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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Western Shore of Maryland cottages

Exterior
Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
9.8 out of 10, Exceptional, (40)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
The price is NZ$487
includes taxes & fees
4 Jan - 5 Jan 2026
Soul Oasis - home on the Chesapeake Bay
Property grounds
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Owings
10.0 out of 10, Exceptional, (48)
"We love this place!"
United States
Joan K.
The price is NZ$470
includes taxes & fees
29 Dec - 30 Dec
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
House (3 Bedrooms) | Interior
5 Mi to Downtown Baltimore: Quiet Home w/ Porch

5 Mi to Downtown Baltimore: Quiet Home w/ Porch

5 Mi to Downtown Baltimore: Quiet Home w/ Porch
3.0 star property
Rosedale
9.0 out of 10, Wonderful, (2)
"It took a whole day for the house to get warm.No utensils.And last but not least the heat was turned off in the middle of the night.Monday morning was very cold,that’s why we left at nine thirty. "
United States
Cathy
The price is NZ$853
includes taxes & fees
4 Jan - 5 Jan 2026
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
Exterior
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

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

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Point Lookout
9.4 out of 10, Exceptional, (8)
"The cottage was clean and welcoming. The location can't be beat. It is right on the water, quiet and nearby point lookout. Great place to visit and walk our dogs. The property owners were responsive and gave us a nice list of things to do around the area. Would definitely stay again!"
United States
Adam P.
The price is NZ$542
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Exterior
Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!
Prince Frederick
10.0 out of 10, Exceptional, (42)
"This place was very lovely. Beautiful atmosphere and very spacious cottage. Didn’t get to see the owners but really enjoyed their property. Loved having the coffee maker, comfy bed and awesome tub! I will definitely be back. "
United States
RACHEL S.
The price is NZ$544
includes taxes & fees
29 Dec - 30 Dec
Cottage Located on the Patuxent River!
Microwave, oven, stovetop, dishwasher
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
2.0 star property
North Beach
9.6 out of 10, Exceptional, (4)
"Great place in a wonderful area! So cozy & well situated! A perfect weekend getaway!"
United States
Jana S.
The price is NZ$474
includes taxes & fees
30 Dec - 31 Dec
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Iron/ironing board, WiFi, bed sheets
Charming Farm Cottage

Charming Farm Cottage

Charming Farm Cottage
2.0 star property
Jarrettsville
The price is NZ$460
includes taxes & fees
5 Jan - 6 Jan 2026
Charming Farm Cottage
Outdoor dining
Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
9.6 out of 10, Exceptional, (22)
"Excellent Property"
United States
Buu T.
The price is NZ$1,139
includes taxes & fees
29 Dec - 30 Dec
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Exterior detail
Secluded Cozy Cottage in Historic Downtown

Secluded Cozy Cottage in Historic Downtown

Secluded Cozy Cottage in Historic Downtown
Historic District
9.6 out of 10, Exceptional, (16)
"Lovely, secluded cottage close to downtown Annapolis. Host was very accommodating and communicated lots of great info. Looking forward to coming back when we can stay longer."
United States
Michael C.
The price is NZ$988
includes taxes & fees
5 Jan - 6 Jan 2026
Secluded Cozy Cottage in Historic Downtown
House (3 Bedrooms) | Interior
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
3.0 star property
Lusby
The price is NZ$1,551
includes taxes & fees
30 Dec - 31 Dec
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
House (2 Bedrooms) | Interior
2BR Home Near Shopping & Restaurants

2BR Home Near Shopping & Restaurants

2BR Home Near Shopping & Restaurants
3.0 star property
York
The price is NZ$661
includes taxes & fees
5 Jan - 6 Jan 2026
2BR Home Near Shopping & Restaurants
Exterior
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

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
10.0 out of 10, Exceptional, (33)
"The River Cottage is very charming, cozy, and well-stocked with all the essentials. The host is quick to respond to inquiries. We had a wonderful and relaxing stay!"
United States
Xiaodong F.
The price is NZ$355
includes taxes & fees
1 Jan - 2 Jan 2026
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Property grounds
Quarry Landing - Center of Town & River View - 3 Bedroom

