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Vacation rentals with a patio near Rupp Arena

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Top-rated patio rentals near Rupp Arena

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Top guest favorite

A covered porch features several wooden rocking chairs positioned along a railing, overlooking a lush green yard that gently slopes down to the river. Trees provide a serene backdrop while a small table rests beside the chairs for relaxation.

Cottage in Wilmore

4.98 out of 5 average rating, 268 reviews

River House - Cottage with KY River View & Access

Come relax at the peaceful river house. It feels like a retreat right on the Kentucky River with a party-sized dock for easy river access. It’s a cozy cottage on stilts with a breakfast bar on the porch and swing on the patio. Be surrounded by nature and beautiful views of the river and palisades. Tuck away in seclusion just minutes away from downtown Wilmore, Asbury University & Seminary. 35 minutes or less from LEX Bluegrass Airport, Keeneland and Shaker Village. See guidebook for more info.

A contemporary home features a striking combination of metal and wood exterior. Large windows allow natural light to fill the entryway. A small, landscaped area with shrubs frames the stone pathway leading to the entrance, creating an appealing facade.

Home in Lexington

4.89 out of 5 average rating, 151 reviews

Mid-Century 3 BR In Heart of Downtown Lex

New contemporary home w/in walking distance to Rupp Arena, several breweries, coffee shops, restaurants & Transylvania University. Less than 2 miles to UK campus, 15 mins to Keeneland & the Ky Horse Park. We provide luxurious bedding, plentiful amenities, a chef's kitchen w/ stainless cookware, granite countertops & island. Stream your favorite channels using our hi-speed wifi on the 55" smart TV in the living room or the 43" smart TVs in each bedroom. (No cable.) Easy check-in w/ keyless entry.

A charming brick home with a gabled roof is framed by lush green trees and landscaped garden beds. A stone pathway leads to the front porch, where two white chairs invite relaxation. The welcoming facade features multiple windows allowing natural light.

Home in Lexington

4.95 out of 5 average rating, 255 reviews

3BR-4 Beds-2BA close to UK/Chevy Chase/Downtown

Newly renovated 1930's home- walk to UK Campus, Chevy Chase, 1/2 mile to Kroger Field Tailgating. Approx 1 mile to downtown, 15 min to Keeneland and Airport. First floor boasts brand new kitchen, dining room, living room and one bedroom with attached full bath with standup shower. Upstairs with 2 bedrooms and full bath off hallway. All queen beds, 1 tempurpedic, one memory foam and 1 regular mattress. Basement with bonus bedroom/game area, queen bed. 2 washer/dryer sets in unfinished portion.

The spacious living room is highlighted by elegant wooden trim and large windows that allow natural light to fill the space. A plush dark leather sofa is paired with armchairs, while a decorative fireplace serves as a focal point. A side table complements the refined decor.

Apartment in Lexington

4.88 out of 5 average rating, 329 reviews

1st Boarding House in Lexington Most Histortic BNB

Welcome to Lexington’s oldest boarding house. Built in 1880 this massive landmark was constructed into rooms to accommodate train travelers. The property is found in the historic Woodward Heights, one block away from Rupp Arena and Lexington Center. Also, adjacent to the Lexington Brewing and Distilling Co. You can walk .5 miles the to downtown attractions or the distillery district. The home has been in our family for almost 40 years and, we are excited to welcome travelers, once again.

Top guest favorite

A spiral slide in vibrant burgundy extends from a wooden ceiling to the floor, creating a playful focal point in the space. Natural light filters through windows, illuminating the smooth wood flooring and surrounding area, which includes modern appliances and a stylish chair.

Home in Lexington

4.95 out of 5 average rating, 114 reviews

Maryland Luxury Downtown Manor

Our Maryland Manor was designed to be a true Home away from Home.. with an indoor Slide for extra Fun!! Grab coffee, sit in the sleeping porch and slide back down for a refill! A creative, historic oasis perfect for exploring downtown Lexington! Located Downtown, Minutes walk to Rupp, Dining, Galleries, Night Life and Next Door to the Apiary. Paired with Off Street Parking and a large backyard, this stylish place to stay is perfect for group trips. We can’t wait to welcome you to our Home!

