Anne Arundel Area, Maryland Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Anne Arundel Area, Maryland on RentalSaver.com!

Anne Arundel Area Rentals

From $429 per night (USD)
VRBO
Perfect spot for a Weekend Getaway!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This luxiourious apartment sits right off Main Street and is so centrally located...you can park your car in the city ga ...
From $429 per night (USD)
VRBO
From $1440 per night (USD)
Expedia
Waterfront Gem! Resort-like home with big windows and truly breathtaking water views
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTACTED BY A T ...
From $1440 per night (USD)
Expedia
From $433 per night (USD)
VRBO
Fantastic Spacious Eastport Home Easy Walk to Everything & Parking for 6 Cars!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This home is spacious and clean and will make your vacation plans a breeze from this central location. Many families, g ...
From $433 per night (USD)
VRBO
From $495 per night (USD)
Expedia
Million Dollar View of the Chesapeake Bay
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
'Fredelig sted'(peaceful place) is patterned after a Norwegian cottage with curved roof on the outside and knotty pine a ...
From $495 per night (USD)
Expedia
From $727 per night (USD)
VRBO
Downtown Annapolis Townhome ! Beautiful!!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Beautiful Remodeled Townhome ! We have thought of everything you will need for an amazing stay. Fully loaded kitchen , ...
From $727 per night (USD)
VRBO
From $439 per night (USD)
Expedia
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 $439 per night (USD)
Expedia
From $307 per night (USD)
VRBO
The Yellow Cottage on Harness Creek
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The minute you step into our charming waterfront cottage you will feel right at home! Situated on Harness Creek, in a q ...
From $307 per night (USD)
VRBO
From $185 per night (USD)
Expedia
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
A perfect getaway spot, on a peninsula on the West River just across from Galesville. Houses on the point are mostly w ...
From $185 per night (USD)
Expedia
From $554 per night (USD)
VRBO
Beautiful Historic Home With Great Location!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
The "Philip Clayton House" (Annapolis license STR21-144988) is a fully up-dated, historic home in the Federal style dat ...
From $554 per night (USD)
VRBO
From $261 per night (USD)
Expedia
Nice clean townhome in the middle of everything mall, airport, DC, Baltimore ect
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
*Kingsize bed in master bedroom (nice sweet) * Beautiful view front and back *joint his and her bathroom *nice kitchen ...
From $261 per night (USD)
Expedia
$Luxury Cottage w\/ Bay & Boardwalk Views--steps from the water$
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VRBO
Luxury Cottage w\/ Bay & Boardwalk Views--steps from the water
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
Where new Luxury meets Cottage history and charm. Stay in one of the only cottages right on the Boardwalk that features ...
Click For Pricing
VRBO
From $247 per night (USD)
Expedia
Want to get away? Staying with us. Very relaxing.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Our tastefully appointed cottages . Peaceful and tranquil, yet close to shops and restaurants, this property is perfect ...
From $247 per night (USD)
Expedia
From $96 per night (USD)
VRBO
Amazing Bright Big Window Loft Heart of Eastport
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beautiful furnished or semi furnished loft apartment in Eastport. Views of the Severn river, naval academy , Sailboat’s, ...
From $96 per night (USD)
VRBO
From $611 per night (USD)
Expedia
Spacious, contemporary, wooded home in Epping Forest on the Severn River
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Beautiful home in Epping Forest with large granite counters and stainless kitchen with open floor plan for family gather ...
From $611 per night (USD)
Expedia
From $349 per night (USD)
VRBO
Prime Viewing for Blue Angels -Rooftop Deck and Water Views of Spa Creek!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
RENT-000642-2025- PLEASE NOTE: IF YOU REQUEST TO BOOK THIS PROPERTY, YOU WILL BE CONTACTED BY ANNAPOLIS ACCOMMODATIONS ...
From $349 per night (USD)
VRBO
From $588 per night (USD)
Expedia
Book for CW 2025 Water views from one-level dog-friendly home with screened porch and backyard
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Still Available for Commissioning Week 2025! Escape to a tranquil waterfront retreat with stunning views of the Chesape ...
From $588 per night (USD)
Expedia
From $509 per night (USD)
VRBO
Annapolis Charm - Waterfront Private Fishing Dock Pier Near Beach - Navy Academy
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Kick back and relax in this calm, charming newly renovated coastal farmhouse waterfront two-story home with private pier ...