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, (11)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is NZ$396
includes taxes & fees
12 Jan - 13 Jan 2026
Quarry Landing - Center of Town & River View - 3 Bedroom
Property grounds
Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA

Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA

Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA
Hanover
9.4 out of 10, Exceptional, (3)
"Host was very flexible, communication was excellent. Perfect place to explore the area. "
United States
Dustin
The price is NZ$431
includes taxes & fees
4 Jan - 5 Jan 2026
Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA
Outdoor spa tub
Restful and Quaint Cottage

Restful and Quaint Cottage

Restful and Quaint Cottage
Conestoga
9.8 out of 10, Exceptional, (127)
"We loved staying in this cottage. It is in a quiet location. Loved the hot tub. "
United States
Anonymous traveller
The price is NZ$592
includes taxes & fees
5 Jan - 6 Jan 2026
Restful and Quaint Cottage
Terrace/patio
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.0 out of 10, Wonderful, (8)
"The owner was very nice "
United States
karen
The price is NZ$513
includes taxes & fees
29 Dec - 30 Dec
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Outdoor spa tub
Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub
Lincoln University
10.0 out of 10, Exceptional, (16)
"Our stay was perfect! We had a wonderful time with family celebrating our daughter's UD graduation."
United States
Heidi Z.
The price is NZ$765
includes taxes & fees
5 Jan - 6 Jan 2026
Thunder Hill Retreat - Spacious/Deck/Hot tub
Exterior
Grandma’s Cottage will wrap around you like a warm hug

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

Grandma’s Cottage will wrap around you like a warm hug
Betterton
The price is NZ$714
includes taxes & fees
30 Dec - 31 Dec
Grandma’s Cottage will wrap around you like a warm hug
Outdoor spa tub
Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)
Charlestown
10.0 out of 10, Exceptional, (4)
"Loved the property and the decor. Very well done and luxurious!"
United States
Elisheva K.
The price is NZ$863
includes taxes & fees
7 Jan - 8 Jan 2026
Long Beach Cottage, (romantic couple’s getaway)
Exterior
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
Colonial Beach
9.8 out of 10, Exceptional, (15)
"We love going to Colonial Beach. This house offered everything we were looking for in a mini vacation."
United States
Anonymous traveller
The price is NZ$774
includes taxes & fees
4 Jan - 5 Jan 2026
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
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 Western Shore of Maryland Hotel Reviews

Renaissance Baltimore Harborplace Hotel

Renaissance Baltimore Harborplace Hotel

10/10 Excellent
"This was my 2nd time staying here. Staff were friendly. The room was clean and comfortable. I’d stay again."
Rachael 1-night trip
Posted 16 hours ago
Renaissance Baltimore Harborplace Hotel

Find out more about Western Shore of Maryland

Western Shore of Maryland Cottages information

Number of reviews
371
Accommodation
133 Cottages
Lowest Price
NZ$355
Highest Price
NZ$1,551

Frequently asked questions

How much do cottages in Western Shore of Maryland cost?
Prepare to pay between NZ$355 and NZ$1,551 per night for cottages in Western Shore of Maryland. No matter your budget, a wonderful stay is just clicks away on Expedia. 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 Western Shore of Maryland?
Western Shore of Maryland has 133 cottages to choose from. Click on your travel dates, enter your destination and plan your perfect trip today.
What is there to do in Western Shore of Maryland near my cottage?
You'll find countless things to do in Western Shore of Maryland. If you're off to Washington, swing by Arlington House-The Robert E. Lee Memorial, Cady's Alley and Francis Scott Key Memorial Park. Planning a getaway in Baltimore? Geppi's Entertainment Museum, Union Soldiers and Sailors Monument and Edgar Allan Poe's Gravesite and Memorial are top attractions in this city.

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