Luxury Vacation Rentals for Large Groups in Killington

Luxury Vacation Rentals for Large Groups 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 4 large group vacation rentals – enter your dates for availability.

Top-rated large group vacation rentals in Killington

Chalet 91 at Killington property photo 1

Chalet 91 at Killington

4 bedrooms•3.5 baths
1,998 US dollars for 3 nights•
New

~$155 less than other sites

The Mountainside House property photo 1

The Mountainside House

5 bedrooms•6.5 baths
New
Fun In Fun Out Ski Home - Both property photo 1

Fun In Fun Out Ski Home - Both

6 bedrooms•4 baths
1,568 US dollars for 3 nights•
New

~$135 less than other sites

The Matterhorn House property photo 1

The Matterhorn House

4 bedrooms•3 baths
1,881 US dollars for 3 nights•
New

~$145 less than other sites

Welcome to your large group retreat in Killington

Welcome to your large group retreat in Killington

Bring everyone together in our luxury vacation rentals in Killington, where hotel level polish meets the comfort of a private mountain retreat. Wander pairs beautiful design with expert operations, so what you see in the photos is exactly what you arrive to.
Perfect for large groups, these spacious homes feature open concept great rooms, generous dining areas, chef ready kitchens, and multiple bedroom suites that keep everyone comfortable. Every stay includes ultra fast WiFi, inspiring views, pristine cleaning, and 24/7 concierge service for a worry free getaway.
From milestone celebrations to team offsites, enjoy room to spread out and spaces that make gathering effortless.

Available soon in Killington

Chalet 91 at Killington property photo 1

Chalet 91 at Killington

4 bedrooms•3.5 baths
1,998 US dollars for 3 nights•
New

~$155 less than other sites

The Mountainside House property photo 1

The Mountainside House

5 bedrooms•6.5 baths
4,500 US dollars for 3 nights•
New

~$400 less than other sites

Fun In Fun Out Ski Home - Both property photo 1

Fun In Fun Out Ski Home - Both

6 bedrooms•4 baths
1,568 US dollars for 3 nights•
New

~$135 less than other sites

The Matterhorn House property photo 1

The Matterhorn House

4 bedrooms•3 baths
1,881 US dollars for 3 nights•
New

~$145 less than other sites

Featured large group vacation rentals in Killington

The Mountainside House property photo 1

The Mountainside House

5 bedrooms•6.5 baths
New

Highlights in Killington

Gather your group for epic mountain adventures, scenic hikes, and lively après-ski spots in the heart of Vermont's Green Mountains.
Killington Resort
Pico Mountain
Killington Adventure Center
Gifford Woods State Park
Thundering Brook Falls
Long Trail Brewing Company

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

Chalet 91 at Killington property photo 1

Chalet 91 at Killington

4 bedrooms•3.5 baths
1,998 US dollars for 3 nights•
New

~$155 less than other sites

The Mountainside House property photo 1

The Mountainside House

5 bedrooms•6.5 baths
New
Fun In Fun Out Ski Home - Both property photo 1

Fun In Fun Out Ski Home - Both

6 bedrooms•4 baths
1,568 US dollars for 3 nights•
New

~$135 less than other sites

The Matterhorn House property photo 1

The Matterhorn House

4 bedrooms•3 baths
1,881 US dollars for 3 nights•
New

~$145 less than other sites

View all homes

Most popular amenities for large group vacation rentals in Killington

Jacuzzi (4)
Hot tub (4)
Ev charger (1)
Sauna (2)
Gym (1)
Mountain view (4)
Fire place (4)
Foosball table (1)
Bbq area (3)
Wood stove (1)
Dryer (4)
Washer (4)
Oven (4)
Kitchen (4)
Tv (4)
Wifi (4)

Other popular amenities & vacation types in Killington

Family vacation rentals in Killington
Pet-friendly vacation rentals in Killington
Private pool vacation rentals in Killington
Discover more large groups activities in Killington

Discover more large groups activities in Killington

Set your sights on Vermont’s ultimate mountain playground. Anchored by the famed Killington Peak, the area serves up big vertical skiing and riding, reliable snowmaking, and an alpine energy that often stretches well into spring.
When the snow recedes, the mountain shifts gears to lift served biking, waterfall hikes, tee times with ridgeline views, and cool lakes perfect for a paddle. Autumn lights up the Green Mountains with blazing foliage along Route 100, complemented by farm stands, sugarhouses, and classic covered bridges.
Add straightforward access from Boston and New York and you have a four season destination made for group adventures. That is why Wander’s luxury vacation rentals in Killington are the perfect choice, whether you’re traveling for work or leisure.

FAQs: Vacation Rentals in Killington

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

Wander offers a level of consistency and quality you won’t find with most large group 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 large group vacation rentals in Killington?

Some of our most popular large group vacation rentals in Killington include Chalet 91 at Killington, The Mountainside House, and Fun In Fun Out Ski Home - Both. 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 large group vacation rentals does Wander have available in Killington?

Wander offers 4 large group 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 large group vacation rentals in Killington?

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

Do Wander’s large group 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.