A spacious living room featuring a light-colored sectional sofa with ample seating, complemented by a dark wood coffee table. Large windows allow natural light to fill the space, framed by navy blue curtains. A ceiling fan enhances airflow in this modern area.

Condo in Lexington

4.9 out of 5 average rating, 104 reviews

Penthouse @ 175 LEX -Walk to Rupp Arena on Main St

Offering unparalleled 270-degree views of Downtown Lexington on Main Street with a private balcony! The Penthouse is newly constructed featuring a full kitchen with quartz countertops & breakfast bar, kitchen table, balcony, 3 bedrooms each with queen-sized beds, two bathrooms, full living room with two sleeper sofas and private washer/dryer. Located in the heart of Lexington, walkable to Rupp Arena, Keeneland and Carson's, there isn't a more convenient spot to stay close to the action!

A spacious glamping tent is set among vibrant greenery, featuring a conical roof and large entrance. Natural light filters through the trees, casting soft shadows on the wooden deck. The scene captures a peaceful ambiance, inviting guests to relax in nature.

Treehouse in Georgetown

4.94 out of 5 average rating, 287 reviews

★Escape & Relax ~ Breathtaking Creekside Getaway★

Escape the everyday hustle and bustle by immersing in the stunning glamping experience on a secluded creekside property. Enjoy solitude, romance or family time inspired by nature. Tucked away on our 13 acre residence, this spacious 16' tent offers a unique stay in a breathtaking ambiance. ✔ Queen Bed + 2 Full-Size Mattresses ✔ Outdoor Deck with Seating ✔ Bathtub + Separate Shower ✔ Composting Toilet ✔ Creek Access + Kayaks ✔ Cooking Station Learn more about this glamping haven below!

Top guest favorite

A classic bungalow features a welcoming front porch, framed by two trees and a well-maintained lawn. The home is set back from the sidewalk, showcasing a path leading to the entrance. A spacious fenced yard is visible to the side, providing a private outdoor space.

Bungalow in Lexington

4.98 out of 5 average rating, 183 reviews

Cozy Kenwick Bungalow in the Heart of Lexington

Welcome to your home away from home in Kenwick, one of Lexington's favorite neighborhoods! This classic bungalow has 3 bedrooms (queen beds in 2 rooms and 2 twin beds in another room) plus a bright basement room with a sleeper sofa. Sit outside on the covered front porch or sit on the back deck and enjoy the fenced in yard. Kenwick is centrally located and is an easy drive to many popular destinations including downtown, UK, the bourbon trail, the Kentucky Horse Park, and Keeneland.

A private heated salt-water pool is surrounded by a spacious concrete deck, featuring two black lounge chairs for relaxation. Lush green trees provide a natural backdrop, enhancing the tranquil outdoor space. The pool's clear blue water invites enjoyment and leisure.

Guesthouse in Lexington

4.88 out of 5 average rating, 286 reviews

Cozy studio with private pool and firepit

Welcome to our charming studio apartment located above our detached garage with a private pool. Whether you're looking for a relaxing getaway or a convenient base to explore the city, our cozy studio has everything you need. Close to the following locations: Fayette mall 1.9 miles Bluegrass airport 4.5 miles University of Kentucky 4.6 miles Keeneland 5.1 miles Manchester Music Hall 5.7 miles Rupp Arena 6.4 miles Lexington Opera House 6.5 Please no smoking in the room.

Top guest favorite

A private entrance is displayed, featuring a white door with glass panels above. Wood railing with modern iron designs surrounds a small porch area, creating an inviting entrance. The exterior wall is clad in gray siding, complemented by a stylish light fixture.

Guest suite in Lexington

5 out of 5 average rating, 216 reviews

The Gainesway Suite-Near UK/Hospitals/Keeneland

A posh Guest Suite in popular Gainesway! Centrally located in a friendly, established neighborhood. Minutes to Lexington's best Concert Venues, Restaurants, UK, Rupp, Hospitals, and Shopping! Private entrance, luxurious and stylish furnishings, plus your own laundry room! Perfect for a night in town, traveling for a ballgame or show, visiting our famous distilleries and Keeneland! The suite is also equipped for longer stays, business travelers, you name it!