From $509 per night (USD)
VRBO
From $251 per night (USD)
Expedia
Eastport Cottage with Waterview - Minutes from Downtown Annapolis and USNA
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Completely renovated street level 1 bedroom apartment with all the amenities of home. Perfect for a single traveler or ...
From $251 per night (USD)
Expedia
From $1952 per night (USD)
VRBO
Annapolis Waterfront Oasis with Pool, Hot Tub & Piers with L2 EV Charger
Bedrooms:
4
Bathrooms:
8
Sleeps:
14
(20% Off 7/7-7/18) Newly Renovated with larger bedrooms and 2 more bathrooms! Enjoy Annapolis with family & friends all ...
From $1952 per night (USD)
VRBO
$Eastport Cottage .5 mi from Downtown Annapolis\n\n$
From $430 per night (USD)
Expedia
Eastport Cottage .5 mi from Downtown Annapolis\n\n
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Charming Eastport Cottage just 3 blocks from restaurants and bars (Ruth's Chris, Boatyard, O'leary's, Carol's Creek, t ...
From $430 per night (USD)
Expedia
From $276 per night (USD)
VRBO
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Perfect rock fishing and crabbing cottage in Deale, Maryland right on Rockhold Creek, with docks and spectacular vi ...
From $276 per night (USD)
VRBO
From $598 per night (USD)
Expedia
Walk to USNA and Main Street with Parking at Historic Wisteria
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
How many homes in Downtown Annapolis have 4 Bedrooms with 4 Baths (3 of which are en-suite)?! Just 1-2 blocks from the ...
From $598 per night (USD)
Expedia
From $532 per night (USD)
VRBO
Book for CW 2025 Waterfront neighborhood, with fenced-in yard and dog-friendly
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Still available for Commissioning Week 2025! Welcome to the Shore Leave! Just a five minute walk to the beach, five mi ...
From $532 per night (USD)
VRBO
From $2508 per night (USD)
Expedia
Cool 1870's Historic District Home with modern amenities 2 blocks from Gate 3.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
***as of March 29, 2025 VRBO is continuing to deny chronic failures with all automated bookings requests for our proper ...
From $2508 per night (USD)
Expedia
From $201 per night (USD)
VRBO
“Athens of America,” Annapolis Apartment Two B
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Known as the “Athens of America,” Annapolis is a city abundant with history and culture. This former capital of the Unit ...
From $201 per night (USD)
VRBO
From $446 per night (USD)
Expedia
WATERFRONT| 4BR| 1st Floor Master|Family Ready|BWI
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Recently remodeled! Waterfront property tucked away, but close to civilization • Deck off the main level to enjoy the v ...
From $446 per night (USD)
Expedia
From $203 per night (USD)
VRBO
“Athens of America,” Annapolis Apartment Two A
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The place to be for all USNA activities. Annapolis is a city abundant with history and culture. This former capital of t ...
From $203 per night (USD)
VRBO
From $328 per night (USD)
VRBO
Available for Maryland Legislative Session 2024 ! Perfect location!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy the essence of Historic Annapolis with this recently renovated Maryland Avenue apartment. Located in the 'Johnson ...
From $328 per night (USD)
VRBO
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VRBO
Tudor style house near historic downtown Annapolis
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
A large Tudor style house with plenty of living space; several sitting rooms, a large back porch, an open field and surr ...
Click For Pricing
VRBO
From $362 per night (USD)
Expedia
*Chesapeake Bayside Bungalow*
Bedrooms:
2
Bathrooms:
5
Sleeps:
6
Amazing three bedroom two bath home only 20 miles from Annapolis! You will be a quick walk away from the Chesapeake Bay ...
From $362 per night (USD)
Expedia
From $487 per night (USD)
VRBO
NEW 5 Bedroom Home with Pier by Water
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to this brand-new relaxing home with a pier by the water for your getaway. It is perfect for vacations, retreats ...
From $487 per night (USD)
VRBO
From $136 per night (USD)
Expedia
Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Annapolis, where history and nature come together! Make yourself at home in this cozy 1-bedroom, 1-bath cond ...
