Discover a selection of 1,500 vacation rentals in Rutland that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including WiFi and swimming pools. Prices start at $104 per night, and houses and cabins are popular options for a stay in Rutland. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Rutland
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Destination guide

Head to the beautiful city of Rutland

The mountains and waterfalls create a pretty picture of Rutland. Well-liked for its skiing, shopping and restaurants, this city is both scenic and welcoming. Killington Resort and Okemo Mountain Resort are just a couple of the must-sees in the area. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities

Activities and attractions in Rutland

Are you searching for top things to see and do in the city? Venture out of your cozy vacation rental and check out everything that makes Rutland a fun spot to vacation. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Killington Resort (8.9 mi / 14.3 km)
  • Okemo Mountain Resort (19.4 mi / 31.2 km)
  • Vermont State Fairgrounds (0.9 mi / 1.4 km)
  • Rutland Country Club (1.4 mi / 2.2 km)
  • Hathaway Farm (3.5 mi / 5.6 km)
  • Pico Mountain at Killington Ski Resort (7.9 mi / 12.7 km)
Weather

Seasonal weather in Rutland

Rutland is well known for its skiing. To make the most of the cold weather activities, you might consider visiting in December, March, February or January, when snowfall averages 19.28 inches and temperatures average 10°F.

Natural features

Exploring the mountains and other natural features in Rutland

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Rutland is a great place to spend some time outside. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • Pine Hill Park (0.8 mi / 1.3 km)
  • Bucklin Trailhead (5.2 mi / 8.4 km)
  • Lefferts Pond (8.4 mi / 13.5 km)
  • Gifford Woods State Park (9.7 mi / 15.6 km)
  • Halfmoon Pond State Park (13.7 mi / 22.1 km)
  • Coolidge State Park (14.7 mi / 23.6 km)
How to get there

Transportation to and around Rutland

Fly into Rutland, VT (RUT-Rutland Southern Vermont Regional), the closest airport, located 5.7 mi (9.2 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Springfield, VT (VSF-Hartness State), which is 29.3 mi (47.1 km) away.

If you're traveling by train, you can make your way to Rutland Station.

How many vacation rentals are available around Rutland?

Our 2021 property listings offer a large selection of 1,267 vacation rentals around Rutland. From 703 house rentals to 112 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.