Luxury Vacation Rentals for Families in East Stroudsburg

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 14 family vacation rentals – enter your dates for availability.

Top-rated family vacation rentals in East Stroudsburg

Epic Poconos Pad: Pool, Hot Tub, Gym, Golf Sim

6 bedrooms•4.5 baths

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New

~$155 less than other sites

Modern Stream-front 4000 sf House

6 bedrooms•4 baths

•

~$125 less than other sites

Modern Creek-front, Hot Tub, Volleyball court

6 bedrooms•4 baths

•

~$125 less than other sites

Riverfront Lodge with Indoor Pool & Hot Tub

6 bedrooms•3 baths

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~$270 less than other sites

Amazing Modern Lakefront Chateau

6 bedrooms•5 baths

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~$125 less than other sites

Unique Estate with Heated Indoor Pool

8 bedrooms•5 baths

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~$255 less than other sites

317 Robinwood

4 bedrooms•3 baths

•

New

~$95 less than other sites

Big w/ Speakeasy, Arcade, Game & Vinyl Room

5 bedrooms•3.5 baths

•

~$85 less than other sites

Welcome to family adventures in East Stroudsburg

Make space for every generation with Wander's collection of luxury family vacation rentals in East Stroudsburg. These contemporary mountain homes balance style and function with generous living areas, multiple bedroom suites, and kid-friendly spaces that keep everyone comfortable. Every property is operated to hotel standards and looks exactly like the photos.

Enjoy the ease of chef-worthy kitchens, ultra fast WiFi, smart home tech, and hotel-grade linens. Many homes add playtime perks like media lounges, game rooms, pools, or hot tubs, plus dedicated workstations for remote days. Pristine cleaning and 24/7 concierge support make family travel refreshingly simple.

Available soon in East Stroudsburg

Modern Stream-front 4000 sf House

6 bedrooms•4 baths

•

~$125 less than other sites

Modern Creek-front, Hot Tub, Volleyball court

6 bedrooms•4 baths

•

~$125 less than other sites

Amazing Modern Lakefront Chateau

6 bedrooms•5 baths

•

~$125 less than other sites

Unique Estate with Heated Indoor Pool

8 bedrooms•5 baths

•

~$255 less than other sites

317 Robinwood

4 bedrooms•3 baths

•

New

~$95 less than other sites

Big Hot Tub & Spacious Poconos Retreat

5 bedrooms•3 baths

•

~$80 less than other sites

Family Cabin with Arcade, Vinyl, Poker Room

5 bedrooms•3 baths

•

~$80 less than other sites

Poconos Retreat: Hot Tub, Fire Pit, Game Room

4 bedrooms•2 baths

•

New

~$90 less than other sites

Featured family vacation rentals in East Stroudsburg

Unique Estate with Heated Indoor Pool

8 bedrooms•5 baths

•

~$255 less than other sites

Highlights in East Stroudsburg

Discover endless family adventures in East Stroudsburg, featuring thrilling outdoor recreation, interactive animal encounters, and year-round mountain fun.

Shawnee Mountain Ski Area

Pocono Snake & Animal Farm

Quiet Valley Living Historical Farm

Smithfield Beach National Recreation Area

Pocono Go-Karts and Play Park

Camelback Mountain Resort

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 East Stroudsburg

Epic Poconos Pad: Pool, Hot Tub, Gym, Golf Sim

6 bedrooms•4.5 baths

•

New

~$155 less than other sites

Modern Stream-front 4000 sf House

6 bedrooms•4 baths

•

~$125 less than other sites

Modern Creek-front, Hot Tub, Volleyball court

6 bedrooms•4 baths

•

~$125 less than other sites

Riverfront Lodge with Indoor Pool & Hot Tub

6 bedrooms•3 baths

•

~$270 less than other sites

Amazing Modern Lakefront Chateau

6 bedrooms•5 baths

•

~$125 less than other sites

Unique Estate with Heated Indoor Pool

8 bedrooms•5 baths

•

~$255 less than other sites

317 Robinwood

4 bedrooms•3 baths

•

New

~$95 less than other sites

Big w/ Speakeasy, Arcade, Game & Vinyl Room

5 bedrooms•3.5 baths

•

~$85 less than other sites

View all homes

Most popular amenities for family vacation rentals in East Stroudsburg

Exercise equipment (1)

More popular family destinations near East Stroudsburg

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Other popular amenities & vacation types in East Stroudsburg

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Discover more family fun in East Stroudsburg

Set beside the Delaware Water Gap and the Pocono Plateau, East Stroudsburg invites families to spread out and explore. Spend time at Bushkill Falls, paddle the Delaware River, or visit nearby waterparks for a thrill. Every season delivers a distinct palette, from wildflower-lined trails in spring to fiery autumn leaves and snowy winter fun.

With Shawnee Mountain and Camelback close by, outdoor adventures stay within easy reach, while scenic byways and lakes keep summer weekends effortless. Convenient access from New York City and Philadelphia makes getting here a breeze. This is why Wander’s luxury family vacation rentals in East Stroudsburg are the perfect choice, whether you’re traveling for work or leisure.

FAQs: Vacation Rentals in East Stroudsburg

Why should I book a Wander in East Stroudsburg over other family vacation rentals?

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

Every home in East Stroudsburg 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 family vacation rentals in East Stroudsburg?

Some of our most popular family vacation rentals in East Stroudsburg include Epic Poconos Pad: Pool, Hot Tub, Gym, Golf Sim, Modern Stream-front 4000 sf House, and Modern Creek-front, Hot Tub, Volleyball court. 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 family vacation rentals does Wander have available in East Stroudsburg?

Wander offers 14 family vacation rentals in East Stroudsburg, 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 family vacation rentals in East Stroudsburg?

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

Do Wander’s family vacation rentals in East Stroudsburg have WiFi access?

Yes. Every Wander home in East Stroudsburg 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.