Annapolis Rentals
- From $800 per night (USD)
VRBO
Charming 3-bedroom house with AC and WiFi in enchanting Annapolis\/Eastport
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Stay comfortably in Annapolis at this 3-bedroom house. With 1 king bed, 1 queen bed, and 1 full bed, this tremendous pro ...
From $800 per night (USD)VRBO
- From $1200 per night (USD)
VRBO
Upscale home in Eastport \/ Annapolis
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Ideal location in the heart of Eastport, walking distance to everything Annapolis offers. Only 3 blocks to the Spa Creek ...
From $1200 per night (USD)VRBO
- From $888 per night (USD)
VRBO
Historic Luxury Steps to USNA + Vibrant Waterfront\n
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Fair Winds, a beautiful, spacious and sunlit historic home on gorgeous Prince George Street in the heart of d ...
From $888 per night (USD)VRBO
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VRBO
Charming Annapolis home in Eastport, Now available Commissioning Week!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This delightful restored home is just 3 blocks away from the Eastport Bridge and 1.3 miles away from the Naval Academy ...
Click For PricingVRBO
- From $700 per night (USD)
VRBO
Walk to everything! Downtown Historic Annapolis “Arts District”
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Built in 1920, the “Norfolk-Sheets House” at 39 Madison Place is a historic home, c.1904, located in the sought-after ne ...
From $700 per night (USD)VRBO
- From $1043 per night (USD)
VRBO
Historic Annapolis With Parking
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Historic home with off-street parking for three cars and three blocks from the USNA. Across the Street from St. John Co ...
From $1043 per night (USD)VRBO
- From $265 per night (USD)
VRBO
Cheerful 3-Bedroom House in Downtown Annapolis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Private 3 floor house located at the edge of Annapolis historic district. You can be certain that you will have all the ...
From $265 per night (USD)VRBO
- From $1400 per night (USD)
VRBO
Reno'd Home in West Annapolis: Great for Stadium Events, Boat Shows & Downtown
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
West Annapolis is a neighborhood close to everything, but with peace and quiet in mind. Shopping and food options are c ...
From $1400 per night (USD)VRBO
- From $456 per night (USD)
VRBO
Chesapeake Comfort, Annapolis.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Annapolis Bungalow Home that is professionally cleaned and is a full time Airbnb. I have been a Superhost with other lis ...
From $456 per night (USD)VRBO
- From $582 per night (USD)
Expedia
Lovely home with a deck, gas grill, AC, firepit, & washer\/dryer
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Portside Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
From $582 per night (USD)Expedia
- From $404 per night (USD)
VRBO
Cozy private home 3 min walk to downtown, elevator, private driveway
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a short walk to the center of Annapolis and harbor, this home includes a private driveway for 1 large vehicle (a r ...
From $404 per night (USD)VRBO
- From $299 per night (USD)
VRBO
Perfect Eastport Location, walk everywhere, Annapolis NO CLEANING FEE
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Leave your car behind and walk to everything Annapolis, Eastport is full of charm, Restaurants, Museums, live music. Com ...
From $299 per night (USD)VRBO
- From $825 per night (USD)
VRBO
Newly renovated historic Annapolis house. walking distance to navy stadium, DTA
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
A perfect harmony of classic and modern, this newly renovated property has a quintessential Annapolis feel. Nestled in t ...
From $825 per night (USD)VRBO
- From $170 per night (USD)
VRBO
Cozy Bungalow w\/ Ample Outdoor Space Near Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to my charming Annapolis home in Eastport! My cozy 1 bed/1 bath house features a versatile spare room perfect fo ...
From $170 per night (USD)VRBO
- From $1103 per night (USD)
VRBO
Treasure Trove on Thompson
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
NBS22-145199 - PLEASE NOTE: IF YOU BOOK THIS PROPERTY, YOU WILL BE CONTACTED BY ANNAPOLIS ACCOMMODATIONS TO FINALIZE A ...
