Madison Area Rentals
- From $89 per night (USD)
VRBO
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 $89 per night (USD)VRBO
- From $85 per night (USD)
Expedia
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 $85 per night (USD)Expedia
- From $96 per night (USD)
VRBO
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 $96 per night (USD)VRBO
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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 ...
Click For PricingExpedia
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VRBO
4500 sq ft Secluded Log Cabin on 17 acres-sleeps 16+;Week stay 20% off
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Enjoy the holiday season-cozy up to a fire at this 4500 sq ft Log Home w/wrap around covered porch on 17 flat wooded acr ...
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Expedia
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 ...
Click For PricingExpedia
- From $105 per night (USD)
VRBO
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 $105 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 ...
Click For PricingExpedia
- From $129 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 $129 per night (USD)VRBO
- From $150 per night (USD)
Expedia
The Wellington: Fire-pit; Walk to EKU & Town by I-75
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Use of a 4 bedroom/ 2 bath house in downtown Richmond, KY with backyard fire-pit. Walk to the City Park, Eastern Kentuc ...
From $150 per night (USD)Expedia
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VRBO
Big and spacious., 2 Acres, New Furniture, Fishing Pond, Game Room, Paddle Boat
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Nell's is a quiet, secluded spot to enjoy the beauty of nature with good company. The beautiful family history here is s ...
Click For PricingVRBO
- From $81 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 $81 per night (USD)Expedia
- From $80 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 $80 per night (USD)VRBO
- From $170 per night (USD)
Expedia
Westwood Luxuory 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 $170 per night (USD)Expedia
- From $72 per night (USD)
VRBO
Tranquil morning horizons watching the horses graze in your own private space.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the privacy of your own space overlooking the pond and the beckoning foothills of Eastern Kentucky. The sunrises a ...
From $72 per night (USD)VRBO
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VRBO
Cozy, recently updated unit in quiet neighborhood. Downtown Richmond, KY
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
1 Bedroom with Queen bed and additional Sofa full bed in living room. Sleeps 4. 1 bathroom with new shower/tub. Centr ...
Click For PricingVRBO
- From $175 per night (USD)
VRBO
Wildcat Cabin Getaway Near Kentuckys Historical Attractions and State Parks
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The cabin is just outside of Berea Kentucky. Berea is known as the "Arts and Crafts" center of Kentucky, Berea is the ho ...
From $175 per night (USD)VRBO
- From $588 per night (USD)
VRBO
The Kentucky Dream Estate
- Bedrooms:
- 8
- Bathrooms:
- 14
- Sleeps:
- 50
The Kentucky Dream Estate is your Private Oasis in the Heart of the Commonwealth's Idyllic Bourbon and Bluegrass Country ...
From $588 per night (USD)VRBO
- From $484 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 $484 per night (USD)VRBO
- From $95 per night (USD)
VRBO
Cute, older home in a great location 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 $95 per night (USD)VRBO
- From $130 per night (USD)
VRBO
Welcome to Meadow Wild! Secluded 3BR\/1BA cozy home close to the Pinnacles!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to a serene haven nestled on 3 acres of breathtaking beauty. This charming 3 bedroom, 1 bathroom home boasts stun ...
From $130 per night (USD)VRBO
- From $316 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. Open kitchen, living room, & sunroom ...
From $316 per night (USD)Expedia
- From $109 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 $109 per night (USD)VRBO
- From $123 per night (USD)
Expedia
Stylish 2Bed\/2Bath - Close to I-75 and EKU
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Richmond is so excited to have you! This beautiful, single level duplex unit offers plenty of space for you and four oth ...
From $123 per night (USD)Expedia
- From $99 per night (USD)
VRBO
Basement Hideaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located Next to EKU's Campus, and 1.5 Miles from the Interstate, and most of what Richmond Kentucky has to offer. This ...
From $99 per night (USD)VRBO
- From $145 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 $145 per night (USD)VRBO
- From $135 per night (USD)
VRBO
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 $135 per night (USD)VRBO
- From $132 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 $132 per night (USD)VRBO
- From $70 per night (USD)
VRBO
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 $70 per night (USD)VRBO
- From $69 per night (USD)
Expedia
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 $69 per night (USD)Expedia
- From $94 per night (USD)
VRBO
\"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 $94 per night (USD)VRBO
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Expedia
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 ...
Click For PricingExpedia
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VRBO
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
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 ...
Click For PricingExpedia
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VRBO
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
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 PricingExpedia
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VRBO
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 PricingVRBO
- From $120 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 $120 per night (USD)VRBO
- From $180 per night (USD)
VRBO
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 $180 per night (USD)VRBO
- From $78 per night (USD)
Expedia
Bedford Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy staying in this one level, Bedford stone home on a dead in street in the heart of Berea. I hope you enjoy our Bed ...
From $78 per night (USD)Expedia
- From $159 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 $159 per night (USD)VRBO
- From $83 per night (USD)
VRBO
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 $83 per night (USD)VRBO
- From $85 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 $85 per night (USD)VRBO
- From $85 per night (USD)
VRBO
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 $85 per night (USD)VRBO
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Expedia
Berea Home Away From Home\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Relax with the whole family at this peaceful place to stay. Enjoy our 3 bedroom, 2 bath with a spacious yard and lots of ...
Click For PricingExpedia
- From $135 per night (USD)
Expedia
Secluded Cabin on Red Haven Farm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Very cute cabin tucked away off the beaten path within Red Haven Farm. Private area with no visible neighbors. Hike in ...
From $135 per night (USD)Expedia
- From $570 per night (USD)
VRBO
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 $570 per night (USD)VRBO
- From $286 per night (USD)
VRBO
Kentucky River Cottages ~ Featured on the Live Well Network's Sweet Retreats!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 15
** Featured on the Live Well Network's Sweet Retreats!!** Our three suite cottage is nestled right across the The Palis ...
From $286 per night (USD)VRBO
- From $71 per night (USD)
VRBO
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 $71 per night (USD)VRBO
- From $125 per night (USD)
Expedia
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 $125 per night (USD)Expedia
- From $227 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 $227 per night (USD)VRBO
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Expedia
Cozy house on River with Cabin Feel.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Cozy home convenient to music, vineyards, fishing, zip lines, golf, restaurants and good times. There in Boone Outdoors ...
Click For PricingExpedia
- From $300 per night (USD)
VRBO
HUGE 3BR HOUSE ON 8 ACRES. AMAZING PORCHES, POOL TABLE, & NO EXTRA FEES! YAY!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Jacks Creek Pike is a quiet, private, and peaceful home on 8 wooded acres in Lexington, KY. There are 3 bedrooms that ca ...
From $300 per night (USD)VRBO
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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 PricingVRBO
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $107 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 $107 per night (USD)VRBO