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Vacation rentals in Crestwood

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Top-rated vacation rentals in Crestwood

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest suite in Prospect
Private Prospect Flat
Two bedroom apartment located on picturesque Covered Bridge Road in Prospect, KY. There is a separate entrance with plenty of parking. Beautiful views of Kentucky landscape from every window. Our property is four acres with a meandering stream, forest, and fields. There is a fully stocked kitchen including a dishwasher. The main bedroom includes a work space area and two closets. For our returning guests, a fox got in our henhouse and we are working on rebuilding our coop and flock.
$109 per night
Private room in Crestwood
Charming suite in Bourbon Country
A great base for bourbon tours, the Derby, Louisville and Central KY attractions. Easy access to I-71, 25 minutes from downtown Louisville. 5 minutes from distillery, brewery, and botanical gardens in scenic Oldham County. A beautiful spot off the beaten path to relax and recharge. Private two bedroom basement suite with natural light, dedicated entrance, and privacy. Shared outside covered deck and yard with mature trees. 1 queen, 2 twin beds, 1 queen air mattress.
$91 per night
Home in La Grange
Little Blue Cottage on Main Street, La Grange KY
Our quaint blue cottage right on Main Street gives you a front row view to one of the last main rail lines through a downtown area in America! -Walking distance to multiple restaurants, coffee shops, and antique stores -10 minutes from Jefferson's Reserve Distillery -25 minutes from downtown Louisville - Central to the bourbon trail with over 20 distilleries less than an hour away - On the Alley Loop as showcased on HGTV
$134 per night

Stay near Crestwood's top sights

Yew Dell Botanical Gardens22 locals recommend
Cravings Byanca3 locals recommend
Rikishi4 locals recommend
3rd Turn Oldham Gardens10 locals recommend
The Maples Park4 locals recommend
Kentucky Artisan Distillery12 locals recommend

Other great vacation rentals in Crestwood

Private room in Prospect
Private one bedroom luxury suite w/patio
$47 per night
Home in Pewee Valley
Bourbon Trail*Minutes to Louisville*HOT TUB
$272 per night
Guest suite in Louisville
Middletown Private Guest House
$89 per night
Apartment in Pewee Valley
Loft in Pewee Valley
$75 per night
Guest suite in Louisville
1BR Sterling Springs Guest Suite
$85 per night
Tiny home in La Grange
Brakeman's Cottage
$108 per night
Guesthouse in Louisville
HIghlands Modern Get Away
$89 per night
Home in Louisville
Charming Bungalow on 1.5 Acres in Amazing Location
$184 per night
Private room in Louisville
Large room with private bath in quiet neighborhood
$47 per night
Guest suite in Louisville
Derby City Hideaway
$98 per night
Apartment in Louisville
Studio suite with secret movie room! Sleeps 4.
$90 per night
Guest suite in Louisville
Spacious guest suite on first floor.
$92 per night

Other types of stays on Airbnb

  1. Airbnb
  2. United States
  3. Kentucky
  4. Oldham County
  5. Crestwood