
Vacation rentals in Maryland
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Maryland
Guests agree: these stays are highly rated for location, cleanliness, and more.

Sleepy Hollow Log Cabin
Sleepy Hollow Log Cabin at Beechnut Springs is nestled in the majestic Blue Ridge Mountains. A short distance from Rt 70 as you travel down scenic route 17 following a bustling trout stream to Beechnut Springs entrance. After you arrive & settle into your secluded cabin, you will find many unique activities & quiet places in this serene setting amid the wonders of quiet waterfalls, easy walking paths, a wildlife haven, natural running streams & "The Bog Shack". Welcome to Sleepy Hollow Log Cabin

Bird's Eye View
Nestled high amidst the sturdy branches, "Bird's Eye View" is a sanctuary suspended between earth and sky. Located less than 5 minutes from Deep Creek Lake and perched among the foliage, our treehouse offers a panoramic perspective of the surrounding forest, granting its visitors an unparalleled vantage point to observe nature's wonders. Relax in the hot tub and take in an amazing sunset. The home is a harmonious blend of locally-crafted art and furniture to add rustic charm and modern comfort.

Water's Edge Cottage | Luxury Retreat
We are thrilled to host guests at the newly renovated Water's Edge Cottage -- a serene oasis offering what may be the best views on the Potomac. The rural charm of St. Mary’s County is among Maryland’s best kept secrets -- 90 minutes but a world away from Washington DC (with no Bay Bridge traffic!). We are near historic Leonardtown, boasting one of Maryland’s few remaining town squares (we affectionately call it “Mayberry”). And be sure to visit our sister property, White Point Cottage!

Rosses Chance Guest House
This lovely guest cottage is located on a historic 16 acre waterfront estate on Hudson Creek that includes a main house, barn, pool, dock and pond. Built in the 18th century tidewater style, the guesthouse is charming and well decorated and completely self efficient. A special place for your romantic getaway at any season of the year. Recently cell phone service has improved and is reliable. However, in the country, WiFi internetl can be slow at times as well as the Wifi TV streaming.

Edgewater Escape - Luxury Bayfront Loft with Porch
You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

Jewel Vinsota Artist's Guesthouse
Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota Artist's Guesthouse is the perfect get-away to explore nature or your artistic leanings. The house is full of original artwork, hand-crafted details, and books on art and architecture. Wander the grounds and find sculpture, ponds, and trails through the woods. Want to hike the entire 40-mile length of Maryland on the Appalachian Trail? Start and end at the Jewel Vinsota and we can drop you off and pick you up.

Treehouse in Deep Creek Lake
Newly built, Whispering Woods is a custom-made treehouse surrounded by stunning scenery just minutes from Deep Creek Lake and Wisp Resort. No detail was overlooked in the spacious interior that includes 2 bedrooms, 2 baths, a fully equipped kitchen, and a sitting area with a 65” TV. The amazing outdoor living space includes expansive decks, a fire pit, and a bubbling hot tub. For a unique and memorable experience from start to finish, come relax and reconnect at this treetop escape.

Waterfront cabin home - 9+ private wooded acres
Gunpowder Cabin is a peaceful getaway set on 9+ wooded acres and a private drive in Northern Maryland, just an hour from Baltimore. With a half mile of hiking trails, and over 600 feet of frontage on Octoraro Creek, there are numerous options for taking in the natural beauty: warm up by our two firepits, lounge in a hammock, take a dip in the river, or fish for trout from the shoreline. A secluded retreat that feels remote, but moments from the civilization you came to escape.

Waterfront-View of Bay from your Bed-Steamy Sauna
Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.

Steps to Winery and Battlefield – 1 Acre Retreat
Unwind at this breathtaking 1-acre hilltop retreat overlooking Antietam Battlefield and lush vineyards. Perfect for a romantic escape or family getaway, our newly remodeled home offers stunning views from the deck, cozy interiors, and easy access to Antietam Creek Vineyards—just a short walk away. Explore nearby trails, relax by the outdoor fire pit under the stars, and enjoy the peaceful setting while experiencing all the comforts of home.

Misty Hill Lodge-Frederick
Pets not permitted. This is a no smoking property, inside and out. Misty Hill Lodge - 2 BR, 2 BA, 1930's Log Cabin in Frederick will be the place where all your stress disappears as soon as you arrive. 5 wooded acres, Huge 29x29 Great Room, 80" Smart TV, Central AC/Heat. Built from American Chestnut trees that lined the property, (15min to downtown Frederick, 5 min to Middletown). The property features incredible wildlife.

Romantic Getaway In The Pines. Hot Tub! King Bed!
(Recently upgraded!) This cozy, romantic cabin is perfect for couples. Relax in the hot tub under the stars, cozy up by the fire, or watch the outdoor TV from the fire pit. Inside, enjoy a plush lounger, king bed, fireplace, and well-equipped kitchen. Just minutes from Deep Creek Lake, this retreat offers privacy, comfort, and romance. Perfect for anniversaries, honeymoons, or peaceful weekend getaways.
Popular amenities for Maryland vacation rentals
Maryland waterfront vacation rentals

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

Charming Waterfront on Chesapeake Bay

Relaxing Water Views - Mill Creek Cottage

Hideaway on the Bay: Waterfront Vintage A Frame

Sea Dreamer

C&O Canal/Potomac River Lock Keepers Cottage

Coastal Waterfront 1 Bedroom Cottage

The Little Gypsy BoHome
Vacation rentals with pools in Maryland

Kone Oasis- hot tub, pool, theater/game rm.

