Guesthouse vacation rentals in Kentucky
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Kentucky
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Kentucky guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Campbellsville
4.97 out of 5 average rating, 237 reviewsDue Drop Inn (We welcome long term stays!)
Nov 20 – 27
Guesthouse in Louisville
4.93 out of 5 average rating, 283 reviewsCharming Carriage House with 2 private baths.
Aug 24 – 31
Guesthouse in Louisville
4.98 out of 5 average rating, 243 reviewsHighlands Carriage House
Oct 16 – 23
Guesthouse in Lexington
4.9 out of 5 average rating, 298 reviewsUrban Guesthouse- Steps from Downtown
Oct 6 – 13
Guesthouse in Wilmore
4.95 out of 5 average rating, 133 reviewsCoach House at the 1898 Red Bud B & B
Jan 25 – Feb 1
Guesthouse in Louisville
4.99 out of 5 average rating, 364 reviewsHighlands - Elegant Calm Clean & Green - Walkable
Jul 2 – 9
Guesthouse in Louisville
4.87 out of 5 average rating, 109 reviewsPark Carriage House. Rest & Explore with Hollyhock
Nov 12 – 19
Guesthouse in Frankfort
4.99 out of 5 average rating, 96 reviewsTreetop Hideaway
Jul 15 – 22
Guest house rentals with a patio
Guesthouse in Louisville
5.0 out of 5 average rating, 157 reviews*BRAND NEW* Gem of Germantown Private Derby Suite
Jul 9 – 16
Guesthouse in Rockholds
4.83 out of 5 average rating, 30 reviewsLofty retreat
Dec 8 – 15
Guesthouse in Morehead
4.98 out of 5 average rating, 85 reviewsCozy 2-bedroom guesthouse, close to MSU/hospital
Jul 10 – 17
Guesthouse in Louisville
4.92 out of 5 average rating, 12 reviewsThe tiny Walnut in Beechmont
Mar 15 – 22
Guesthouse in White Plains
4.93 out of 5 average rating, 28 reviewsQuaint cottage house, 2 bedroom 1 bath w/kitchen
Mar 24 – 31
Guesthouse in Louisville
5.0 out of 5 average rating, 26 reviews2BR Sterling Springs Guest Suite
Oct 22 – 29
Guesthouse in Lexington
4.98 out of 5 average rating, 91 reviewsCozy studio with private pool and firepit
Nov 23 – 30
Guesthouse in Cadiz
4.79 out of 5 average rating, 19 reviewsThe Ponderosa Guesthouse
Apr 11 – 18
Guest house rentals with a washer and dryer
Guesthouse in Pine Ridge
4.99 out of 5 average rating, 324 reviewsFamily Guest House-near Red River Gorge&MuirValley
Aug 9 – 16
Guesthouse in Louisville
4.95 out of 5 average rating, 220 reviewsComfortable-relaxed space to find your inspiration
May 1 – 8
Guesthouse in Louisville
4.97 out of 5 average rating, 112 reviewsThe City Cottage…quiet, peaceful, and convenient!
Jul 23 – 30
Guesthouse in Cecilia
4.93 out of 5 average rating, 30 reviewsCottage at the Hundred Acre Wood
Nov 9 – 16
Guesthouse in Raywick
4.99 out of 5 average rating, 69 reviewsPeaceful Easy Feelin’
Oct 29 – Nov 5
Guesthouse in Middlesboro
4.96 out of 5 average rating, 48 reviewsPumpkin Patch
Dec 29 – Jan 5
Guesthouse in Pendleton
4.96 out of 5 average rating, 79 reviewsThe Wooded Retreat
Oct 17 – 24
Guesthouse in Louisville
5.0 out of 5 average rating, 37 reviewsNew custom guesthouse | Free parking | Sleeps 4
Nov 24 – Dec 1
Destinations to explore
- Guesthouse rentals United States
- House rentals United States
- Townhouse rentals Kentucky
- Barn rentals Kentucky
- Beachfront rentals Kentucky
- Rentals with pools Kentucky
- Hotel rentals Kentucky
- Rentals with a patio Kentucky
- Monthly Rentals Kentucky
- Rentals with an accessible height bed Kentucky
- Wheelchair accessible rentals Kentucky
- Rentals with lake access Kentucky
- Rentals with an accessible height toilet Kentucky
- Rentals with outdoor seating Kentucky
- Pet-friendly rentals Kentucky
- Tiny house rentals Kentucky
- Rentals with a kayak Kentucky
- Rentals with a washer and dryer Kentucky
- Rentals with a fire pit Kentucky
- Loft rentals Kentucky
- Boutique hotel rentals Kentucky
- House rentals Kentucky
- Apartment rentals Kentucky
- Kid-friendly rentals Kentucky
- Cabin rentals Kentucky
- Family-friendly rentals Kentucky
- Waterfront rentals Kentucky
- Cottage rentals Kentucky
- Rentals with an EV charger Kentucky
- Rentals with a hot tub Kentucky
- Treehouse rentals Kentucky
- Rentals with a fireplace Kentucky
- Private suite rentals Kentucky
- Rentals with breakfast Kentucky
- Condo rentals Kentucky
- Rentals with beach access Kentucky
- Smoking-friendly rentals Kentucky
- Fitness-friendly rentals Kentucky
- Lakehouse rentals Kentucky
- Farmstay rentals Kentucky
- Villa rentals Kentucky
- Bed and breakfasts Kentucky
- House rentals Cincinnati
- Guesthouse rentals Louisville
- House rentals Louisville
- House rentals Lexington
- Guesthouse rentals Lexington
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes