Rutland holiday homes

We found 2,210 holiday rentals — enter your dates for availability

Select from 48 houses, 18 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.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

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:

  • 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)
  • Otter Creek (15.2 mi / 24.4 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 home?
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 home 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. Bookabach has holiday homes 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 home in Rutland?
Several things affect what you’ll pay for your holiday home 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 Bookabach. Did someone just say “private pool”? Use the filters to pick the features and amenities you want.
Are there pet-friendly holiday homes 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 homes on Bookabach. 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 Bookabach, then check the “pool” filter to find the perfect place to make a splash!
What are popular home amenities in Rutland?
When it comes to home 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 Bookabach holiday homes, 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 homes in Rutland?
Rutland has 10 holiday homes 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 homes in Rutland that welcome kids?
With 51 family-friendly holiday homes 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 homes in Rutland?
Take your pick from 17 one-bedroom homes in Rutland. Whether you’re searching for an apartment or a cabin, Bookabach’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 homes in Rutland?
Rutland has 14 two-bedroom holiday homes 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 Bookabach.
Are there holiday homes with WiFi in Rutland?
You can choose from 30 holiday homes 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 Bookabach.
How can I find holiday homes with air conditioning in Rutland?
Pick your dates and then make use of our filters to see holiday homes with ac in Rutland on Bookabach. 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 home in Rutland?
The minimum required age is normally 16, 18 or 21. It can vary between properties on Bookabach, so check the rules of your chosen Rutland holiday home before making a booking.
How long can I rent a holiday home in Rutland for?
The amount of time you can book a Rutland holiday home 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 Bookabach holiday properties may also offer weekly or monthly discounts, so you can hang around longer for less.

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