Vacation rentals in Port Deposit

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Top-rated vacation rentals in Port Deposit

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Top guest favorite

The countryside view showcases rolling hills and lush greenery under a clear blue sky. Trees are visible in the foreground, while fields and distant treetops create a serene landscape, inviting relaxation and appreciation of nature.

Guest suite in Forest Hill

5 out of 5 average rating, 188 reviews

Scenic, private 2 room-guest suite, near Bel Air

Relax and enjoy the scenic view of the countryside in this spacious (3 room) guest suite. The sunset is gorgeous! Spend the weekend enjoying the local activities: Dance under the stars at Boordy Vineyard Taste the craft beers at local breweries Hiking at Rocks State Park Biking nearby at the old railroad trail Explore the shops and restaurants on Main Street in historic Bel Air Spend a work trip in this peaceful, quiet space, located close to Aberdeen Proving Grounds, Peach Bottom Plant.

Top guest favorite

An exterior view of the cottage showcases a welcoming wooden deck with ramps, facilitating accessibility. A glass door leads inside while a white chair and barbecue grill are present nearby. Lush greenery and a horse fence frame the scene, enhancing the country setting.

Cottage in North East

4.98 out of 5 average rating, 568 reviews

Persimmon Pastures

A quiet country setting in North East MD..located on a 7 acre horse farm with easy access to I95. Enjoy all the serenity of the country yet close to the shopping, marinas, and within 50 mile access to Baltimore, Wilmington and Philadelphia. The property is also within 30 minutes of Fair Hill Natural Resources Area with 5,500+acres and 80+ miles of trails for hiking, biking, and beautiful scenery. Pets are allowed. A pet (dog/cat) fee of $5/night/pet will be requested the day of your arrival.

Guest favorite

Cottage in Charlestown

4.94 out of 5 average rating, 177 reviews

Long Beach Cottage, Hot Tub,Wood Burning Fireplace

The cottage is waterfront and a PERFECT spot for a romantic couples getaway! honeymoon/celebrations Designed with that in mind, it has a hot tub,kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed,a chandelier & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity,a large soaking tub,a tile shower with a soothing 3 function rain shower, is complete with luxury linens, cozy robes & soft towels

Top guest favorite

Farm stay in Bel Air

5 out of 5 average rating, 128 reviews

Watch Deer from a Farm Cottage

Farm Animals, Wildlife, Country Living close to all conveniences. Located within 5 minutes of I-95 in Bel Air, Maryland in an upscale neighborhood, within walking distance to Cedar Lane Sports Complex and short drive to Hospitals, Restaurants, Theatres etc. Quaint, freshly cleaned & sanitized interior amenities like Comfort Grande Beds, Egyptian cotton linens, ultra quiet HVAC and other features of a quality home in a modest exterior awaits you in this primitive gentleman's farm setting.

Top guest favorite

An expansive wooden deck is feature prominently, equipped with several loungers and chairs. Potted flowers add color alongside the deck. Large glass doors provide access to the indoors, and views of the surrounding trees and water are visible in the background.

Home in Perryville

4.99 out of 5 average rating, 122 reviews

Upper Chesapeake Getaway

Come relax with expansive views of the Upper Chesapeake with family or friends. Tucked away in Carpenter's point, you'll find peace watching boats pass by and local wildlife. The newly renovated home features newly 3BR, 1.5 Bath with a fully functional kitchen. You'll enjoy the beautiful sunrise views, water access, kayaks and deck. Local amenities include Great Wolf Water Park, Elk Neck State Park, local restaurants, and Perryville Casino. We welcome you to join the relaxing experience!

Guest favorite

A cozy outdoor seating area features two striped chairs with bright orange cushions, positioned on a textured stone patio. Lush green plants and colorful flowers are arranged in a large pot nearby, enhancing the inviting ambiance of the space.

Apartment in Peach Bottom

4.97 out of 5 average rating, 112 reviews

Peaceful Paradise

Welcome to beautiful, southern Lancaster County! Our guest suite is a perfect spot for a relaxing get-away. If you are looking for a peaceful place to unwind and enjoy lovely country views or just looking for a nice place to rest after a long day of sightseeing and hiking- you have come to the right place. Take breath-taking back roads through Amish country to historic Strasburg or Lancaster city. Great shopping, golfing, and parks are nearby. We look forward to hosting you!

