Guesthouse vacation rentals in Anne Arundel County
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Top-rated guesthouses in Anne Arundel County
Guests agree: these guesthouses 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 Anne Arundel County guesthouses
Family-friendly guesthouses
Guesthouse in Crownsville
4.97 out of 5 average rating, 38 reviewsThe Studio on the Severn (Waterfront)
Oct. 28 – Nov. 4
Guesthouse in Annapolis
4.94 out of 5 average rating, 87 reviewsCarriage House near Navy Stadium, parking, pets
Nov. 10 – 17
Guesthouse in Annapolis
The Barn on Howards Cove with a Pier for your boat
Jul. 6 – 13
Guesthouse in Crofton
4.64 out of 5 average rating, 121 reviewsCentral location, Spacious, Private, More for less
Jan. 16 – 23
Guesthouse in Severna Park
4.99 out of 5 average rating, 75 reviewsPrivate Severn Riverfront Guest Cottage
Jul. 16 – 23
Guesthouses with a patio
Guesthouse in Arnold
5.0 out of 5 average rating, 9 reviewsAdorable 1 BR guest house with water views, deck
Jan. 25 – Feb. 1
Guesthouse in Edgewater
5.0 out of 5 average rating, 6 reviewsRiverview Retreat on Warehouse Creek
Jun. 13 – 20
Guesthouse in Annapolis
5.0 out of 5 average rating, 51 reviewsBright and Airy Carriage House
Mar. 20 – 27
Guesthouse in Annapolis
4.96 out of 5 average rating, 28 reviewsThe Cottage in Annapolis
Dec. 4 – 11
Guesthouse in Annapolis
5.0 out of 5 average rating, 10 reviewsGuesthouse on The Weems Creek
Jun. 18 – 25
Guesthouse in Millersville
5.0 out of 5 average rating, 3 reviewsNewly Renovated 2b/1ba Unit
Aug. 15 – 22
Guesthouse in Brooklyn Park
Cozy and relaxing guest house.
Aug. 27 – Sep. 3
Guesthouse in Stevensville
New place to stayMagnolia Cottage-BlueHeronLandng
Jan. 17 – 24
Guesthouse rentals with a washer and dryer
Guesthouse in Annapolis
4.86 out of 5 average rating, 56 reviewsAnnapolis 1- bedroom Oasis by the Bay!
Oct. 1 – 8
Guesthouse in Upper Marlboro
4.75 out of 5 average rating, 8 reviews25+ walk friendly acres
Mar. 4 – 11
Guesthouse in Arnold
4.9 out of 5 average rating, 21 reviewsMagothy River Bay Cottage
Jul. 19 – 26
Guesthouse in Annapolis
4.79 out of 5 average rating, 29 reviewsCharming Guest House-Annapolis
Jan. 24 – 31
Guesthouse in Hanover
5.0 out of 5 average rating, 4 reviewsNew spacious private guest suite
Dec. 12 – 19
Guesthouse in Annapolis
4.93 out of 5 average rating, 81 reviewsPrivate Cottage on gated estate
May 16 – 23
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