
Vacation rentals in Bennington
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Bennington
Guests agree: these stays are highly rated for location, cleanliness, and more.

The Blue Door Place - Florence, Indiana
Relax with your friends and/or family at this newly renovated place to stay. Watch the beautiful sunrise/sets over the Ohio river! Conveniently located between Cincinnati & Louisville and less than an hour from Ark Encounter, Creation Museum, downtown historic Madison, Lawrenceburg and more! Less than a mile from Belterrra Casino and only 8 minutes from Vevay. Boating? There are several public boat ramps, less than 10 minutes away. Golfing? Beautiful golf courses also within a 10 minute drive.

Studio Apartment w/ Beautiful View!
Come and stay a while in this charming and unique studio apartment. Located in the heart of historical Aurora, IN, you can walk to all the shops, parks and restaurants! Step out onto your private patio and enjoy your view of the Ohio River! It’s the perfect romantic getaway. We are also pet friendly so if you want to bring your furry friends we are happy to host them as well, just be aware that there is a $100 fee that covers our additional cost. Just add them with your guests at checkout.

Cheerful 2 BR cabin on 48 acres with ponds/firepit
From the bubbling hot tub, take in the country air and tranquility at this breathtaking 48 acre (completely private) two bedroom, two bath cabin centrally located between the Ark and the Creation Museum. Enjoy a cup of coffee or glass of wine around the majestic firepit overlooking the rolling meadows. Enjoy pristine ponds (with LED fountains) to fish and swim. Watch deer and turkey roam the property. Hike the trails which include a frisbee golf course designed to take in the scenery.

The Cabin
As you walk in, The Cabin wraps it's arms around you and says " Welcome home." You can feel the stress leave you as you settle in for your stay at this scenic cabin on 9.8 wooded acres. Fully furnished, spacious 1 room cabin with stone wood burning fireplace, equipped kitchen, bath with shower and twin over queen bunk bed. Refresh your mind & soul on the covered back porch overlooking the mature woods. Enjoy watching the abundant wildlife, including turkeys, deer, chipmunks and squirrels.

Madison's only Yurt experience!!!
You'll love this unique and romantic escape in the hills of southern Indiana! Located just 20 minutes from beautiful downtown Madison and Vevay. Enjoy the countryside in your very own yurt. Come relax after a hard day of shopping in downtown Madison or after a late night at Belterra casino. You will love the warm inviting boho style of decor while enjoy the beautiful sunsets from the deck. The stars look so close you could touch them from the grassy hillsides of this enchanting property.

The Dibble Treehouse
Welcome to The Dibble Treehouse! This cozy haven accommodates 4 guests and boasts all the amenities for an unforgettable stay. Relax in the hot tub or sauna, gently swing in the suspended bed or hanging chairs, and savor meals at the outdoor picnic table. The full kitchen is equipped for your stay and the wrap around porch offers stunning views. Enjoy evenings by the fire pit or take in your favorite shows on the smart TV. Book this stay to fully recharge and reconnect with nature!

Cabin on the Ridge: The Sequel
Welcome to the area's first new construction short term rental tailored for you, the guest. This contemporary cabin is nestled in the woods right in the heart of Amish country. This is the perfect destination for those who want to getaway yet enjoy the unique beauty of Historic Downtown Madison (25 minutes) recognized as "The prettiest small town in the Midwest" or chase waterfalls at Clifty Falls State Park (25 minutes). •Fast wifi •Roku TV •Keurig (K-Cups Available)

Secluded Country Home in Historic Hoosier Hills
You’ll love the property because of the private secluded location and the views. The property is good for couples, solo families (with kids), all girls/boys gatherings and big groups. The house has over 1900 square feet of living space plus a sunroom looking over the pond and woods. There are two TVs with cable connection and one tv with an antenna. One TV is in the common living area and the other tv's are in two bedrooms, Catch and release fishing is permitted.

The Treehouse - Hot Tub - Indoor Pool Get Away!
The Treehouse is a perfect retreat! It is secluded by the hills surrounding Madison. Complete privacy, yet 5 minutes from downtown, or hilltop. Year-round views of the beautiful hills of Kentucky. Winter views of the Ohio River and downtown. The house has stunning ceilings made from coastal cedar off an island near Vancouver, British Columbia and beautiful skylights in the studio and indoor pool area. This is an Adults only property. 2-night min.

Cozy Farmhouse Retreat in Historic District
Located in the Historic District in Madison! Lisa and Richard co-own and co-host this recently updated cottage. Welcome to our cozy, chic Farmhouse Retreat. It is one block from Main Street, featuring so many charming shops, restaurants, and historic buildings for which Madison is famous. Only three blocks from the mighty Ohio and a short five-minute drive to Clifty Falls State Park. We fell in love with Madison and know you will, too.

Northside Hideaway
The 'Northside Hideaway' is a cozy, quiet studio connected to my newly renovated home nestled in the hills of Mt. Airy Forest in Northside. Just minutes from Clifton, Over The Rhine, and Downtown Cincinnati, It provides the perfect amount of urban serenity. PLEASE NOTE: There is a STRICT TWO GUEST MAXIMUM for all reservations. No exceptions. *Also, there is a 24 HOUR SECURITY camera on the front porch for guests & the space alike.*

Hilltop Dome, 42 secluded acres in nature
Our Geodome is tucked away on 42 private acres exclusively for you and your guest Enjoy the stars at night, fire pit, hot tub, high speed internet, washer dryer, and smart TV . The Dome is equipped with a 2 ton mini split that will keep you warm in the winter and cool in the summer We are conveniently located within 15 miles of Madison, IN, Vevay, IN, Clifty Falls, Belterra Casino, also within 62 miles of Cincinnati and Louisville.
Popular amenities for Bennington vacation rentals
Other great vacation rentals in Bennington

The Main Stay - Steps from Shops & Dining on Main

Cozy Riverside Cottage sleeps 4 Very Peaceful

Glenda’s Overlook

Romantic Carriage House in Historic Rivertown

Delaney's Saloon

Little Lamb Retreat at the river

The Rosa Stay a Historic Gem in Downtown Madison

Braytown Hills - Cozy home w/ wildlife views!
Destinations to explore
- Western North Carolina Vacation rentals
- Chicago Vacation rentals
- Nashville Vacation rentals
- Gatlinburg Vacation rentals
- Northeast Ohio Vacation rentals
- Pigeon Forge Vacation rentals
- Indianapolis Vacation rentals
- Asheville Vacation rentals
- Pittsburgh Vacation rentals
- Downtown Chicago Vacation rentals
- Southern Indiana Vacation rentals
- Detroit Vacation rentals
- Ark Encounter
- Great American Ball Park
- Buffalo Trace Distillery
- Creation Museum
- Perfect North Slopes
- Cincinnati Zoo & Botanical Garden
- Cincinnati Music Hall
- Newport Aquarium
- Valhalla Golf Club
- Smale Riverfront Park
- Cincinnati Art Museum
- National Underground Railroad Freedom Center
- Contemporary Arts Center
- Paycor Stadium
- Krohn Conservatory
- University of Cincinnati
- Duke Energy Convention Center
- Heritage Bank Center
- Xavier University
- Hard Rock Casino Cincinnati
- Big Bone Lick State Historic Site
- Jungle Jim's International Market
- Newport On The Levee
- TQL Stadium




