
Holiday rentals in Bennington
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Top-rated holiday rentals in Bennington
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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.

Central Omaha Lux - Close to everything w/King bed
Indulge in modern comfort in the heart of it all a this Omaha retreat! This professionally designed and spacious home features 4 large bedrooms, 3 bathrooms, and secure garage parking. Sleek finishes and an open‑concept layout create a perfect style ideal for families or groups. Located just minutes from dining, shopping, and entertainment, you’ll enjoy both convenience and luxury. Whether you’re traveling with family, colleagues, or friends, this haven has everything you need for a great stay

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!

Historic Second Floor Apartment near Downtown CB
Upper floor apartment in a tree lined historic neighborhood. Walking distance to our vibrant downtown and several parks. A short drive to airport, IWCC, sports fields, downtown Omaha. 10 minutes to CHI and the NCAA Men’s Basketball Championships. Includes bedroom, living room, kitchen, bathroom and a seasonal sun porch. Use of outdoor spaces such as front porch and back patio shared with main floor guests. It is a historic home so will have your usual quirks that come with an older home.

1 Bed/1 Bath Midtown Condo-6 minutes to Downtown
Cozy 1 bed/1 bath condo located in Midtown on the 9th floor of one of Omaha’s iconic mid-rise buildings with outstanding views of downtown. Minutes from the Downtown, the Old Market, restaurants, entertainment, UNMC, Creighton, and UNO, this stylish condo features electronic locks for self-check-in, Wi-Fi, 2 Smart TVs, free off-street parking, and a secured building. Plus, enjoy the well-stocked kitchen, newly renovated bath with oversized, zero-entry shower, and onsite laundry facilities.

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.

Coastal Retreat Getaway, Secluded, Off 370/I-80
Step into a private and cozy space. Relax watching TV in bed or on the couch. This place is part of our walk out basement, so you may hear day to day living upstairs. For your safety there is a Ring camera installed at the entrance and will light up the entryway when it’s dark. Parking is on the well lit public street. Easily walk up our dedicated Airbnb sidewalk, no steps, walk around to the back of the house. You’ll be in a serene space that makes you feel right at home.

Nestled in Nature
A mother-in-law suite perfect for individuals to families looking to stay in the prestigious Millard area. We are steps away from gorgeous Lake Zorinsky, golf courses, shopping, and other amenities. You can expect a friendly neighborhood, a full kitchen, gas fireplace, and natural light! Our shared backyard has a large fire pit, outdoor dining, and the gorgeous NE sunset. Lastly, check in is 6p and check out is 10a. *Please expect some noise from the main residence, above*

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.

Contemporary Furnished Home
A cozy place with contemporary furnishing. A home away from home of your own with gated concrete driveway. Tennis court area welcomes you each day for your daily exercise. Full kitchen and laundry are among the amenities provided for your additional comfort. Grocery stores and restaurants are just minutes away to satisfy your cravings early morning or late nights. Multiple gas stations & churches are are just around the corner.

Warm & Welcoming Home
Newly remodeled and freshly furnished! Relax with the whole family or a group of friends at this comfortable home in West Omaha. Close to shopping, restaurants, coffee shops, golf courses, park, walking trail, and more, this home is a perfect place to unwind and recharge while away. Enjoy the spacious fenced back yard, deck and chairs. Exceptional neighborhood park nearby and toys for the kids in the garage.
Popular amenities for Bennington holiday rentals
Other great holiday rentals in Bennington

Steps from Night Life • King size foldout & Queen

Conveniently located. Private room. Great Value!

Relaxing Lake Home near Omaha; sleeps 9; 3 baths

Luxury Retreat- Modern 5BR Ranch in Bennington

“The Duke” in Charming Old Towne Elkhorn

"Cozy Cottage" Getaway, Hot Tub & Fireplace Benson

Lovely West Omaha (Elkhorn) Guest Suite

Quiet home, couple mins to Costco Walmart Target
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- Eugene T. Mahoney State Park
- Mt. Crescent Ski Area
- Omaha Country Club
- Fun-Plex Waterpark & Rides
- Platte River State Park
- Lake Manawa State Park
- Cellar 426 Winery
- Quarry Oaks Golf Club
- ArborLinks
- Omaha Children's Museum
- Bob Kerrey Pedestrian Bridge
- Firethorn Golf Club
- Union Pacific Railroad Museum
- General Crook House Museum
- Star City Shores
- The Durham Museum
- Boulder Creek Amusement Park
- Soaring Wings Vineyard and Brewing
- Deer Springs Winery
- Glacial Till Cider House & Tasting Room
- Silver Hills Winery
- James Arthur Vineyards




