Search Guest Houses in Southern Maryland from CA $223

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Aug 29 - Aug 31
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Browse Select Southern Maryland Guest Houses

Our top choices for Southern Maryland guest houses

The Georgetown House
Exterior

The Georgetown House

3.0 star property
9.0 out of 10, Wonderful, (563)
"Have stayed several times & always great !"
The price is CA $162
CA $188 total
includes taxes & fees
Aug 24 - Aug 25
The Georgetown House
Spacious La Plata Escape
Apartment, 2 Bedrooms | Private kitchen

Spacious La Plata Escape

2.0 star property
8.0 out of 10, Very good, (3)
"Nice place to visit "
The price is CA $223
CA $248 total
includes taxes & fees
Aug 25 - Aug 26
Spacious La Plata Escape
Sandaway Suites & Beach
Private beach, sun loungers, kayaking, fishing

Sandaway Suites & Beach

3.0 star property
9.4 out of 10, Exceptional, (146)
"Excellent hospitality. Also the property is in a good location with great water views."
The price is CA $401
CA $441 total
includes taxes & fees
Aug 25 - Aug 26
Sandaway Suites & Beach
Woody Westover at Hillcrest
Property grounds

Woody Westover at Hillcrest

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"
The price is CA $132
CA $331 total
includes taxes & fees
Aug 27 - Aug 28
Woody Westover at Hillcrest
Riverview Retreat on Warehouse Creek - sleeps 6
TV, fireplace, offices

Riverview Retreat on Warehouse Creek - sleeps 6

10.0 out of 10, Exceptional, (26)
"Very clean, quiet, they provided everything. It was beautiful and peaceful. I would love to stay there again. "
The price is CA $193
CA $531 total
includes taxes & fees
Aug 25 - Aug 26
Riverview Retreat on Warehouse Creek - sleeps 6
Swann House Historic Dupont Circle Inn
Lobby sitting area

Swann House Historic Dupont Circle Inn

4.0 star property
9.4 out of 10, Exceptional, (201)
"Amazing property. Conveniently located"
The price is CA $318
CA $369 total
includes taxes & fees
Aug 24 - Aug 25
Swann House Historic Dupont Circle Inn
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."
The price is CA $137
CA $440 total
includes taxes & fees
Aug 25 - Aug 26
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
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 Southern Maryland Hotel Reviews

Holiday Inn Express Waldorf by IHG

Holiday Inn Express Waldorf by IHG

10/10 Excellent
"Very good customer experience "
Sylvia 5-night trip
Posted 2 days ago
Holiday Inn Express Waldorf by IHG