From $1103 per night (USD)VRBO
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VRBO
Charming Historic Annapolis Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This delightful historic home is situated directly across the street from the Paca House, and only three blocks from the ...
Click For PricingVRBO
- From $751 per night (USD)
VRBO
Parking at Stunning On Cloud 9 with private patio pet-friendly
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to this stunning home in downtown Annapolis with all the things you will ever need: parking for 2 cars (1 on-sit ...
From $751 per night (USD)VRBO
- From $655 per night (USD)
VRBO
Still Available for 2024 Commissioning Week! Dog-friendly beachfront home on the Chesapeake
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
*Still available for 2024 Commissioning Week - 5-night minimum! Watch the sunrise on the private beach at Oh Happy Bay. ...
From $655 per night (USD)VRBO
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VRBO
Historic happy home, steps to Main Street, parking and lots of outdoor space
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy a piece of Annapolis history! Nestled at the end of a row, this circa 1879 home has the perfect blend of historic ...
Click For PricingVRBO
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VRBO
Fully renovated house in the heart of the Historic District!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fully updated 3 bed/1.5 bath in Historic Annapolis, less than a mile from the main gates of the Naval Academy! Main bedr ...
Click For PricingVRBO
- From $466 per night (USD)
VRBO
3 bdrm close to city center, great yard & parking!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Approx .7 mile to stadium, 1.4 to Naval Academy. Walk to free shuttle at Park Place and to great coffee every morning fr ...
From $466 per night (USD)VRBO
- From $313 per night (USD)
VRBO
Historic house in Annapolis Arts District
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Super host house rental in charming historic house, private and upscale, tucked away in the quiet President’s Hill neigh ...
From $313 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Comfortable Townhouse Minutes from City Dock and US Naval Academy!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Make this well-appointed townhouse your home away from home in the family-friendly Hunt Meadow community conveniently lo ...
From $300 per night (USD)VRBO
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VRBO
Eastport Hideaway - Perfect little guesthouse for 2
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Welcome to our newest listing in Annapolis . Tucked away is this sweet little guesthouse that has been newly renovated . ...
Click For PricingVRBO
- From $375 per night (USD)
VRBO
Adorable home steps from Navy Stadium!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Can’t beat the space and location of this property for your trip to Annapolis! Just a block away from Navy Stadium for a ...
From $375 per night (USD)VRBO
- From $216 per night (USD)
Expedia
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Five blocks to Naval Bagels, Agave, Chessie's Wharf, Evelyn's, Bean Rush Cafe, Rutabagas, Grauls Groceries and other sho ...
From $216 per night (USD)Expedia
- Click For Pricing
VRBO
Spacious home with outdoor fireplace & fenced yard with outdoor kitchen
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A Stone's Throw Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
Click For PricingVRBO
- From $746 per night (USD)
Expedia
Newly renovated downtown home with patio, gas grill, and gas fireplace
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Blue Angel's Nest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $746 per night (USD)Expedia
- From $935 per night (USD)
VRBO
Updated historic home with parking; near Academy, college & harbor - central AC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Anchors Aweigh Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $935 per night (USD)VRBO
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Expedia
Modern home with a fenced yard, W\/D, AC & high-end appliances - walk town
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Stadium Splendour Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
Click For PricingExpedia
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Expedia
Upscale & updated multi-level home with private courtyard, grill & gas fireplace
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
The Pacific Fleet House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
Click For PricingExpedia
- From $1318 per night (USD)
Expedia
Renovated historic home with courtyard, balcony, grill, great downtown location
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Submariners Gate Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $1318 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Charming Historic Townhouse Steps From USNA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our charming home nestled next to the prestigious Naval Academy in Annapolis. This inviting 1-bedroom, 1-bath ...
From $250 per night (USD)VRBO
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Expedia
Historic Annapolis Home, Convenient to Downtown!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Historic Annapolis home convenient to downtown, restaurants, shopping, commuter routes and public transportation! -0.5 ...
