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Cottage holiday rentals in Frankfort

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Quick stats about cottage rentals in Frankfort

  • Nightly prices starting at

    Frankfort holiday rentals start at €95 per night before taxes and fees

  • Verified guest reviews

    Over 410 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Frankfort rentals

  • 4.8 Average rating

    Frankfort stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated cottage rentals in Frankfort

Guests agree: these cottages are highly rated for location, cleanliness and more.

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Top guest favourite
A porch overlooks the serene Kentucky River, featuring a wood breakfast bar with counter stools. Rocking chairs provide a cozy seating area, framed by lush greenery and views of the river's banks. Sunlight filters through the trees, enhancing the tranquil setting.
Cottage in Wilmore

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.

4.99 out of 5 average rating, 334 reviews
Guest favourite
Cottage in Taylorsville

Luxury Retreat with Hot Tub

Welcome to Four Seasons Cottage on the Bourbon Trail! This charming property is located in a peaceful vacation community, just a short walk from the seasonal pool. Featuring 2 bedrooms, a fully equipped kitchen, and cozy living room with a fireplace, this cottage is perfect for a family getaway or a couples retreat. Enjoy the large deck with a hot tub and BBQ, as well as access to nearby hiking trails and attractions. Cottage 37 sits on a ridge that overlooks the 3,050-acre Taylorsville Lake.

4.95 out of 5 average rating, 223 reviews
Top guest favourite
An expansive deck presents scenic views of Herrington Lake, bordered by trees for a natural ambiance. Outdoor seating with a table invites relaxation, while the gentle waters below contribute to a peaceful setting.
Cottage in Harrodsburg

Paradise Cottage Enjoy lake Views and Lake Access!

Relax and enjoy! Great Herrington Lake views with lake access at Paradise Cottage! Peaceful private setting on one of the most beautiful parts of the lake. Located Mins from Multiple marinas, Bourbon trail, golf courses, Centre College/Asbury University events. 3 bedrooms, 5 beds, 2 full bathrooms, washer/dryer, newly remodeled. Sleeps 8. Includes: wi-fi, Hulu, 2 TVs, multiple decks, covered side patio, fire pit, gas grill, corn hole, kayaks and lily pad included with stay! Four parking spaces!

4.95 out of 5 average rating, 243 reviews
Guest favourite
A cozy living area is presented with a television mounted on the wall. A black leather sofa faces a small wooden coffee table and two armchairs. Natural light filters through the windows, complemented by patterned curtains, creating a warm atmosphere.
Cottage in Salvisa

Cottage on the Bourbon Trail

Cottage located in the country. Enjoy amazing views from a covered front porch as you rock in comfortable rocking chairs. Fully furnished and beautifully decorated to make your stay comfortable and delightful. Memory foam mattresses for wonderful sleep and a kitchen for cooking if desired. Pool is behind owners residence and is shared with owners family and possibly 2 additional people June-Sept. We have recently also installed a Tesla High Powered Wall Charger w/60amps. We’d love to have you!

4.97 out of 5 average rating, 155 reviews
Guest favourite
Cottage in Winchester

Life is Better On The River

Make lasting memories at this unique and family-friendly cottage on the Kentucky River. Enjoy nature at its best, along with all the comforts of home. With a pool, hot tub, and putting green there is plenty to do to unwind. Guests return year after year. This property is located on the riverbank. You may encounter bugs while enjoying the outdoors. We conduct regular exterminations to reduce encounters. You will also enjoy the songs of many birds, glow of lightening bugs, and seeing the stars.

4.88 out of 5 average rating, 136 reviews
Guest favourite
Cottage in Lawrenceburg

Bourbon Barrel Cottages 2 Ky Bourbon Trail HOT TUB

Leave the Cleaning to Us – Your Bourbon Country Escape Awaits! Kick back, relax, and unwind in a stylish, serene retreat nestled in the heart of Kentucky’s Bourbon Country. Welcome to Bourbon Barrel Cottages, where nature, comfort, and convenience come together. Each of our five private two-bedroom cottages sits on its own two-acre lot, surrounded by wildlife and natural beauty—perfect for couples, friends traveling together, or anyone seeking peace and privacy. You'll Love Staying with Us!

