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Pittsville Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Pittsville vacation rentals

Property grounds

Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews
North Ocean City
9.6 out of 10, Exceptional, (101 reviews)
"Good location with great views."
United States
Mark M.
The price is ￥45,014
￥113,119 total
includes taxes & fees
Jul 26 - Jul 27
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews
Private beach, sun loungers

Delightful Escape, Oceanfront 2BDR , Awesome Views, Pool, Clean!

Delightful Escape, Oceanfront 2BDR , Awesome Views, Pool, Clean!
North Ocean City
10.0 out of 10, Exceptional, (107 reviews)
"The Condo was very clean and comfortable. Great views of the Atlantic from both the living area and sunroom. Great location with many restaurants within walking distance as well as a grocery store across the street. We would definitely stay here again!"
United States
Justen H.
The price is ￥90,754
￥144,109 total
includes taxes & fees
Jul 17 - Jul 18
Delightful Escape, Oceanfront 2BDR , Awesome Views, Pool, Clean!
Indoor pool, outdoor pool

Love Above the Waves - Best Ocean View & Rooftop Heated Pool

Love Above the Waves - Best Ocean View & Rooftop Heated Pool
North Ocean City
9.6 out of 10, Exceptional, (46 reviews)
"We only stayed one night but enjoyed the cozy welcoming place and the awesome ocean views! "
United States
Chris T.
The price is ￥45,014
￥71,016 total
includes taxes & fees
Jul 19 - Jul 20
Love Above the Waves - Best Ocean View & Rooftop Heated Pool
Smart TV, DVD player, books, stereo

Escape to The Ocean! , Ocean Front, Beautiful View, Pool!

Escape to The Ocean! , Ocean Front, Beautiful View, Pool!
North Ocean City
9.8 out of 10, Exceptional, (97 reviews)
"The ocean view was wonderful!! The pool was not open yet."
United States
jessica m.
The price is ￥90,754
￥144,109 total
includes taxes & fees
Jul 10 - Jul 11
Escape to The Ocean! , Ocean Front, Beautiful View, Pool!
Interior

OceanfrontStudio-Slps4-Pool-Pickleball-HBOMax-Dis+

OceanfrontStudio-Slps4-Pool-Pickleball-HBOMax-Dis+
North Ocean City
9.6 out of 10, Exceptional, (9 reviews)
"Very clean, great use of space for a brief visit to OC."
United States
Karen D.
The price is ￥35,333
￥70,465 total
includes taxes & fees
Jul 8 - Jul 9
OceanfrontStudio-Slps4-Pool-Pickleball-HBOMax-Dis+
Interior

Heated Pool + Views: Beachfront Ocean City Gem

Heated Pool + Views: Beachfront Ocean City Gem
North Ocean City
10.0 out of 10, Exceptional, (55 reviews)
"Good clear view of the beach from the spacious balcony."
United States
Prathapan S.
The price is ￥79,863
￥136,487 total
includes taxes & fees
Jul 10 - Jul 11
Heated Pool + Views: Beachfront Ocean City Gem
Apartment (2 Bedrooms) | Interior

Heated Pool + Views: Beachfront Ocean City Gem

Heated Pool + Views: Beachfront Ocean City Gem
3.5 star property
North Ocean City
The price is ￥93,739
￥133,724 total
includes taxes & fees
Jul 10 - Jul 11
Heated Pool + Views: Beachfront Ocean City Gem
Interior

Beautiful beach and bay view at SeaWatch ocean condo.

Beautiful beach and bay view at SeaWatch ocean condo.
North Ocean City
9.6 out of 10, Exceptional, (22 reviews)
"Absolutely loved our stay at the Sea Watch. The condo we stayed in had amazing views, it was clean and felt like home. Our host was amazing, answering all questions and responded quickly. Overall a great place to stay with a friendly host. We would stay in this condo again. "
United States
Sarah G.
The price is ￥84,704
￥210,156 total
includes taxes & fees
Aug 2 - Aug 3
Beautiful beach and bay view at SeaWatch ocean condo.
On the beach, sun loungers

NOTHING BEATS OCEANFRONT!!!

NOTHING BEATS OCEANFRONT!!!
North Ocean City
10.0 out of 10, Exceptional, (17 reviews)
"Very nice view of the ocean. Perfect size for the 5 of us adults that stayed for 2 nights. Perfect communication with the host. Easy access to parking, beach, pool and surrounding hot spots. Looking forward to our next visit. "
United States
Joseph P.
The price is ￥65,948
￥104,763 total
includes taxes & fees
Jul 19 - Jul 20
NOTHING BEATS OCEANFRONT!!!
Fridge, microwave, oven, stovetop

Charming 2-Bed Condo Steps From the Beach!

Charming 2-Bed Condo Steps From the Beach!
North Ocean City
10.0 out of 10, Exceptional, (37 reviews)
"Great location, place very clean and perfect for our trip!"
United States
Ed S.
The price is ￥52,274
￥93,051 total
includes taxes & fees
Jul 23 - Jul 24
Charming 2-Bed Condo Steps From the Beach!
Beach nearby

Relax, Unwind and Enjoy the Beach in a Fully Equipped Condo! Steps To The Ocean!

