Guesthouse vacation rentals in Southern Maryland
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Top-rated guesthouse rentals in Southern Maryland
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Southern Maryland guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Washington
4.87 out of 5 average rating, 749 reviewsCozy Cabin in the City on Cap Hill
Dec 28 – Jan 4
Guesthouse in Washington
4.86 out of 5 average rating, 299 reviewsHistoric Carriage House + Parking!
Feb 6 – 13
Guesthouse in Manassas
4.94 out of 5 average rating, 83 reviewsPrivate Luxury Retreat Close to everything!
Dec 11 – 18
Guesthouse in Colonial Beach
4.96 out of 5 average rating, 48 reviewsBeach Carriage House with Pool and Cabana
Jul 29 – Aug 5
Guesthouse in Spotsylvania Courthouse
4.94 out of 5 average rating, 87 reviewsThe Corn Crib
Sep 18 – 25
Guesthouse in Fredericksburg
4.7 out of 5 average rating, 188 reviewsHolly Corner Cottage
Feb 19 – 26
Guesthouse in Alexandria
4.69 out of 5 average rating, 183 reviewsComfort, Privacy, Full Kitchen, Parking, Metro
Dec 8 – 15
Guesthouse in Oxford
4.82 out of 5 average rating, 114 reviewsBonfield Bungalow
Jun 21 – 28
Guest house rentals with a patio
Guesthouse in Alexandria
4.84 out of 5 average rating, 274 reviewsAdorable 1-Bedroom guesthouse with free parking
Feb 27 – Mar 6
Guesthouse in Washington
5.0 out of 5 average rating, 130 reviewsGorgeous Two-Story Guesthouse w/ Free Parking
Dec 21 – 28
Guesthouse in Washington
4.87 out of 5 average rating, 181 reviewsAdorable English Basement on 15th St
Sep 5 – 12
Guesthouse in Washington
4.95 out of 5 average rating, 102 reviewsGardenLevel 4BD/2.5BA+Parking/By Convention Center
Jul 18 – 25
Guesthouse in Brandywine
5.0 out of 5 average rating, 13 reviewsQuiet cottage in the woods. King-bed suite.
Oct 17 – 24
Guesthouse in Colonial Beach
5.0 out of 5 average rating, 12 reviewsLayton's Lookout is a Rappahannock Treasure
Jul 24 – 31
Guesthouse in Wye Mills
4.94 out of 5 average rating, 17 reviewsAdorable Lake Front 1BR Cottage-fully furnished!
Aug 28 – Sep 4
Guesthouse in Ridge
4.96 out of 5 average rating, 24 reviewsThe way
Aug 1 – 8
Guest house rentals with a washer and dryer
Guesthouse in Arlington
4.98 out of 5 average rating, 102 reviewsSpacious Guest House 10-15 min to DC
Apr 15 – 22
Guesthouse in Alexandria
5.0 out of 5 average rating, 171 reviewsSunny, Stylish Carriage House with a View
Nov 11 – 18
Guesthouse in Washington
4.94 out of 5 average rating, 254 reviewsVibrant + Artsy - mins to NavyYard, CapHill, Dtown
Sep 20 – 27
Guesthouse in Washington
4.96 out of 5 average rating, 157 reviewsGarden Suite
Apr 14 – 21
Guesthouse in Washington
4.99 out of 5 average rating, 102 reviewsLuxurious 1Bed Carriage House, 1.5 Blocks to Metro
Jul 2 – 9
Guesthouse in Washington
4.97 out of 5 average rating, 188 reviewsSpacious, Private, Capitol Hill Carriage House
Jul 2 – 9
Guesthouse in Arlington
5.0 out of 5 average rating, 187 reviewsPrivate Sunny Cottage with King Bed + Yard / Patio
Aug 12 – 19
Guesthouse in Washington
5.0 out of 5 average rating, 116 reviewsTwo-story Historic Carriage House in Vibrant Area
Jul 20 – 27
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