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Rutland County vacation rentals

We found 2,427 vacation rentals — enter your dates for availability

Nestled in the breathtaking landscapes of Rutland County, this charming destination boasts stunning mountain vistas, serene lakes, and vibrant towns brimming with local culture. Whether you’re skiing down the slopes of Killington or enjoying a family picnic by Lake Bomoseen, adventure awaits at every turn. With diverse accommodations ranging from cozy cabins to modern condos, your group can relish the comfort and convenience of a home-like experience amidst Vermont’s natural beauty.

Popular Rutland County destinations on Vrbo

Holiday rentals with weekly discounts - Rutland County

Showing deals for:Jan 8 - Jan 15

Find out more about Rutland County

Why visit Rutland County

  • Outdoor Adventures: Enjoy skiing, hiking, and exploring beautiful lakes in the stunning landscapes of Rutland County.
  • Charming Towns: Discover the welcoming atmosphere of towns like West Rutland, filled with friendly locals and unique shops.
  • Parks and Recreation: Relax in picturesque parks and state parks perfect for family outings and scenic picnics.
  • Diverse Accommodations: Choose from cozy cabins, private vacation homes, and modern condos to suit your stay.
  • Family-Friendly Activities: Engage in various activities that cater to both outdoor enthusiasts and families seeking fun.

Popular types of accommodation in Rutland County

If you're exploring vacation rentals in Rutland County, you're in for a treat. Our most popular accommodations include houses, cozy cabins, and modern condos. Whether you're searching for Rutland apartments, rentals in Rutland County, or affordable options like Rutland VT cheap apartments, we have a variety of choices to meet your needs. Enjoy your stay in this beautiful region with confidence and ease.

  • Houses: The top choice for travelers in Rutland County, offering spacious and comfortable accommodations for families or groups.
  • Condos: A popular option for those seeking modern amenities and convenient locations in the heart of Rutland County.
  • Cabins: Perfect for a cozy getaway, these rustic rentals provide a unique experience surrounded by nature.
  • Cottages: Charming and quaint, cottages offer a delightful retreat for couples or small families.
  • Chalets: Scenic and inviting, chalets are ideal for those looking to enjoy a mountain-inspired vacation.**

Top attractions in Rutland County

Rutland County, Vermont, is perfect for outdoor enthusiasts and families seeking adventure and scenic beauty. Visitors can enjoy skiing, explore beautiful lakes, and relax in picturesque parks and state parks. With a variety of attractions to discover, you can request tours and find rental options in different neighborhoods to enhance your stay. Experience the charm and outdoor excitement that Rutland County has to offer.

  • Lake Bomoseen: Enjoy the serene beauty of Lake Bomoseen, perfect for outdoor activities like swimming and picnicking. The scenic views offer a romantic atmosphere, ideal for couples looking to unwind by the beach.
  • Killington Golf Course: Experience the friendly vibes at Killington Golf Course, where golfers of all skill levels can enjoy a round while surrounded by stunning Vermont landscapes. It's a great spot to relax and socialize.
  • Vermont State Fairgrounds: Discover family-friendly fun at the Vermont State Fairgrounds, hosting various events throughout the year. The outdoor space is perfect for enjoying local culture, food, and entertainment.

Things to do recommended for couples

For a romantic escape in Rutland County, explore the scenic trails of the Green Mountain National Forest or enjoy a cozy evening at a local winery. Indulge in a candlelit dinner at a charming restaurant, followed by a peaceful sunset at Lake Bomoseen. Perfect for couples seeking connection.

Things to do recommended for families

Families visiting Rutland County can enjoy outdoor adventures at Killington Resort, where kids can ski or hike in beautiful surroundings. The Rutland Railroad Museum offers a fun glimpse into history, and the local farmers' markets provide delicious treats and a taste of Vermont's charm.

Things to do recommended for groups

Explore the scenic beauty of Killington Resort with hiking or mountain biking trails, or enjoy a relaxing day at the Rutland Farmer's Market, where you can sample local produce and crafts. Don't miss a guided tour of the historic Paramount Theatre for a taste of local culture.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Rutland County

When traveling with a group, family, or pets, or if you're considering longer stays, be sure to filter your options based on your key priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Rutland County with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Rutland County with young kids: Traveling with young children can present some challenges. It’s important to prioritize their comfort and safety, along with finding age-appropriate amenities like a private swimming pool. Additionally, considering your proximity to family-friendly attractions is a wise choice.
  • Taking your pets with you to Rutland County: For many families, a trip wouldn’t feel complete without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Rutland County: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Rutland County

Rutland County, Vermont, offers a delightful blend of adventure and relaxation, making it perfect for outdoor enthusiasts and families alike. Explore the charming towns of West Rutland and surrounding neighborhoods, where friendly locals create a welcoming atmosphere. Whether you're skiing the slopes or enjoying a romantic getaway, Rutland County promises unforgettable experiences in its picturesque, secluded landscapes.

