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From $379 per night (USD)
VRBO
Kentucky River Cottages ~ Featured on the Live Well Network's Sweet Retreats!
Bedrooms:
4
Bathrooms:
4
Sleeps:
15
** Featured on the Live Well Network's Sweet Retreats!!** Our three suite cottage is nestled right across the The Palis ...
From $379 per night (USD)
VRBO
$Lake\/Farm Retreat-Getaway$
From $1055 per night (USD)
Expedia
Lake\/Farm Retreat-Getaway
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
This gorgeous house located on 360 acres of Kentucky is perfect for any large gathering (family reunions, cooperate retr ...
From $1055 per night (USD)
Expedia
From $515 per night (USD)
VRBO
Authentic, Rustic, Historic Log Cabin
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Sparkling clean and sanitized. Large restored log home located just south of Lexington in historic Richmond, KY. Beaut ...
From $515 per night (USD)
VRBO
$Luxury on Main \/ South$
From $119 per night (USD)
Expedia
Luxury on Main \/ South
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Stately★ Modern★ Elegant★: This listing is one of four in the Tenant House. This completely restored one bedroom, one ba ...
From $119 per night (USD)
Expedia
$Luxury on Main \/ West$
From $123 per night (USD)
VRBO
Luxury on Main \/ West
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Stately ★ Modern ★ Elegant ★ This listing is one of four in The Tenant House. This completely restored one bedroom, one ...
From $123 per night (USD)
VRBO
From $129 per night (USD)
Expedia
Lovely Laurel
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This lovely single story home is centrally located in the heart of Berea. Our home sleeps 4 people. The space includes a ...
From $129 per night (USD)
Expedia
From $132 per night (USD)
VRBO
Kentucky River Cottages ~ 3rd Floor Suite ~ On The Bourbon Trail!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
*Featured on the Live Well Network's Sweet Retreats!* The cottage is situated on a large wooded lot overlooking the Pal ...
From $132 per night (USD)
VRBO
From $343 per night (USD)
Expedia
Beautiful Country Estate Basement Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled back on a 20-acre equestrian estate, this cozy, 4 room, basement apartment provides all of the expected modern a ...
From $343 per night (USD)
Expedia
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VRBO
Short stay Substantial Service(like hotel) duplex
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
Daily room clean service between 6-7pm Daily Fresh clean linen between 5- 6:30pm Daily Breakfast between 5 - 6:30 pm F ...
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VRBO
From $130 per night (USD)
Expedia
Make your visit to the beautiful city of Berea memorable!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
High On Berea is a lovely home that was built in 1938. It is conveniently located near Berea College, Boone Tavern, and ...
From $130 per night (USD)
Expedia
From $38 per night (USD)
VRBO
Tranquil morning horizons watching the horses graze in your own private space.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy the privacy of your own space overlooking the pond and the beckoning foothills of Eastern Kentucky. The sunrises a ...
From $38 per night (USD)
VRBO
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Expedia
Short stay substantial service duplex
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
Daily room cleaning between 6-7pm. Daily Fresh clean linen between 6-7pm. Daily breakfast between 5-6:30 pm Free trans ...
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Expedia
From $181 per night (USD)
VRBO
Modern 2bd 2ba- Near I-75, Free WiFi, No Steps
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This spacious, single level duplex unit is located in one of Richmond's newest neighborhoods and only 30 minutes to/from ...
From $181 per night (USD)
VRBO
From $187 per night (USD)
Expedia
Unique Stay in a 1907 Log Cabin on The Kentucky River
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Kirkland Cabin - Stay in a 1907 Log Cabin Perched on the Palisades of The Kentucky River in Lexington. One King Bedroom ...
From $187 per night (USD)
Expedia
From $283 per night (USD)
VRBO
Spacious Home - Sleeps 8 Fire-pit 1 Block to EKU & Downtown, 2 Miles to I-75
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Private use of a 4 bedroom/ 2 bath house in downtown Richmond, KY with backyard fire-pit. Walk to the City Park, Easter ...
From $283 per night (USD)
VRBO
From $128 per night (USD)
Expedia
Secluded Cabin on Red Haven Farm
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Very cute cabin tucked away off the beaten path within Red Haven Farm. Private area with no visible neighbors. Hike in ...
