Search Cottages in Eastern Maryland
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Eastern Maryland cottages
1. Deal Island Bay Cottage
Deal Island Bay CottageDeal Island
9.6 out of 10, Exceptional, (61 reviews)
"We were there for our granddaughter's wrestling tournament in Salisbury. House was excellent, quiet and clean. Beautiful home. Thank you."
Christopher M.
The price is €234
includes taxes & fees
20 Sept - 21 Sept
2. Comfortable cottage in gated community, 5 mins to OC and Assateague
Comfortable cottage in gated community, 5 mins to OC and AssateagueAssateague Pointe
9.8 out of 10, Exceptional, (54 reviews)
"Convenient amenities at Assateague Point, easy access to Assateague Island and OCMD. Everything in the unit was clean, in proper working order, and we had everything we needed for our family with young children. Would definitely stay here again."
Alexandra
The price is €316
includes taxes & fees
23 Sept - 24 Sept
3. Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.Port Deposit
9.8 out of 10, Exceptional, (53 reviews)
"Very unique property, with lots of history. We enjoyed our short stay."
Terry R S.
The price is €188
includes taxes & fees
20 Sept - 21 Sept
4. Quarry Landing - Center of Town & River View - 3 Bedroom
Quarry Landing - Center of Town & River View - 3 BedroomPort Deposit
10.0 out of 10, Exceptional, (16 reviews)
"Was a great stay would definitely stay again "
jerel p.
The price is €198
includes taxes & fees
22 Sept - 23 Sept
9.8 out of 10, Exceptional, (639 reviews)
"This was the perfect relaxing get away! Clean and quiet! Already booked for next spring 2027!"
LaTonya
The price is €198
includes taxes & fees
18 Oct - 19 Oct
6. Pet-friendly Smith Island Cottage w/ Golf Cart!
Pet-friendly Smith Island Cottage w/ Golf Cart!Smith Island
10.0 out of 10, Exceptional, (1 review)
"We had a lovely 2 night stay. The owners and host were wonderful. We were so happy to have use of the golf cart and bicycles. The cottage is adorable with beautiful touches all around."
Karl
7. 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, (62 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!"
Haileigh
The price is €193
includes taxes & fees
11 Oct - 12 Oct
8. Pet-Friendly Smith Island Cottage w/ Golf Cart!
Pet-Friendly Smith Island Cottage w/ Golf Cart!Ewell
10.0 out of 10, Exceptional, (23 reviews)
"The Castaway house was a wonderful spot for our family of 4. The house was so comfortable and it was fantastic to have access to the golf cart to tour the island!! The island was very welcoming. One highlight was a boat tour with Capt. Mark Kitching (410)603-1227. He took us through the marshes and outer islands, pointing out lots of birds (we saw Pelicans!!). Bring your own food if you want to cook- restaurants close early and groceries are limited. Cash or check for the boat over. It...
Laura J.
The price is €208
includes taxes & fees
18 Sept - 19 Sept
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.
Find holiday rentals that suit your style
Aparthotels
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Eastern Maryland Hotel Reviews
Days Inn by Wyndham Ocean City Oceanfront
10/10 Excellent
Find out more about Eastern Maryland
Eastern Maryland Cottages information
Number of reviews | 1,287 |
|---|---|
Accommodation | 18 Cottages |
Lowest Price | €188 |
Highest Price | €403 |
Frequently asked questions
Explore a world of travel with Expedia
- 2 Star Hotels in Hoopers Island
- Caravan Parks in Berlin
- Berlin Hotels
- Casino Hotels in Cambridge
- Cambridge Hotels
- Crisfield Hotels
- Delmar Hotels
- Fishing Creek Hotels
- Fruitland Hotels
- Glen Riddle Hotels
- Hebron Hotels
- Chalets in Isle of Wight
- Independent Hotels in Isle of Wight
- Hotels near Jolly Roger Amusement Park
- Marion Station Hotels
- Midtown Ocean City Hotels
- Mount Vernon Hotels
- Apartments in Ocean City
- Hotels near Ocean City Harbor
- Beach Hotels in Ocean City
- Casino Hotels in Ocean City
- Cheap Hotels in Ocean City
- Lgbt-Friendly Hotels in Ocean City
- Luxury Hotels in Ocean City
- Hotels with Spa in Ocean City
- Ocean City Hotels
- Ocean Pines Hotels
- Pocomoke City Hotels
- Rehobeth Hotels
- Beach Hotels in Salisbury
- Cheap Hotels in Salisbury
- Hotels with Spa in Salisbury
- Salisbury Hotels
- Hotels near Salisbury University
- Snow Hill Hotels
- Houseboats in St. George Island
- Cottages in St. Michaels
- Trappe Hotels
- West Ocean City Hotels
- Wingate Hotels
- Flights to Isle of Wight
- Flights to Ocean City
- Flights to Salisbury
- Flights from Cambridge - Dorchester
- Flights from Salisbury - Ocean City Wicomico Regional
- Flights from Mardela Springs
- Flights from Rhodesdale
- Flights from Trappe
- Flights from Vienna
- Flights from Kalamazoo (AZO) to Ocean City (OCE)
- Flights from Boston (BOS) to Ocean City (OCE)
- Flights from Washington (DCA) to Ocean City (OCE)
- Flights from New York (JFK) to Ocean City (OCE)
- Flights from New York (JFK) to Salisbury (SBY)
- Flights from Manchester (MAN) to Salisbury (SBY)
- Flights from Manila (MNL) to Salisbury (SBY)
- Flights from San Francisco (SFO) to Salisbury (SBY)
- Flights from Yap (YAP) to Ocean City (OCE)
- Assateague State Park
- Visit Bishops Head
- Blackwater National Wildlife Refuge
- Carousel Ice Skating Rink
- Choptank River Lighthouse
- Coco's Funhouse
- Visit Crisfield
- Dorchester County Visitors Center
- Visit Fishing Creek
- Jolly Roger Amusement Park
- Jolly Roger at the Pier
- Adventure Holiday Packages Eastern Maryland
- All inclusive Holiday Packages Isle of Wight
- Main Street Berlin
- Midway Shopping Center
- Ocean City Holidays
- Planet Maze
- Poplar Hill Mansion
- Salisbury Holidays
- Secretary Holidays
- Ada Rental Cars in Isle of Wight
- Airport Van Rental Rental Cars in Isle of Wight
- Avis Rental Cars in Upper Hooper Island
- Budget Rental Cars in Berlin
- Car hire Newark
- Car hire Ocean City
- Car hire Salisbury
- Enterprise Rental Cars in Isle of Wight
- First-Car Rental Cars in Isle of Wight
- Global Rent a Car Rental Cars in Hoopers Island
- Localiza Rental Cars in Upper Hooper Island
- Sixt Rental Cars in Upper Hooper Island
- Thrifty Car Rental Rental Cars in Isle of Wight
- Top Rent a Car Rental Cars in Eden
- Top Rent a Car Rental Cars in Isle of Wight
- People Carrier Car Hire in Ocean City