Pittsville Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Pittsville vacation rentals

Fridge, microwave, oven, stovetop

Bethany Beach and Close by Marinas! Family and Pet Friendly!!

Bethany Beach and Close by Marinas! Family and Pet Friendly!!
Ocean View
9.2 out of 10, Wonderful, (79 reviews)
"The house and property was very spacious and comfortable. We enjoyed our stay and visit to the area very much."
United States
gisela j.
The price is ￥14,144
￥59,863 total
includes taxes & fees
May 18 - May 19
Bethany Beach and Close by Marinas! Family and Pet Friendly!!
House (3 Bedrooms) | Interior

3 Mi to Bethany Beach: Family Home w/ Movie Room!

3 Mi to Bethany Beach: Family Home w/ Movie Room!
3.0 star property
Ocean View
The price is ￥22,382
￥65,199 total
includes taxes & fees
Jun 11 - Jun 12
3 Mi to Bethany Beach: Family Home w/ Movie Room!
Outdoor pool

Comfortable cottage in gated community, 5 mins to OC and Assateague

Comfortable cottage in gated community, 5 mins to OC and Assateague
Assateague Pointe
9.8 out of 10, Exceptional, (46 reviews)
"great place, great location, safe secure and everything we needed to get to assateague where the rest of the family were camping"
United States
Thomas B.
The price is ￥21,430
￥57,781 total
includes taxes & fees
May 19 - May 20
Comfortable cottage in gated community, 5 mins to OC and Assateague
Outdoor dining

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Berlin
9.8 out of 10, Exceptional, (102 reviews)
"Property was perfect for us and our dogs."
United States
Jeffrey B.
The price is ￥23,811
￥50,314 total
includes taxes & fees
May 21 - May 22
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Beach nearby

On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.2 out of 10, Wonderful, (30 reviews)
"We loved everything about our stay! This place is adorable and the location is awesome!"
United States
kelly K.
The price is ￥14,001
￥39,504 total
includes taxes & fees
May 20 - May 21
On Main Street - Apartment C - Berlin, MD
Exterior

Waterfront 2 Bedroom - 2 Blocks from the Beach - Premium Location

Waterfront 2 Bedroom - 2 Blocks from the Beach - Premium Location
North Ocean City
9.4 out of 10, Exceptional, (42 reviews)
"We had a great week. Loved being on the bayside and having the pier. The place is a quick and easy walk to the beach. The kids loved the bunk room. Great place for families to stay "
United States
Jennifer C.
The price is ￥14,287
￥56,004 total
includes taxes & fees
May 18 - May 19
Waterfront 2 Bedroom - 2 Blocks from the Beach - Premium Location
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, (34 reviews)
"Great location, place very clean and perfect for our trip!"
United States
Ed S.
The price is ￥24,922
￥57,859 total
includes taxes & fees
May 18 - May 19
Charming 2-Bed Condo Steps From the Beach!
Interior

Studio Charm w/ Deck, Fireplace & Fooseball!: Walk to Beach, Boardwalk & Dining!

Studio Charm w/ Deck, Fireplace & Fooseball!: Walk to Beach, Boardwalk & Dining!
Midtown Ocean City
9.8 out of 10, Exceptional, (7 reviews)
"beautiful place quiet,close to all amenities,clean and great host."
Canada
Tom S.
Studio Charm w/ Deck, Fireplace & Fooseball!: Walk to Beach, Boardwalk & Dining!
Smart TV

Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N
North Ocean City
9.0 out of 10, Wonderful, (38 reviews)
"We really enjoyed our stay here! Close to the beach and in walking distance of a lot of activities but also very quiet! Loved it!"
United States
Renee P.
The price is ￥28,573
￥56,714 total
includes taxes & fees
Jun 17 - Jun 18
Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N
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, (18 reviews)
"The condo is beautifully decorated and only steps from the beach! "
United States
Pamela H.
The price is ￥19,208
￥46,670 total
includes taxes & fees
May 20 - May 21
Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway
Smart TV, fireplace, DVD player, books

