Rutland vacation rentals

We found 2,250 vacation rentals — enter your dates for availability

Select from 50 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.

Vacation rentals with weekly discounts - Rutland

Showing deals for:Jul 10 - Jul 17

Image gallery for Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape

Tastefully-decorated living room with color accents combining with wood. Wood-burning stove, comfy sofas and a smart TV with streaming services to socialize and relax after a day of adventure.
9.8 out of 10, Exceptional, (64 reviews)
Exceptional
(64 reviews)

Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape

Killington

8% off
Price is $331
$2,319 for 7 nights
All fees included
Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape

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Find out more about Rutland

Why visit Rutland

  • Outdoor Adventure: Rutland is a haven for adventure enthusiasts, especially those who love skiing and exploring stunning state parks.
  • Scenic Beauty: Experience picturesque landscapes with beautiful lakes that provide a serene backdrop for relaxation.
  • Family-Friendly Activities: Enjoy a variety of recreational options catering to visitors of all ages, making it perfect for families.
  • Charming Community: Immerse yourself in the friendly atmosphere and welcoming vibe of Rutland's local community.
  • Unique Accommodations: Choose from cozy vacation rentals, stylish condos, and charming cabins to enhance your stay.

Popular types of accommodation in Rutland

If you're seeking the perfect getaway, Rutland offers an array of vacation rentals to suit every preference. From cozy houses and stylish condos to charming cabins, you'll find the ideal spot to relax and unwind. Whether you're looking for Rutland apartments or homes for rent in VT, our platform provides transparent options and great savings for your unforgettable vacation experience.

  • Houses: The top choice among travelers in Rutland, offering spacious accommodations perfect for families and groups.
  • Condos: A popular option, these well-appointed units provide comfort and convenient amenities for a relaxing stay.
  • Cabins: Rustic and charming, cabins in Rutland offer a cozy retreat surrounded by nature.
  • Cottages: Quaint and inviting, these smaller homes are ideal for couples or solo travelers looking for a peaceful getaway.
  • Apartments: A practical choice for those seeking a home-like atmosphere with easy access to local attractions.**

Top attractions in and around Rutland

Rutland, Vermont, offers a thrilling vacation for adventure and sports enthusiasts, especially those who enjoy skiing. With stunning lakes, beautiful state parks, and charming libraries, there's plenty to explore. Whether you're seeking outdoor activities, picturesque scenery, or family-friendly experiences, Rutland has something for everyone. Make the most of your visit by immersing yourself in the natural beauty and local attractions that this vibrant area has to offer.

  • Vermont State Fairgrounds: This vibrant fairground in Rutland offers a family-friendly atmosphere, featuring various events and activities throughout the year. It's a perfect spot to experience local culture, enjoy delicious food, and engage with the community.
  • Lake Bomoseen: Located 12 miles from Rutland, this picturesque lake is ideal for a romantic getaway or a scenic day out. Enjoy swimming, picnicking, or simply relaxing on the beach while taking in the beautiful surroundings.
  • Hathaway Farm: Situated in Rutland, this charming farm provides an opportunity to interact with animals and experience farm life. It's a delightful place for families and animal lovers to explore the great outdoors.

Things to do recommended for couples

Experience romance in Rutland by exploring the scenic trails at Pine Hill Park or enjoying a cozy dinner at a charming local restaurant. Don't miss a sunset stroll along the picturesque lakeside, where the tranquil views create the perfect backdrop for your getaway.

Things to do recommended for families

Families visiting Rutland can explore the beautiful trails at the Green Mountain National Forest, enjoy a fun day at the Paramount Theatre for kid-friendly shows, and visit the Rutland County Museum for an engaging look at local history.

Things to do recommended for groups

Explore the vibrant local art scene at the Rutland Regional Arts Association or enjoy a fun group hike at the nearby Killington Resort. Don't miss the chance to sample local craft beers at one of the breweries in town for a true taste of Vermont.