A stylish bedroom features a spacious bed with light grey bedding and a decorative throw. Natural light fills the room from multiple windows, complemented by a ceiling fan and wooden beams above. A small seating area and a blue dresser add functional elegance.

Apartment in Lexington

4.92 out of 5 average rating, 240 reviews

Sunset Over Lex-Downtown w Deck at Rupp Arena

Spacious, light-filled apartment across from Rupp Arena, walkable to downtown and UK's campus. The bedroom features a king sized Sealy mattress and plush bedding. Enjoy a gorgeous bathroom, full kitchen, and huge second level deck overlooking Rupp. Located in a historic building but newly renovated, top to bottom. Equipped for remote work or relaxation with high speed internet and a Smart TV. Free parking for easy access to conventions, concerts, and games.

Top guest favorite

A stylish bedroom is highlighted by a large bed topped with fresh linens and decorative pillows. Rich green curtains frame the windows, while contemporary artwork adorns the dark wall. A mounted TV and accent chair enhance the room's modern aesthetic.

Condo in Lexington

4.99 out of 5 average rating, 117 reviews

Lexington KY | 2Mi to Downtown, Kroger Field & UK

💸 Save 15% – We Waive Airbnb Service Fees! ★ 2 mi to Rupp Arena • 2 mi to Kroger Field ★ 1 mi to University of Kentucky • 1 mi to Downtown Lexington Nestled near Woodland Park in the coveted Chevy Chase neighborhood, our home blends urban convenience with serene park views. Stroll to top restaurants, local breweries, and coffee shops—all just minutes away. Enjoy the best of Lexington—perfect for exploring, dining, and entertainment!

Popular amenities for patio rentals near Rupp Arena

Free parking on premises

Air conditioning

Apartment rentals with a patio

Top guest favorite

The living area features a neutral-toned sofa with accent pillows, accompanied by a green armchair. A round coffee table is positioned at the center, with a fruit bowl adding a touch of color. Natural light fills the space through glass doors that lead to the outside.

Apartment in Lexington

5 out of 5 average rating, 55 reviews

Newly-Updated DT 2BR Apartment w/ Free Parking

Top guest favorite

A spacious living area is highlighted by a light-colored sofa adorned with decorative pillows. Artwork featuring playful horse designs decorates the gray walls. A glass coffee table sits atop a patterned rug, and a TV is positioned on a white media console, creating a cozy atmosphere.

Apartment in Lexington

5 out of 5 average rating, 52 reviews

Centrally Located Lex Apartment!

A modern kitchen features stainless steel appliances and a spacious island with a granite countertop. Three red bar stools are positioned at the island, providing a pop of color. Natural light fills the room through large windows, highlighting the exposed brick wall.

Apartment in Lexington

4.69 out of 5 average rating, 100 reviews

Downtown Lexington - Third Street Getaway

The kitchen features modern white cabinetry and stainless-steel appliances, including a microwave and refrigerator. A double sink is positioned beneath a wall art piece, and a small decorative plant adds a touch of greenery to the countertop. Light reflects off the surfaces, enhancing the clean look.

Apartment in Lexington

4.84 out of 5 average rating, 172 reviews

*Luxury One Bedroom Apt| Downtown Lexington*

An aerial view captures a two-story house with a dark roof and a white exterior, positioned next to a well-maintained lawn. A concrete driveway leads to the entrance, with paths of grass lining the edges. Surrounding buildings and greenery are also visible.

Apartment in Lexington

4.9 out of 5 average rating, 81 reviews

Victorian Apt Downtown Lexington

A living area features a brown leather couch positioned on a light blue area rug, with a dark ottoman in front. Natural light enters through a nearby window. A white bookshelf displays a selection of items, while a dining area is visible in the background.

