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.

Where to stay around Rupert?

Our 2019 property listings offer a large selection of 217 vacation rentals near Rupert. From 119 Houses to 26 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Rupert for a holiday or a weekend are on HomeAway.

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

HomeAway offers a large selection of vacation rentals 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: 514 vacation rentals
  • Mount Snow: 924 vacation rentals
  • Bromley Mountain Ski Resort: 552 vacation rentals
  • Stratton Mountain Summit Gondola: 1,010 vacation rentals
  • Equinox Preservation Trust: 824 vacation 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 119 Houses in Rupert. Our other popular types of vacation rentals in Rupert include:

  • Condos/Apartments: 26 rentals available
  • Cabins: 29 rentals available
  • Cottages: 29 rentals available

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

Can I find a vacation rental with pool in Rupert?

Yes, you can select your preferred vacation rental with pool among our 38 vacation rentals with pool available in Rupert. Please use our search bar to access the selection of vacation rentals available.