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.

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

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 .

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.

Villa Saddlebrook

🌟 Charming Northwest Omaha gem! A lovely 3-bedroom, 2-bathroom home with flexible space perfect for families or remote workers. 🛋️ Master suite boasts a king bed, plus 2 other queen bedrooms. Unwind in the sitting area with TV, or relax in the cozy basement with its own queen bed, sitting area, and TV. Fully equipped kitchen, laundry, and 2-car garage - all surrounded by serene nature views. 🏞️ Close to Standing Bear Lake, Omaha Hospitals, and local attractions. Your peaceful retreat awaits!

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.

Modern Home in NW Omaha

Bring the whole crew - No sharing bathrooms required. This spotless, newly updated 3-bedroom, 3-bath home is built for families and groups who want space, comfort, and an easy stay. Every bedroom has its own bathroom. Need an early check-in? Just ask and we'll do our best to make it happen! Minutes from Village Pointe shopping, dining, and movies, with hosts who go above & beyond—families consistently give us 5-star reviews. Book with confidence.

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.