Vacation rentals in Calvert Cliffs

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Top-rated vacation rentals in Calvert Cliffs

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Guest favorite

Two white Adirondack chairs are positioned on a wooden deck overlooking a calm waterway. Lush greenery and wooden posts can be seen in the background, with a soft, early morning light illuminating the scene. The sky features scattered clouds, creating a serene atmosphere.

Home in Solomons

4.96 out of 5 average rating, 26 reviews

Solomons Yellow House - Waterfront

This is a beautiful completely renovated light filled historic waterfront 3 bedroom house in the Avondale section of Solomons, MD. Solomons is a historic fishing village on the Western Shore of the Chesapeake Bay and is bounded by the Patuxent River to the South. Baltimore and DC are less than an hour away. The property slopes gently down to a private & protected cove of the Chesapeake Bay. There is a crab shack and dock where sunsets can be viewed and cocktails appreciated.

Guest favorite

Villa in Hague

4.98 out of 5 average rating, 50 reviews

Sea Glass Paradise

The Seaglass Paradise is an amazing river front property. Pets are welcome! Relax on the white sands with family and friends. Fish right off the private dock, build a fire on the beach at night, and bring your boat ! Boat slips are available at the Marina . Access to the marina pool included in your stay. A Beautiful year round Vacation Home! Coastal 4BR Escape: Families-Friends-Pets Welcome! Fire Pit, Boat Slips & White Sands - Vacation: ON! Family-Fun Seaglass Home Steps from Chesapeake Bay

Guest favorite

A comfortable lounge chair is positioned on a private deck facing the water. The serene river stretches beyond, with a wooden pier extending into the distance. Lush greenery frames the scene, and clear blue skies create a calm atmosphere.

Home in Mechanicsville

4.93 out of 5 average rating, 14 reviews

Modern luxury waterfront retreat, 1 hr to DC

Expansive river views from every room and on your bed! A luxurious waterfront retreat. Relax in a full marble tiled, oversized rainfall shower, rich cotton sheets and pillowtop bed. Full kitchen with Nespresso and tea. Cul-de-sac house, on a cliff with private deck/dock. High ceilings and massive windows let in lots of light. Easy access to dining, wineries, farms, beaches, and historic sites. DC/VA easy 1 hr drive away. *Host lives in adjoining building, attached guest house is fully private.

Top guest favorite

Cottage in North Beach

4.98 out of 5 average rating, 148 reviews

Bell Estates-Brand New Bay View, Beautiful Cottage

Bell Estates is a newly built corner lot across the street from the bay with minimal views of the water from Master bedroom and front yard. Located in the heart of North Beach in the exclusive Holland Point neighborhood, our home provides a cozy get-a-way for a family looking to escape the hustle and bustle of life. Home is 2 minutes away from Herrington Harbor, Ketch 22, North Beach Boardwalk & more. Enjoy local accessibility to fishing from the boardwalk dock or rent a boat to go crabbing.

Guest favorite

A screened-in porch features a comfortable swing with orange and navy striped cushions. Sheer white curtains frame large windows that provide views of the surrounding area and distant beach. A small green plant adds a touch of nature to the space.

Cottage in Chesapeake Beach

4.93 out of 5 average rating, 87 reviews

Cozy Getaway - Breezy Point Beach

If you're planning a family trip, this 2 bedroom, 1 bathroom beach cottage will not dissapoint. Enjoy a cup of coffee or tea watching the sunrise from the screened-in porch. Listen to the waves while reading a book on the porch swing. Breezy Point Beach is located just steps away from a fun filled day of beach activities. For fishing and crabbing enthusiasts, there is a 200-foot pier for your pleasure. Jet Ski| Waterpark | Golfcourse mins away. Wheelchair Friendly| Free Parking| Free Wifi

Superhost

The house is positioned among leafy trees, featuring numerous large windows that brighten the interior. A spacious deck is visible, along with a hot tub. A stone fire pit surrounded by wooden chairs is located in the foreground, inviting outdoor gatherings.

Home in Montross

4.88 out of 5 average rating, 231 reviews

Lakefront/Dock, Woods, 3 Beaches, Kayaks, Hot tub

Our 3 bed/2 full bath+loft house sits in the woods surrounding a beautiful freshwater lake in a neighborhood on the stunning Potomac River! Come enjoy the nearby attractions or simply do nothing at all! We have kayaks/boats for your use right off the private dock. The community has 3 beaches: a private sandy lake beach with a swimming dock, a river-front sandy beach with 15 million+ old shark teeth, and a fossil cliff beach. Fishing! Hot tub on the patio! Bald eagle sightings! Theater Room!

