Rutland Vacation Rentals: house rentals & more

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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Find the best place to stay — Rutland

Search 1,267 vacation rentals

Stayed Mar 2021

Great Ski Condo

Place is outfitted quite well. The kitchen has pretty much every item you'd want and we cooked a good number of meals in it (could use a new main cutting knife though). There are extension and power cords with extra plugs exactly where you'd want the...

Stayed Mar 2021

A great trip!!

This was a wonderful condo to stay in for our family ski vacation! Everything was exactly as advertised - well equipped and cozy. The bunk room was perfect for my kids / teens. Skiing and riding a short ride up the road, great restaurants nearby. Sco...

Stayed Mar 2021

Wonderful, Clean, and Friendly Place to Stay!

I would rate our stay as a 5 star experience all around. First, the cabin is adorable. It's centrally located to Rutland, Killington, Woodstock, and Plymouth, VT with lots of excellent restaurants and things to do. Second, the cabin was super clean (...

Stayed Feb 2021

Large house with lots of space in a good Rutland location

This was a great property, an older house for sure but well maintained. Lots of room in all of the bedrooms and two areas to hang out, both the game room in the attic and the living room downstairs. We had two small issues - one with an aggressive ne...

Stayed Feb 2021

Great stay and great house in the mountains.

We loved the house and property. We are a group of avid skiers/ snowboarders and this house was perfect for us. Plenty of space, everything is very new and clean, lots of things to do in the house which sits on a very big and beautiful property. Doug...

Stayed Feb 2021

Amazing Mountain View

Where do I start it was perfect. The property looks just like the pictures. So much room, only four of us and everyone had their own bathroom! The kitchen was great we really enjoyed cooking on the gas stove! The two sided gas fireplace was awesome w...

Stayed Feb 2021

Great stay!

Family of six, with children 5-13, had a wonderful stay. We really liked the house, and Pico more generally. The house is very clean and well maintained. Good set up, with ample living space spread across upstairs and down. Location is very good, the...

Stayed Jan 2021

Look no further

If you’re considering booking this property, do it. It exceeded our expectations and our experience was amazing from start to finish. Our group of 8 had the best time and we were so comfortable in the house. The kitchen and living room had more than ...

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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.