Search Guest Houses in Western Shore of Maryland

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Our top choices for Western Shore of Maryland guest houses

Fridge, microwave, oven, stovetop
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

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

Homewood
10.0 out of 10, Exceptional, (19)
"Very convenient! We really enjoyed our stay and the hosts were very accommodating! "
United States
Susan Y.
$268 nightly
The price is $306
Dec 15 - Dec 16
Total with taxes and fees
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
Reception
Eden Park Guest House

Eden Park Guest House

3.5 star property
Takoma Park
7.8 out of 10, Good, (154)
"Good value. Pleasant place to stay. Pleasant staff. Only real complaint I have is that the mini-fridge in the room was very loud when it was running."
United States
Miles
$120 nightly
The price is $136
Dec 11 - Dec 12
Total with taxes and fees
Eden Park Guest House
Exterior
The Georgetown House

The Georgetown House

3.0 star property
Georgetown
9.0 out of 10, Wonderful, (570)
"Would be back any time. Very clean, convenient location- everything is near by. Staff was very helpful and friendly. "
United States
Aimee
$106 nightly
The price is $122
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Georgetown House
Interior
Farmette Guesthouse|Fire pit|Private|Creekside

Farmette Guesthouse|Fire pit|Private|Creekside

New Providence
10.0 out of 10, Exceptional, (5)
"Would love to visit again. Top end accommodation all around. Can’t recommend enough. "
United States
Todd K.
$237 nightly
The price is $250
Dec 17 - Dec 18
Total with taxes and fees
Farmette Guesthouse|Fire pit|Private|Creekside
Apartment, 2 Bedrooms | Private kitchen
Spacious La Plata Escape

Spacious La Plata Escape

2.0 star property
La Plata
8.0 out of 10, Very Good, (3)
"Nice place to visit "
United States
Lamont
$161 nightly
The price is $182
Dec 11 - Dec 12
Total with taxes and fees
Spacious La Plata Escape
Exterior
Ironmaster Mansion — 1700's historic stone guest house with creek view

Ironmaster Mansion — 1700's historic stone guest house with creek view

Pequea
10.0 out of 10, Exceptional, (20)
"Lovely location and the owner was very responsive to any inquiries. "
United States
Nancy M.
$286 nightly
The price is $316
Dec 11 - Dec 12
Total with taxes and fees
Ironmaster Mansion — 1700's historic stone guest house with creek view
Property grounds
Woody Westover at Hillcrest

Woody Westover at Hillcrest

Southeast
9.4 out of 10, Exceptional, (22)
"Nice place in quiet, safe, and pretty neighborhood. Close to the city and attractions. Nice host. We would happily stay here again"
United States
Robert K.
$187 nightly
The price is $217
Dec 11 - Dec 12
Total with taxes and fees
Woody Westover at Hillcrest
Lobby sitting area
Swann House Historic Dupont Circle Inn

Swann House Historic Dupont Circle Inn

4.0 star property
Northwest
9.4 out of 10, Exceptional, (203)
"This was an incredible gem in a great location! "
United States
Kate
$181 nightly
The price is $210
Dec 15 - Dec 16
Total with taxes and fees
Swann House Historic Dupont Circle Inn
Fridge, microwave, oven, stovetop
GardenLevel 4BR/2.5BA-Parking+By Convention Center

GardenLevel 4BR/2.5BA-Parking+By Convention Center

Northwest
9.8 out of 10, Exceptional, (7)
"Nice place"
United States
Cindy K.
$442 nightly
The price is $512
Dec 14 - Dec 15
Total with taxes and fees
GardenLevel 4BR/2.5BA-Parking+By Convention Center
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

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Great"
stephen 3-night trip
Posted 20 hours ago
DoubleTree by Hilton Hotel Annapolis

Find out more about Western Shore of Maryland

Western Shore of Maryland Guest Houses information

Number of reviews
1,003
Accommodation
6 Guest Houses
Lowest Price
$122
Highest Price
$512

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