Holiday rentals in Eagle Harbor

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!

Cheerful1 bedroom basement with separate entrance

Take it easy at this unique and tranquil getaway. Keeping it simple and clean at this peaceful and centrally-located place. Cozy and placed in a beautiful quiet neighborhood. one bedroom Suite with its own bathroom and private side entrance provides a relaxing atmosphere for work or vacation. No shared spaces. No keys needed . it's a keyless secure entrance. There is no kitchen, however, the Suite includes fridge, microwave, keurig coffee machine with included coffee pods, cups and air fryer.

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.

White Point Cottage -- Quiet Waterfront Getaway

Welcome to White Point Cottage on the beautiful Potomac — 90 minutes from Washington, DC, but a world away. The renovated 2 bedroom, 1 bath cottage sits on nearly an acre of south-facing waterfront property, affording a sense of privacy along with sunrise and sunset views. We’ve owned in the same neighborhood in St. Mary's County since 2005 and are eager to show guests why we love it here. More on IG @whitepointcottage, and be sure to visit our sister property, Water's Edge Cottage.

Relaxing retreat on the river.

This river retreat is located in Owings, MD This Guesthouse is located on the Patuxent River and is surrounded by beautiful nature. Get up in the morning and enjoy your coffee watching the Osprey, Eagles, and Hawks fish for their morning breakfast. Located about 40 minutes away from Annapolis and DC for easy day trips. Come back in the evening and grill outside watching the beautiful sunsets. Your host lives in a historic home on the same property dating back to the early 1800's.

Studio - All Private - Entry, Kitchen, Bathrm, W/D

All private Studio Apt Smart TV Kitchen Full bath W/D 1 person only no visitors non - smoker, cannabis, vaping No pets Quiet person GREAT LOCATION: Hospitals: UM Charles Regional Med. Cen 10 min Medstar SM Hosp 30 min Adventist HealthCare Fort Wash 23 mins Chalk Point Aquasco 35 min Military: NRL Blossom Point 15 min NOS Indian Head Naval 20 min Joint Andrews Air Force Base 30 min Bolling Air Force Base, Wash 35 min Dahlgren Naval Base 30 min NAS Patuxent River 50 min

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.

Adorable Waterfront Apartment Weekend Getaway

Bright & cheery 1 bedroom waterfront apartment nestled on the banks of the St. Mary's River. Amazing, dreamy views. It's a sweet spot to relax and enjoy a quiet get-away or launch a kayak, take a walk, enjoy great food cuisine. We sit next to St. Mary's College of MD and Historic St. Mary's City. You may see college sailing races, crew teams rowing, or the historic Maryland Dove sailing down the river. It's lovely here fall, winter, spring, summer! SUNSETS!

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.

Downs By The River

Welcome to Downs at the River: Your Tranquil Waterfront Escape Are you dreaming of a peaceful getaway where nature’s beauty surrounds you? Look no further than Downs at the River! Nestled along the serene banks of the Patuxent River, this stunningly renovated home is your ideal retreat. With breathtaking views and modern comforts, this space invites you to unwind, explore, and reconnect with what matters most. Endless Water Adventures Await

“Cabana by the Bay”-tiny home on a pier!

This tiny home is a newly renovated cabana sitting on a pier. Fall asleep to the sound of waves crashing under you! Enjoy shared use of our private beach. Bikes are available and are stored directly across the street. Go crabbing or fishing off the pier and walk to one of the many nearby restaurants. Check out the summer concert series at the Calvert Marine Museum.

Waterfront Cottage Near Herrington and North Beach

Escape to Osprey Cottage, a renovated oasis overlooking the Chesapeake Bay. Our home is a 1930s bungalow that has been tastefully updated with modern sensibility, while still preserving its original charm. Streamlined decor, gleaming wood floors, and stunning views from the common spaces, deck, and hot tub invite you to simply relax.