Holiday rentals in Briarwood

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Top-rated holiday rentals in Briarwood

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Guest favourite

Villa in Prospect

4.94 out of 5 average rating, 108 reviews

Bourbon Trail, Firepit

After a beautiful drive along a tree-lined-canopied road, you will find Mint Julep Villa, located on a private 1.3 acre lot and just one street over from the Ohio River. Mint Julep Villa, is tastefully decorated for you and your family to enjoy your stay in the Louisville and Prospect KY area. No matter if it's the Bourbon trails, the Kentucky Derby, the numerous concerts and the many other attractions to draw you to Kentucky, Mint Julep Villa will be a place you'd be attracted to as well.

Top guest favourite

Cottage in Prospect

4.98 out of 5 average rating, 119 reviews

Cozy Cottage on Famous Kentucky Farm

Experience the beauty of Kentucky farmland with hundreds of acres to explore, including our nature trail where you might spot our beef cattle and horses. Relax on the charming front porch, watch the fireflies, and soak in the peaceful atmosphere. Our cottage features a homey and cozy feeling with two spacious bedrooms: a master bedroom with a comfortable queen bed and a second bedroom with a full-size bed, perfect for families or couples. Perfect to explore the events like the Kentucky Derby.

Top guest favourite

Guest suite in Louisville

4.94 out of 5 average rating, 278 reviews

Hide away close to everything

Recently remodeled in law suite. We just upgraded the bed to a queen size. Very private, detached garage getaway. A cozy sitting area 60" CableTV with HBO SHOWTIME and STARZ. Wet bar with fridge, ice maker, coffee maker, microwave, hot plate, dishes and some cookware. Private bath has shower and a walk in closet. This private apt. is above the garage. Outside has fenced in yard for your furry friend, outdoor fire pit and sitting area. Close to the interstate and minutes from downtown.

Top guest favourite

Cabin in Louisville

5 out of 5 average rating, 214 reviews

Historic Cabin by Bourbon Trail

Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

Guest favourite

Campervan/Motorhome in Louisville

5 out of 5 average rating, 129 reviews

The Gladys Airstream at Progress Park - Derby City

This is our Gladys Airstream! She is a 2011 International Serenity. She sleeps 4 adults comfortably possibly 5 depending on your comfort level. Theres a queen bed in back, dinette folds to a double and the couch to a F/Q. You'll have a private bath w/shower & a kitchen. You'll also have a covered patio with your own private firepit and grill. Progress Park has a total of 11 units ( 2 houses, 8 airstreams & a bunk house). *DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

Guest favourite

Home in Louisville

4.87 out of 5 average rating, 212 reviews

Private EAST END gem, minutes to everything!

Cozy, East End cottage just minutes from Top Golf, shopping malls, restaurants, entertainment, and other amenities. Easy access to the expressway. Home is well appointed with granite countertops, stainless appliances, hardwood floors, and more. A seasonal creek across from the house can be heard giving the impression of a cabin in the woods with privacy and seclusion, with the convenience of city living at your fingertips. There is also a beautiful park steps away from the house.

Top guest favourite

Home in Louisville

4.99 out of 5 average rating, 250 reviews

NEW Hot Tub, Walk 2 Park, Whole Foods, Movies Mall

* 3 Bedrooms, 5 Beds, 2 Living Rooms. * 2 1/2 Baths * 2,500 sq ft (235sqm) * Private patio * (2) 60” Smart TV's w/Bluetooth speaker * Attached garage * Fully equipped Kitchen, upgraded appliances & sink * Flat screen TV in each bedroom & cable * Safe neighborhood * Close to local spots shopping malls in Louisville, gym, and St. Matthews *Kentucky Derby, Bourbon and Beyond and Louder than Life guests inquire first. A strict cancellation policy is required*

Guest favourite

Guest house in Louisville

4.97 out of 5 average rating, 131 reviews

The City Cottage…quiet, peaceful, and convenient!

