Waterfront vacation rentals in Calvert County

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Calvert County

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

The exterior of a two-story white house is depicted, featuring large windows and a brown roof. Green landscaping surrounds the house, with a wooden pathway leading to the dock. The scene is illuminated by warm evening light, enhancing the peaceful waterfront setting.

Apartment in California

4.92 out of 5 average rating, 210 reviews

Our Little Piece of Heaven

Our cozy studio apartment sets on the Patuxent River. With the perfect views of Myrtle Beach, Point Patient and Thomas Johnson Bridge. Relax watching the boats and birds or take a walk along the water for a lovely neighborhood to stroll for 2.5 miles. Your favorite moments may be when you wake to see the sun rise and again to see the orange sky set. Just over the bridge from the popular Solomon's Island which is full of fabulous restaurants, boat rentals, charter fishing and summer concerts.

Guest favorite

Cabin in Lusby

4.93 out of 5 average rating, 195 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

A spacious living area features large windows offering unobstructed views of the water. A comfortable sectional sofa is complemented by decorative cushions. A coffee table is positioned in front, with planters adding greenery. A wall-mounted television is visible, alongside a cozy fireplace.

Home in North Beach

5 out of 5 average rating, 134 reviews

Waterfront, Dog-friendly, Hot Tub, Peleton, Bikes

A spectacular, spacious 2 bed, 2.5 bath, pet friendly, waterfront home with stunning, unobstructed views located directly on the Chesapeake Bay. Short walk to beach and pier and several bars and restaurants. A large gourmet kitchen provides everything you'lli need. Workout on the in-house Peleton bike & treadmill. Two cruising bikes are yours to explore town or bike to dinner. Enjoy the private hot tub and 2 gas fireplaces. Solo stove on back deck. **Message host for add’l winter dates**

Guest favorite

An aerial view of a light gray building with a modern design situated near a harbor. The image showcases a green lawn, multiple windows reflecting sunlight, and nearby moored boats, conveying a tranquil waterfront setting.

Loft in Solomons

4.95 out of 5 average rating, 156 reviews

Stunning Waterfront Chef's Loft

Looking for a truly unique getaway? You've found it in the Chef's Loft. Located at the top of our recreational cooking school, it offers stunning panoramic water views from every window! While you're here, take part in one of our cooking classes. All guests receive a 10% discount. The loft is close to area museums, a sculpture garden, fishing, hiking trails, fossil hunting, wine tasting and more! Discover why Coastal Living Magazine named Solomons one of the "happiest places in America!"

Guest favorite

A serene waterfront view showcases the Chesapeake Bay, stretching towards the horizon under a clear sky. The shoreline features wooden docks and gentle waves, while quaint homes are seen along the sandy beach. Green trees provide shade in the foreground.

Home in Saint Leonard

4.9 out of 5 average rating, 130 reviews

Perfect Bay and Beach Getaway one hour from DC!

Our waterfront home with sweeping views of the Chesapeake Bay is close to beaches, the Flag Harbor Marina, Solomon's Island, Flag Pond Nature Preserve and Calvert Cliffs State Park. You’ll love the spectacular sunrises/sunsets over the Bay, diving ospreys and eagles, and exploring the bay by kayak, canoe, or paddle board. Our house is great for families (with kids), groups, and well-mannered dogs. New in 2023: we will be replaced the upstairs HVAC system, baby proofing, and fall 2023 paint

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, 341 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🥰

Top guest favorite

A spacious deck is seen with a grill, framed by lush trees overlooking a calm waterfront. The sunset casts warm colors across the water, enhancing the serene atmosphere. Various potted plants are arranged around the deck, adding to the inviting outdoor space.

Home in Lusby

4.95 out of 5 average rating, 170 reviews

Waterfront Home on the Chesapeake Bay-Pvt Beach

A commanding view of the Chesapeake Bay. Enjoy walking the beach to Calvert Cliffs, bike to parks, art and cultural events. Enjoy the private beach with plenty of fine sand and gentle waves, great for teaching little one's water skills, playing with your canine companion or fishing/crabbing off the beach. You’ll love this waterfront hideaway because of the location, views, and the ambiance. My place is suburb for couples, solo adventurers, business travelers, families, and canine friends.

Top guest favorite

A two-story house features gray siding with white trim and a balcony accessed by stairs. An umbrella is positioned over the outdoor seating area, providing shade. Large windows illuminate the space, and a comfortable railing surrounds the deck, offering a peaceful setting.

Guest suite in Tilghman Island

4.96 out of 5 average rating, 140 reviews

Black Walnut Cove Retreat, Tilghman Island

Our waterfront studio retreat is a birdwatchers paradise. Located on beautiful Black Walnut Cove at the southern tip of Tilghman Island, you will be in a quiet neighborhood surrounded by water. Enjoy a quiet walk or bike ride along the Chesapeake Bay shoreline. You will have access to our dock and small boat ramp. Crabbing and fishing are a delight. Please note: 1) There is a 3-nt. minimum on holiday weekends. 2) Children between the ages of 1 and 5 are not permitted

Top guest favorite

Home in Tracys Landing

4.99 out of 5 average rating, 206 reviews

The Little Gypsy BoHome

Welcome to our Little Gypsy BoHome on the bay! The house is situated in Southern Anne Arundel County, MD in the quaint waterfront town of Tracy's Landing. Our home sits directly on The Chesapeake Bay with breathtaking views from every window. We offer a saltwater swimming pool, two corn hole game sets, a basketball hoop, beach access, canoe, 2 Paddle Boards, a gas grill, and a steam shower, an outdoor redwood panoramic barrel sauna and a redwood cold plunge!

Guest favorite

A wooden deck offers a serene view of a tranquil waterway surrounded by trees. A round table with two chairs is positioned near the edge, allowing for peaceful outdoor meals. Lamp posts provide subtle lighting, enhancing the connection with nature.

Cabin in Lusby

4.9 out of 5 average rating, 258 reviews

Peaceful Waterfront Retreat on The Bay

Escape to a serene waterside cabin with a private dock on quiet St. Leonard Creek, just an hour from Washington, DC. This rustic studio offers a cozy retreat for solo travelers, couples, or small families looking for peace and relaxation. Whether you're here to unwind, work remotely, or explore the outdoors, you'll find plenty to enjoy—including two kayaks, two canoes, and stunning waterfront views.

Guest favorite

A tranquil waterfront setting features a multi-level home surrounded by trees, with a spacious deck visible. Adirondack chairs on the dock face the calm waters, reflecting the structure and greenery. Soft outdoor lighting adds a cozy ambiance, enhancing the serene landscape.

Guesthouse in Lusby

4.96 out of 5 average rating, 178 reviews

Cozy Lakeside Studio Retreat.

Cozy basement studio that provides a perfect get away. From beach combing, kayaking, fishing, swimming in the Bay, dock, fire pit, and corn hole, there’s lots to do. Or simply just relax and enjoy the serene surroundings. Photography package available, message host for details 2 GUESTS ONLY; please check with host regarding children

Top guest favorite

An outdoor dining area features a large wooden table surrounded by matching chairs, set on a stone patio. The view extends over the peaceful Chesapeake Bay, framed by bare trees and a clear blue sky.

Cottage in North Beach

4.97 out of 5 average rating, 324 reviews

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.