Pittsville Holiday Rentals

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Our top choices for Pittsville holiday rentals

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 NZ$647
includes taxes & fees
10 May - 11 May
Bethany Beach and Close by Marinas! Family and Pet Friendly!!

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, (45 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 NZ$600
includes taxes & fees
10 May - 11 May
Comfortable cottage in gated community, 5 mins to OC and Assateague

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, (100 reviews)
"Property was perfect for us and our dogs."
United States
Jeffrey B.
The price is NZ$476
includes taxes & fees
10 May - 11 May
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

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 NZ$420
includes taxes & fees
14 May - 15 May
On Main Street - Apartment C - Berlin, MD

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, (37 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 NZ$357
includes taxes & fees
28 May - 29 May
Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

Family Friendly Waterfront Retreat - Dogs Allowed & Off-Season Discounts

Family Friendly Waterfront Retreat - Dogs Allowed & Off-Season Discounts
Edgewater Acres
The price is NZ$585
includes taxes & fees
11 May - 12 May
Family Friendly Waterfront Retreat - Dogs Allowed & Off-Season Discounts

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, (33 reviews)
"Great location, place very clean and perfect for our trip!"
United States
Ed S.
The price is NZ$537
includes taxes & fees
9 May - 10 May
Charming 2-Bed Condo Steps From the Beach!

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 NZ$554
includes taxes & fees
19 May - 20 May
Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway

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
12 May - 13 May
6 Mi to Salisbury: Forest-view Sanctuary!

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 NZ$422
includes taxes & fees
10 May - 11 May
Clean, modern and well-equipped Ocean City condo

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 NZ$682
includes taxes & fees
10 May - 11 May
Bethany Bay Family & Friends Condo, Quiet setting, Wetland/Golf course/Bay Views

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 NZ$476
includes taxes & fees
9 May - 10 May
Fantastic Bay View with romantic sunsets!

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, (102 reviews)
"We had a wonderful time and enjoyed the lovely view! It was very clean and beautiful we are looking forward to going back!"
United States
Phonisha W.
The price is NZ$952
includes taxes & fees
25 May - 26 May
Delightful Escape, Oceanfront 2BDR , Awesome Views, Pool, Clean!

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 NZ$528
includes taxes & fees
24 May - 25 May
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

Spacious, recently renovated centrally located condo with pool and parking

Spacious, recently renovated centrally located condo with pool and parking
Downtown Ocean City
10.0 out of 10, Exceptional, (4 reviews)
"Great condo and location!"
United States
Emily D.
The price is NZ$508
includes taxes & fees
9 May - 10 May
Spacious, recently renovated centrally located condo with pool and parking

3 BR End Unit Rowhouse 1 Mile to Bethany Boardwalk, Walk to Shops & Restaurants

3 BR End Unit Rowhouse 1 Mile to Bethany Boardwalk, Walk to Shops & Restaurants
Bethany Beach
9.8 out of 10, Exceptional, (18 reviews)
"Host was very welcoming!! House is beautiful and has everything you need!!"
United States
Patricia N.
The price is NZ$574
includes taxes & fees
11 May - 12 May
3 BR End Unit Rowhouse 1 Mile to Bethany Boardwalk, Walk to Shops & Restaurants

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, (95 reviews)
"Views of both sunrise over the ocean and sunset over the bay, beautiful! Enjoyed the indoor pool, basketball court, game room, workout room and walks on the beach."
United States
Helen V.
The price is NZ$815
includes taxes & fees
10 May - 11 May
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

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 NZ$705
includes taxes & fees
10 May - 11 May
Direct Oceanfront condo- AMAZING VIEWS & GREAT AMENITIES!

Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!

Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!
Midtown Ocean City
9.8 out of 10, Exceptional, (251 reviews)
"Great location and clean!"
United States
Susan V.
The price is NZ$463
includes taxes & fees
10 May - 11 May
Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!

NOTHING BEATS OCEANFRONT!!!

NOTHING BEATS OCEANFRONT!!!
North Ocean City
10.0 out of 10, Exceptional, (13 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 NZ$366
includes taxes & fees
10 May - 11 May
NOTHING BEATS OCEANFRONT!!!
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

Everything you need to know about Pittsville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pittsville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pittsville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pittsville. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pittsville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pittsville holiday rentals we have selected for you start as low as NZ$134 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pittsville rentals

At Expedia, we put the best Pittsville holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pittsville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pittsville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pittsville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Stunning 2 story luxury villa on 104th Street: This holiday home rental outside of 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 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.