Vacation rentals in Eagle Harbor

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Top-rated vacation rentals in Eagle Harbor

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Guest favorite

The vintage A-frame home is nestled amongst trees, featuring a deck with a canopy in the foreground. A stone path leads to the entrance, where large windows allow for ample natural light. The surrounding landscape is adorned with greenery and decorative plants.

Cabin in Lusby

4.93 out of 5 average rating, 209 reviews

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 --

Top guest favorite

The two-story farmhouse features a white exterior with black accents and a welcoming porch. Rocking chairs are positioned under the covered area, surrounded by neatly manicured gardens and lush greenery. Overcast skies lend a tranquil mood to the comfortable outdoor space.

Farm stay in Huntingtown

5 out of 5 average rating, 64 reviews

Luxury Farmette -Huntingtown MD -1hr to DC- Pool

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.

Top guest favorite

The modern two-story cottage is set against a backdrop of lush greenery, featuring a well-manicured lawn and vibrant flower beds. Elevated views of the waterfront are visible in the distance, while a stone pathway leads to the front entrance adorned with wooden double doors.

Home in Shady Side

5 out of 5 average rating, 174 reviews

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

The Cottage at Silver Water is a serene 5 Star retreat for those who value tranquility over spectacle. Set along the Chesapeake, it offers front-row seats to breathtaking sunsets—where golden light dances across the water. Inside, Nordic-inspired design meets quiet luxury, featuring award-winning mattresses and bedding that promise restorative sleep. Here, time slows, and luxury isn’t just something you see—it’s something you feel. We invite you to read the reviews of so many happy guests.

Guest favorite

A cozy sitting area features a comfortable blue sofa adorned with cushions. Large glass doors provide access to the outdoor space, complemented by colorful curtains. A small dining table and chairs are visible outside, framed by a patterned area rug on the wooden floor.

Guest suite in La Plata

4.88 out of 5 average rating, 277 reviews

Beautiful Rural Suite near Washington, D.C.

Enjoy a rural environment only 50 minutes outside of Washington, D.C., and 45 minutes away from Andrew's Air Force Base. Located in a quiet wooded neighborhood with horses, goats, ducks, and more this property allows children space to run and play. Stores are less than 10 minutes down the road. This is a perfect little haven, fully equipped with a kitchen and laundry facilities. Parking is available for boats and trailers. Please Note: Sunday check-in is at 4pm, unless requested otherwise.

Top guest favorite

Two light blue Adirondack chairs are positioned on a wooden dock, facing a calm river. The sun sets over the water, casting a warm glow across the surface and creating a serene atmosphere. A weathered wooden table is placed nearby, enhancing the inviting scene.

Guest suite in Lusby

4.98 out of 5 average rating, 351 reviews

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🥰

Guest favorite

A well-equipped kitchen area is visible with light wooden cabinetry and modern appliances, including a refrigerator, oven, and microwave. A comfortable loveseat is positioned on plush carpeting, and natural light enters through glass doors leading to the outdoor patio.

Guest suite in Mechanicsville

5 out of 5 average rating, 16 reviews

Private Walkout In-Law Suite

Enjoy completely private walkout basement suite in home at end of country road. Has 1 bedroom, kitchen and bath. Enjoy views of local farms and horses. Home owners live on main floor and are available if needed. NO smoke/vape. Must be able to use stairs. Great location for contractors, travelers and interns working at PAX, Calvert Cliffs or St. Marys Hospital. Relax on back patio surrounded by tall trees. Easy access to all of Southern Marylands charms or drive into DC/VA for sightseeing.

Guest favorite

A spacious living area features natural light streaming through large windows, illuminating two soft sofas and an adjacent dining area. An eat-in kitchen with modern appliances is visible, alongside a neutral-toned dining table set for two. A cozy rug adds warmth to the design.

Apartment in Huntingtown

4.87 out of 5 average rating, 45 reviews

Close to the Beach, Calvert Hosp & Cove Point.

Private 1 bedroom apartment w/1 queen bed and a private entrance on a working animal sanctuary including a bathroom, eat in kitchen, work space, living room with 3 sofas & private washer/dryer. Surrounded by trees in Calvert County, your stay will be peaceful. You can interact with the critters or observe from afar. We currently have; geese, ducks, chickens, turkeys, a pig, parrots, emus, cats. Please note, if you have any mobility issues this may not be a good choice for your stay.

Top guest favorite

A red umbrella provides shade over a square table with a glass top, accompanied by two cushioned chairs. Lush green grass surrounds the seating area, framed by tall trees and distant views of the water, creating a serene outdoor space.

Apartment in Port Republic

4.97 out of 5 average rating, 214 reviews

Serenity Suite on Chesapeake Bay

Come enjoy our waterfront home on the scenic Calvert Cliffs. Relax by the water under mature shade trees. 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 and enjoy dinner on Solomon’s Island. Then open the windows to listen to waves overnight.

Top guest favorite

An open concept living area features a combination of seating, including two armchairs and a side table. A dining area with a striking blue rug and wooden chairs is visible in the background, alongside a well-lit kitchen area with modern appliances.

Guesthouse in Owings

4.95 out of 5 average rating, 107 reviews

Patuxent River View

🌊 Nestled near North Beach, Herrington Harbor, Herrington on the Bay, and Chesapeake Beach, this serene guest house offers a peaceful escape for travelers of all kinds—whether you’re exploring local sights, reconnecting with nature, visiting family, or just passing through. Guests enjoy thoughtful amenities at no extra cost: a fully stocked kitchen, complimentary coffee and tea, high-speed WiFi, a pool and gazebo, and more comforts to make you feel right at home.

Top guest favorite

A spacious king-size bed is framed by natural wood, complemented by matching nightstands with lamps on either side. Soft pillows adorn the bed, and a decorative piece hangs on the wall nearby, enhancing the serene atmosphere in the room.

Guesthouse in Brandywine

5 out of 5 average rating, 47 reviews

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.

Guest favorite

A stylish bar area is showcased with a pool table in the foreground and a sleek bar counter adorned with emerald green stools. Pendant lighting hangs from the ceiling, providing modern illumination, while a television is mounted on the wall for entertainment.

Home in Waldorf

4.89 out of 5 average rating, 132 reviews

*Brand New | Modern | Lux 4 BR | Huge | 24 m to DC

Dee's Lounge will offer you the ULTIMATE perfect stay! Indulge in a luxurious and refined experience that is sure to leave you feeling refreshed, relaxed, and rejuvenated! This space is designed to make you feel like you've escaped your everyday life. Whether it's a girl trip, family time or hanging with your friends, you are sure to have an amazing time! We are readily available to accommodate your needs and make sure that you enjoy your time here!

Top guest favorite

A rustic red barn stands prominently against a sunset, framed by trees. White barn doors, featuring decorative stars, enhance the charm. The soft light of dusk casts a warm glow over the grassy landscape, creating a serene rural setting.

Farm stay in Port Republic

5 out of 5 average rating, 107 reviews

Maple Hollow Farm - A Little Piece of Heaven

Enjoy the modern farmhouse charm of this lovely apartment here at Maple Hollow Farm! This space includes all new furnishings, appliances, amenities and unique, stylish decor. You will enjoy a spectacular view off the attached deck that typically includes the horses grazing in the pastures and an amazing sunset! It's a fabulous location for your next getaway or even stay-cation!