
Holiday rentals in Bennington
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Top-rated holiday rentals in Bennington
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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

Comfortable Apartment in North/Central Omaha
Our place is 15 min. from Omaha's zoo; 10 min from the Old Market; 5 min. from shopping/restaurants; 15 min. from the airport, and for nurses 3-10 min. from several hospitals. The 1000 sq. ft. apartment occupies the lower level of our house with a separate entrance and patio. SANITATION PLEDGE: We are taking extra measures to make sure your rented space is safe. At each cleaning, we use disinfectant to wipe down all surfaces, handles, railings, light switches, remote controls and appliances.

Charming Guest Cottage
Take it easy at this unique and tranquil getaway. Maximum 2 guests - No guests under the age of 12. A peaceful guest cottage located on the outskirts of Omaha and set on 2 acres that is shared by the owner’s 100 year old farmhouse and barn, you will relax and recharge at this charming cottage. The cottage is located down a short gravel lane shared by the owners. When it rains expect to walk through puddles. In the winter, if we have a heavy snow expect our shovels as soon as the day starts!

Comfortable, Convenient, Private Basement!
You will be close to everything when you stay at this centrally-located place. Enjoy the privacy of having the basement to yourself! I have a 1 Bedroom 1 Bathroom fully finished basement. The bedroom has a King Sized bed. With a Twin XL bed in the living area! You will have a convenient private entrance/exit through the walk out basement. As well as your own driveway on the property. The living area is open, comfortable, and provides a 43' Smart TV with all the common streaming services.

Dahlia House (A-Frame, Sauna, Wood Fired Hot tub)
Dahlia House is a modern A-frame retreat for two in the heart of Omaha’s Benson Creative District. Thoughtfully curated, as featured in Architectural Digest, it features many unique touches and amenities — sauna, wood-burning hot tub, etc. — to help you find what exactly what you need, and to leave rejuvenated. Please note: Each stay is curated with great care, and we have a firm cancellation policy. Dahlia House hosts two registered guests only, and no unapproved visitors are permitted.

Charming Dundee Fairview Apartment #9
Discover an inviting 1B/1B apartment nestled in the historic Dundee neighborhood of Omaha, within the iconic Fairview apartments designed by Henry Frankfurt in 1917. This inviting residence provides a central location with a beautifully updated interior and an outdoor balcony with courtyard views. You are a short walk from Dundee's finest restaurants and shops, 1.5 miles to the University of Nebraska Medical Center & 2.1 miles to Creighton University Medical Center. Come enjoy this space!

Family friendly house/Holiday Decor/ SwimSpa
Heated 11 people swim spa pool available all year round. Enjoy at this charming, modern FAMILY-FRIENDLY home, conveniently located in a beautiful a quiet area. Located few minutes from shopping centers, Village pointe, and the Dodge expressway. Relax next to the fire place, at the furnished patio and the huge back yard or while watching TV. 2 bedrooms and 2 bathrooms located on the main floor. Additional bedroom and bathroom are in the basement. NO PARTIES as per Airbnb rules

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.

Coastal Retreat Getaway, Secluded, Off 370/I-80
Step into a private and cozy space. Relax watching TV in bed or on the couch. This place is part of our walk out basement, so you may hear day to day living upstairs. For your safety there is a Ring camera installed at the entrance and will light up the entryway when it’s dark. Parking is on the well lit public street. Easily walk up our dedicated Airbnb sidewalk, no steps, walk around to the back of the house. You’ll be in a serene space that makes you feel right at home.

Nestled in Nature
A mother-in-law suite perfect for individuals to families looking to stay in the prestigious Millard area. We are steps away from gorgeous Lake Zorinsky, golf courses, shopping, and other amenities. You can expect a friendly neighborhood, a full kitchen, gas fireplace, and natural light! Our shared backyard has a large fire pit, outdoor dining, and the gorgeous NE sunset. Lastly, check in is 6p and check out is 10a. *Please expect some noise from the main residence, above*

Spacious 3-Level Townhome - Dundee, Garage Parking
Your Omaha escape is here! This bright, end-unit townhome features 2 spacious master suites, 3 levels of stylish living, and private garage parking. Perfectly located near UNMC, downtown, and Dundee dining, it’s ideal for travel nurses, professionals, families, or friends. Enjoy a large living room, fully stocked kitchen, and relaxing vibe — all designed for comfort, convenience, and a memorable stay.

Pool table, fire pit, arcade, city center
The whole group will enjoy easy access to all that Omaha has to offer from this centrally located place. Beautiful backyard with firepits, deck and patio. Kid friendly and lower level arcade. With multiple areas to watch TV and let the the artist within enjoy the art room with supplies. Enjoy heading into Benson for food and drinks or under 15 minutes to most activities.
Popular amenities for Bennington holiday rentals
Other great holiday rentals in Bennington

TheGoodLife

Quaint Two Bedroom in Omaha!

Suburban Sanctuary

Peaceful Sleeping Oasis, Luxury Stay - Queen Bed

Conveniently located. Private room. Great Value!

Affordable, Quaint Room—Heart of Omaha | StayWise

Modern Private Suite Near Omaha Attractions

Master Suite Millard/Elkhorn area
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- Mt. Crescent Ski Area
- Omaha Country Club
- Platte River State Park
- Fun-Plex Waterpark & Rides
- Lake Manawa State Park
- Cellar 426 Winery
- Quarry Oaks Golf Club
- ArborLinks
- Omaha Children's Museum
- Bob Kerrey Pedestrian Bridge
- Firethorn Golf Club
- Union Pacific Railroad Museum
- The Durham Museum
- General Crook House Museum
- Star City Shores
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- Deer Springs Winery
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- Glacial Till Cider House & Tasting Room
- James Arthur Vineyards
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