Rutland holiday lettings

We found 2,188 holiday rentals — enter your dates for availability

Select from 47 houses, 19 flats and other holiday rentals to find the perfect place for your stay in Rutland. Holiday rentals provide the best amenities for you and your friends, family or even pets, such as parking and a washer and dryer. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Rutland

Showing deals for:10 Oct - 17 Oct

Why visit Rutland

  • Outdoor Adventure: Rutland is a haven for skiing and adventure sports enthusiasts, with excellent ski resorts and outdoor activities.
  • Scenic Beauty: Enjoy picturesque lakes and stunning state parks that offer breathtaking views and recreational options.
  • Charming Atmosphere: Experience the friendly community and vibrant culture that make Rutland an inviting destination.
  • Diverse Accommodation: Choose from a variety of lodging options, including private vacation homes, cabins, and stylish studios.
  • Family-Friendly Activities: Rutland caters to families with a range of engaging activities suitable for all ages.

Popular types of accommodation in Rutland

Planning a getaway to Rutland? The charm of this picturesque destination awaits you, and selecting the perfect accommodation is key. Explore an array of popular options such as houses, condos, and cosy cabins. Whether you’re looking for long-term stays, stylish studios, or meeting room hire, Rutland has something to suit every traveller's needs. Discover the ideal bed apartment for your next adventure with us!

  • Houses: The top choice for visitors to Rutland, these homes offer spacious and comfortable accommodations ideal for families or groups.
  • Condos: A popular option for those seeking modern amenities, condos provide a convenient and stylish base for exploring the area.
  • Cabins: Perfect for nature enthusiasts, these rustic retreats offer a serene escape amidst beautiful surroundings.
  • Cottages: Our charming cottages provide a quaint and cosy atmosphere for a delightful stay.
  • Apartments: These versatile spaces are great for couples or solo travellers, offering a practical home-away-from-home experience.**

Top attractions in and around Rutland

Rutland, Vermont, is an ideal destination for skiing and adventure sports enthusiasts. With a variety of attractions such as ski resorts, picturesque lakes, and stunning state parks, it offers a wealth of outdoor activities perfect for families and thrill-seekers alike. Whether you're seeking an exhilarating adventure or a relaxing family experience, Rutland has something to delight every traveller.

  • Vermont State Fairgrounds: A vibrant fairground located in Rutland, perfect for family outings. Enjoy various events, exhibitions, and the lively atmosphere that embodies the spirit of Vermont.
  • Wilson Castle: A stunning historic manor just 1.2km from Rutland, showcasing exquisite architecture and rich cultural heritage. Wander through its elegant rooms and enjoy the picturesque grounds.
  • McLaughlin Falls: A beautiful waterfall nestled within Rutland, ideal for outdoor adventures. Experience the enchantment of nature, perfect for a romantic stroll or a thrilling hike.

Things to do recommended for couples

For a romantic getaway in Rutland, embrace the thrills at Pico Mountain and Pico Peak, both a mere 5.0km away, perfect for skiing and outdoor adventures. Don't miss the stunning views from the K-1 Express Gondola, located 5.6km from Rutland, for a truly unforgettable experience.

Things to do recommended for families

Your family will have a fantastic time in Rutland, exploring the Green Mountain Rock Climbing Center for adventure, relaxing at Pine Hill Park, and experiencing the thrilling Timber Ripper Mountain Coaster, located 11.2km away. These activities promise fun and excitement for all ages!

Things to do recommended for groups

Groups visiting Rutland can enjoy a captivating performance at the Paramount Theater, relax at the scenic Rutland Country Club for a round of golf, or indulge in shopping and entertainment at the Diamond Run Mall, providing a perfect blend of culture, sports, and leisure activities.

Booking with Vrbo is simple

Are you hoping to save on your next getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Where to stay in and around Rutland

Rutland, Vermont offers a delightful blend of adventure and charm, perfect for ski enthusiasts and families alike. Explore the scenic beauty and friendly atmosphere of this vibrant city, while nearby destinations like Uppingham and Central London provide a romantic and historical backdrop. With stunning views, recreational activities, and a welcoming community, your stay in Rutland promises to be both enjoyable and memorable.

  • Killington: Situated approximately 6.8km from Rutland, Killington is renowned for its vibrant ski culture and adventure sports. This city is a magnet for thrill-seekers and outdoor enthusiasts, offering a range of activities including skiing and snowboarding at its famous ski resort. The idyllic landscape features stunning mountains, serene lakes, and picturesque valleys, making it an ideal backdrop for both winter sports and summertime hiking. Killington is not merely a ski destination; it also boasts charming local eateries and lively après-ski options, creating a well-rounded travel experience.
  • Mendon: Nestled in the vicinity of Rutland, Mendon is a quaint village that appeals to those seeking a blend of relaxation and adventure. Visitors are drawn here for its skiing opportunities and outdoor activities, with easy access to ski fields and resorts. The village is enveloped by beautiful lakes and majestic mountains, providing ample opportunities for exploration and photography. Mendon’s charming atmosphere, coupled with its stunning natural beauty, makes it a delightful stop for tourists looking to unwind after a day on the slopes.
  • Clarendon: Just 1.9km from Rutland, Clarendon is a tranquil village that offers an inviting escape for outdoor lovers. With its proximity to ski fields and resorts, Clarendon is a prime location for skiing and winter sports. The village is surrounded by scenic lakes and valleys, alongside the nearby national state park, which presents opportunities for hiking and wildlife observation. Clarendon is an excellent choice for those looking to experience Vermont's natural splendour while enjoying a peaceful village atmosphere.

