Pittsville Holiday Rentals

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Holiday Rentals in Pittsville

Aparthotel in Midtown Ocean City

3.0 star property
7.4 out of 10, Good, (1297)
"Scenic area with wonderful wooden bridges and view of water. There was no hot water to shower, but not a deal breaker."
United States
Isolda
The price is AU$134
includes taxes & fees
24 Dec - 25 Dec
Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Cottage in Berlin

3.0 star property
9.4 out of 10, Exceptional, (299)
"Was a great place to bring kids and dogs! "
United States
AMANDA
Shore Point Cottages

Mobile Home in Selbyville

9.2 out of 10, Wonderful, (118)
"Plenty of room, and everything you need for a few nights."
United States
Michael A.
The price is AU$366
includes taxes & fees
25 Nov - 26 Nov
"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""

Cottage in Assateague Pointe

9.8 out of 10, Exceptional, (43)
"This is a beautiful clean modern home."
United States
Toni R.
The price is AU$478
includes taxes & fees
26 Nov - 27 Nov
Comfortable cottage in gated community, 5 mins to OC and Assateague

Apartment in Selbyville

3.5 star property
10.0 out of 10, Exceptional, (3)
"We had a great couple of days here. The community is well located to get to and from the beaches (Fenwick and Bethany) and yet away from the crowds and in a really scenic part of Selbyville. We loved our stay and enjoyed the pool (there are 2). The place itself felt like home from the start, owner is really responsive and friendly, and it exceeded our expectations. Would definitely stay again. Felt like home away from home. "
United States
Lauren
The price is AU$427
includes taxes & fees
25 Nov - 26 Nov
2 Mi to Beach: Gem w/ Enclosed Patio in Selbyville

Condo in Selbyville

9.8 out of 10, Exceptional, (39)
"Loved this property! Owners were very responsive! "
United States
Michelle K.
The price is AU$477
includes taxes & fees
29 Nov - 30 Nov
Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

Holiday Home in Ocean View

9.2 out of 10, Wonderful, (78)
"The house didn’t have smoke detectors and not very clean. The couches especially. We did enjoy our trip tho."
United States
Kim S.
The price is AU$585
includes taxes & fees
25 Nov - 26 Nov
Bethany Beach and Close by Marinas! Family and Pet Friendly!!

Holiday Home in North Ocean City

9.8 out of 10, Exceptional, (9)
"Lovely rental! Would stay again!"
United States
Kelly W.
The price is AU$471
includes taxes & fees
30 Nov - 1 Dec
Beach Paradise 105 - Beach Home at Broad Marsh OC

Holiday Home in Downtown Ocean City

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great place to stay!"
United States
Joseph D.
The price is AU$475
includes taxes & fees
25 Nov - 26 Nov
BeachParadise1208-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach&Boardwalk

Condo in Downtown Ocean City

9.8 out of 10, Exceptional, (60)
"Perfect family beach house, we had a blast! Our family of 7 stayed for 3 nights. We loved the easy check-in, location, and spacious, clean condo. Thank you for letting us use your gorgeous home Kim, we really enjoyed our stay!"
United States
Amy R.
The price is AU$549
includes taxes & fees
30 Nov - 1 Dec
Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo

Holiday Home in Downtown Ocean City

9.2 out of 10, Wonderful, (19)
"Really nice place,had everything we needed very elegant and relaxing,tvs nice and updated will come back again "
United States
George H.
The price is AU$483
includes taxes & fees
1 Dec - 2 Dec
Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View

Holiday Home in North Ocean City

9.8 out of 10, Exceptional, (133)
"A very clean property."
United States
David Y.
The price is AU$481
includes taxes & fees
25 Nov - 26 Nov
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

Holiday Home in North Ocean City

9.8 out of 10, Exceptional, (119)
"Great property in a great location. Host was quick to get ahold of and the instructions were incredibly easy. Highly recommend this property for a family or large group. We would stay here again!"
United States
Joseph G.
The price is AU$469
includes taxes & fees
30 Nov - 1 Dec
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

Holiday Home in Downtown Ocean City

9.6 out of 10, Exceptional, (80)
"Beautiful house in an awesome area! We had a fairly large group & were all very pleased with our stay. 10/10 would recommend!!"
United States
Alexis C.
The price is AU$478
includes taxes & fees
30 Nov - 1 Dec
BeachParadise107-DOWNTOWN OCEANVIEW Luxury Townhome 3BR-Steps to Beach&Boardwalk

Holiday Home in Downtown Ocean City

10.0 out of 10, Exceptional, (17)
"All amenities available, perfect location and plenty of room for a large group. Would stay again!"
United States
Trish K.
The price is AU$478
includes taxes & fees
30 Nov - 1 Dec
Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

Condo in North Ocean City

9.6 out of 10, Exceptional, (92)
"Good location with great views."
United States
Mark M.
The price is AU$687
includes taxes & fees
29 Nov - 30 Nov
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

Apartment in Downtown Berlin

9.4 out of 10, Exceptional, (28)
"We loved everything about our stay! This place is adorable and the location is awesome!"
United States
kelly K.
The price is AU$355
includes taxes & fees
30 Nov - 1 Dec
On Main Street - Apartment C - Berlin, MD

Condo in North Ocean City

9.4 out of 10, Exceptional, (18)
"We really enjoyed our stay beautiful place and view ..your own home in a different place"
United States
Adrian L.
The price is AU$373
includes taxes & fees
26 Nov - 27 Nov
Enjoy the Beachlife!! —> 2Bed & 2Bath Condo

Condo in Midtown Ocean City

10.0 out of 10, Exceptional, (9)
"Great location, lovely place, great view! Would book again!"
United States
Melissa H.
The price is AU$595
includes taxes & fees
25 Nov - 26 Nov
Newly Refurbished! Ocean Block Family Retreat in Vibrant Midtown

Apartment in Salisbury

3.0 star property
9.4 out of 10, Exceptional, (23)
"It was a great stay nice comfortable place "
United States
Adam
The price is AU$396
includes taxes & fees
30 Nov - 1 Dec
Salisbury Riverfront Lofts
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 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$134 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?

BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!: This holiday home rental outside of Pittsville is located next to a golf course, and has an outdoor pool, a balcony and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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 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.