Smoking friendly holiday rentals in Kentucky

4.88 out of 5 average rating, 291 reviews

Guest suite in Edgewood

Mod Lodge Close to Cinci Creation museum and Ark

This is an Apartment /Mother in law suite that is connected to my home. You have a separate Front and Back door. One bedroom, Full kitchen, queen bed, and queen sofa bed in the livingroom. Park in the driveway next to my van You might hear the sounds of kids playing next door. Outdoor and Sun porch are shared space that includes a huge in-ground pool, beautiful screened in sun porch, outdoor dining, fire pit, trampoline, & swingset. The pool closes September 23rd will re-open next Summer.

4.95 out of 5 average rating, 109 reviews

Bungalow in Leitchfield

Cozy cottage 5 min to Nolin Lake

Welcome to the "Buffalo Bungalow"! Fully renovated, gorgeous 2 bedroom cottage w/ included camper (3rd bedroom). Patio, hot tub, Blackstone griddle, gas grill, fire pit. Cowboy style camper w/ bar, video game & poker table. Master bedroom features king size bed, 2nd bedroom a queen bed, camper w queen. Luxury linens. 3 smart TV's w/ Netflix. Cozy living room, kitchen w/ all you need to cook & a frig. 5 min to Nolin Lake & 20 min to Mammoth Cave. Plenty of space for parking your lake toys.

4.95 out of 5 average rating, 220 reviews

Tiny home in Monticello

*Tiny LakeView Cottage* Pets welcome! Kayaks

We welcome your fur babies!! ATV trail to lake! Ice maker! Coffee! Adorable tiny house with two decks & bonfire pit overlooking Lake Cumberland! It is located in Monticello, Ky, in a rural part of the area. It’s about 12 minutes to town. There is very close (driving distance) swimming access, kayaking, boating, boat ramps, fishing & marinas. On a dead end street, so very peaceful. Also has an ATV trail to lake!! Kayak rental is available for $25. per day/per kayak. Pet fee $50/$75 per stay.

4.91 out of 5 average rating, 445 reviews

Farm stay in Versailles

Bluegrass Country Cottage

Enjoy a quaint, private, quiet & charming little place to call your own, on a small, working (seasonal) Thoroughbred horse farm. Green acreage, lovely scenes and sunsets. Located in horse country, between historic Winstar Farm and Lane's End Farm, just a short drive to small town USA, Versailles; historic Midway; and to the nearby City of Lexington, home of the Kentucky Wildcats, Horse Capital of the World, Bourbon Country & so much more. Pets allowed (2 max), well behaved, pet fee applies.

4.97 out of 5 average rating, 118 reviews

Apartment in Louisville

Downtown Penthouse | Stylish Loft + Rooftop Patio

Prime downtown location! Walk to top attractions. Steps from 4th Street Live, dining and Whiskey row. Easy access to the Kentucky Derby, and the Convention Center. Perfect for business travelers and weekend getaways. The condo offers a comfortable, stylish retreat with a beautiful patio for outdoor enjoyment. Fully stocked with all necessities, you'll feel right at home. This condo is perfect for those looking for a sophisticated stay with easy access to the best the city has to offer.

4.96 out of 5 average rating, 313 reviews

Cabin in Catlettsburg

The Luxury Cabin

The Cabin is a fully furnished , 3 bedroom home on 13 acres, a pond 2 fire-pits, wildlife. The house has a gas fireplace, and a fully stocked kitchen, also we provide a gas grill outside on the wrap around porch. The porch has a swing and plenty of seating. A wash room with full size washer and dryer. The pond has a dock and is fully stocked. A king master suite with a shower ,bath tub. A bunk room w/ 4 long bunks. Upstairs a balcony / queen bedroom overlooking the downstairs.

5 out of 5 average rating, 70 reviews

Cabin in West Liberty

Bowman Pond Cabin, spacious 1 bdrm open floor plan

Setting back about 1/2 mile into our 375 acre farm is our Bowman Cabin. Kick back and relax in this beautiful open concept cabin on a small pond. It has many comforts of home such as electricity, heat/ac, running water. There is no wi-fi and cell phone signal varies however there is a tv w/antenna and a DVD/Blu-ray player. There is plenty of hiking . Laurel Gorge, Red River Gorge, Cave Run Lake and Grayson Lake are just a few attractions within short driving distance from us.

