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.

Updated 2 bed, 1.5 bath!

Escape to the heart of Midtown with our inviting home! This updated 2 bed, 1.5 bath home is strategically located near shopping centers, entertainment hotspots, hospitals, restaurants, & a scenic walking trail. Enjoy the convenience of garage parking & experience the comfort of a fully equipped kitchen with utensils & appliances. Stay connected with high-speed internet & unwind in front of the television after exploring the beauty of the nearby walking trail. Your urban oasis in Midtown awaits!

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.

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.

Perfect vacation#Hot tub#HEATED POOl IS OPEN

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

​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!

Donna's Midcentury Bungalow

Quiet and comfortable Midcentury themed bungalow. Furnished in Broyhill Brasilia and Woodard Sculptura furniture. Newly remodeled full kitchen with vintage Frigidaire Flair Oven and Range. Large covered deck with gas grill and charcoal grill. Off-street parking and beautifully landscaped grounds. Enjoy festive mid-century decor during the holidays. Near Benson, Dundee, Downtown, Blackstone, Med Center, CHI health center convention center, Creighton, and Charles Schwab field.

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!

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.

Art Deco Cozy Condo in Midtown Omaha with view!

Secure condo overlooking beautifully decorated Turner Park in the heart of Midtown Omaha. Close to downtown, hospitals, the interstate, and the Blackstone District with great walkable restaurants. Includes a full kitchen with utensils, coffee and creamer, workspace, books, bike access, pull-out couch, and air mattress. Guests must provide an email or phone number to receive Key Café entry code as required by building security.

*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.

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.