*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

When traveling with a group, family, pets, or planning an extended stay, it's important to use the right filters to meet your needs. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Rutland with a group: Think about how many bedrooms you require, as well as features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Rutland with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Rutland: For many, a family vacation wouldn't be the same without their furry companion. If you can relate, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Rutland: If you're in search of vacation rentals that offer special rates for month-long stays, 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 preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Rutland

Rutland, Vermont, offers a delightful blend of adventure and serene landscapes, making it an ideal vacation spot. Immerse yourself in the friendly atmosphere while exploring the beautiful city and its nearby attractions, like the scenic Killington Resort. Discover Rutland's family-friendly vibe and indulge in recreational activities that cater to all ages. With a charming rural setting and a welcoming community, your travel experience in and around Rutland promises to be unforgettable.

  • Killington: Located 11 miles from Rutland, Killington is renowned for its vibrant ski culture and outdoor adventures. This bustling city is home to one of the largest ski resorts in the eastern United States, making it a haven for winter sports enthusiasts. Visitors can enjoy thrilling activities such as skiing, snowboarding, and snowshoeing, all surrounded by breathtaking mountain views. In the warmer months, Killington transforms into an outdoor playground for hiking, mountain biking, and golfing. The scenic Killington Peak and nearby lakes provide stunning backdrops for both relaxation and exploration.
  • Mendon: Nestled within the Rutland area, Mendon is a charming village that invites travelers seeking outdoor adventure and winter sports. The village is conveniently located near several ski resorts, making it an ideal base for skiing and snowboarding enthusiasts. Mendon is also surrounded by picturesque landscapes featuring serene lakes and lush mountains, perfect for hiking and picnicking. Visitors can explore the nearby national state parks, which offer miles of trails and stunning natural beauty, ensuring a memorable experience for nature lovers.
  • North Clarendon: Just 3 miles from Rutland, North Clarendon is known for its outdoor recreational opportunities, particularly for those who love skiing. This city offers easy access to several ski fields and resorts, making it a great stop for winter sports fans. Beyond skiing, visitors can enjoy hiking and exploring the local lakes and mountains, providing ample opportunities for outdoor adventures. The unique landscape features an archipelago of small islands in the nearby lakes, creating a beautiful setting for fishing, boating, and leisurely walks along the shore.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January20.1°F (-6.6°C)Light RainMostly CloudyAverageSlightly High
February22.3°F (-5.4°C)Light RainMostly CloudyAverageSlightly High
March30.6°F (-0.8°C)Light RainMostly CloudySlightly HighAverage
April43.0°F (6.1°C)Light RainMostly CloudyAverageSlightly Low
May56.1°F (13.4°C)Light RainMostly SunnySlightly LowSlightly Low
June63.5°F (17.5°C)Light RainMostly SunnyAverageAverage
July69.4°F (20.8°C)Light RainMostly SunnySlightly HighAverage
August67.6°F (19.8°C)Light RainMostly SunnyAverageAverage
September60.4°F (15.8°C)Light RainMostly SunnySlightly HighSlightly Low
October48.9°F (9.4°C)Light RainMostly CloudyAverageAverage
November36.1°F (2.3°C)Light RainMostly CloudySlightly LowAverage
December27.5°F (-2.5°C)Light RainMostly CloudySlightly LowSlightly High

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 tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly area to plan new trips, continue from where you last stopped, or review and arrange your travel plans. Here, you can easily access the properties you've saved or booked, organized into categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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)
  • 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)
  • Green Mountain National Golf Course (9.8 mi / 15.8 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:

  • Pine Hill Park (0.8 mi / 1.3 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, Vermont, United States of America when booking a vacation rental?
When considering a vacation rental in Rutland, Vermont, the downtown area is an excellent choice. This vibrant neighborhood not only offers a variety of properties, from cozy apartments to charming homes, but it also places you in close proximity to some of the city's top attractions. You can easily explore the historic Paramount Theatre, known for its stunning architecture and diverse programming, as well as the nearby Rutland Historical Society, which provides fascinating insights into the area's rich past.

