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 modern kitchen with dark wood cabinets, a microwave, a coffee machine, and a breakfast bar with a glass display case.

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.

1. Wingate by Wyndham Salisbury MD Airport North

Salisbury

Frank

฿2,910

฿3,394 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

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.

2. Hampton Inn Salisbury

Salisbury

Ameen

฿3,496

฿3,916 total

includes taxes & fees

15 Nov - 16 Nov

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

A hotel room with a large bathtub, a red chair, a small round table, and a bed with white linens.

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

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

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

Salisbury

Thea

฿2,932

฿3,283 total

includes taxes & fees

15 Nov - 16 Nov

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

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.

A reception area with a blue accent wall, a wooden reception desk, and a flat-screen monitor.

4. Microtel Inn & Suites by Wyndham Salisbury

Salisbury

Omar

฿2,776

฿3,109 total

includes taxes & fees

12 Nov - 13 Nov

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

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.

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

5. Courtyard by Marriott Salisbury

Salisbury

Michael

฿3,919

฿4,390 total

includes taxes & fees

25 Oct - 26 Oct

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

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.

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

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

Delmar

Ashanti

฿3,397

฿3,805 total

includes taxes & fees

15 Nov - 16 Nov

A covered outdoor area with wooden beams and string lights, picnic tables, and a brick building in the background.

A gym with exercise equipment, a television, and a mirror.

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

A hotel reception area with a wooden counter, a glass door entrance, a fire extinguisher, and a sign indicating 'Quality by Choice Hotels'.

7. Quality Inn Salisbury North

Salisbury

Dennis

฿2,464

฿2,760 total

includes taxes & fees

20 Oct - 21 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 room with a bed, a desk, a chair, a window with curtains, and an air conditioning unit.

A coffee station with a coffee maker, disposable cups, sugar, and creamer.

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

8. The Reserve Inn

Salisbury

Beth

฿2,296

฿2,571 total

includes taxes & fees

18 Oct - 19 Oct

A modern hotel lobby with a blue sofa, white ottomans, and a dining area with tables and chairs.

A modern kitchen with grey cabinets, a microwave, a coffee machine, and a large window with a view of the parking lot.

A hotel room with a bed, bedside table, and a desk with a chair.

A hotel lobby with a reception desk, seating area, and a view of the outdoors.

9. Best Western Salisbury Plaza

Salisbury

Antonio

฿2,863

฿3,206 total

includes taxes & fees

18 Oct - 19 Oct

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.

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

10. Home2 Suites By Hilton Salisbury Fruitland

Fruitland

JoAnn

฿3,631

฿4,067 total

includes taxes & fees

9 Nov - 10 Nov

A large, multi-story Victorian-style house with a prominent tower and a wrap-around porch.

A grand staircase with ornate woodwork, a fireplace with a checkered floor, and a cozy seating area with a lamp.

A dining room with a long table, white chairs, a chandelier, and wooden paneling.

A room with a wooden cabinet, two upholstered chairs, a radiator, and a stained glass window.

11. Gillis Grier Bed & Breakfast

Salisbury

Devra

฿5,589

฿6,260 total

includes taxes & fees

22 Oct - 23 Oct

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

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

A spacious lobby with a mix of seating options, including sofas and chairs, and a bar area with stools.

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

12. Hampton Inn & Suites Salisbury/Fruitland

Fruitland

Laura

฿3,688

฿4,131 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 modern hotel lobby with a reception desk, seating area, and a TV screen.

A modern hotel lobby with a long reception desk, seating area, and large windows offering a view of the outdoors.

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

13. avid hotel Millsboro Georgetown South by IHG

Millsboro

Leslie

฿3,692

฿4,099 total

includes taxes & fees

18 Oct - 19 Oct

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

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.

A living room with a blue sofa, a white side table, a round gold table, and a patterned rug.

