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

Killington holiday rentals

We found 1,148 holiday rentals — enter your dates for availability

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July 2025

August 2025

Find the perfect place for you stay in Killington by choosing from 318 houses, 524 flats and other holiday rentals. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a pool. At the end of the day, you're sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Killington

Showing deals for:10 Oct - 17 Oct

Exceptional

(5 reviews)

4Bedroom Luxury Retreat Minutes to Pico/Killington Perfect for Families/Groups!

Rutland, VT

15% off

AU$914 per night

includes taxes & fees

Welcome to our renovated Pico condo that's perfect for families.

Exceptional

(6 reviews)

The Pico Escape: 3BR/2BA Ski On/Ski Off at Pico Mountain. Close to Killington.

Killington, VT

8% off

AU$1,167 per night

includes taxes & fees

Exceptional

(60 reviews)

Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated

Killington, VT

8% off

AU$875 per night

includes taxes & fees

Gorgeous Woodstock Home on 25 private and pristine acres - nature at its best

Exceptional

(12 reviews)

🌺Luxury Estate🌳 25 Gorgeous Acres of Privacy 🌳Family Getaway🌳Swimming Pond🌺

Woodstock, VT

8% off

AU$2,361 per night

includes taxes & fees

Exceptional

(84 reviews)

5 BR 3.5 Bath Killington Home with Hot Tub, Huge Dining Table, K1 Parking pass

Killington, VT

8% off

AU$1,428 per night

includes taxes & fees

Cozy sitting area with wood burning fireplace

Excellent

(9 reviews)

Tanglewood Chalet: 4 BR/4 BA Family Home in Killington, Perfect for Groups

Killington, VT

7% off

AU$1,339 per night

includes taxes & fees

Exceptional

(6 reviews)

Ski-On Ski-Off at Pico Mtn Premier Slopeside House Rental. Dog Friendly!!!

Killington, VT

8% off

AU$1,466 per night

includes taxes & fees

Exceptional

(15 reviews)

Okemo&Killington Retreat 90acre Private Mountain Getaway! Breathtaking View!

Shrewsbury, VT

8% off

AU$1,580 per night

includes taxes & fees

Exceptional

(13 reviews)

1 BR Best Location! Pools/Massage Chair/Hottubs! Summer '25 long term rental ok!

Killington, VT

15% off

AU$272 per night

includes taxes & fees

Exceptional

(33 reviews)

Killington, Right Side of Duplex, Outside HotTub, Charming, Cozy, Clean

Bridgewater Corners, VT

8% off

AU$753 per night

includes taxes & fees

Exterior w/ 2-car garage, additional parking alongside garage

Exceptional

(44 reviews)

Pico Mountain Resort Ski Chalet, Ski-on/Ski-Off, 4BR/2BA

Killington, VT

8% off

AU$855 per night

includes taxes & fees

Exterior view of House. Stairs from Driveway and Deck.

Exceptional

(48 reviews)

Private House with Fantastic Views off Home Stretch Trail

Killington, VT

9% off

AU$9,711 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Killington

Killington Resort

Find the best place to stay - Killington

Showing deals for: 4 Oct - 7 Oct

'The Mill Stream House' Lux Rustic Home on River w/JACUZZI & fireplace

Sleeps 16 · 5 bedrooms · 2 bathrooms

for 3 nights, 1 home

AU$1,016 per night

includes taxes & fees

Killington Big House: Largest Vacation Rental in Killington

Sleeps 30 · 12 bedrooms · 10+ bathrooms

for 3 nights, 1 home

AU$3,971 per night

includes taxes & fees

one of a kind fully updated lofted ceiling real wood fireplace end unit

Luxury Trail Creek ski home + shuttle 2king & 3twin beds sauna hot tub end unit

Sleeps 8 · 3 bedrooms · 3+ bathrooms

for 3 nights, 1 apartment

AU$703 per night

includes taxes & fees

Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

Sleeps 4 · 1 bathroom

for 3 nights, 1 apartment

AU$483 per night

includes taxes & fees

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

Sleeps 8 · 4 bedrooms · 3 bathrooms

for 3 nights, 1 home

AU$1,119 per night

includes taxes & fees

Rent An Entire Inn! Highline Lodge Vacation Rental

Sleeps 28 · 13 bedrooms · 14+ bathrooms

for 3 nights, 1 room

AU$5,061 per night

includes taxes & fees

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Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Travel to captivating Killington

Enjoy the entertainment and other features of Killington. Renowned for its skiing, snowboarding and mountain views, this city welcomes all visitors. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Killington

Are you hoping to find top things to see and do in the city? Travellers enjoy Killington for its skiing, snowboarding and hiking. Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Killington a fun spot to go on holiday. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