From $128 per night (USD)
Expedia
$Cozy upstairs 2 bed\/1 bath Richmond apt near EKU$
From $99 per night (USD)
VRBO
Cozy upstairs 2 bed\/1 bath Richmond apt near EKU
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy upstairs 2 bed apartment offers a clean comfortable stay near downtown Richmond and the EKU campus. Walking distanc ...
From $99 per night (USD)
VRBO
$Comfy Upstairs 2 bed\/1 bath near EKU in Richmond$
From $99 per night (USD)
Expedia
Comfy Upstairs 2 bed\/1 bath near EKU in Richmond
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Comfy upstairs 2 bed apartment offers a clean comfortable stay near downtown Richmond and the EKU campus. Close to Purdy ...
From $99 per night (USD)
Expedia
From $116 per night (USD)
VRBO
Richmond Retreat by Raydarr Properties, LLC
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Older home with lots of character, walking distance to downtown Richmond. Very convenient location, close to anything y ...
From $116 per night (USD)
VRBO
From $154 per night (USD)
Expedia
The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment. Located on the 2nd floor, this ...
From $154 per night (USD)
Expedia
From $179 per night (USD)
VRBO
The Colonels Apartment is a freshly renovated 3bedroom 1bath downtown Richmond apartment
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The Colonels Apartment is a freshly renovated 3bedroom 1bath downtown Richmond apartment. This historic building has jus ...
From $179 per night (USD)
VRBO
From $141 per night (USD)
Expedia
Simply sweet - Entire 1 bed upstairs apt near EKU
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Simply sweet is a cozy upstairs 1 bed apartment that offers a clean comfortable stay near the EKU campus. Close to Purdy ...
From $141 per night (USD)
Expedia
$Luxury on Main \/ North$
From $182 per night (USD)
VRBO
Luxury on Main \/ North
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Stately ★ Modern ★ Elegant ★This listing is one of four in The Tenant House. This completely restored one bedroom, one b ...
From $182 per night (USD)
VRBO
From $212 per night (USD)
Expedia
Cozy Home on Golf Course - 6 miles from I-75, Free WiFi
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Relax with the whole family at this peaceful home located on Battlefield Golf Course in Richmond, KY. This spacious two- ...
From $212 per night (USD)
Expedia
$\Morning View 4” Cozy Modern Stay - College\/Hiking$
From $203 per night (USD)
VRBO
\"Morning View 4” Cozy Modern Stay - College\/Hiking
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy a stay in this highly curated space in Berea, KY! This newly renovated space is in a prime location- right off of ...
From $203 per night (USD)
VRBO
From $351 per night (USD)
Expedia
4500 sq ft Secluded Log Cabin Home on 17 acres
Bedrooms:
3
Bathrooms:
5
Sleeps:
15
Enjoy this 4500 sq ft Log Home w/wrap around covered porch on 17 flat wooded acres. 12 beds-2 Kings, 4 Queens, 5 twins, ...
From $351 per night (USD)
Expedia
From $125 per night (USD)
VRBO
Turtle Crossing - just minutes from Main Street.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Walk through the door and let out a sigh. Welcome to the foothills of Appalachia. Our home sits back off the main road, ...
From $125 per night (USD)
VRBO
From $135 per night (USD)
VRBO
Cozy Cabin in the Woods Near Berea
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Relax with family, friends or on your own in this tranquil mountain get away surrounded by nature. Located 10 minutes fr ...
From $135 per night (USD)
VRBO
From $241 per night (USD)
VRBO
Charming Farmhouse on working Red Haven Farm
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Relax with the whole family at this peaceful place in Red Lick Valley. Enjoy the wonderful views and the variety of far ...
From $241 per night (USD)
VRBO
$Westwood Luxury Ranch Home includes washer\/dryer$
From $230 per night (USD)
Expedia
Westwood Luxury Ranch Home includes washer\/dryer
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
This beautiful home that we remodeled was something we had a passion for. We wanted to save it and make it better. It ...
From $230 per night (USD)
Expedia
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VRBO
Cabin on I-75 in Lexington an Outdoor Destination
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Rustic Cabin just off of I-75. Only 15 minutes from Lexington. Loft style with 2 futons, simple kitchen, and bathroom. A ...