Click For PricingExpedia
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VRBO
Downtown furnished apartment - walking distance to restaurants
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Church owned 2nd Floor apartment in historic house - fully furnished - eat-in kitchen, dining room and living room - has ...
Click For PricingVRBO
- From $340 per night (USD)
Expedia
New listing …. Beautiful Home close to it all.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
This cozy yet spacious home offers 3 queen beds, a twin over full bunk bed with a pull out trundle, 2 full baths, 2 kitc ...
From $340 per night (USD)Expedia
- From $413 per night (USD)
VRBO
Blue & Gold House: Walk to Navy Stadium w\/ parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Blue & Gold House, across the street from the Navy Stadium & a short walk to shopping & dining in Downtow ...
From $413 per night (USD)VRBO
- From $506 per night (USD)
Expedia
Great location, free parking
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
‘Perfect location’ (Ernesto) ‘Loved the house!! Amazing!’ (Aaron) “So much attention to detail.” (Juniper) “Never staye ...
From $506 per night (USD)Expedia
- Click For Pricing
Expedia
Hidden Gem Downtown! Walk to USNA!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
You will be located in the heart of downtown Annapolis! Located right next to the Maryland Inn and steps away from shops ...
Click For PricingExpedia
- From $730 per night (USD)
Expedia
2-story downtown home with enclosed yard, deck, firepit, gas grill & fireplace
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Harrison Hall Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $730 per night (USD)Expedia
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VRBO
Dog-friendly riverfront home with dock, 2 balconies, waterside patio, & grill
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
The Master Shipwright Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
Click For PricingVRBO
- From $580 per night (USD)
Expedia
Perfect Beautiful 6 Bedroom 4 bathroom Gem in Annapolis
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Enjoy a Beautiful 6 Bedroom, 4 bathroom home in the capital of Maryland, centrally-located in the heart of Annapolis. Mi ...
From $580 per night (USD)Expedia
- From $515 per night (USD)
VRBO
Beautiful Cottage Style Home in Quiet Downtown Neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This is a beautiful house for your stay in Annapolis! This large fully renovated house is just off West Street, 1.5 mil ...
From $515 per night (USD)VRBO
- From $808 per night (USD)
VRBO
Annapolis 4 BR House w\/ Cottage and Gameroom
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 13
This is the perfect house for your family friendly visit to Annapolis, MD Enjoy everything the sought after Eastport ne ...
From $808 per night (USD)VRBO
- Click For Pricing
VRBO
Lovely 1 bedroom rental in downtown Annapolis
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Keep it simple at this peaceful ground floor apartment steps from Main Street and all that Annapolis has to offer! The ...
Click For PricingVRBO
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Expedia
Adorable 1 bedroom apartment in downtown Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy a stylish experience at this centrally-located apartment. 2 minute walk to Main Street and all of the attractions ...
Click For PricingExpedia
- From $310 per night (USD)
VRBO
Modern studio apartment 5 minute walk to downtown Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Modern efficiency apartment with king bed, seating area with 2 recliner chairs for watching TV. Set up for remote work ...
From $310 per night (USD)VRBO
- From $987 per night (USD)
Expedia
Stunning, Large Historic Annapolis Home, Steps to Academy and Downtown.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
**Under New Ownership** Experienced owner with multiple properties. Owners live locally, property manager resides in Cit ...
From $987 per night (USD)Expedia
- Click For Pricing
VRBO
Popular Eastport Retreat - private back patio with parking and walk to USNA
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
*Flexible Commissioning Week Cancellation Policy* This unique home was originally built in 1927, and has been fully res ...
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Expedia
Hideaway in the middle of everything
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Clean, spacious Eastport cottage in a prime location to downtown Annapolis and the United States Naval Academy. Both are ...
