Vacation rentals in Bennington

Rainwood Cottage in the trees near the lake.

Take it easy at this unique and tranquil getaway, what was once a barn has been transformed into a 4 bed, 2 bath, 1850 sf Cottage nestled in an 8 acre grove of trees surrounded by 80 acres of farm ground. Only a couple of neighbors. This is truly a relaxing and unique place. Most of the ceilings and closets are lined with Red Cedar from Eastern Nebraska. Lake Cunningham is 1/2 mile to the east offering Bike trails, walking trails, 18 hole disc golf course, kayaking, paddle boarding and fishing .

4-Bedroom Retreat with Outdoor Space & King Bed

Discover comfort and space in this 4bedroom, 2.5bath beautifully designed home in Omaha! Perfect for families or groups, this stylish retreat features a open concept living room, 2 FULL dining tables and dining areas, a fully equipped kitchen, along with 4 cozy bedrooms two equipped with KING bed's and two queens for a restful stay. Located in a quiet neighborhood with easy access to shopping, dining, and major attractions. Enjoy the perfect blend of relaxation and convenience during your visit!

Charming Guest Cottage

Take it easy at this unique and tranquil getaway. Maximum 2 guests - No guests under the age of 12. A peaceful guest cottage located on the outskirts of Omaha and set on 2 acres that is shared by the owner’s 100 year old farmhouse and barn, you will relax and recharge at this charming cottage. The cottage is located down a short gravel lane shared by the owners. When it rains expect to walk through puddles. In the winter, if we have a heavy snow expect our shovels as soon as the day starts!

Dahlia House (A-Frame, Sauna, Wood Fired Hot tub)

Dahlia House is a modern A-frame retreat for two in the heart of Omaha’s Benson Creative District. Thoughtfully curated, as featured in Architectural Digest, it features many unique touches and amenities — sauna, wood-burning hot tub, etc. — to help you find what exactly what you need, and to leave rejuvenated. Please note: Each stay is curated with great care, and we have a firm cancellation policy. Dahlia House hosts two registered guests only, and no unapproved visitors are permitted.

Private Walkout Basement;FullWasher/dryer

Enjoy a private walk-out basement located in a West Omaha, family-friendly neighborhood! The house backs up to a beautiful walking path that runs parallel to the creek and a prairie reserve. We have two dogs, so if you bring a pet, please know the backyard is a shared space! Pets are certainly welcome! We are passionate about hosting guests and creating comfortable and cozy spaces. At our other Airbnb property, we get a lot of comments about the comfy beds, and we have the same kind here!

Grain Bin Getaway

Nestled at the foot of the Loess Hills, this repurposed grain bin is a sight to see. Every inch of the inside has been customized for a relaxing and luxurious experience. Conveniently located just 30 minutes from downtown Omaha, as well as within a quick drive to numerous state parks. There is even an external electrical hook up for campers. Finally, our grain bin includes 20 acres of the Loess Hills to explore. We recommend hiking to the top of the ridge for sunset. It's breath taking.

Family friendly house/Holiday Decor/ SwimSpa

Heated 11 people swim spa pool available all year round. Enjoy at this charming, modern FAMILY-FRIENDLY home, conveniently located in a beautiful a quiet area. Located few minutes from shopping centers, Village pointe, and the Dodge expressway. Relax next to the fire place, at the furnished patio and the huge back yard or while watching TV. 2 bedrooms and 2 bathrooms located on the main floor. Additional bedroom and bathroom are in the basement. NO PARTIES as per Airbnb rules

Private Space, Walk-Out Basement of suburban home.

Our cozy, quiet, home backs to walking trail, creek & prairie. Easy access to interstate, restaurants & shopping. You have private access to our walk-out basement w/bedroom, living room, bathroom, and kitchenette, + board games, books, ping pong, our backyard and a nearby park. The bedroom has a Cal King bed & dark, cool sleeping. The family room includes two twin beds and a twin mattress on floor, plus our large comfy sofa and floor to ceiling windows showcasing our green space.

Willow Wood Wonder | Luxury Living | Insta Wall

⭐️Read my reviews!⭐️ Welcome to the Willow Wood Wonder! Located within this picturesque neighborhood, is this stylish, contemporary home ideal for families, or business travelers! Inside you’ll find multiple living areas, a gourmet kitchen, 4 generous bedrooms, ultra-modern bathrooms and a spacious yard with a decked patio, BBQ and outdoor lounge. You’ll be just minutes from Topgolf, the Zoo, museums & Downtown and only a 5 min walk to many restaurants all right on your doorstep.

The Hidden Garden at Blackstone

Newly renovated second floor of a carriage house located on a historic property in the popular Blackstone District. Shares an acre of land with the main house, built in 1892 and occupied by the owners. Although situated in the middle of the city, the unit feels secluded from its urban environment and looks out onto a garden surrounded by trees, shrubs and flowers and is in walking distance to many restaurants and bars in both the Blackstone District and Midtown Crossing.

Relax in Style! 5BR Home, Hot Tub & Games!

Step into your perfect getaway! This spacious, family-friendly home accommodates up to 16 guests and is just 25 minutes from the Zoo and Downtown, and 30 minutes from Omaha Airport. Unwind in the year-round hot tub, enjoy the 3-car garage, and relax with plenty of games for all ages. This pet-friendly retreat is ideal for relaxation and adventure! **Not a heated Pool, set to open by Memorial Day through Labor Day Weekend**

Hidden GEM “Better Dayz” near Blackstone, Downtown

Relish in the ambiance and modern vibes of this comfortable and spacious 1 bedroom apartment. The “Better Dayz” residence is the perfect environment for a luxurious and relaxing vacation. You'll find a fully equipped kitchen, speedy Wifi, your own parking, and a very comfy bed. Better Dayz is also located in the Heart of Omaha and minutes away from some of the cities most beloved restaurants, stores, and nightlife.