Holiday rentals in Bennington

Quirky Mid-Century Studio Near Omaha Favorites

Welcome to The Quirky Place a cozy, private Omaha studio with mid-century charm, modern touches, and personality. This comfortable space includes a Murphy bed with a super comfortable mattress, and a sofa bed, a 3/4 bath, fully stocked kitchen, driveway parking, space for up to 4 guests. Perfect for a quick getaway, work trip, concert, medical visit, family stay, or weekend get away. Cheerful, comfortable, a little unexpected, and easy to settle into...a bit more fun and a lot more interesting.

New home made for families- Tranquility Retreat

Crafted with the whole family in mind, make Tranquility Retreat your Homaha away from home. Enjoy the cleanliness and comfort of this new-construction home. Just minutes from many major amenities in NW Omaha, Tranquility Retreat can be your getaway for sports, weddings, and events for you and your whole family. This home has been custom-designed for fun and comfort with vibrant colors, layout, and premium amenities. Make this the better alternative to the same old accommodations in Omaha.

Private Waterfront Lake House | Near Omaha

Modern lakefront retreat in Valley, minutes from Omaha, the Elkhorn Athletic Association, DC West, and wedding venues such as Countryside and A View West Shores, plus Village Pointe. Located on a peaceful no-wake lake, this home features open living, water views, a king suite, queen bedroom, full-over-full bunk room, and loft sleeping area. Ideal for weddings, tournaments, school events, and weekend getaways. Enjoy sunset views and a relaxing lakeside setting with direct backyard lake access.

"Cozy Cottage" Getaway, Hot Tub & Fireplace Benson

Charming cottage nestled in Omaha's vibrant Benson neighborhood, near 60th & Manderson. 15 mins Downtown, Convention center, ball park, Zoo & Museums Perfect for a quiet getaway, romantic retreat or extended work stay with a mix of privacy & convenience. Fully equipped kitchen, modern bath, comfortable bed, easy to use gas fireplace (off during hot summer months) and Hot tub for 2 on private deck. Benson is known for it's live music, unique restaurants, craft breweries and local shops.

Blue Diamond Dream.

This home is very spacious, sleeps 17 people at once comfortably, fantastic neighborhood & a fun place for both kids & adults. It's definitely designed to fit the needs of multiple families at the same time. The master Suite is on the main floor. This home accepts pets, children, & anyone with good intention. 2 full kitchens, gas stove on main & electric stove downstairs. Convenience stores are nearby such as Cassey gas station, Valentino's pizza, Runza resturant, Nail shop, & Subway.

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.

​Spacious Omaha Getaway | Pet-Friendly & Central

Spacious Omaha Retreat | Long-Stays Welcome Experience the perfect Omaha home-away-from-home! Whether you’re here for a weekend or a long-term stay, our sun-filled, pet-friendly space is ready for you. Location: 15 mins to the Zoo & Downtown; 5-10 mins to local dining/shopping. The Vibe: Modern, quiet, and spacious—perfect for families or remote work. Flexibility: Monthly stays available! Fully equipped for extended comfort. Book your short or long-term Midwest getaway today!

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.

Hangar 1 with a river view

Large secluded home with a private drive and an amazing view! This three bedroom, three full bath home with an aviation theme, has plenty of space with a view of the Missouri River and a hot tub off of the master. Three queen beds, a twin with a twin trundle, and a pull out couch can sleep up to 10. Foosball and air hockey tables. There is a bike path at the end of the driveway and only a 7 min drive to Eppley Airfield.

Highland Hideaway

Cozy apartment with fireplace; Enjoy a morning cup of coffee or an evening glass of wine on the patio. Located in the lower level of my home--Private entrance with key code entry and off-street parking. Easy access to I-80. The perfect setting for a romantic getaway, family visit, fun-filled girls' weekend, or business trip. Whoever you are and whatever your needs may be, I invite you to come enjoy my Highland Hideaway!

OmaStay| 25 Min to Zoo & Downtown| Kids Playground

Welcome to OmaStay, your cozy home in Omaha! Just 30 minutes from Downtown and the famous Henry Doorly Zoo, our home is perfectly located for families and travelers. Enjoy easy access to Standing Bear Lake and nearby parks and playgrounds for kids. Relax in a quiet, welcoming space after a day of exploring. Whether you’re here for fun or a peaceful getaway, OmaStay is the perfect place to create lasting memories.