Rupert holiday rentals

We found 323 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
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Scroll through and select from holiday rentals in Rupert to find one that's perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll have the best amenities for spending time at your home away from home, which might include a hot tub and garden. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

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The rustic city of Rupert awaits you

The countryside and parks provide a pleasant backdrop to your holiday home in Rupert. This relaxing city has many special qualities. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Rupert

Are you looking for things to do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Rupert a fun place to get away to. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Stratton Mountain Resort (19.3 mi / 31 km)
  • Golf Club at Equinox (10.2 mi / 16.4 km)
  • Sugar Shack (12.7 mi / 20.5 km)
  • Bromley Mountain Ski Resort (14.6 mi / 23.5 km)
  • Wild Wings Ski Touring Center (16 mi / 25.7 km)
  • Kingswood Golf Course (17.1 mi / 27.5 km)

Exploring the natural features in Rupert

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Rupert is a great place to get outside. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Equinox Preservation Trust (9.5 mi / 15.2 km)
  • Battenkill River (10.6 mi / 17 km)
  • Mount Equinox (11.3 mi / 18.2 km)
  • Lake Saint Catherine (14.2 mi / 22.9 km)
  • Merck Forest Farmland Center (2.7 mi / 4.4 km)
  • Lye Brook Falls (10.1 mi / 16.2 km)

Transport options to and around Rupert

The nearest airport is in Glens Falls, NY (GFL-Floyd Bennett Memorial), located 20 mi (32.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 23.2 mi (37.3 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Rupert?

Based on our data, houses are the most desirable holiday home type in Rupert. But as you might expect, everyone's idea of the perfect trip can vary. Vrbo has holiday homes in a variety of shapes and sizes, and we'll help you discover the perfect fit for you.

How much does it cost to rent a holiday home in Rupert?

The average price for a holiday home in Rupert depends on a number of factors, like property type, length of stay and season. Whether you're dreaming about a sprawling villa with room to move around or an apartment for just you and your sweetheart, just enter your travel dates to find some great-value stays.

How much does it cost to rent a beach house in Rupert?

When you travel and the size and style of the property will help determine the cost of your beachside escape. Put in your Rupert travel dates to see your options on Vrbo. Can't live without a hot tub? Use the filters to select the features and amenities you want in your holiday home.

Are there pet-friendly holiday homes in Rupert?

With four properties that welcome pets, your furry friend can also come along on your Rupert holiday. Use our filter tool to search our pet-friendly holiday homes and find a holiday home that'll set tails wagging on Vrbo.

What are popular home amenities in Rupert?

The most popular home amenities guests are looking for in Rupert include a fireplace, a barbecue grill and mountain views. Whether you're going on holiday with family, buddies or even pets, Vrbo holiday properties have the best amenities for starting a new adventure with the people you love.

Are there large group holiday homes in Rupert?

There are three holiday homes in Rupert that can host a group of 10 or more people. Whether you're organising a holiday with extended family or an event like a party, there's enough space to get your favourite people together under the same roof.

Are there holiday homes in Rupert that welcome kids?

Rupert has four family-friendly holiday homes. And tracking down a stay that welcomes youngsters is easy with Vrbo's "Properties good for families" filter. In addition to having the whole place to yourselves, you'll get access to perks and amenities such as multiple bedrooms, private pools and yards.

What are the top attractions for families in Rupert?

There are lots of exciting things to do and see with the family in Rupert, such as:

  • Merck Forest Farmland Centre
  • Salem Art Works
  • Dorset Playhouse

How can I find holiday homes with air conditioning in Rupert?

You'll have a choice of three holiday homes with air conditioning in Rupert giving you that cooling breeze and extra touch of comfort. Enter your preferred travel dates and then take advantage of our filter tool to look for stays with air conditioning.

How old do you have to be to rent a holiday home in Rupert?

The minimum age allowed can differ across properties on Vrbo, so check the rules of the holiday home in Rupert you want to book. But in general, it's 16, 18 or 21.

How long can I rent a holiday home in Rupert for?

The amount of time you can stay in a Rupert holiday home for depends on the property. Just tap in your preferred travel dates to find available options offering extended stays. They feature everything you need to make your extended break more enjoyable such as kitchens and air conditioning. Some holiday homes may also offer weekly or monthly discounted prices, so you can stay longer for less money.

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