A marina with numerous sailboats docked at wooden piers.

Book a Eastern Maryland Cottage

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Eastern Maryland cottages

A row of blue mobile homes with white railings and a covered porch area, located on a street with a 'One Way' sign visible.

1. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (364 reviews)
"Good and cute environment"
United States
junghyun
The price is NZ$184
includes taxes & fees
13 Sept - 14 Sept
Shore Point Cottages

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

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is NZ$458
includes taxes & fees
7 Sept - 8 Sept
6 Mi to Salisbury: Forest-view Sanctuary!
A single-story house with a front porch, a staircase leading to the entrance, and a small deck.

3. Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (60 reviews)
"We were there for our granddaughter's wrestling tournament in Salisbury. House was excellent, quiet and clean. Beautiful home. Thank you."
United States
Christopher M.
The price is NZ$443
includes taxes & fees
31 Aug - 1 Sept
Deal Island Bay Cottage

4. Pet-Friendly Pond Cottage • Nature Escape Near Beaches

Pet-Friendly Pond Cottage • Nature Escape Near Beaches
Seaford
The price is NZ$251
includes taxes & fees
31 Aug - 1 Sept
Pet-Friendly Pond Cottage • Nature Escape Near Beaches
A single-story mobile home with a front porch and steps leading to the entrance.

5. 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, (53 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 NZ$636
includes taxes & fees
21 Sept - 22 Sept
Comfortable cottage in gated community, 5 mins to OC and Assateague
A stone building with a sloped roof, a picnic table, and a lighthouse with black and white stripes.

6. 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, (51 reviews)
"Very unique property, with lots of history. We enjoyed our short stay."
United States
Terry R S.
The price is NZ$354
includes taxes & fees
31 Aug - 1 Sept
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
A residential area with houses, a parking lot, and a body of water in the background.

7. Quarry Landing - Center of Town & River View - 3 Bedroom

Quarry Landing - Center of Town & River View - 3 Bedroom
Port Deposit
10.0 out of 10, Exceptional, (15 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is NZ$480
includes taxes & fees
1 Sept - 2 Sept
Quarry Landing - Center of Town & River View - 3 Bedroom
A covered patio with a table and chairs, a white fence, and a view of the greenery.

8. Getaway on 1/2 Acre w/ Deck in Georgetown

Getaway on 1/2 Acre w/ Deck in Georgetown
3.0 star property
Georgetown
10.0 out of 10, Exceptional, (1 review)
"This place is just as you see in the photos; clean, welcoming, great location, and very peaceful. We are certainly looking forward to staying here next year, if available. The contact person was available and answered quickly when I contacted him. "
United States
ANA
The price is NZ$554
includes taxes & fees
8 Sept - 9 Sept
Getaway on 1/2 Acre w/ Deck in Georgetown
A covered outdoor area with a table and chairs, surrounded by trees.

9. 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
The price is NZ$1,015
includes taxes & fees
7 Sept - 8 Sept
8 Mi to Ocean City: Warm & Cozy 3BR Family Home
A waterfront house with a balcony, dock, and a view of the water.

10. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (623 reviews)
"Absolutely loved our stay. It was so quiet, peaceful and scenic. The pool was amazing"
United States
Lindsay
The price is NZ$414
includes taxes & fees
7 Sept - 8 Sept
Key West Cottages
A two-story house with a front porch, a driveway, and a landscaped garden with various plants and a small tree.

11. 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, (60 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 NZ$385
includes taxes & fees
2 Sept - 3 Sept
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
A triangular cabin with a wooden staircase leading to a door, surrounded by trees.

12. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (58 reviews)
"Nice, clean, and would absolutely stay here again."
United States
Dusty S.
The price is NZ$539
includes taxes & fees
29 Sept - 30 Sept
Soul Oasis - home on the Chesapeake Bay
A two-story house with a red door, a front porch, and a tree in the foreground.

13. 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 NZ$615
includes taxes & fees
16 Sept - 17 Sept
2 Mi to Downtown: Tranquil Abode in Chincoteague!

14. 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 NZ$738
includes taxes & fees
28 Sept - 29 Sept
Pet-friendly creekside cottage w/ backyard
A blue house with a porch, white shutters, and a black railing.

15. Heart of Amish Country - Paradise Cottage

Heart of Amish Country - Paradise Cottage
Paradise
10.0 out of 10, Exceptional, (62 reviews)
"Great location, super clean and the host was very thoughtful with all the sweet treats provided for us. The coffee bar was well stocked and the kitchen had everything needed for our weekend stay."
United States
Tammy W.
The price is NZ$456
includes taxes & fees
31 Aug - 1 Sept
Heart of Amish Country - Paradise Cottage
A single-story house with a covered porch, a number '374' on the side, and a covered grill area.

16. 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, (24 reviews)
"Very cute, clean and cozy and had everything we needed. Quiet location but, only a short distance from all we wanted to go to.."
United States
Jody M.
The price is NZ$600
includes taxes & fees
30 Sept - 1 Oct
Charming 1-bedroom cottage with loft in Rehoboth Beach
A gravel driveway with three bicycles parked in front of a house.

17. Slps 8 - Comm. Pool - PetsOK - WD - King - Bikes

Slps 8 - Comm. Pool - PetsOK - WD - King - Bikes
Lewes
9.0 out of 10, Wonderful, (11 reviews)
"Great stay!"
United States
Ashley Z.
Slps 8 - Comm. Pool - PetsOK - WD - King - Bikes
A single-story house with a front porch, a small deck, and a wooden walkway leading to the door.

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

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Point Lookout
9.6 out of 10, Exceptional, (17 reviews)
"Was very cozy and comfortable."
United States
sandi c.
The price is NZ$732
includes taxes & fees
29 Sept - 30 Sept
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
A single-story house with a front porch, a small front yard, and a wooden fence.

19. 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 NZ$1,077
includes taxes & fees
15 Sept - 16 Sept
Oasis at Muchy Branch
A two-story house with a deck, a barbecue grill, and a covered patio area.

20. Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub
Lincoln University
10.0 out of 10, Exceptional, (24 reviews)
"Great place to get away! Peaceful, serene with amenities to boast!"
United States
Arthur B.
The price is NZ$803
includes taxes & fees
2 Sept - 3 Sept
Thunder Hill Retreat - Spacious/Deck/Hot tub
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Eastern Maryland Hotel Reviews

Fenwick Inn

Fenwick Inn

8/10 Good
"Good place to stay with kids specially for the great location near by anything you need for them..."
Jonathan 3-night trip
Posted 3 hours ago
Fenwick Inn

Find out more about Eastern Maryland

Eastern Maryland Cottages information

Number of reviews
1,500
Accommodation
17 Cottages
Lowest Price
NZ$184
Highest Price
NZ$1,077

Frequently asked questions

How much do cottages in Eastern Maryland cost?
Cottages in Eastern Maryland range between NZ$184 and NZ$1,077 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 17 cottages in Eastern Maryland. Whether you're travelling with your family, as a duo or with a group of friends, Expedia can help you secure your ideal digs.
What is there to do in Eastern Maryland near my cottage?
There are plenty of exciting attractions to explore when travelling through Eastern Maryland. If you're planning a couple of days in Seaford, Williams Pond Park is a must-see.

Explore a world of travel with Expedia