Relax, Unwind and Enjoy the Beach in a Fully Equipped Condo! Steps To The Ocean!
North Ocean City
9.6 out of 10, Exceptional, (142 reviews)
"Cute condo and great location !!!"
United States
Melissa M.
The price is ￥48,402
￥83,664 total
includes taxes & fees
Jul 19 - Jul 20
Relax, Unwind and Enjoy the Beach in a Fully Equipped Condo! Steps To The Ocean!
Interior

Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway

Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway
North Ocean City
10.0 out of 10, Exceptional, (19 reviews)
"The condo is beautifully decorated and only steps from the beach! "
United States
Pamela H.
The price is ￥68,327
￥110,408 total
includes taxes & fees
Jul 24 - Jul 25
Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway
Smart TV

No need to look any further for a one bedroom in OC. Long term rates available.

No need to look any further for a one bedroom in OC. Long term rates available.
North Ocean City
9.4 out of 10, Exceptional, (49 reviews)
"My husband and I love this condo and its location. We have stayed here the last few years and looking forward to more stays in the future. The condo is wonderful!"
United States
Vicki B.
The price is ￥36,302
￥90,351 total
includes taxes & fees
Jul 10 - Jul 11
No need to look any further for a one bedroom in OC. Long term rates available.
Property grounds

BeachBox I • Oceanfront Balcony • Sunrise Views • East Winds 202

BeachBox I • Oceanfront Balcony • Sunrise Views • East Winds 202
North Ocean City
10.0 out of 10, Exceptional, (67 reviews)
"The host and place were excellent! The host communicated all directions timely and clearly, so check in and check out was very smooth. The place was very clean,well decorated and updated. The oceanfront views were amazing and location to everything was perfect. Will definitely be staying here again! "
United States
Karl N.
The price is ￥62,695
￥113,956 total
includes taxes & fees
Jul 19 - Jul 20
BeachBox I • Oceanfront Balcony • Sunrise Views • East Winds 202
Property grounds

Ocean Front Condo with pool, 68th Street Beachloft Ocean City Maryland

Ocean Front Condo with pool, 68th Street Beachloft Ocean City Maryland
North Ocean City
10.0 out of 10, Exceptional, (11 reviews)
"Great location, amazing view, and up to date renovations!"
United States
Andrew R.
The price is ￥52,274
￥97,578 total
includes taxes & fees
Jul 7 - Jul 8
Ocean Front Condo with pool, 68th Street Beachloft Ocean City Maryland
Interior

Private Home only 500 feet from the beach Oceanside!

Private Home only 500 feet from the beach Oceanside!
North Ocean City
9.8 out of 10, Exceptional, (13 reviews)
"This house was perfect for our family of 5! Easy check in and out. Good location. House was very cute and spacious. We will definitely stay again in the future!"
United States
Tabitha P.
The price is ￥50,096
￥110,899 total
includes taxes & fees
Jul 6 - Jul 7
Private Home only 500 feet from the beach Oceanside!
Beach nearby, sun loungers

Beautiful newly renovated ocean block 1 bed 1 bath condo, Wi-Fi and Smart tv's.

Beautiful newly renovated ocean block 1 bed 1 bath condo, Wi-Fi and Smart tv's.
North Ocean City
10.0 out of 10, Exceptional, (12 reviews)
"Location was great"
United States
Beverly G.
The price is ￥42,755
￥87,820 total
includes taxes & fees
Jul 19 - Jul 20
Beautiful newly renovated ocean block 1 bed 1 bath condo, Wi-Fi and Smart tv's.
Interior

2 Bed Condo with Master Bedroom Ocean Views

2 Bed Condo with Master Bedroom Ocean Views
North Ocean City
9.4 out of 10, Exceptional, (3 reviews)
"Excalibur is a wonderful building to stay at with a great view of both the ocean and the bay. This unit has comfy beds and the kitchen was fairly well equipped. A few more pieces of silverware and a pitcher to mix drinks in would be helpful. Our biggest boast was how clean the place was! We would definitely stay here again. "
United States
Kimberly H.
The price is ￥50,096
￥107,130 total
includes taxes & fees
Jul 16 - Jul 17
2 Bed Condo with Master Bedroom Ocean Views
Beach

3-bedroom condo with ocean views, indoor pool, balcony, and mid-town location!

3-bedroom condo with ocean views, indoor pool, balcony, and mid-town location!
Midtown Ocean City
10.0 out of 10, Exceptional, (13 reviews)
"Excellent accommodations right on th beach. "
United States
Thomas
The price is ￥83,493
￥150,110 total
includes taxes & fees
Jul 14 - Jul 15
3-bedroom condo with ocean views, indoor pool, balcony, and mid-town location!
Smart TV, video games, DVD player, books

Some Avail for 2025 Mid Town Ocean City on 69th St Townhome

Some Avail for 2025 Mid Town Ocean City on 69th St Townhome
North Ocean City
9.6 out of 10, Exceptional, (67 reviews)
"Great location, check in was easy and they accommodated us for arriving earlier than expected."
United States
Kyle T.
The price is ￥60,503
￥149,079 total
includes taxes & fees
Jul 31 - Aug 1
Some Avail for 2025 Mid Town Ocean City on 69th St Townhome
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

Crystal Beach Hotel

Crystal Beach Hotel

8/10 Good
"checking in was a bit of issue but after that visit was good. location is great"
Barb 3-night trip
Posted 8 hours ago
Crystal Beach Hotel

Find out more about Pittsville

Search for holiday rentals in Pittsville on Expedia! You can easily find your home rentals, villas, holiday apartments in Pittsville using one of the methods below:

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Look no further and take a look at our great range of rental properties in Pittsville!

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?

Beautiful Cottage - Sleeps 8 -Bayside: This vacation home near Pittsville offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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. Centre at Salisbury and Wicomico Youth and Civic Center 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.