Holiday rentals in Vienna

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Top-rated holiday rentals in Vienna

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The little house is nestled in a serene rural setting, surrounded by greenery and farmland. A gravel pathway leads up to the front door, flanked by simple flower pots. The landscape features open fields in the background, enhancing the peaceful ambience.
Tiny home in Cambridge
4.98 out of 5 average rating, 237 reviews

The Little House on the Farm, Water Access

Peaceful, Quaint & located on the Little Blackwater River, & 1.5 miles from the Blackwater National Wildlife Refuge & The Harriet Tubman Underground Railroad State Park & Museum. A bird watching, kayaking, and bicycling paradise awaits. Perfect for a couples retreat, girls getaway or a solo vacation to relax & unwind. Hunters and Fishermen are welcome also! Route 50 & downtown Cambridge are 10 mins away for local eateries and shopping! This is the perfect location to explore the Eastern Shore!

Top guest favourite
Guest suite in Delmar
5.0 out of 5 average rating, 136 reviews

The Red Maple Studio minutes from Salisbury!

Red Maple Studio is a private 1‑bedroom studio on a quiet street in historic Delmar, MD. Kylan Barn – 6 min. Venue 54 – 7 min. Downtown Salisbury – 15 min. SU – 20 min. OCMD – 45 min. Sleeps 4 with king bed and pull‑out couch. Workspace, fast WiFi, kitchenette (no cooking), private laundry. Safe neighborhood, off‑street parking, well‑lit walkways. Private backyard patio with 6’ fence. Stylish, super clean and comfortable. Sorry….no 3rd‑party bookings, pets, parties, indoor smoking or cooking.

Top guest favourite
Cottage in Leonardtown
4.96 out of 5 average rating, 262 reviews

Beach Front and 'Perfectly Placed'

Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.

Guest favourite
A spacious living area features a large gray sectional sofa set on a soft rug. A ceiling fan is visible above, and the open kitchen area showcases light cabinetry and modern appliances. Sunlight filters through tall windows, illuminating the room.
Apartment in Cambridge
4.97 out of 5 average rating, 37 reviews

The Drinking Gourd: Stunning Cambridge Penthouse

The Drinking Gourd is a beautiful 2 bedroom, 1 bath penthouse located in the heart of the historic district of downtown Cambridge, MD. It features 15 foot ceilings, exposed brick, and original mahogany millwork throughout. The fantastic downtown pubs, galleries, museums, and boutiques are literally right outside the door, and the stunning Cambridge Marina is a short 4 blocks away. Cambridge has a wonderful food culture as well as local breweries and wine bars all within walking distance.

Guest favourite
A cozy living area is furnished with soft gray seating, including two recliners and a spacious sofa. A wooden coffee table centers the room, complemented by a patterned rug. Light filters in through large windows, enhancing the inviting atmosphere, while wall art adds a touch of nature.
Home in Princess Anne
4.98 out of 5 average rating, 43 reviews

Countryside Home in Princess Anne

Escape to tranquility at our private home in the serene countryside. Our spacious and comfortable three-bedroom, two-bathroom home provides ample space for families, couples, and groups of friends to relax and enjoy the outdoors. Relax in the cozy living area, cook a meal in the fully equipped kitchen, or enjoy an evening around the campfire. With comfortable bedrooms and a peaceful location, it's the ideal getaway for a relaxing break. Book now and experience the beauty of rural living!

Guest favourite
A bright kitchen area is featured, highlighting a round table surrounded by four white chairs. Natural light streams in through the sliding glass door, which overlooks greenery. Modern cabinetry and stainless steel appliances are visible, creating a functional and welcoming space.
Home in Tyaskin
4.93 out of 5 average rating, 29 reviews

Nature retreat with water view

Welcome to this cozy updated two bedroom, one bathroom single family home with a water view of the Nanticoke River. Enjoy the wrap around porch, with gazebo, fire pit, outdoor shower, sink and grill. Sit on the porch and feel the breeze from the river, or walk across the street to enjoy the beach or the covered pavilion. Great area for bike riding, kayaking, paddle boarding, and windsurfing. Public marina, tennis courts and additional public beaches are minutes away.