Superhost

The outdoor area features a spacious grassy lawn surrounded by several cottages. A large tree provides shade, while seating areas are arranged on the patio. A picnic table and chairs are visible, enhancing the communal atmosphere of the space.

Cottage in Saint Michaels

4.84 out of 5 average rating, 31 reviews

Cottage #8 Herons Nest Lg 2 rooms Under Main House

OPEN March 25th to Nov 1st. every year. Herons Nest no 8 is located under main house, consist of full Kitchen, dining table, 1 queen size bed in separate bedroom, Living room Full size Futon open to a bed, 2 large sleeper recliners. Please call Jaimie upon arrival. No pets allowed! We no longer provide bed linens, Coffee, sugar or creams. or Towels. Boats are rentals! room tax 4% due on arrival , 6% Abb collects please Bring waters . Boat info below. If need air mattress can bring.

Superhost

A circular arrangement of white Adirondack chairs surrounds a brick fire pit, located on a grassy area overlooking a calm waterfront. The expansive view includes a clear sky, distant landforms, and a dock extending into the water.

Home in Royal Oak

5 out of 5 average rating, 15 reviews

Waterfront Cottage Retreat on 18 Acre Farm, Pool

Our newly renovated point cottage is nestled on an 18 acre waterfront private retreat with access to a swimming pool, gym, tennis court, dock & more! This cottage features a private porch to enjoy the sunset, fully-equipped kitchen and laundry in unit. The cottage shares the grounds with a few other of our private cottages. Guests also have access to kayaks, fishing equipment, the fire pit, ice cream shop & library! Quiet and remote but very close to both Easton and Saint Michaels.

Guest favorite

Home in Montross

4.93 out of 5 average rating, 200 reviews

The Glebe

This 3br 2ba home with own private beach is nestled off of the Potomac River and boasts serene and expansive views. Sunbathe on the private beach, cool off in the water, go fishing/crabbing from the dock, or just listen to the waves crash. Whatever it is, you’ll find it absolutely relaxing. Be sure to explore local wineries, breweries, shops and enjoy the community pool and tennis court. It's the perfect getaway house for couples/families or anyone looking for a serene weekend.

Top guest favorite

Two Adirondack chairs are positioned beside a wooden dock, shaded by a large umbrella. The view overlooks calm water surrounded by greenery, creating a serene environment. A small table is present between the chairs, enhancing the inviting outdoor seating area.

Cottage in Easton

5 out of 5 average rating, 102 reviews

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

Cottage on Solitude Creek, Hot Tub (open), Fire Pit, Pool (Not Heated -closed Oct-June) Convenient to St. Michaels, Easton, Oxford - this beautiful cottage has a fully equipped kitchen, patio with private hot tub and gas grill. Waterfront. Host resides on property, but will give you your privacy. *PLEASE NOTE: property complies with zoning of Talbot County which enforces a 3-night minimum and 4 guest max. NO DOGS ALLOWED No Parties #STRN-23-51

Guest favorite

A serene view shows a wooden pathway leading towards the beach at sunrise, with gentle waves visible in the distance. A white chair is positioned on the deck, providing a perfect location to enjoy the peaceful morning scene.

Home in Lusby

4.89 out of 5 average rating, 63 reviews

Beachfront Oasis with Amazing Views

Perfect getaway home to relax and enjoy peaceful beach views. This beachfront home is perfect for a romantic weekend getaway or a family vacation. Enjoy long walks on the beach, conversations at the fire pit in the evening, kayaking or hunting for fossil sharks teeth. The perfect escape from DC, the home is just over an hour from the city and located in the quiet, private beach community.

Top guest favorite

A wooden deck features a large picnic table with attached benches, shaded by an umbrella. Surrounding greenery is visible, along with a gravel pathway leading to additional outdoor spaces. The tranquil setting offers a blend of nature and relaxation.

Home in Cambridge

4.98 out of 5 average rating, 53 reviews

Small, peaceful getaway

Approximately 10 miles from downtown Cambridge, MD. Relax in this newly remodeled home with nearby water access. (Choptank River & Chesapeake Bay)Quiet country setting with the amenities of home. Great location for biking, kayaking or sitting under the stars by the backyard firepit. Most days a family of deer can be seen in field across the road as well as Bald Eagles & Heron.