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Pittsville Holiday Rentals

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Our top choices for Pittsville holiday rentals

1. 6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is NZ$454
includes taxes & fees
31 Aug - 1 Sept
6 Mi to Salisbury: Forest-view Sanctuary!

2. 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 NZ$418
includes taxes & fees
31 Aug - 1 Sept
Salisbury Riverfront Lofts

3. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.2 out of 10, Wonderful, (362 reviews)
"Good and cute environment"
United States
junghyun
The price is NZ$184
includes taxes & fees
13 Sept - 14 Sept
Shore Point Cottages

4. 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 NZ$397
includes taxes & fees
7 Sept - 8 Sept
Dagsboro Retreat

5. Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
5.8 out of 10, (489 reviews)
"Great location--Very close to the steps and boardwalk!"
United States
ALEXIS
The price is NZ$159
includes taxes & fees
1 Sept - 2 Sept
Majestic Hotel & Apartments

6. 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, (1,317 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 NZ$151
includes taxes & fees
14 Sept - 15 Sept
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

7. 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 NZ$825
includes taxes & fees
30 Aug - 31 Aug
Americana Condos 10th street

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, (69 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
The price is NZ$699
includes taxes & fees
31 Aug - 1 Sept
Club Ocean Villas II by Coolvacay

9. Bay Club Resort by Coolvacay

Bay Club Resort by Coolvacay
3.0 star property
Midtown Ocean City
8.4 out of 10, Very good, (52 reviews)
"Room was excellent and the bay view beautiful.."
United States
soely
The price is NZ$950
includes taxes & fees
31 Aug - 1 Sept
Bay Club Resort by Coolvacay

10. 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 NZ$243
includes taxes & fees
8 Sept - 9 Sept
The Mallard Apartments

11. 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 NZ$1,010
includes taxes & fees
7 Sept - 8 Sept
8 Mi to Ocean City: Warm & Cozy 3BR Family Home

12. 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 NZ$706
includes taxes & fees
11 Sept - 12 Sept
OCHG VIRGINIA LEE

13. Monte Carlo Condos

Monte Carlo Condos
3.0 star property
Downtown Ocean City
7.0 out of 10, Good, (70 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 NZ$468
includes taxes & fees
20 Sept - 21 Sept
Monte Carlo Condos

14. 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 NZ$419
includes taxes & fees
13 Sept - 14 Sept
ELIS APARTMENT

15. Safari Apartments

Safari Apartments
3.0 star property
Downtown Ocean City
9.4 out of 10, Exceptional, (42 reviews)
"Clean and quiet"
United States
LATONUIA P
The price is NZ$344
includes taxes & fees
20 Sept - 21 Sept
Safari Apartments

16. Boardwalk Terrace Apartments

Boardwalk Terrace Apartments
3.0 star property
Downtown Ocean City
5.8 out of 10, (110 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 NZ$166
includes taxes & fees
21 Sept - 22 Sept
Boardwalk Terrace Apartments

17. 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 NZ$360
includes taxes & fees
7 Sept - 8 Sept
Wilmington Terrace

18. 2 1/2 Miles to Bethany Boardwalk! Private Retreat!

2 1/2 Miles to Bethany Boardwalk! Private Retreat!
3.0 star property
Ocean View
The price is NZ$878
includes taxes & fees
7 Sept - 8 Sept
2 1/2 Miles to Bethany Boardwalk! Private Retreat!

19. 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 NZ$551
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

Find out more about Pittsville

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Pittsville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Pittsville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Pittsville. Seeing all the best attractions is bound to make you fall in love with Pittsville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Pittsville short-term rentals, that won’t be hard to do.

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 are some of the best holiday rentals that Pittsville has to offer?

Beach comfort-lovely home, beach, pools, pet friendly!: This holiday home rental outside of Pittsville is located near the beach, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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.