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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, 248 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, 129 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.

Top guest favorite

An open-concept living area features a comfortable sofa adorned with colorful throw pillows, surrounded by patterned armchairs and a small side table. A large area rug lies beneath a coffee table, which displays decorative books and remote controls, while the kitchen and dining area are visible in the background.

Home in Lexington

5 out of 5 average rating, 19 reviews

Bluegrass Retreat

Modern comfort within walking distance from University of Kentucky, Kroger Field, Chevy Chase restaurants, local shops and much more. Home features 4 private bedrooms, 3 full baths and half bath. An office space room with a murphy bed that can be converted to a 5th bedroom. 240V EV charger in garage. You will need to bring your vehicle portable designated cable to plug into the wall outlet. The home is located in a desirable area where you may enjoy a quiet neighborhood. Minimum age 25 to rent.

A spacious living area is highlighted by large windows that allow natural light to fill the room. Comfortable seating is arranged around a central coffee table, with a mix of sofas and armchairs. Decorative wall art and a potted plant add a touch of greenery.

Home in Lexington

4.85 out of 5 average rating, 122 reviews

"The Carlisle" WARM MODERN STAY w/ Yard -Greyline

Quaint, freshly renovated home in a prime urban location. Close proximity to Downtown Lexington, 8 mins from the NEW Rupp Arena, and 15 minutes to Keeneland and the KY Horse Park. Not to mention, this property is located right next to Castlewood Park and the up-and-coming Greyline Station Marketplace- a perfect place to grab some local eats, treats, coffee, and donuts! The space is charming, cozy and great for groups- with 4 bedrooms, a large living room, and a fenced in yard with a fire-pit :)

Villa in Lexington

4.91 out of 5 average rating, 58 reviews

National historical home in the Heart of Lexington

Timeless Elegance in the Heart of Lexington Stunning 5bdrm, 3ba historical home located in downtown Lexington, Ky. Perfect for large groups, families, or friends looking for a memorable stay in this luxurious property combines charming historical details with modern amenities for the ultimate getaway. Just steps away from the iconic Rupp Arena. Whether you're attending an event, enjoying a day at Keeneland, or exploring distilleries, you’ll be in the ideal spot for it all. Listing ID15068130-1

Home in Georgetown

4.97 out of 5 average rating, 143 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.

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

4.91 out of 5 average rating, 246 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

Home in Lexington

4.98 out of 5 average rating, 101 reviews

Bluegrass Retreat with Hot Tub! Near Horse Park!

Unbeatable location for the best experiences in Central Kentucky! You will be close to the Kentucky Horse Park, historic Keeneland, downtown Midway, the Ark Encounter, Rupp Arena and downtown Lexington, UK sporting events, golf courses, and several highly desirable distilleries including our personal favorite - Buffalo Trace Distillery. There are so many great restaurants nearby! Be sure to check out our Guidebook when you book a stay at Bluegrass Retreat.

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

4.91 out of 5 average rating, 219 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.

A spacious outdoor patio area features a brick fireplace and a large dining table surrounded by chairs. Paved with gray stone tiles, the space is bordered by greenery and structures, including a nearby house. The setting offers a serene environment for gatherings.

Home in Lexington

4.93 out of 5 average rating, 30 reviews

The Elkorn Breeze/minutes to Keeneland & airport

This stylish getaway is situated in a well established neighborhood perfect for exploring the Bluegrass. It’s close proximity to Keeneland (3.5 miles), the airport (3.4miles) Rupp Arena (5.3 miles)and UK (4.9 miles) makes for a convenient home base. The chef in you will adore the brand new gourmet kitchen and outdoor wood fired grill for creating your very own Kentucky hot brown. Offering a variety of indoor and outdoor spaces for everyone to relax!

A covered patio area features a black rectangular dining table surrounded by six light-colored chairs. Soft lighting is provided by string lights overhead, and a potted plant is placed in the center of the table, enhancing the inviting space.

Home in Lexington

4.92 out of 5 average rating, 93 reviews

"The Meridian" Modern Stay near Downtown / Airport

Enjoy a stylish stay at this centrally-located property near the heart of Lexington. This recently renovated home blends traditional design elements with a modern flare. Situated in a quiet nighborhood and conveniently located within 10 mintues of downtown, Keenland/Bluegrass Airport, and University of Kentucky! Make memories outside under the covered patio, large backyard, and fire-pit. We look forward to hosting you!

An outdoor patio area features a glass dining table set for four, accompanied by black metal chairs. A comfortable couch with blue and white cushions is positioned against the railing. A grill is located nearby, with sunlight filtering through the surrounding greenery.