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

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

If you’re travelling with a group, as a family, bringing your pets, or seeking longer stays, be sure to refine your search based on your key priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Rutland with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Rutland with young kids: Embarking on a journey with young children can present its own set of challenges. It's essential to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it's wise to take into account how close you are to attractions that are suitable for families.
  • Taking your pets with you to Rutland: For many, a family holiday isn’t truly fulfilling unless their four-legged companion is part of the adventure. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that all members of the family feel comfortably at home.
  • Planning for a long term stay visiting Rutland: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities such as a parking space, a well-equipped kitchen, or a private swimming pool in your search criteria.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides a dedicated area for you to plan new trips, keep your arrangements on track, or manage your existing bookings. The properties you've saved or reserved are neatly categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Why people love visiting scenic Rutland

The mountains and waterfalls create a pretty picture of Rutland. This scenic and welcoming city is well known for its skiing, shopping and restaurants. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Rutland

Do you want to discover things to do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Rutland a fun place to get away to. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • 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 adventurous traveller or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Rutland. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Pine Hill Park (0.8 mi / 1.3 km)
  • 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)

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 33 cm and temperatures average -4°C.

Transport 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 centre. 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 prefer train travel, the main station serving the city is Rutland Station.

Frequently asked questions

What is the best area to stay in Rutland when booking a holiday rental?
One of the most in-demand neighbourhoods to get a Rutland holiday home is Mendon. When you book your holiday property, you'll enjoy having the whole place to yourself. So you won't have to share it with anyone apart from your people.
What is the most popular type of holiday rental accommodation in Rutland?
According to our data, houses are the most sought-after type of property in Rutland. But having said that, everyone's idea of an epic stay is bound to be different. Vrbo has holiday rentals with every size, shape and budget in mind, and we'll help you to find your perfect match.
How much does it cost to rent a holiday rental in Rutland?
Several things affect what you'll pay for your holiday rental in Rutland, such as the length of stay, season and type of property. But, all of our holiday homes have one thing in common --- incredible value. Simply enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Rutland?
When you travel and the size and style of the property will influence the cost of your beachside escape. Click on your Rutland travel dates to see all your options on Vrbo. Did someone just say "private pool"? Use the filters to pick the features and amenities you want.
Are there pet-friendly holiday rentals in Rutland?
Pack a travel bag and a bone for your puppy dog because Rutland has 51 holiday homes that throw out the welcome mat to pets. Let your four-legged pal enjoy the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your dates and destination, then check the "Pets allowed" filter box.
Can I rent a house with a pool in Rutland?
Grab your swimsuit and inflatable unicorn, because there are nine houses with a private pool in Rutland. Base yourself at one of these popular holiday homes and every day will be a pool day. Simply enter your travel dates into Vrbo, then check the "pool" filter to find the perfect place to make a splash!
What are popular rental amenities in Rutland?
When it comes to rental amenities that guests are searching for in Rutland, a fireplace, nearby museums and ski-in/ski-out facilities are at the top of the list. With Vrbo holiday rentals, you'll find options to fit your style and taste, whether you're on a trip with family, friends or even pets.
Are there large group holiday rentals in Rutland?
Rutland has 10 holiday rentals that can accommodate 10 or more guests. These stays come with all the space you need to share good times with friends and family.
Are there holiday rentals in Rutland that welcome kids?
With 51 family-friendly holiday rentals to select from in Rutland, now is a great time to introduce your kids to the joys of travel. Click on our "Properties good for families" filter box to locate stays that feature conveniences perfect for holidaying families, like multiple bedrooms, pools, entertainment areas and bunk beds.
What are the top attractions for families in Rutland?
Keeping the kids amused during your Rutland holiday is child's play with these leading family-friendly attractions:

  • Killington Adventure Centre
  • McLaughlin Falls
  • Green Mountain Rock Climbing Centre

Are there one-bedroom holiday rentals in Rutland?
Take your pick from 17 one-bedroom rentals in Rutland. Whether you're searching for an apartment or a cabin, Vrbo's one-bedroom properties are great if you don't need lots of room. One of the best things about having your own place? You'll never need to share your getaway with strangers.
Can I find two-bedroom holiday rentals in Rutland?
Rutland has 14 two-bedroom holiday rentals that you can choose from. Find a holiday home with all the comfort and space you're looking for at a price you'll love on Vrbo.
Are there holiday rentals with WiFi in Rutland?
You can choose from 30 holiday rentals with WiFi in Rutland. If you want to disconnect from the world on your break, but still want to be connected to the internet, these properties are for you. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Rutland?
Pick your dates and then make use of our filters to see holiday rentals with ac in Rutland on Vrbo. With 30 air-conditioned properties to choose from here, you can look forward to a comfortable and cool stay.
How old do you have to be to rent a holiday rental in Rutland?
The minimum required age is normally 16, 18 or 21. It can vary between properties on Vrbo, so check the rules of your chosen Rutland holiday rental before making a booking.
How long can I rent a holiday rental in Rutland for?
The amount of time you can book a Rutland holiday rental for is up to each property. Simply enter your preferred travel dates to browse available options that offer long-term stays. They have everything you need to make your extended getaway more comfortable and enjoyable, such as kitchens and air conditioning. Some Vrbo holiday properties may also offer weekly or monthly discounts, so you can hang around longer for less.

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