Click For PricingExpedia
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VRBO
Spacious Townhouse 1 block to Capital Bldg, Parking Multiple gathering spaces
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Naptown Nook, conveniently located in downtown Annapolis, just steps from all the shops and restaurants in th ...
Click For PricingVRBO
- From $575 per night (USD)
Expedia
MODERN 2022 NEWLY BUILT TOWNHOME
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy a stylish experience at this centrally-located and newly-built (2022) Eastport Annapolis townhome. Spacious two li ...
From $575 per night (USD)Expedia
- From $1548 per night (USD)
VRBO
Picturesque home with yard, central AC, washer\/dryer & cable
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Stadium Gardens Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $1548 per night (USD)VRBO
- From $374 per night (USD)
Expedia
Charming brick home with patio, WiFi, AC, & W\/D - walk to everything
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Little House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $374 per night (USD)Expedia
- From $829 per night (USD)
VRBO
High-end Eastport home with private pool, hot tub, grill & off-street parking
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Third Street Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $829 per night (USD)VRBO
- From $218 per night (USD)
Expedia
Pristine Downtown 1-Bedroom Steps from State House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy your stay in the heart of Annapolis's historic district, steps away from the Maryland State House and a few minute ...
From $218 per night (USD)Expedia
- From $1150 per night (USD)
VRBO
Gatehouse Annapolis
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Enjoy the beauty and convenience of Historic Downtown Annapolis and the U.S. Naval Academy. This 5 BR/ 4.5 baths home of ...
From $1150 per night (USD)VRBO
- From $385 per night (USD)
Expedia
Annapolis Vacation Home: 2 Mi to Quiet Waters Park
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The Chesapeake Bay awaits you at this Annapolis vacation rental! 'Admiral's Post' is situated under 4 miles from the cit ...
From $385 per night (USD)Expedia
- Click For Pricing
VRBO
USNA Commissioning Week 2023 Downtown Annapolis House that sleeps 13 people
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
This 3 story half duplex is in the perfect location, situated in historical downtown Annapolis with a modern day feel, r ...
Click For PricingVRBO
- From $160 per night (USD)
Expedia
Cozy Home in Beautiful Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Keep it simple at this peaceful and centrally located Annapolis home. It has all the amenities and essentials of a home ...
From $160 per night (USD)Expedia
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VRBO
Downtown Annapolis Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Two bedroom and two bathroom in Historic Annapolis, only 1 mile from arts district (west street), 2 miles from downtown ...
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Expedia
Take your Leave of Absence around gardens with driveway parking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
**Flexible Commissioning Week Cancellation Policy** Welcome to this gorgeous luxury home tucked into a quiet cul de sac ...
Click For PricingExpedia
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Expedia
Family Tribute Marine's Gate across from Gate 1
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
*Still available for Commissioning Week - 5-night minimum! This Annapolis home, located directly across the street fro ...
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Expedia
Historic Fisher House steps to Main St with parking and private back patio!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Named after the owner’s great-grandfather, who was instrumental in building both Annapolis and Academy fire departments, ...
Click For PricingExpedia
- From $318 per night (USD)
VRBO
Historic Downtown House with Off Street Parking
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious living with all the modern amenities. Prime location - 1 block from the water, restaurants, and shops. Park you ...
From $318 per night (USD)VRBO
- From $511 per night (USD)
Expedia
Historic & sunny home w\/ Fireplace steps from USNA & Downtown Annapolis
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
This beautiful 3-bedroom, 2.5 bath home built in 1900 is located on Prince George Street, one block from Annapolis City ...
From $511 per night (USD)Expedia
- Click For Pricing
VRBO
Indoor Soft Hot Tub - Family Stay @ The Cape!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Make some memories at this unique and family-friendly place. Family Friendly Staycation fully outfitted to accommodate ...
Click For PricingVRBO
- From $240 per night (USD)
Expedia
Historic Annapolis Home 1.5 blocks from center of town.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Historic home 1.5 blocks from center of town. Easy walk to the shops, food, harbor, Naval Academy and historic attractio ...