Home in Lexington

4.88 out of 5 average rating, 110 reviews

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

This family house located in a quiet neighborhood is designed to provide the best short-term rental experience. It is perfect for enjoying with family or for business trips, with three rooms previously arranged for the maximum enjoyment of our guests. The decoration is fun, eclectic, and comfortable. We hope you love staying at the Black House as much as we do.LICENSE#15083121-3

Popular amenities for patio rentals near Rupp Arena

Free parking on premises

Air conditioning

Apartment rentals with a patio

Top guest favorite

A small outdoor seating area is depicted, featuring two grey wicker chairs with soft cushions and a round table. The red brick wall provides a rustic backdrop, while a window allows natural light to brighten the space.

Apartment in Lexington

5 out of 5 average rating, 52 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, 28 reviews

Centrally Located Lex Apartment!

Top guest favorite

The living area features exposed wooden beams and a spacious sectional sofa facing a large television. A round side table and a lamp provide soft lighting. A set of double doors leads to a bright seating area with large windows, enhancing the open feel.

Apartment in Lexington

4.98 out of 5 average rating, 124 reviews

LUX W 6th Penthouse w/ Private Balcony - King Bed

A modern living area features a light-colored sectional sofa with a chaise lounge, complemented by a wooden coffee table. Two bedside tables with lamps provide soft lighting. Natural light enters through the large window, enhancing the space's brightness.

Apartment in Lexington

New place to stay

2 Bed 1.5 Bath Farmhouse Retreat

Apartment in Lexington

4.83 out of 5 average rating, 149 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

4.87 out of 5 average rating, 60 reviews

Victorian Apt Downtown Lexington

A corner of the living room features soft green walls and carpet. Two white doors offer access to adjoining spaces, while a window allows natural light to enter. A small wooden table and a single chair are positioned, enhancing the room's functionality.

Apartment in Versailles

4.98 out of 5 average rating, 51 reviews

Morgan Street Apartment

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

4.94 out of 5 average rating, 33 reviews

CentraLex Flat

House rentals with a patio

An outdoor dining area features a round table surrounded by two chairs, with a large striped umbrella providing shade. The space is paved with stones and is bordered by greenery. A barbecue grill is visible in the background, enhancing the outdoor experience.

Home in Lexington

4.91 out of 5 average rating, 116 reviews

Lovely 3 Bdrm Home w/Free Parking Close to I-75

Top guest favorite

A patio area is presented with a black metal table surrounded by four matching chairs. The backdrop features a brick wall, offering a cozy atmosphere. A gated entrance can be seen, providing security and privacy to the outdoor space.

Home in Lexington

4.98 out of 5 average rating, 143 reviews

Winterberry Drive Entire house

A spacious patio features wooden flooring and several white outdoor furniture pieces, including a round table and matching chairs. A view of the street and neighboring buildings is visible. Natural light enhances the inviting outdoor space, suitable for relaxation and gatherings.

Home in Lexington

4.93 out of 5 average rating, 54 reviews

3 bdTownhouse Downtown

A private outdoor patio area is enclosed by a wooden fence. A large potted plant stands in one corner, surrounded by smaller flower pots. The concrete surface is clean and unobstructed, with dappled sunlight filtering through the trees above.

Home in Lexington

5 out of 5 average rating, 11 reviews

2 bedroom Cozy & Welcoming Condo

Home in Lexington

4.95 out of 5 average rating, 222 reviews

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

A two-story house is presented with a light exterior and contrasting brick accents. The front features a spacious driveway leading to a white garage door. A vibrant blue front door and large windows allow natural light to fill the entrance, complemented by neatly arranged landscaping.

Home in Georgetown

4.85 out of 5 average rating, 27 reviews

The Pearl @ Bayshore

An outdoor patio area is furnished with multiple chairs and a table, surrounded by greenery. The furniture is accented with blue cushions. A white picket fence and trees provide a natural backdrop, enhancing the peaceful ambiance of the space.

Home in Lexington

4.9 out of 5 average rating, 154 reviews

Cottage w/Jacuzzi - centrally located, comfy beds!

A covered patio provides a shaded seating area with a round table surrounded by four metal chairs. The green backyard is visible in the background, featuring a wooden fence and some trees, creating a serene outdoor space.

Home in Lexington

4.88 out of 5 average rating, 124 reviews

El Retro- Mid Century Ranch near Horse Park & Rupp

Condo rentals with a patio

A comfortable brown sofa is positioned against a light-colored wall, complemented by two decorative pillows with orange fringe. A wooden side table with a slightly weathered finish is placed nearby. The floor is covered with a patterned area rug, adding a touch of warmth to the space.

