Pittsville Holiday Rentals

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Holiday Rentals in Pittsville

Coconut Malorie Resort Ocean City, Ascend Collection Hotel

3.0 star property
Midtown Ocean City
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 NZ$154
includes taxes & fees
24 Dec - 25 Dec
Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Majestic Hotel & Apartments

2.5 star property
Downtown Ocean City
6.2 out of 10, (348)
"Clean and very friendly staff"
United States
Randy
Majestic Hotel & Apartments

Saint Tropez

3.0 star property
North Ocean City
9.2 out of 10, Wonderful, (130)
"I always stay here when in OC"
United States
Terry
Saint Tropez

Shore Point Cottages

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

BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

North Ocean City
9.8 out of 10, Exceptional, (133)
"A very clean property."
United States
David Y.
The price is NZ$548
includes taxes & fees
25 Nov - 26 Nov
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

Americana Condos 10th street

3.5 star property
Downtown Ocean City
8.4 out of 10, Very good, (19)
"straight fire, definitely going back"
United States
stephen
The price is NZ$785
includes taxes & fees
5 Dec - 6 Dec
Americana Condos 10th street

Club Ocean Villas II by Coolvacay

3.5 star property
North Ocean City
8.6 out of 10, Excellent, (58)
"Property was in a great location. Check in and check out was easy. Having a hot tub and deck with table and chairs was nice. Unit was clean with an exception of the floors. I can understand it being a little sandy because of being at the beach, but there were tortilla chips in several areas of the floor. "
United States
Tami
Club Ocean Villas II by Coolvacay

Boardwalk One

3.0 star property
Downtown Ocean City
7.4 out of 10, Good, (170)
"Close to boardwalk, beach, shopping and dining. Also it was very affordable."
United States
ANGELA
Boardwalk One

Monte Carlo Condos

3.0 star property
Downtown Ocean City
6.8 out of 10, (58)
"The condo was small, but it’s still accommodated my family of eight and we were right next to the pool, which was great for the kids anytime we needed something. We just called the Hotel and it was brought over in a reasonable amount of time or we could pick it up later. Staff were very friendly."
United States
Amy
Monte Carlo Condos

Updated, Direct Bay Front, Bay Front Pool, 3 Blocks to Beach and Boardwalk

Downtown Ocean City
10.0 out of 10, Exceptional, (102)
"We had an amazing stay at this property. It was well stocked, clean, had comfy beds, and a beautiful view. "
United States
Abby W.
Updated, Direct Bay Front, Bay Front Pool, 3 Blocks to Beach and Boardwalk

Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo

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 NZ$625
includes taxes & fees
30 Nov - 1 Dec
Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo

ON TOP FLOOR OF MARRIOTT - Luxury Boardwalk/Beach 1400 sq ft + Hotel amenities

Downtown Ocean City
9.8 out of 10, Exceptional, (268)
"Property was cleaned and the location is exceptional. We had a wonderful stay."
United States
Momolu D.
ON TOP FLOOR OF MARRIOTT - Luxury Boardwalk/Beach 1400 sq ft + Hotel amenities

"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

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 NZ$534
includes taxes & fees
30 Nov - 1 Dec
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

Bay Club Resort by Coolvacay

3.0 star property
Midtown Ocean City
8.4 out of 10, Very good, (39)
"One of the cleanest places I’ve stay at loved it ! "
United States
Kelsey
Bay Club Resort by Coolvacay

Ocean City Maryland Condo, ocean side 50 steps to the beach! On 7 40th Street

Midtown Ocean City
9.8 out of 10, Exceptional, (244)
"Property was clean, decorated nicely and so very close to the beach. Great location! "
United States
Kristine M.
The price is NZ$403
includes taxes & fees
1 Dec - 2 Dec
Ocean City Maryland Condo, ocean side 50 steps to the beach! On 7 40th Street

BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN OC!

North Ocean City
9.6 out of 10, Exceptional, (57)
"The place was beautiful , convenient to walk around to the beach and the stores "
United States
Theresa K.
BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN OC!

⭐️Brand New High End Luxury Bayside Mansion Pool⭐️

North Ocean City
9.8 out of 10, Exceptional, (11)
"Family reunion with our children and grandchildren There were 20 of us staying in this home and it was absolutely perfect. Plenty of room, plenty to do. We just loved it. "
United States
Sue S.
⭐️Brand New High End Luxury Bayside Mansion Pool⭐️

ELIS APARTMENT

3.0 star property
Downtown Ocean City
9.2 out of 10, Wonderful, (5)
"Everything around was excelente, only bad things wasn’t clean and need some updates, everything else was really nice. The hostess was friendly and helpful. "
United States
Anonymous traveller
ELIS APARTMENT

DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15

North Ocean City
9.8 out of 10, Exceptional, (141)
"We had great time. The house was clean and perfect for my entire family. I would recommend and go back. "
United States
Kristina P.
DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15

Belmont Towers 409 HUGE BALCONY, Boardwalk, Pool, Gym, Sauna, Ocean & Bay Views!

Downtown Ocean City
10.0 out of 10, Exceptional, (13)
"Great place to stay. Very convenient location. We would book again. "
United States
Anita S.
Belmont Towers 409 HUGE BALCONY, Boardwalk, Pool, Gym, Sauna, Ocean & Bay Views!
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$154 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?

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.