Holiday 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 --

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. 15ft aluminum jon boat with 5hp outboard PLUS 4 kayaks are included FREE for you to enjoy!

Patuxent River View

🏡Stay at this peaceful, amenity‑rich guest house near North Beach, Chesapeake Beach, and Herrington Harbour, with quick access to Washington, DC, Baltimore, and Annapolis. Enjoy a fully stocked kitchen, coffee, fast WiFi, a seasonal pool, and a shaded gazebo designed for comfort and convenience. Perfect for wedding weekends, family visits, work trips, and quiet coastal getaways, this cozy home base makes it easy to relax, cook, stream, and recharge between festivities and exploring the area.

Barnyard Retreat

We are BACK After a 2 year hiatus!! We cannot wait to see all of our wonderful guests again! Beautiful 750 sq. ft. in-law apartment set up in a very efficient setting with open living space and Jack-n-Jill bathroom. Space is very open with cathedral ceilings and sky-lighting. Apartment has it's own separate entrance and dedicated parking space. The apartment has fast, secure wi-fi and is set-up perfectly for traveling professionals. Please see additional info within our house rules section.

Beach Front and 'Perfectly Placed'

Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.

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.

Beautiful waterfront apartment in Broomes Island

Create a lifetime of memories at La Puesta de Sol! Located above Len’s Marina on Broomes Island, you will wake up in your private space, overlooking the beautiful Patuxent River! Enjoy the large deck, sipping a cold beverage, listening to music, watching for herons, swans and osprey or maybe just reading your favorite book! Lounge at the beach, explore in the kayak, or maybe you would rather rent bikes to tour the island! There are hiking trails within 15 mins, and so much more to do!

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.

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.

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.