A marina with numerous sailboats docked at wooden piers.

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Eastern Maryland cottages

A row of mobile homes with a one-way sign, a covered porch, and a street sign indicating 'Shore Point Lane'.

1. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (384 reviews)
"Easy accessible"
United States
Melissa
Shore Point Cottages
A single-story house with a front porch, a staircase leading to the entrance, and a small deck.

2. Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (61 reviews)
"We loved this place! We were in town for baseball. It is very nice and has all the comforts of home. Kitchen big and well equipped, house was clean and very well furnished. Nice bathrooms and a lovely screened in back porch. It is very near a beautiful beach on the bay that has some of the most beautiful sunsets you will ever see. We really enjoyed this perk!! Prompt communication and everything was as described. I highly recommend this rental!!"
United States
Harold B.
The price is AED 512
AED 944 total
includes taxes & fees
4 Oct - 5 Oct
Deal Island Bay Cottage
A stone building with a sloped roof, a picnic table, and a lighthouse with black and white stripes.

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
9.6 out of 10, Exceptional, (55 reviews)
"Very unique property, with lots of history. We enjoyed our short stay."
United States
Terry R S.
The price is AED 645
AED 777 total
includes taxes & fees
4 Oct - 5 Oct
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
A single-story mobile home with a front porch and steps leading to the entrance.

4. 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, (56 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."
United States
Alexandra
The price is AED 496
AED 1,333 total
includes taxes & fees
6 Oct - 7 Oct
Comfortable cottage in gated community, 5 mins to OC and Assateague
A wooden deck with a hot tub, lounge chairs, and a view of the water.

5. Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)
Charlestown
10.0 out of 10, Exceptional, (8 reviews)
"Nice, quaint house, right on the water. Perfect for couples looking to relax. "
United States
Mike F.
Long Beach Cottage, (romantic couple’s getaway)
A wooden deck with a white railing overlooking a calm body of water and a distant bridge.

6. Game Room! Waterfront Group Haven in Ocean Pines

Game Room! Waterfront Group Haven in Ocean Pines
3.0 star property
Ocean Pines
The price is AED 2,035
AED 4,292 total
includes taxes & fees
18 Oct - 19 Oct
Game Room! Waterfront Group Haven in Ocean Pines
A waterfront house with a balcony, dock, and a view of the water.

7. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (650 reviews)
"Excellent place to stay. Clean, convenient, comfortable."
United States
Debra
The price is AED 711
AED 799 total
includes taxes & fees
4 Oct - 5 Oct
Key West Cottages
A two-story house with a front porch, a driveway, and a landscaped garden with various plants and a small tree.

8. 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, (63 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
The price is AED 331
AED 749 total
includes taxes & fees
8 Oct - 9 Oct
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
A two-story house with a red door, a front porch, and a tree in the foreground.

9. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
3.0 star property
Up the Neck
The price is AED 455
AED 1,344 total
includes taxes & fees
8 Oct - 9 Oct
2 Mi to Downtown: Tranquil Abode in Chincoteague!
A single-story house with a covered porch, a number '374' on the side, and a covered grill area.

10. Charming 1-bedroom cottage with loft in Rehoboth Beach

Charming 1-bedroom cottage with loft in Rehoboth Beach
Truitts Park
9.8 out of 10, Exceptional, (26 reviews)
"loved our stay!"
United States
Clair H.
The price is AED 551
AED 1,285 total
includes taxes & fees
4 Oct - 5 Oct
Charming 1-bedroom cottage with loft in Rehoboth Beach
Welcome to Creekside Retreat!

11. Pet-friendly creekside cottage w/ backyard

Pet-friendly creekside cottage w/ backyard
Up the Neck
9.4 out of 10, Exceptional, (140 reviews)
"The house was very clean and tidy when we arrived. We appreciated having our linens supplied, the very clear house manual with all instructions and clear communication on how to access the house. We also liked how the host checked in to see how we were doing and if we had any needs. This house was also pet friendly."
United States
Christine
The price is AED 601
AED 1,246 total
includes taxes & fees
7 Oct - 8 Oct
Pet-friendly creekside cottage w/ backyard
A single-story house with a front porch, a small front yard, and a wooden fence.

12. Oasis at Muchy Branch

Oasis at Muchy Branch
Midway
9.8 out of 10, Exceptional, (27 reviews)
"Very pet friendly for my two small dogs 9lbs and 15lbs.So satisfied I think we will return the end of September for a few days."
United States
Bill G.
The price is AED 350
AED 1,141 total
includes taxes & fees
8 Oct - 9 Oct
Oasis at Muchy Branch
A two-story building with a covered outdoor area, a staircase, and trees with autumn leaves.

13. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

Your Annapolis Waterfront retreat for a weekend or any-day getaway!
West Annapolis
10.0 out of 10, Exceptional, (94 reviews)
"Lovely location and Jim was very helpful all the way around!"
United States
Jill R.
The price is AED 1,067
AED 1,597 total
includes taxes & fees
5 Oct - 6 Oct
Your Annapolis Waterfront retreat for a weekend or any-day getaway!
A single-story house with a front porch, a small deck, and a wooden walkway leading to the door.

14. Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Point Lookout
9.0 out of 10, Wonderful, (19 reviews)
"Was very cozy and comfortable."
United States
sandi c.
The price is AED 848
AED 1,631 total
includes taxes & fees
26 Oct - 27 Oct
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Living area

15. Creekside Cottage with Sunroom and Fire Pit - with Plenty of Outdoor Space Near Assateague Island in Chincoteague, VA

Creekside Cottage with Sunroom and Fire Pit - with Plenty of Outdoor Space Near Assateague Island in Chincoteague, VA
Up the Neck
The price is AED 942
AED 1,161 total
includes taxes & fees
7 Oct - 8 Oct
Creekside Cottage with Sunroom and Fire Pit - with Plenty of Outdoor Space Near Assateague Island in Chincoteague, VA
A blue house with a porch, white shutters, and a black railing.

16. Heart of Amish Country - Paradise Cottage

Heart of Amish Country - Paradise Cottage
Paradise
10.0 out of 10, Exceptional, (66 reviews)
"House was great Very clean Very comfortable and easy to get around the area. Host was very responsive and easy to work with"
United States
Jeannie K.
The price is AED 489
AED 1,009 total
includes taxes & fees
5 Oct - 6 Oct
Heart of Amish Country - Paradise Cottage
A residential property with a covered patio, a fenced deck, and a gravel driveway.

17. Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
Milton
9.8 out of 10, Exceptional, (38 reviews)
"Love how pet friendly it was a so close to the beach!"
United States
Lauren B.
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
A wooden deck leading to a house surrounded by dense trees.

18. Cozy Spring House in Gorgeous Chadds Ford!

Cozy Spring House in Gorgeous Chadds Ford!
Chadds Ford
9.8 out of 10, Exceptional, (89 reviews)
"We enjoyed Cozy Cottage and would come back again!"
United States
ken s.
The price is AED 735
AED 1,282 total
includes taxes & fees
4 Oct - 5 Oct
Cozy Spring House in Gorgeous Chadds Ford!
A wooden deck with two white lounge chairs and a small table, surrounded by a white railing and trees.

19. 2 Mi to Bethany Beach! Family Getaway w/ Deck

2 Mi to Bethany Beach! Family Getaway w/ Deck
3.0 star property
Savannah's Landing
10.0 out of 10, Exceptional, (1 review)
"Everything was fine, looking forward to come back!"
United States
Marlon
The price is AED 463
AED 1,443 total
includes taxes & fees
5 Oct - 6 Oct
2 Mi to Bethany Beach! Family Getaway w/ Deck
A wooden deck with wicker furniture, a round table, and a fire pit.

20. Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
9.6 out of 10, Exceptional, (24 reviews)
"Excellent Property"
United States
Buu T.
The price is AED 1,322
AED 2,441 total
includes taxes & fees
5 Oct - 6 Oct
Chesapeake Cottages- 2 Quaint Waterfront Retreats
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 Eastern Maryland Hotel Reviews

Days Inn by Wyndham Ocean City Oceanfront

Days Inn by Wyndham Ocean City Oceanfront

8/10 Good
"room was clean and comfortable. The only concern was no hot water or soap in the shower dispenser"
George 2-night trip
Posted 2 hours ago
Days Inn by Wyndham Ocean City Oceanfront

Frequently asked questions

How much do cottages in Eastern Maryland cost?
Cottages in Eastern Maryland range between AED 749 and AED 4,292 per night. These retreats offer a chance to reconnect with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Eastern Maryland?
You can pick from 19 cottages in Eastern Maryland. Whether you're traveling with your family, as a duo or with a group of friends, Expedia can help you secure your ideal digs.
Why book your cottage in Eastern Maryland with Expedia?
We think that traveling should be easy, so if you're after cottages in Eastern Maryland at a great price, Expedia is here to help. Keep the budget under control and choose an economical option far from the rush of the city, or book a luxury cottage to spoil the ones you love most.
How can I find cheap cottages in Eastern Maryland?
The easiest way to score cheap cottages in Eastern Maryland is with Expedia's useful filter tool. Fine-tune your search results by amenities, star rating and budget to access unbeatable rates in a few clicks.

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