Another appealing option is the West Rutland area, where you can enjoy a more suburban feel while still being just a short drive from downtown. This neighborhood features beautiful parks and is close to the stunning Pine Hill Park, great for hiking and outdoor activities.
How much does it cost to rent a vacation home in Rutland?
Prices for vacation rentals in Rutland vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Rutland to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Rutland vacation house rentals?
You can find great discounts on house rentals in Rutland on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Rutland ski resort rentals?
For the best ski resort rentals near Rutland, Vermont, travelers should consider the nearby Killington area, which is renowned for its skiing options. In Killington, you will find a variety of vacation rentals, including cozy chalets and spacious condos, many of which feature amenities such as ski-in/ski-out access, fireplaces, and fully equipped kitchens. These properties are great for families and groups, allowing for comfortable gatherings after a long day on the slopes.

Additionally, the surrounding towns of Mendon and Pittsfield offer charming accommodations, including rustic cabins and modern lodges. Many of these rentals provide amenities like hot tubs, game rooms, and access to local hiking trails, enhancing the overall experience for outdoor enthusiasts. The proximity to the Killington Resort means that guests can enjoy not only skiing but also a range of winter activities, including snowboarding and snowshoeing.

For those looking to explore beyond skiing, Rutland itself features a vibrant downtown area with local shops, restaurants, and cultural attractions, including the Paramount Theatre. Rentals in this area often come with convenient access to amenities such as laundry facilities, Wi-Fi, and sometimes even pet-friendly options, making it a versatile choice for various travelers.
What is the most popular type of vacation rental accomodation in Rutland?
In Rutland, vacation houses are the most popular type of rental accommodation, with about 44 available throughout the area. These houses provide ample space and comfort, making them ideal for families or groups. Most typically feature multiple bedrooms, fully equipped kitchens, and cozy living areas. Many also come with outdoor spaces like decks or yards, superb for enjoying the scenic Vermont landscape.

In addition to vacation houses, there are around 15 condos and 15 apartments available, which are often located in more centralized areas, offering easy access to local attractions and amenities. These properties generally include modern conveniences such as kitchen facilities, laundry, and often access to shared amenities like pools or fitness centers.

For those seeking a more rustic experience, there are several cabins and cottages scattered around Rutland, providing a quaint, homey feel and often situated in more secluded settings. These typically have kitchens, fireplaces, and outdoor spaces, appealing to travelers looking to immerse themselves in nature while still enjoying the comforts of home.
Are there any family house rentals in Rutland?
In Rutland, Vermont, there is a great selection of family-friendly house rentals available—around 51 can be found throughout the area. This charming city serves as a gateway to outdoor adventures and local attractions, making it an ideal spot for families. Many of these homes come equipped with spacious living rooms, full kitchens superb for preparing family meals, and outdoor areas where children can enjoy themselves. Common amenities include Wi-Fi and laundry facilities, enhancing the comfort of your stay.

Families can take advantage of nearby points of interest such as the picturesque Killington Resort, which is just a short drive away and offers skiing in the winter and hiking in the summer. The Rutland area also features beautiful parks and playgrounds, ensuring plenty of opportunities for outdoor activities.
Can I rent a vacation home with a pool or hot tub in Rutland?
In Rutland, Vermont, there are several vacation homes available for rent that come with pools and hot tubs, with around 17 options to choose from. This charming city offers a variety of accommodations in neighborhoods that provide a mix of convenience and access to outdoor activities. Many properties feature private pools and hot tubs, ideal for relaxation after a day of exploring the beautiful Green Mountains or skiing at nearby resorts.

