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

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Top-rated patio rentals in Hollywood, St. Mary's County

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Guest favorite

Cabin in Lusby

4.94 out of 5 average rating, 200 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

Place to stay in California

4.94 out of 5 average rating, 18 reviews

Modern | Bright | Cozy Private Room | Free Parking

Forget your worries in this spacious and serene room with a private bathroom and entrance. Relax in front of a big TV screen or get some work done. Ideal for early morning or late night walks. Safe and clean neighborhood. 5 minutes from Movie Theatre/(Dine-In/Take-Out) Restaurants/USM | 10 Minutes from Shopping Centers/Plazas | 15 Minutes from Solomon's Island/PAX River | 20 Minutes from CSM/SMCM | 45 Minutes from Dahlgren Naval Base | 1-1.5 Hour(s) from National Harbor/Washington DC/Virginia.

Top guest favorite

Vacation home in Colonial Beach

4.97 out of 5 average rating, 118 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 favorite

Home in Montross

4.99 out of 5 average rating, 100 reviews

Waterfront w/ Beach+Pool+Kayaks+Gameroom+Firepit

Relax✧Kayak/Paddle board✧Hike✧Fish✧Swim✧Beach & more at the Riverside Retreat in Montross! Discover your waterfront sanctuary (sleeps 7) & begin your mornings with coffee & a water view, spend your afternoon exploring nearby sites or at the beach or pool (opens Memorial Day). End your day by cooking a delicious meal on the griddle, relaxing by the fire pit, or in our gameroom. Enjoy our modern amenities to stay both connected & comfy. Dog Friendly! Book today or <3 us for next time

Top guest favorite

Home in Leonardtown

5 out of 5 average rating, 116 reviews

White Point Cottage -- Quiet Waterfront Getaway

Welcome to White Point Cottage on the beautiful Potomac — 90 minutes from Washington, DC, but a world away. The renovated 2 bedroom, 1 bath cottage sits on nearly an acre of south-facing waterfront property, affording a sense of privacy along with sunrise and sunset views. We’ve owned in the same neighborhood in St. Mary's County since 2005 and are eager to show guests why we love it here. More on IG @whitepointcottage, and be sure to visit our sister property, Water's Edge Cottage.

Guest favorite

Cabin in Colonial Beach

4.95 out of 5 average rating, 153 reviews

Summer Perfect, Water Front A-frame on Winery

This serene cabin is on the Ingleside Vineyard's property. Have a glass or two of wine and walk around the vineyards and then retreat to your own private a-frame cabin oasis. A beautiful view of the Roxsbury Estate where abundant wildlife can be viewed all around the property and the pond is stocked and ready to be fished. Within driving distance to wineries, Stratford Hall, George Washington & James Monroe's birthplace, Westmoreland State Park, and the beach town of Colonial Beach.

Top guest favorite

Home in Colonial Beach

5 out of 5 average rating, 103 reviews

Waterfront Cottage in Colonial Beach at Placid Bay

Luxury Cottage with private water views full of natural wildlife. You will love the open floor plan with a chef's kitchen stocked with All the essentials including beverages and coffee. Sleep late with private bedrooms that include luxurious bedding Enjoy the expansive outdoor space complete with Patio, Pergola, Fire Pit, and large deck with outdoor kitchen. Walk down to the 28ft foot dock where you can fish, relax in the sun or take the Kayaks for a ride Close to DC and NOVA

Top guest favorite

Cottage in Hollywood

5 out of 5 average rating, 37 reviews

The Little Blue Cottage

Escape to this peaceful waterfront cottage and enjoy everything the crick life has to offer. You can start your day drinking coffee on the porch rockers watching the birds do their morning routine and finish your day drinking a cold beverage enjoying the sunset colors on the water. Bring your Kayaks and SUP boards for launch on the private beach. Or your bike to ride to the local Greenwell State Park or Sotterly Plantation. Enjoy farmlands and horse farms all around you.

Guest favorite

Home in Lusby

4.96 out of 5 average rating, 143 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

Home in Dameron

5 out of 5 average rating, 108 reviews

Peace Point - Waterfront, Secluded, Home w/hot tub

Take a break and unwind at this peaceful oasis. Very quiet, and secluded waterfront getaway is the perfect spot to relax with nature. House is located approximately 150 feet from the creeks edge providing amazing views. Located on a very quiet and unpopulated creek (no other houses) off the Chesapeake Bay, our home offers a scenic deck with hot tub, waterfront fire pit with seating for up to six people, private floating dock with kayaks to explore the scenic creek.

Guest favorite

Apartment in California

5 out of 5 average rating, 5 reviews

Relaxing Studio Apartment

Thoughtfully, furnished studio apartment located on the ground level of a three-story townhouse in the desirable Wildewood neighborhood. This unit has a full size bed, a kitchenette complete with a stove and a toaster oven. A medium size fridge, and lots of cooking items. A brand new TV will allow us to relax after a long day. Finally a full bath and two large closets complete the space.

Superhost

Cottage in Saint Leonard

4.88 out of 5 average rating, 114 reviews

Spacious Beachfront Retreat w/Dock

Relax with the whole family at this peaceful place to stay. This charming home features 5 bedrooms and 3 full bathrooms. All bedrooms have a waterfront view. Enjoy watersports - kayaking, fishing, paddle boarding; or relax on the beach by a fire and enjoy the sunset. Bring your jet skis or fishing boat, the marina is 5 miles away.