4.95 out of 5 average rating, 143 reviews
Top guest favourite
The charming yellow cottage features a covered front porch with two black chairs, inviting relaxation. Neatly trimmed hedges line the walkway, leading up to the front door, which is adorned with a decorative wreath. A spacious lawn and a clear blue sky enhance the warm appearance.
Cottage in Bardstown

The Cottage Circa 1898 Downtown Location

Charming 1800's cottage listed on the National Register of Historic Places in Bardstown. Voted Most Beautiful Small Town in America. Walking distance from downtown shopping, nightlife, dining, and local attractions. Located along the Kentucky Bourbon Trail. I love Bardstown and wanted my cottage to look and feel like what is best about the town- historical charm mixed with modern amenities. Clean, cozy and comfortable; it is a space that I hope you find enjoyable while visiting Bardstown.

4.99 out of 5 average rating, 472 reviews
Guest favourite
A two-story cottage is situated against a lush green backdrop. The exterior features light-colored siding, a covered porch, and multiple windows that allow natural light. A well-maintained lawn surrounds the home, enhancing the inviting appearance of the property.
Cottage in Taylorsville

The Gathering Place

The Gathering Place is the perfect place to get away and gather with family and friends. The resort is located conveniently between Bardstown, Louisville, and Frankfort on the Bourbon Trail. Offseason hiking, fireplace, and hot tub make a great peaceful getaway or work from "home" experience. Enjoy fishing, boating, kayaking, hiking, bird/deer watching and relaxing. The owners have been Resort guests for years and now own a cottage to enjoy and share with family, friends, and guests.

4.94 out of 5 average rating, 189 reviews
Guest favourite
A two-story cottage with light gray siding and a symmetrical facade is shown. The front porch features wooden steps leading to an inviting entrance. Lush green hedges frame the exterior, while a gravel driveway extends to the left, emphasizing the cottage's serene setting.
Cottage in Taylorsville

Lake Livin' & Bourbon Sippin'

Edgewater Resort, 20 minutes from Louisville, is Taylorsville Lake's premier vacation spot, tucked away in a gated community with over 163 acres that overlooks the marina. Within walking distance you'll find a community pool (seasonal) with a sand volleyball court and a fire pit. This two-story cottage sleeps up to 10 guests and showcases a master suite with two private balconies and a jetted soaking tub. You can also hang out on the private deck out back equipped with a 4-person hot tub.

4.84 out of 5 average rating, 128 reviews
Top guest favourite
The front exterior of a historic American Four Square home is displayed, featuring a light yellow facade with dark green shutters. A wide set of stairs leads to the entrance, and a large tree provides shade over well-maintained landscaping, which includes flower beds and a grassy lawn.
Cottage in Georgetown

Location! Hot tub, comfy beds, walk to Main St.

Guests love our 5-star "𝐠𝐮𝐞𝐬𝐭 𝐟𝐚𝐯𝐨𝐫𝐢𝐭𝐞" hosting style. We are local hosts. Stay in a 1920s "American Four Square" cottage in the cutest part of downtown Georgetown! Peaceful, quiet, fenced backyard - HOT TUB, Blackstone gas grill, deck w/ table+chairs, fire pit/chimney, flower garden, yard & board games. Expected luxury like comfy beds/linens of a CLEAN home while visiting bourbon trail, KY Horse Park (5mi), ARK (33mi), Lexington, college visits, guys/girls trips & more.

4.99 out of 5 average rating, 106 reviews
Top guest favourite
A living area features comfortable seating arranged around a wooden coffee table. A stone fireplace with an electric insert is positioned beneath a flat-screen television mounted on the wall. The warm red walls create a cozy backdrop, and kitchen facilities are visible in the background.
Cottage in Taylorsville

Lakeside Cottage -upgraded hot tub- Bourbon Trail!

Welcome KY visitors, horse lovers, Bourbon Trail guests, or anyone looking for a getaway! This is a somewhat rustic, homey, comfortable 20 year old cottage. It's not perfect, but our guests find it charming and sufficient. You'll find the home exactly as described with the offerings and expectations. Rest, relax, and recharge in a gated community overlooking Taylorsville Lake. Don’t be another hotel's customer when you can stay in a spacious home with a Jacuzzi J-235 hot tub.

