Rupert occupies a beautiful spot in Bennington County, known for its rustic landscapes and fruit orchards. There are many vacation rentals in the area, such as farmhouses set in picturesque locations in the Green Mountains area. A stay at Rupert will give you opportunities to get closely acquainted with nature, taste some wonderful local cuisine, and enjoy activities like golfing and fishing.

Choose the perfect vacation rental
Best Vacation Home Deals in Rupert
Book the ideal vacation home for as little as $103 per night by searching among the 15 options available in Rupert. Every one of the vacation rentals from our partner websites are directly compared by the search engine , allowing you to save up to 58%.
Top-Rated Rentals and Accommodations in Rupert
Recommended Vacation Rentals in Rupert
Find your perfect vacation rental in Rupert: from $103 per night
Budget-friendly Vacation Rentals in Rupert
Vacation Houses With Pools
Make a splash on your next vacation! Over 45% of in Rupert vacation rentals have a swimming pool.
Dog-Friendly Vacation Rentals
Bring Fido on your next trip and book a stay in one of these pet-friendly rentals in Rupert!
Best vacation rentals with a balcony
Looking for a home with a balcony? Check out these vacation homes in Rupert with their own private patios and balconies.
Popular Rental Amenities in Rupert
Use filters to search and find an offer matching your requirements among all of the properties in Rupert. In Rupert, 10 properties include "Grill". So, if you love to grill out, use the Grill filter to compare these rentals. Not as many accommodations in Rupert are available if you need a crib for your baby or if you want a rental providing a crib as "No pets allowed" and "Crib" are not often provided in Rupert.
The Weather in Rupert
Check out our climate diagram to find the perfect month for your vacation. The highest average temperatures are in the month of July. Conversely, January is the coolest month in Rupert, with temperatures going under 12° The rainiest month is December while the driest month is August.
7-Day Weather Forecast in Rupert
Accommodations for your vacation in Rupert
Information about vacation rentals in Rupert
💳 Possible discounts | up to 58% |
---|---|
🌙 Nightly prices starting at | $103 |
⭐ Popular amenities | Grill, Washing machine and Fireplace |
🐾 Pet friendly accommodations | 8 properties |
🏊 Vacation rentals with pools | 5 properties |
Frequently Asked Questions
What is the average nightly price for a vacation rental in Rupert?
The nightly price of accommodations in Rupert starts at $103. If you would like to stay in a house rental, the average price is $740 per night. A villa Rupert will cost on average $872 per night.
How many vacation rentals are available to book in Rupert?
There are 15 vacation homes from 5 providers in Rupert.
What amenities are most popular for vacation rentals in Rupert?
Three most popular amenities for vacation home rentals in Rupert include accommodations with: Grill, Washing machine, and Fireplace.
How many vacation homes with a pool are in Rupert?
Browse 5 vacation rentals available in Rupert for renting.
Are pets allowed in vacation homes in Rupert?
Finding a rental in Rupert that allows pets is definitely possible, with 8 pet-friendly available.
When is it better to travel to Rupert?
If booking a vacation rental in Rupert, consider that rainy season is typically in December or January, with August often being the driest.
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