Luxury Vacation Rentals in Killington

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.

We found 15 vacation rentals – enter your dates for availability.

Top-rated vacation rentals in Killington

Killington Center 531

1 bedroom•1 bath

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New

~$30 less than other sites

Killington Center 132

1 bedroom•2 baths

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New

~$55 less than other sites

Chalet 91 at Killington

4 bedrooms•3.5 baths

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New

~$155 less than other sites

Killington Center 632

1 bedroom•2 baths

•

New

~$45 less than other sites

Killington Center 341

1 bedroom•1 bath

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New

~$30 less than other sites

Mountain Green 3F9

1 bedroom•1 bath

•

New

~$40 less than other sites

Mountain Green 3A7

2 bedrooms•2 baths

•

New

~$55 less than other sites

The Mountainside House

5 bedrooms•6.5 baths

•

New

~$570 less than other sites

Welcome to Killington

Make your mountain escape effortless with Wander’s luxury vacation rentals in Killington. Our homes look exactly like the photos and are professionally operated, so every detail feels considered from the moment you arrive.

Expect hotel-grade touches in a private setting, including ultra fast WiFi, pristine cleaning, inspiring views, and 24/7 concierge support. Designer furnishings, plush linens, and thoughtful layouts create spaces that are as functional as they are beautiful. This is the best of a luxury hotel combined with the comfort of a modern mountain home.

Destinations near Killington

Pittsfield

Available soon in Killington

Killington Center 531

1 bedroom•1 bath

•

New

~$30 less than other sites

Killington Center 132

1 bedroom•2 baths

•

New

~$55 less than other sites

Chalet 91 at Killington

4 bedrooms•3.5 baths

•

New

~$155 less than other sites

Killington Center 632

1 bedroom•2 baths

•

New

~$45 less than other sites

Killington Center 341

1 bedroom•1 bath

•

New

~$30 less than other sites

Mountain Green 3F9

1 bedroom•1 bath

•

New

~$40 less than other sites

Mountain Green 3A7

2 bedrooms•2 baths

•

New

~$55 less than other sites

The Mountainside House

5 bedrooms•6.5 baths

•

New

~$570 less than other sites

Featured vacation rentals in Killington

The Mountainside House

5 bedrooms•6.5 baths

•

New

~$570 less than other sites

Highlights in Killington

An outdoor adventurer's paradise, Killington offers world-class skiing, scenic mountain hikes, and vibrant year-round alpine recreation.

Killington Resort

Pico Mountain

Gifford Woods State Park

Thundering Brook Falls

Kent Pond

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in Killington

Killington Center 531

1 bedroom•1 bath

•

New

~$30 less than other sites

Killington Center 132

1 bedroom•2 baths

•

New

~$55 less than other sites

Chalet 91 at Killington

4 bedrooms•3.5 baths

•

New

~$155 less than other sites

Killington Center 632

1 bedroom•2 baths

•

New

~$45 less than other sites

Killington Center 341

1 bedroom•1 bath

•

New

~$30 less than other sites

Mountain Green 3F9

1 bedroom•1 bath

•

New

~$40 less than other sites

Mountain Green 3A7

2 bedrooms•2 baths

•

New

~$55 less than other sites

The Mountainside House

5 bedrooms•6.5 baths

•

New

~$570 less than other sites

View all homes

Most popular amenities for vacation rentals in Killington

Other popular amenities & vacation types in Killington

Pet-friendly vacation rentals in Killington

Private pool vacation rentals in Killington

Discover more of Killington

Framed by Vermont’s Green Mountains, Killington delivers big-mountain energy in every season. The East’s largest ski area offers a famously long winter with varied terrain across multiple peaks. When the snow recedes, the lifts run for celebrated downhill biking and hikers chase panoramic views from ridgelines and fire towers.

Autumn paints the slopes and valleys in vivid color, especially around Gifford Woods State Park and Thundering Falls, while nearby ponds and winding country roads set a relaxed pace. Easy access from Boston and New York makes spontaneous getaways simple, yet the setting feels worlds away. This is why Wander’s luxury vacation rentals in Killington are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Killington

Why should I book a Wander in Killington over other vacation rentals?

Wander offers a level of consistency and quality you won’t find with most vacation rentals.

Every home in Killington delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular vacation rentals in Killington?

Some of our most popular vacation rentals in Killington include Killington Center 531, Killington Center 132, and Chalet 91 at Killington. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different vacation rentals does Wander have available in Killington?

Wander offers 15 vacation rentals in Killington, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s vacation rentals in Killington?

You can check-in to Wander vacation rentals in Killington after 4.00pm and check-out before 10.00am.

Do Wander’s vacation rentals in Killington have WiFi access?

Yes. Every Wander home in Killington has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.

For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.

For some homes, a 30-day deadline applies; this will be clearly shown before you book.