Discover a selection of 2,000 vacation rentals in Rutland, VT 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 swimming pools and WiFi. Prices start at $86 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.
Top rated rentals — Rutland
Destination guide

Why people love visiting beautiful Rutland

The mountains and waterfalls create a pretty picture of Rutland. This scenic and welcoming city is known for its skiing, shopping and restaurants. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Things to do

Activities and attractions in Rutland

Are you hoping to find attractions to visit in the area? Venture out of your vacation home and check out everything that makes Rutland a one-of-a-kind vacation spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Okemo Mountain Resort (19.4 mi / 31.1 km)
  • Pico Mountain at Killington Ski Resort (7.6 mi / 12.2 km)
  • Killington Adventure Center (9.3 mi / 14.9 km)
  • Killington Resort (9.3 mi / 15 km)
  • Killington Golf Course (9.4 mi / 15.2 km)
  • Appalachian Trail Adventures (9.5 mi / 15.3 km)

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 February, March, January or December, when snowfall averages 14 inches and temperatures average 24°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 spot to appreciate mother nature. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Pico Peak (7.5 mi / 12.1 km)
  • Killington Peak (8 mi / 12.9 km)
  • Gifford Woods State Park (9.7 mi / 15.6 km)
  • Lake Bomoseen (12 mi / 19.3 km)
  • Buttermilk Falls (17.2 mi / 27.7 km)
  • Lake Dunmore (21 mi / 33.8 km)
How to get there

Transportation options 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 can't find a flight that's convenient for your trip, you might consider flying into Lebanon, NH (LEB-Lebanon Municipal), which is 33.6 mi (54.1 km) away.

If you're traveling by train, the main station serving the city is Rutland Station.

What are the top vacation rentals in or near Rutland?

The heart wants what it wants, and right now it's longing for a vacation. It's time to pack your suitcase and zip off to one of these top vacation rentals in or near Rutland:

  • "Cozy Family - Friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities" is a guest favorite. Around 12 miles from Rutland, it has 3 bedrooms and loads of handy amenities, including a private pool and a hair dryer.
  • "Sunrise 3bedroom - 2 Story Remodeled Condo" is another top-notch choice, offering 3 bedrooms, a smart TV, free WiFi and more. It's around 10 miles from Rutland.

For even more great options, use the search bar at the top of the page to find the perfect Rutland vacation rental for you.

Can I find log cabins to rent in or near Rutland?

Whether you want to spend your getaway chasing adventure outdoors or relaxing with your crew, Vrbo has attractive log cabins where you can do both. Take a peek at these retreats in and around Rutland:

  • "Cozy Family - Friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities": This is a perfect base to experience some of the fantastic outdoor activities this region has to offer, including ice skating and hiking and biking.
  • "Private And Artistic Log Cabin": After a fun day of trying out some popular local pastimes, such as cross-country skiing and skiing, put your feet up at this cozy getaway.

What are the top-rated vacation rentals for weekend getaways in or near Rutland?

We all deserve an escape from daily life every once in a while. If you're ready to spend a couple of uninterrupted mornings lingering in bed with a coffee and the morning news, you'll find some wonderful weekend getaways in and around Rutland. These are two of our favorites:

  • "Private And Artistic Log Cabin" is around 25 miles southwest of Rutland and will be just the thing to refresh your spirit. You'll like the convenient amenities here, including free WiFi and free toiletries.
  • Alternatively, make new memories with loved ones at "Trail Creek Hot Tub/sauna/pool Totally Renovated King Bed+2twins 1. 5 Bath", which is around 9 miles to the east of Rutland. Take advantage of a restaurant dining guide, a nearby golf course and more here.

Can I find studio apartments for rent in and around Rutland?

Studio apartments may be small in size, but they sure do pack a punch when it comes to convenience and location. Make yourself comfortable at one of these quality studio apartments in and around Rutland:

  • After a fun-filled day of outdoor exploration, relax in total comfort at "Trail Creek Hot Tub/sauna/pool Totally Renovated King Bed+2twins 1. 5 Bath". Heating and a balcony are among the useful amenities on offer here.
  • "Amazing Mountain Condo - Right Across The Street To Killington Resort" is another top choice, providing all you could want for a great Rutland adventure. Useful amenities here include winery tours and nearby hunting activities.

Can I find short term rentals in or near Rutland?

