Holiday rentals in Bennington

Dundee Craftsman, century old-beautifully updated

Our family-run business presents one of the finest Airbnb's in the Omaha area with over 90 five star reviews. This updated craftsman-style home is set up for guests only. Perfect for weekends, business trips & longer stays. Highlights include: premium furnishings, all memory foam mattresses, expansive fenced-in backyard, gigabit WiFi, & 2 large 4KTVs. Dundee is a historic midtown neighborhood boasting great restaurants, bars, & unique businesses. Close to UNMC, Blackstone, TD Ameritrade, & more.

Junie B's

5 minutes to brand new War Horse Casino, 7 minutes to interstate, and 15 minutes from the Old Market district! There’s no shortage of things to do nearby, with numerous attractions, parks, shopping centers, and dining option all within a 5–20-minute drive. Plus, Family Fare grocery store is just a 3-minute walk down the street! The Old Market in Omaha offers a variety of local restaurants, shops, stunning architecture, and vibrant scenery, blending the city’s rich history with its modern charm.

Modern Omaha Farmhouse

Stay in one of Omaha’s top rated vacation rentals (consistently in top 10 of 700+ properties). Designed with the Scandinavian spirit of hygge (meaning coziness or comfort), this unique SW Omaha 1 1/2 story home has everything needed to be your home away from home. Recently renovated with new appliances, flooring, bedding and decor throughout, adorned in a Nebraska theme, from Farmhouse to College World Series. Perfect for vacations, families, weddings, professionals & holiday rentals!.

Buffalo Hallow Manor | Arcade, Pool Table, Firepit

🏡 The Manor at Buffalo Hollow – Charming Tudor Retreat Step into a storybook escape with modern comforts at this cozy home 🚪 Main-Floor Convenience – Two bedrooms + full bath on the main level, great for avoiding stairs 🏃 Treadmill Onsite – Stay active during your stay ⚾ CWS-Ready Location – Just a short drive to Charles Schwab Field for College World Series fans! 📍 Centrally Located – Quick access to dining, shopping, bars 🎉 Perfect for reunions, birthdays, & bachelorettes!

Charming 4 BD 2 BA, Zoo, DT, Old Market, CWS

Your Ultimate Holiday Getaway! Starting November 4th, step into a winter wonderland as this charming home transforms with festive cheer, featuring a dazzling 6-foot Christmas tree, sparkling ornaments, and whimsical holiday décor. Located in the heart of Omaha’s historic Little Italy neighborhood, you’re just minutes away from all the city's top attractions—explore the Old Market, stroll through Little Bohemia, or stop by the Zoo. Quick access to the airport, and the CHI Health Center!

Dundee Charm – Bestselling Airbnb in Omaha

This is the best selling Airbnb in the Omaha area with over 220 perfect reviews. Our family-run business offers this large, yet cozy, home in historic Dundee, classic Americana in central Omaha. Amenities include revamped wood floors, updated kitchen & bathrooms, all memory foam beds, fenced-in backyard, patio seating, grill & off-street parking. Nearly all furniture is new! There's Smart TV’s in each bedroom, gigabit Wi-Fi & a 4KTV in the living room with premium streaming options.

Rockbrook Oasis - Centrally Located - Sleeps 12

Welcome to this charming Omaha home, centrally located for easy access to key attractions like Henry Doorly Zoo (10 miles), Charles Schwab Stadium (12 miles), and CHI Health Center (12 miles). Newly renovated in 2024, this modern space offers three bedrooms, 2.5 bathrooms, and two living rooms. Outside, enjoy a covered patio with seating, a barbecue, and a pool (Open May 1st - September 30th). Please Note: No pets allowed. Feel free to inquire for more details.

The 54th Street Bungalow

Forget your worries in this spacious and serene two bedroom nook! This home sits just a short walk, scooter, or Uber from the popular Downtown Benson District. The Benson District is fun little strip full of great foodie spots like Yoshitomo which is the best sushi spot in town! You can also find a few local watering holes, live music and great coffee at Hardy Coffee. -12 mins to Airport! -12 mins to Zoo! -10 mins to The Old Market! -10 mins to CWS!

Family Home/no cleaning fee

Experience the ultimate comfort and relaxation in this charming four-bedroom, two-bath Airbnb nestled in the serene Millard area. This cozy retreat offers easy access to major streets and Interstate 80, making it an ideal choice for travelers. Sink into plush beds adorned with luxurious linens, providing a restful night's sleep. In the heart of the home, a fully equipped kitchen awaits, with top-of-the-line appliances and ample counter space.