14. Atlantic Hotel

Downtown Berlin

Dale

฿4,699

฿5,263 total

includes taxes & fees

1 Nov - 2 Nov

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

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

A modern dining area with high tables and chairs, a counter with food items, and large windows providing natural light.

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

15. Microtel Inn & Suites by Wyndham Ocean City

West Ocean City

Harry

฿1,969

฿2,591 total

includes taxes & fees

18 Oct - 19 Oct

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

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

A hotel room with a large bed, two chairs, a desk, and a view of the city through the window.

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

16. Grand Hotel Ocean City Oceanfront

Downtown Ocean City

richard

฿2,162

฿2,421 total

includes taxes & fees

1 Nov - 2 Nov

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

A hotel lobby with a reception desk, a seating area with a tufted armchair and a patterned pillow, and a hallway leading to the back of the property.

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

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

17. Hampton Inn & Suites Ocean City West

West Ocean City

James

฿2,544

฿2,850 total

includes taxes & fees

1 Nov - 2 Nov

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

A breakfast buffet with various food options and a sign reading "TOP IT BREAKFAST".

18. Tru by Hilton Ocean City Bayside

Midtown Ocean City

kimberly

฿2,450

฿2,744 total

includes taxes & fees

21 Oct - 22 Oct

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

A hotel reception desk with a modern design, a blue accent wall, and a sign indicating the Holiday Inn Express.

A gym with a treadmill, dumbbells, and a television on the wall.

A vending machine with various snacks and beverages, a refrigerator with ice cream and frozen desserts, and shelves stocked with snacks and beverages.

19. Holiday Inn Express & Suites West Ocean City by IHG

West Ocean City

wendi

฿2,220

฿2,486 total

includes taxes & fees

19 Oct - 20 Oct

A balcony with two green Adirondack chairs facing a beach.

A beach view from a balcony with a clear sky.

A hotel room with two beds, a desk, and a chair. There is a window with curtains, a lamp, and a nightstand with a phone.

A restaurant with multiple round tables and chairs, a flat-screen TV mounted on the wall, and a window with an umbrella.

20. Comfort Inn Ocean City Boardwalk

Downtown Ocean City

BILL

฿2,373

฿2,658 total

includes taxes & fees

15 Nov - 16 Nov

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Top Pittsville Hotel Reviews

Holiday Inn & Suites Ocean City by IHG

10/10 Excellent

"My stay was great. It was very relaxing and just what I needed. Staff all over were great. The food was good and the bartender was awesome and we had fun and just a great place to stay. There is only one draw back, you have to pay for parking!!!! That was the first time I have encountered that. I will return again because that is how nice the place is and my room was oceanfront and just loved it, especially watching the sunrise from my balcony. I highly recommend."

The Americana Hotel

10/10 Excellent

"I was driving from ME to NC & Ocean City seemed to be the perfect stopping place. The room was clean & comfy. I loved sitting on the balcony watching the waves, surfers, & people along the boardwalk. It was situated where everything was within walking distance. I will definitely be back!"

Ashore Oceanfront Hotel, Ocean City, a Tribute Portfolio Hotel

10/10 Excellent

"This was our first time staying at this resort. I would highly recommend it. Everyone was very pleasant and helpful, the cleaning staff was very friendly and accommodating. Tap Room food was fast and hot."

Days Inn by Wyndham Ocean City Oceanfront

10/10 Excellent

"The room was great. Big for our family, and great balcony with a view."