A quaint, cozy, and private space close to everything Louisville has to offer. Located on the Northeast side of Louisville, The City Cottage is near the highways for quick access to destinations in and around Louisville. This newly completed space is fresh, clean and created for guests in mind. Are you a couple traveling or a business person wanting more room and comfort than a typical hotel? The City Cottage is for you! (Three night minimum during Derby time.)

Top guest favourite

Home in Louisville

4.97 out of 5 average rating, 168 reviews

Newly Updated: Spacious Suite/Private Entry

My guest suite is close to restaurants, business parks, shopping and easy access to highways. Guests love this place because of the big trees, green space and private entrance. The patio is great for sipping morning coffee, reading or enjoying an evening beverage. Beautiful, quiet neighborhood is perfect for a walk/run. This spacious, comfortable suite is good for couples, solo adventurers, business travelers and small families.

Top guest favourite

Flat in Louisville

4.96 out of 5 average rating, 303 reviews

Seneca View

Open, airy space with modern amenities. Plz, NO smoking, toking , vaping, or any drug use in/on property-- $300 fine. Convenient location in a quiet, sought-after neighborhood, yet within a few minutes of a bustling, busy Bardstown Road with lots of places to eat, shop and browse. Easy access from all major interstates: I-71, I-65 and I-64. Come stay for a week on business (work desk is set up) or use for a fun, getaway weekend.

Guest favourite

Guest house in Louisville

4.91 out of 5 average rating, 120 reviews

Prime Location, Private, games, pinball Fun!"

Welcome to your home away from home! This charming 2-bedroom house is located on our property but offers private access and private fenced area. The house features a pinball machine, board games, a Nintendo Switch, and an Xbox—perfect for relaxing after a day of exploring Louisville. Tucked away on a quiet dead-end street, this home offers private driveway parking and convenient highway access.

Top guest favourite

Guest house in Louisville

4.93 out of 5 average rating, 1,016 reviews

HIghlands Modern Get Away

Ideal, quiet place in the highlands. You have the apartment over the garage. You'll have a place all to yourself with most the amenities of your own home. Studio apartment with a balcony if you decide to hang out and relax for the evening. There is a cook top, but no oven in the kitchen. Park in the driveway in front of the garage. Pets are welcome, plz add them when booking.

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Other great holiday rentals in Briarwood

Top guest favourite

Flat in Brooks

5 out of 5 average rating, 7 reviews

Cozy Studio in Brooks

JeanneRating, 5 stars6 days ago

Ron and Laurie are excellent hosts. They communicated well and checked in to ensure I was comfortable. The studio space was clean, well furnished, and accommodates guests well. We stayed for 3 nights and felt right at home. The bed is on the softer side and there are a few steps; it's also near a train line, but it's not too busy or disturbing. Overall, it was conveniently located for a stay in Louisville or the surrounding area. I would stay here again.

Flat in Louisville

5 out of 5 average rating, 4 reviews

New basement apartment

PaulRating, 5 stars9 months ago

One of the best experiences yet! Easy to find and get in. We were visiting kids and even had a couple the grandkids spend a couple of nights with us. Liz was very friendly and has done a great job putting this place together. We will definitely stay again when we are in town.

Top guest favourite

Flat in Louisville

4.94 out of 5 average rating, 72 reviews

Highlands Haven I

LexusRating, 5 stars1 month ago

Very comfortable, quiet & felt right at home. Overall great place to stay !

Guest favourite

Guest suite in Windy Hills

4.95 out of 5 average rating, 57 reviews

Comfy Getaway Guest Suite in Louisville

JeanRating, 5 stars4 days ago

We only got to stay for 6 hours but would have liked to stay longer. We came in to Louisville for my son’s track meet at Ballard HS. This location is only 6 min away so it was super convenient. Super clean, has a kurig so that was a plus. Awesome shower, large fridge and the bed was comfortable. Quiet neighborhood, walkable streets. Close to a lot of restaurants. Would stay here again if we visit Louisville next year.