Pittsville Holiday Rentals, Maryland: Private House Rentals

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Go beyond your typical stay in Pittsville

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Our top choices for Pittsville hotels

A modern lobby with a reception desk, a seating area with a sofa and a plant, and a staircase leading to an upper level.

A hotel with a swimming pool, lounge chairs, and a covered outdoor seating area.

A hotel room with two beds, a desk with a chair, a TV, and a window with curtains.

A hotel room with a bed, a TV mounted on the wall, a desk with a lamp, a sofa, and a window with curtains.

1. Wingate by Wyndham Salisbury MD Airport North

Salisbury

Frank

Rp1.550.369

Rp1.807.941 total

includes taxes & fees

1 Nov - 2 Nov

A multi-story hotel with a covered entrance, wheelchair-accessible parking, and a stone facade.

A modern hotel room with a wooden floor, a beige sofa, a small table, a bed, a wooden cabinet, a mirror, and a wall art piece.

A hotel room with two beds, a desk, a window with curtains, and a blue headboard.

A modern dining area with a long table and chairs, a kitchen area with a yellow backsplash, and a refrigerator.

2. Microtel Inn & Suites by Wyndham Salisbury

Salisbury

Omar

Rp1.680.908

Rp1.882.616 total

includes taxes & fees

6 Oct - 7 Oct

A modern lobby with a blue sofa, yellow armchairs, a white coffee table, and a patterned rug.

A breakfast bar with a chalkboard wall displaying the word "EAT" and various food-related drawings. There are signs indicating dietary needs and caution for hot surfaces.

A pool area with lounge chairs and tables, a tiled pool, and blue walls with windows.

A modern hotel with a prominent "Hampton Inn" sign, a covered entrance, and a clean, welcoming facade.

3. Hampton Inn Salisbury

Salisbury

Matthew

Rp1.891.558

Rp2.118.546 total

includes taxes & fees

18 Oct - 19 Oct

A spacious lobby with a wooden reception desk, a sofa, a staircase, and a reception area.

A modern hotel room with a wooden floor, a red armchair, a grey sofa, a desk with a chair, and a lamp.

A hotel with a covered entrance, multiple windows, and a brick facade.

An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.

4. Country Inn & Suites by Radisson, Salisbury, MD

Salisbury

Tasheen

Rp1.487.782

Rp1.666.316 total

includes taxes & fees

1 Nov - 2 Nov

A Holiday Inn Express building with a stone facade and a covered entrance area.

A hotel reception area with a reception desk, chairs, a patterned carpet, and a wall with a vertical art piece.

A modern dining area with wooden tables and red chairs, a small round table with a grey tablecloth, and a breakfast counter in the background.

A lobby with a flat-screen TV, a fireplace, green patterned seating, and framed artwork on the walls.

5. Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG

Delmar

Jamie

Rp1.931.256

Rp2.163.007 total

includes taxes & fees

18 Oct - 19 Oct

A hotel corridor with a large screen displaying a construction site, a curved wooden wall, and an exit sign.

A modern office space with multiple workstations, ergonomic chairs, and a comfortable seating area with a sofa and armchairs.

An indoor swimming pool with clear lanes, a lifeguard chair, and a sun lounger by the poolside.

A Courtyard Marriott hotel with a covered entrance, multiple floors, and a well-lit facade.

6. Courtyard by Marriott Salisbury

Salisbury

Michael

Rp2.087.902

Rp2.338.450 total

includes taxes & fees

8 Oct - 9 Oct

A hotel room with a bed featuring a blanket with "THE RESERVE INN" text, two pillows with a swan design, and a bedside table with a phone.

A hotel named "The Reserve Inn" with a prominent sign, a lobby entrance, and Coca-Cola vending machines.

A bathroom with a white sink, a mirror, and a towel rack with multiple towels.

A hotel room with a bed, a desk, a chair, a window with curtains, and an air conditioning unit.

7. The Reserve Inn

Salisbury

Beth

Rp1.593.286

Rp1.784.480 total

includes taxes & fees

6 Oct - 7 Oct

A self-service breakfast station with a coffee machine, yogurt dispensers, and a variety of food items.

A hotel room with a grey sofa, a small ottoman, a bed, a nightstand with a lamp, a wall-mounted painting, and a mirror with a pink frame.

8. Home2 Suites By Hilton Salisbury Fruitland

Fruitland

JoAnn

Rp1.964.874

Rp2.200.660 total

includes taxes & fees

2 Nov - 3 Nov

A grand hallway with a wooden staircase, a chandelier, and framed artwork on the walls.

