Book Pittsville, MD Cottages
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Cottages in Pittsville

Shore Point Cottages

Comfortable cottage in gated community, 5 mins to OC and Assateague

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

Spacious Millsboro Home on 16 Peaceful Acres

2 Mi to Bethany Beach: Home w/ Furnished Deck

Bahamas Beach Cottages - Quiet, Relaxing Area, Dog Friendly

6 Mi to Salisbury: Forest-view Sanctuary!

Cozy 3 bedroom 2 bath beach house with private setting! Pool, Trolley, Wifi, Beach Town!

Pool Access + Fire Pit: Ocean Pines Retreat!

Patio, Pool Access! Coastal Ocean Pines Cottage

Hideway Cottage
Top hotels in Pittsville

Castle in the Sand
Pittsville Cottages For Rent
Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Pittsville that will make you feel like you’ve stepped inside your vacation dreams.
The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.
These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Pittsville is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?
Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…
Pittsville Cottages essential information
Accommodation | 154 Cottages |
|---|---|
Lowest Price | $77 |
Highest Price | $363 |
Popular accommodation | Shore Point Cottages, Comfortable cottage in gated community, 5 mins to OC and Assateague, EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!, Spacious Millsboro Home on 16 Peaceful Acres, 2 Mi to Bethany Beach: Home w/ Furnished Deck, Bahamas Beach Cottages - Quiet, Relaxing Area, Dog Friendly, 6 Mi to Salisbury: Forest-view Sanctuary!, Cozy 3 bedroom 2 bath beach house with private setting! Pool, Trolley, Wifi, Beach Town!, Pool Access + Fire Pit: Ocean Pines Retreat!, Patio, Pool Access! Coastal Ocean Pines Cottage, Hideway Cottage, "Family Friendly Getaway" - Close to Assateague / Downtown Berlin / O.C. |
More ways to wander Pittsville
Explore More Ways to Travel with Travelocity
- Midtown Ocean City Hotels
- North Ocean City Hotels
- Hotels near Northside Park
- Hotels near Ocean City Beach
- Hotels near Ocean City Boardwalk
- Condos in Ocean City
- Aparthotels in Ocean City
- SeaLoft Oceanfront Hotel
- Beach in Ocean City
- Bonita Beach Hotel
- Cambria Hotel Ocean City - Bayfront
- Carousel Resort Hotel & Condominiums
- Castle in the Sand
- Budget in Ocean City
- Ashore Oceanfront Hotel by Marriott
- Coastal Palms Inn & Suites
- Commander Hotel & Suites
- Motels in Delmar
- Hotels in Delmar
- Bedandbreakfast in Delmar
- Hotels in Berlin
- Aparthotels in Berlin
- Cottages in Berlin
- Bedandbreakfast in Berlin
- Apartments in Berlin
- Hotels near Assateague State Park
- Crystal Beach Hotel
- Dunes Suites Oceanfront
- Family Friendly in Ocean City
- Fenwick Inn
- Fish Tales Boardwalk Inn
- Flamingo Motel
- Grand Hotel Ocean City Oceanfront
- Harrison Hall Hotel
- Hotel Monte Carlo Ocean City
- Balcony in Ocean City
- Hot Tub in Ocean City
- Indoor Pool in Ocean City
- Kitchenette in Ocean City
- Kokomo Suites
- Resorts in Willards
- Privatevacationhomes in Willards
- Apartments in Willards
- Hotels near Wicomico Youth and Civic Center
- Cabins in Whaleyville
- Bedandbreakfast in Whaleyville
- West Ocean City Hotels
- Resorts in Showell
- Hotels near Salisbury University
- Treehouses in Salisbury
- Caravanparks in Salisbury
- Ranches in Salisbury
- Privatevacationhomes in Salisbury
- Motels in Salisbury
- Hotels in Salisbury
- The Reserve Inn
- Budget in Salisbury
- Cottages in Salisbury
- Condos in Salisbury
- Cabins in Salisbury
- Bedandbreakfast in Salisbury
- Apartments in Salisbury
- Hotels near Roland E Powell Convention Center
- Bedandbreakfast in Powellville
- Motels in Pittsville
- Motels in Parsonsburg
- Ocean Pines Hotels
- Resorts in Ocean City
- Privatevacationhomes in Ocean City
- Motels in Ocean City
- Hotels near Ocean City Inlet
- Hotels in Ocean City
- Tidelands Caribbean Hotel and Suites
- The Spinnaker Hotel
- The Edge at Fager's Island
- The Americana Hotel
- Seabonay Oceanfront Motel
- Safari Hotel Boardwalk
- Princess Royale Oceanfront Resort
- Princess Bayside Beach Hotel
- Plim Plaza Hotel
- Pet Friendly in Ocean City
- Park Place Hotel
- Paradise Plaza Inn
- Oceanic Motel
- Ocean View in Ocean City
- Monte Carlo Boardwalk Oceanfront Ocean City
- Madison Beach Motel
- Lighthouse Club Hotel
- Flights from West Palm Beach (PBI) to Salisbury (SBY)
- Flights from St Louis (STL) to Salisbury (SBY)
- Flights from Orlando (MCO) to Salisbury (SBY)
- Flights from Boston (BOS) to Salisbury (SBY)
- American Airlines Milwaukee (MKE) to Salisbury (SBY) flights
- American Airlines Albuquerque (ABQ) to Salisbury (SBY) flights
- Flights from Salisbury MD






