Vacation rentals with a patio in Chesapeake Ranch Estates-Drum Point

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Top-rated patio rentals in Chesapeake Ranch Estates-Drum Point

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Guest favorite

A charming, two-story yellow house is framed by a white picket fence and a gravel driveway. The house features a metal roof, large windows, and a welcoming front porch with two entry lamps. Lush greenery surrounds the home, enhancing the inviting exterior.

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

Cottage in North Beach

4.9 out of 5 average rating, 101 reviews

Quiet Coastal Cottage Escape with Water Views

Want to get away? Come relax and escape in our updated bay view cottage. You'll enjoy stunning sunsets, warm surroundings, and all the amenities you could want in our cozy, peaceful cottage home. You'll find plenty of comfortable spots to relax, inside and out. Located on a quiet street, while still close to the small-town charm and offerings of North Beach, Chesapeake Beach, and Herrington Harbor. Walk along the bay, enjoy the local restaurants, and get ready to relax. Stay a week and save!

Top guest favorite

Home in Colonial Beach

5 out of 5 average rating, 13 reviews

Riverside Retreat Villa-New, Expansive Water Views

Kick back & relax in luxury Villa with direct waterviews, steps to the river and with style. The views are breathtaking from both inside and out. A gorgeous kitchen, desk nook, open floorplan is perfect for socializing. Step outside, enjoy the patio, take a stroll on Beach enjoying the best views in town. The open yard is great for games, play, or just having some elbow room. Rare find = Covered parking! Golf cart rental option! Enjoy the peacefulness, beaches, boardwalk, restaurant & Fun!

Guest favorite

A comfortable outdoor seating area features a plush turquoise couch beside a patio heater. A white picket fence encloses the space, offering views of lush greenery and trees in the background. The serene setting is inviting for relaxation and social gatherings.

Home in Chesapeake Beach

4.96 out of 5 average rating, 54 reviews

Bahia Breeze - Beachfront Cottage

For retirees, families, or individuals looking for a peaceful stay, this is your place. This property offers fun summers and a laid back atmosphere in the winter. Relax in the front porch and enjoy the sunrise over the water. The outside area is fully fenced in with a private backyard, deck equipped with a bbq grill. Walking distance to Breezy Point Beach and a marina. Easy commute to DC, Metro Area Annapolis, Baltimore, and Joint Base Andrews. Free Parking| Free Wifi Bring your bikes/ kayaks

Top guest favorite

A spacious cottage exterior is presented, surrounded by tall trees. A large wooden deck features a white picnic table and several comfortable chairs, enhancing the outdoor living space. Large glass doors allow ample natural light to enter the interior, offering views of the well-maintained lawn.

Cottage in Tall Timbers

5 out of 5 average rating, 44 reviews

Charming Waterfront Cottage with Sunset Views

Nestled on the Potomac River is "Pine Needle Nest." This 100-year-old pristinely redesigned cottage is the epitome of relaxation & waterfront living. Explore on bikes & kayaks or simply enjoy nature under the 100' pine trees. Oyster tastings, charter fishing & antiquing make this place perfect for travelers looking for the local vibe. Watch the sunset from any of the designer bedrooms, stylish kitchen, 90' pier or cozy firepit. Create nostalgic memories & experiences that will last a lifetime.

Guest favorite

The rooftop patio features modern lounge seating, including two reclining loungers and a comfortable sectional. A fire pit is center staged on a patterned rug, surrounded by scenic views of the landscape and a warm sunset illuminating the space.

Condo in Colonial Beach

4.96 out of 5 average rating, 47 reviews

Rooftop bay and river views

Watch sunrise and sunsets overlooking the Potomac River and Monroe Bay on a beautiful rooftop deck. Your brand new, modern, spacious townhome(end unit) fully furnished with everything you need AND DOG FRIENDLY. This quiet family friendly town has walkable restaurants or rent a golf cart and explore. Kids can have their smart tv on the 3rd floor and adults can have their smart tv on the 2nd floor. Or relax by the fire pit on the roof. Close to the city, but world's apart! $100/dog/stay

Top guest favorite

A two-story house features a light-colored exterior with multiple large windows. Lush greenery and blooming pink flowers are positioned in front, creating a welcoming appearance. The grassy area includes decorative American flags, adding a touch of charm to the home’s entrance.

