additional full refrigerator in the basement utility room.brbrRegistration #: 15079566-1
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$141.99

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Hotel

Affordable Getaway! Free Parking, Free Breakfast, Near Castlewood Park

Lexington, Kentucky, United States

Centrally-located near top attractions in Lexington bluegrass country.brbrThis listing is for a room within a hotel.brbr✦ Your room is 224 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 03:00 pm.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open from 9:00AM to 11:00PM, available in the property.brbr✦ Pool is available.brbr✦ Free parking lot – 1 space(s).brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The indoor pool is temporarily unavailable until further notice.brbr✦ Breakfast is served Mon-Fri 6 am-9 am and Sat-Sun 6:30 am-10 am.
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Exceptional(2)

$130.52

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Hotel

Trip to Lexington on the Budget, Stay at GuestHouse Lexington, Free Parking!

Lexington, Kentucky, United States

Centrally-located near top attractions in Lexington bluegrass country.brbrThis listing is for a room within a hotel.brbr✦ Your room is 224 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 03:00 pm.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open from 9:00AM to 11:00PM, available in the property.brbr✦ Pool is available.brbr✦ Free parking lot – 1 space(s).brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The indoor pool is temporarily unavailable until further notice.brbr✦ Breakfast is served Mon-Fri 6 am-9 am and Sat-Sun 6:30 am-10 am.
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Exceptional(4)

$124.68

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Hotel

Best Place to Stay in Kentucky! Pool, Free Parking, Free Breakfast!

Lexington, Kentucky, United States

Centrally-located near top attractions in Lexington bluegrass country.brbrThis listing is for a room within a hotel.brbr✦ Your room is 224 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 03:00 pm.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open from 9:00AM to 11:00PM, available in the property.brbr✦ Pool is available.brbr✦ Free parking lot – 1 space(s).brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The indoor pool is temporarily unavailable until further notice.brbr✦ Breakfast is served Mon-Fri 6 am-9 am and Sat-Sun 6:30 am-10 am.
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$308.39

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Private Vacation Home

Centrally Located Bungalow - Outdoor Fireplace

Lexington, Kentucky, United States

+ conveniently located to downtown Lexington and University of Kentuckybr+ walking distance to Greyline Station | an old bus station renovated intobr+ 2 bedrooms | king+queenbr+ self-check inbr+ access to 1GB wifibrbrPremise ID for Local Regulations & Licensing: 15072859 dash 1brbrbrThe spacebrHere is the proximity to nearby attractions commonly requested by guests:br• Keeneland - 7.2 miles ~16 min drivebr• Horse Park - 6.8 miles ~20 min drivebr• University of Kentucky - 2.0 miles ~8 min drivebr• Rupp Arena - 1.9 miles ~8 min drivebr• Ark Encounter - 40 miles ~48 min drivebrbrkitchen:br+ plates, bowls, utensils, drinking glasses, wine glasses, mugs, pots, pans, cutting board, cookie sheet, mixing bowls, measuring cups, measuring spoons, wine opener, can opener, and pizza cutter.br+ Additionally, salt, pepper, olive oil, and no-stick cooking spray will be provided.br+ ground coffee, french vanilla creamer, and sugar will also be providedbrbrappliances included in the home:br+ oven and range, microwave, toaster, fridge and freezer, tea kettle, and a coffee makerbrbrbathroom:br+ shampoo, conditioner, and body wash will be providedbrbrliving room:br+ 1 Roku TV that will allow you to access apps for streamingbrbroutdoor spacebr+ The front of home has a small porch with two sitting chairs and a small tablebr+ The back of the home is fully fenced in w/ an outdoor fireplace, patio furniture, and a propane grill.brbrpet friendly:br+ water bowl, food bowl, and dog waste bags for your 4 legged friends.br+ I do require dog waste to be picked up before checking out or a $15 cleaning fee will be added.brbrGuest accessbrGuests will have access to the entire home, as well as a fenced in backyard. The home has a driveway (1 vehicle) + street parking if necessary.brbrOther things to notebrThe bungalow is located on the corner of a lively street. I do my best to accommodate this by providing noise machines in each of the bedrooms.
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$254.65

