Annapolis, MD, USA Vacation Rentals | 

Price Comparison Results
Listings
Listings
United States Maryland Annapolis vacation rental compare prices direct by owner 29961334
5.0 (201)
Historic & sunny home steps from USNA/downtown
Up to 8 guests
Airbnb$559
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 29998229
5.0 (8)
Perfect Waterfront Getaway/ Family Home
Up to 12 guests
Airbnb$1,120
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 32936948
5.0 (15)
Annapolis gem! Walk to stadium & close to USNA
Up to 6 guests
Airbnb$879
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 33119390
5.0 (55)
15% Discount on Weekly Stays | Walk to Annapolis
Up to 4 guests
Airbnb$293
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 33543596
5.0 (2)
EastPort 3 Bedroom Home
Up to 6 guests
Airbnb
Vrbo
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United States Maryland Annapolis vacation rental compare prices direct by owner 33545621
5.0 (1)
Maryland Inn 2 DBeds, Historic Inns, Pet-Friendly
Up to 4 guests
Airbnb$175
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 33571799
5.0 (34)
Winter Retreat Near Naval Academy+ Hot Tub!
Up to 9 guests
Airbnb$800
Vrbo
Average Nightly Rate

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United States Maryland Annapolis vacation rental compare prices direct by owner 33577665
Property Manager
5.0 (4)
Contemporary Downtown Inn w/ Near Prime Dining
Up to 2 guests
Airbnb$183
Property Manager
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 34836078
5.0 (1)
Renovated Murray Hill Gem
Up to 10 guests
Airbnb
Vrbo

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United States Maryland Annapolis vacation rental compare prices direct by owner 2359355
5.0 (174)
Historic Renovated Home in the Heart of Downtown
Up to 8 guests
Vrbo
Airbnb
United States Maryland Annapolis vacation rental compare prices direct by owner 23628636
Property Manager
5.0 (61)
Spacious 4BR Bayview | Fireplace | Balcony
Up to 10 guests
Booking.com$881
Property Manager
Vrbo
Airbnb
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 11639322
5.0 (175)
Garden View, a spacious 1 bedroom with loft.
Up to 4 guests
Airbnb$204
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 24922050
5.0 (96)
Burley on the Bay
Up to 12 guests
Airbnb$1,227
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 1411983
5.0 (179)
Charming house; walk to everywhere in Annapolis
Up to 4 guests
Airbnb$396
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 2068667
5.0 (71)
Dog friendly! Next to Navy Stadium & DTA Shuttle!
Up to 6 guests
Airbnb$587
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 32327920
5.0 (119)
Nautical Retreat 6 Guests • 3 BDR • 2 Baths
Up to 6 guests
Airbnb$285
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 10419282
5.0 (56)
Charming 4BR Naptown Home <1 Mile to Stadium
Up to 14 guests
Airbnb$792
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 33537838
5.0 (66)
Charming Annapolis Townhome
Up to 5 guests
Airbnb$333
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 15384095
5.0 (155)
Winter Retreat Hot Tub, Pet Friendly, Fully Fenced
Up to 8 guests
Airbnb$664
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 28270248
5.0 (53)
Cozy Holiday! K&Q beds+kit for price 1 hotel room!
Up to 6 guests
Airbnb$694
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 9369438
5.0 (141)
Charming Downtwn Home- Private Parking Patio&Yard!
Up to 10 guests
Vrbo
Airbnb
United States Maryland Annapolis vacation rental compare prices direct by owner 2567087
5.0 (186)
Cozy Annapolis Cottage.
Up to 6 guests
Airbnb$429
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 1227473
5.0 (144)
Perfect Eastport location
Up to 4 guests
Airbnb$371
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 172815
5.0 (121)
Beautiful Downtown Annapolis Home!
Up to 6 guests
Airbnb$598
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 11584900
5.0 (200)
Welcome Aboard!
Up to 4 guests
Airbnb$427
Vrbo
Average Nightly Rate
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  1. United States
  2. Maryland
  3. Annapolis Vacation Rental Price Comparison

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