Wake Up to the Chesapeake

Wake Up to the Chesapeake Located right on the Chesapeake Bay, this home boasts beautiful views of the bay right from the living room and master suite. Perfect for 1-2 families!

Surrounded by nature, the back of the home looks out onto Deep Creek. With three bedrooms and 2.5 baths, this house sleeps 7. Primary Bedroom: Queen Bed and bathroom ensuite. Air mattress in closet. Bedroom #2: Queen Bed. Bedroom #3: Bunk-beds (Queen bottom, twin top)

Living room: Pull-out couch. It is important to note, the main living area is located on the second floor with bedrooms on the thi

rd floor. Relax at the gazebo on the shoreline or get out and explore the bay with the use of our kayaks or paddle boards. We offer all of the amenities needed for the perfect beach getaway! Ospreys, bald eagles, herons and other wildlife are frequent visitors to the peaceful landscape. Located between Point Lookout State Park and St.Mary’s College, our home is the perfect mixture of serenity and convenience. Included in rental price: beach chairs, beach towels, bikes, charcoal grill, 2 kayaks (1 single, 1 double), 3 paddle boards (2 adult, 1 child), life jackets, fishing poles, crab nets and baskets, crab steamer. Please don't hesitate to reach out with any questions or for questions about availability.

02/16/2026

Now’s the time to book your summer getaway! ☀️

Send us a message or find us on Airbnb!

Last week’s renters shared these pictures from their stay!They took advantage of our paddle boards and crab supplies to ...
06/25/2025

Last week’s renters shared these pictures from their stay!

They took advantage of our paddle boards and crab supplies to catch their own crabs! 🦀

It was a beautiful long weekend on the Chesapeake Bay!

Dolphin sighting nearby! 😁
06/21/2025

Dolphin sighting nearby! 😁

We still have some openings this summer if you need to book a last minute trip ☀️
05/26/2025

We still have some openings this summer if you need to book a last minute trip ☀️

Weekends are starting to fill up for spring and summer family vacations! Enjoy a quiet and peaceful stay on the Chesapea...
01/29/2025

Weekends are starting to fill up for spring and summer family vacations! Enjoy a quiet and peaceful stay on the Chesapeake Bay swimming, crabbing, playing in the sand and relaxing!

Our home is fully stocked with kayaks, crabbing supplies, beach toys, bikes and more! Dog friendly so bring your furry friend 🐶

Send us a message or email [email protected] today to reserve your date! ☀️

01/20/2025

All of this winter snow & ice has us daydreaming of summer beach days! Reach out soon to book your stay 😎

Send a message to learn more

When you’re staying with us, be sure to check out Pier450 Restaurant, Boutique Motel & Shop! Incredible food and drink, ...
09/10/2024

When you’re staying with us, be sure to check out Pier450 Restaurant, Boutique Motel & Shop! Incredible food and drink, but also a wonderful place to relax on the beach, walk through the garden and take some pictures! Even on a rainy day we enjoyed ourselves.

If you haven’t stayed with us recently, you’ll be thrilled to see all of the recent upgrades we’ve made!New floors throu...
09/05/2024

If you haven’t stayed with us recently, you’ll be thrilled to see all of the recent upgrades we’ve made!

New floors throughout, fresh paint, new Lovesac couch, updated blinds, additional lighting, and even a new washer/dryer.

One thing remains the same- this home is still the perfect spot to enjoy the Chesapeake Bay with your loved ones!

Now is the time to start planning your spring and summer family vacations! Send us a message or email wakeuptothechesape...
01/11/2024

Now is the time to start planning your spring and summer family vacations! Send us a message or email [email protected] today to reserve your date! ☀️

Summer bookings are filling up fast! Email/message us soon to book your beach vacation on the bay! 😁☀️⛱️
02/27/2023

Summer bookings are filling up fast! Email/message us soon to book your beach vacation on the bay! 😁☀️⛱️

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Holly Drive
Scotland, MD
20687

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