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Private Vacation Home

7 Min To Downtown, Fire-Pit, Bourbon Trail, Horse-park

Lexington, Kentucky, United States

★ Lexington’s Best Nearby Destinations ★ br6 Mins - Downtown Lexington & Rupp Arena br9 Mins - University of Kentuckybr12 Mins - Red Mile br15 Mins - Keeneland br15 - Kentucky Horse ParkbrbrPerfectly situated for exploring the Kentucky Bourbon Trail, Attending events, or visiting UK’s campus.brbr★ Highlights ★br2 Cozy Bedrooms – Two queen beds with premium bedding & thoughtful touchesbrbrLoft Game Lounge – Pop-A-Shot basketball, foosball, smart TV, & convertible sofa bedbrbr1 Full Bathroom – Bright, modern, and easily accessible from every roombrbrFully Equipped Kitchen – Stainless steel appliances & all cookware you need for home mealsbrbrInviting Living Room – Plush seating & streaming-ready TV for movie nightsbrbrPrivate Backyard Oasis – Patio seating, fire pit, grill, and bench for evening gatheringsbrbrAmenitiesbr✔ Fast high-speed Wi-Fi throughoutbr✔ Washer & Dryer in unitbr✔ Gameroom br✔ Fire-pit br✔ Pet friendlybrbr★ Explore Lexington & the Bluegrass Region ★brbrBourbon Trail Adventures: Woodford Reserve, Buffalo Trace, & Town Branch Distilleries within a short drivebrbrHorse Country Experiences: Tour Keeneland, visit horse farms, or enjoy the Kentucky Horse ParkbrbrDowntown Hotspots: Jeff Ruby’s Steakhouse, Tony’s of Lexington, The Rooftop Bar, and the Distillery DistrictbrbrLocal Favorites: Dutch Bros Coffee, Bourbon n’ Toulouse, Carson’s, and Columbia’s SteakhousebrbrShopping & Essentials: Hamburg Pavilion, Walmart, Target, & local boutiques minutes awaybrbrPerfect Forbr✔ Bourbon Trail travelersbr✔ Keeneland & Horse Country visitorsbr✔ Family getaways & Couples tripbr✔ Corporate or healthcare stays near downtown brbrbrProfessionally Designed by Finite DesignsbrbrbrThe maximum number of occupants of this Short-Term Rental cannot exceed 5. Guests are prohibited from allowing more individuals than the maximum occupancy allows.brLIC# one, one, one, two, nine, two, zero, zero
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Exceptional(28)

