Luxury Vacation Rentals with a Private Pool 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 2 private pool vacation rentals – enter your dates for availability.

Top-rated private pool vacation rentals in Vermont

Luxury

Home in Dover

6 bedrooms•5 baths

5.0

Luxury

Wander Stowe Woods

6 bedrooms•6 baths

$10,735 for 4 nights•

4.8

Welcome to private poolside luxury in Vermont

Experience the Green Mountains in style with Wander’s luxury private-pool vacation rentals in Vermont. Centered in Stowe, each home blends contemporary design and warm, natural textures with the indulgence of your own pool, creating a private resort feel from arrival to departure.

Every stay includes hotel-grade amenities, ultra fast WiFi, pristine cleaning, and 24/7 concierge care. Expect private pools designed for four-season enjoyment, fitness spaces, and smart home touches that make work and relaxation effortless.

Expertly operated and beautifully maintained, our Vermont homes look exactly like the photos and deliver a stress-free stay from start to finish.

Available soon in Vermont

Luxury

Home in Dover

6 bedrooms•5 baths

$3,000 for 3 nights•

5.0

Featured private pool vacation rentals in Vermont

Luxury

Home in Dover

6 bedrooms•5 baths

5.0

Luxury

Wander Stowe Woods

6 bedrooms•6 baths

$10,735 for 4 nights•

4.8

Highlights in Vermont

Explore Vermont's iconic landscapes, from the vibrant shores of Lake Champlain to the scenic peaks of the Green Mountains.

Church Street Marketplace

Stowe Mountain Resort

Ben & Jerry's Factory

Lake Champlain

Quechee Gorge

Shelburne Museum

Marsh-Billings-Rockefeller National Historical Park

Smugglers' Notch State Park

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

Luxury

Home in Dover

6 bedrooms•5 baths

5.0

Luxury

Wander Stowe Woods

6 bedrooms•6 baths

$10,735 for 4 nights•

4.8

View all homes

Most popular amenities for private pool vacation rentals in Vermont

More popular private pool destinations in Vermont

Private pool vacation rentals in Stowe

Other popular amenities & vacation types in Vermont

Pet-friendly vacation rentals in Vermont

Large group vacation rentals in Vermont

Family vacation rentals in Vermont

Hot tub vacation rentals in Vermont

Discover more beyond the pool in Vermont

Vermont blends rugged mountain beauty with understated sophistication. Stowe anchors the experience, surrounded by Green Mountain peaks and winding roads dotted with classic covered bridges.

Winter brings alpine energy, spring hums with maple sugaring, summer unfolds with clear rivers and cool forests, and autumn ignites with unforgettable color. Scenic byways, charming villages, and a thriving craft culture add depth to every season.

The result is a four-season escape that feels restorative and refined. This is why Wander’s luxury private-pool 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 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 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 private pool vacation rentals in Vermont?

Some of our most popular private pool vacation rentals in Vermont include Wander Dover Peaks, Wander Stowe Woods, and Wander Dover Peaks. 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 Vermont?

Wander offers 2 private pool 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 private pool vacation rentals in Vermont?

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

Do Wander’s private pool 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.