Click For Pricing
VRBO
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Expedia
Boone Creek Lodge and Troutfishing in Lexington KY
Bedrooms:
4
Bathrooms:
4
Sleeps:
17
4 WHEEL DRIVE REQUIRED, $250 charge for any non 4 wheel drive vehicles stuck at the bottom of the hill. *SPECTACULAR VIE ...
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Expedia
From $172 per night (USD)
VRBO
Cheerful Three-Bedroom Residential Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Bring the whole family to this great place with lots of room for fun. Stylish Scandinavian design elements make this a c ...
From $172 per night (USD)
VRBO
From $164 per night (USD)
Expedia
Stylish Richmond Home. Near EKU and Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This stylish place is perfect for group trips and large families. Conveniently located near the beautiful EKU campus as ...
From $164 per night (USD)
Expedia
$\Morning View 1\ Cozy Modern Stay - College\/Hiking$
From $155 per night (USD)
VRBO
\"Morning View 1\" Cozy Modern Stay - College\/Hiking
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy a stay in this highly curated Bnb in Berea, KY! This newly renovated space is in a prime location- right off of In ...
From $155 per night (USD)
VRBO
From $96 per night (USD)
Expedia
Westfield Blue
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is one of two located on Westfield Street in Downtown Richmond. This restored one bedroom, one bathroom uni ...
From $96 per night (USD)
Expedia
From $96 per night (USD)
VRBO
Westfield Gold
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is one of two located on Westfield Street in Downtown Richmond. This restored one bedroom, one bathroom uni ...
From $96 per night (USD)
VRBO
$\Morning View 3” Cozy Modern Stay - College\/Hiking$
From $184 per night (USD)
Expedia
\"Morning View 3” Cozy Modern Stay - College\/Hiking
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy a stay in this highly curated space in Berea, KY! This newly renovated space is in a prime location- right off of ...
From $184 per night (USD)
Expedia
Click For Pricing
VRBO
College-town cozy comfort no cleaning fee
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Our house is centrally located in Richmond, KY with quick access to I-75. The house is a 6 minute drive to downtown Rich ...
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VRBO
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Expedia
Martin House at Happiness Hills Farm
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
About this space Martin House is a comfortable guest house at Happiness Hills Farm, a farm & retreat center in the Appal ...
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Expedia
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VRBO
Moore Cabin at Happiness Hills Farm
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
About this space The Moore Cabin is a cozy, Amish-built log cabin at Happiness Hills Farm, a farm and retreat center in ...
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VRBO
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Expedia
Twin Cabin Retreat for up to 10
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Discover the beauty of Berea from this 2-bedroom cabin. Nestled in the heart of the city, our awesome property offers ...
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Expedia
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VRBO
Family Farm Retreat for up to 20
Bedrooms:
4
Bathrooms:
5
Sleeps:
20
Designed for families and other groups that want to spend time together apart from the pressures of daily life Your hom ...
Click For Pricing
VRBO
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Expedia
Kilday Cabin at Happiness Hills Farm
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
About this space The Kilday Cabin is a cozy, Amish-built log cabin at Happiness Hills Farm, a farm and retreat center in ...
Click For Pricing
Expedia
From $166 per night (USD)
VRBO
Tiny Home; Mini Farm Getaway—Pond, walking trail & pet-friendly! 15 mins to town
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Beth Rapha Farm --Your serene mini farm getaway in the heart of Richmond, KY! Come refresh, renew & revive! 1 ...
From $166 per night (USD)
VRBO
$Robin’s Nest: Walk EKU\/Downtown$
From $203 per night (USD)
VRBO
Robin’s Nest: Walk EKU\/Downtown
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
If you are looking for close to EKU campus or downtown, this is your place. Our town home is located on a busy college ...
From $203 per night (USD)
VRBO
From $101 per night (USD)
VRBO
Travelers Cove upstairs 1-bedroom apartment Richmond near EKU with WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Travelers Cove is a cute upstairs 1 bed 1 bath apartment that offers a clean comfortable stay near the EKU campus. Close ...
From $101 per night (USD)
VRBO
$Tiny Home Container Cabin \/Pet Friendly$
From $144 per night (USD)
Expedia
Tiny Home Container Cabin \/Pet Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
You'll love this unique and private romantic escape. Discover tranquility at this tiny home, nestled amid Horse farms an ...
