Holiday rentals with a patio in Hollywood, St. Mary's County

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Top-rated Holiday Accommodation with Outdoor Verandahs in Hollywood, St. Mary's County

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Guest favourite

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 favourite

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 favourite

Home in Colonial Beach

5 out of 5 average rating, 12 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 favourite

Home in Chesapeake Beach

4.96 out of 5 average rating, 53 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 favourite

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.

Top Guest favourite

Holiday home in Colonial Beach

4.97 out of 5 average rating, 116 reviews

The Observatory on Rose Manor

The Observatory on Rose Manor is a private home. It’s 2 blocks from the heart of downtown & beach. Colonial Beach is the golf cart capital of Virginia, we all drive them here. Rent one when your in town. Just over an hour south of DC. This small town takes you back in time with events & local charm. This brand new rental is on the grounds of Rose Manor. Rose Manor was built 1896 it operated as the New Willard hotel for over 50 years. Come relax on its huge porches & enjoy the water view.

Guest favourite

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 favourite

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 favourite

Cabin in Ridge

4.97 out of 5 average rating, 60 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 favourite

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 favourite

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 favourite

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.