House vacation rentals in Herrington Lake

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Popular amenities for Herrington Lake house rentals

House rentals with a pool

Top guest favorite
An inviting heated pool is surrounded by manicured landscaping, featuring tall grasses and colorful plantings. A water slide adds a playful element, and shaded areas are provided by large umbrellas. The pool's clear blue water reflects the bright sunlight.
Home in Lexington
5 out of 5 average rating, 71 reviews

House w/private pool & hot tub, dogs ok

BetsyRating, 5 stars4 months ago
Better than expected. Fantastic and well-stocked kitchen - everything we needed for a full Thanksgiving feast. So many thoughtful details for a comfortable stay. Hot tub and backyard were awesome. Nice walkable neighborhood. Close to all things horses and handy to downtown. Highly recommend and will definitely stay again when in town.
Top guest favorite
Home in Lexington
4.99 out of 5 average rating, 78 reviews

Close to Everything! Beautiful two-story home

LukeRating, 5 stars1 week ago
Kathy’s home is the perfect place to stay. We had plenty of room, a lot of amenities. The outdoor space was fantastic. We felt welcomed and right at home and I would book with Kathy anytime I visit the area in the future. The home is gorgeous and in a safe neighborhood. I highly recommend this property for your next trip to Lexington.
Top guest favorite
A bright and inviting outdoor area features a refreshing swimming pool with clear blue water. Surrounding the pool are sun loungers and a shaded gazebo, set against a backdrop of lush trees and well-maintained landscaping.
Home in Lexington
4.96 out of 5 average rating, 108 reviews

LexFunZone! Pool! Hottub! GameRm! Cozy Backyard!

AudreyRating, 5 stars3 weeks ago
Loved my stay here. Harrison is a great host and the house is a perfect place to relax at after a long day. Lots of space for big groups too!
Guest favorite
A charming two-story home features white siding and dark shutters, framed by lush greenery and seasonal decorations. A welcoming path of brick leads to the entrance, where decorative pumpkins add a touch of warmth, inviting guests to explore the property.
Home in Midway
4.99 out of 5 average rating, 82 reviews

The Bees Wing

MadisonRating, 5 stars2 weeks ago
My group had such a great time! Looked exactly like the photos and had so much room! Everything worked great and I loved all the hot water even when we all took showers! There was lots of extras in the pantry like games seasoning cups and plates that were very helpful and a good set of condiments! Such an adorable lace and definitely would stay again next time we go to keen land! It was to cold outside for us the truly enjoy the pool but it looked lovely!
Top guest favorite
A refreshing pool is surrounded by a wooden deck, featuring lounge chairs and a table with an umbrella. Floating toys are visible in the clear water, while lush greenery and trees provide a natural backdrop to the inviting outdoor space.
Home in Lexington
5 out of 5 average rating, 95 reviews

Game room! 5 beds an 4 bedrooms

AbbeyRating, 5 stars1 week ago
This place was perfect for a stay of me and my friends. It’s clean and exactly as described. Thank you, Jeff!
Superhost
A bright living area features a light gray sofa with two yellow accent pillows. A wooden coffee table sits in front, complemented by a small plant. The room flows into a dining space with dark chairs and a table, illuminated by natural light from large windows.
Home in Taylorsville
4.82 out of 5 average rating, 45 reviews

The Cozy Lake Place Cottage 75

CaraRating, 5 stars1 month ago
Great stay for a quick vacation.
Superhost
A dual-level deck houses an above-ground swimming pool with clear blue water. Two custom wooden chairs provide seating near the pool's edge, framed by a brown fence and lush greenery in the background. The deck surface is finished in light grey, enhancing the outdoor space.
Home in Lawrenceburg
4.82 out of 5 average rating, 162 reviews

Restful Bourbon Trail Lodge with Pool and Hot Tub

RobertRating, 5 stars6 months ago
It was perfect for our needs. Very clean and close to 3 distilleries. The kitchen is well stocked with pots pans bakewear etc, and clean. bedrooms and baths are clean and comfortable. The hot tub and pool were clean and ready for us with plenty of space outside to sit and relax. over all it was a great location and very well taken care of.
Guest favorite
Home in Taylorsville
4.89 out of 5 average rating, 113 reviews

Kentucky Sunrise 18- Greet the Sun As it Rises

MartinRating, 5 stars2 weeks ago
Always a great stay. Easy access, beautiful view across the lake and close to our kids! Win win

Weekly house rentals

Guest favorite
A spacious living area features a large sectional sofa facing a wall-mounted television. Natural light filters through the windows, illuminating the hardwood floors. Decorative elements include a coffee table and artwork on the walls, contributing to a welcoming ambiance.
Home in Lexington
4.91 out of 5 average rating, 116 reviews

