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Anne Arundel Area Rentals
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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 $394 per night (USD)
Expedia
Riverfront home with multiple decks, central AC, washer\/dryer - two dogs OK
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Chase Creek Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $394 per night (USD)Expedia
- From $1026 per night (USD)
VRBO
3-story, dog-friendly home near beaches with home theatre, grill & gaming tables
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 15
Bella Chateau Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $1026 per night (USD)VRBO
- From $619 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 $619 per night (USD)Expedia
- From $848 per night (USD)
VRBO
Renovated dog-friendly bayfront home with private hot tub & pool, grill, & dock
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 18
Waterside with it All Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $848 per night (USD)VRBO
- From $661 per night (USD)
Expedia
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 $661 per night (USD)Expedia
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VRBO
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 PricingVRBO
- From $631 per night (USD)
Expedia
Spacious beachfront home with decks, gas grill, wet bar, gas fireplace, and W\/D
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
The Ship's Bridge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $631 per night (USD)Expedia
- From $563 per night (USD)
VRBO
Spacious home with an outdoor pool, screened porch, washer\/dryer & central AC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Thomas Point Tranquility Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $563 per night (USD)VRBO
- From $484 per night (USD)
Expedia
Waterfront home with spacious deck, dock, washer\/dryer & central AC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
At Londontown Gardens Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $484 per night (USD)Expedia
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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 $1298 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 $1298 per night (USD)Expedia
- From $464 per night (USD)
VRBO
Coastal Comfort: Beach Retreat with fully fenced Backyard Oasis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A serene escape awaits you at our cozy 4-bedroom, 2.5 bath retreat, just minutes away from Historic Downtown Annapolis a ...
From $464 per night (USD)VRBO
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Expedia
Sanitized 6 Bedrooms Spacious Colonial Stile House!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Spacious High ceiling house near to big Maryland Attractions, It has plenty of space to be comfortable and stretch out. ...
Click For PricingExpedia
- From $244 per night (USD)
VRBO
Waterfront North Beach Home ~ 2 Mi to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Highlighted by its coastal charm and scenic location, this well-appointed North Beach home is well-suited for small grou ...
From $244 per night (USD)VRBO
- From $995 per night (USD)
VRBO
Waterfront, Dock, Private Pool, Peloton ~ Your Chesapeake Oasis Awaits You!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Fantastic location, minutes from Annapolis by land or water. Amazing sunrises and sunsets can be seen sitting in an Adi ...
From $995 per night (USD)VRBO
- From $650 per night (USD)
VRBO
The Pool is Open! Waterfront pier & parking mins to Annapolis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to this beautiful waterfront home in the quiet Cool Spring Cove of the Magothy River in Arnold, MD. Not only do ...
From $650 per night (USD)VRBO
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Expedia
New TownHome Rentals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Owner and dog live in townhome. Seeking short rentals only. Spacious one bedroom with private bath for professionals see ...
Click For PricingExpedia
- From $659 per night (USD)
VRBO
newly renovated, relaxing paradise in the city \nthe best property in DMV area!!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
If you looking for a unique place to stay come to SANTIHOUSE !! We value you as our guest and are committed to you and y ...
From $659 per night (USD)VRBO
- From $288 per night (USD)
Expedia
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 $288 per night (USD)Expedia
- From $594 per night (USD)
VRBO
Captain's Retreat! Newly Renovated - few steps from the beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Beautiful newly renovated 3500 square foot 4 bedroom 2.5 bath home located in Arundel on the Bay! Steps to the Beach and ...
From $594 per night (USD)VRBO
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Expedia
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 PricingExpedia
- From $200 per night (USD)
VRBO
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 $200 per night (USD)VRBO
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Expedia
european style rancher\/ mother in law, 5 min walk from the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
charming apartment in a rancher on the Chesapeake Bay. Very quiet area with just the noise of the birds. There is a nice ...
Click For PricingExpedia
- 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 $381 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 $381 per night (USD)Expedia
- From $155 per night (USD)
VRBO
Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
SPA Weekend!! Enjoy a Private Sauna, Hot Tub, Massage Shower in our Quiet Loft Studio Apt. Pamper yourself with your own ...
From $155 per night (USD)VRBO
- From $1900 per night (USD)
VRBO
Waterfront Home to Enjoy
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
WATERFRONT — Available commissioning week 2024. Beautiful Nantucket style home right on the South River just 7 miles fro ...
