Rutland Vacation Rentals, Vermont: house rentals & more

Select from 47 houses, 18 condos, and other vacation rentals to find the perfect place for your stay in Rutland. Vacation rentals offer the amenities you expect for you and your friends, family, or even pets, like WiFi and a washer and dryer. You'll be sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Rutland

Showing deals for: Sep 21 - Sep 24

Muwu in Killington Area with Jacuzzi

Sleeps 9 · 3 bedrooms · 2 bathrooms

Fees included upfront

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

Sleeps 6 · 2 bedrooms · 2 bathrooms

Fees included upfront

Welcoming 3-bedroom house in Mendon 15 minutes from Killington 9 minutes to Pico

Sleeps 7 · 3 bedrooms · 1 bathroom

Fees included upfront

Rutland's Hidden Gem: 2 BR/1BA Renovated Home Close to Everything

Sleeps 6 · 2 bedrooms · 1 bathroom

Fees included upfront

Spacious Family Getaway in Rutland – Close to Killington & Okemo!

Sleeps 8 · 3 bedrooms · 2 bathrooms

Fees included upfront

Top rated rentals - Rutland

Family Reunion

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value
A place for everyone
We stand for diversity, inclusion and families everywhere.
Learn more

Find out more about Rutland

Why visit Rutland

Outdoor Adventures: Enjoy skiing and a variety of outdoor sports in the stunning landscapes of Rutland.
Scenic Parks: Explore beautiful national and state parks, perfect for hiking and wildlife watching.
Family-Friendly Activities: Discover a range of activities suitable for families, ensuring fun for all ages.
Charming Accommodations: Choose from cozy condos and charming homes that provide a welcoming atmosphere.
Cultural Experiences: Immerse yourself in the local culture while visiting nearby towns like Montpelier.

Popular types of accommodation in Rutland

Discover the charm of Rutland with our diverse vacation rentals! Whether you're looking for cozy condos, spacious houses, or modern apartments, we have the perfect accommodations for every traveler. Enjoy friendly hospitality in Rutland, VT, as you explore our selection of villas and townhouses for rent. No matter your needs, you're sure to find the ideal spot to relax and create lasting memories.

Condos: The top choice for visitors to Rutland, offering modern amenities and convenient locations for a comfortable stay.
Houses: A popular option for families and groups, providing ample space and a home-like atmosphere.
Apartments: Ideal for those seeking a compact and efficient living space, perfect for shorter stays.
Cabins: A favorite among nature enthusiasts, these rustic getaways offer a cozy retreat in the woods.
Cottages: Charming and quaint, these accommodations provide a warm and intimate setting for relaxation.**

Top attractions in Rutland

Rutland, Vermont, is perfect for an adventurous vacation filled with skiing and outdoor sports. Explore stunning national and state parks, serene lakes, and exciting ski resorts that cater to travelers seeking scenic beauty and cultural experiences. Whether you're traveling solo, with family, or as a couple, Rutland's attractions promise memorable moments for everyone.

Vermont State Fairgrounds: Experience the vibrant atmosphere of the Vermont State Fairgrounds, where family-friendly events and outdoor activities bring the community together. Enjoy seasonal fairs, exhibitions, and concerts that celebrate local culture.
Wilson Castle: Explore the enchanting Wilson Castle, a historic gem just 2 miles from Rutland. This architectural marvel offers a glimpse into 19th-century culture, complete with stunning furnishings and beautiful gardens.
McLaughlin Falls: Discover the romantic allure of McLaughlin Falls, a picturesque waterfall nestled within Rutland. Perfect for outdoor enthusiasts, it offers adventure and breathtaking views, making it an ideal spot for a peaceful retreat.

Things to do recommended for couples

For a romantic getaway in Rutland, indulge in skiing at Pico Mountain or explore the adventurous vibes of Pico Peak, both just 8 miles away. Don’t miss the Bear Mountain Quad Ski Lift, 10 miles from town, for a thrilling day on the slopes together.

Things to do recommended for families

Your family will love exploring Pine Hill Park for its serene atmosphere, climbing at the Green Mountain Rock Climbing Center for an adventurous day, and enjoying wellness activities at the Killington School for Tennis, located 11 miles from Rutland. Fun awaits in every corner!

Things to do recommended for groups

Groups visiting Rutland can enjoy a captivating show at the historic Paramount Theater, play a round of golf at the scenic Rutland Country Club, and shop for unique finds at the bustling Diamond Run Mall, offering a perfect blend of culture, sports, and family entertainment.

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

If you’re traveling with a group, family, or pets, or if you’re considering an extended stay, be sure to adjust your filters according to your preferences. Here are some helpful Vrbo booking tips for you.