Carousel Resort Hotel & Condominiums

8/10 Good

"nice place comfy beds efficiency big oceanfront balconies. responsive staff competitive price free breakfast woulda been nice"

Majestic Hotel & Apartments

10/10 Excellent

"Right in front of the board walk and almost center to everything"

More cheap stays in Pittsville

Quality Inn Oceanfront

5400 Coastal Hwy Ocean City MD

฿2,085

฿2,335 total

22 Oct - 23 Oct

includes taxes & fees

Comfort Suites Ocean City West

12718 Ocean Gateway Ocean City MD

฿2,391

฿2,728 total

11 Nov - 12 Nov

includes taxes & fees

8.4/10 Very good! (1,002 reviews)

Plim Plaza Hotel

109 North Atlantic Ave. Ocean City MD

฿2,543

฿2,848 total

18 Oct - 19 Oct

includes taxes & fees

7.2/10 Good! (1,231 reviews)

Crystal Beach Hotel

2500 N. Baltimore Ave. Ocean City MD

฿2,689

฿3,011 total

1 Nov - 2 Nov

includes taxes & fees

Princess Bayside Beach Hotel

4801 Coastal Highway Ocean City MD

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Quality Inn Ocean City Beachfront

2910 N Baltimore Ave Ocean City MD

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Frequently asked questions

Where is the best place to stay in Pittsville?

Located 19.7 mi (31.8 km) from the heart of Pittsville, Fenwick Inn is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are Grand Hotel Ocean City Oceanfront and Princess Bayside Beach Hotel. See all available top hotels, or vacation rentals in Pittsville.

If I need to cancel my hotel reservation in Pittsville, will I receive a refund?

Yes, most hotel reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you booked a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Pittsville.

What are some hotels with pools in Pittsville?

Grand Hotel Ocean City Oceanfront: Hotel, 1-minute walk from Ocean City Boardwalk. Features an indoor pool, an outdoor pool and 4 restaurants. Hyatt Place Ocean City / Oceanfront and Hilton Garden Inn Ocean City Oceanfront are a couple of other choices that offer an on-site pool. View all hotels with pools in Pittsville.

What's it like to stay in Pittsville?

Those travelling to Pittsville will definitely enjoy the sights to see and things to do. A top sight in the area is Ocean City Beach. In Pittsville, there are 2 hotels and other accommodation options to choose from. Find out more about Pittsville.

What should I do while I'm visiting Pittsville?

Ocean City Beach is a notable place to visit in the area. You'll also find Wicomico Youth and Civic Center and Henry S. Parker Athletic Complex in the area. Take a look at what more there is to see and do in Expedia's Pittsville guide.

What's the seasonal weather like in Pittsville?

The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Pittsville is 1324 mm.

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Find hotels in Pittsville, MD from ฿2,335

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Pittsville

Check prices for these dates

Filter by

Star rating

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Our top choices for Pittsville hotels

1. Wingate by Wyndham Salisbury MD Airport North

2. Hampton Inn Salisbury

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

4. Microtel Inn & Suites by Wyndham Salisbury

5. Courtyard by Marriott Salisbury

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

7. Quality Inn Salisbury North

8. The Reserve Inn

9. Best Western Salisbury Plaza

10. Home2 Suites By Hilton Salisbury Fruitland

11. Gillis Grier Bed & Breakfast

12. Hampton Inn & Suites Salisbury/Fruitland

13. avid hotel Millsboro Georgetown South by IHG

14. Atlantic Hotel

15. Microtel Inn & Suites by Wyndham Ocean City

16. Grand Hotel Ocean City Oceanfront

17. Hampton Inn & Suites Ocean City West

18. Tru by Hilton Ocean City Bayside

19. Holiday Inn Express & Suites West Ocean City by IHG

20. Comfort Inn Ocean City Boardwalk

Top Pittsville Hotel Reviews

Holiday Inn & Suites Ocean City by IHG

The Americana Hotel

Ashore Oceanfront Hotel, Ocean City, a Tribute Portfolio Hotel

Days Inn by Wyndham Ocean City Oceanfront

Carousel Resort Hotel & Condominiums

Majestic Hotel & Apartments

More cheap stays in Pittsville

Quality Inn Oceanfront

Comfort Suites Ocean City West

Plim Plaza Hotel

Crystal Beach Hotel

Princess Bayside Beach Hotel

Quality Inn Ocean City Beachfront

Frequently asked questions

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