Top guest favorite

A charming efficiency apartment is nestled among greenery, featuring a wooden deck with a railing. The exterior is adorned with flower pots, and large windows invite natural light. Surrounding foliage and open lawn highlight the tranquility of the rural setting.

Guest suite in Peach Bottom

5 out of 5 average rating, 115 reviews

Conowingo Creek Casual

Kick back and relax in this handicap accessible, clean and stylish country charm efficiency apartment, complete with two outdoor seating spaces, walking paths and beautiful scenery located in rural southern Lancaster County. The area is surrounded by country and Amish charm, with nearby hiking trails, while a 30 minute drive will have you in downtown historic Lancaster City where you can stroll, shop and on Tuesday, Friday and Saturday visit the historic Central Market.

Top guest favorite

Cottage in North East

4.95 out of 5 average rating, 360 reviews

Cottage Just Off North East's Main Street

Our cozy cottage is located just off Main Street in North East, an easy walk to restaurants, shops and pubs. The cathedral ceilings and exposed rafters create an unexpectedly dramatic space you will find warm and inviting. The relaxing back deck looks down toward a creek that flows through the neighboring property. Our cottage is the perfect place to stay when you're on the road for work, or a romantic weekend (or mid-week) getaway.

Guest favorite

A radiant sunset casts a warm glow over a vineyard, with rows of vines lining the landscape. Sunlight filters through the leaves, creating a soft illumination on the grassy ground. The horizon is framed by a forested area, adding depth to the serene setting.

Farm stay in Rising Sun

4.92 out of 5 average rating, 142 reviews

2 Bedroom winery retreat.

This 2 bedroom country house retreat shares its location with a beautiful local winery. Dove Valley Winery hosts a multitude of events year round for you and your company to enjoy. During your stay you will receive a free wine tasting voucher for each guest of age compliments of Dove Valley. Located 15 minutes from I95, Route 1, and one hour from Philadelphia and Baltimore. We may request a government issued ID upon booking.

Top guest favorite

A scenic view from the property showcases neighboring houses with diverse architectural styles. The landscape includes a green lawn in the foreground and a parking area in the distance, with trees lining the waterfront beyond the buildings.

Townhouse in Port Deposit

4.96 out of 5 average rating, 218 reviews

Quarry Landing *River View* in Port Deposit

Enjoy easy access to everything from this perfectly located home. Quarry Landing is a turn-of-the-century Duplex filled with charm and beauty. Located on High Street in the quaint small town of Historic Port Deposit, (Maryland), perfect for couples or families. Great location in a safe neighborhood, short walk to local eateries, waterfront promenade, playground, fishing pier, dog park, and much more.

Top guest favorite

The exterior of a log cabin structure features a blend of stone and wooden elements under a pastel sky. A red door serves as a focal point, while the surrounding landscape is open, providing a serene backdrop.

Guest suite in Darlington

4.98 out of 5 average rating, 281 reviews

Syd Acres

Unplugged retreat. Great for birders, piano players, gardening fans, antiquers. Twenty minutes from historic Havre de Grace. Nearby gardens include: Longwood Gardens; Chanticleer Garden; Winterthur Museum, Garden, and Library; and LaDew Topiary Gardens. Small kitchen with microwave, sink, fridge, and coffee maker. Private entrance. Smoke detectors, hair dryer. No WiFi. No stove.

Top guest favorite

The image captures a quaint street scene in Havre de Grace, featuring a historic building with a distinctive turret. A sign for the library is prominently displayed in front of the brick building, with clear blue skies overhead. Trees line the street, and vehicles are parked along the curb.

Apartment in Havre de Grace

4.98 out of 5 average rating, 149 reviews

Mod Downtown One Bedroom at JoRetro

Enjoy a nostalgic retreat at our renovated mid-century modern apartments in downtown Havre de Grace, situated above JoRetro. Choose from four retro decorated units, each inspired by an iconic Pyrex design. Relax on the queen-size canopy bed, with luxury linens, and enjoy retro and vintage items, including Spring Blossom Pyrex. Explore a variety of restaurants and shops.