Harmony Lodge nestled in wooded tranquility!

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

Bay Breeze Retreat

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

Patterson Park Penthouse with Rooftop Deck!

Gunpowder Retreat

Cozy 1-Bedroom Retreat Near Annapolis, Sleeps 4
Maryland home rentals

Modern 6BR • Close to DC & Annapolis

Cove Point Beach Cabin

Waterfront 4-BR home w/ hot tub & charging station

Charming 4 bedroom home just steps to the water!

Historic Hillside Cottage

Waterfront Chesapeake Bay Sunrises & Fishing Pier!

Peaceful nature retreat nestled in a forested area

Cove Point Cottage with Chesapeake Bay views
All about Maryland
Maryland’s 3,190 miles of shoreline and long riverfronts shape its natural appeal with sandy stretches and stellar sunrises. Charming old towns boast beautiful views and relaxing beaches as well as a healthy dose of American history, be it the origins of the national anthem or the Battle of Antietam. Though Annapolis is the state’s political capital, Baltimore is much larger, and both take many cultural and political cues from being a part of the National Capital Region and their proximity to Washington D.C. Many of the state’s claims to fame come from Chesapeake Bay, the water that nearly splits the eastern part of Maryland in two. From there we get the famed Maryland crab and other seafood that drive the local cuisine; the naval and civilian boating culture of Annapolis; and, of course, the scenic byways that weave across the water.
What are the top things to do in Maryland?
Cambridge
The small Eastern Shore town of Cambridge merges many of Maryland’s most iconic features. You can get a taste of history — it’s one of the oldest colonial towns in the country, just 15 minutes from the Harriet Tubman Underground Railroad Visitor Center — as well as a taste of the local seafood at the many crab restaurants overlooking Chesapeake Bay as you wander the boardwalk, or at Sailwinds Park.
Baltimore Inner Harbor
The focal point of Maryland’s largest city, this historic seaport and repurposed industrial area holds a slew of history and tons of museums. The National Aquarium, Port Discovery Children’s Museum, and the Reginald F. Lewis Museum of Maryland African American History and Culture will keep you busy all day, along with the area’s many restaurants and bars.
Assateague Island National Seashore
The peaceful, sandy beaches and windswept salt marshes of this 37-mile barrier island on Maryland’s far eastern Atlantic shores would be enough to make it an ideal destination. But it’s the beautiful herd of wild horses for which it’s most famous.
Destinations to explore
- Rentals with a sauna Maryland
- Rentals with an EV charger Maryland
- Rentals with an accessible height bed Maryland
- Aparthotel rentals Maryland
- Family-friendly rentals Maryland
- Lakehouse rentals Maryland
- Pet-friendly rentals Maryland
- Rentals with breakfast Maryland
- Resort rentals Maryland
- Bed and breakfasts Maryland
- Waterfront rentals Maryland
- Boutique hotels Maryland
- Rentals with a home theater Maryland
- Campsite rentals Maryland
- Cabin rentals Maryland
- Hotel rooms Maryland
- Rentals with a fireplace Maryland
- Barn rentals Maryland
- Boat rentals Maryland
- Beach house rentals Maryland
- Rentals with beach access Maryland
- Farmstay rentals Maryland
- Beach condo rentals Maryland
- House rentals Maryland
- Rentals with an accessible height toilet Maryland
- Chalet rentals Maryland
- Vacation home rentals Maryland
- Serviced apartment rentals Maryland
- Villa rentals Maryland
- Rentals with a washer and dryer Maryland
- Mansion rentals Maryland
- Ski-in/ski-out rentals Maryland
- Guesthouse rentals Maryland
- Tiny house rentals Maryland
- Tent rentals Maryland
- Rentals with lake access Maryland
- Smoking-friendly rentals Maryland
- Loft rentals Maryland
- Private suite rentals Maryland
- RV rentals Maryland
- Treehouse rentals Maryland
- Houseboat rentals Maryland
- Condo rentals Maryland
- Apartment rentals Maryland
- Cottage rentals Maryland
- Rentals with outdoor seating Maryland
- Rentals with a hot tub Maryland
- Fitness-friendly rentals Maryland
- Beachfront rentals Maryland
- Rentals with a fire pit Maryland
- Rentals with a kayak Maryland
- Rentals with pools Maryland
- Townhouse rentals Maryland
- Rentals with a patio Maryland
- Dome rentals Maryland
- Things to do Maryland
- Art and culture Maryland
- Sightseeing Maryland
- Food and drink Maryland
- Nature and outdoors Maryland
- Tours Maryland
- Things to do United States
- Entertainment United States
- Sports activities United States
- Tours United States
- Sightseeing United States
- Nature and outdoors United States
- Food and drink United States
- Art and culture United States
- Wellness United States