From $240 per night (USD)Expedia
- From $667 per night (USD)
VRBO
West Annapolis Cottage
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
CONTACT OWNER FOR CW2024/2025 RATES/BOOKING! Recently renovated, this is the perfect location for your family & friends ...
From $667 per night (USD)VRBO
- From $280 per night (USD)
Expedia
COZY DOWNTOWN APARTMENT-Naval Academy Vicinity
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the heart of Annapolis' historic district sits this one bedroom, 1.5 bath cozy apartment. A mere stone's thr ...
From $280 per night (USD)Expedia
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VRBO
New Private Bdrm & Bath in Eastport (walk to Downtown Annapolis)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A brand new, clean pied-a-terre just a walk away from downtown Annapolis! Enjoy Commissioning Week/Blue Angels, Boat Sho ...
Click For PricingVRBO
- From $384 per night (USD)
VRBO
Modern and cozy Captain’s Crossing Cape house in West Annapolis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this mid-century modern, Cape Cod in West Annapolis. This "Ralph-Lauren Cottage" exudes that "Annapolitan fee ...
From $384 per night (USD)VRBO
- From $303 per night (USD)
VRBO
Belle By the Bay- Great location and parking!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
As soon as you enter this beautiful two-floor home, you'll be greeted by the modern yet very comfortable open-concept de ...
From $303 per night (USD)VRBO
- From $337 per night (USD)
Expedia
Quiet dog-friendly suburban home with patio, grill, yard, kitchen, & Pack-N-Play
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Admiral's Glen Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $337 per night (USD)Expedia
- From $420 per night (USD)
VRBO
Luxe Houseboat: Breathtaking Skyline 360 Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
| OVERVIEW | Welcome to FLOHOM 1 | Bay Escape, your home away from shore! Our luxury houseboat is docked at the premie ...
From $420 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Eastport Cozy Charmer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our cottage home- the perfect location for your family & friends to enjoy Naval Academy events, boat shows, s ...
From $275 per night (USD)Expedia
- Click For Pricing
Expedia
Historic Home with Parking Steps From Capital & USNA
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to this vibrant downtown Annapolis oasis—a unique purple parallelogram with a parking spot. From the front door, ...
Click For PricingExpedia
- From $1150 per night (USD)
Expedia
Walk Everywhere! Your Ultimate Annapolis Retreat on Horn Point
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to your ideal rental property at 125 Chester Avenue, located in the desirable neighborhood of Horn Point in Annap ...
From $1150 per night (USD)Expedia
- From $681 per night (USD)
VRBO
Nautical-themed home with four bedrooms, bright interior, deck, W\/D, and AC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
The Robins Nest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $681 per night (USD)VRBO
- From $401 per night (USD)
Expedia
Go Navy West Annapolis home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This two-bedroom home in West Annapolis is a charming residence that boasts a spacious back yard, providing ample outdoo ...
From $401 per night (USD)Expedia
- Click For Pricing
VRBO
Elegant Main House + Apt <1 Mile To N-MC Stadium!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 21
Summary: Combo listing - 4 bedroom main house and 2 bedroom apartment combined! Both are a 15 min walk to Navy Marine Co ...
Click For PricingVRBO
- From $407 per night (USD)
Expedia
The Crabby Patty- Your Downtown Annapolis getaway
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our vacation rental nestled in the heart of Downtown Annapolis. Immerse yourself in the rich history and vibr ...
From $407 per night (USD)Expedia
- From $681 per night (USD)
VRBO
Two-story retreat near the harbor with a washer\/dryer, patio, & gas fireplace
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Eastport Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $681 per night (USD)VRBO
- From $352 per night (USD)
VRBO
Pet Friendly - Stone's throw from Annapolis City Dock with private back patio
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This well-appointed recently-renovated home in the heart of Annapolis is located just steps from both the Capitol and Ci ...