From $1900 per night (USD)VRBO
- From $497 per night (USD)
VRBO
Amazing Views 5br3ba Waterfront at Chesapeake Paradise
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
This is a fabulous 4-5 bedrm 3-ba House, affectionately called Porchlandia, with spectacular views on a lush, waterfront ...
From $497 per night (USD)VRBO
- From $80 per night (USD)
Expedia
Lower Level Loft - Adorable Studio Apt. Near BWI
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Kick back and relax in this calm, stylish space. Newly updated in-law suite with private entrance & outdoor space on bo ...
From $80 per night (USD)Expedia
- From $919 per night (USD)
VRBO
All newly renovated Eastport Retreat - private back patio with parking
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 15
This unique home, is a unicorn property in Annapolis! The new owners took over a popular rental home and brought a new ...
From $919 per night (USD)VRBO
- From $881 per night (USD)
Expedia
Renovated, dog-friendly home with private pool, hot tub & stunning backyard
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Pasadena Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $881 per night (USD)Expedia
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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 $165 per night (USD)
Expedia
Adorable 1 BR with private entrance and gorgeous water views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Wake up to gorgeous water views from bedroom with en suite bathroom. Relax in the stylishly decorated living room with ...
From $165 per night (USD)Expedia
- From $160 per night (USD)
VRBO
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)VRBO
- From $250 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 $250 per night (USD)Expedia
- From $2036 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 $2036 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Cozy Home with Relaxing Views - 10 mins. to BWI
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy and modern home that is conveniently located close to: Crain Highway (1 min), Baltimore Washington Medical Center ( ...
From $200 per night (USD)Expedia
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VRBO
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 PricingVRBO
- From $352 per night (USD)
Expedia
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 ...
From $352 per night (USD)Expedia
- From $231 per night (USD)
VRBO
Updated North Beach Cottage: Pet Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Step into this charming coastal cottage and let North Beach welcome you to a relaxing getaway! The 3-bedroom, 2-bathroom ...
From $231 per night (USD)VRBO
- From $218 per night (USD)
Expedia
Large 2 bedroom house with private parking in a nice neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Bring the whole family to this great private duplex with lots of room for fun. You will be close to many attractions. Lo ...
From $218 per night (USD)Expedia
- From $667 per night (USD)
VRBO
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 $667 per night (USD)VRBO
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Expedia
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 ...
Click For PricingExpedia
- From $164 per night (USD)
VRBO
Indulge or be still near Naval Academy\/ Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Beautifully decorated apt. close to the Naval Academy /historic downtown Annapolis. East port too. Waterview. Amazing su ...
From $164 per night (USD)VRBO
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Expedia
Contemporary home away from home in very beautiful location.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious beautiful home, you will be cozy in this luxurious property with pool table,enjoy nature walks, club house and ...
Click For PricingExpedia
- From $855 per night (USD)
VRBO
Huge deck overlooking water
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Renovated, charming Annapolis home on half-acre lot fronting Burley Creek. Just a short paddle to Whitehall Bay and expa ...
From $855 per night (USD)VRBO
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Expedia
Traveling Professionals-Entire Home+Parking+W\/D
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Ideal for Long Term Stays! Well-Maintained open floor plan w/ 2,400 sqft and large windows that make the entire condo fi ...
Click For PricingExpedia
- From $707 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 $707 per night (USD)VRBO
- From $142 per night (USD)
Expedia
Spacious Odenton Townhome: 21 Mi to Baltimore
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Enjoy both comfort and convenience at this Odenton vacation rental! Boasting modern features and easy access to Baltimor ...
From $142 per night (USD)Expedia
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VRBO
Pier Relaxation! @ the Chesapeake Bay!
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 6
Pier Relaxation with the whole family at this peaceful place to stay on the Chesapeake Bay! Fishing or crabbing from th ...
Click For PricingVRBO
- From $360 per night (USD)
Expedia
Serene, riverfront home with deck, balcony, kitchen & fireplace - dog-friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Severn View of Serenity Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $360 per night (USD)Expedia
- 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 $249 per night (USD)
Expedia
Searenity Stays, a Cozy Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Walk to Chesapeake Bay, parks & playgrounds! Relax and enjoy your time with family and friends in this Chesapeake charme ...
