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12 Sep - 14 Sep
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19 Sep - 21 Sep
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3 Oct - 5 Oct
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31 Oct - 2 Nov

Cottages in Eastern Maryland

Our top choices for Eastern Maryland cottages

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

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

9.8 out of 10, Exceptional, (37)
"Everything was great here, and the owners were very responsive. We would definitely stay here again."
The price is SAR 507
SAR 1,349 total
includes taxes & fees
7 Sep - 8 Sep
Comfortable cottage in gated community, 5 mins to OC and Assateague
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Exterior

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

10.0 out of 10, Exceptional, (20)
"Very nice cottage, as advertised"
The price is SAR 732
SAR 855 total
includes taxes & fees
29 Sep - 30 Sep
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Deal Island Bay Cottage
Exterior

Deal Island Bay Cottage

9.6 out of 10, Exceptional, (57)
"We got every year and stay here, it’s great! "
The price is SAR 597
SAR 1,034 total
includes taxes & fees
5 Oct - 6 Oct
Deal Island Bay Cottage
Grandma’s Cottage will wrap around you like a warm hug
Exterior

Grandma’s Cottage will wrap around you like a warm hug

The price is SAR 844
SAR 1,543 total
includes taxes & fees
8 Sep - 9 Sep
Grandma’s Cottage will wrap around you like a warm hug
Quarry Landing - Center of Town & River View - 3 Bedroom
Property grounds

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

9.8 out of 10, Exceptional, (8)
"Great stay in a relaxing community. We loved to be able to walk to places from the house! The hosts were very helpful and easy to communicate with 💙"
Quarry Landing - Center of Town & River View - 3 Bedroom
Long Beach Cottage, (romantic couple’s getaway)
Property grounds

Long Beach Cottage, (romantic couple’s getaway)

10.0 out of 10, Exceptional, (4)
"Loved the property and the decor. Very well done and luxurious!"
Long Beach Cottage, (romantic couple’s getaway)
Key West Cottages
Exterior

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (439)
"Great place to stay!"
Key West Cottages
Soul Oasis - home on the Chesapeake Bay
Exterior

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (32)
"The A-frame cottage was clean and comfortable. I was accompanied by my son and two grandchildren (ages 12 and 14), and we really loved it. We went fishing in bay at the beach area below the cottage, and also did a lot of fossil hunting along the cliffs, which are breathtaking. Our host Teresa was extremely helpful and welcoming. We will definitely be going back!"
The price is SAR 563
SAR 1,134 total
includes taxes & fees
5 Oct - 6 Oct
Soul Oasis - home on the Chesapeake Bay
Heart of Amish Country - Paradise Cottage
Outdoor dining

Heart of Amish Country - Paradise Cottage

10.0 out of 10, Exceptional, (36)
"Awesome home, very clean, comfortable and roomy. Highly recommend!!"
The price is SAR 499
SAR 1,015 total
includes taxes & fees
6 Oct - 7 Oct
Heart of Amish Country - Paradise Cottage
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
House (3 Bedrooms) | Interior

5 Mi to Downtown Baltimore: Quiet Home w/ Porch

3.0 star property
The price is SAR 705
SAR 1,775 total
includes taxes & fees
17 Sep - 18 Sep
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
Slps 8 - Comm. Pool - PetsOK - WD - King - Bikes
Property grounds

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

9.2 out of 10, Wonderful, (5)
"Great stay!"
The price is SAR 642
SAR 1,357 total
includes taxes & fees
8 Sep - 9 Sep
Slps 8 - Comm. Pool - PetsOK - WD - King - Bikes
Restful and Quaint Cottage
Outdoor spa tub

Restful and Quaint Cottage

9.8 out of 10, Exceptional, (123)
"Very nice place for an overnight stay. "
The price is SAR 709
SAR 1,296 total
includes taxes & fees
8 Sep - 9 Sep
Restful and Quaint Cottage
Charming Carriage House in the Heart of Kennett
Exterior

Charming Carriage House in the Heart of Kennett

10.0 out of 10, Exceptional, (35)
"Booked and stayed it was a great little place to have while visiting family"
The price is SAR 770
SAR 1,635 total
includes taxes & fees
8 Sep - 9 Sep
Charming Carriage House in the Heart of Kennett
Cottage Located on the Patuxent River!
Exterior

Cottage Located on the Patuxent River!

10.0 out of 10, Exceptional, (41)
"The accommodations were superb and being on the water was amazing!"
The price is SAR 1,131
SAR 1,330 total
includes taxes & fees
6 Sep - 7 Sep
Cottage Located on the Patuxent River!
Cozy Spring House in Gorgeous Chadds Ford!
Property grounds

Cozy Spring House in Gorgeous Chadds Ford!

10.0 out of 10, Exceptional, (62)
"We were in town for a wedding nearby and this cozy cottage fit the bill for our needs. It's certainly a quirky little property, but that adds to the charm. Plenty of everything you would need for your stay."
The price is SAR 844
SAR 1,402 total
includes taxes & fees
14 Sep - 15 Sep
Cozy Spring House in Gorgeous Chadds Ford!
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
Exterior

Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

9.4 out of 10, Exceptional, (133)
"Awesome two night stay! Highly recommend! "
The price is SAR 974
SAR 1,674 total
includes taxes & fees
30 Sep - 1 Oct
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
Outdoor dining

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

9.8 out of 10, Exceptional, (27)
"like the neighborhood house was just what we were looking for would come again"
The price is SAR 1,020
SAR 1,989 total
includes taxes & fees
6 Oct - 7 Oct
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Exterior

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

9.2 out of 10, Wonderful, (5)
"The house was close to family in the area, so location was great. The house was clean and airy. The door lock was a bit tricky - otherwise all was excellent."
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Charming 1-bedroom cottage with loft in Rehoboth Beach
Outdoor dining

Charming 1-bedroom cottage with loft in Rehoboth Beach

9.6 out of 10, Exceptional, (8)
"My daughter and I spent Mother's Day weekend here and it was the perfect fit for our short getaway. Close to the beach and restaurants. Quiet. "
The price is SAR 563
SAR 1,305 total
includes taxes & fees
7 Sep - 8 Sep
Charming 1-bedroom cottage with loft in Rehoboth Beach
Thunder Hill Retreat - Spacious/Deck/Hot tub
Outdoor spa tub

Thunder Hill Retreat - Spacious/Deck/Hot tub

10.0 out of 10, Exceptional, (14)
"Our stay was perfect! We had a wonderful time with family celebrating our daughter's UD graduation."
The price is SAR 847
SAR 1,933 total
includes taxes & fees
10 Sep - 11 Sep
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.
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Top Eastern Maryland Hotel Reviews

Ashore Resort & Beach Club

Ashore Resort & Beach Club

10/10 Excellent
"The there was no available ice on most floors . Front desk moves a bit slow with checking people in and forgetting to provide the complementary drink tickets upon arrival. "
Nicole 2-night trip
Posted 1 day ago
Ashore Resort & Beach Club
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

10/10 Excellent
"Very convenient, people are friendly, its a bit sandy but its fine."
Sarah 4-night trip
Posted 4 days ago
Grand Hotel Ocean City Oceanfront

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

How much do cottages in Eastern Maryland cost?
Cottages in Eastern Maryland range between SAR 507 and SAR 507 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 23 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.