Search Western Shore of Maryland Guest Houses

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
26 Sept - 28 Sept
In two weeks
3 Oct - 5 Oct
In one month
17 Oct - 19 Oct
In two months
14 Nov - 16 Nov

Featured Guest Houses in Western Shore of Maryland

Our top choices for Western Shore of Maryland guest houses

Skylight
Basic Room, 1 Bedroom

Skylight

2.0 star property
4.0 out of 10, (1)
"Outrageous price for what’s offered."
Skylight
Riverview Retreat on Warehouse Creek - sleeps 6
Outdoor dining

Riverview Retreat on Warehouse Creek - sleeps 6

10.0 out of 10, Exceptional, (29)
"Very clean, quiet, they provided everything. It was beautiful and peaceful. I would love to stay there again. "
The price is AU$552
includes taxes & fees
22 Sept - 23 Sept
Riverview Retreat on Warehouse Creek - sleeps 6
Garden Cottage · Garden Cottage - Fire Pit and Grill near Beaches
Exterior

Garden Cottage · Garden Cottage - Fire Pit and Grill near Beaches

10.0 out of 10, Exceptional, (30)
"The property was clean, attractive, and comfortable. The property manager was responsive, proactive, and friendly. This property is perfect for those who are looking for a smaller but clean place to stay in a prime location. "
Garden Cottage · Garden Cottage - Fire Pit and Grill near Beaches
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
Fridge, microwave, oven, stovetop

West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

10.0 out of 10, Exceptional, (19)
"Loved the stay here. Such a nice cute spot and so close to everything we needed."
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
Deluxe Basement Guest Suite w/ Luxury Amenities Minutes From BWI/Annapolis/DC
Terrace/patio

Deluxe Basement Guest Suite w/ Luxury Amenities Minutes From BWI/Annapolis/DC

9.8 out of 10, Exceptional, (7)
"Great property for visiting the area."
Deluxe Basement Guest Suite w/ Luxury Amenities Minutes From BWI/Annapolis/DC
Calico Cottage Guest House
Terrace/patio

Calico Cottage Guest House

10.0 out of 10, Exceptional, (8)
"This tiny house is tastefully furnished and, coupled with the quiet neighborhood, provides a relaxing, peaceful environment."
Calico Cottage Guest House
Room in Guest Room - Twin Bunk-style Bedroom Close to Downtown
Shared Dormitory, 1 Bedroom, Smoking, Patio | Interior

Room in Guest Room - Twin Bunk-style Bedroom Close to Downtown

2.0 star property
2.0 out of 10, (1)
"This property appears to be in an area that is dangerous. None of the pictures really show it but it's really alarming. Mostly what appears dangerous is the surrounding area."
Room in Guest Room - Twin Bunk-style Bedroom Close to Downtown
Room in Guest Room - Cozy Bedroom Close to Downtown
Shared Dormitory, 1 Bedroom, Smoking, Patio | Interior

Room in Guest Room - Cozy Bedroom Close to Downtown

2.0 star property
Room in Guest Room - Cozy Bedroom Close to Downtown
Urban Hideaway 5 Mins To Downtown and Stadiums
1 bedroom

Urban Hideaway 5 Mins To Downtown and Stadiums

2.0 star property
Urban Hideaway 5 Mins To Downtown and Stadiums
Guest House
Basic Double Room

Guest House

2.0 star property
Guest House
International
Basic Room

International

2.0 star property
International
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 Western Shore of Maryland Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Friendly check-in, let us store our bags at early arrival. Well-maintained historic hotel. Big room. Only complaint is that pillows are too big. "
SHEILA 1-night trip
Posted 1 day ago
Historic Inns of Annapolis

Find out more about Western Shore of Maryland

Find out more about Western Shore of Maryland

Western Shore of Maryland Guest Houses information

Number of reviews
75
Accommodation
12 Guest Houses
Lowest Price
AU$552
Highest Price
AU$552

Explore a world of travel with Expedia

Explore a world of travel with Expedia