$1039.56

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Private Vacation Home

Spacious Retreat with Heated Pool-Hot Tub-Games-Bar-Near Keeneland&Bourbon Trail

Lexington, Kentucky, United States

Welcome to The Kentucky Oasis: your ultimate family + friends retreat, perfect for group getaways and family trips. Pet friendly with room for up to 10 guests (8 adults max), a heated, salt-water pool, year-round hot tub & multiple entertainment areas, there’s something here for every age to enjoy and plenty of room to spread out! Located minutes away from Keeneland, the Bourbon Trail, UK, golfing, restaurants and shopping, you’ll have easy access to the best of KY while nestled away in a peaceful retreat.brbr**Heated Pool is OPEN!!**brbrAt a glance:br➤ Luxe, spacious retreat on 6+ acres br➤ Located in Lexingtonbr➤ Private, fenced backyard with outdoor gamesbr➤ Heated, saltwater poolbr➤ Hot tubbr➤ Fire pitbr➤ Game Roombr➤ Dog friendlybr➤ Fast, free WiFibr➤ Minutes from Keeneland , Univ. of Kentucky, Distilleries, Wineries & Shopping br➤ Our expansive home is the perfect getaway for families and friends to escape the daily grind and experience modern comfort in a peaceful setting yet conveniently located to everything Kentucky is famous for.brbrLocation:br➤ 11 minutes to Keeneland br➤ 12 minutes to University of Kentucky/ Downtownbr➤ 25 minutes to Kentucky Horse Parkbr➤ 11 minutes to Bluegrass Airportbr➤ 13 minutes to Rupp Arenabr➤ 15-30 min drive to the most popular distilleriesbr➤ Within minutes of shopping, restaurants, grocery stores br➤ Nearby outdoor activities include golf, horseback riding, hiking, boating, kayaking, fishing and huntingbrbr✦✦The Layout✦✦brbrMain Floor:br➤ Spacious primary suite with King bed, walk-in closet, spa-like ensuite bathroom, 55 TV, Keurig coffee maker, electric fireplace, blackout drapes, washer & dryer. Also includes a Pack N Play!br➤ Large Chef's Kitchen: fully equipped, top of the line appliances, island with seating for 4, separate bar with (2) beverage coolers, coffee/ tea station with Keurig, drip, French press, tea kettle and all the fixings you need to kick off your morning rightbr➤ Dining Area: seating for 10 around the table with plenty of dishes, cups and silverware (including toddler dishware). We also have a high chair for your little ones.br➤ Walk out deck with lounge area/ firepit table, gas BBQ and outdoor dining for 10br➤ Half-bathroom: conveniently located off the kitchenbrbrUpper Floor:br➤ (3) King Bedrooms and a bonus room with Queen bed all with 55 TV and blackout drapes.br➤ (2) full bathrooms (one ensuite)brbrLower Level Lounge (walkout to backyard):br➤ 75 TV, comfy furniture, expansive bar with full size refrigerator, dishwasher and icemaker, poker table, dominoes, multiple card and board games.br➤ (1) Full bathroombr➤ Laundry roombr➤ Dedicated work area with high speed Wi-Fi.brbrGame Room (located off the Main Floor)br➤ Pool table, Air Hockey, darts, arcade game consolebrbrBackyardbr➤ Heated, saltwater game-style pool, Hot Tub, Fire Pit, multiple patio areas with seating. Enjoy the views of our barn while playing a game of horseshoes, cornhole, croquet or bocci ball. ***Pool is open seasonally, weather-dependent (approximately April - October). Heating fee: $30/ day on request.brbrParkingbr➤ Plenty of free, on-site parking for up to 8 vehicles.brbr✦✦ Please Note Before Booking ✦✦brbrThis property requires a signed rental agreement, ID verification, and a security hold of $1000 (which is not a traditional security deposit, just a pending transaction). As an optional alternative to the security hold, you may opt in to purchase a non-refundable damage waiver provided by a third-party insurance company. The optional damage waiver is $50 for stays up to 10 nights, with an additional $2 per day for stays longer than 10 nights. Damage waiver purchases are optional. If you choose not to sign, you may cancel within 48 hours without penalty.brbrTo make this process easy for you, we use a secure and very simple, app-free platform called Happy Guest. It is not an app, and you do not have to sign up for an account - it’s a safe and secure website. It also gives you a guest portal with all the info about our home and all of our favorite local spots.brbrYour guest portal includes advertisements with third-party upgrades that you may want to enhance your stay. These upgrades are optional and can include:brEarly Check In (when available): $20 per hour.brLate Check Out (when available): $40 per hour.brbr-No Parties/Events. br-8 Adults maximum/ 10 guests total.br-No Smoking/ Vapingbr-No illegal activitybr-Only registered guests allowed for overnight stays.br-To be respectful of our neighbors, we ask that you observe strict quiet hours from 10 pm - 8 am.br-Our landscape crew is typically on site Tuesdays with arrival between 11am - 1pm for weekly service.brbrPool Season & HeatingbrThe pool is open April through mid-November (sometimes longer, weather depending).brOptional pool heat: $50/day or $350/week. brbrBringing your furry friends brOur dogs are family too! We provide bowls, leashes, poop bags and beds. Pet fee is $250/ stay for up to 2 dogs. Please refer to our pet policy prior to booking.brbrLooking to enhance your stay We can provide the following services (must be scheduled ahead/ subject to availability):br-Private, catered dinners/ meal deliverybr-Pre-stocked groceriesbr-Scheduled ride sharebr-In-home massagebr-Photographybr-Bourbon trail toursbr-Local activitiesbr✦Please see our digital guidebook for more information!brbr-Unexpected circumstances can arise - we HIGHLY recommend purchasing traveler's insurance.brbrOUR Commitment to YOU:brYour experience is our top priority, and if something is not right, we promise to do everything in our power to make it right.brbrWe can’t wait to welcome you to The Kentucky Oasis!brbrOur Amish barn is currently unfinished and we suggest you do not enter due to potential hazards but feel free to peek in! brbrADDITIONAL INFORMATIONbr- This 3-story home requires stairs to accessbr- Your safety matters! This property features 4 exterior security cameras located at the front door facing the driveway, the front of the house facing the street, the garage facing the driveway and at the detached garage facing the corner of the barn. The cameras are outward facing and do not look into and interior spaces or our backyard. The cameras record video and sound when activated by motion.brbrApproved Conditional Use Permit by Jessamine County, Registration #9397.
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$256.58