From $136 per night (USD)
Expedia
$Stay \Around the corner\ from hot spots with new King bed, fenced-in yard, parking$
From $548 per night (USD)
VRBO
Stay \"Around the corner\" from hot spots with new King bed, fenced-in yard, parking
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Still available for Commissioning Week 2025! Welcome to this beautifully remodeled Victorian home in Eastport, lovingly ...
From $548 per night (USD)
VRBO
From $254 per night (USD)
Expedia
Brand New Reno in Historic Dist w 2 Parking spots
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Spotless / sanitized !! Renovated upstairs unit two bedroom with TWO parking spots in the Historic District . Everythi ...
From $254 per night (USD)
Expedia
Click For Pricing
VRBO
A Delight on Dean
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Sitting on a quiet, tree lined street, this home enjoys being located in the sought after neighborhood of Murray Hill. ...
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VRBO
From $802 per night (USD)
Expedia
Historic Downtown Annapolis Waterfront, 1936, with a deep water dock, and kayaks
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Absolutely gorgeous downtown waterfront home. Loaded with historical significance and character, all while minutes walki ...
From $802 per night (USD)
Expedia
From $1500 per night (USD)
VRBO
Private Pool Paradise Modest Socials Welcomed
Bedrooms:
4
Bathrooms:
3
Sleeps:
5
Beautiful property with spacious home and grounds perfect for a modest get together of friends and family. If you’re int ...
From $1500 per night (USD)
VRBO
From $438 per night (USD)
Expedia
Available for CW 2025 Family and Pet-friendly Edgewater cottage with hot tub in waterfront community
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Still available for Commissioning Week 2025! Welcome to this charming cottage located in a water-privileged community i ...
From $438 per night (USD)
Expedia
From $1105 per night (USD)
VRBO
Private Waterview Estate with 4 bedroom Suites, game room and Hot Tub
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Welcome to Sanare Estates! The ultra-private waterfront estate is like your own luxury resort, located on 20+ Acres with ...
From $1105 per night (USD)
VRBO
From $531 per night (USD)
Expedia
Steps to the marinas with Private back deck, yard and Easy parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This professionally-decorated and furnished 2 bedroom, 1.5 bath is located across the Annapolis Waterfront drawbridge in ...
From $531 per night (USD)
Expedia
$\Dreams upon Weems\ Waterfront Cottage on Weems Creek in Annapolis$
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VRBO
\"Dreams upon Weems\" Waterfront Cottage on Weems Creek in Annapolis
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Waterfront Home on Weems Creek in Annapolis with private water access for paddleboarding, kayaking, boating. Waterfro ...
Click For Pricing
VRBO
From $443 per night (USD)
Expedia
Waterfront Oasis of Annapolis Star
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Studio, furnished apartment above detached garage on family's sprawling property. Queen-bed, with pull out full couch. S ...
From $443 per night (USD)
Expedia
From $326 per night (USD)
VRBO
Charming Annapolis Guest House
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This charming guest house with private access is in a great location! Just 2 miles from the Naval Academy, Downtown Anna ...
From $326 per night (USD)
VRBO
From $197 per night (USD)
Expedia
Guest Quarters at the Inn - 101
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Guest Quarters at the Inn is a vacation rental site situated one block from the Chesapeake Bay in the historic and c ...
From $197 per night (USD)
Expedia
$New Loft w\/South River view from treehouse deck!$
From $186 per night (USD)
VRBO
New Loft w\/South River view from treehouse deck!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy the quiet Sylvan Shores neighborhood and a view of the South River and bridges in this new modern apartment that h ...
From $186 per night (USD)
VRBO
$Secluded Lothian Farmhouse on 45 Acres w\/ Fire Pit$
From $135 per night (USD)
Expedia
Secluded Lothian Farmhouse on 45 Acres w\/ Fire Pit
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Explore the best of Maryland and book a stay at this cozy 1-bed, 1-bath vacation rental home in Lothian! Nestled on a fa ...
From $135 per night (USD)
Expedia
From $424 per night (USD)
VRBO
★ Odenton Oasis ★ Patio - Central to Everything
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Welcome to our beautifully furnished, colonial-style townhome just minutes from MARC station with great proximity to DC, ...
