Holiday rentals in Prince Frederick

Quiet Coastal Cottage Escape with Water Views

Want to get away? Come relax and escape in our updated bay view cottage. You'll enjoy stunning sunsets, warm surroundings, and all the amenities you could want in our cozy, peaceful cottage home. You'll find plenty of comfortable spots to relax, inside and out. Located on a quiet street, while still close to the small-town charm and offerings of North Beach, Chesapeake Beach, and Herrington Harbor. Walk along the bay, enjoy the local restaurants, and get ready to relax. Stay a week and save!

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 --

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 fully 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.

Riverfront Chalet Kayak/Canoe, pier, breakfast!

This is a two room above the garage apartment with a dedicated side entrance for guests separate from the main house by screens down and a barn door up. Once upstairs you have your own private space. Your mini fridge will always be stocked with an assortment of beverages and snacks as well as breakfast items. Enjoy, our kayaks, fire pit or sunset viewing on the pier. Lots of hiking and water sports abound in the area. A short drive south is Solomon’s island. This is a safe space for all🥰

Chesapeake Escape

Stylish Chesapeake retreat just one block from the Bay! Stroll to the community beach, 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!

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

Ocean Break

Your peaceful retreat by the beach. This cozy, private space offers the perfect setting to pause, breathe, and recharge away from the noise of everyday life. Surrounded by a quiet coastal atmosphere, it’s ideal for those seeking rest, reflection, or simply a relaxing getaway. While it feels like a hidden escape, you’re just 10 minutes from the shops and restaurants in Prince Frederick and only 20 minutes from the lively waterfront of Solomons Island, the iconic Tiki Bar.

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.

Quiet cottage in the woods. King-bed suite.

Take it easy at this unique and tranquil getaway. Open floor plan with all the modern conveniences. King size bed, with space for an additional queen size air mattress. Washer, dryer, shower/bathtub. Note, there is no smoking or vaping allowed inside the Cottage, and absolutely no "4/20" products allowed on the property. Two night minimum for all reservations, and due to documented medical allergy concerns we are unable to host pets/animals of any kind.

Cozy Little Cottage

The "Cottage" is a cozy vacation rental that has an open floor plan that allows for easy hanging out or keeping an eye on the kids. The "Cottage" is not on the water, but is close to Solomons Island where you can enjoy their boardwalk & the view! The "Cottage" is close to history, lighthouses, crab and fishing charters and shark tooth hunting! Also nearby is the Calvert Marine Museum featuring live concerts by top name bands.

Roam the World w/Jacuzzi, 4 Full BTH

Spacious & Stylish 4-Bedroom Home with 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.

Cozy nest for one or two

Keep it simple at this peaceful and centrally-located place.this one bedroom apartment is located centrally between Prince Frederick and Solomon’s on the main highway easy accessible.