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Pittsville Vacation Rentals

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Our top choices for Pittsville vacation rentals

1. Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
5.8 out of 10, (466 reviews)
"Great location--Very close to the steps and boardwalk!"
United States
ALEXIS
The price is CA $112
CA $132 total
includes taxes & fees
Sep 8 - Sep 9
Majestic Hotel & Apartments

2. 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, (1,315 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 CA $130
CA $146 total
includes taxes & fees
Sep 7 - Sep 8
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

3. Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.4 out of 10, Exceptional, (26 reviews)
"Excellent choice for the price, recommended for larger groups."
United States
Marcos
The price is CA $105
CA $361 total
includes taxes & fees
Aug 9 - Aug 10
Salisbury Riverfront Lofts

4. The Mallard Apartments

The Mallard Apartments
2.5 star property
Downtown Ocean City
5.8 out of 10, (52 reviews)
"Very nice place to stay at, will come back again .'."
United States
Hugo
The price is CA $162
CA $202 total
includes taxes & fees
Aug 31 - Sep 1
The Mallard Apartments

5. Monte Carlo Condos

Monte Carlo Condos
3.0 star property
Downtown Ocean City
7.0 out of 10, Good, (67 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 CA $388
CA $637 total
includes taxes & fees
Aug 10 - Aug 11
Monte Carlo Condos

6. 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 CA $333
CA $333 total
includes taxes & fees
Sep 1 - Sep 2
Dagsboro Retreat

7. 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, (67 reviews)
"Great 2 BR unit and amenities in a nice location just a couple blocks to North OC beach though far from the Boardwalk. Our family really enjoyed our 2-night stay! The very clean outdoor hot tub was fantastic and just what our tired bones needed! Just make sure maids are always cleaning out bathroom spa tub jets but ZERO issues with cleanliness otherwise.A wonderful experience and I highly recommend!"
United States
Elsa
The price is CA $363
CA $562 total
includes taxes & fees
Aug 10 - Aug 11
Club Ocean Villas II by Coolvacay

8. ELIS APARTMENT

ELIS APARTMENT
3.0 star property
Downtown Ocean City
9.4 out of 10, Exceptional, (6 reviews)
"Very nice place "
United States
Marvin R
The price is CA $172
CA $370 total
includes taxes & fees
Aug 30 - Aug 31
ELIS APARTMENT

9. 6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is CA $184
CA $378 total
includes taxes & fees
Aug 14 - Aug 15
6 Mi to Salisbury: Forest-view Sanctuary!

10. Boardwalk Terrace Apartments

Boardwalk Terrace Apartments
3.0 star property
Downtown Ocean City
5.6 out of 10, (107 reviews)
"Good Location, clean. Will stay again"
United States
Sean
The price is CA $149
CA $173 total
includes taxes & fees
Sep 7 - Sep 8
Boardwalk Terrace Apartments

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 CA $176
CA $308 total
includes taxes & fees
Sep 7 - Sep 8
Wilmington Terrace

12. OCHG VIRGINIA LEE

OCHG VIRGINIA LEE
2.0 star property
Downtown Ocean City
7.8 out of 10, Good, (8 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 CA $291
CA $649 total
includes taxes & fees
Aug 25 - Aug 26
OCHG VIRGINIA LEE

13. Bay Club Resort by Coolvacay

Bay Club Resort by Coolvacay
3.0 star property
Midtown Ocean City
8.4 out of 10, Very good, (47 reviews)
"Check in was flawless, and the room was perfect."
United States
Cory
The price is CA $462
CA $778 total
includes taxes & fees
Aug 17 - Aug 18
Bay Club Resort by Coolvacay

14. Safari Apartments

Safari Apartments
3.0 star property
Downtown Ocean City
9.4 out of 10, Exceptional, (41 reviews)
"Clean and quiet"
United States
LATONUIA P
Safari Apartments

15. 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 CA $236
CA $837 total
includes taxes & fees
Aug 21 - Aug 22
8 Mi to Ocean City: Warm & Cozy 3BR Family Home

16. 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 CA $297
CA $669 total
includes taxes & fees
Aug 16 - Aug 17
Walk to Maryland Beach: Coastal Condo w/ Balcony

17. Deck w/ Canal Access: Ocean City Townhome

Deck w/ Canal Access: Ocean City Townhome
4.0 star property
North Ocean City
9.0 out of 10, Wonderful, (2 reviews)
"Great place! Loved the location. AC wasn’t working but the owner and property manager tried very hard to resolve the issue. Communication was great during our stay and the house was clean and exactly how it’s listed. I would absolutely recommend this place and will book again in the future!"
United States
Brock
The price is CA $261
CA $617 total
includes taxes & fees
Aug 20 - Aug 21
Deck w/ Canal Access: Ocean City Townhome

18. < 3 Mi to Bethany Beach! Wooded Retreat w/ Yard

< 3 Mi to Bethany Beach! Wooded Retreat w/ Yard
3.0 star property
Ocean View
The price is CA $466
CA $855 total
includes taxes & fees
Aug 25 - Aug 26
< 3 Mi to Bethany Beach! Wooded Retreat w/ Yard

19. Balcony w/ Inlet View: Dtwn Ocean City Condo

Balcony w/ Inlet View: Dtwn Ocean City Condo
3.0 star property
Downtown Ocean City
10.0 out of 10, Exceptional, (4 reviews)
"Location was excellent and very clean and spacious"
United States
Paula
The price is CA $464
CA $835 total
includes taxes & fees
Aug 17 - Aug 18
Balcony w/ Inlet View: Dtwn Ocean City Condo

20. Game Room! Waterfront Group Haven in Ocean Pines

Game Room! Waterfront Group Haven in Ocean Pines
3.0 star property
Ocean Pines
The price is CA $807
CA $1,668 total
includes taxes & fees
Aug 19 - Aug 20
Game Room! Waterfront Group Haven in Ocean Pines
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Pittsville?

Yes, we have vacation rentals near top local attractions in Pittsville, or you can go with a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Pittsville?

Beach comfort-lovely home, beach, pools, pet friendly!: This vacation home rental near Pittsville is located near the beach and has a patio, a barbecue grill, 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 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 larger area.

What are vacation rentals like in Pittsville?

Vacation rentals are private properties you can stay in for a short or long stay in Pittsville. Vacation rentals offer extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a small group gathering.