4.9 out of 5 average rating, 103 reviews

Home in Crestwood

12 Guest/Top Area /Families/Park

Welcome to our Family Airbnb 1- Great Location in residential neighborhood 2- 20 Min to Kentucky Derby Museum 3 - 20 Min to Louisville Mega Caverns 4- 15 Min Evan William Bourbon 5- 20 Min Churchill Down 6- Designed for 2 guests (3 Queen Bed, 1 double Bunk bed, 1 Queen Air Mattress) 7- Free Parking (2 Cars Inside and 2 Cars Outside) 8- Fully Equipped Kitchen 9- Fast Wi-Fi 10- Quiet and Safe Area 11- Private Patio 12-24/7 Available Host 13- 2 Smart TVs 14- Laundry In Unit

Farm stay in Bowling Green

4.91 out of 5 average rating, 400 reviews

Mammoth Cave/Free pet stay

CAVE TOUR or Porch Sitting! Fast WiFi! This entire house and farm is perfect for Mammoth Cave and Lost River visitors, family vacations, and weekend getaways. . Only one bathroom downstairs with standard tub /shower. Gr8 for one or 2 families. Firepit with stocked wood/picnic table/grill/full kitchen. Gr8 heating/cool air. Country living on 5 acres , 15 minutes- downtown BG. 1 hour-Nashville/ 3 large bedrooms/Beech Bend Park/Chaneys Dairy Barn/Wfree Wif

4.97 out of 5 average rating, 119 reviews

Tiny home in Richmond

The Stepping Stone Ranch

Cozy little mobile home located on a very beautiful horse farm (we welcome you to book a trail ride while you stay, just write in advance so we can get it booked as we do sometimes fill up)! Terrific location, only 15 minutes from Lexington, with many other outdoor activities in the area as well (ziplining, kayaking, Fort Booneborough). Also very close to multiple awesome restaurants with fun atmospheres (Proud Mary, Boonedogs, Halls on the River, etc.)

5 out of 5 average rating, 110 reviews

Home in Louisville

The Rickhouse ~ NULU ~ Bourbon Enthusiast’s Oasis!

Rickhouse: A structure designed to store and age distilled spirits. Sparked from a passion for fine spirits and the idea that a home can contain all the makings to craft the perfect cocktail, the Rickhouse was born. Featuring chesterfield leather seating, a vast collection of cocktail glasses, regulated 4-tier humidor and spirits-centric art, it strikes the perfect match of comfort and eccentricity. Cheers and enjoy The Rickhouse!

4.95 out of 5 average rating, 712 reviews

Farm stay in La Grange

The Cottage at StoneLedge 2 bedroom/1bath

Nestled on an expansive 80 acre horse farm, the cottage is the perfect escape. Hike the 30+ acres of woods that boast a creek and waterfall. Relax on the cozy front porch while enjoying the sounds of nature. If traveling with pets please note prior approval is required and be sure to read the pet policy in 'other things to note'. Thank you for your consideration.

Holiday rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for smoke-friendly rentals in Kentucky

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Smoke-friendly flat rentals

5 out of 5 average rating, 5 reviews

Lovely 1-Bedroom Unit Kayak Rentals Available

AudreyRating, 5 stars1 month ago

Very sweet attentive staff! It was as advertised. Thanks again yall!

5 out of 5 average rating, 8 reviews

Flat in Shelbyville

Private Farm studio apartment on the bourbon trail

JenniferRating, 5 stars1 day ago

Loved everything about our stay. It was welcoming and cozy. After a busy, hot travel day, the room was cool and the bed was comfy. Great night sleep! Nice sized bathroom and everything you could need in the kitchen. Would love to come back!

4.91 out of 5 average rating, 22 reviews

Flat in Louisville

Rooftop Penthouse Speakeasy style Central Metro

KristinRating, 5 stars4 months ago

Beautifully decorated, excellent location, and very walkable to downtown attractions! We would definitely stay here again, particularly in the warmer months to enjoy the beautiful rooftop patio.

