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.

Urban Oasis Studio

Escape to our Charming Guesthouse a perfect blend of comfort and relaxation. Step outside to enjoy a peaceful patio with a soothing waterfall. Stay comfortable A/C and heating, and cozy up next to the beautiful fireplace. High-speed Wi-Fi and a large TV are provided for your entertainment. On a fenced 3/4 acre lot, access to an outdoor firepit perfect for evening relaxation. Located in the heart of Omaha, you’ll enjoy full city access while still retreating to a peaceful, private setting.

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.

Cheerful two bedroom home in peaceful neighborhood

Relax with the whole family at this peaceful two bedroom home. Beautiful quiet neighborhood close to interstates, sports fields, IWCC, Henry Doorly Zoo, bike/running trails, downtown Omaha, Old Market, CHI Center, Eppley Airfield, and more. Spacious tree filled private backyard, outdoor patio, and grill. Plenty of parking. Great WiFi and Netflix, YouTube TV and Discovery+. Washer/dryer available. Dog friendly but no cats please. No gatherings, events, or parties inside or outdoors.

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.

Perfect Vacation Retreat | Heated Pool & Hot Tub

POOL IS OPEN until mid October. Looking for a home away from home? Here it is! Large in-ground heated pool and hut tub are the center attraction of this private back yard. Situated directly across from an amazing park & walking trail. This stylish fully remodeled home is the perfect location for entertaining at home or going out. Easy access to the Dodge Expressway, Village Pointe and many more restaurants and shopping. Located in a peaceful and family friendly neighborhood

Hot tub in beautiful backyard!

Search no more! This cozy home has it all! Charming boho style, well equipped kitchen, comfy beds, plenty of space to relax in the 2 indoor living spaces. But the BEST part of all is the inviting patio space with hot tub, plenty of seating & fire pit! Walking distance to downtown Benson with plentiful options for dining & nightlife. Another unique feature of this home is the dedicated workspace & workout room! This gem is truly your home away from home!

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.

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.

*Romantic* Rose Cottage with Hot Tub in Benson

Romantic Rose Cottage, north Benson. Minutes from UNMC, Downtown, CWS, CHI Center, Zoo, Dundee & Benson Restaurants. Beautifully designed space, perfect for short getaways and comfortable for long term stays . Wood floors, Essential cooking items, Breakfast nook with table for dining/work space. Large off street parking for 2 cars. Washer & Dryer in basement. Furry family members welcome. Fully fenced back yard.

Kathy's Cottage

STOP and enjoy this charming yet spacious little home on a pet friendly large corner lot. Enjoy a peaceful evening on the patio listening to the water feature and birds, or start the grill with everything needed on site to cook your meals. Plenty of beautiful flowers on this well landscaped property as well. Also enjoy the Benson night life for live music and restaurants nearby if you care to step out.