Holiday rentals in Sherwood Forest
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Top-rated holiday rentals in Sherwood Forest
Guests agree: these stays are highly rated for location, cleanliness and more.
Flat in Pasadena
4.99 out of 5 average rating, 542 reviewsSea Dreamer aka Phenomenal Hospitality
Stunning sunrises free in a tranquil, riverfront, apartment with front entrance. Split foyer home, I am upstairs, you are downstairs. 2 separate bedrooms, one overlooking the river. Living room includes dining area, office space, comfy seating, and a massage chair!. Full bath, best showerhead, soaps, shampoos, and towels. Pull out sofa bed for larger parties. Kitchenette has everything necessary to cook with. BWI 20 min, 40 Annapolis, 60 to DC. Patio, fire pit, grill, deck and beach walks.
16–23 Nov
Guest suite in Arnold
4.96 out of 5 average rating, 560 reviewsOld Bay Bungalow
This in-law apartment located in the lower level of my occupied home is just moments outside of Annapolis, mere blocks from the Magothy River. I enjoy inviting guests into the space, and take pride in treating new friends like family. Come rest your weary bones in your private retreat with its own separate entrance, relaxing sunporch, and stocked kitchenette. Reach into the fridge and enjoy cold soda or a local beer on me! Sit around our fireplace and relax. Settle into the Old Bay Bungalow!
22–29 May
Cottage in Annapolis
4.94 out of 5 average rating, 308 reviewsWright’s Cottage, Pets Welcome!
We offer a very tiny, mostly original, cottage built in the 1940’s. Located in the community of Bon Haven, large properties and big trees gives one a cozy, country feel, yet so close to bustling Annapolis! There is RV/EV hookup, an outdoor woodstove, and a propane grill for your use. The yard in the back of the cottage is fully fenced so your dog, cat, or maybe, pig or rabbit 🤔can freely play. Everything is very laid back at Wright’s cottage. Come stay and take the time to enjoy being you!
20–27 Aug
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Sherwood Forest holiday rentals
Other great holiday rentals in Sherwood Forest
Flat in Edgewater
4.92 out of 5 average rating, 396 reviewsPet Friendly Garden Apartment Near Annapolis
29 Jun – 6 Jul
Guest suite in Edgewater
4.89 out of 5 average rating, 435 reviewsSouth River Park Apartment
1–8 Jun
Cottage in Annapolis
4.96 out of 5 average rating, 328 reviewsRelaxing Water Views - Mill Creek Cottage
10–17 Mar
Guest house in Annapolis
4.99 out of 5 average rating, 102 reviewsCoastal Waterfront 1 Bedroom Cottage
19–26 Sept
Cabin in Gambrills
4.89 out of 5 average rating, 137 reviewsRelaxing Cabin Get Away Near Annapolis & DC
10–17 Aug
Guest suite in Arnold
4.96 out of 5 average rating, 23 reviewsCozy cottage with riverview and pool
24–31 Oct
Home in Arnold
4.93 out of 5 average rating, 15 reviewsPrivate Arnold basement apt- Close to The Point!
26 Oct – 2 Nov
Guest suite in Annapolis
4.94 out of 5 average rating, 67 reviewsAnnapolis Garden Suite
19–26 Jun
Home in Crownsville
5.0 out of 5 average rating, 55 reviews"Hilltop Hideaway"- Private basement suite
14–21 Aug
Home in Arnold
4.93 out of 5 average rating, 43 reviewsBring A Boat! Waterfront home-w/basement apt+dock!
22–29 Apr
Guest house in Crownsville
4.97 out of 5 average rating, 37 reviewsThe Studio on the Severn (Waterfront)
8–15 Jun
Flat in Annapolis
4.94 out of 5 average rating, 33 reviewsTranquil apartment in the woods
28 Jun – 5 Jul
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