Home in Colonial Beach

5 out of 5 average rating, 19 reviews

Cozy Flamingo Suite in Docta Bird Beach House

Kick back and relax in this calm, stylish private Flamingo Suite located in Docta Bird Beach House on the amazing "Point " in picturesque golfcart town, Colonial Beach. Guest have parking, separate entrance, small deck; located a block from Monroe Bay to the right, and about 2 blocks from the Potomac River on the left. Watch the magnificent sun rise or sunset. Easy stroll to the beaches, boardwalk, restaurants, thrift shops, ice cream parlors and so much more. Sorry STRICTLY NO ANIMALS.

Top guest favorite

Cabin in Ridge

4.95 out of 5 average rating, 61 reviews

Pizza Friday

Magnificent 26-acre waterfront property just off the Potomac River. This secluded, quiet waterfront oasis boasts four-bedroom and two-full baths with large picture windows offering panoramic water views from almost every room. The large updated kitchen features stainless appliances, ample cabinetry, granite countertops, and a breakfast nook. There is a large sunny dock, a pizza oven, kayaks and a canoe to enjoy the water. If you're looking for the perfect weekend getaway, this is it!

Top guest favorite

A boathouse is situated on a wooden dock, overlooking the calm waters of Nomini Creek. The exterior features a light-colored metal siding and a white door. Blue adirondack chairs and a potted plant add a touch of color along the dock.

Home in Montross

5 out of 5 average rating, 28 reviews

Palmers Cove Retreat

Recently remodeled, this charming 1930's home offers peaceful outdoor living at its best. Enjoy the hot tub, fire pit, and comfortable seating for six with stunning views of Nomini Creek. This property features a dock with swim steps and a boathouse, perfect for boating enthusiasts. Go fishing and crabbing, or explore the creek with provided kayaks and paddle boards. No smoking on premises. Guests must be at least 21 years old to book.

Guest favorite

The cottage-style home is raised on stilts, featuring a wraparound deck and large windows for expansive views of the water. The landscaped yard leads to a stone shoreline, with the serene sea stretching into the horizon under a bright blue sky.

Cottage in Lottsburg

4.98 out of 5 average rating, 83 reviews

Enchanting Edge of the World Cottage

Escape to a serene retreat with stunning views of the Nation’s River. This unique cottage-style home was built to feel like being in the middle of the sea, offering breathtaking scenery from every angle. Relax with a book from the classic collection, enjoy coffee on the hammock, or grill on the patio. With your own Rip-Rap shoreline, fishing is just steps away. Don't miss your chance to experience this tranquil getaway. Book now!

Top guest favorite

Four white Adirondack chairs are set on a lush green lawn, facing a calm body of water. The serene horizon is highlighted by the soft glow of a rising sun, partially obscured by gentle clouds, and surrounded by tall pine trees.

Home in Colonial Beach

5 out of 5 average rating, 23 reviews

Rio Vista along Potomac

Rio Vista is a picturesque 3-bedroom, 2-bath retreat offering a tranquil escape with breathtaking water views and modern comforts. With its proximity to major highways, escaping your daily grind is a breeze, making this waterfront oasis a perfect "getaway". Local activities include the birth place of George Washington & James Monroe; Chesapeake Wine Trail; and brewery's Colonial Beach and Ice House.

Top guest favorite

An open living area features comfortable seating, a dining table, and a wood-burning stove. Natural light floods in from the sliding glass doors, which lead to the deck. A patterned area rug complements the wooden floors, offering a cozy yet spacious ambiance.

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.