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Pittsville Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Pittsville holiday rentals

A room with a large bed, multiple windows, and a ceiling fan.

1. Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.4 out of 10, Exceptional, (27 reviews)
"Excellent choice for the price, recommended for larger groups."
United States
Marcos
The price is S$317
includes taxes & fees
7 Sept - 8 Sept
Salisbury Riverfront Lofts

2. 6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
6 Mi to Salisbury: Forest-view Sanctuary!
A covered patio with a table and chairs, overlooking a beach.

3. Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
5.8 out of 10, (495 reviews)
"Great location--Very close to the steps and boardwalk!"
United States
ALEXIS
The price is S$120
includes taxes & fees
7 Sept - 8 Sept
Majestic Hotel & Apartments
A gym with treadmills, dumbbells, and exercise balls, large windows with a view of the ocean.

4. Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
3.0 star property
Midtown Ocean City
7.4 out of 10, Good, (1,318 reviews)
"The hotel did not disappoint. The room, the tub and especially the shower was the best. We also loved the view. Would come back again and get the same room. We had the presidential suite."
United States
Nichole
The price is S$157
includes taxes & fees
7 Sept - 8 Sept
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
A living room with a ceiling fan, a round coffee table, and two sofas.

5. Dagsboro Retreat

Dagsboro Retreat
2.0 star property
Dagsboro
10.0 out of 10, Exceptional, (1 review)
"I loved it"
United States
Alexandra
The price is S$304
includes taxes & fees
7 Sept - 8 Sept
Dagsboro Retreat
A living room with a green sofa, a matching armchair, a small round table, and a door.

6. The Mallard Apartments

The Mallard Apartments
2.5 star property
Downtown Ocean City
5.8 out of 10, (56 reviews)
"Not what is lists for, place was very dirty, sheets, sofa, carpets, beds, bathroom. Place smelled like must, humidity and mold. . Do not recommend anyone staying here"
United States
Diego
The price is S$146
includes taxes & fees
3 Sept - 4 Sept
The Mallard Apartments
A row of blue mobile homes with white railings and a covered porch area, located on a street with a 'One Way' sign visible.

7. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (368 reviews)
"Good and cute environment"
United States
junghyun
The price is S$127
includes taxes & fees
13 Sept - 14 Sept
Shore Point Cottages
An indoor swimming pool with clear water, wooden beams on the ceiling, and a lifeguard chair.

8. Club Ocean Villas II by Coolvacay

Club Ocean Villas II by Coolvacay
3.5 star property
North Ocean City
8.4 out of 10, Very good, (70 reviews)
"We only stayed for one night, but the condo was clean and spacious for 5 people. The beds were comfortable and the hot tub was a nice addition."
United States
Juriene
Club Ocean Villas II by Coolvacay
A balcony with a table and chairs, a flower arrangement, and a view of the street and buildings.

9. ELIS APARTMENT

ELIS APARTMENT
3.0 star property
Downtown Ocean City
9.4 out of 10, Exceptional, (6 reviews)
"It was clean and comfortable very cool and quiet didn't have to use AC"
United States
Norda
The price is S$322
includes taxes & fees
13 Sept - 14 Sept
ELIS APARTMENT
A covered patio with a table and chairs, a sliding glass door, and a white fence.

10. Monte Carlo Condos

Monte Carlo Condos
3.0 star property
Downtown Ocean City
7.0 out of 10, Good, (72 reviews)
"Unexpected pet fee on top of resort fees we did expect. Nice and close to boardwalk. Room was quiet, private, spacious."
United States
Ben
The price is S$348
includes taxes & fees
21 Sept - 22 Sept
Monte Carlo Condos
A covered porch with wooden flooring, white railings, and two green chairs.

11. Wilmington Terrace

Wilmington Terrace
3.0 star property
Downtown Ocean City
8.2 out of 10, Very good, (12 reviews)
"Very clean and close to beach"
United States
Tony
The price is S$272
includes taxes & fees
15 Sept - 16 Sept
Wilmington Terrace
A wooden deck with a white railing, a bench, and a view of neighboring houses.

12. Walk to Maryland Beach: Coastal Condo w/ Balcony

Walk to Maryland Beach: Coastal Condo w/ Balcony
3.5 star property
North Ocean City
The price is S$545
includes taxes & fees
14 Sept - 15 Sept
Walk to Maryland Beach: Coastal Condo w/ Balcony
A multi-story building with a white exterior, balconies, and a sign indicating it is an apartment complex.