Bethany Bay Family & Friends Condo, Quiet setting, Wetland/Golf course/Bay Views

Bethany Bay Family & Friends Condo, Quiet setting, Wetland/Golf course/Bay Views
Ocean View
9.8 out of 10, Exceptional, (53 reviews)
"well maintained, as listed, fantastic pool, we enjoyed our stay, highly recommended"
United States
al p.
The price is ￥28,430
￥64,950 total
includes taxes & fees
May 20 - May 21
Bethany Bay Family & Friends Condo, Quiet setting, Wetland/Golf course/Bay Views
House (3 Bedrooms) | Front of property

6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is ￥16,509
￥42,958 total
includes taxes & fees
May 18 - May 19
6 Mi to Salisbury: Forest-view Sanctuary!
Interior

SPECIAL WINTER PRICING. Ocean Block Gem in North Ocean City

SPECIAL WINTER PRICING. Ocean Block Gem in North Ocean City
North Ocean City
10.0 out of 10, Exceptional, (49 reviews)
"Great place to stay! It was very clean. Perfect for my wife and I!"
United States
Tanner M.
The price is ￥18,922
￥44,660 total
includes taxes & fees
May 18 - May 19
SPECIAL WINTER PRICING. Ocean Block Gem in North Ocean City
TV

NOTHING BEATS OCEANFRONT!!!

NOTHING BEATS OCEANFRONT!!!
North Ocean City
10.0 out of 10, Exceptional, (14 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 ￥21,646
￥47,889 total
includes taxes & fees
May 25 - May 26
NOTHING BEATS OCEANFRONT!!!
Exterior

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Georgetown
9.8 out of 10, Exceptional, (47 reviews)
"Great location, peaceful, clean, quaint & accommodating hosts"
United States
Michelle T.
The price is ￥26,430
￥46,192 total
includes taxes & fees
May 24 - May 25
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Beach

Fantastic Bay View with romantic sunsets!

Fantastic Bay View with romantic sunsets!
Midtown Ocean City
10.0 out of 10, Exceptional, (45 reviews)
"great place!! perfect for a getaway! this was our 2nd time and we hope to go back again!"
United States
Kenneth G.
The price is ￥24,446
￥44,625 total
includes taxes & fees
May 18 - May 19
Fantastic Bay View with romantic sunsets!
Smart TV

Clean, modern and well-equipped Ocean City condo

Clean, modern and well-equipped Ocean City condo
Downtown Ocean City
10.0 out of 10, Exceptional, (16 reviews)
"Place was very clean! Will stay again! "
United States
Rebecca M.
The price is ￥16,430
￥44,537 total
includes taxes & fees
May 19 - May 20
Clean, modern and well-equipped Ocean City condo
TV

The Escape at the Beach

The Escape at the Beach
North Ocean City
The price is ￥35,875
￥86,583 total
includes taxes & fees
May 24 - May 25
The Escape at the Beach
Dining

Bayside Condo 111 100th street Ocean City MD 21842

Bayside Condo 111 100th street Ocean City MD 21842
North Ocean City
10.0 out of 10, Exceptional, (21 reviews)
"The place was exactly as described. Great location. Had a great time!"
United States
lori d.
The price is ￥20,477
￥112,540 total
includes taxes & fees
May 18 - May 19
Bayside Condo 111 100th street Ocean City MD 21842
Interior

Direct Oceanfront condo- AMAZING VIEWS & GREAT AMENITIES!

Direct Oceanfront condo- AMAZING VIEWS & GREAT AMENITIES!
North Ocean City
8.8 out of 10, Excellent, (39 reviews)
"Great vacation and great place to stay, will hopefully book again next year"
United States
Craig L.
The price is ￥19,049
￥68,093 total
includes taxes & fees
May 18 - May 19
Direct Oceanfront condo- AMAZING VIEWS & GREAT AMENITIES!
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

Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

10/10 Excellent
"This hotel was fabulous!! The room was super clean and the hotel itself was spotless! The staff was always courteous and polite. I want to give a special shout out to Olivia for going above and beyond! Every time I called the front desk with questions, she was always very helpful with a pleasant voice! On a scale from 1-10, our visit to Hyatt was an 11!! Keep up the good work!!"
Michele 2-night trip
Posted 1 hour ago
Hyatt Place Ocean City / Oceanfront

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?

Stunning 2 story luxury villa on 104th Street: This vacation home rental near Pittsville is equipped with a balcony, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms in addition to a kitchen with a dishwasher and a microwave.

What can I see and do in Pittsville?

While exploring the area, visit family-friendly sights like Salisbury Zoo, 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.