Best Vacation Homes in Bennington
New
House
3 Bedrooms
2 Baths
10 Guests
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
US $416/Night
7 Nights - US $2,911
House
10.0(2 Reviews)
5 Bedrooms
3 Baths
10 Guests
3961.12 ft²
- Fireplace/Heating
Pet Friendly
Air Conditioner
Internet
US $378/Night
7 Nights - US $2,646
Hotel
8.8(325 Reviews)
1 Bath
Pool
Breakfast- Kitchen
- Parking
US $132/Night
7 Nights - US $921
New
House
3 Bedrooms
2 Baths
6 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $302/Night
7 Nights - US $2,117
House
10.0(1 Review)
5 Bedrooms
4 Baths
16 Guests
3186.12 ft²
- Fireplace/Heating
- Pool
View- Pet Friendly
US $879/Night
7 Nights - US $6,151
House
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $272/Night
7 Nights - US $1,906
House
10.0(22 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $136/Night
7 Nights - US $949
House
10.0(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
1437 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $229/Night
7 Nights - US $1,601
Bennington Luxury Rentals
House
9.0(2 Reviews)
4 Bedrooms
4 Baths
10 Guests
3972 ft²
Hot Tub- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,229/Night
7 Nights - US $8,605
House
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,150/Night
7 Nights - US $8,050
Cabin
10.0(41 Reviews)
5 Bedrooms
3 Baths
18 Guests
2600 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $1,039/Night
7 Nights - US $7,273
House
10.0(2 Reviews)
4 Bedrooms
3 Baths
15 Guests
Private Pool- Hot Tub
- Fireplace/Heating
- Pool
US $1,036/Night
7 Nights - US $7,252
House
10.0(11 Reviews)
5 Bedrooms
3 Baths
16 Guests
3186 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $871/Night
7 Nights - US $6,094
House
10.0(7 Reviews)
3 Bedrooms
3 Baths
12 Guests
2400 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $806/Night
7 Nights - US $5,645
New
House
5 Bedrooms
4 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Air Conditioner
- Internet
US $682/Night
7 Nights - US $4,773
House
3 Bedrooms
2 Baths
6 Guests
1539 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $671/Night
7 Nights - US $4,694
Bennington Pet Friendly Vacation Rentals
House
9.2(9 Reviews)
1 Bedroom
1 Bath
2 Guests
400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $94/Night
7 Nights - US $657
House
10.0(1 Review)
5 Bedrooms
4 Baths
12 Guests
4004.17 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Parking
US $653/Night
7 Nights - US $4,574
House
3 Bedrooms
3 Baths
8 Guests
1994 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $250/Night
7 Nights - US $1,748
Cottage
9.0(134 Reviews)
2 Bedrooms
1 Bath
5 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $165/Night
7 Nights - US $1,156
House
9.7(4 Reviews)
3 Bedrooms
2 Baths
8 Guests
1496.18 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $167/Night
7 Nights - US $1,169
House
2 Bedrooms
1 Bath
7 Guests
4629 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $239/Night
7 Nights - US $1,674
House
10.0(13 Reviews)
5 Bedrooms
3 Baths
12 Guests
4000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $616/Night
7 Nights - US $4,313
House
10.0(13 Reviews)
4 Bedrooms
3 Baths
10 Guests
2300 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
- View
US $489/Night
7 Nights - US $3,422
Bennington Large Vacation Homes
House
10.0(10 Reviews)
4 Bedrooms
3 Baths
10 Guests
2300 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $446/Night
7 Nights - US $3,124
Villa
8.0(4 Reviews)
5 Bedrooms
6 Baths
10 Guests
1200.18 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Air Conditioner
US $200/Night
7 Nights - US $1,400
House
10.0(4 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $589/Night
7 Nights - US $4,125
Villa
7 Bedrooms
4 Baths
17 Guests
3702.79 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $437/Night
7 Nights - US $3,056
House
10.0(3 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $487/Night
7 Nights - US $3,411
House
9.8(68 Reviews)
4 Bedrooms
2 Baths
15 Guests
3000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $422/Night
7 Nights - US $2,957
House
9.8(27 Reviews)
3 Bedrooms
2 Baths
10 Guests
1500 ft²
- Private Pool
- Hot Tub
Spa- Fireplace/Heating
US $482/Night
7 Nights - US $3,373
House
9.8(27 Reviews)
4 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $302/Night
7 Nights - US $2,117
Why Choose Rent By Owner for your Bennington Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Bennington
When should you plan your Vacation Rentals stay?