From $144 per night (USD)
Expedia
From $280 per night (USD)
VRBO
Artsy KY-Themed Richmond Gem: Sleeps 8, Centrally Located & 5 mins from Kayaking
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Discover The Triple Crown, a stylishly designed cozy retreat in Richmond, Ky. Perfectly located near local attractions, ...
From $280 per night (USD)
VRBO
From $176 per night (USD)
Expedia
Amazing Beds, Fast WiFi - Walk to EKU & Downtown Venues - 5 minutes to I-75
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to THE Big Welly! The Big Welly has the best of both worlds, is centrally located next to the thriving downtown ...
From $176 per night (USD)
Expedia
From $128 per night (USD)
VRBO
The Mark Twain @River Run, 28 ft camper that sleeps 4, waterfront -private dock
Bedrooms:
3
Bathrooms:
4
Sleeps:
4
Stay comfortable while enjoying the outdoors at River Run Retreat! The Mark Twain 2-bedroom, 1 full bath camper with a 3 ...
From $128 per night (USD)
VRBO
$2 Beds\/2 Full Baths, Fenced Yard, 1 Car Garage, One Level, Pets Welcomed!$
From $193 per night (USD)
Expedia
2 Beds\/2 Full Baths, Fenced Yard, 1 Car Garage, One Level, Pets Welcomed!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This ranch (one level) duplex is centrally located in a single family neighborhood in the heart of Richmond, Kentucky. N ...
From $193 per night (USD)
Expedia
$\Morning View 2\ Cozy Modern Stay - College\/Hiking$
Click For Pricing
VRBO
\"Morning View 2\" Cozy Modern Stay - College\/Hiking
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy a stay in this highly curated Bnb in Berea, KY! This newly renovated space is in a prime location- right off of In ...
Click For Pricing
VRBO
$Luxury On Main \/ East$
From $182 per night (USD)
Expedia
Luxury On Main \/ East
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Head past the custom front-door painting and into an interior with original hardwood flooring. Standouts include a remot ...
From $182 per night (USD)
Expedia
From $150 per night (USD)
VRBO
Charming 2-bedroom 2 bathroom house in Lexington, KY
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to a delightful 2-bedroom house in Lexington for a tranquil retreat. With 2 queen beds, a fully equipped kitchen, ...
From $150 per night (USD)
VRBO
From $252 per night (USD)
VRBO
NEW Elegant Barndominium April ‘25 -3 BDR, 2.5 BA
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The Loft at Silver Creek | A Luxurious Retreat in a 1900s Tobacco Barn Escape to The Loft at Silver Creek , where hist ...
From $252 per night (USD)
VRBO
From $334 per night (USD)
VRBO
River Relaxation - Calm Riverfront Home in Winchester Kentucky
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Make yourself at home in this brilliant 3-bedroom Winchester retreat. This cozy house offers WiFi, iron, heating, hair d ...
From $334 per night (USD)
VRBO
From $73 per night (USD)
VRBO
3 Bed 2 Bath Modern Apartment, Utilities Included, Near I-75
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Welcome to our cozy single-level duplex unit featuring three spacious bedrooms and two sparkling clean bathrooms, and a ...
From $73 per night (USD)
VRBO
From $145 per night (USD)
VRBO
Cozy studio in Richmond, close to the interstate.Includes WiFi, fireplace
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Make yourself at home in this wonderful studio retreat in Richmond. This cozy space features a comfortable queen bed in ...
From $145 per night (USD)
VRBO
From $114 per night (USD)
VRBO
Paws & Play - Spacious Fenced Yard
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
About this space Planning a getaway with your furry friend? Welcome to our dog-friendly Airbnb, designed with your dog i ...
From $114 per night (USD)
VRBO
From $172 per night (USD)
VRBO
Welcome Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Richmond! This beautiful home is one unit of a single level duplex located in a quiet neighborhood. The space ...
From $172 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Big Hill House
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Cool space with lots of nooks and crannies. 3 bedroom, 2 1/2 Bath, open floor plan, sleeps up to 9 people. Close to hi ...
From $284 per night (USD)
Expedia

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Madison Area Rentals

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Results: 62 Rentals