4.99 out of 5 average rating, 153 reviews
Top guest favourite
The front of a newly constructed cabin features a covered porch with two red chairs. A paved pathway leads to the entrance, surrounded by green grass and landscaped areas. The background includes trees and open pastures, contributing to a serene outdoor setting.
Cottage in Georgetown

Linden Place LLC

Our cabin is on gated property in the middle of Bluegrass horse country with a an indoor and outdoor private shower and sits on the back of 5 landscaped acres for maximum privacy. Close to the Ky Horse Park! Incl., YouTube TV, WiFi, deluxe king bed, & private deck overlooking pastures. Snacks, tea/coffee and breakfast items provided. Please note there will be a pet fee of $25/Nite/pet with a max weight of 35lbs. Fees will be requested after booking.

4.93 out of 5 average rating, 105 reviews

Popular amenities for cottage rentals in Frankfort

KitchenWifiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

Guest favourite
The covered porch is adorned with sheer white curtains and warm string lighting, creating a cozy atmosphere. Plush seating and a decorative rug invite relaxation. A hot tub and additional seating are visible, enhancing the outdoor living space's comfort and charm.
Cottage in Shelbyville

Hot Tub ~ Art Gallery ~ Bourbon Trail ~ KY Derby

4.96 out of 5 average rating, 92 reviews
Top guest favourite
A hot tub is situated under an awning, surrounded by soft, white curtains that provide privacy. The bubbling water reflects the greenery of trees beyond, enhancing the serene atmosphere of the outdoor area.
Cottage in Simpsonville

KY Cottage near Bourbon, Expo & Horse Park|Hot Tub

5.0 out of 5 average rating, 68 reviews
Guest favourite
A charming cottage exterior is framed by lush trees and rolling hills. A welcoming yellow door is complemented by a small front porch that features a chair and grill. The blue sky with fluffy clouds enhances the serene atmosphere, with a glimpse of the lake visible in the background.
Cottage in Taylorsville

Little Beauty, lake cottage, near Louisville.

4.92 out of 5 average rating, 90 reviews
Top guest favourite
Cottage in Lexington

Our Cottage is a perfect retreat for adults only

5.0 out of 5 average rating, 27 reviews
Cottage in Taylorsville

Anchor Rental

4.75 out of 5 average rating, 154 reviewsThe open concept living area features a stone-accented fireplace and a large wall-mounted television. Comfortable seating is arranged around a wooden coffee table, while a dining area with a table and chairs is visible in the background. Natural light flows in through large windows.
Cottage in Taylorsville

Boating, bourbon and high speed internet, oh my!

4.94 out of 5 average rating, 146 reviewsA single-story cottage is presented with a gray exterior and a welcoming red front door. Lush greenery surrounds the property, with well-kept shrubs and a manicured lawn. Large windows allow natural light into the interior, enhancing the inviting appearance of the home.
Cottage in Taylorsville

Mint Julep Cottage near Louisville & Bourbon Trail

4.81 out of 5 average rating, 145 reviews
Guest favourite
Cottage in Taylorsville

Ryes & Shine-Cottage 77 Hot Tub+Lake+Bourbon Trail

4.91 out of 5 average rating, 11 reviews

Pet-friendly cottage rentals

Top guest favourite
The exterior of a historic red home features a distinct black-trimmed door and a green roof. A garden of blooming daffodils surrounds the base, providing a vibrant contrast to the building, while a wooden fence encapsulates the property, enhancing the charm of the setting.
Cottage in Bardstown

Bourbon Oak Smokehouse Cottage

4.75 out of 5 average rating, 345 reviews
Top guest favourite
A charming exterior of a house is shown, featuring a sloped metal roof and a brick walkway leading to a covered porch. Flanking the entrance are neatly trimmed shrubs and planters. Lush greenery and mature trees surround the property, contributing to a serene setting.
Cottage in Lexington

The Cottage at Montresor

5.0 out of 5 average rating, 53 reviews
Top guest favourite
A serene sunset casts a vibrant palette over a working horse farm. A spacious white barn stands in the distance, framed by trees and grazing pastures. The landscape features gentle rolling hills and a meandering stream, creating a tranquil backdrop for the setting sun.
Cottage in Lexington

Bluegrass Cottage;Pet Friendly.Horse Farm & Racing

4.97 out of 5 average rating, 96 reviews
Guest favourite
A charming cottage is set within a rural landscape, surrounded by trees and open fields. A cow grazes nearby, and large windows invite natural light into the living space. The entrance features a welcoming porch area with seating and a clear view of the tranquil surroundings.
Cottage in Lexington

Springwood Cottage in the heart of the Bluegrass.