  • Killington: Killington is renowned for its breathtaking mountain scenery and is a premier destination for ski enthusiasts. Nestled in the heart of Rutland County, this vibrant city offers an exhilarating adventure experience, particularly in the winter months when the ski resorts come to life. Visitors can enjoy a variety of winter sports, including skiing and snowboarding, on the expansive slopes. Beyond the winter activities, outdoor enthusiasts can explore the nearby national parks and picturesque lakes during the warmer seasons, making Killington a year-round destination for adventure seekers.
  • Rutland: As the largest city in Rutland County, Rutland is a hub of activity and culture. Known for its rich history, the city features historic landmarks and a charming downtown area where visitors can enjoy local shops and restaurants. Rutland attracts travelers with its outdoor sports, particularly skiing, as it provides convenient access to various ski resorts. The nearby lakes and mountains offer stunning views and recreational opportunities, making it a great spot for those who love the outdoors. Additionally, the presence of historic colleges adds an educational charm to the city.
  • Brandon: Brandon is a quaint town known for its scenic beauty and romantic atmosphere. Located near Rutland County’s stunning landscapes, it offers a peaceful retreat for those looking to enjoy the great outdoors. Visitors can explore charming trails, enjoy picturesque views of lakes, and discover historic sites that reflect the town's rich heritage. Perfect for couples or anyone seeking a serene getaway, Brandon also provides opportunities for skiing and snowboarding in the winter, ensuring that outdoor adventures are always within reach. Its inviting ambiance makes it an ideal destination for relaxation and exploration.

Booking with Vrbo is simple

Are you hoping to save on your next adventure? Being flexible with your travel dates can really help, as prices do vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers an easy-to-use platform where you can plan new trips, continue from where you paused, or manage your existing travel arrangements. You’ll see your saved or booked properties neatly organized into categories: Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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.

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:

  • Proctor-Pittsford Country Club (5.8 mi / 9.3 km)
  • Pico Mountain at Killington Ski Resort (7.6 mi / 12.2 km)
  • Pond Hill Ranch and Pro Rodeo (9.1 mi / 14.6 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)

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:

  • Pine Hill Park (0.8 mi / 1.3 km)
  • Pico Peak (7.6 mi / 12.2 km)
  • Killington Peak (8 mi / 12.9 km)
  • Lake Bomoseen (12 mi / 19.3 km)
  • Lake Hortonia (15.1 mi / 24.3 km)
  • Lake Saint Catherine (15.2 mi / 24.5 km)

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.

Frequently asked questions

What is the best area to stay in Rutland County when booking a vacation rental?
If you're on your way to Rutland County, Killington is regarded as one of the most sought-after areas to spend a getaway. While here, pay a visit to leading sights like Killington Peak and Killington Adventure Center.
What is the most popular type of vacation rental accommodation in Rutland County?
Condos are the most popular kind of vacation rental in Rutland County, according to our data. Even if you've got something bigger or smaller in mind, Vrbo has properties in a variety of sizes and shapes. Look over our options to find your ideal fit.
How much does it cost to rent a vacation rental in Rutland County?
Length of stay, property type and season are among the factors that can affect the price of a vacation home. Simply enter your travel dates to find your ideal escape. From quaint country cottages to expansive luxury villas, all Vrbo vacation rentals offer incredible value.
How much does it cost to rent a beach house in Rutland County?
When you travel and the size and style of the property will determine the cost of your beachside escape. Click on your Rutland County travel dates to view your available options on Vrbo. Did someone just say "private pool"? Use the filters to pick the features and amenities you want in your beach house.
Are there pet-friendly vacation rentals in Rutland County?
Pack a suitcase for the pooch in your life because Rutland County has 98 properties that open their doors to pets. Let your four-legged friend enjoy the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your destination and dates, then check the "Pets allowed" filter box.
Are there large group vacation rentals in Rutland County?
Rutland County has 205 vacation rentals that can fit 10 or more guests. These properties come with plenty of space to share good times with friends and family.
Are there one-bedroom vacation rentals in Rutland County?
Yes, Rutland County has 171 one-bedroom rentals available. Often located in popular areas thanks to their smaller size, a one-bedroom rental is ideal if you're traveling with a buddy or your partner. And with home comforts such as kitchens and more privacy, you'll be able to relax while exploring this fabulous destination.
Can I find two-bedroom vacation rentals in Rutland County?
Take your pick of 211 two-bedroom vacation properties in Rutland County. Put your little ones in the second room or fill it with a couple of your nearest and dearest friends. There's ample space for whoever's fortunate enough to be coming along for the ride.
Are there vacation rentals with WiFi in Rutland County?
There are 306 vacation rentals with WiFi in Rutland County. If you want to disconnect from the world on your escape, but still need to be connected to the web, these properties are for you. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Rutland County?
You can choose from 299 vacation rentals with air conditioning in Rutland County offering that cooling breeze and extra element of comfort. Enter your desired travel dates and then use our filter tool to search for properties with air conditioning.
How old do you have to be to rent a vacation rental in Rutland County?
The age limit can differ across properties on Vrbo, so be sure to look at the rules of the vacation rental in Rutland County you're interested in. But usually, it's 16, 18 or 21.
How long can I rent a vacation rental in Rutland County for?
It's up to the Rutland County property. To see all available options offering extended stays, simply type your dates and number of guests into the Vrbo search page. Enjoy having the place to yourself, along with home comforts such as a fully-equipped kitchen, air conditioning and a backyard where your little ones can play. Keep your eyes open for any long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in Rutland County?
On Vrbo, we've got some incredible discounts and deals for Rutland County. Browse our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're planning a weekend getaway or an extended stay, Vrbo offers lots of options for every style and budget.

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