Travelers can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor decks or patios, making these rentals suitable for families and groups.
Can I find long-stay vacation rentals in Rutland?
A long-stay vacation rental in Rutland is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Rutland?
In Rutland, Vermont, travelers will find a variety of pet-friendly house rentals available, with around 30 options to choose from. Many of these vacation homes are equipped with amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces where pets can play.

The area is conveniently located near several parks, making it an ideal destination for pet owners. For instance, the nearby Pine Hill Park offers numerous trails for walking and hiking, allowing pets to enjoy the outdoors alongside their owners. Additionally, the scenic nature of the Green Mountain National Forest is just a short drive away, providing even more opportunities for outdoor adventures with pets.
Are there any remote work vacation rentals in Rutland?
In Rutland, Vermont, there are numerous options for remote work vacation rentals, with around 78 properties available. This charming city offers a variety of accommodations suitable for those looking to blend work and leisure. Many rentals feature dedicated workspaces including desks and comfortable chairs, alongside essential amenities such as free Wi-Fi to ensure a productive environment.

Travelers can expect to find cozy homes equipped with full kitchens, allowing for convenient meal preparation, and spacious living areas ideal for unwinding after a day of work. The local area is surrounded by beautiful landscapes, offering opportunities for outdoor activities during breaks, such as hiking in the nearby Green Mountains or exploring the local parks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Rutland vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Rutland with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Rutland?
In Rutland, Vermont, popular vacation rental amenities cater to both comfort and convenience, attracting visitors looking for a cozy getaway. Most rentals feature well-equipped kitchens, allowing guests to prepare their own meals, while many also include fireplaces that provide a warm atmosphere during the colder months. For those who enjoy coffee, coffee and tea makers are commonly found in these properties. Onsite parking is another amenity that travelers can expect, making it easier for guests to explore the area. Additionally, the proximity to nearby ski locations makes these rentals appealing for winter sports enthusiasts.
When is the best time to visit Rutland for a vacation rental?
The best time to visit Rutland for a vacation rental is during the peak season from July to September. This vibrant period attracts travelers seeking to enjoy the warm summer months filled with outdoor activities, local festivals, and the stunning natural beauty of Vermont. With average temperatures ranging from the mid-60s to mid-80s Fahrenheit, you'll find ideal conditions for hiking, biking, and exploring the picturesque surroundings.

July stands out as the most popular month, where visitors can engage in the lively option and partake in various events, including farmer's markets and outdoor concerts. The abundance of lush landscapes and scenic views makes it a great backdrop for sightseeing and leisurely strolls through the charming downtown area.

For those looking for a more budget-friendly option, November presents an excellent opportunity to experience Rutland's serene ambiance. This quieter month offers a chance to enjoy the early hints of winter, with the potential for stunning fall foliage still lingering in some areas. It's also a great time for cozy indoor activities, such as exploring local shops and enjoying delicious seasonal cuisine.

Ultimately, your choice of when to visit Rutland will depend on whether you prefer the bustling energy of peak season or the peaceful charm of the off-peak months.
How early should I book a Rutland vacation rental?
Book your Rutland vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Rutland, Vermont, United States of America?
In Rutland, Vermont, visitors can enjoy a variety of attractions that showcase the area's natural beauty and cultural heritage. The downtown area features a charming mix of shops, restaurants, and art galleries, with the historic Paramount Theatre offering a schedule of live performances and events.

For outdoor enthusiasts, the nearby Pine Hill Park provides extensive trails for hiking and mountain biking, making it an ideal spot for those looking to immerse themselves in nature. Additionally, the Rutland County Farmers Market, held during the warmer months, showcases local produce and artisanal goods, providing a taste of the regional flavors.

Those interested in history can explore the Rutland Historical Society and the nearby Castleton University, which features beautiful grounds and cultural events. The region also serves as a gateway to the Green Mountains, where visitors can find skiing and snowboarding opportunities at resorts like Killington, just a short drive away.
Can I change or cancel my Rutland home rental booking on Vrbo?
To find Rutland vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Rutland vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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