Search Guest Houses in Western Shore of Maryland

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Compare 10 Guest Houses in Western Shore of Maryland with updated reviews, rates, and availability.

Skylight
Room

Skylight

2.0 star property
4.0 out of 10, (1)
"Outrageous price for what’s offered."
Skylight
Riverview Retreat on Warehouse Creek
Kayaks, paddle boards, hammocks, and dock all available for your stay! (This boathouse is not the sleeping quarters)

Riverview Retreat on Warehouse Creek

10.0 out of 10, Exceptional, (17)
"My kids and I fell in love with Riverview Retreat. I wanted a place to spend Thanksgiving with my daughter as she's in Baltimore for the next two years (we're in TX). I wanted something out of the city and Anapolis rentals were sold out. I expanded my search, found Riverview Retreat, and am so glad I did. RR is perhaps the most comfortable, beautiful rental on record for us (and we rent a lot). PLENTY of room for the four of us (and) our doodle. Large sectional we all piled on for movies, large...
The price is SAR 803
SAR 1,674 total
includes taxes & fees
29 Dec - 30 Dec
Riverview Retreat on Warehouse Creek
Room in Guest Room - Cozy Bedroom Close to Downtown
Room

Room in Guest Room - Cozy Bedroom Close to Downtown

2.0 star property
The price is SAR 235
SAR 276 total
includes taxes & fees
6 Jan - 7 January 2025
Room in Guest Room - Cozy Bedroom Close to Downtown
Room in Guest Room - Twin Bunk-style Bedroom Close to Downtown
Room

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."
The price is SAR 211
SAR 248 total
includes taxes & fees
6 Jan - 7 January 2025
Room in Guest Room - Twin Bunk-style Bedroom Close to Downtown
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
Living area

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

10.0 out of 10, Exceptional, (13)
"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
Calico Cottage Guest House
Outdoor dining

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
Namaste Properties
Room

Namaste Properties

3.0 star property
Namaste Properties
The Sharon Elaine
Front of property

The Sharon Elaine

3.0 star property
2.0 out of 10, (2)
"Beautiful unique neighborhood, intriguing old house with esoteric and eclectic decor, quiet setting with friendly dogs."
The Sharon Elaine
Urban Hideaway 5 Mins To Downtown and Stadiums
Room

Urban Hideaway 5 Mins To Downtown and Stadiums

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

Guest House

2.0 star property
Guest House
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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Other property types in Western Shore of Maryland

⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino
Interior overview

⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino

9.6 out of 10, Exceptional, (19)
"This property meets all expectations! The host was very easy to communicate with. I loved the quaintness of the area and the ease of access to the highways was so nice! I would highly recommend this property to anyone visiting the Baltimore area!"
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Private rear courtyard

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (205)
"A great experience all around"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Miscellaneous

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

10.0 out of 10, Exceptional, (23)
"Fifteen ladies from my church stayed at this Vrbo for a weekend conference in Annapolis. We enjoyed the property and the house! We had a beautiful weekend and even got on the water, played pickle ball, and enjoyed the views. The house is beautiful! The kitchen is well stocked and the house is comfortable and there is plenty of parking. Since it was November, the heated sunroom floors were a wonderful bonus. Thank you for the memories and a wonderful stay!"
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
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.