Pittsville Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Pittsville holiday rentals

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, (43 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 AU$451
includes taxes & fees
24 Mar - 25 Mar
Comfortable cottage in gated community, 5 mins to OC and Assateague

Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools
Selbyville
9.8 out of 10, Exceptional, (39 reviews)
"Loved this property! Owners were very responsive! "
United States
Michelle K.
The price is AU$427
includes taxes & fees
22 Mar - 23 Mar
Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

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 AU$501
includes taxes & fees
26 Mar - 27 Mar
Bethany Beach and Close by Marinas! Family and Pet Friendly!!

Lux Oceanview-1 blk to Ocean-Comfy King bed- Full equipped kitchen-Beach chairs

Lux Oceanview-1 blk to Ocean-Comfy King bed- Full equipped kitchen-Beach chairs
North Ocean City
The price is AU$339
includes taxes & fees
23 Mar - 24 Mar
Lux Oceanview-1 blk to Ocean-Comfy King bed- Full equipped kitchen-Beach chairs

6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is AU$362
includes taxes & fees
21 Mar - 22 Mar
6 Mi to Salisbury: Forest-view Sanctuary!

Ocean calling & country concert availability!

Ocean calling & country concert availability!
North Ocean City
9.0 out of 10, Wonderful, (35 reviews)
"Perfect place to stay for oceans calling! On bus route but not in the craziness of the direct festival area."
United States
Jennifer F.
The price is AU$293
includes taxes & fees
23 Mar - 24 Mar
Ocean calling & country concert availability!

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 AU$307
includes taxes & fees
14 Apr - 15 Apr
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

Inn on Turville Cottage, Sleeps 4, Waterfront

Inn on Turville Cottage, Sleeps 4, Waterfront
Berlin
The price is AU$352
includes taxes & fees
23 Mar - 24 Mar
Inn on Turville Cottage, Sleeps 4, Waterfront

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, (32 reviews)
"Great location, place very clean and perfect for our trip!"
United States
Ed S.
The price is AU$461
includes taxes & fees
23 Mar - 24 Mar
Charming 2-Bed Condo Steps From the Beach!

On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.2 out of 10, Wonderful, (29 reviews)
"We loved everything about our stay! This place is adorable and the location is awesome!"
United States
kelly K.
The price is AU$330
includes taxes & fees
24 Mar - 25 Mar
On Main Street - Apartment C - Berlin, MD

The Annex - Beachside Retreat Steps to the Sand

The Annex - Beachside Retreat Steps to the Sand
Midtown Ocean City
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay and it is very close to the beach "
United States
Dustin J.
The price is AU$371
includes taxes & fees
23 Mar - 24 Mar
The Annex - Beachside Retreat Steps to the Sand

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 AU$319
includes taxes & fees
23 Mar - 24 Mar
Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway

Fantastic Bay View with romantic sunsets!

Fantastic Bay View with romantic sunsets!
Midtown Ocean City
10.0 out of 10, Exceptional, (40 reviews)
"Absolutely wonderful place very nice owner"
United States
Joseph N.
The price is AU$331
includes taxes & fees
21 Mar - 22 Mar
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
9.8 out of 10, Exceptional, (94 reviews)
"Host was very responsive and welcoming. "
United States
Laurie M.
The price is AU$484
includes taxes & fees
22 Mar - 23 Mar
Delightful Escape, Oceanfront 2BDR , Awesome Views, Pool, Clean!

Beach Paradise VI-Downtown Waterfront Bayview, Luxury Boardwalk Condo with POOL!

Beach Paradise VI-Downtown Waterfront Bayview, Luxury Boardwalk Condo with POOL!
Downtown Ocean City
9.8 out of 10, Exceptional, (42 reviews)
"It was a great well maintained space. "
United States
Kimberly N.
The price is AU$527
includes taxes & fees
1 Apr - 2 Apr
Beach Paradise VI-Downtown Waterfront Bayview, Luxury Boardwalk Condo with POOL!

Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!
Downtown Ocean City
10.0 out of 10, Exceptional, (21 reviews)
"Great vacation area and accommodation!"
United States
Letizia
The price is AU$435
includes taxes & fees
22 Mar - 23 Mar
Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

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, (93 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 AU$640
includes taxes & fees
22 Mar - 23 Mar
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

Completely Renovated Perfect Beachtown Escape for the Whole Family

Completely Renovated Perfect Beachtown Escape for the Whole Family
North Ocean City
9.2 out of 10, Wonderful, (24 reviews)
"Everything was clean and easy for a quick weekend stay. The location was super easy to get to and parking was a breeze. The short walk to the beach was perfect. Will be back again for sure. "
United States
Jamie S.
The price is AU$474
includes taxes & fees
23 Mar - 24 Mar
Completely Renovated Perfect Beachtown Escape for the Whole Family

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 AU$565
includes taxes & fees
23 Mar - 24 Mar
Bethany Bay Family & Friends Condo, Quiet setting, Wetland/Golf course/Bay Views

Quiet street in midtown that is close enough to walk to restaurants & shopping.

Quiet street in midtown that is close enough to walk to restaurants & shopping.
North Ocean City
10.0 out of 10, Exceptional, (14 reviews)
"The property was small but was perfect for what we needed it for , it had all the amenities and was cozy and quiet …short walk to the beach and restaurants …perfect location "
United States
Kirsten d.
The price is AU$370
includes taxes & fees
23 Mar - 24 Mar
Quiet street in midtown that is close enough to walk to restaurants & shopping.
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.
Save an average of 15% on thousands of hotels when you're signed in

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 favourite 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 depend 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 AU$146 per night. Entering your travel dates in the search wizard might find you 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?

Hard to find, beautiful 4 bedroom luxury villa: 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. Kitchen amenities such as a dishwasher and a microwave can make your holiday run smoothly.

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 Assawoman Bay. Centre at Salisbury and Wicomico Youth and Civic Center 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.