Holiday rentals in Bennington

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Top-rated holiday rentals in Bennington

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A game room featuring a stylish pool table beside a decorative wall with a glowing neon sign. Comfortable seating arrangements are visible in the background, complemented by light-colored flooring and a contemporary design that encourages relaxation and entertainment.
Home in Bennington
4.93 out of 5 average rating, 41 reviews

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

Top guest favourite
A sign reading 'Quirky Place' is prominently displayed against a light wood-paneled wall. Below the sign, a planter contains a variety of succulents, including a large cactus and smaller green plants, adding a touch of greenery to the entryway.
Place to stay in Omaha
4.94 out of 5 average rating, 200 reviews

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.

Top guest favourite
Home in Omaha
5 out of 5 average rating, 15 reviews

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.

Top guest favourite
The guest cottage is positioned amidst greenery, featuring a blend of wood and metal siding. Soft lighting from the windows highlights the warm interior. A small wooden platform leads to the entrance, framed by inviting plants and a rock pathway.
Guest house in Omaha
5 out of 5 average rating, 77 reviews

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!

Top guest favourite
A spacious living area is highlighted by a large sectional sofa adorned with neutral cushions. A modern chandelier hangs above, creating a comfortable ambiance. Natural light enters through two large windows, while a decorative mirror and a sleek television enhance the room's design.
Home in Omaha
5 out of 5 average rating, 29 reviews

4br 3ba Ranch West Omaha Game Room Near splash prk

Welcome College World Series 16 miles to the stadium. Large Ranch 4BR, 3fullBA in Elkhorn West Omaha Near Splash pad and Park This remodeled 4-bedroom, 3-bathroom ranch-style home in has a bright and inviting atmosphere, ideal for families or groups seeking a fully loaded home. Nestled in a safe, quiet neighborhood just steps from a splash park and playground, this home is designed for unforgettable memories. It's also only 1 mile from Flanagan fishing lake and scenic walking/running trail.

Top guest favourite
A spacious living area is showcased with a sectional couch and colorful accent pillows. A coffee table sits between two chairs, with greenery visible through large windows. An adjoining kitchen area features a contrasting dark island and framed artwork, enhancing the open layout.
Home in Omaha
5 out of 5 average rating, 52 reviews

Family-friendly golf course casual modern home

Your relaxing, family-friendly ranch home awaits! This home is in a quiet neighborhood close to interstate access. The backyard features a fully covered deck, kids playset and backs to a private golf course! The covered deck has a motorized sun shade, cozy couch, rocking chairs and dining table. The lower patio has a fire pit and smoker grill. Inside the home is one level so all three bedrooms (plus the laundry room!) are all on the main floor. And plenty of toys and games for the kids!

Top guest favourite
A two-story home is framed by lush green trees and shrubbery. The exterior features a mix of dark siding and a steep roof. An inviting pathway leads to the front porch, where soft lighting highlights the entrance. A well-maintained lawn enhances the curb appeal.
Guest suite in West Omaha
4.91 out of 5 average rating, 123 reviews

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.

Top guest favourite
A comfortable living area features a large sectional sofa, accompanied by a patterned coffee table. Two bright windows provide natural light, while decorative curtains frame the views. Various plants add greenery, and a cozy basket is placed nearby, enhancing the inviting space.
Home in Council Bluffs
4.98 out of 5 average rating, 417 reviews

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.

Top guest favourite
A living area features a brown leather sofa adorned with textured throw pillows, positioned alongside a wooden coffee table. A spacious dining area with a large table and upholstered chairs is visible in the background. Natural light streams through large windows, illuminating the neutral decor.
Home in Omaha
5 out of 5 average rating, 141 reviews

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.

Top guest favourite
A spacious living area is filled with natural light from large windows. A sectional sofa offers comfortable seating, complemented by two recliners. A stone fireplace serves as a focal point, and a flat-screen TV is mounted on the wall. Sliding glass doors lead to an outdoor space.
Home in Omaha
5 out of 5 average rating, 53 reviews

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.

Top guest favourite
A vibrant living area features contemporary furniture, including a leather sofa and multicolored chairs around a glass dining table. A striking abstract painting adds color to the wall, while natural light streams in from two window panes framed by light curtains.
Tiny home in Omaha
4.93 out of 5 average rating, 238 reviews

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.

Top guest favourite
An expansive living area features large windows that provide a view of the surrounding landscape. High ceilings are complemented by wooden beams. A comfortable seating area includes a dark sofa, and a foosball table is visible in the space, enhancing the recreational atmosphere.
Home in Omaha
4.96 out of 5 average rating, 105 reviews

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.

Popular amenities for Bennington holiday rentals

  1. Airbnb
  2. United States
  3. Nebraska
  4. Douglas County
  5. Bennington