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Apartment

The Kenwick Pied-à-terre - Lexington Apartment with Historic Charm

Lexington, Kentucky, United States

Two bedroom one bath character - filled abode. This space is bathed in sunlight, historic charm and plenty spacious for your getaway in Lexington, KY. Featuring a large living space with an additional cozy office. The unit is above a small neighborhood grocery. Smells of fresh baked cookies and bacon in the morning will certainly make your tastebuds sing while drinking fresh local coffee.brbrMaster bedroom - King bedbrGuest Bedroom- Queen bedbrLiving Space- Queen Air mattressbrbrThe spacebrPied-à-terre is located above a small neighborhood grocery. This second floor unit provides a one-of-a- kind experience with its character charm. Large floor plan with plenty of space and cozy nooks to enjoy local coffee or a bit of bourbon after the day of exploring.brbrGuest accessbrWe provide a self check-in experience for guests. Making your stay as seamless as possible. The key will be located in a lock box for you to use throughout the duration of your stay. There is off street parking located in front of the unit. Also, free street parking for additional cars. We live nearby and are always available to answer any questions you may have during your stay!brbrOther things to notebrWilsons Grocery located below Pied-à-terre. The grocery hours are 10am- 5.30pm Tuesday - Saturday. Please keep in mind it is a building that was built in the 1900's sometimes you can hear noise from the shop during the day. We provide noise machines for your comfort if sleeping during shop hours.
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$309.22

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Private Vacation Home

Parkview Cottage - Cozy Urban Parkside Stay in Downtown Lexington

Lexington, Kentucky, United States

• Newly Renovated Home!br• Centrally locatedbr• Walking distance to Greyline Station | local restaurants/shopsbr• Directly Across from Castlewood parkbrbrPremise ID for Local Regulations & Licensing: 15072859 dash 2brbrThe spacebrHere is the proximity to nearby attractions commonly requested by guests:br• Horse Park - 6.8 miles ~20 min drivebr• University of Kentucky - 2.0 miles ~8 min drivebr• Rupp Arena - 1.9 miles ~8 min drivebr• Ark Encounter - 40 miles ~48 min drivebrbrKitchenbr+ plates, bowls, utensils, drinking glasses, wine glasses, mugs, pots, pans, cutting board, cookie sheet, mixing bowls, measuring cups, measuring spoons, wine opener, can opener, and pizza cutter.brbr+additionally: salt, pepper, olive oil, no-stick cooking spray, ground coffee, french vanilla creamer, and sugar will also be providedbrbrAppliances included in the home:br+oven, microwave, toaster, fridge and freezer, and a coffee makerbrbrBathroom:br+shampoo, conditioner, and body wash will be providedbrbrBedrooms:br+2 bedrooms w/ queen sized bedsbrbrOutdoor space:br+ large backyardbrbrPet Friendly:br+ water bowl, food bowl, and dog waste bags for your 4 legged friends.br+ I do require dog waste to be picked up before checking out or a $15 cleaning fee will be added.brbrGuest accessbrGuests will have access to the entire home, as well as a backyard. The home has a driveway + street parking if necessary.
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$992.4

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Private Vacation Home

The Bluegrass Biscuit: Charming 4BR Ranch Near Keeneland & Airport

Lexington, Kentucky, United States

Welcome to The Bluegrass Biscuit! This gem offers a warm and inviting welcome into the heart of the Bluegrass! Blending eclectic charm with touches of southern hospitality that feel like home. This cozy retreat is the perfect place to slow down, settle in and be close to all that Lexington has to offer! brWhether you're in town for the races, or visiting horse farms, or just passing through, you will love being minutes away from Keeneland and the airport, while still being tucked into a peaceful neighborhood.brbrThe SpacebrThis single-level ranch home makes relaxing easy for families or couples traveling together. br- 4 comfortable bedrooms with soft linens and thoughtful touchesbr-Cozy living room perfect for gathering, movie nights, or morning coffeebr-Beautiful, bright kitchen and fully stocked for home-cooked meals (or takeout nights!)br-Bright, welcoming spaces with vintage-inspired decor and modern comfortsbr-Charming laundry room provided for your conveniencebr-A Tesla charger is also available on property.brbrEvert corner is designed to feel like home-with just the right mix of nostalgia and comfort.brbrLocation highlightsbrYou're in a prime spot to experience everything Lexington has to offer:br-Minutes to Keeneland Race Coursebr-Quick drive to the airportbr-Close to local horse farms and scenic Bluegrass drivesbr-Easy access to restaurants, coffee shops, and downtown LexingtonbrbrPerfect for:br-Families and couplesbr-Keeneland race weekendsbr-Horse farm toursbr-Wedding guestsbr-Travelers wanting a peaceful, homey staybrbrWhat Guests Lovebr-Comfortable beds & clean, welcoming spacebr-Unique charm you won't find in a standard rentalbr-Convenient location without the noisebr-Plenty of room to spread outbrbrA Note From Your Host:brWe've created The Bluegrass Biscuit to feel like visiting a beloved Kentucky home-warm, relaxed and full of character. We hope you'll make yourself comfortable, stay awhile, and enjoy everything the Bluegrass has to offer.
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