From $249 per night (USD)Expedia
- From $1025 per night (USD)
VRBO
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 $1025 per night (USD)VRBO
- From $1750 per night (USD)
Expedia
Luxury Waterfront with Big Views 10 min from Downtown Annapolis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
The perfect Commissioning Week House! Enjoy the views in this architectural gem- a modern, modified A-frame. It's a true ...
From $1750 per night (USD)Expedia
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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
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VRBO
Waterfront retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Separate waterfront apartment with private entrance. 900 square feet of living space which includes living room, large b ...
Click For PricingVRBO
- From $2758 per night (USD)
Expedia
Riverfront home with dock, private outdoor pool, gas grill, deck & great views
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 9
Weems Shelby Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $2758 per night (USD)Expedia
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VRBO
Adorable House not far from Annapolis or Baltimore!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This is a great little house providing the respite you are looking for when visiting Annapolis or Baltimore. It's locat ...
Click For PricingVRBO
- From $1105 per night (USD)
Expedia
Beautiful waterfront home on The Chesapeake Bay with private dock & beach access
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Annapolis Bay Ridge Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
From $1105 per night (USD)Expedia
- From $471 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 $471 per night (USD)VRBO
- From $750 per night (USD)
Expedia
Spacious Contemporary Waterfront home on Chesapeake Bay's South River
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This contemporary waterfront home sits on the Chesapeake Bay's South River. It is perfect for a vacation, work/school-fr ...
From $750 per night (USD)Expedia
- From $560 per night (USD)
VRBO
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 $560 per night (USD)VRBO
- From $96 per night (USD)
Expedia
Your Home Base for Exploring Charm City! Fully-equipped Kitchen, Pets Allowed!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience exceptional comfort and convenience in spacious suites featuring fully equipped kitchens, workspaces, and com ...
From $96 per night (USD)Expedia
- From $401 per night (USD)
VRBO
Bay views with kayaks, bikes, fire pit, crabbing and more
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Updated 3 bedroom, 2 bathroom private cottage is situated in a water community on the beautiful Chesapeake Bay. Take a ...
From $401 per night (USD)VRBO
- From $123 per night (USD)
Expedia
Nautical Adventure Awaits in Annapolis Suites! Pets Allowed Here! Free Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Each room has a tea/coffee maker, ensuring you can start your day right. Our family rooms provide plenty of space for yo ...
From $123 per night (USD)Expedia
- From $413 per night (USD)
VRBO
Private deck and backyard at Captain’s Crossing Cape walk to stadium and restaurants
- 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 $413 per night (USD)VRBO
- From $265 per night (USD)
Expedia
Annapolis Retreat - 7 mins from downtown Annapolis!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
Welcome to this charming five-bedroom, two-bathroom escape in Annapolis. Located in the Hillsmere Shores neighborhood, t ...
From $265 per night (USD)Expedia
- Click For Pricing
Expedia
Suburban Suite Near Baltimore Harbor
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Welcome to the Belle Suite, your suburban dwelling just outside Baltimore city limits. Whether you're booking 7 nights ...
Click For PricingExpedia
- 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 $325 per night (USD)
VRBO
Waterfront North Beach Retreat w\/ Private Dock!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Embark on the perfect coastal retreat at this charming 3-bedroom, 1-bathroom North Beach vacation rental! The serene int ...
From $325 per night (USD)VRBO
- From $429 per night (USD)
VRBO
Cozy Home in Cape St Claire
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This home is cozy and convenient. The large swimming pool (seasonal) and deck make summer days fly by in the back yard! ...
From $429 per night (USD)VRBO
- From $630 per night (USD)
VRBO
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 $630 per night (USD)VRBO
- From $790 per night (USD)
Expedia
Luxury Waterfront home with private pier and guest house
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
*Available for Commissioning Week 2024 - Pool will be open!* Gorgeous large contemporary waterfront home minutes to dow ...
From $790 per night (USD)Expedia
- From $465 per night (USD)
VRBO
Sunny and spacious water view\/access home in Annapolis.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The property is all set up for boating and fishing with a drive-thru driveway. It is located one block from the boat ram ...
From $465 per night (USD)VRBO
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Expedia
Luxury Home1\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Luxury Home1 is located in Hanover, 23 km from Sports Legends Museum at Camden Yards, 23 km from Baltimore Convention Ce ...
