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
A bright dining area features a wooden table surrounded by four chairs, illuminated by natural light from the sliding glass doors. A cozy armchair with a soft throw blanket is present, with a clock and decorative art pieces on the walls, creating a welcoming atmosphere.
Flat in Church Creek
4.97 out of 5 average rating, 446 reviews

Nature's Rest in Church Creek

Nature's Rest is located just minutes from Blackwater Wildlife Refuge, The Harriet Tubman Museum, Blackwater Adventures! Boat ramps are close by for easy access to the Chesapeake Bay and its tributaries for enjoying Maryland's Eastern Shore. We have plenty of parking, so bring your boat, bikes, and binoculars. Just mins from downtown Cambridge for dining & shopping. Discover the many quaint towns the area has to offer, come for a night, or stay as long as you'd like, look forward to meeting you.

Top guest favourite
Guest suite in Delmar
5 out of 5 average rating, 133 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
A spacious deck features a round table surrounded by six chairs, shaded by a blue and white striped umbrella. Lush greenery borders the area, with views of the tranquil river and trees in the background, enhancing the outdoor experience.
Home in Salisbury
4.91 out of 5 average rating, 47 reviews

The River House

The River House is a historic 1938 cape cod, with a stylish sailing theme, in a peaceful waterfront setting. It is centrally-located on Delmarva, with easy day trips to explore in every direction—St. Michael’s, Berlin, and Cape Saint May to name a few. It is close to restaurants, Salisbury University, Tidal Health, and downtown Salisbury. Ocean City and Assateague National Park are easy to reach in 30 to 45 minutes. The huge deck and adjoining covered area make it easy to enjoy the view.

Superhost
A glistening saltwater pool is framed by a sun-kissed patio, featuring a lounge chair and small table. An umbrella provides shade, while lush greenery and the river can be seen in the background, enhancing the serene outdoor setting.
Home in East New Market
4.94 out of 5 average rating, 36 reviews

Private Waterfront Estate | Pool, Dock, Kayaks

Wake up to water views, spend your day by swimming in the saltwater pool, kayaking in the river, or fishing on the dock, and end the evening with sunsets. This private 5-bedroom waterfront retreat is designed for families and groups looking to unwind, reconnect, and enjoy the best of Maryland’s Eastern Shore- equipped with high-speed internet- located 15 min from downtown Cambridge and 10 min from the Hyatt Regency Chesapeake Bay, the home is well positioned for wedding stays, and retreats.

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
4.96 out of 5 average rating, 26 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, 681 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 covered deck area features a large black dining table surrounded by striped chairs. A ceiling fan is present above. Scenic views of the water and shoreline are framed by tall trees, creating a serene outdoor dining space.
Home in Cambridge
4.99 out of 5 average rating, 217 reviews

Sunset Breezes - quiet waterfront retreat

Enjoy well equipped waterfront home styled after historic lighthouses. Relax in the hammock by the water under the pines; Enjoy smores by the fire pit. Wood included. Free use of 4 kayaks, 2 paddleboards, and a 3 person canoe. Yard games include corn hole, croquet, & bocce. Dine on the deck while enjoying beautiful sunsets. Bring your cameras for local wildlife. NEW Fun & Fitness Barn: sauna, golf simulator, free weights, game space and more. Ask about access code and hours.

Top guest favourite
A spacious living area features soft, neutral carpeting and modern furnishings. A large flat-screen TV is mounted on the wall, providing entertainment options. Two comfortable armchairs and a cozy sofa are arranged around a wooden coffee table, while a dining area is visible in the background.
Home in Salisbury
4.99 out of 5 average rating, 255 reviews

Salisbury Cottage

Relax in a quiet part of Salisbury in this cozy, 3 bedroom, 2 full bath home. A farmhouse feel welcomes you home after a long day at work, a sports trip, or vacation. Enjoy all new furniture including luxury bedding and smart TVs. Centrally located and close to downtown for shopping and dining at one of the many local restaurants. Only 30 minutes from the beaches of Ocean City & Assateague Island. One mile from Tidal Health PRMC and a half block away from Salisbury University.

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 out of 5 average rating, 39 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.

Guest favourite
A modern kitchen is displayed with a combination of light green and white walls. A large painting of a frog adorns one wall, while the black and white checkered floor complements the dark cabinets. A dining table with chairs and dinnerware is visible.
Loft in Salisbury
4.95 out of 5 average rating, 111 reviews

Retro Hipster: Close to downtown, dining and fun

Want to stay in a place with a Jazzy retro style?  This is the perfect place for you.  This renovated 2 bedroom, 2 bath apartment features beautiful riverfront views, high ceilings, wifi, smart TV’s and a bit of History.  This is part of a hotel from the Green Book era where Etta James and Billie Holiday both stayed. This space is perfect for business travelers, couples and families looking for place near in downtown Salisbury or a short drive from the beach.

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, 42 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 serene view of a serene water landscape is showcased, featuring a double rainbow arching across the sky. Reflections of the rainbow are visible on the water's surface. A private pier extends into the water, surrounded by lush greenery.
Cottage in East New Market
4.96 out of 5 average rating, 77 reviews

Cottage on Cabin Creek

The cottage is the perfect getaway for couples. It is located on the water with two private piers for you to use. You may enjoy fishing, crabbing, kayaking, canoeing or bird watching from the piers. There is a charcoal grill available and a fire pit. The cottage is secluded enough for relaxation, but not far from local attractions and restaurants. Note the cottage is best suited for 1 to 2 people.

Popular amenities for Vienna holiday rentals

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  4. Dorchester County
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