Traveling to Rutland with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group get-togethers. Luckily, you can easily filter for these options and much more on Vrbo.
Traveling to Rutland with young kids: Traveling with little ones can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to attractions that are enjoyable for families.
Taking your pets with you to Rutland: For many families, a vacation wouldn’t be the same without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer amenities like feeding bowls and beds, ensuring that everyone feels comfortable and at home.
Planning for a long term stay visiting Rutland: 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 criteria.

Where to stay in Rutland

Rutland, Vermont, is a charming destination perfect for ski and adventure enthusiasts. Explore the scenic beauty and friendly atmosphere as you visit nearby areas like Montpelier and State Street. Enjoy family-friendly activities and romantic spots in the heart of Rutland, making it an ideal Vermont getaway. With a blend of historical charm and outdoor sports, your vacation promises memorable experiences in this welcoming region.

Killington: Located approximately 11 miles from Rutland, Killington is renowned for its outdoor adventure offerings, especially skiing. This vibrant town boasts the largest ski area in the Eastern United States, making it a premier destination for winter sports enthusiasts. Beyond skiing, visitors can enjoy breathtaking views of the surrounding mountains and valleys, perfect for hiking and biking in the warmer months. The local ski resorts and fields provide ample opportunities for both beginners and seasoned athletes to hit the slopes, while the picturesque Killington Lake invites relaxation and scenic picnics.
Mendon: Nestled in the vicinity of Rutland, Mendon is another gem for outdoor lovers, particularly those seeking ski adventures. This charming town offers access to several ski fields and resorts that cater to a variety of skill levels. Mendon is enveloped by stunning landscapes, including serene lakes and majestic mountains, ideal for hiking, fishing, or simply enjoying nature's beauty. The close-knit community and local eateries provide a warm atmosphere, ensuring visitors feel right at home after a day of adventure.
North Clarendon: Just 3 miles from Rutland, North Clarendon is a quaint town that offers a plethora of outdoor activities, particularly for skiing aficionados. With convenient access to ski fields and resorts, this area is perfect for both winter sports and summer excursions. Visitors can explore the nearby parks, valleys, and lakes, making it a great spot for family outings or peaceful retreats. The welcoming community vibe adds to the charm, making North Clarendon a delightful stop on your Vermont adventure.

Best time to go to Rutland

If you're planning a trip to Rutland, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in March, July and September, while off-peak times, like May and November to December tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	20.1°F (-6.6°C)	Light Rain	Mostly Cloudy	Average	Moderately High
February	22.3°F (-5.4°C)	Light Rain	Mostly Cloudy	Average	Moderately High
March	30.6°F (-0.8°C)	Light Rain	Mostly Cloudy	Slightly High	Average
April	43.0°F (6.1°C)	Light Rain	Mostly Cloudy	Average	Moderately Low
May	56.1°F (13.4°C)	Light Rain	Mostly Sunny	Slightly Low	Moderately Low
June	63.5°F (17.5°C)	Light Rain	Mostly Sunny	Average	Moderately Low
July	69.4°F (20.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	67.6°F (19.8°C)	Light Rain	Mostly Sunny	Average	Average
September	60.4°F (15.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
October	48.9°F (9.4°C)	Light Rain	Mostly Cloudy	Average	Average
November	36.1°F (2.3°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
December	27.5°F (-2.5°C)	Light Rain	Mostly Cloudy	Slightly Low	Moderately High

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can often lead to better prices, as rates tend to vary. Additionally, opting for a longer stay can result in 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.

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you’ll receive OneKeyCash™ for the full booking amount. Being the organizer truly has its perks! Enroll in our One Key rewards program to enjoy exclusive savings for members and earn OneKeyCash™ on eligible stays. Sign up now and begin reaping the benefits!

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly platform where you can easily plan new trips, continue from where you last left off, and manage your travel arrangements. You'll find your saved or booked properties organized into sections for Potential, Upcoming, and Current Trips. To begin utilizing Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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.

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:

Rutland Country Club (1.4 mi / 2.2 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 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:

Dorset Quarry (5 mi / 8.1 km)
Pico Peak (7.5 mi / 12.1 km)
Killington Peak (8 mi / 12.9 km)
Lake Bomoseen (12 mi / 19.3 km)
Beebe Pond (13.4 mi / 21.6 km)
Lake Hortonia (15.1 mi / 24.3 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 January, March, November or December, when snowfall averages 13 inches and temperatures average 25°F.

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 Springfield, VT (VSF-Hartness State), which is 29.3 mi (47.1 km) away.

