Holiday rentals in Bennington

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Bennington

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

%{current} / %{total}1 / 1
Top guest favourite
A game room featuring a stylish pool table beside a decorative wall with a glowing neon sign. Comfortable seating arrangements are visible in the background, complemented by light-colored flooring and a contemporary design that encourages relaxation and entertainment.
Home in Bennington
4.96 out of 5 average rating, 26 reviews

Stunning 5BR Villa, Large Hot Tub & Scenic Yard!

Step into this stylish and spacious retreat, crafted for relaxation and fun! With 5 bedrooms, 3.5 bathrooms, and endless entertainment like a pool table and board games, it’s ideal for families and groups of up to 12. Unwind in the fenced backyard with a BBQ, a large year-round swim spa, or a 10-person hot tub! Conveniently located near lakes, parks, shopping, and Omaha’s best attractions, this home offers the perfect mix of comfort and adventure. Get ready for an unforgettable getaway filled wi

Top guest favourite
A cozy living space features a plush sofa facing a decorative mantel with a fireplace. In the background, a kitchen with modern appliances is visible, complemented by bar seating for three. Soft lighting overhead enhances the inviting atmosphere.
Flat in Keystone
4.92 out of 5 average rating, 726 reviews

Comfortable Apartment in North/Central Omaha

Our place is 15 min. from Omaha's zoo; 10 min from the Old Market; 5 min. from shopping/restaurants; 15 min. from the airport, and for nurses 3-10 min. from several hospitals. The 1000 sq. ft. apartment occupies the lower level of our house with a separate entrance and patio. SANITATION PLEDGE: We are taking extra measures to make sure your rented space is safe. At each cleaning, we use disinfectant to wipe down all surfaces, handles, railings, light switches, remote controls and appliances.

Guest favourite
A cozy living area features a plush couch and two accent chairs in rich purple. A decorative area rug lies beneath a glass coffee table. A large TV is mounted on the wall, and a workspace with a desk and chair is set in the corner. Soft lighting enhances the serene atmosphere.
Guest suite in Omaha
4.95 out of 5 average rating, 623 reviews

Absolutely gorgeous quiet convenient with garage

Private suite located on the lower level of our home, with direct entry through the garage via key code. Guests love having immediate access and NO STAIRS!!! 8 Minutes from both main interstates. 15 minutes to downtown, the ballpark, zoo, shopping, and 20 minutes to the airport. A full-service grocery store is just 2 minutes away, offering a pharmacy, deli, pizza, liquor, and a Starbucks. Excellent restaurants are nearby, as well as Dunkin' Donuts, which features a drive-thru for convenience.

Top guest favourite
The guest cottage is positioned amidst greenery, featuring a blend of wood and metal siding. Soft lighting from the windows highlights the warm interior. A small wooden platform leads to the entrance, framed by inviting plants and a rock pathway.
Guest house in Omaha
5 out of 5 average rating, 65 reviews

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!

Top guest favourite
A colorful mug with the phrase 'Today is a good day for a good day' is positioned on a wood surface. Soft lighting from a decorative pendant adds warmth to the scene, complementing the mug's bright text.
Home in Benson
4.99 out of 5 average rating, 194 reviews

Fully equipped, centrally located gem.

This beautiful home was recently renovated with stylish finishes inside and out. It is centrally located in a quiet neighborhood surrounded by the most popular area destinations just minutes from your door – bustling historic districts, popular outdoor venues and parks, and well-established institutions UNMC, Children’s Hospital, UNO, and Creighton. You’ll also discover you’ll be within 20 minutes of other “best of Omaha sites” including The Old Market, Omaha Zoo and the vibrant Riverfront.

Top guest favourite
The A-frame exterior of the house is showcased against a twilight sky, with warm lights glowing from within. A striking red door stands at the center, flanked by large windows and a sloping roof nestled among trees.
Chalet in Benson
5 out of 5 average rating, 107 reviews

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.

Guest favourite
Two repurposed grain bins are situated on a landscaped area, featuring a small patio with seating arrangements. A vibrant flower bed is placed adjacent to the patio, and a gravel pathway leads to the entrance. Lush greenery surrounds the structure, creating a serene environment.
Tiny home in Missouri Valley
4.97 out of 5 average rating, 230 reviews

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.

Top guest favourite
A heated swim spa pool is featured, showcasing flowing water jets and a clear, inviting surface. Surrounding trees display vibrant autumn foliage, complementing the modern home in the background. The peaceful outdoor setting emphasizes a private and relaxing atmosphere.
Home in Omaha
4.97 out of 5 average rating, 178 reviews

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

Top guest favourite
A two-story home is framed by lush green trees and shrubbery. The exterior features a mix of dark siding and a steep roof. An inviting pathway leads to the front porch, where soft lighting highlights the entrance. A well-maintained lawn enhances the curb appeal.
Guest suite in Omaha
4.9 out of 5 average rating, 105 reviews

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.

Top guest favourite
A bright living area presents large windows allowing natural light to fill the space. Comfortable teal sofas and a wooden coffee table create a casual atmosphere. A dark wood TV stand supports a flat-screen television, while a soft rug lies underneath, adding texture to the floor.
Guest house in Blackstone
5 out of 5 average rating, 224 reviews

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.

Superhost
A spacious bedroom features a vibrant teal accent wall with a geometric pattern. A comfortable bed is adorned with a soft orange blanket, while two bedside lamps flank the bed, providing gentle lighting. Dark wood nightstands complement the modern design.
Flat in Midtown
4.92 out of 5 average rating, 268 reviews

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.

Guest favourite
A bright living area features a leather sofa paired with a comfortable armchair. A ceiling fan hangs above, and natural light enters through sliding glass doors, offering views of the outdoors. A minimalist coffee table and decorative accents enhance the inviting space.
Townhouse in Omaha
4.91 out of 5 average rating, 102 reviews

Modern & Charming Home near Village Pointe

- Revel in a spacious home, perfect for families or groups seeking privacy. - Newly equipped kitchen with modern appliances and breakfast counter. - Prime location near shopping, dining, and major road access for convenience. - Quiet, residential area with easy access to Omaha's popular attractions. - Experience comfort and space today; book your stay with us now!

Popular amenities for Bennington holiday rentals

  1. Airbnb
  2. United States
  3. Nebraska
  4. Douglas County
  5. Bennington