Vacation rentals in Bennington

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Top-rated vacation rentals in Bennington

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

Guest favorite

Cabin in Owenton

4.86 out of 5 average rating, 299 reviews

Rustic Container Cabin on Beautiful Farm Near Ark

*New covered deck & sitting area!* No cleaning fees!* Cozy memory foam mattress!* 32" Smart TV!* Kentucky Oasis!*Soak up the vintage and rustic charm of this fully renovated container cabin. Nestled next to the woods, you'll enjoy a private stay on the ridge of our farm. Explore over 200 acres, go fishing in the creek, throw some steaks on the grill, sit back and relax while sipping on some local Kentucky bourbon. This is a custom built container cabin with treasures used from all over our farm.

Jul 13 – 20

G$23,076 GYD 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

G$26,800 GYD per night
Guest favorite

Apartment in Madison

4.99 out of 5 average rating, 199 reviews

Rivers Edge-Historic Hunger House-Upstairs-Madison

A unique blend of historic character and contemporary comfort! Floor to ceiling windows, amazing staircase and hardwood flooring with modern kitchen & bathroom, this UPSTAIRS unit with private entrance will be your oasis. The balcony, w/view of the Ohio river, is perfect for early morning coffee or relaxing after a busy day of touring Madison. WELCOME to the River's Edge! Extended stay (week-mo) discounts 21%-49%. Rent one or both floors (See "River's Edge II-listing) SEND INQUIRY FOR PRICING

Feb 13 – 20

G$19,486 GYD per night

Popular amenities for Bennington vacation rentals

Other great vacation rentals in Bennington

Superhost

Cabin in Patriot

4.82 out of 5 average rating, 170 reviews

Goose Creek Getaway--A Classy Country Cabin

Jun 29 – Jul 6

G$27,960 GYD per night
Guest favorite

Cabin in Vevay

4.97 out of 5 average rating, 59 reviews

The Cabin

Feb 25 – Mar 4

G$21,196 GYD per night
Guest favorite

Home in Vevay

5.0 out of 5 average rating, 45 reviews

Braytown Hills - Cozy home w/ wildlife views!

Dec 12 – 19

G$26,824 GYD per night
Guest favorite

Home in Vevay

4.92 out of 5 average rating, 51 reviews

Riverside cottage sleeps 4

May 19 – 26

G$26,229 GYD per night
Guest favorite

Home in Madison

5.0 out of 5 average rating, 80 reviews

Vineyard Château - peaceful country setting!

May 20 – 27

G$40,699 GYD per night
Guest favorite

Farm stay in Glencoe

4.88 out of 5 average rating, 8 reviews

Carriage House w King bed, Lux bath, amazing views

Nov 7 – 14

G$19,904 GYD per night
Guest favorite

Farm stay in Vevay

4.96 out of 5 average rating, 24 reviews

The Bolton Ranch - The Lodge

Nov 29 – Dec 6

G$51,154 GYD per night
Guest favorite

Cabin in Versailles

4.99 out of 5 average rating, 86 reviews

Mamaws Cabin Hot tub, Creation Museum, Skiing

Nov 18 – 25

G$27,240 GYD per night
Guest favorite

Home in Versailles

4.8 out of 5 average rating, 10 reviews

School Days

Aug 29 – Sep 5

G$23,763 GYD per night
Guest favorite

Cabin in Madison

4.99 out of 5 average rating, 76 reviews

Wolf Creek Cabin

Jan 11 – 18

G$40,150 GYD per night
Guest favorite

Home in Florence

4.97 out of 5 average rating, 29 reviews

The Blue Door Place

Oct 5 – 12

G$25,658 GYD per night
Guest favorite

Apartment in Dillsboro

4.98 out of 5 average rating, 59 reviews

B-Lovely 2-bedroom unit In Dillsboro, IN Cottage B

Aug 24 – 31

G$20,310 GYD per night

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