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

Frequently asked questions

What is the best area to stay in Rutland when booking a vacation rental?

Mendon is among the most popular locations to book a vacation rental in Rutland. Choose from our relaxing stays and then prepare to discover this destination like a local.

What is the most popular type of vacation rental accommodation in Rutland?

The most popular types of vacation rentals in Rutland are condos. Ready for more choices? Vrbo has many options to match the diverse needs of our guests, so you'll see vacation properties in all sizes and shapes. The perfect home away from home is waiting for you --- grab yours today.

How much does it cost to rent a vacation rental in Rutland?

Different things can determine what you'll pay for a vacation rental in Rutland, including the length of stay, type of property and season. But, all our vacation homes have one thing in common --- excellent value. Just add your travel dates to find your ideal match.

How much does it cost to rent a beach house in Rutland?

The average price for a vacation rental close to the beach in Rutland depends on when you'll be there and the type and size of property you're searching for. Find prices quickly and easily on Vrbo by entering the dates you'll be traveling. Then use the handy filters to choose the number of bedrooms and amenities important to you, such as air conditioning, WiFi and a pool.

Are there pet-friendly vacation rentals in Rutland?

Pack a tug toy and treats for your pup because Rutland has 53 vacation rentals that put out the welcome mat to pets. Let your four-legged friend enjoy fun with the family at one of our pet-friendly vacation rentals on Vrbo. Simply enter your dates and destination, then check our "Pets allowed" filter box.

Can I rent a house with a pool in Rutland?

Dig out your swimwear and inflatable flamingo, because there are 12 houses with a private pool in Rutland. Make a booking at one of these popular vacation rentals and let every day be a pool day. Simply enter your travel dates into Vrbo, then check the "pool" filter to find the ideal place for a splashing good time!

What are popular rental amenities in Rutland?

Tennis, a sauna and ski-in/ski-out facilities top the list of most popular rental amenities in Rutland. Whether you're planning to travel alone, with your better half or a group of friends, Vrbo can help you find a vacation home that suits your style with all the features you need.

Are there large group vacation rentals in Rutland?

You'll discover 11 properties in Rutland that can host a group of 10 or more people. Whether you're planning a family vacation or some kind of special event, there's plenty of room to get your group together under the same roof.

Are there vacation rentals in Rutland that welcome kids?

Bring the entire family together for the adventure of a lifetime in Rutland at one of our 53 family-friendly vacation rentals. A lot of these stays offer conveniences that are just perfect for trips with the little ones, like laundry facilities, multiple bedrooms and outdoor spaces. Just click on the "Properties good for families" filter and choose your favorite.

What are the top attractions for families in Rutland?

There are loads of cool things to do and see with the family in Rutland, including:

Paramount Theater
Rutland Country Club
Vermont State Fairgrounds

Are there one-bedroom vacation rentals in Rutland?

Yes, you can choose from 17 one-bedroom rentals in Rutland. Whether you're on the lookout for a secluded cottage or an upmarket condo, our one-bedroom properties are ideal if you don't require huge amounts of space. One of the major perks of having your own digs? You won't ever have to share your getaway with strangers.

Can I find two-bedroom vacation rentals in Rutland?

Select from 13 two-bedroom rentals in Rutland. Give your little ones the second room or maybe fill it with a couple of your nearest and dearest friends. There's a spot for whoever's fortunate enough to come along for the ride.

Are there vacation rentals with WiFi in Rutland?

You'll find 31 vacation rentals with WiFi in Rutland. If you'd like to disconnect from the world on your vacation, but still need to be connected to the web, these getaways have what you need. Narrow your search by applying the WiFi filter on Vrbo.

How can I find vacation rentals with air conditioning in Rutland?

You can choose from 31 vacation homes with air conditioning in Rutland providing that cool, cool breeze and extra comfort level. Simply enter your chosen travel dates and then take advantage of our filters to help you locate properties with air conditioning.

How old do you have to be to rent a vacation rental in Rutland?

The minimum age is usually 16, 18 or 21. It can differ from property to property on Vrbo, so check the rules of your preferred Rutland vacation home before you book.

How long can I rent a vacation rental in Rutland for?

It's up to the Rutland property. To see all available options offering extended stays, simply enter your dates and number of guests into Vrbo. You can look forward to having the whole property to yourself, along with home comforts such as a full kitchen, air conditioning and an outdoor space to run around in. Keep your eyes open for any long-term stays that offer discounted weekly or monthly prices.

Does Vrbo offer discounts for vacation homes in Rutland?

In Rutland, you'll find some great bargains and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you're wanting a mini vacay or a longer stay, we've got plenty of options to suit your style.