From $424 per night (USD)
VRBO
From $359 per night (USD)
Expedia
BWI, Annapolis, DC, Baltimore, USNA family-sized house with a game room and deck
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
My house is a rancher that has the main floor and the downstairs area (fully finished basement with a ping-pong table in ...
From $359 per night (USD)
Expedia
From $437 per night (USD)
VRBO
Close to US Naval Academy, downtown Annapolis, Maryland Live Casino, BWI Airport
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Very cozy bedrooms with two incredible family rooms to enjoy internet tv, game room, built in bar, beautiful screened in ...
From $437 per night (USD)
VRBO
From $197 per night (USD)
Expedia
Guest Quarters at the Inn - 103
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Guest Quarters at the Inn is a vacation rental site situated one block from the Chesapeake Bay in the historic and c ...
From $197 per night (USD)
Expedia
From $197 per night (USD)
VRBO
Guest Quarters at the Inn - 102
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Guest Quarters at the Inn is a vacation rental site situated one block from the Chesapeake Bay in the historic and c ...
From $197 per night (USD)
VRBO
From $589 per night (USD)
Expedia
Beautiful remodeled waterfront home - 20 minutes from Baltimore!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come stay at our waterfront home! Our home got a “fresh make over” from the inside- out! Fully remodeled 2 story home wi ...
From $589 per night (USD)
Expedia
From $568 per night (USD)
VRBO
Steps to Main St at Historic Carriage House in the Heart of Downtown Annapolis
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Originally built in 1857, this fully-restored home has a rich history that's been documented from it's original purpose ...
From $568 per night (USD)
VRBO
From $767 per night (USD)
Expedia
Waterfront Cheerful 6 BR Home with Private Pier
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Welcome to this brand-new relaxing home with a private pier by the water for your getaway. It is perfect for vacations, ...
From $767 per night (USD)
Expedia
$Beautiful home w\/elevator going to every floor. This house is accessible to all.$
From $1438 per night (USD)
VRBO
Beautiful home w\/elevator going to every floor. This house is accessible to all.
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTACTED BY A T ...
From $1438 per night (USD)
VRBO
From $536 per night (USD)
Expedia
Delightful little Historic District gem - for the antique lover and history buff.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
STR21-144963 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN C ...
From $536 per night (USD)
Expedia
From $855 per night (USD)
VRBO
One block from USNA Gate 1, or 3 blocks from City Dock, this attractive home is close to the center of the universe!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTACTED BY A T ...
From $855 per night (USD)
VRBO
From $685 per night (USD)
Expedia
Coastal Cottage - 3 BR -Retreat Near Annapolis | Bay Views | Beach Access
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
STR-000324 -THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONT ...
From $685 per night (USD)
Expedia
From $860 per night (USD)
VRBO
Elegant yet modern historic home in the heart of downtown Annapolis
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
STR-143426 THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONT ...
From $860 per night (USD)
VRBO
From $605 per night (USD)
Expedia
DOWNTOWN ANNAPOLIS DREAMHOME AWAITS!!! 3 BR charming home sits in the heart of Annapolis within walking distance to all major points of interest AND a Rooftop Deck!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
STR-144253 THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CON ...
From $605 per night (USD)
Expedia
From $1350 per night (USD)
VRBO
Commissioning Week Escape with Pool and Beautiful 4 Seasons room
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
STR00808 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTA ...
From $1350 per night (USD)
VRBO
From $1341 per night (USD)
Expedia
Water view from every window - Located at the point where the deep water of Saltworks Creek meets the Severn River.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
STR50082- THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTAC ...
From $1341 per night (USD)
Expedia
From $1246 per night (USD)
VRBO
RARELY AVAILABLE FOR COMMISSIONING WEEK! Complete WATERFRONT LIVING!
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
STR-250 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTAC ...
From $1246 per night (USD)
VRBO
$4 BR\/3BA home in the heart of Historic Downtown Annapolis. 1 1\/2 blocks from the Naval Academy$
From $954 per night (USD)
Expedia
4 BR\/3BA home in the heart of Historic Downtown Annapolis. 1 1\/2 blocks from the Naval Academy
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
STR-141783 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CON ...
From $954 per night (USD)
Expedia
From $792 per night (USD)
VRBO
REDUCED RATES FOR COMMISSIONING WEEK 2025- Location=AMAZING! Garage Parking for 1
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
STR21-145020 THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CO ...