Top guest favourite
Tiny home in Cambridge
4.89 out of 5 average rating, 686 reviews

Blackwater Tiny Cabin on Snakehead Creek

The Solar Powered Tiny Cabin is located on a farmette, making your visit even more memorable! Just a 5 min drive from Blackwater Refuge! It's an affordable and unique way to visit and enjoy all that Cambridge and Blackwater Refuge have to offer! The Tiny Cabin is located 50 steps away from Pitcher Dam Creek which leads to the Little Blackwater! Kayaks on site! Bring your fishing rod to catch popular Snakeheads! 15 minute drive to Route 50, downtown Cambridge, shopping and dining!

Top guest favourite
A bright yellow building features large blue shutters and a welcoming entrance. A sign is placed outside, and vibrant flowers border the steps. In the background, another structure is visible, along with flags proudly displayed.
Flat in Saint Michaels
4.97 out of 5 average rating, 151 reviews

Blue Crab Lodge

Welcome to your charming and cozy short-term rental above the heart of St. Michaels' vibrant community! Nestled right above the delightful aroma of freshly brewed coffee, this unique and inviting space offers the perfect blend of comfort and convenience. Stepping outside, you'll find yourself in the heart of St. Michaels' quaint streets. The rental's prime location provides easy access to the town's boutique shops, waterfront promenades, and a diverse array of restaurants.

Top guest favourite
A sunlit sunroom features three comfortable armchairs arranged around a small table, offering expansive views of the water through large glass windows. Natural light floods the space, accentuating the serene atmosphere in this inviting seating area.
Home in Bozman
5.0 out of 5 average rating, 43 reviews

The Cottage at Broad Creek

Your Private Waterfront Escape on Maryland's Eastern Shore Wake up to panoramic water views from your soaking tub. Kayak from the private dock, cook your catch in the chef's kitchen, then gather at your waterside fire pit and grill as the sun sets over the bay. Minutes from historic St. Michaels yet secluded enough to feel like your own sanctuary. Perfect for couples seeking both adventure and relaxation, whether celebrating a milestone or simply unplugging together.

Top guest favourite
A tiny house exterior is displayed, featuring a wooden deck with two blue chairs and a small table. Large windows allow natural light into the space while string lights hang above, creating a relaxed outdoor ambiance. Surrounding greenery enhances the connection to nature.
Tiny home in Mardela Springs
4.98 out of 5 average rating, 45 reviews

Tiny House on Maypop Homestead

Welcome to Maypop Homestead, our peaceful 14-acre retreat in historic San Domingo. Stay in a cozy tiny house surrounded by a lush forest and a wildlife-filled pond. Enjoy a queen bed, kitchenette, full bath with a composting toilet, meditation loft, Wi-Fi, and a large deck with a fire pit. We grow organic food, medicinal herbs, and flowers—tours and seasonal harvests available! Meet our friendly cats and relax in nature. Come enjoy a quiet, earthy escape.

Top guest favourite
A rustic barn loft is nestled among trees, featuring a welcoming staircase leading to the upper deck. Soft lights illuminate the entrance, enhancing the natural surroundings. The gravel driveway and landscaped area provide convenient access to the property, highlighting its serene setting.
Loft in Hebron
5.0 out of 5 average rating, 112 reviews

Waterfront Barn Loft with Modern Cabin Vibe

Relax in nature for a while in our beautiful and cozy barn loft. The loft is located next to our primary residence on 7 private acres along scenic Rewastico Creek, offering year round beauty. Kayak on, or relax by, the tidal marsh creek which is fed by the Nanticoke River and Chesapeake Bay. Centrally located between popular Eastern Shore destinations such as Atlantic beaches and historic small towns. A serene oasis with abundant wildlife.

Guest favourite
A bright and inviting room features two pink armchairs with a small table between them, set against a backdrop of light walls and hardwood flooring. An elegant chandelier hangs from the ceiling, while a vintage-style dresser and a decorative fireplace enhance the space's charm.
Home in Cambridge
4.88 out of 5 average rating, 109 reviews

High St. Art Gallery Suite

This boutique suite is adjoined to the future home of High St. Art Gallery. This historic home was built in 1796 and is being lovingly restored by three generations of a family committed to creating beautiful, unique and comfortable spaces that can be a retreat away from home. This suite has all the details and delights that will make your stay enjoyable and we hope you will come again and again.

Popular amenities for Vienna holiday rentals

  1. Airbnb
  2. United States
  3. Maryland
  4. Dorchester County
  5. Vienna