From $352 per night (USD)VRBO
- From $730 per night (USD)
VRBO
Wake up in luxury, walk to restaurants and stadium from West Annapolis home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to this luxury craftsman-style home in West Annapolis, one block from many popular local restaurants including, ...
From $730 per night (USD)VRBO
- From $260 per night (USD)
Expedia
Eastport Condo - Perfect Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
STR23-145332 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN C ...
From $260 per night (USD)Expedia
- From $376 per night (USD)
VRBO
Annapolis House Minutes from Downtown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
This Quiet peaceful location with Spacious 4 bedroom, 2 full and 1 half bath is just 3 miles from Downtown Annapolis. Pe ...
From $376 per night (USD)VRBO
- From $538 per night (USD)
VRBO
Fisher House - Downtown Annapolis!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to our beautifully renovated historic home in the heart of Annapolis! The Fisher House was built in 1885 and nam ...
From $538 per night (USD)VRBO
- From $815 per night (USD)
VRBO
USNA Luxury Home in Downtown Annapolis with Parking
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
Steps to the academy and downtown. 2 parkings spots included for guests on street. This restored three-story row home ...
From $815 per night (USD)VRBO
- From $200 per night (USD)
Expedia
The Carrollton Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy this charming 2 bedroom, 1.5 bathroom cottage home conveniently located within walking distance of Downtown Annapo ...
From $200 per night (USD)Expedia
- From $475 per night (USD)
VRBO
Charming Eastport CapeCod
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful Cape Code made for entertaining, this Eastport home is perfect for your next trip to Annapolis! Newly renovate ...
From $475 per night (USD)VRBO
- From $700 per night (USD)
Expedia
Cozy Annapolis Abode: 507 Schley Rd Vacation Rental, Minutes from Downtown!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Property Highlights: This lovely 3-bedroom home boasts 3 full bathrooms and room to comfortably sleep up to 10 people. ...
From $700 per night (USD)Expedia
- From $394 per night (USD)
VRBO
Gorgeous dog-friendly retreat w\/ fireplace, patio, & firepit - centrally located
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Anchors Away Abode Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $394 per night (USD)VRBO
- From $335 per night (USD)
Expedia
Waterfront 2-Bedroom Condo on Spa Creek
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your home away from home in Annapolis! Nestled in the charming neighborhood of Eastport, this beautifully app ...
From $335 per night (USD)Expedia
- Click For Pricing
VRBO
Anchor Drop
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful modern single-family home with heated pool. Located in Eastport, Annapolis, Maryland. Totally renovated in 2 ...
Click For PricingVRBO
- From $425 per night (USD)
Expedia
Darling 2 BR home with parking in the sought after Murray Hill section of Historic Annapolis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
STR22-145187 THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CON ...
From $425 per night (USD)Expedia
- From $1000 per night (USD)
VRBO
Beautifully Furnished Home, Steps to USNA Stadium, Walk to Downtown Annapolis!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This 3 BR/3 Bath home is literally steps from the USNA Stadium (graduation) and within walking distance of downtown Anna ...
From $1000 per night (USD)VRBO
- From $328 per night (USD)
Expedia
NEW Eastport Bungalow walkable to USNA, Restaurants, & Historic Annapolis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your family will be 1mi. to Main Street & Downtown Annapolis home of the US Naval Academy (ask about our Navy family di ...
From $328 per night (USD)Expedia
- Click For Pricing
VRBO
Downtown Annapolis Luxury House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Our downtown luxury cottage is located 1.4 miles from Church Circle, which is the heart of downtown Annapolis. We are wa ...
Click For PricingVRBO
- From $163 per night (USD)
Expedia
PRISTINE 1 Bed\/1 Bath Apt - Summer Availability - Beautiful, Peaceful, Walkable
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Newly listed in 2024! Welcome to our brand new 1 Bed/1 Bath apartment with a separate lower level entrance. We're situat ...
From $163 per night (USD)Expedia