Luxury Vacation Rentals with a Private Pool in Killington

Luxury Vacation Rentals with a Private Pool 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 3 private pool vacation rentals – enter your dates for availability.

Top-rated private pool vacation rentals in Killington

Condo in Killington property photo 1

Condo in Killington

1 bedroom•1 bath
510 US dollars for 3 nights•
New

~$40 less than other sites

Condo in Killington property photo 1

Condo in Killington

2 bedrooms•2 baths
614 US dollars for 3 nights•
New

~$55 less than other sites

Condo in Killington property photo 1

Condo in Killington

1 bedroom•1 bath
1,058 US dollars for 3 nights•
New

~$90 less than other sites

Welcome to private poolside luxury in Killington

Welcome to private poolside luxury in Killington

Make your mountain escape effortless with Wander's collection of luxury private pool vacation rentals in Killington, Vermont. Our modern mountain homes and contemporary chalets deliver the polish of a five-star hotel with the space and privacy of a high-end residence, always exactly as pictured.
Take a morning dip in your own pool, gather by the fireplace, and cook in sleek, fully equipped kitchens. Expect ultra fast WiFi, dedicated work nooks, spa-style baths, and smart-home comforts that make it easy to blend work and play. Every stay includes pristine cleaning and 24/7 concierge service, so all you do is arrive and relax.

Available soon in Killington

Condo in Killington property photo 1

Condo in Killington

1 bedroom•1 bath
1,058 US dollars for 3 nights•
New

~$90 less than other sites

All homes in Killington

Condo in Killington property photo 1

Condo in Killington

1 bedroom•1 bath
510 US dollars for 3 nights•
New

~$40 less than other sites

Condo in Killington property photo 1

Condo in Killington

2 bedrooms•2 baths
614 US dollars for 3 nights•
New

~$55 less than other sites

Condo in Killington property photo 1

Condo in Killington

1 bedroom•1 bath
1,058 US dollars for 3 nights•
New

~$90 less than other sites

View all homes

Highlights in Killington

Experience the ultimate mountain escape in Killington, offering world-class skiing, scenic hiking trails, and vibrant year-round outdoor adventures.
Killington Resort
Pico Mountain
Gifford Woods State Park
Thundering Brook Falls
Kent Pond
Green Mountain National Golf Course

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.

Most popular amenities for private pool vacation rentals in Killington

Indoor pool (3)
Jacuzzi (3)
Hot tub (3)
Ev charger (2)
Heated pool (3)
Sauna (2)
Mountain view (3)
Fire place (3)
Bbq area (2)
Dryer (3)
Washer (3)
Oven (3)
Kitchen (3)
Tv (3)
Wifi (3)
Microwave (3)

Other popular amenities & vacation types in Killington

Pet-friendly vacation rentals in Killington
Discover more beyond the pool in Killington

Discover more beyond the pool in Killington

Set among Vermont's Green Mountains, Killington blends big-mountain adventure with serene woodland beauty. The resort’s expansive terrain, high-elevation ridgelines, and a famously long winter draw skiers and riders from across the East.
Summer shifts the scene to alpine biking, ridge hikes, cool lakes, and brilliant foliage come fall. Evenings are crisp and starry, mornings quiet and pine scented, and the pace feels both energizing and restorative. With year-round reasons to visit and easy access from Boston and New York, this is why Wander's luxury private pool vacation rentals in Killington, Vermont 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 private pool vacation rentals?

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

Some of our most popular private pool vacation rentals in Killington include Mountain Green 3F9, Mountain Green 3A7, and Cambridge 205C. 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 private pool vacation rentals does Wander have available in Killington?

Wander offers 3 private pool 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 private pool vacation rentals in Killington?

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

Do Wander’s private pool 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.