4.89 out of 5 average rating, 18 reviews

Tranquil Lake Resort Retreat ~ Pool ~ Beach ~ BBQ!

TaylorRating, 5 stars3 months ago

Had a great stay. Great communication and a very clean and homey space. 10/10

4.92 out of 5 average rating, 12 reviews

Lovely 2 Bedroom Beachview Condo

StephanieRating, 5 stars2 months ago

This is such a beautiful location right on the beach and right next to the playground! It was such a peaceful vacation spot. We really enjoyed the condo. Plenty of beds and televisions and all the amenities you could ask for.

4.96 out of 5 average rating, 26 reviews

Flat in Louisville

2 bedroom getaway w/class privacy and personality!

JessicaRating, 5 stars1 month ago

House was as described. Great space, furnished well. Location was great. Restaurants close and about 7 min from convention center. Host was very responsive. We would definitely book this house again!

4.57 out of 5 average rating, 7 reviews

Lovely 1-Bedroom Unit Pontoon Rentals Available

MadelineRating, 5 stars11 months ago

We loved staying at the resort, what a great place and wonderful management!! Rooms are so clean and pool is superb! Food was excellent!!!

4.17 out of 5 average rating, 6 reviews

Flat in Georgetown

Main Street Living in Georgetown!

MichaelRating, 5 stars2 months ago

Great location being right on main Street downtown. we would definitely stay again!

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Smoke-friendly house rentals

5 out of 5 average rating, 14 reviews

Home in Elizabethtown

Near Downtown E-Town

HollieRating, 5 stars1 week ago

Very nice spacious. The parking was perfect we brought a trailer to help our brother move into the base at Fort Knox and had plenty of space. It was very clean! The only thing we didn’t like was the missing blinds in the living room we felt like the neighbors could see inside. It did look like they may have had them at one time and maybe they are being replaced. All other rooms had blinds/curtains so I am sure they are working on it.

4.97 out of 5 average rating, 35 reviews

Home in Partridge

Old Rustic Country Store

MelodyRating, 5 starstoday

It was perfect. We felt right at home. Very welcoming, homie, and comfortable. The area was quite and beautiful. Very clean and smelled great. The Ms. packman arcade game was a fun touch. We relaxed playing game, plenty to choose from. Normally husband and I have a hard time sleeping in strange beds they were sooo comfortable we slept through the night. Kim was a great help and a great host, everything we needed was there for us to use. If I'm ever in that area again I would totally book another stay there hands down. We had fun looking at the map of where past guests stayed and he was excited to the sticker on the map for Cleveland, Oh.

4.84 out of 5 average rating, 25 reviews

Home in Louisville

Near Bourbon Trail, expo, 3 beds, off Outerloop

ChristieRating, 5 stars4 weeks ago

Stayed just one night when in town for a high school graduation. Very close to the KY expo area. Quiet neighborhood.

4.81 out of 5 average rating, 16 reviews

Home in Prospect

Secluded cottage on farm.

KyleRating, 5 stars3 weeks ago

What a wonderful farm cottage! Anna was very helpful getting us set up in a relaxing, peaceful place. After our first night, she checked in to make sure everything was going well and suggested activities we could do. Would highly recommend

5 out of 5 average rating, 17 reviews

Home in Gilbertsville

Kentucky Lake Getaway

JustinRating, 5 stars2 weeks ago

This was one of the better airbnbs we have ever stayed at. The house was super clean and had everything we needed. The owner had great communication as well. Highly recommend!

5 out of 5 average rating, 19 reviews

Home in Marion

The Duvall House

WilliamRating, 5 stars1 week ago

The farm home most delightful. It is very comfortable and inviting. We had no problem settling in and enjoying the relaxed feeling of the home. The kids enjoyed the outdoor space! The kitchen had everything we needed, and more than we expected. We built a great memory there!

4.89 out of 5 average rating, 38 reviews

Home in Carlisle

California Living

JasonRating, 5 stars19 months ago

We stayed during Thanksgiving week to celebrate the holiday with family. Beaux even offered the home to use for our Thanksgiving lunch and went out of his way to have all that we would need there to prepare and celebrate. We are eternally grateful for his kindness and hospitality. The time was everything we hoped it would be.