Whether you're after a simple cabin or a house to fit the whole family, you'll find the ideal place on Vrbo. Sneak in a mini break at one of these top picks in or near Rutland:

  • Close to the center of Rutland, "Cabin - Cozy Hideaway Near Ludlow/okemo. Hot Tub" lays out the welcome mat for short-term guests. When you're not kicking back in your cozy digs, get out and discover all the fun stuff around you.
  • Another great option is "Romantic Cozy Getaway - Booking Spring And Summer Now". Gather your squad and enjoy a comfortable stay near the heart of Rutland.

What are the best romantic weekend getaways in or near Rutland?

Forget about roses and chocolates. Sometimes all you need is to get away for a weekend, just you and your sweetie. At Vrbo, we've got romantic getaways in and around Rutland that would make Cupid swoon. Here are some we think you'll adore:

  • Around 12 miles from Rutland, "Cozy Family - Friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities" is a perfect place for doting lovebirds. A fireplace and air conditioning are some of the many amenities you'll find here.
  • "Sunrise 3bedroom - 2 Story Remodeled Condo" is another popular option that'll impress. It's around 10 miles from Rutland and has skiing facilities and a resort.

What are the best large group vacation rentals in or near Rutland?

Share your trip and multiply the fun. Whether you're organizing an action-packed getaway with buddies or a big family get-together, there's no shortage of large group vacation rentals in and near Rutland:

  • A wealth of amenities including a fireplace and a chef make "Killington Area Home - 4 - Seasons And Hot Tub" a favorite with groups. This sizable retreat has 3 bedrooms and sleeps up to 15 guests. From the heart of Rutland, it's around 15 miles away to the northeast.
  • Nothing's more important than spending time with the people you love, and "Killington - 6 Bedroom, 3 Bath In The Heart Of Killington" makes it easy to do that. Located around 8 miles to the northeast of Rutland, as many as 14 guests can stay in this vacation rental which has 6 bedrooms. A kitchen and a firepit are among the many amenities on offer here.

What are the best houses for rent with a pool in or near Rutland?

A pool is often a nonnegotiable when choosing where to stay, especially if you're traveling with kids who are full of beans. Browse these houses with a pool in or near Rutland and spend your days splish-splashing around:

  • Pack your swimming gear and make a booking at "Great House In Heart Of Green Mountains". There are also lots of other great amenities here, including coffee and tea making facilities and childrens activities.
  • Alternatively, enjoy a more leisurely pace of life at "1806 Carriage House With Antiques". In addition to its inviting pool, you'll also have use of a toaster and a TV.

Unsure what to pack for your Rutland escape? This enticing destination has a humid continental climate. In summer, you can expect average temperatures ranging from 55 ºF to 75 ºF. Check out our range of Rutland vacation rentals by using the search bar at the top of the page. Simply adjust the filters to get more ideas about where to stay.

What are the best large family vacation rentals in or near Rutland?

It's always more fun to share precious moments with the people you care about the most. Whether you're planning a family catch-up or taking time out with your best friends, Vrbo has a large vacation rental to suit your needs. These are two of our best in and around Rutland:

  • Sleeping up to 8 guests in 3 bedrooms, "Holiday Apartment Le Chalmieu For 1" is the ideal place to hang out with the family. This retreat is 12 miles to the southwest of Rutland and has creature comforts such as childrens activities and a dishwasher.
  • Another top choice is "Sunrise 3bedroom - 2 Story Remodeled Condo". This property is 10 miles east of Rutland and comes with a video library, snowsport activities and more. With 3 bedrooms accommodating up to 8 people, don't worry about leaving anyone off your guest list.

If you're hoping to visit some family-friendly attractions in the area, you have plenty of choice. Vermont State Fairgrounds, Hathaway Farm and Killington School for Tennis promise lots of fun for both adults and kids.

Can I find family cabin rentals in or near Rutland?

Vacation with your kids in a family cabin rental in or near Rutland and get ready to make some beautiful memories together. Here are a couple of favorites:

  • "Holiday Apartment Le Chalmieu For 1" - This popular escape offers a kitchen and a smart TV and is located around 12 miles southwest of central Rutland.
  • "Private And Artistic Log Cabin" - Rally the troops and spend a few nights or more at this inviting property, which is around 25 miles to the southwest of Rutland. You'll have access to a theme park, pet-friendly facilities and more.

For more options, use the search bar at the top of the page and adjust the filters to find the Rutland vacation rental that's perfect for your needs.