Luxury Vacation Rentals for Families in Maryland

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 1 family vacation rentals – enter your dates for availability.

Top-rated family vacation rentals in Maryland

Wander Fern Hollow

4 bedrooms•4.5 baths

4.3

Welcome to family adventures in Maryland

Gather the whole crew with our luxury family vacation rentals in Maryland. Each Wander is a private, design-forward home that looks just like the photos and delivers space for everyone to relax and reconnect.

Enjoy hotel-grade comforts tailored for families. Expect multi-bedroom layouts, chef-ready kitchens, plush linens, ultra fast WiFi, and dedicated areas for work and play. Thoughtful touches like roomy dining spaces, flexible sleeping arrangements, and outdoor gathering zones keep routines simple from breakfast to bedtime, all backed by pristine cleaning and 24/7 concierge support.

Upgrade your family time with a stay that balances comfort and convenience, without compromise.

All homes in Maryland

Wander Fern Hollow

4 bedrooms•4.5 baths

4.3

View all homes

Highlights in Maryland

Discover family fun from the historic streets of Baltimore to the sandy shores of the Chesapeake Bay and Atlantic Ocean.

National Aquarium

Maryland Science Center

Fort McHenry National Monument and Historic Shrine

Ocean City Boardwalk

Assateague Island National Seashore

Six Flags America

Annapolis City Dock

Calvert Cliffs 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.

Most popular amenities for family vacation rentals in Maryland

Other popular amenities & vacation types in Maryland

Large group vacation rentals in Maryland

Hot tub vacation rentals in Maryland

Lakefront vacation rentals in Maryland

Discover more family fun in Maryland

Maryland packs a rare variety into a compact footprint. Sail-streaked bays, sandy Atlantic shoreline, quiet marshes, and rolling countryside invite laid-back days, while the forested ridgelines out west bring cool breezes and star-filled nights.

Each season shines in its own way. Summer means sunlit water and easy beach time, autumn brings blazing foliage across hills and byways, winter offers ski runs and cozy evenings in the mountains, and spring returns with mild weather and waterfront views at their best.

With short drives between regions and something for every pace, planning is effortless. This is why Wander’s luxury family vacation rentals in Maryland are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Maryland

Why should I book a Wander in Maryland 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 Maryland 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 Maryland?

Some of our most popular family vacation rentals in Maryland include Wander Fern Hollow and Wander Fern Hollow. 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 Maryland?

Wander offers 1 family vacation rentals in Maryland, 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 Maryland?

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

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

Yes. Every Wander home in Maryland 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.