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Pittsville Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Pittsville vacation rentals

House (3 Bedrooms) | Front of property

1. 6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
$242 nightly
The price is $271
Aug 14 - Aug 15
Total with taxes and fees
6 Mi to Salisbury: Forest-view Sanctuary!
Outdoor dining

2. 6 Mi to Salisbury: Forest-View Sanctuary!

6 Mi to Salisbury: Forest-View Sanctuary!
Parsonsburg
9.8 out of 10, Exceptional, (6 reviews)
"Awesome place "
United States
Rebecca M.
$247 nightly
The price is $275
Aug 14 - Aug 15
Total with taxes and fees
6 Mi to Salisbury: Forest-View Sanctuary!
Apartment D: Riverfront Grand | 2 bedrooms, iron/ironing board (on request), WiFi (free)

3. Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.4 out of 10, Exceptional, (26 reviews)
"Excellent choice for the price, recommended for larger groups."
United States
Marcos
$242 nightly
The price is $261
Sep 1 - Sep 2
Total with taxes and fees
Salisbury Riverfront Lofts
Deluxe Apartment, 4 Bedrooms, Non Smoking, Ocean View | Terrace/patio

4. Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
5.8 out of 10, (469 reviews)
"Great location--Very close to the steps and boardwalk!"
United States
ALEXIS
$93 nightly
The price is $105
Sep 1 - Sep 2
Total with taxes and fees
Majestic Hotel & Apartments
Beach nearby

5. On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.4 out of 10, Exceptional, (39 reviews)
"A perfect location if you want to explore downtown Berlin. It’s right in the heart of Main Street walking distance to everything.The apartment had everything we needed and was very cozy and clean . Would definitely book this spot again."
United States
Sarah V.
$266 nightly
The price is $298
Aug 24 - Aug 25
Total with taxes and fees
On Main Street - Apartment C - Berlin, MD
Fitness facility

6. Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
3.0 star property
Midtown Ocean City
7.4 out of 10, Good, (1,315 reviews)
"The hotel did not disappoint. The room, the tub and especially the shower was the best. We also loved the view. Would come back again and get the same room. We had the presidential suite."
United States
Nichole
$93 nightly
The price is $105
Sep 7 - Sep 8
Total with taxes and fees
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
Outdoor dining

7. BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Berlin
9.8 out of 10, Exceptional, (110 reviews)
"Great hosting by Laurie"
United States
Jim C.
$400 nightly
The price is $448
Aug 13 - Aug 14
Total with taxes and fees
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
2 bedrooms, desk, iron/ironing board, travel crib

8. Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown

Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
Salisbury
9.8 out of 10, Exceptional, (22 reviews)
"First time using VRBO and it was more than inexpected"
United States
Robert J.
$183 nightly
The price is $194
Aug 25 - Aug 26
Total with taxes and fees
Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
Exterior

9. Pool, Trail Access! Dog-Friendly Ocean Pines Haven

Pool, Trail Access! Dog-Friendly Ocean Pines Haven
Ocean Pines
9.6 out of 10, Exceptional, (24 reviews)
"We enjoyed our stay and the house was perfect for our family and my kids loved it. "
United States
Vannessa H.
$399 nightly
The price is $447
Aug 27 - Aug 28
Total with taxes and fees
Pool, Trail Access! Dog-Friendly Ocean Pines Haven
Exterior

10. Bayside Resort -11282 Signature Blvd.

Bayside Resort -11282 Signature Blvd.
The Commons
$417 nightly
The price is $425
Sep 9 - Sep 10
Total with taxes and fees
Bayside Resort -11282 Signature Blvd.
House (3 Bedrooms) | Interior

11. 8 Mi to Ocean City: Warm & Cozy 3BR Family Home

8 Mi to Ocean City: Warm & Cozy 3BR Family Home
3.0 star property
Ocean Pines
$536 nightly
The price is $600
Aug 21 - Aug 22
Total with taxes and fees
8 Mi to Ocean City: Warm & Cozy 3BR Family Home
Smart TV, offices

12. Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (40 reviews)
"The cottage was comfortable and met our expectations. We were in Salisbury to visit family and were familiar with the area since we had lived there for many years."
United States
Fred W.
$386 nightly
The price is $409
Aug 16 - Aug 17
Total with taxes and fees
Salisbury Cottage
Pool

13. Snowbird Bay Cottage | Playground + Community Pool

Snowbird Bay Cottage | Playground + Community Pool
Ocean Pines
9.2 out of 10, Wonderful, (15 reviews)
"nice little place."
United States
Dwayne C.
$509 nightly
The price is $570
Aug 25 - Aug 26
Total with taxes and fees
Snowbird Bay Cottage | Playground + Community Pool
Flat-screen TV

14. Dagsboro Retreat

Dagsboro Retreat
2.0 star property
Dagsboro
10.0 out of 10, Exceptional, (1 review)
"I loved it"
United States
Alexandra
$236 nightly
The price is $236
Sep 12 - Sep 13
Total with taxes and fees
Dagsboro Retreat
Exterior

15. 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, (58 reviews)
"We stayed at this property for 6 nights, everything was exactly like the pictures and very clean. We were just far enough to many shopping areas and grocery stores. It was very quiet and peaceful. Ed and Cindy are amazing hosts, we will be returning next year!"
United States
Haileigh
$212 nightly
The price is $217
Aug 23 - Aug 24
Total with taxes and fees
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Dining

16. Spacious 5BR One Level Home Near Ocean City

Spacious 5BR One Level Home Near Ocean City
Berlin
9.0 out of 10, Wonderful, (2 reviews)
"My family loved this rental and I will likely be back. The house was very roomy and the host quickly answered questions. Great for big families. There’s a max capacity of 14 but the house could definitely hold more with ease, and the beds were listed as queens but were all fulls."
United States
Jake S.
Spacious 5BR One Level Home Near Ocean City
Outdoor pool

17. 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, (51 reviews)
"Great accomodations!"
United States
Linda S.
$400 nightly
The price is $448
Sep 1 - Sep 2
Total with taxes and fees
Comfortable cottage in gated community, 5 mins to OC and Assateague
Outdoor pool

18. Stroll to North Ocean City Beaches, cozy 1-bedroom condo awaits

Stroll to North Ocean City Beaches, cozy 1-bedroom condo awaits
North Ocean City
9.8 out of 10, Exceptional, (132 reviews)
"This was a great place close to the beach and places to eat"
United States
KEVIN S.
$326 nightly
The price is $365
Aug 27 - Aug 28
Total with taxes and fees
Stroll to North Ocean City Beaches, cozy 1-bedroom condo awaits
Family Apartment | Terrace/patio

19. ELIS APARTMENT

ELIS APARTMENT
3.0 star property
Downtown Ocean City
9.4 out of 10, Exceptional, (6 reviews)
"Very nice place "
United States
Marvin R
$233 nightly
The price is $248
Aug 30 - Aug 31
Total with taxes and fees
ELIS APARTMENT
Exterior

20. Salisbury Hideaway

Salisbury Hideaway
Salisbury
10.0 out of 10, Exceptional, (23 reviews)
"Perfect for our weekend away watching college softball!!!"
United States
Michelle S.
$353 nightly
The price is $374
Sep 1 - Sep 2
Total with taxes and fees
Salisbury Hideaway
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

Coastal Palms Inn & Suites

Coastal Palms Inn & Suites

10/10 Excellent
"Great customer service , clean room balcony view was great"
Amrik 2-night trip
Posted less than an hour ago
Coastal Palms Inn & Suites

Find out more about Pittsville

Everything you need to know about Pittsville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pittsville vacation 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 low season months. For more hustle and bustle, you may prefer to visit Pittsville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $105 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pittsville rentals

At Expedia, we put the best Pittsville vacation 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 vacation.

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 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 comfort-lovely home, beach, pools, pet friendly!: This vacation home rental near Pittsville is located near the beach and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 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 Frontier Town Water Park and Golf, or get outside and enjoy nature at Ocean City Beach. Wicomico Youth and Civic Center and Henry S. Parker Athletic Complex 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.