Vacation rentals in Underwood

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Top-rated vacation rentals in Underwood

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

Guest favorite

Train in Lawrenceburg

4.98 out of 5 average rating, 250 reviews

Bourbon Trail: Caboose on the Farm

Nestled under the shadows of elm trees on a working cattle farm, The Southern x525 Caboose is now resting in the heart of the Bourbon Trail. Maintaining the industrial feel of an authentic caboose, while bringing in the warmth of handcrafted woodwork design, the Caboose on the Farm creates a unique experience like no other! Queen bed, twin bunk-beds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

Aug 30 – Sep 6

R2,795 ZAR per night
Guest favorite

Farm stay in Williamstown

4.99 out of 5 average rating, 372 reviews

Mabel’s Cabin

Rural Retreat Welcome to Simpson Ridge Farm Come stay at our Amish-built cabin, nestled on a 3rd generation family-owned farm, in the heart of the pastoral Kentucky bluegrass. Take in the tranquil views on the front porch or back deck, as your surrounded by God's creations. This 420 sq. ft cozy retreat offers a comfortable queen size bed, full bath with walk-in shower, WiFi, and an equipped kitchen. Convenient location minutes from The Ark Encounter, Exit 154 on I-75 in Williamstown, Ky.

Mar 18 – 25

R2,424 ZAR per night
Guest favorite

Cabin in Henryville

4.96 out of 5 average rating, 277 reviews

Stone Creek Cabin Retreat

Welcome to Stone Creek, a private 3 acre estate conveniently located minutes to Louisville, KY. This is the Ultimate Getaway! Upon entering the premises, you will find a custom iron security gate requiring coded access. Stone Creek boasts 2500+ sq ft of luxury living space complete with a full kitchen, laundry, and office. Guests will have full use of the grounds including the hot tub, fire pit, and the numerous covered decks & patios. Perfect romantic getaway or multi person retreat.

Dec 23 – 30

R9,190 ZAR per night

Popular amenities for Underwood vacation rentals

Other great vacation rentals in Underwood

Guest favorite

Guest suite in Jeffersonville

4.93 out of 5 average rating, 149 reviews

RIView 103. Modern Waterfront Suite Kentucky Derby

Dec 10 – 17

R2,767 ZAR per night
Guest favorite

Guesthouse in Louisville

4.93 out of 5 average rating, 773 reviews

HIghlands Modern Get Away

Jun 4 – 11

R1,706 ZAR per night
Guest favorite

Cabin in Bedford

4.97 out of 5 average rating, 218 reviews

River Rock Cabin

Aug 22 – 29

R2,471 ZAR per night
Guest favorite

Home in Stamping Ground

4.97 out of 5 average rating, 596 reviews

Buffalo Springs Distilling Company

Feb 26 – Mar 5

R2,988 ZAR per night
Guest favorite

Loft in Seymour

4.96 out of 5 average rating, 111 reviews

Spacious loft in downtown Seymour!

Mar 13 – 20

R1,498 ZAR per night
Guest favorite

Apartment in Salem

4.97 out of 5 average rating, 147 reviews

Private rural retreat studio

Apr 17 – 24

R1,235 ZAR per night
Guest favorite

Treehouse in Georgetown

4.94 out of 5 average rating, 166 reviews

★Escape & Relax ~ Breathtaking Creekside Getaway★

Oct 7 – 14

R3,170 ZAR per night
Guest favorite

Home in New Pekin

5.0 out of 5 average rating, 35 reviews

Country farm home

Nov 1 – 8

R2,259 ZAR per night
Guest favorite

Cottage in Floyds Knobs

5.0 out of 5 average rating, 66 reviews

Bright and Cheerful 1 Bedroom Cottage

Jan 21 – 28

R1,950 ZAR per night
Guest favorite

Apartment in Charlestown

4.92 out of 5 average rating, 38 reviews

Cozy hideaway on Yankee creek.

Jan 29 – Feb 5

R2,040 ZAR per night
Guest favorite

Barn in Sellersburg

4.97 out of 5 average rating, 38 reviews

WKU Man Cave (Efficiency Apartment)

Jan 1 – 8

R1,763 ZAR per night
Guest favorite

Home in Salem

4.87 out of 5 average rating, 46 reviews

Vintage 1910 Cottage Home

Mar 12 – 19

R1,735 ZAR per night

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