Apartment in Lexington

4.95 out of 5 average rating, 39 reviews

CentraLex Flat

An open-concept living area features a light blue accent wall, a comfortable gray sofa with decorative pillows, and a wooden coffee table positioned on tiled flooring. Natural light filters through the window, enhanced by surrounding decor and a ceiling fan above.

Apartment in Wilmore

4.82 out of 5 average rating, 60 reviews

Wilmore Cozy Corner Reg. #9575

Top guest favorite

The historic building features an elegant façade with arched windows and a dark exterior. Soft lighting outlines the structure, enhancing its architectural details. A tree adorned with lights is positioned in front, creating a charming nighttime scene along the street.

Apartment in Versailles

5 out of 5 average rating, 68 reviews

Top Shelf on the Bourbon Trail

House rentals with a patio

Top guest favorite

A cozy living area is highlighted by a fireplace beneath a mounted television. A light green sofa and a beige couch are arranged around a circular coffee table. Natural light filters through the large arched window, complemented by indoor plants placed thoughtfully in the corner.

Home in Lexington

4.95 out of 5 average rating, 110 reviews

Cottage Circle Home

The exterior of a light blue house is presented, featuring a welcoming porch with two rocking chairs adorned with yellow cushions. A bright yellow front door adds a cheerful touch, while landscaped greenery enhances the front yard's appeal.

Home in Lexington

4.89 out of 5 average rating, 128 reviews

Downtown Rupp Arena 2Bed/1Bath cozy home

Top guest favorite

A collage showcases various outdoor and indoor entertainment areas. A blue pool is surrounded by sun loungers. A hot tub is visible nearby. Inside, a game room features a pool table, air hockey, and arcade machine, highlighting multiple recreational options.

Home in Lexington

4.97 out of 5 average rating, 127 reviews

Bluegrass Fall FunZone! Pool! Hottub! GameRm!

A spacious jacuzzi is featured in a serene outdoor setting, surrounded by lush greenery and tall trees. Sunlight filters through the leaves, creating a warm atmosphere. The inviting waters reflect the sky, providing a relaxing escape just outside the house.

Home in Lexington

4.9 out of 5 average rating, 176 reviews

Cottage w/Jacuzzi - centrally located, comfy beds!

A cozy living area showcases a leather couch and a plush chair, inviting relaxation. A wooden coffee table sits in the center, while natural light filters through the windows with blinds. A minimalist artwork hangs on the green accent wall, enhancing the overall aesthetic.

Home in Lexington

4.87 out of 5 average rating, 155 reviews

El Retro- Mid Century Ranch near Horse Park & Rupp

Top guest favorite

The living room features vaulted ceilings and an open layout. A sectional sofa and a reclining chair offer comfortable seating, while a coffee table sits centrally. Light hardwood flooring and soft wall decor contribute to a bright and airy ambiance. A large TV is mounted on a nearby wall.

Home in Lexington

4.99 out of 5 average rating, 118 reviews

Newly renovated upscale house with high ceilings

A two-story family house is displayed, featuring a combination of brick and siding on the exterior. A driveway leads to a garage, and the front yard offers ample green space. Nearby homes are visible in a quiet neighborhood setting.

Home in Lexington

4.88 out of 5 average rating, 127 reviews

Black Modern House/3BR/3BA/2Garage/Hot Tub/firePit

A spacious two-story house features a charming front porch framed by wooden columns. The facade combines gray siding with a warm shingle roof and black shutters. Lush greenery is planted along the pathway leading to the welcoming front door.

Home in Lexington

4.98 out of 5 average rating, 124 reviews

Kentucky Comfort Near all the best REG#150830301

Condo rentals with a patio

A modern kitchen features a central island with a light-colored countertop, surrounded by four wooden bar stools. Stainless steel appliances and sleek cabinetry are visible, complemented by pendant lighting above. The space is designed with a mix of tile and hardwood flooring.

Condo in Lexington

4.94 out of 5 average rating, 17 reviews

HUGE 3BR Penthouse King bed. Walk 2 RUPP elevator

A sitting area features a gray couch, a secretary's desk with a padded chair, and a flat-screen TV mounted on the wall. An artwork titled 'The Nude' hangs beside a window, allowing natural light to fill the space. Antique hardwood floors are visible.

