Annapolis, MD, USA Vacation Rentals | 

Price Comparison Results
Listings
Listings
United States Maryland Annapolis vacation rental compare prices direct by owner 15397116
5.0 (109)
West Annapolis Cottage
Up to 14 guests
Airbnb$1,381
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 33022832
4.9 (61)
Cute bungalow blocks to Stadium
Up to 6 guests
Airbnb$388
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 29004534
4.9 (47)
History & Charm Steps to Main St, City Dock & USNA
Up to 9 guests
Airbnb$861
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 33525201
5.0 (5)
Historic Luxury Steps to USNA + Vibrant Waterfront
Up to 10 guests
Vrbo
Airbnb
United States Maryland Annapolis vacation rental compare prices direct by owner 33537429
5.0 (34)
Stylish & New | Pet Friendly | Walkable Downtown
Up to 8 guests
Airbnb$781
Vrbo
Average Nightly Rate
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United States Maryland Annapolis vacation rental compare prices direct by owner 11993747
5.0 (222)
Weems Creek Cottage, Annapolis Waterfront
Up to 4 guests
Airbnb$340
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 6335415
5.0 (196)
New Downtown Annapolis Condo With Free Parking
Up to 4 guests
Airbnb$311
Vrbo
Average Nightly Rate

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United States Maryland Annapolis vacation rental compare prices direct by owner 29486152
5.0 (75)
Historic Annapolis~New interior~5+ parking spaces~
Up to 12 guests
Airbnb$1,416
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 29788944
5.0 (92)
USNA downtown house & garage parking 2bd/2bth EV
Up to 6 guests
Airbnb$586
Vrbo
Average Nightly Rate

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United States Maryland Arnold vacation rental compare prices direct by owner 32431401
4.9 (72)
Flohom 3 | Boho Luxe Tiny Home with 360° Views
Up to 2 guests
Airbnb$396
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 32521796
4.9 (49)
Brand New Spacious Luxury Home
Up to 16 guests
Airbnb$1,152
Vrbo
Average Nightly Rate
United States Maryland Edgewater vacation rental compare prices direct by owner 25175788
4.9 (57)
Searenity Stays, a Cozy Home
Up to 6 guests
Airbnb$207
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 35734007
4.9 (9)
Cozy Cottage with Beach Access
Up to 4 guests
Airbnb$329
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 33466915
4.5 (83)
Private Waterfront Woods | Dock, Kayaks, Views
Up to 16 guests
Airbnb$910
Vrbo
Booking.com
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 33549090
Property Manager
4.3 (20)
Governor Calvert 2 Double Beds, Historic Inns!
Up to 4 guests
Airbnb$231
Property Manager
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 33549287
Property Manager
0.0 (0)
Period-Style Lodgings Perfect for a Staycation
Up to 4 guests
Property Manager
Vrbo
Airbnb
United States Maryland Annapolis vacation rental compare prices direct by owner 24956455
5.0 (40)
Townhome Steps to Capitol Bldg Backyard & Parking
Up to 6 guests
Airbnb$724
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 24998299
5.0 (75)
USNA Home Steps to Stadium Dog-Friendly w Parking
Up to 12 guests
Airbnb$1,201
Vrbo
Average Nightly Rate
United States Maryland Arnold vacation rental compare prices direct by owner 27760700
5.0 (6)
Cool Spring Suite pool and pier mins to Annapolis
Up to 4 guests
Airbnb$441
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 28365078
5.0 (33)
The Crabby Patty
Up to 8 guests
Airbnb$780
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 28598168
5.0 (22)
Walk to restaurants and stadium w back deck & yard
Up to 6 guests
Vrbo
Airbnb
United States Maryland Annapolis vacation rental compare prices direct by owner 29162004
5.0 (24)
Luxury Home Steps to Stadium w Backyard & Parking
Up to 8 guests
Airbnb$986
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 29905136
Property Manager
5.0 (2)
Lakefront home with private dock, deck, hot tub, firepit, Ping-Pong, large yard
Up to 16 guests
Property Manager
Vrbo
Airbnb
Booking.com
United States Maryland Annapolis vacation rental compare prices direct by owner 32354374
Property Manager
5.0 (32)
3BR dog-friendly retreat w/ fireplace and patio
Up to 8 guests
Airbnb$432
Property Manager
Vrbo
Average Nightly Rate
United States Maryland Annapolis vacation rental compare prices direct by owner 32393840
Property Manager
5.0 (5)
Annapolis Bay Ridge Retreat
Up to 10 guests
Property Manager
Vrbo
Booking.com
Airbnb
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  1. United States
  2. Maryland
  3. Annapolis Vacation Rental Price Comparison

Compare Airbnb vs. Booking.com vs. Vrbo prices for vacation rentals in Annapolis, MD, USA

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