Beachfront vacation rentals in Calvert County

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Calvert County

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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Top guest favorite

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**

Top guest favorite

Cottage in Lusby

4.98 out of 5 average rating, 272 reviews

Gettin to the point. ( Cove Point Beach)

Our beach house is for you to enjoy Cove Point Beach, which is only 500 ft away. The kitchen is fully stocked, or use the outdoor grill on the side of the house.PLEASE NON SMOKERS ONLY. One dog allowed on a cases by case bases with a one time pet fee of $65.00. No children under 8 years old. Walk to the beach, but only park your vehicle in our driveway, not on beach inlets. A gas fireplace in the living room. A beautiful sun porch area to enjoy. Enjoy walking on this private community beach.

Guest favorite

Apartment in North Beach

4.97 out of 5 average rating, 127 reviews

Bayside Oasis of Southern Maryland

1 1/2 blocks from the beautiful Chesapeake Bay. Walk to boardwalk, restaurants and shopping. Beach opens, with some restrictions, May 28, 2021. Free beach pass provided. Quiet friendly town where everyone knows your name. King bed, private bath with shower (no tub). Free WiFi, private off street parking, 45” TCL-Roku TV, Echo Dot, Keurig w/pods for coffee and tea, full kitchen (no dishwasher), beach chairs, beach towels, dishes, flatware, pots pans. Chesapeake Beach is 1-mile south on Rt 262.

Guest favorite

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

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

Home in Saint Leonard

4.91 out of 5 average rating, 176 reviews

Cozy Cottage on the Chesapeake Bay

Tranquility supreme. Sit on the terrace and gaze at the Chesapeake Bay. Sandy beach -- just 50 steps from front door; quiet residential area; nearby antiquing & fishing; Only 75 min. from DC. Finish your book or just replenish your spirit. Enjoy. Oh, one more thing — looking for the perfect place for a retreat for your small DC team? Strategic planning will be even more creative and enjoyable when you have the Chesapeake Bay as your muse. Note: This property is for non-smokers.

Guest favorite

Home in Lusby

4.96 out of 5 average rating, 141 reviews

Coastal Oasis On The Chesapeake, King Bd sleeps 12

Coastal Oasis On The Chesapeake is where you come to: RELAX, DECOMPRESS and RE-CHARGE! You'll experience all the tranquility & majestic beauty of PEACEFUL living on the Chesapeake Bay. You'll awaken to breathtaking & alluring sunrises while also being surrounded by nature's wooded bliss of starry nights. Located 4 miles from Solomon's Island. Contact host for pre-approval of pets, pet fee applies. Unregistered: guests/pets & smoking including marijuana will incur fines!

Top guest favorite

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!

Top guest favorite

Home in North Beach

4.97 out of 5 average rating, 142 reviews

Getaway at the Beach w/ King Beds & Yard

Welcome to Palm Haven at A Haven Away! Our home has 4 bedrooms (2 king beds + 2 queen beds). 2 mins to the beach, restaurants, and wetlands. We have a private, landscaped backyard perfect for dining and lounging. We provide beach passes, beach gear, games, a Pack & Play, and tips for jet ski rentals and day trips. The shed has a huge Smart TV. Fully-equipped kitchen. Single-story living with 2 bedrooms, accessible shower on the ground floor.

Guest favorite

Guest suite in Chesapeake Beach

4.95 out of 5 average rating, 111 reviews

Nice Guest Suite at Chesapeake Bay

Take it easy at this unique and tranquil getaway. Come and relax in our modern & comfortable guest suite to enjoy a small-town quiet setting with amazing Chesapeake Bay views. A short drive from Washington DC (45 min), Annapolis (30 Min), or Baltimore (1 hr). Groceries, boardwalks, restaurants are all within walking distance. Enjoy cable TV, high-speed Internet, and strong wifi through Xfinity.

Guest favorite

Tiny home in Solomons

4.96 out of 5 average rating, 626 reviews

“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 April-October 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.

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What guests are saying

Guest Quarters at the Inn - 204

4.89 out of 5 average rating, 19 reviews11 months ago

Wonderful place to stay!! Very quiet, up to date, and comfortable. It felt like home with a great location! Lots of restaurants, shops, the new library (a must see), boardwalk, and the beach are all within walking distance. Great communication—I would love to stay here again!! Thank you!

Private room in North Beach

What guests are saying

Minimalist art retreat AWESOME VIEWS location!

4.9 out of 5 average rating, 20 reviews72 months ago

Jacqueline's place is amazing! It is close to the sea and you can take a walk to enjoy the beautify view. I booked this for my uncles from China to attend my wedding and Jacqueline made us feel welcomed and gave us a tour for the place. The place has everything we need and is sparklingly clean. The host is easy to reach and always respond to our question in seconds. Highly recommend this place if you want something affordable and nice in the area.

Apartment in Chesapeake Beach

What guests are saying

Room/house with panoramic view of Chesapeake Bay.

4.78 out of 5 average rating, 68 reviews1 week ago

Marc was very kind and responsive. He made sure to meet us upon check-in. We had a nice conversation about his home, which is like a "museum"! Very unique home with lots of statues and art on the walls, which makes it interesting to look at. The room had a great view of the Chesapeake. We came for a short weekend to drive to Calvert Cliffs State Park. It was only 30 minutes away. We also enjoyed that there were local restaurants and things to do right near him. It was our first time to North Beach, Maryland and where he lives is easy to start getting familiar with. Parking was very convenient. Thanks again for hosting us Marc.

Private room in North Beach

What guests are saying

* Amazing views at the upscale Aloha beach house!

4.92 out of 5 average rating, 12 reviews8 months ago

Just as described but better. The house is just as described and pictured. Great week with my family, including a 5 and 83 year old. The home was clean and well appointed. The beach is right out front. It was the perfect set up. There isn’t much close, but we planned on that. We took 1 trip into town for lunch at Calvert Crabs (go!!) and Safeway restock. We caught crabs in the provided crab pot, went kayaking, found dozens of sharks teeth on the beach in front of the house. We took long walks and went swimming when the jelly fish subsided, saw lots of sea birds, including multiple osprey and bald eagles. The house was truly comfortable and clean. The black flies were biting for a few afternoons but that’s August on the Chesapeake. We can’t wait to go back. The weather varied a lot during the week and we enjoyed it all - rainy movie afternoon, big storm waves, hot and sunny, cool and breezy.

Home in Huntingtown