To make the most of your stay, consider visiting during the region's shoulder seasons when local attractions are less crowded and the weather is pleasantly mild, offering an ideal time to enjoy your vacation rentals in this destination.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this period, you'll experience warm daytime temperatures ideal for exploring the region's outdoor activities and attractions. The area is lively with local events and a vibrant atmosphere, making it a great time for booking your vacation rentals.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Early Fall (September to October)
This season offers pleasant weather with cooler evenings, perfect for enjoying the region’s natural scenery. Booking your vacation rentals now allows you to take advantage of the bustling atmosphere and seasonal festivities that attract visitors here.
Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
Off-Season Highlights
Winter (December to February)
With cold temperatures and fewer tourists, this is an ideal time to find more affordable vacation rentals and enjoy the peacefulness of the area. The cooler weather offers a different, serene experience away from the crowds.
Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
Late Fall (November)
As the area transitions into winter, you'll notice fewer visitors and lower rental rates. It's an excellent opportunity for a quiet retreat or a cozy stay in comfortable vacation rentals while experiencing the regional fall foliage.
Average Temperature Daytime: 45°F to 55°F - Nighttime: 35°F to 45°F
Weekly Weather Forecast for Bennington
How to Book Your Bennington Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Bennington
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy access to a private outdoor patio or deck for relaxing in the fresh air.
- Take advantage of a fully equipped outdoor grill for preparing delicious meals al fresco.
- Make use of spacious yards or gardens ideal for outdoor activities or family gatherings.
- Benefit from nearby walking trails or scenic pathways to explore the natural beauty of the region.
- Relax by an outdoor fire pit, perfect for cozy evenings under the stars.
- Utilize outdoor dining areas to enjoy meals with a view in this inviting destination.
- Access to parking spaces conveniently situated near outdoor amenities for easy arrival and departure.
Top Attractions Around Bennington
What attractions are nearby?
During your stay, you'll find plenty of nearby activities to explore, from outdoor parks and recreational areas to local dining and cultural attractions that showcase the charm of this destination in Omaha, Nebraska.
Family Activities
- Bennington Park and Playground: Enjoy a day of outdoor fun at this family-friendly park, featuring playgrounds, picnic areas, and open spaces to relax and play.
- Omaha Children's Museum: Engage your kids with interactive exhibits and hands-on activities designed to inspire curiosity and learning in the heart of the region.
- Lauritzen Gardens: Explore beautiful botanical gardens that provide a peaceful setting for family walks and seasonal events suitable for all ages.
- Henry Doorly Zoo and Aquarium: Discover one of the top zoological attractions nearby, offering immersive exhibits and animal encounters perfect for family adventures.
Adult Activities
- Omaha Botanical Gardens: Spend a relaxing day exploring the lush landscapes and beautiful floral displays at this renowned garden in the area.
- CenturyLink Center Omaha: Attend a live concert, sporting event, or performance at this state-of-the-art venue, perfect for entertainment enthusiasts visiting here.
- Joslyn Art Museum: Immerse yourself in impressive collections of fine art housed within a stunning architectural setting, offering a cultural experience in the region.
- Lauritzen Gardens: Enjoy picturesque walking trails and seasonal flower displays in this scenic botanical garden, ideal for outdoor leisure just outside the city center.
Bennington Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining Options: Take advantage of the region's diverse culinary scene by trying locally-inspired dishes at nearby restaurants to enhance your stay.
- Plan Outdoor Activities: Make the most of the area's scenic parks and outdoor spaces for activities like walking, cycling, or picnicking to enjoy the natural beauty here.
- Visit Nearby Attractions: Discover popular local sights and cultural spots to enrich your experience while staying in this destination.
- Choose a Convenient Location: Select vacation rentals that are centrally located to minimize travel time and maximize your enjoyment of the area’s attractions.
Transportation Options
- Omaha Eppley Airfield: This regional airport offers convenient flights, making it easy to access your vacation rental in the area from various destinations.
