Destination guide

The rustic area of Rupert awaits your stay

The countryside and parks provide a pleasant backdrop to your vacation home in Rupert. This relaxing city has many special qualities. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.


Activities and attractions in Rupert

Are you looking for attractions to visit in the area? Venture out of your cozy vacation rental and check out everything that makes Rupert a fun place to get away. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Orvis Fly Fishing (10.1 mi / 16.2 km)
  • Bromley Mountain Ski Resort (14.9 mi / 24 km)
  • Kingswood Golf Course (17.1 mi / 27.5 km)
  • Stratton Mountain Golf Course (18.5 mi / 29.7 km)
  • Stratton Mountain Summit Gondola (18.8 mi / 30.2 km)
  • Stratton Mountain Resort (18.9 mi / 30.4 km)
Natural features

Exploring the natural features in Rupert

Whether you're looking for adventure or just want to spend some time taking in the scenery, Rupert is a great place to get out in nature. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Merck Forest Farmland Center (2.7 mi / 4.3 km)
  • Equinox Preservation Trust (9.5 mi / 15.2 km)
  • Dana L. Thompson Memorial Park (10 mi / 16.1 km)
  • Emerald Lake State Park (11.1 mi / 17.8 km)
  • Mount Equinox (11.3 mi / 18.2 km)
  • Lye Brook Falls (12.8 mi / 20.6 km)
How to get there

Traveling to and around Rupert

Fly into Glens Falls, NY (GFL-Floyd Bennett Memorial), the closest airport, located 20 mi (32.2 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 23.2 mi (37.3 km) away.

How many vacation rentals are available around Rupert?

Our 2019 vacation rental listings offer a large selection of 231 house rentals around Rupert. From 134 Houses to 26 Condos/Apartments, find unique vacation rental for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Rupert is on HomeAway.

What is the best area to stay when travelling to Rupert?

Whether you're travelling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Rupert:

  • Stratton Mountain Resort: 119 vacation rentals
  • West Dover: 677 vacation rentals
  • Belmont: 41 vacation rentals
  • Bondville: 214 vacation rentals
  • Wallingford: 70 vacation rentals

For other neighbourhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when travelling to Rupert?

HomeAway offers a large selection of lodging choices near lovely places in Rupert. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Merck Forest Farmland Center: 544 home rentals
  • Emerald Lake State Park: 1,065 home rentals
  • Bromley Mountain Ski Resort: 597 home rentals
  • Orvis Fly Fishing: 918 home rentals
  • Hildene: 943 home rentals

But there are many other points of interest around Rupert listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Rupert?

Yes, of course. HomeAway has 134 Houses in Rupert. Our other popular types of vacation rentals in Rupert include:

  • Condos/Apartments: 26 lodging choices
  • Villas: 2 lodging choices
  • Cabins: 32 lodging choices

But you can also enjoy a great stay in one of our other vacation homes including Cottages and more.

Can I find a vacation rental with pool in Rupert?

Yes, you can select your preferred vacation rental with pool among our 46 vacation homes with pool available in Rupert.