Pittsville Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Pittsville

Exterior
Coconut Malorie Resort Ocean City, Ascend Collection Hotel

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 ￥11,881
￥15,053 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Coconut Malorie Resort Ocean City, Ascend Collection Hotel
Apartment, 2 Bedrooms | Private kitchen | Fridge
Majestic Hotel & Apartments

Aparthotel in Downtown Ocean City

2.5 star property
6.2 out of 10, (350)
"Clean and very friendly staff"
United States
Randy
Majestic Hotel & Apartments
Exterior
Saint Tropez

Apartment in North Ocean City

3.0 star property
9.2 out of 10, Wonderful, (133)
"Our room was very clean and the ocean view was breathtaking. "
United States
Kelly
Saint Tropez
Deluxe Cottage | Private kitchen | Fridge, microwave, stovetop, toaster
Shore Point Cottages

Cottage in Berlin

3.0 star property
9.4 out of 10, Exceptional, (300)
"Was a great place to bring kids and dogs! "
United States
AMANDA
Shore Point Cottages
Indoor pool, seasonal outdoor pool
Club Ocean Villas II by Coolvacay

Apartment in North Ocean City

3.5 star property
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
On the beach
Americana Condos 10th street

Condo in Downtown Ocean City

3.5 star property
8.4 out of 10, Very Good, (19)
"straight fire, definitely going back"
United States
stephen
The price is ￥25,434
￥71,336 total
includes taxes & fees
Dec 13 - Dec 14
Americana Condos 10th street
Premium Condo, Balcony, Bay View | Balcony
Bay Club Resort by Coolvacay

Condo resort in Midtown Ocean City

3.0 star property
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
TV, fireplace, video games, DVD player
Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo

Condo in Downtown Ocean City

9.8 out of 10, Exceptional, (62)
"The condo was very convenient to get to the beach. Beautiful view of the bay. Plenty of room for everyone to enjoy the stay. "
United States
David H.
The price is ￥7,611
￥54,828 total
includes taxes & fees
Dec 14 - Dec 15
Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo
Property grounds
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

Vacation Home in North Ocean City

9.8 out of 10, Exceptional, (134)
"Very lovely pkace!! Would def book again!!"
United States
Brenda F.
The price is ￥7,611
￥47,759 total
includes taxes & fees
Dec 8 - Dec 9
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!
Exterior
Boardwalk One

Aparthotel in Downtown Ocean City

3.0 star property
7.4 out of 10, Good, (170)
"Close to boardwalk, beach, shopping and dining. Also it was very affordable."
United States
ANGELA
Boardwalk One
Fridge, microwave, oven, stovetop
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

Vacation 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 ￥6,850
￥46,916 total
includes taxes & fees
Dec 8 - Dec 9
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
Balcony view
Monte Carlo Condos

Condo in Downtown Ocean City

3.0 star property
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
Fridge, microwave, oven, stovetop
DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15

Vacation Home in North Ocean City

9.8 out of 10, Exceptional, (142)
"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
Family Apartment | Private kitchen | Full-size fridge, microwave, oven, coffee/tea maker
ELIS APARTMENT

Apartment in Downtown Ocean City

3.0 star property
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 traveler
ELIS APARTMENT
Terrace/patio
⭐️Brand New High End Luxury Bayside Mansion Pool⭐️

Vacation Home in North Ocean City

9.8 out of 10, Exceptional, (11)
"Beautiful home. Our family of 13 were very comfortable and really enjoyed our stay. Only negative was no furniture on the deck. The pictures showed a table and chairs along with couches and comfy chairs. We had to bring out beach chairs to sit. Loved the big side yard and fire pit. "
United States
Peggy K.
⭐️Brand New High End Luxury Bayside Mansion Pool⭐️
On the beach
SunburstParadise: LUX TH OceanView DOWNTOWN BOARDWALK 3BR 3BA with 2 Car Garage

Condo in Downtown Ocean City

9.6 out of 10, Exceptional, (49)
"Overall a very nice property. Great location with many food and activity options within walking distance."
United States
Erik G.
The price is ￥13,824
￥60,001 total
includes taxes & fees
Dec 8 - Dec 9
SunburstParadise: LUX TH OceanView DOWNTOWN BOARDWALK 3BR 3BA with 2 Car Garage
Fridge, microwave, oven, stovetop
Ocean City Maryland Condo, ocean side 50 steps to the beach! On 7 40th Street

Condo in Midtown Ocean City

9.8 out of 10, Exceptional, (246)
"Will stay again. Perfect for our needs. "
United States
thomasine m.
The price is ￥17,708
￥35,173 total
includes taxes & fees
Dec 8 - Dec 9
Ocean City Maryland Condo, ocean side 50 steps to the beach! On 7 40th Street
Outdoor dining
Updated, Direct Bay Front, Bay Front Pool, 3 Blocks to Beach and Boardwalk

Condo in 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
Fridge, microwave, oven, stovetop
Summer Special Discounts! // Close To The Boardwalk // 2 Parking Spots!

Condo in Downtown Ocean City

10.0 out of 10, Exceptional, (12)
"Great weekend stay"
United States
Susan
Summer Special Discounts! // Close To The Boardwalk // 2 Parking Spots!
TV
Beautiful Midtown Ocean View/Block 36th St

Condo in Midtown Ocean City

9.8 out of 10, Exceptional, (138)
"Great place and location."
United States
John P.
Beautiful Midtown Ocean View/Block 36th St
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

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

10/10 Excellent
"Great place "
jeffrey 2-night trip
Posted 13 hours ago
Grand Hotel Ocean City Oceanfront

Find out more about Pittsville

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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 I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!: This vacation home rental near 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 you can cook with friends or family. Make the most of the selection 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 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.