Discover a selection of 2,000 vacation rentals in Rutland County, US 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 $127 per night, and houses and condos are popular options for a stay in Rutland County. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Rutland County
Destination guide

Choose a vacation rental for your Rutland County getaway

Learn about the unique charm of Rutland County with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. A vacation rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Things to do

Activities and attractions in Rutland County

Are you looking for things to do in the area? Venture out of your vacation home and experience everything that makes Rutland County a fun spot to vacation. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Okemo Mountain Resort (19.3 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)
Natural features

Exploring the natural landscape of Rutland County

Whether you're an active traveler or just want to spend some time taking in the scenery, Rutland County is a great place to get out in nature. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Pico Peak (7.6 mi / 12.2 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 to and around Rutland County

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 prefer train travel, make your way to Rutland Station or Castleton Station and explore the city from there.

What are the top vacation rentals in Rutland County?

From high-end houses to rustic cabins, Vrbo has properties to fit all budgets and tastes. Here are some of the top vacation rentals in Rutland County:

  • "Cozy Family - Friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities": If you're searching for a comfy living space in Tinmouth, make yourself cozy here. It comes with 3 bedrooms and a host of amenities including a restaurant dining guide and nearby birdwatching activities.
  • "Sunrise 3bedroom - 2 Story Remodeled Condo": Settle in at this property in Killington and take advantage of off-street parking options, a heated pool and more. It has 3 bedrooms to accommodate your favorite people.

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

What are the best tiny house vacation rentals in Rutland County?

For a memorable vacation experience, book one of Vrbo's tiny house rentals in Rutland County. Be warned though — after you've lived the tiny house life, the urge to move into one of thes mini digs will be tough to resist!

  • You can look forward to a simpler way of life at "Custom - Built Tiny House In Forest Near Quechee". Amenities at this retreat in Hartland include coffee and tea making facilities and a blender.
  • Alternatively, get comfy at "Cabin - Lake Champlain Tiny House On Wooded Property With Private Beach". Located in Addison, this little gem comes with golf and children's games.

Can I find log cabins to rent in Rutland County?

There's something so cozy about relaxing in a log cabin with a cup of tea and a book. Leave the busyness of everyday life behind and spend a few nights or more at one of these log cabins in Rutland County:

  • If you'd like to try out golf or skiing while you're staying in Rutland County, "Cozy Family - Friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities" in Tinmouth will be a great choice.
  • Alternatively, get into vacation mode at "Private And Artistic Log Cabin". Try some skiing or parasailing or simply put your feet up at this West Pawlet getaway.

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

While long trips overseas are epic, there's something undeniably lovely about slipping off for a weekend getaway. These rentals in Rutland County are ideal for just that:

  • "Large Beachfront 2br/2ba Condo With W" - This vacation rental in Wells features amenities that'll make your visit nice and comfy, such as a fridge and golf. Its handy location also makes it a great base to explore the surrounding area.
  • "Private And Artistic Log Cabin" - This is another fantastic place where you can relax for two or three days. Take advantage of a nearby laundromat, a barbecue grill and more during your short but sweet stay at this Wells property.

Can I find studio apartments for rent in Rutland County?

If you're after someplace a little more personal than a cookie-cutter hotel room, you'll love our studio apartments in Rutland County. Get cooking in your kitchenette, read a book on the lounge and feel totally at home. Here are some of our coziest studios:

  • Settle in and get comfortable at "Trail Creek Hot Tub/sauna/pool Totally Renovated King Bed+2twins 1. 5 Bath", located in Killington. There are loads of amenities at your disposal here, including WiFi and an indoor pool.
  • Homey and with way more privacy than a big hotel, "Amazing Mountain Condo - Right Across The Street To Killington Resort" is another place to consider. It's located in Killington and comes with nearby ecotour services and a boat.

Can I find short term rentals in Rutland County?

With Vrbo's awesome range of short-term rentals in Rutland County, you're bound to find a property to suit your needs. Whether you're on the lookout for somewhere to kick back on your own or to reconnect with friends and family, these options are difficult to beat:

  • Set up base close to central Wells and spend your days visiting all the top sights from "Large Beachfront 2br/2ba Condo With W". Along with its handy location, this escape has everything you need to make your visit comfortable.
  • Alternatively, spend a few days at "Private And Artistic Log Cabin" and explore the best bits of West Pawlet. This property also welcomes short-term guests and is a great choice if you like to be close to the action.

What are the best romantic weekend getaways in Rutland County?

Whether you've been an item for a few months, a year or an eternity, there's nothing like a romantic weekend getaway to keep passions burning. If you're after someplace idyllic to spend a few days with your other half, take a peek at these escapes:

  • "Cozy Family - Friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities" in Tinmouth is just made for couples. Nice touches here include a fireplace and a restaurant dining guide.
  • Another amorous option is "Sunrise 3bedroom - 2 Story Remodeled Condo" in Killington. Enjoy amenities here including skiing facilities and a resort, in addition to each other's company.

What are the best large group vacation rentals in Rutland County?

When it comes to vacations, we believe the more people the merrier. If you're looking for somewhere with enough space for family and friends, one of these large group vacation rentals in Rutland County could be your perfect pad:

  • "Killington Area Home - 4 - Seasons And Hot Tub": This getaway is an excellent option for large groups staying in Pittsfield. It has 3 bedrooms and amenities that include a chef and a garden.
  • "Upscale 4 Season Killington/okemo Retreat With Hot Tub": Located in Shrewsbury, this spacious stay has 5 bedrooms and is another popular pick for a fun family vacation. There's a whole lot to keep guests both entertained and comfortable, including a firepit and a fireplace.

Are there large vacation rentals that sleep 30 or more in Rutland County?

Whether you're planning a trip with a large family group, a big birthday bonanza or even a wedding, Vrbo will help you find the perfect property. Round up your nearest and dearest and check out these large vacation rentals in Rutland County:

  • "Killington Big House: Largest Vacation Rental In Killington": With 12 bedrooms accommodating up to 30 people, this vacation property in North Sherburne will give you all the room you need. A garden and a kitchen are some of the amenities on offer here.
  • "Swiss Farm Inn - Killington Area": Situated in Pittsfield, this spacious option offers amenities such as a kitchen and a fireplace. It has 14 bedrooms and can comfortably sleep up to 30 guests.

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

In Rutland County, you'll find lots of house rentals where a pool day can be every day. Having a splashing great time will be your highest priority at one of these reputable escapes:

  • Parents, kids, uncles, aunts — everyone will love relaxing by the pool at "Great House In Heart Of Green Mountains". Treat the family to a break at this Clarendon rental house which also comes with a smart TV and a stereo.
  • Relax and unwind beside the water while the kids splash around at "1806 Carriage House With Antiques". This property in Pittsford comes with a range of features to keep your gang nice and comfortable, such as childrens activities and a TV.

Explore destinations around Rutland County

757 vacation rentals
Mount Holly
1,015 vacation rentals
North Sherburne
635 vacation rentals
Fair Haven
62 vacation rentals
80 vacation rentals
495 vacation rentals
1,447 vacation rentals
49 vacation rentals
West Pawlet
85 vacation rentals
251 vacation rentals
59 vacation rentals
78 vacation rentals
687 vacation rentals
71 vacation rentals
125 vacation rentals
534 vacation rentals
1,152 vacation rentals
300 vacation rentals
117 vacation rentals
West Rutland
79 vacation rentals