Luxury Vacation Rentals in Vermont

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 Vermont

Home in Winhall

4 bedrooms•4.5 baths

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Luxury

Home in Stratton

6 bedrooms•5 baths

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Luxury

Home in Ludlow

7 bedrooms•5.5 baths

Home in Winhall

3 bedrooms•3 baths

Home in Ludlow

5 bedrooms•6 baths

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Luxury

Home in Winhall

5 bedrooms•4.5 baths

Luxury

Wander Stowe Hollow

5 bedrooms•5 baths

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Home in Stratton

7 bedrooms•5 baths

Welcome to Vermont

Meet a new standard for mountain stays with Wander’s collection of luxury vacation rentals in Vermont. Our handpicked homes in Ludlow, Winhall, and Stowe deliver the polish of a five-star hotel with the privacy of a modern alpine retreat. Every space looks like the photos and is operated by professionals.

Expect pristine cleaning, 24/7 concierge, and ultra fast WiFi as table stakes. Settle into designer living areas, chef-ready kitchens, plush bedrooms, and smart home tech that makes work and downtime effortless. Select homes offer private hot tubs, fireplaces, gyms, or pools, so your Vermont base feels as elevated as the scenery.

Destinations in Vermont

Ludlow

Winhall

Stowe

Available soon in Vermont

Home in Winhall

4 bedrooms•4.5 baths

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Luxury

Home in Stratton

6 bedrooms•5 baths

•

Luxury

Home in Ludlow

7 bedrooms•5.5 baths

•

Luxury

Home in Winhall

5 bedrooms•4.5 baths

•

Luxury

Wander Stowe Hollow

5 bedrooms•5 baths

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Home in Stratton

7 bedrooms•5 baths

•

Luxury

Home in Ludlow

4 bedrooms•4 baths

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Home in Ludlow

5 bedrooms•5 baths

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Featured vacation rentals in Vermont

Luxury

Home in Stratton

6 bedrooms•5 baths

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Home in Stratton

7 bedrooms•5 baths

Home in Ludlow

5 bedrooms•5 baths

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Luxury

Home in Dover

6 bedrooms•5 baths

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Luxury

Wander Stowe Woods

6 bedrooms•6 baths

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Highlights in Vermont

Explore a state of stunning natural beauty, from the vibrant shores of Lake Champlain to the scenic peaks of the Green Mountains.

Lake Champlain

Stowe Mountain Resort

Church Street Marketplace

Ben & Jerry's Factory

Green Mountain National Forest

Quechee Gorge

Shelburne Museum

Woodstock

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 Vermont

Home in Winhall

4 bedrooms•4.5 baths

•

Luxury

Home in Stratton

6 bedrooms•5 baths

•

Luxury

Home in Ludlow

7 bedrooms•5.5 baths

Home in Winhall

3 bedrooms•3 baths

Home in Ludlow

5 bedrooms•6 baths

•

Luxury

Home in Winhall

5 bedrooms•4.5 baths

Luxury

Wander Stowe Hollow

5 bedrooms•5 baths

•

Home in Stratton

7 bedrooms•5 baths

View all homes

Most popular amenities for vacation rentals in Vermont

More popular destinations in Vermont

Other popular amenities & vacation types in Vermont

Family vacation rentals in Vermont

Large group vacation rentals in Vermont

Pet-friendly vacation rentals in Vermont

Hot tub vacation rentals in Vermont

Discover more of Vermont

From snow-draped peaks to a blaze of autumn color, Vermont proves why the Green Mountains are legendary. Stowe marries high alpine adventure with a sophisticated village, Ludlow hums with four-season energy at the base of Okemo, and Winhall places you within easy reach of Stratton and Bromley.

Scenic byways trace covered bridges, farmstands stock heirloom finds, and trails wind to quiet waterfalls and airy ridgelines. Winter brings perfect corduroy, spring sugaring sweetens the air, and summers linger on lakes and fairways. This is why Wander’s luxury vacation rentals in Vermont are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Vermont

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

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

Every home in Vermont 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 Vermont?

Some of our most popular vacation rentals in Vermont include Wander Stratton Mountain, Wander Stratton Summit, and Wander Okemo Scenic. 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 Vermont?

Wander offers 15 vacation rentals in Vermont, 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 Vermont?

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

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

Yes. Every Wander home in Vermont 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.