Pittsville Vacation Rentals

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Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Pittsville vacation rentals

Outdoor pool

Cottage in Assateague Pointe

Comfortable cottage in gated community, 5 mins to OC and Assateague
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 ￥15,254
￥48,862 total
includes taxes & fees
Feb 1 - Feb 2
Comfortable cottage in gated community, 5 mins to OC and Assateague
Exterior

Aparthotel in Midtown Ocean City

Coconut Malorie Resort Ocean City, Ascend Collection Hotel
3.0 star property
7.4 out of 10, Good, (1,299 reviews)
"We had a really lovely time and the staff was incredibly helpful with all our needs to the music festival we were in town for."
United States
Dana
The price is ￥11,714
￥14,958 total
includes taxes & fees
Mar 1 - Mar 2
Coconut Malorie Resort Ocean City, Ascend Collection Hotel
Deluxe Cottage | View from room

Cottage in Berlin

Shore Point Cottages
3.0 star property
9.4 out of 10, Exceptional, (303 reviews)
"The location of shore point cottages is a pleasant and peaceful one. It's far enough out of the hustle and bustle of the boardwalk area. Yet close enough to everything that makes Ocean City a fun place to visit. Definitely a place to come back to and stay again."
United States
Mike
Shore Point Cottages
Smart TV

Condo in Selbyville

Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools
9.8 out of 10, Exceptional, (39 reviews)
"Loved this property! Owners were very responsive! "
United States
Michelle K.
The price is ￥18,534
￥45,758 total
includes taxes & fees
Jan 30 - Jan 31
Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools
TV, fireplace, video games, DVD player

Condo in Downtown Ocean City

Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo
9.8 out of 10, Exceptional, (62 reviews)
"Great location walking distance to everything. Thank you so much for a great stay."
United States
valerie0472
The price is ￥6,864
￥53,474 total
includes taxes & fees
Feb 1 - Feb 2
Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo
Interior

Apartment in North Ocean City

Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway
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 ￥11,212
￥34,569 total
includes taxes & fees
Jan 30 - Jan 31
Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway
Interior

Vacation Home in North Ocean City

Beach Paradise 105 - Beach Home at Broad Marsh OC
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful property, great location, and very clean! We all enjoyed our stay and hope to be back!"
United States
Conor K.
Beach Paradise 105 - Beach Home at Broad Marsh OC
Beach nearby

Vacation Home in Ocean View

Bethany Beach and Close by Marinas! Family and Pet Friendly!!
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 ￥11,486
￥56,874 total
includes taxes & fees
Feb 4 - Feb 5
Bethany Beach and Close by Marinas! Family and Pet Friendly!!
Fridge, microwave, oven, stovetop

Vacation Home in Downtown Ocean City

Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View
9.2 out of 10, Wonderful, (19 reviews)
"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 ￥6,864
￥46,640 total
includes taxes & fees
Feb 1 - Feb 2
Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View
Fridge, microwave, oven, stovetop

Condo in North Ocean City

Lovely Renovated 2-Level Condo + Pool + Steps to the Beach!
9.8 out of 10, Exceptional, (8 reviews)
"Adorable condo- great location. 5 min walk to both the ocean and a beautiful park. The park has a fishing pier, pond, kayak rentals, and walking path that my dog really enjoyed. The condo is located right next to Starbucks & McDonald’s, making breakfast easy. We also had a great meal at the restaurant next door, that is dog friendly (Tail chasers). The condo had everything we needed, especially a washer and dryer and a comfortable bed. My kids and dogs loved our stay! "
United States
Brooke S.
The price is ￥11,486
￥44,080 total
includes taxes & fees
Feb 3 - Feb 4
Lovely Renovated 2-Level Condo + Pool + Steps to the Beach!
Beach nearby

Apartment in Downtown Berlin

On Main Street - Apartment C - Berlin, MD
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 ￥11,026
￥35,675 total
includes taxes & fees
Feb 1 - Feb 2
On Main Street - Apartment C - Berlin, MD
4 bedrooms, iron/ironing board, travel crib, free WiFi

Vacation Home in Downtown Ocean City

BeachParadise1208-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach&Boardwalk
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay!"
United States
Joseph D.
The price is ￥6,864
￥45,274 total
includes taxes & fees
Feb 9 - Feb 10
BeachParadise1208-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach&Boardwalk
Smart TV

Condo in North Ocean City

Quiet street in midtown that is close enough to walk to restaurants & shopping.
10.0 out of 10, Exceptional, (14 reviews)
"Nicely decorated and fully equipped. Great location … within walking distance of anything you could need. "
United States
Joan C.
The price is ￥17,161
￥43,480 total
includes taxes & fees
Feb 7 - Feb 8
Quiet street in midtown that is close enough to walk to restaurants & shopping.
Exterior

Condo in Midtown Ocean City

canal front with boat slip, boat ramp, WiFi, and roku streaming TV
9.8 out of 10, Exceptional, (8 reviews)
"We’re there for an event Perfect location and all"
United States
Nicci A.
The price is ￥6,126
￥27,443 total
includes taxes & fees
Feb 11 - Feb 12
canal front with boat slip, boat ramp, WiFi, and roku streaming TV
TV, offices

Condo in North Ocean City

Oceanfront Balcony Overlooking Pool + Sandy Shores
10.0 out of 10, Exceptional, (25 reviews)
"Very clean and comfortable condo! Had everything we needed, beds were comfortable, close to the beach and close walk to nearby restaurants. The pool has just been redone and was very nice. Great place to stay. "
United States
Anonymous traveler
The price is ￥16,474
￥50,173 total
includes taxes & fees
Feb 1 - Feb 2
Oceanfront Balcony Overlooking Pool + Sandy Shores
Interior

Condo in North Ocean City

#1 Rated Condo, Oceanfront, with Bay View Too
10.0 out of 10, Exceptional, (319 reviews)
"Great location"
United States
Joshua I.
The price is ￥15,101
￥43,736 total
includes taxes & fees
Jan 30 - Jan 31
#1 Rated Condo, Oceanfront, with Bay View Too
Fridge, microwave, oven, stovetop

Condo in North Ocean City

Charming 2-Bed Condo Steps From the Beach!
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 ￥20,745
￥51,531 total
includes taxes & fees
Jan 30 - Jan 31
Charming 2-Bed Condo Steps From the Beach!
Smart TV

Condo in North Ocean City

Ocean calling & country concert availability!
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 ￥9,610
￥31,435 total
includes taxes & fees
Feb 2 - Feb 3
Ocean calling & country concert availability!
Marina

Vacation Home in North Ocean City

BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!
9.8 out of 10, Exceptional, (137 reviews)
"Very lovely pkace!! Would def book again!!"
United States
Brenda F.
The price is ￥6,864
￥46,640 total
includes taxes & fees
Feb 1 - Feb 2
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!
Smart TV, fireplace, books

Vacation Home in Midtown Ocean City

⭐️Luxury Penthouse Rooftop Pool by Convention Center⭐️
9.4 out of 10, Exceptional, (11 reviews)
"We had a great time at this condo! Super close to good restaurants and activities."
United States
Chelsea B.
The price is ￥19,906
￥71,159 total
includes taxes & fees
Jan 30 - Jan 31
⭐️Luxury Penthouse Rooftop Pool by Convention Center⭐️
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

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

10/10 Excellent
"Absolutely perfect "
Joann 1-night trip
Posted 3 days ago
Princess Royale Oceanfront Resort

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?

BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN OC!: This vacation home rental near Pittsville is located next to a golf course and has a balcony, a selection of games, 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 you can cook with friends or family.

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 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.