Book Rutland County holiday rental accommodation: short-term rental properties & homes

Find the perfect place for you stay in Rutland County by choosing from 581 houses, 544 flats and other holiday rentals. Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as Wi-Fi and cable TV. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Popular Rutland County destinations on Stayz

Killington Ski Resort which includes snow skiing and snow as well as an individual male

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Rutland County

Breathtaking , relaxing and private haven. Perfect for unwinding from busy life

Ultimate relaxing vacation

Sleeps 6 · 3 bedrooms · 1+ bathroom

Pico F305 Ski right to the lifts at Pico Vaulted ceilings Light and Bright. (please note this unit has NO AIR CONDITIONING)

Sleeps 8 · 2 bedrooms · 1 bathroom

Kitchen Table with Balcony behind. See snowcats grooming the trails at night.

Killington Condo Penthouse Mountain View Underground parking Pool Hot Tub - 3F10

Sleeps 6 · 2 bedrooms · 2+ bathrooms

Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

Sleeps 8 · 3 bedrooms · 3 bathrooms

Front of the chalet that overlooks the lake

Charming 2-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont

Sleeps 8 · 3 bedrooms · 2 bathrooms

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

Choose a holiday rental for your Rutland County getaway

Learn about the unique charm of Rutland County with a stay in a holiday home rental. This city has something for everyone. A holiday 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 hoping to find attractions to see in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Rutland County a one-of-a-kind holiday spot. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

Rutland Country Club (1.4 mi / 2.3 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 outdoor enthusiast or just want to spend some time taking in the scenery, Rutland County is a great place to spend some time outside. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

Pico Peak (7.6 mi / 12.2 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)
Lake Saint Catherine (15.2 mi / 24.5 km)

Transport 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 centre.

If you'd rather travel by train, 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 holiday home?

If you’re headed for Rutland County, Killington is one of the most sought-after areas to book a holiday home. While here, keep busy by touring wonderful sights like Pico Mountain at Killington Ski Resort and Killington Peak.

What is the most popular type of holiday home accommodation in Rutland County?

The most desirable types of holiday homes in Rutland County are condos. Searching for something different? Stayz has numerous options to match our guests’ unique requirements, so you’ll see holiday properties in loads of sizes and shapes. The ideal fit is waiting for you — snap up yours today.

How much does it cost to rent a holiday home in Rutland County?

Several things determine the price of a holiday home in Rutland County, such as the type of property, length of stay and season. However, 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 County?

When you travel and the style and size of the property will determine the cost of your beachside escape. Click on your Rutland County travel dates to see your options on Stayz. Looking for basics like WiFi, or perks like a private pool? Use our filters to choose the features and amenities you want in your home.

What are popular home amenities in Rutland County?

The most popular home amenities people are searching for in Rutland County include off-street parking options, a microwave oven and a fridge. Whether you’re on a trip with your besties, family or even pets, Stayz holiday properties have the best amenities for hanging out with the people that matter most.

Are there large group holiday homes in Rutland County?

You can pick from 170 holiday properties in Rutland County that can accommodate 10 or more people. Whether you’re planning a trip with the family or a special event, there’s enough space to get your loved ones together under one roof.

What are the top attractions for families in Rutland County?

Keeping the kiddos entertained during your holiday in Rutland County is a cinch with these exciting family-friendly attractions:

Killington Peak
Pico Mountain at Killington Ski Resort
Paramount Theatre

Can I find two-bedroom holiday homes in Rutland County?

Gather your family and relax in total privacy and comfort in one of the 205 two-bedroom holiday homes Rutland County has to offer.

Are there holiday homes with WiFi in Rutland County?

Whether you’d like to stay in touch with the news, make a video call or surf social media, there are 253 holiday homes with WiFi in Rutland County. Check the “WiFi” box when searching on Stayz and stay connected on your holiday.

How old do you have to be to rent a holiday home in Rutland County?

The age limit can vary across properties on Stayz, so look at the rules of the holiday home in Rutland County you want to book. But in general, it’s 16, 18 or 21.

How long can I rent a holiday home in Rutland County for?

The length of time you can book a holiday home in Rutland County depends on the property. Simply enter your chosen dates to look at a list of options offering extended stays. With many creature comforts such as washing machines and air conditioning, as well as some offering weekly or monthly discounted prices, you’re sure to find someplace just right to call your home away from home in Rutland County.