Luxury Vacation Rentals with a Private Pool in Pennsylvania

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 39 private pool vacation rentals – enter your dates for availability.

Top-rated private pool vacation rentals in Pennsylvania

Lakeside on Lake Naomi

5 bedrooms•2 baths

•

~$170 less than other sites

Luxury

Lakefront Luxury, Dock, Kayaks, Hot Tub, Fish

4 bedrooms•3.5 baths

•

~$150 less than other sites

Incredible House with Private Heated Pool, Hot Tub

6 bedrooms•3 baths

•

~$125 less than other sites

Modern Stream-front 4000 sf House

6 bedrooms•4 baths

•

~$125 less than other sites

Lakefront House by Kalahari, Casino & Camelback

6 bedrooms•3 baths

The Poconest

6 bedrooms•5 baths

•

~$165 less than other sites

Luxury

Modern Mansion with Indoor Pool by Camelback

7 bedrooms•8 baths

•

~$300 less than other sites

Stillwater Thicket

5 bedrooms•2.5 baths

•

~$130 less than other sites

Welcome to private poolside luxury in Pennsylvania

Elevate your getaway with luxury private-pool vacation rentals in Pennsylvania. In Long Pond, Wander pairs the refinement of a boutique hotel with the comfort of a secluded Pocono home.

Expect a private, professionally maintained pool, inspiring wooded views, ultra fast WiFi, premium linens, and meticulous housekeeping. Smart touches and 24/7 concierge support make every moment effortless, from focused work sessions to evening downtime.

Whether you are planning a serene couple’s escape, a family gathering, or a team retreat, our Long Pond collection delivers privacy, polish, and space to truly unwind.

Available soon in Pennsylvania

Lakeside on Lake Naomi

5 bedrooms•2 baths

•

~$170 less than other sites

Luxury

Lakefront Luxury, Dock, Kayaks, Hot Tub, Fish

4 bedrooms•3.5 baths

•

~$150 less than other sites

Incredible House with Private Heated Pool, Hot Tub

6 bedrooms•3 baths

•

~$125 less than other sites

Modern Stream-front 4000 sf House

6 bedrooms•4 baths

•

~$125 less than other sites

Lakefront House by Kalahari, Casino & Camelback

6 bedrooms•3 baths

•

~$185 less than other sites

The Poconest

6 bedrooms•5 baths

•

~$165 less than other sites

Stillwater Thicket

5 bedrooms•2.5 baths

•

~$130 less than other sites

Poconos Retreat: Hot Tub, Fire Pit, Game Room

4 bedrooms•2 baths

•

New

~$95 less than other sites

Featured private pool vacation rentals in Pennsylvania

The Poconest

6 bedrooms•5 baths

•

~$165 less than other sites

Luxury

Modern Mansion with Indoor Pool by Camelback

7 bedrooms•8 baths

•

~$300 less than other sites

Lakefront Estate with Heated Pool & Hot Tub

8 bedrooms•4 baths

•

~$175 less than other sites

Blue Pond

8 bedrooms•5 baths

Riverfront Lodge with Indoor Pool & Hot Tub

6 bedrooms•3 baths

•

~$260 less than other sites

Amazing Luxury Estate with Heated Pool

8 bedrooms•4 baths

•

~$175 less than other sites

Poconos Luxury Resort: Pool, Theater, Games

6 bedrooms•6.5 baths

•

~$385 less than other sites

The AquaHaus w/Heated Indoor Pool, Sauna, GameRoom

6 bedrooms•8 baths

•

~$255 less than other sites

Highlights in Pennsylvania

From the historic streets of Philadelphia to the rolling hills of Amish Country, discover a state rich in heritage and natural beauty.

Independence National Historical Park

Gettysburg National Military Park

Hersheypark

Fallingwater

Phipps Conservatory and Botanical Gardens

The Amish Village

Philadelphia Museum of Art

Bushkill Falls

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 Pennsylvania

Lakeside on Lake Naomi

5 bedrooms•2 baths

•

~$170 less than other sites

Luxury

Lakefront Luxury, Dock, Kayaks, Hot Tub, Fish

4 bedrooms•3.5 baths

•

~$150 less than other sites

Incredible House with Private Heated Pool, Hot Tub

6 bedrooms•3 baths

•

~$125 less than other sites

Modern Stream-front 4000 sf House

6 bedrooms•4 baths

•

~$125 less than other sites

Lakefront House by Kalahari, Casino & Camelback

6 bedrooms•3 baths

The Poconest

6 bedrooms•5 baths

•

~$165 less than other sites

Luxury

Modern Mansion with Indoor Pool by Camelback

7 bedrooms•8 baths

•

~$300 less than other sites

Stillwater Thicket

5 bedrooms•2.5 baths

•

~$130 less than other sites

View all homes

Most popular amenities for private pool vacation rentals in Pennsylvania

More popular private pool destinations in Pennsylvania

Private pool vacation rentals in Long Pond

Other popular amenities & vacation types in Pennsylvania

Lakefront vacation rentals in Pennsylvania

Family vacation rentals in Pennsylvania

Discover more beyond the pool in Pennsylvania

From quiet Pocono mornings to amber fall ridgelines, Pennsylvania invites unhurried days and big horizons. Long Pond rests on the Pocono Plateau, surrounded by serene lakes and evergreen woods that trade city rush for cool mountain air across all four seasons.

Beyond the highlands, the state spans striking contrasts, from Frank Lloyd Wright’s Fallingwater and the rolling Laurel Highlands to the sandy arc of Presque Isle on Lake Erie. Philadelphia and Pittsburgh bring renowned arts and sports, while country roads reveal covered bridges and storybook farmland. This is why Wander’s luxury private-pool vacation rentals in Pennsylvania are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Pennsylvania

Why should I book a Wander in Pennsylvania 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 Pennsylvania 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 Pennsylvania?

Some of our most popular private pool vacation rentals in Pennsylvania include Lakeside on Lake Naomi, Lakefront Luxury | Dock • Kayaks • Hot Tub • Fish, and Incredible House with Private Heated Pool, Hot Tub. 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 Pennsylvania?

Wander offers 39 private pool vacation rentals in Pennsylvania, 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 Pennsylvania?

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

Do Wander’s private pool vacation rentals in Pennsylvania have WiFi access?

Yes. Every Wander home in Pennsylvania 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.