A living room with a beige sofa, two round tables, a white cabinet with glass doors, a large flat-screen TV, and a potted fern.

The exterior of the Atlantic Hotel with a brick facade, a central entrance, and a covered porch area with tables and chairs.

A dining room with wooden tables and chairs, a chandelier, and a fireplace.

9. Atlantic Hotel

Downtown Berlin

Robert

Rp2.503.480

Rp2.803.898 total

includes taxes & fees

1 Nov - 2 Nov

A modern building with the signage 'avid AN IHG HOTEL' and a covered outdoor seating area.

A hotel room with two beds, a desk, and a chair.

A modern hotel lobby with a reception desk, seating area, and a TV screen.

A modern dining area with a long table, chairs, and a coffee station.

10. avid hotel Millsboro Georgetown South by IHG

Millsboro

Leslie

Rp2.181.604

Rp2.421.580 total

includes taxes & fees

1 Nov - 2 Nov

A multi-story hotel with a pool area, balconies, and a view of the ocean.

A lobby with green sofas, a round table with a plant, and a lantern.

A wooden boardwalk leading to a beachfront hotel with multiple balconies and a clear view of the ocean.

A hotel room with two beds, a balcony, a dining area, and a view of the city.

11. Grand Hotel Ocean City Oceanfront

Downtown Ocean City

Tash

A resort pool area with lounge chairs, palm trees, and a boat-shaped water feature.

An aerial view of a coastal city with a beachfront hotel featuring multiple floors, a swimming pool, and a marina in the background.

A dining table set with wine glasses, a bottle of Riesling wine, a vase with flowers, and a basket of bread.

A balcony with a round table and chairs, overlooking the beach and ocean.

12. Hilton Ocean City Oceanfront Suites

Midtown Ocean City

Bobbi

Rp1.979.537

Rp2.217.081 total

includes taxes & fees

1 Nov - 2 Nov

A modern indoor pool area with wooden beams, a pool, and seating arrangements.

A Hampton Inn & Suites with a covered entrance, brick facade, and well-maintained landscaping.

A modern hotel room with a kitchenette, a large mirror, a flat-screen TV, and a sofa.

A hotel room with two beds, a desk, a TV, a chair, and a large window with curtains.

13. Hampton Inn & Suites Salisbury/Fruitland

Fruitland

Laura

Rp1.891.558

Rp2.118.546 total

includes taxes & fees

1 Nov - 2 Nov

A multi-story hotel with a brick facade, large windows, and a covered entrance area.

A vending machine stocked with various beverages and snacks, including Pepsi, Mountain Dew, and Doritos.

A hotel room with a bed, a sofa, a dining table, and a window with curtains.

A modern hotel lobby with a round table, grey armchairs, a flat-screen TV, and a fireplace.

14. Microtel Inn & Suites by Wyndham Ocean City

West Ocean City

Harry

Rp1.200.776

Rp1.550.511 total

includes taxes & fees

11 Oct - 12 Oct

A multi-story hotel with balconies, located near a waterfront.

A person sitting by a poolside with orange chairs and a drink.

A dining area with a table set for two, potted plants, and a view through large windows.

A balcony with white railings and orange chairs, overlooking a body of water and a distant shoreline.

15. Cambria Hotel Ocean City - Bayfront

Downtown Ocean City

Brittany

Rp1.487.782

Rp1.934.546 total

includes taxes & fees

26 Oct - 27 Oct

A modern indoor swimming pool with clear water, a lifebuoy on the wall, and a seating area with chairs and tables.

A 24/7 market with a variety of snacks and beverages, including chips and bottled drinks.

A modern hotel building with a prominent 'tru by Hilton' sign, multiple floors, and a parking lot.

A modern reception area with a curved desk, seating, and a view of the outdoors.

16. Tru by Hilton Ocean City Bayside

Midtown Ocean City

kimberly

Rp1.451.661

Rp1.625.861 total

includes taxes & fees

1 Nov - 2 Nov

A stone building with a fire feature, outdoor seating, and a view of trees.

A Hampton Inn & Suites hotel with a stone facade, a well-lit entrance, and a flagpole.

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a checkered wall pattern.

A modern dining area with a long wooden table, red upholstered chairs, and a blue and white patterned wall.