4.96 out of 5 average rating, 69 reviews
Top guest favourite
An inviting living space features a large sectional sofa adorned with decorative pillows. A patterned area rug lies beneath a central coffee table. Natural light filters through several windows, and wooden walls add warmth to the environment. A dining area with white chairs is visible in the background.
Cottage in Willisburg

A Romantic Getaway on the Bourbon Trail

4.98 out of 5 average rating, 88 reviews
Superhost
A comfortable living area is highlighted by a leather couch adorned with orange accent pillows. A gallery of framed artwork decorates the light-colored walls, while large windows with elegant drapes allow natural light to illuminate the space. A patterned area rug anchors the seating arrangement.
Cottage in Lexington

Quaint Cottage in DTown Lex, 15 mins to Horse Park

4.9 out of 5 average rating, 40 reviews
Guest favourite
Cottage in Bardstown

Enjoy 250 Years & Time Capsule opening Downtown!

5.0 out of 5 average rating, 9 reviews
Guest favourite
The cottage features a two-story structure with a light gray exterior and a welcoming entrance. A front staircase leads to a covered porch area, framed by well-maintained shrubs and greenery. Large windows provide natural light to the inviting living spaces within.
Cottage in Taylorsville

Lake Refuge near Louisville & Bourbon Trail #52

4.88 out of 5 average rating, 154 reviews

Private cottage rentals

Guest favourite
The cottage features a charming exterior with gray siding and white accents. Two columns frame the welcoming entrance, complemented by a well-maintained lawn and landscaping. Mature trees provide shade, enhancing the outdoor ambiance while the pathway leads to the front door.
Cottage in Bardstown

Historic Bardstown Cottage

4.92 out of 5 average rating, 160 reviews
Guest favourite
A charming cottage with a covered front porch overlooks vibrant rose bushes in full bloom. The structure features a mix of horizontal siding and natural wood elements. A small flag is seen waving gently above the entrance, suggesting a welcoming atmosphere.
Cottage in Bardstown

McIntyre’s Country Cottage

4.95 out of 5 average rating, 228 reviews
Top guest favourite
The cottage is nestled among lush greenery, showcasing a unique design with corrugated metal and concrete. A wooden deck leads to the entrance, surrounded by neatly arranged flower beds. Windows provide ample natural light while blending harmoniously with the woodland surroundings.
Cottage in Coxs Creek

Bourbon Way Cottage

4.96 out of 5 average rating, 162 reviews
Guest favourite
A cozy front porch features a round table with two red chairs, set against a backdrop of a brick wall and white siding. A decorative wreath adorns the window, and greenery is visible from a nearby tree and shrub.
Cottage in Frankfort

Country Cottage -2 bedroom in Woodford County, Ky

4.92 out of 5 average rating, 71 reviews
Top guest favourite
Cottage in Versailles

Bluegrass & Bourbon Cozy Cottage

4.99 out of 5 average rating, 95 reviews
Guest favourite
An open living area features a vibrant area rug with swirling colors, complemented by a navy blue sectional and a light wood floor. A flat-screen television is mounted on the wall, while natural light fills the space through large windows, illuminating cozy seating areas.
Cottage in Harrodsburg

Cozy Tree House @ Herrington Lake near Lexington

4.96 out of 5 average rating, 79 reviewsA dining area features a light blue table accompanied by two black chairs, positioned near a large window with patterned curtains. A piece of artwork depicting a serene landscape hangs above a wooden fireplace, which includes a decorative horse sculpture.
Cottage in Lexington

Rupp Cottage. Convenient location with parking.

4.76 out of 5 average rating, 140 reviews
Guest favourite
Two charming cabins are positioned side by side, elevated on wooden platforms with steps leading to the entrance. Soft lighting highlights their dark exteriors, while lush greenery surrounds the buildings, creating a serene atmosphere. A gravel path guides the way between the cabins.
Cottage in Frankfort

Two Bourbon Barrel Cottages

4.94 out of 5 average rating, 17 reviews

Destinations to explore