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

AshleyRating, 5 stars2 weeks ago
We absolutely loved staying at Amy’s place. The location is wonderful because you are near so many restaurants and fun places. The house is very comfortable and very clean. My husband, my four boys, and myself felt right at home. Amy is also extremely friendly and responsive. We look forward to hopefully staying at her place sometime in the near future.
Guest favorite
A charming front porch welcomes guests, featuring a swing and seating area. The house is framed by vibrant bushes and greenery, with a clear path leading to the mint green front door. Decorative lights hang from the porch ceiling, adding a subtle visual appeal.
Home in Lexington
4.94 out of 5 average rating, 271 reviews

4br/3ba/5bed Home, Walk to Chevy Chase/UK/downtown

JennaRating, 5 stars1 week ago
Quaint historic house was great for a one-night stay with a family of 7. Right in the midst of a college atmosphere, but no issues with that. We were there on a Wednesday night, so not sure if weekends are different. The space was clean, parking in the back is tight but no issue, and the house was easy to get in. Would recommend.
Top guest favorite
A two-story home is presented, featuring a combination of stone and siding on the exterior. The front includes a covered porch with two garage doors, well-maintained landscaping, and a driveway that leads to the entrance.
Home in Lexington
5 out of 5 average rating, 10 reviews

Large Family Home Near Hamburg

TimothyRating, 5 stars2 weeks ago
We have stayed in Lexington many times and it’s the best place we ever stayed
Guest favorite
A historic blue cottage is surrounded by lush greenery, with a sprawling front yard. The inviting front porch features two light blue chairs. Tall trees provide shade, accentuating the tranquil atmosphere of the property.
Home in Berea
4.91 out of 5 average rating, 229 reviews

Churchill Cottage- Cheerful, Historic 1 Bedroom

AnnetteRating, 5 stars1 month ago
We had a lovely stay at Alison’s cottage in Berea. We enjoyed the walkability and the options for food and artisan shops in the area. The house was very, very cute and cozy. The beds were comfortable and the kitchen was well stocked with dishes for drinks and cooking. We ate out most of the time but enjoyed coffee in the morning. Small detail but there were ice cubes ready for us when we prepared our drinks in the evening. We had forgotten to buy ice and were happy that small detail was ready. My favorite part of the house is the little office/sunroom area. I had my coffee there in the morning and watched the rain. Great location and great communication. Will stay in the future when we come to Berea.
Guest favorite
The cottage features a charming red exterior with a black metal roof, framed by tall, green trees. A stone wall surrounds the entrance, highlighted by colorful flowers in bloom, creating a welcoming atmosphere. The front entrance is accessible through a black gate.
Home in Harrodsburg
4.94 out of 5 average rating, 131 reviews

The Betsy Sweat Cottage.

ChristinaRating, 5 stars6 days ago
This was my very first Airbnb experience! And we loved this place! It’s in the city, but once you step inside the gate you are transported to a peaceful and serene atmosphere! We felt right at home here and were a little sad to leave. We will definitely be back to stay again!! Tommy was a great host!!!
Superhost
A serene bedroom is presented with a spacious bed adorned with floral-patterned bedding. Beside the bed, two nightstands with lamps allow for soft lighting. A decorative wall hanging adds visual interest, while a window dressed with blue curtains lets in natural light.
Home in Nicholasville
5 out of 5 average rating, 12 reviews

Townhouse #5 @ The Corner House

LukeRating, 5 stars9 months ago
I was in town for a week and needed a place coming solo. Karen was very responsive and helpful and recommended anything I asked about. Went out of her way to make me feel comfortable in her place! The place was clean and exactly as described!
Superhost
A wall-mounted television is positioned in a well-lit living area, providing a view of an adjacent dining space. The entrance door is visible, leading into a cozy atmosphere with neutral-colored walls and modern decor, enhancing the overall sense of openness.
Home in Lexington
4.9 out of 5 average rating, 136 reviews

Few and Proud

JordanRating, 5 stars1 week ago
Very nice place to stay. Trouble getting in and had to wait for the door code but once host responded everything was very smooth and he accommodated very well afterwards.
Guest favorite
A modern kitchen is highlighted by sleek black cabinetry and stainless steel appliances. A large island with seating for four is accompanied by stylish pendant lighting. Exposed brick accents add warmth, while large windows allow natural light to brighten the space.
Home in Lexington
4.89 out of 5 average rating, 129 reviews

Mid-Century 3 BR In Heart of Downtown Lex

MariaRating, 5 stars2 weeks ago
The house was perfect for our needs.

