House vacation rentals in Annapolis
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Top-rated house rentals in Annapolis
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Annapolis house rentals
House rentals with free parking
Home in Glen Burnie
Secluded acre near BWI and Baltimore
Home in Silver Spring
Entire Guest Suite/Apt in Silver Spring/FDA
Home in Glen Burnie
Cozy Home with Relaxing Views - 10 mins. to BWI
Home in Annapolis
Country House on the Bay
Home in Annapolis
Eastport Haven House
Home in Glen Burnie
12 M to Naval Acadmey | WATERFRONT|Calming Paradis
Home in Annapolis
Quiet Waterfront
Home in Arnold
Private Arnold basement apt- Close to The Point!
House rentals with a pool
Home in Tracys Landing
The Little Gypsy BoHome
Home in Edgewater
House in Edgewater Maryland
Home in Kent Narrows
Chester Riverfront At Kent Narrows
Home in Saint Michaels
Miles Aweigh
Home in Harwood
Luxury Home, Sleeps 15, Private Pool, Close to DC
Home in Severn
Large Home with Pool & 7 bedrooms; sleeps 21
Home in Chesapeake Beach
Indoor pool/spa nestled in Southern Md. woods.
Home in Cambridge
Waterfront, Fabulous Home for Families with Pool!
Home in Grasonville
River Front, Private Single Family Home
Home in Stevensville
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
Home in Crownsville
Severn River Waterfront Home
Home in Stevensville
The Kent Island House
Home in Deale
Chesapeake Waterfront Kayaks-Fish & Crabbing
Home in Cambridge
Sunset Breezes - quiet waterfront retreat
Home in Riviera Beach
NEW 5 Bedroom Home with Pier by Water
Home in Cambridge
Dorothy's Chesapeake Delight
Quick stats about house rentals in Annapolis
Total rentals
390 properties
Rentals with dedicated workspaces
240 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
120 properties allow pets
Family-friendly rentals
330 properties are a good fit for families
Total number of reviews
12K reviews
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