Compare Bennington Vacation Rentals

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Bennington Rentals

Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!

7.84 mi from city center

$407 nightly

$456 total

Nov 22 - Nov 23

Total with taxes and fees

Guests staying at this cabin have access to barbecue grills and a garden.

Kitchen

Free WiFi

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

7.35 mi from city center

At this cottage, guests have access to barbecue grills.

Parking available

Barbecue grill

1.65 mi from city center

$378 nightly

$404 total

Nov 23 - Nov 24

Total with taxes and fees

At this apartment, guests have access to features like laundry facilities.

Kitchen

Washer

7.53 mi from city center

Guests of this cottage enjoy access to ski-in/ski-out access, laundry facilities, and a garden. This ski cottage also has barbecue grills.

Kitchen

Dryer

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

3.96 mi from city center

Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.

Kitchen

Washer

Mountain Sanctuary Dome Rustic Solitude 5BR

4.22 mi from city center

Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.

Kitchen

Washer

Bennington Gem w/ Smart TV Near Historic District!

0.62 mi from city center

Guests of this cottage have access to free WiFi in public areas. If you plan to drive, free parking is available.

Kitchen

Washer

7.42 mi from city center

At this vacation home, guests have access to an arcade/game room, laundry facilities, and barbecue grills. This family-friendly vacation home also has a garden.

Kitchen

Washer

VT at its best! Near hiking trails, museums & colleges.

4.75 mi from city center

At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has a garden.

Kitchen

Washer

Perfect for a peaceful get away in clean fresh Vermont air!

7.16 mi from city center

At this cottage, guests have access to an arcade/game room, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.

Kitchen

Dryer

Charming 2-bedroom apartment in superb Bennington with WiFi

1.48 mi from city center

At this apartment, guests have access to features like laundry facilities.

Kitchen

Washer

Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown

1.02 mi from city center

At this apartment, guests have access to features like laundry facilities.

Kitchen

Washer

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

How to Book Vacation Rentals in Bennington

🏠 What is the best price for Bennington vacation rentals?

Bennington vacation rentals range in price, starting at $404 per night.

🏠 What types of vacation rentals in Bennington can I rent?

Orbitz offers a wide range of Bennington rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Bennington condo rentals.

🏠 Is it free to cancel my Bennington vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.

🏠 How do I find the best deals to rent a Bennington vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Bennington. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.

🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.

🏠 What are the advantages of booking a vacation rental in Bennington?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Bennington apartments and enjoy an extended stay.

🏠 Why should I book my vacation rental with Orbitz in Bennington?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Bennington package deals will get you even more savings.