Condo in Lexington

4.94 out of 5 average rating, 52 reviews

Federico's Historic Studio - Downtown

Top guest favorite

An open living area features wooden ceilings, large windows dressed with patterned curtains, and stylish seating options. A mix of modern and vintage furniture creates a cozy space, complemented by decorative rugs and a dining area adorned with a chandelier.

Condo in Lexington

5 out of 5 average rating, 18 reviews

The Big Blue Wave - 2-Bedroom Condo by Rupp Arena

A cozy corner is highlighted by a vintage poster of 'The Queen's Gambit' by Walter Tevis. A wooden table features a chessboard, while a textured gray chair is positioned nearby, complemented by two elegant lamps casting a soft light. A patterned curtain adds visual interest.

Condo in Lexington

4.92 out of 5 average rating, 78 reviews

The Writer's Gambit Historic Suite Downtown

Top guest favorite

A cozy sitting area features exposed brick walls and hardwood floors. A 55" Roku TV is mounted above an original but non-functioning fireplace. Two pull-out sleeper sofas and an armchair provide comfortable seating, complemented by a four-top dining table in the background.

Condo in Lexington

5 out of 5 average rating, 25 reviews

Mary LeGrand's Penthouse - Downtown

Other vacation rentals with a patio

A bright corner nook is adorned with navy blue walls and floral wallpaper, creating a cozy ambiance. Two white tables with matching chairs are surrounded by comfortable seating featuring colorful cushions. Natural light enters through the large window, softly illuminating the space.

Home in Lexington

4.96 out of 5 average rating, 79 reviews

Stylish Pink Getaway in the Heart of Lexington

An updated kitchen showcases stainless steel appliances and quartz countertops, complemented by blue cabinetry. A central island includes a gas cooktop. A dining area is featured, equipped with a table that seats six. Natural light floods the space through multiple windows.

Home in Lexington

4.97 out of 5 average rating, 31 reviews

Walk to Rupp Arena/3Bedroom/Parking

A modern kitchen with a spacious island features seating for four. Sleek dark cabinetry complements the light countertops. Natural light floods the area through multiple windows, illuminating a living space with a comfortable red sofa in the background.

Home in Lexington

4.94 out of 5 average rating, 67 reviews

3 bdTownhouse Downtown

An outdoor patio area is seen, featuring comfortable seating arrangements with wooden chairs and a matching table. Potted plants add greenery, while string lights hang overhead, creating a cozy ambiance. A view of neighboring buildings is visible in the background.

Home in Lexington

5 out of 5 average rating, 25 reviews

Luxurious 3 BR Distillery District Townhouse

A spacious living area is furnished with a dark sofa, two rounded orange chairs, and a circular glass coffee table. A large artwork hangs above the couch, and natural light enters through double glass doors flanked by light curtains.

Townhouse in Lexington

4.77 out of 5 average rating, 35 reviews

Stylish 2‑Bed Townhouse: Walk to Downtown & Rupp

Top guest favorite

The kitchen features modern navy cabinets and white countertops, providing an organized and inviting workspace. A stainless steel range and hood are visible, along with a sleek coffee maker. Sunlight streams in through the windows, and a retro arcade game can be seen in the background.

Bungalow in Georgetown

4.96 out of 5 average rating, 50 reviews

Hot Tub/Movie Barn/Arcade/ Downtown/ Farm View

The exterior of a historic home features a distinctive turret and a wraparound porch. The house is painted in deep blue with white trim, complemented by large windows. A substantial tree stands nearby, adding to the inviting facade of the property.

Home in Lexington

4.9 out of 5 average rating, 21 reviews

Historic Home - Horses & Bourbon

The cabin is nestled in a lush, green landscape surrounded by trees, showcasing a long driveway that leads to a fire pit area. A covered structure is visible nearby, enhancing the outdoor space. The rustic design of the cabin harmonizes with the natural setting.

Cabin in Richmond

4.95 out of 5 average rating, 116 reviews

Private cabin on KY River/Hot tub/30 miles to Lex