Holiday rentals in Bennington

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Top-rated holiday rentals in Bennington

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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, 70 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!

Guest favourite
A tranquil outdoor space features a decorative pond surrounded by a stone border, with colorful pots containing flowers and plants. Two green chairs with patterned cushions are positioned nearby. The background displays a cozy guest house and vibrant greenery, providing a peaceful retreat.
Guest house in Benson
4.92 out of 5 average rating, 118 reviews

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.

Top guest favourite
The A-frame exterior of the house is showcased against a twilight sky, with warm lights glowing from within. A striking red door stands at the center, flanked by large windows and a sloping roof nestled among trees.
Chalet in Benson
5 out of 5 average rating, 109 reviews

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.

Guest favourite
Two repurposed grain bins are situated on a landscaped area, featuring a small patio with seating arrangements. A vibrant flower bed is placed adjacent to the patio, and a gravel pathway leads to the entrance. Lush greenery surrounds the structure, creating a serene environment.
Tiny home in Missouri Valley
4.97 out of 5 average rating, 234 reviews

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.

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, 403 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 bright living area presents large windows allowing natural light to fill the space. Comfortable teal sofas and a wooden coffee table create a casual atmosphere. A dark wood TV stand supports a flat-screen television, while a soft rug lies underneath, adding texture to the floor.
Guest house in Blackstone
5 out of 5 average rating, 246 reviews

The Hidden Garden at Blackstone

Newly renovated second floor of a carriage house located on a historic property in the popular Blackstone District. Shares an acre of land with the main house, built in 1892 and occupied by the owners. Although situated in the middle of the city, the unit feels secluded from its urban environment and looks out onto a garden surrounded by trees, shrubs and flowers and is in walking distance to many restaurants and bars in both the Blackstone District and Midtown Crossing.

Top guest favourite
A cozy seating area features floral-patterned cushions on a built-in bench, complemented by an ornate coffee table. Natural light enters through a nearby window, and decorative wall hangings provide charm to the space. A polished wooden cabinet enhances the warm atmosphere.
Guest suite in Omaha
4.98 out of 5 average rating, 198 reviews

2000 sq ft-2 car garage-dog friendly-private entry

2000 sq ft. Private Floor. Bedroom has California king, second king bed with privacy curtains, queen pull out. All beds have TVs. Washer/dryer, Kitchenette, 2 car garage. WIFI, Cable. Gym with Treadmill, Bike, Weights, Foosball, Key board, record player, TV, etc. Enjoy greenhouse and outdoor eating area. Walkable neighborhood facing Happy Hollow Club, 2 minutes from I80. Continental breakfast included. Dogs enjoy run of fully fenced yard .

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 Keystone
4.94 out of 5 average rating, 232 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.

Guest favourite
A spacious living area showcases a large, L-shaped sectional sofa in a rich brown hue. A wooden coffee table is centered on a textured area rug, with light streaming in through multiple windows. A television and entertainment unit complement the cozy space.
Home in Elkhorn
4.96 out of 5 average rating, 129 reviews

Private Basement Unit in West Omaha

Unwind and relax in our contemporary and spacious basement unit located in the suburbs of Omaha. The home is located in the Grove neighborhood, which is very safe and has a park, splash pad, and walking paths. The neighborhood is minutes from Village Pointe shopping area, twenty minutes from Old Market and the downtown area, and half an hour from the airport.

Superhost
A modern studio space features a wooden ceiling with integrated lighting, creating a warm ambiance. A spacious bed is positioned in front of a mirrored wardrobe. A cozy seating area includes a sectional sofa and a round ottoman, enhancing the room's inviting layout.
Flat in Aksarben - Elmwood Park
4.89 out of 5 average rating, 236 reviews

Luxury King Studio, w/ Hot Tub & Heated Floors!

Get ready to be wowed! Check out this super stylish studio in Omaha, Nebraska! It's got the coolest ceiling lighting, toasty heated floors, and a private hot tub – total luxury! Perfect for a relaxing and rejuvenating escape in a studio packed with all the modern comforts you could dream of!

Top guest favourite
An inviting game area is highlighted by a convertible air hockey and billiards table. A cozy living area is visible, featuring a comfortable sofa set with colorful accent pillows and a smart TV. Natural light enters through two windows adorned with sheer curtains.
Home in Bennington
4.95 out of 5 average rating, 20 reviews

Game room, Primary Ensuite, Full kitchen, Laundry

Welcome to Benny’s Retreat - a spacious 3-bed, 2-bath ranch in Bennington, NE, just 25 minutes from downtown Omaha and within walking distance to shops, parks, and restaurants in Bennington’s downtown area.

Guest favourite
A spacious living area features large windows that allow natural light to fill the room. A neutral-colored sectional sofa is complemented by a patterned armchair. A wall-mounted TV is positioned above a modern console. Decorative plants and lamps add a touch of greenery and warmth.
Home in Omaha
4.95 out of 5 average rating, 200 reviews

Modern 3BR/2.5bath quiet, clean home w/amenities

Your family will be close to everything when you stay at this centrally-located place. Safety in mind with secured access and exterior cameras in quiet neighborhood.

Popular amenities for Bennington holiday rentals

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