Condo in Frankfort

4.72 out of 5 average rating, 83 reviews

Capital City Condo #5

A dark gray sofa with decorative pillows sits against a light wall. A round wall clock is positioned above the sofa, displaying an elegant design. A patterned area rug in muted tones lies beneath the furniture, complementing the overall decor.

Condo in Frankfort

4.77 out of 5 average rating, 100 reviews

Capital City Condo #2

A covered porch features exposed wooden beams and a combination of red brick walls and wooden flooring. A small round table accompanied by two chairs is situated at the center, providing a cozy outdoor space, while a view of landscaping is visible beyond the railing.

Condo in Lexington

4.83 out of 5 average rating, 24 reviews

The Equine Condo

Top guest favorite

An outdoor patio area features several glass-top tables surrounded by green wire chairs. Potted plants add greenery to the space, while stairs lead down from the rooftop. Two double doors hint at access to another area within the building.

Condo in Lexington

5 out of 5 average rating, 15 reviews

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

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

4.89 out of 5 average rating, 89 reviews

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

A modern living space is highlighted by a comfortable leather armchair and a round glass coffee table. A mounted television and a linear electric fireplace are positioned against a feature wall. Natural light enters through a window, illuminating the dining table in the background.

Condo in Harrodsburg

5 out of 5 average rating, 7 reviews

Salt River Bed and Barn

A kitchenette is equipped with a microwave, sink, and mini fridge, complemented by a small dining area featuring a round table and contemporary chairs. A 55” 4K Smart TV is mounted on the wall, providing easy access to entertainment options. A glass door leads outside.

Condo in Lexington

4.83 out of 5 average rating, 77 reviews

The Weekender

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

5 out of 5 average rating, 11 reviews

HUGE 3BR Penthouse King bed. Walk 2 RUPP elevator

Other great vacation rentals near Rupp Arena

Top guest favorite

Apartment in Lexington

5 out of 5 average rating, 117 reviews

Swanky Boho - Downtown

Top guest favorite

An illustrated depiction of a barn is presented, characterized by a gabled roof with a cupola. The barn's white and red exterior is matched with a paved pathway leading to the arched double doors, surrounded by lush greenery and mature trees.

Home in Lexington

4.99 out of 5 average rating, 153 reviews

Horse Central-Be our Guest!

An inviting dining area features a round wooden table complemented by four wooden chairs. An archway leads into a cozy living space with a gray couch and a large window allowing natural light to fill the room. A potted plant adds a touch of greenery.

Bungalow in Lexington

4.91 out of 5 average rating, 244 reviews

Near Downtown, Red Mile, Keeneland, UK

The charming exterior of the cottage is highlighted by two symmetrical windows and a central door framed with dark wood. Lush greenery properties a potted plant atop a rustic barrel and vibrant flowers adorn the window boxes, enhancing the inviting entrance.

Guesthouse in Lexington

4.94 out of 5 average rating, 512 reviews

The Bourbon House- Downtown Lex’s Premier Air B&B

A wooden railing overlooks a serene river, with trees lining the opposite bank. A cozy plaid blanket drapes over the railing, alongside a glass decanter and two glasses, capturing the golden hues of a sunset.

Apartment in Winchester

4.89 out of 5 average rating, 148 reviews

The River House Floor 2 Getaway, w/a river view.

Top guest favorite

The spacious home is set against a clear blue sky, featuring a combination of dark wood siding and a brown roof. A large deck is visible at the rear, while the surrounding green lawn creates a serene outdoor setting.

Chalet in Wilmore

4.91 out of 5 average rating, 137 reviews

Timberframe on Farm Lexington, KY Solar Power

Top guest favorite

A brick pathway leads to a charming cottage with a black front door and dark shutters. The cottage is framed by lush greenery, creating an inviting entrance. Sunlight filters through the trees, illuminating the pathway and surrounding landscape.

Guesthouse in Nicholasville

4.98 out of 5 average rating, 341 reviews

Cottage Retreat - Wine, Horses, Convenient

Top guest favorite

A serene landscape showcases a gravel path winding through lush green grass, framed by wooden fences. A large tree stands prominently, with the sun rising in the background, casting a warm glow across the misty field under a softly clouded sky.

Home in Versailles

4.95 out of 5 average rating, 175 reviews

Quaint little farm house close to Keeneland/horses

Quick stats about vacation rentals with a patio near Rupp Arena

Total rentals
90 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
9.4K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace

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