Rutland Vacation Rentals

Compare 6 vacation rentals.
USA > Vermont > Rutland

Make Rutland your next getaway

Rutland, nicknamed “Rutvegas” for its lit-up downtown strip, is a beautiful country town surrounded by leafy rolling hills in Vermont. With easy access to the Green Mountains, this small New England town attracts visitors lured by its many outdoor options and cultural attractions throughout the seasons, combined with a noticeable lack of crowds. Our cozy vacation rentals let you experience Rutland’s charming colonial atmosphere and fun activities as only a local can!

Explore Rutland duplexes, house rentals, and more

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Duplexes

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House rentals

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Rutland vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Black Pearl
3 Bedroom | 2 Bath | Sleeps 7

Black Pearl - Rutland, VT

$205 avg / night
Vermont Marble Haven - Unit 2
2 Bedroom | 1 Bath | Sleeps 6

Vermont Marble Haven - Unit 2 - Rutland, VT

$156 avg / night
Hermitville
3 Bedroom | 1 Bath | Sleeps 7 (6 Adults Max)

Hermitville - Rutland, VT

$164 avg / night
Vermont Marble Haven - Unit 1
2 Bedroom | 1 Bath | Sleeps 6

Vermont Marble Haven - Unit 1 - Rutland, VT

$171 avg / night
Green Knolls Haven
4 Bedroom | 1.5 Bath | Sleeps 8

Green Knolls Haven - Rutland, VT

$190 avg / night

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Recent Rutland vacation rental reviews

The lodging is about 20 to 25 minutes from Killington and is close to downtown Rutland. The kitchen has the cookware and cutlery to prepare meals if desired. The whole house was clean and bright. Would stay again. Thanks.
PETER G. | Apr 2024
Excellent newly renovated property.
Eric J. | Apr 2024
Had a great time!
Nazli K. | Mar 2024
Rutland vacation rental FAQ

Yes, 35 of our Rutland homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 112 of our Rutland vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Rutland vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Rutland team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Rutland, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Where is Rutland, VT?

Rutland sits along the intersections of Highway 4 and Highway 7 in Central Vermont, 65 miles north of the Massachusetts border and 20 miles east of the state of New York. Once a tiny hamlet during the early 1900s, Rutland grew to become the third largest city in Vermont, behind bustling Burlington and South Burlington, despite having a population of only 16,495 residents.

Things to Do in Rutland, VT

Set your sights on boundless recreation in the surrounding Green Mountains when you stay in one of our vacation rentals, with thrilling activities for all ages just outside the town’s central square. Lace up your hiking boots and head over to Pine Hill Park for a day of outdoor exploring 325 acres of nature via trails and mountain bike single-track, with vistas highlighting exceptional fall foliage and even possibilities for snowshoeing during the winter. 

After communing with the great outdoors, tour the Norman Rockwell Museum, which is housed in a classic red barn on the northeast side of town. Here, you can browse original works depicting small-town life by the celebrated painter and one-time Vermont resident. If you’ve brought children along, take them to the Wonderfeet Kids Museum for playing with interactive, educational exhibits like a block puzzle, reading chair, magnetic wall, and clay modeling table.

When hunger strikes, you’ll find plenty of options for fresh fare along West and Wales Streets in downtown. Grab a slice of wood-fired pizza and wash it down with a pint of brewed-on-site beer at the Hop ‘N Moose. Or, you might opt for an authentic Japanese dining experience at the Tokyo House or savor rotisserie bites at Table 24. Of course, you might just want to cook your favorite dishes in the comfort of your own rental kitchen (we won't tell).

Day Trips from Rutland, VT

During winter, strap into your snowboard or skis for some of the region's best slopes at Killington Ski Resort, 17 miles east. Dubbed "The Beast of the East” for its 3,050 feet of vertical drop from a 4,229-foot summit, this resort boasts an annual snowfall of nearly 250 inches over 1,509 acres of terrain with 155 runs, making it a favorite destination among winter sports enthusiasts. But it’s also a respected summertime mecca for mountain biking, hiking, and rock climbing, along with offering family fun at the adventure center, which includes the Beast Mountain Coaster, a four-story ropes course, 600-foot-long zipline, and other amusement park activities.

Vermont is also known for picturesque country backroads, and you’ll find some of the best on an invigorating road trip in virtually any direction you go from your vacation rental. Wind around Highway 100 to explore tiny Pittsfield and its green pasturelands 20 miles northeast, or head 30 miles south to the colonial village of Dorset , where you can pick up some authentic Vermont maple syrup and Cabot Creamery cheese at the H.N. Williams General Store, then catch an off-Broadway play at the Dorset Playhouse.

Wherever your interests lie, rest assured you’ll find what you’re looking for a short jaunt away from any of our vacation homes in Rutland. Book one today for worry-free lodging and front door access to all the best of Central Vermont!