- Local Taxi Services: Reliable taxi companies provide quick transportation around Omaha and to nearby attractions, ensuring a stress-free travel experience.
- Public Transit - Metro Transit Bus: The local bus system connects travelers to key points within the region, offering an affordable way to explore without a car.
- Rental Car Agencies: Several rental agencies operate near the airport and throughout the city, giving you the flexibility to explore the surroundings at your own pace.
Local Customs Options
- Community Events and Celebrations: You’ll find that participating in local festivals and parades is a cherished tradition, offering a glimpse into the region’s vibrant culture during your stay.
- Respect for Outdoor Spaces: When exploring parks and natural areas nearby, it’s customary to practice Leave No Trace principles to preserve the area's scenic beauty for future visitors.
- Local Dining Etiquette: Supporting regional eateries by trying traditional dishes helps you engage with the area’s culinary customs and community spirit.
- Historical Appreciation: Visitors often show respect for historical landmarks by observing silent reflection and adhering to guidelines meant to protect local heritage sites.
Bennington Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Bennington?
There are a lot of options in Bennington. If you plan on staying in the Bennington area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Bennington:
- Luxury Cabin Overlooking Lake Wanahoo
- OranGe DeLuxe - No Cleaning Fee, Centrally Located.
- Stunning 5BR Villa, Large Hot Tub & Scenic Yard!
- Elkhorn West Omaha 4br 3ba Safe Quiet Neighborhood
- Relax in Style! 5BR Home, Hot Tub & Games!
- 4br 3ba Ranch West Omaha Game Room Near splash prk
- Spacious 4-bedroom house in the heart of West Omaha close to EVERYTHING
- Luxury Vacation Home on with Awesome Lake Views!
- Rainwood Cottage in the woods, on a working farm near Lake Cunningham I680 close
- Family-Friendly 3BR Home with Easy I-680 Access
2. How many vacation rentals have private pools in Bennington?
There are 1 vacation rentals with private pools near Bennington. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Bennington are best for families?
If you are looking for a family-friendly vacation home in Bennington, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Bennington:
4. How many Rentbyowner vacation rentals are available in Bennington?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 131 in the Bennington area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Bennington.
5. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary depending on the property listing. It's important to review the specific policy outlined in the rental details or contact the host directly to understand the terms and any applicable fees.
6. How do I know if the vacation rental has all the necessary amenities?
Each listing provides a detailed description of the amenities available. You can also reach out to the property owner for additional information or specific requests to ensure the rental meets your needs.
7. Are there any house rules I should be aware of before booking?
Yes, most vacation rentals include house rules that guests are expected to follow. These can include policies on smoking, pets, noise levels, and check-in/check-out procedures—it’s best to review these in the listing or ask the host for clarification.
8. What is the process for checking in and out of the property?
The check-in and check-out procedures are typically detailed in the listing or communicated by the host. Contact the property owner if you need specific instructions or assistance during your arrival or departure.
9. Is there a minimum stay requirement for booking a vacation rental here?
Minimum stay requirements depend on the individual property. You should verify this information in the listing details or inquire with the host to confirm availability for your planned dates.
Bennington Top Rated Vacation Rentals
House
9.8(49 Reviews)
3 Bedrooms
3 Baths
9 Guests
1700 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $335/Night
7 Nights - US $2,345
Hotel
8.7(326 Reviews)
12 Baths
299.59 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $213/Night
7 Nights - US $1,489
Hotel
8.3(167 Reviews)
7 Baths
322.92 ft²
- Private Pool
Oceanfront- Hot Tub
- Pool
US $219/Night
7 Nights - US $1,536
Hotel
8.3(46 Reviews)
3 Baths
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Parking
US $159/Night
7 Nights - US $1,113
House
10.0(2 Reviews)
5 Bedrooms
4 Baths
13 Guests
3541 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $624/Night
7 Nights - US $4,365
Hotel
9.2(698 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Parking
US $117/Night
7 Nights - US $816
House
8.4(5 Reviews)
3 Bedrooms
3 Baths
12 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $920/Night
7 Nights - US $6,440
House
5 Bedrooms
4 Baths
12 Guests
- Private Pool
- Pool
- Air Conditioner
Child Friendly
US $1,500/Night
7 Nights - US $10,500
