Vacation rentals in Prince Frederick

Hideaway on the Bay: Waterfront Vintage A Frame

The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a 2 bed 1 bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish, and catch crabs --

Designer owned Coastal getaway retreat

Enjoy our private, above-garage hideaway apartment with private beach access, fast WiFi, Smart TV, and cozy touches that make you feel at home. You have a private entrance. Come and go as you please! Note: We are a peanut-free and smoke free property. RELAX in our chic, private loft just minutes from Chesapeake beaches and 10 minutes from Solomons Island & Calvert Cliffs. You will have private access to our amazing beach just a 5 minute drive away. Please let us know if you plan to use it!

Ocean Break

Your peaceful retreat by the beach. This cozy, private space is located 40 steps up, giving you a quiet, elevated setting where you can pause, breathe, and truly unwind. Surrounded by a peaceful coastal atmosphere, it’s a welcoming place for rest, reflection, or simply a relaxing getaway. While it feels like a hidden escape, you’re still just 10 minutes from the shops and restaurants in Prince Frederick and only 20 minutes from the lively waterfront of Solomons Island and the iconic Tiki Bar.

Peninsula Pad

Keep it simple at this peaceful and centrally-located getaway when you come to experience Calvert County. Stay 30 minutes or less from beaches, kayaking, 22 miles of hiking trails, Jefferson-Patterson Park and its festivals, vineyards, Solomon's Island and Prince Frederick local restaurants and farmer's markets. Our newly renovated pad is a spacious basement apartment with all the basics you need to relax after a fun day exploring nature and our surroundings. We can't wait to welcome you

Luxury Farmette -Private & Secluded-1hr to DC

Plan your tranquil getaway to the countryside and escape to a luxury dream farmhouse. Located on 5 acres, the renovated home offers peace in a quiet, private location. Guests have access to a pool and outdoor shower, fire pit, a covered grilling area and a playground for children. The home is located approximately 1hr from Washington DC and is the perfect place for a retreat, family vacation and everything in between! Plenty of parking available for those traveling with boat/camper/RV.

Covenant Cove (Cove Point Beach)

Nestled at the edge of the Chesapeake Bay, next to the iconic Cove Point Lighthouse, this charming cabin offers a peaceful and rustic escape from the everyday hustle and bustle. Situated in the serene surroundings of Cove Point, the cabin provides a perfect blend of comfort and simplicity, ideal for those seeking a quiet retreat amidst nature. One of the main highlights of staying at this cabin is its proximity to the private community beach, located just a short walk away.

Serenity Suite on Chesapeake Bay

Come enjoy our waterfront home on the scenic Calvert Cliffs. Take in beautiful Bay views in Adirondack chairs with stunning vistas. Photograph wildlife. Comfortable ½ mile walk to private community bay shoreline. Have breakfast in the yard while enjoying the sunrise. Stroll the community shoreline and explore fossil hunting, hike at nearby trails. No pets are allowed because I have a severe allergic reaction to pet hair and dander. Thanks for your understanding.

Chesapeake Escape

Stylish Chesapeake retreat just one block from the Bay! Enjoy fossil hunting, hiking, and sunrise views, and take day trips to DC or Annapolis. Launch jet skis or kayaks from the nearby community ramp, and enjoy seasonal crabbing, fishing, and hunting. Newly renovated with a peaceful, modern design, it’s ideal for couples, small or large grits, families, or solo travelers. Settle in with fast Wi-Fi, smart TV, and plenty of parking—your coastal escape awaits!

Waterfront on St. Leonard Creek at Fort Hill

Waterfront home on St. Leonard Creek w/ private pier for fishing and relaxing, PLUS a small beach area. Close to Solomons, fossil hunting at Calvert Cliffs, the Calvert Marine Museum (and their concerts), and other area attractions. Forget stairs! Our elevator directly connects the parking area to your private floor! Fort Hill is a uniquely quiet and private space with wide-open views of the outdoors. 4 kayaks are included FREE for you to enjoy!

Good Vibe Villa, Tiny houseboat

This tiny houseboat sits permanently on a boat lift, so you will have the unique experience of being over water without the risk of sea sickness! Located in the heart of quaint Solomons Island, this is a great stay if you love being near the water. Unparalleled views from your private porch. Please note, due to extensive pet damage we have changed this property to strictly no animals. You will be asked to leave if you arrive with a pet.

Cottage on the Creek

The Cottage is perfectly perched alongside Cuckold Creek showcasing the beauty of Southern Maryland. Our home provides plenty of space for relaxing together with a water view everywhere you turn. Each space is set up to provide you with the comforts of home, so you can relax and enjoy being in the moment. Located in the heart of Hollywood, not too far from stores or restaurants, but still "away from it all". ✨

Roam the World w/Jacuzzi, 4 Full BTH

Spacious & Stylish 4-Bedroom Home with 4 Private Bathrooms Discover the perfect blend of comfort, style, and convenience in this spacious 4-bedroom, 4-bathroom en-suite home. Ideal for families, groups, or friends traveling together, this unique property offers plenty of room for everyone to relax while enjoying complete privacy. The basement is excluded from this listing and may host other guests on-site.