Green Mountain National Golf Course (2.7 mi / 4.3 km)
Killington Golf Course (3.5 mi / 5.6 km)
Killington Resort (3.6 mi / 5.8 km)
Pico Mountain at Killington Ski Resort (3.6 mi / 5.8 km)
Killington Adventure Center (3.7 mi / 5.9 km)
Rutland Country Club (10.9 mi / 17.6 km)

Exploring the mountains and other natural features in Killington

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Killington is a great spot to appreciate mother nature. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

Killington Peak (5.4 mi / 8.7 km)
Silver Lake State Park (9.1 mi / 14.7 km)
Marsh-Billings-Rockefeller National Historical Park (12.3 mi / 19.9 km)
Dorset Quarry (13.1 mi / 21.1 km)
Amherst Lake (13.7 mi / 22.1 km)
Echo Lake (14.6 mi / 23.5 km)

Seasonal weather averages in Killington

Killington 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 -5°C.

How to get to and around Killington

The nearest airport is in Rutland, VT (RUT-Rutland Southern Vermont Regional), located 13.3 mi (21.3 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Lebanon, NH (LEB-Lebanon Municipal), which is 23.8 mi (38.3 km) away.

Frequently asked questions

What is the best area to stay in Killington when booking a holiday home?

If you're planning a getaway in Killington, West Bridgewater is among the most in-demand locations to stay. No matter your travel style, Stayz is bound to have a holiday property here that's ideal for you.

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

The most sought-after types of holiday homes in Killington are condos. After something a little different? Stayz has plenty of options to match our guests' unique requirements, so you'll see properties in lots of sizes and shapes. The perfect home away from home is waiting for you --- get yours today.

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

Season, property type and length of stay are some factors that can influence the price of a holiday home. Simply enter your travel dates to find your perfect match. From cosy cabins to sprawling luxury villas, all Stayz holiday homes offer terrific value.

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

Prices for beach houses in Killington will vary depending on the type and size of the property and when you plan to travel. Just enter your travel dates into Stayz and the number of guests to view your holiday home options and prices. From there you can use our filter tool to narrow down your search by nearby activities, amenities, ratings and more.

Are there pet-friendly holiday homes in Killington?

Yes. You can choose from 188 stays that welcome pets in Killington on Stayz. Our furry companions need a break too, so simply use our search function for pet-friendly holiday homes to book a place where your puppy dog can be near his favourite humans.

Can I rent a house with a pool in Killington?

Pack your swimming gear and pool noodle, because there are 116 houses with a private pool in Killington. Unwind at one of these superb holiday homes and every day will be a pool day. Simply enter your travel dates into Stayz, then check the "pool" filter to find the perfect place for a splashing good time!

What are popular home amenities in Killington?

An electric car charging station, a sauna and a firepit head the list of most popular home amenities in Killington. Whether you're heading away by yourself, with your spouse or a bunch of friends, Stayz will help you find a holiday home that suits your tastes with all the options you need.

Are there large group holiday homes in Killington?

You'll find 22 holiday homes in Killington that can accommodate 10 or more guests. Whether you're organising a holiday with extended family or a celebration like an anniversary, there's ample room to get your favourite people together under one roof.

Are there holiday homes in Killington that welcome kids?

Gather the whole crew for fun-filled adventures in Killington at one of our 188 family-friendly holiday homes. Many of these stays offer amenities that are ideally suited to trips with youngsters, including laundry facilities, living rooms and private pools. Simply check the "Properties good for families" filter box and decide on your favourite.

What are the top attractions for families in Killington?

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

Killington Adventure Centre
Fire Tower
McLaughlin Falls

Are there one-bedroom holiday homes in Killington?

Yes, you can choose from 57 one-bedroom homes in Killington. Whether you're looking for a cosy chalet or an upmarket condo, Stayz's one-bedroom homes are perfect if you don't need huge amounts of space. One of the best things about having your own place? You won't ever have to share your trip with strangers.

Can I find two-bedroom holiday homes in Killington?

Select from 59 two-bedroom homes in Killington. Settle the kids into the second room or fill it with a couple of your besties. There's a spot for whoever's fortunate enough to be joining in on the fun.

Are there holiday homes with WiFi in Killington?

Killington has 40 holiday homes with WiFi, so you'll be able to stay connected while you're on holiday. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming TV shows with the family to posting pics on social media, these Stayz homes make it easy to get online.

How can I find holiday homes with air conditioning in Killington?

Decide on your travel dates and then use the filters to see holiday homes with ac in Killington on Stayz. With 12 air-conditioned properties on offer here, you can look forward to a cool and comfy break.

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

You'll have to check with the Killington holiday property you're considering on Stayz as age restrictions vary. However, it's normally 16, 18 or 21.

How long can I rent a holiday home in Killington for?

The amount of time you can book a Killington holiday home for is up to the property. Simply enter your travel dates to see options offering longer term stays. They come with the things you need to make your extended trip more enjoyable such as air conditioning and laundries. Some holiday homes may also offer weekly or monthly discounted prices, so you can have a longer stay for less.