Private house rentals

Guest favorite
A modern lakeside home is nestled among lush green trees, showcasing a spacious deck that extends outwards. A set of stairs leads down to the ground level, providing access to the natural surroundings. An American flag is displayed prominently on the property.
Home in Lancaster
4.85 out of 5 average rating, 55 reviews

Lakefront property - Higher Ground

NathanRating, 5 stars1 week ago
While this house is not particularly close to bourbon tastings, the size of the house and quiet neighborhood ensured we were well rested for the next day’s adventure. About 40 minutes from Lexington and 90 minutes from Louisville, we spent a lot of time driving between destinations. The house itself was well equipped for our party of six. Plenty of space for each person’s privacy and large common areas that allowed everyone to eat and drink together. We were unable to enjoy the water below due to recent flooding.
Guest favorite
A welcoming entrance is featured, with a brick façade and dark shutters framing the windows. A path of stone pavers leads to a dark wooden door, surrounded by lush greenery and mature trees, creating a serene first impression.
Home in Lexington
4.88 out of 5 average rating, 163 reviews

Perfect for Traveling Professionals & Vacation!

AliceRating, 5 stars3 weeks ago
Great location. Nice layout with open space especially for visiting with your group. Had everything we needed.
Top guest favorite
A charming house is set back from a peaceful country road, with a spacious porch that wraps around one side. A sign reading 'Country Charm' stands prominently in the front yard. The property is surrounded by green lawns and gentle landscaping.
Home in Stanford
4.97 out of 5 average rating, 231 reviews

Country Charm

KateRating, 5 stars4 weeks ago
Shelby is extremely gracious and the epitome of super host! Well stocked kitchen, super clean and expansive rooms with lots of thoughtful touches. Love the huge master bed and bath! Great yard for pups and Shelby is very responsive and attentive. This is the ONLY place we’ll stay at when in the area. Love, love, love this location!
Guest favorite
Home in Lexington
4.96 out of 5 average rating, 54 reviews

Italianate Historic Home. Downtown neighborhood.

JaneRating, 5 stars7 months ago
We had just the best stay at this beautiful home. It was beautiful, lovely furnishings and the most comfortable beds! It is 2 separate house side by side and 2 proper bedrooms in each house. It does have additional sleeping areas in both houses if you had lots of people! Each house has a fabulous kitchen and living spaces so for all our grown up children and spouses coming it could not have been more perfect. Easy walking to the bars and restaurants and easy road access to drive to wherever you are going. Our host could not have been more helpful and accommodating. A beyond perfect place for families to gather. Thank you so much Avena
Top guest favorite
A charming single-story home is featured, showcasing a welcoming red front door and an American flag. Flower beds with greenery border the stone walkway, which leads to a covered porch. The house is surrounded by lush trees, enhancing the natural setting.
Home in Lebanon
4.92 out of 5 average rating, 98 reviews

The BourbonTrail Getaway

JoshuaRating, 5 stars3 weeks ago
I have stayed here more than once. This is the best spot in the area. It's close to everything you need and feels like home. Peggy is extremely helpful and the place is very comfortable
Top guest favorite
A spacious kitchen features elegant dark cabinetry paired with a striking granite countertop. Glass shelves showcase various bottles, complemented by exposed brick walls. Natural light enters through the sizable window, highlighting the modern fixtures and warm wood flooring.
Home in Lexington
5 out of 5 average rating, 13 reviews

Napa Hous - 7Bdrm, Bar, Downtown

AllisonRating, 5 stars3 weeks ago
Brain’s place exceeds expectations! I feel like the pictures don’t even do it justice. It was such a great spot for our group of 10 friends! Tons of bedrooms, bathrooms, comfortable communal areas to hang out in, and all the amenities we could need. Will definitely stay here again!
Guest favorite
A welcoming entrance path leads to a quaint brick house adorned with a decorative star. A swing sits under a large tree, while a wooden fence outlines the grassy yard, enhancing the peaceful rural ambiance.
Home in Lexington
4.84 out of 5 average rating, 520 reviews

Silver Streak Equestrian Horse Haven

CarlRating, 5 stars2 weeks ago
This is a very nice house on a working farm. A great place to stay for sure if you like horses. We will definitely be back again!
Top guest favorite
The living room features vaulted ceilings and an open layout. A sectional sofa and a reclining chair offer comfortable seating, while a coffee table sits centrally. Light hardwood flooring and soft wall decor contribute to a bright and airy ambiance. A large TV is mounted on a nearby wall.
Home in Lexington
4.99 out of 5 average rating, 104 reviews

Newly renovated upscale house with high ceilings

NataleaRating, 5 stars1 week ago
We had an amazing time here. It was very bright, very clean, and felt like home away from home. The hosts left us a sweet welcome, and they were very communicative throughout our stay. We loved all the books and games available as well. The only thing I’d add is that if you’re sensitive to light, bring a sleep mask for the master as there’s a little bit of window uncovered by curtains. I had mine, and it was a non-issue. I would definitely stay here again.

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