17. Hampton Inn & Suites Ocean City West

West Ocean City

James

Rp1.305.028

Rp1.461.632 total

includes taxes & fees

1 Nov - 2 Nov

A waterfront property with a prominent building featuring a red roof and a tower, surrounded by water and marshland.

A cozy living room with a fireplace, a chessboard, and a tray with snacks and drinks.

A spacious lobby with wooden ceiling, comfortable seating, large windows, and a fireplace.

A restaurant with large windows offering a view of the sea. Tables are set with white tablecloths and wooden chairs.

18. Lighthouse Club Hotel

Midtown Ocean City

Corey

Rp3.486.990

Rp3.905.429 total

includes taxes & fees

12 Oct - 13 Oct

A clear pool with palm trees, lounge chairs, and umbrellas.

A balcony table with breakfast items and a view of the ocean.

A beachside bar with Adirondack chairs, a pool, and a view of the ocean.

A beach with a row of multi-story hotels.

19. Holiday Inn & Suites Ocean City by IHG

Downtown Ocean City

Jacqueline

Rp1.841.846

Rp2.062.868 total

includes taxes & fees

3 Nov - 4 Nov

A deck with two Adirondack chairs and a small table, overlooking a beach with the ocean and a clear sky.

A swimming pool with lounge chairs and umbrellas, surrounded by buildings and palm trees.

A hotel room with a large bed, a desk, a chair, and a view of the city through large windows.

A modern hotel lobby with grey upholstered chairs, a round table, and a bar area.

20. Hyatt Place Ocean City / Oceanfront

Downtown Ocean City

Amy

Rp1.430.560

Rp1.602.228 total

includes taxes & fees

2 Nov - 3 Nov

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Top Pittsville Hotel Reviews

Comfort Suites Ocean City West

8/10 Good

"The room was clean. The rooms staff were friendly and helpful. Parking was satisfactory. Actually even had a spot for my trailer in the back during bike week. And then there was breakfast. Not so good there was one older black woman who was fantastic and did great with what they gave here to work with on Thursday morning. Highly recommend her. The rest of the staff on the other days was horrible. They could not keep the place clean or stocked. The Juice machine was falling apart and when they weren't out smoking they weren't helping. Do not recommend the breakfast unless they get their act together. Other than that we were satisfied with our stay at this location."

Holiday Inn & Suites Ocean City by IHG

10/10 Excellent

"The view from the room was fantastic, access to the boardwalk and beach and hotel staff were all friendly and helpful with the real standout being Gabriel in the hotel restaurant, literally the best waiter we've ever had. He was engaging, friendly and remembered us each morning. It's a touch like that which can make or break a stay. Even if we stayed elsewhere on the boardwalk in the future, we will be back to your restaurant because of the exceptional service, nice job!!!!"

Hyatt Place Ocean City / Oceanfront

10/10 Excellent

"Awes"

Princess Bayside Beach Hotel

8/10 Good

"Nice place. Great location"

Princess Royale Oceanfront Resort

8/10 Good

"The room was spacious and clean but for the price, the amenities were just okay. The pool is weirdly situated inside a gate next to an arcade that I'm guessing no one uses. Not a lot of space to sit near the poolside bar."

Plim Plaza Hotel

8/10 Good

"Great stay, love that they have entertainment and everything you need right there and it was just steps from the country calling music festival."

Crystal Beach Hotel

10/10 Excellent

"I booked a 2 room weekend stay at the Crystal Beach hotel for my wife and I and her cousin. Beach front. We loved that we could hear the waves from the bed. Sliding glass door on second floor balcony. The weather was half and half with rain Saturday into Sunday. The rooms were 2 queens in each room and still spacious enough especially considering my wife is in a wheelchair. We will definitely be considering here again soon. The only complaint I have is the vending machines on the first floor don't have card readers. So I went to the check in area where there is an ATM only to get back and realize the machines only take 1 and 5 dollar bills! 😂. . Bring ones and five dollar bills!"

Carousel Resort Hotel & Condominiums

8/10 Good

"Rooms are decent. Beds are so uncomfortable though, we could barely sleep. My AC didn’t work either. Pool and hot tub area could use a good cleaning and upgrades. Hot tub doesn’t get up to appropriate temperature. Staff were very helpful though.coffee at the Bistro was excellent as well!"

The Shore House

8/10 Good

"Quick one night stay before checking into our boardwalk hotel for the week. Clean small room with everything needed for one night. Easy check in and friendly staff. Would recommend for sure!"

More cheap stays in Pittsville