13. Ocean Terrace Family Apartments

Ocean Terrace Family Apartments
3.0 star property
Downtown Ocean City
7.4 out of 10, Good, (57 reviews)
"the front desk was so lovely and friendly. i loved the convenience of the location and it was a pretty nice apt!"
United States
Ada
The price is S$127
includes taxes & fees
8 Sept - 9 Sept
Ocean Terrace Family Apartments
A modern living room with a large TV, a sofa, a coffee table, and a view of the sea.

14. Bay Club Resort by Coolvacay

Bay Club Resort by Coolvacay
3.0 star property
Midtown Ocean City
8.4 out of 10, Very good, (53 reviews)
"Room was excellent and the bay view beautiful.."
United States
soely
Bay Club Resort by Coolvacay
A view from a balcony with a striped awning, overlooking a beach with a wooden fence and benches.

15. OCHG VIRGINIA LEE

OCHG VIRGINIA LEE
2.0 star property
Downtown Ocean City
7.8 out of 10, Good, (9 reviews)
"Love the quaintness of the property. Very clean. Needs updating however did have the old school beach vibe. Really enjoyed our stay. "
United States
Kimberly
The price is S$529
includes taxes & fees
7 Sept - 8 Sept
OCHG VIRGINIA LEE
A balcony with a view of the beach and ocean.

16. Boardwalk Terrace Apartments

Boardwalk Terrace Apartments
3.0 star property
Downtown Ocean City
5.8 out of 10, (111 reviews)
"Staff was very professional and polite. Ocean veiw was amazing from the balcony. Room was clean and comfortable. Location was perfect for beach and shops and restaurants."
United States
Melissa
The price is S$104
includes taxes & fees
29 Sept - 30 Sept
Boardwalk Terrace Apartments
A balcony with a view of a parking lot and buildings.

17. Americana Condos 10th street

Americana Condos 10th street
3.5 star property
Downtown Ocean City
8.4 out of 10, Very good, (29 reviews)
"Wonderful views and so big!"
United States
Liz
The price is S$594
includes taxes & fees
28 Sept - 29 Sept
Americana Condos 10th street
A wooden deck with white Adirondack chairs and a small round table.

18. Safari Apartments

Safari Apartments
3.0 star property
Downtown Ocean City
9.4 out of 10, Exceptional, (44 reviews)
"Friendly staff. Easy check in/out. Clean place. Great area close to the boardwalk. Will definitely rent again."
United States
David
The price is S$262
includes taxes & fees
20 Sept - 21 Sept
Safari Apartments
A spacious living room with large windows, a ceiling fan, and a wooden floor.

19. 8 Mi to Ocean City: Warm & Cozy 3BR Family Home

8 Mi to Ocean City: Warm & Cozy 3BR Family Home
3.0 star property
Ocean Pines
The price is S$764
includes taxes & fees
7 Sept - 8 Sept
8 Mi to Ocean City: Warm & Cozy 3BR Family Home
A covered patio with a table and chairs, a white fence, and a view of the greenery.

20. Getaway on 1/2 Acre w/ Deck in Georgetown

Getaway on 1/2 Acre w/ Deck in Georgetown
3.0 star property
Georgetown
10.0 out of 10, Exceptional, (1 review)
"This place is just as you see in the photos; clean, welcoming, great location, and very peaceful. We are certainly looking forward to staying here next year, if available. The contact person was available and answered quickly when I contacted him. "
United States
ANA
The price is S$417
includes taxes & fees
8 Sept - 9 Sept
Getaway on 1/2 Acre w/ Deck in Georgetown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pittsville Hotel Reviews

Plim Plaza Hotel

Plim Plaza Hotel

8/10 Good
"Loved the view !"
Shirle 3-night trip
Posted less than an hour ago
Plim Plaza Hotel

Frequently asked questions

Can I find holiday rentals in Pittsville?

Yes, there are holiday rentals close to the most popular sights in Pittsville, or you can select a more secluded option if you're looking for a relaxing stay.

What can I see and do in Pittsville?

While exploring the area, visit family-friendly sights like Frontier Town Water Park and Golf, or get outside and enjoy nature at Ocean City Beach. Wicomico Youth and Civic Center and Henry S. Parker Athletic Complex are a couple of places you'll find in the wider area.

What are holiday rentals like in Pittsville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pittsville. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a family trip.