Click For PricingExpedia
- From $422 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 $422 per night (USD)VRBO
- From $657 per night (USD)
Expedia
Fenced-in backyard at West Annapolis home just steps from restaurants and stadium
- 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 $657 per night (USD)Expedia
- Click For Pricing
VRBO
Cozy cottage, Bayridge neighborhood for rent. 2 bedrooms, 1 1\/2 bathrooms.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy cottage in a serene setting. A week spent in this cottage will decompress, reset, and rejuvenate. 100 year old Cott ...
Click For PricingVRBO
- From $405 per night (USD)
Expedia
Waterfront, dog-friendly home with private dock, kayaks, firepit & amazing yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The Pearl of Oyster Harbor Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $405 per night (USD)Expedia
- From $317 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 $317 per night (USD)VRBO
- From $418 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 $418 per night (USD)Expedia
- From $1018 per night (USD)
VRBO
This house is a 3 bedroom(s), 4.5 bathrooms, located in Edgewater, MD.
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled on the serene shores of the South River, "The Fritz" stands as a timeless and elegant waterfront home, cherished ...
From $1018 per night (USD)VRBO
- From $228 per night (USD)
Expedia
Home away from home- The perfect getaway house
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Our spacious 4-bedroom, 3-bathroom haven is perfectly situated between the charming allure of Annapolis and the vibrant ...
From $228 per night (USD)Expedia
- From $179 per night (USD)
VRBO
Calloway Drive Retreat | House in Shady Side
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Calloway Drive Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $179 per night (USD)VRBO
- From $699 per night (USD)
Expedia
Family Fun Awaits in Rolling Hills Annapolis!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
STR-00669 Welcome to the ultimate family vacation rental house, where cherished memories are ready to be created! This s ...
From $699 per night (USD)Expedia
- Click For Pricing
VRBO
Mulberry's Gem
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This is your home away from home. All the comforts you could need. The open concept living space is the perfect spot to ...
Click For PricingVRBO
- From $118 per night (USD)
Expedia
Indulge in Home Like Comfort! Full Kitchen, Pet-Friendly Property
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience exceptional comfort and convenience in spacious suites featuring fully equipped kitchens, workspaces, and com ...
From $118 per night (USD)Expedia
- From $234 per night (USD)
VRBO
Your Home Base for Exploring Charm City! 2 Great Units with Private Kitchenettes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Experience exceptional comfort and convenience in spacious suites featuring fully equipped kitchens, workspaces, and com ...
From $234 per night (USD)VRBO
- From $681 per night (USD)
Expedia
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)Expedia
- From $265 per night (USD)
VRBO
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, ...
From $265 per night (USD)VRBO
- Click For Pricing
Expedia
Lakefront House- near downtown Annapolis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Great place to relax and enjoy the serene view of the lake in this spacious house with multiple balconies. Enjoy a hotel ...
Click For PricingExpedia
- From $275 per night (USD)
VRBO
Very nice house on quiet lot, dead end street. Kid friendly neighborhood.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Very nice house on quiet lot, dead end street. Kid friendly neighborhood, good bike riding, etc. 3 Bedrooms, sleeps 6. ...
From $275 per night (USD)VRBO
- From $593 per night (USD)
Expedia
Get Ready for Blissful Getaway! Short Drive to Chase Lloyd House, Pet-Friendly
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
Each room has a tea/coffee maker, ensuring you can start your day right. Our family rooms provide plenty of space for yo ...
From $593 per night (USD)Expedia
- From $396 per night (USD)
VRBO
Spacious Good-Value Accommodation! w\/ Outdoor Pool, Pet-Friendly, Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Each room has a tea/coffee maker, ensuring you can start your day right. Our family rooms provide plenty of space for yo ...
From $396 per night (USD)VRBO
- From $197 per night (USD)
Expedia
Enjoy a Hassle-Free Stay! Pet-Friendly, Close to William Paca Garden
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Each room has a tea/coffee maker, ensuring you can start your day right. Our family rooms provide plenty of space for yo ...
From $197 per night (USD)Expedia
- From $408 per night (USD)
VRBO
Beach cottage with firepit, grill, outdoor areas, AC, & W\/D
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Pine Whiff Beach House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $408 per night (USD)VRBO
- From $225 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 $225 per night (USD)Expedia