From $792 per night (USD)
VRBO
From $918 per night (USD)
Expedia
Beautifully maintained historic 3 BR home and just forty yards from the US Naval Academy Barry Gate
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
RENT-005995-2024 THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN ...
From $918 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Spacious 2nd Floor Apartment, with its own entrance and off-street parking.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
STR- 270 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTA ...
From $221 per night (USD)
VRBO
$Fully Furnished 4 Bedroom\/3 Bathroom Single Family Home in Annapolis just a few minutes from downtown$
From $500 per night (USD)
Expedia
Fully Furnished 4 Bedroom\/3 Bathroom Single Family Home in Annapolis just a few minutes from downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
STR-270 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTAC ...
From $500 per night (USD)
Expedia
From $1834 per night (USD)
VRBO
REDUCED RATE FOR COMMISSIONING WEEK - 2025- DOWNTOWN WATERFRONT HOME
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
NBS23-145368 - This exclusive waterfront property is a rare gem, available for rent only two weeks each year, making it ...
From $1834 per night (USD)
VRBO
From $1557 per night (USD)
Expedia
4 BR on a Quiet Downtown Annapolis Street: Perfect Blend of Yesteryear Charm and Modern Comforts
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
NBS22-145097 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN C ...
From $1557 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Guest quarters at the inn - 205
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Guest Quarters at the Inn is a vacation rental site situated one block from the -Bay in the historic and charming to ...
From $242 per night (USD)
VRBO
Click For Pricing
Expedia
Beautiful, clean and Peaceful surrounded by parks
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
There is a room to rent in a three level floor beautiful townhome . The bedrooms are on the third floor with a full bat ...
Click For Pricing
Expedia
From $294 per night (USD)
VRBO
Spacious Townhouse in the Heart of Washington D.C.
Bedrooms:
1
Bathrooms:
1
Sleeps:
7
Summary Enjoy a clean, quiet and spacious place to call your home. Best for visiting the landmarks of Washington DC. Loc ...
From $294 per night (USD)
VRBO
From $242 per night (USD)
Expedia
Guest quarters at the inn - 204
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Guest Quarters at the Inn is a vacation rental site situated one block from the Chesapeake Bay in the historic and c ...
From $242 per night (USD)
Expedia
From $1133 per night (USD)
VRBO
Clean, Spacious Family House
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
5 bedrooms (sleeps 9). First-floor wheelchair accessible bedroom with ADA compliant bathroom. Entertaining kitchen and p ...
From $1133 per night (USD)
VRBO
From $345 per night (USD)
Expedia
Lovely contemporary in water-privileged community
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Well-furnished contemporary home, great for families, located in a quiet family-friendly neighborhood. This home has 3 ...
From $345 per night (USD)
Expedia
From $1064 per night (USD)
VRBO
Perfect weekend getaway
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Five Star quality private home in the historic Murray Hill neighborhood of Annapolis, around the corner from the town ce ...
From $1064 per night (USD)
VRBO
From $733 per night (USD)
Expedia
DISCOUNTED FOR USNA COMMISSIONING WEEK 2024 and 2025! Short term and weekends.
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Beautiful, remodeled 3 BR home with stunning great room addition, 20' x 20' screened, covered porch with newly added out ...
From $733 per night (USD)
Expedia
From $376 per night (USD)
VRBO
Charming cottage with parking. Easy walk to downtown.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover this charming, fully furnished cottage ideally accommodating up to six guests. Nestled on a serene street withi ...
From $376 per night (USD)
VRBO
From $132 per night (USD)
Expedia
Chesapeake Bayside Loft
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Recently updated 1 bedroom, 1 bathroom loft studio unit with fully equipped kitchen, Smart TV in bedroom and free high s ...
From $132 per night (USD)
Expedia
From $499 per night (USD)
VRBO
Adorable cottage! Walking distance to USNA & downtown! (VRBO only)
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Listing will never be posted on Craig's list - VRBO only **Adorable 1930's cape cod, located in the historic Murray Hill ...
From $499 per night (USD)
VRBO
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Expedia
Vacation house near Downtown Annapolis
Bedrooms:
5
Bathrooms:
8
Sleeps:
12
Enjoy a weekend away in a secluded house in a lovely neighborhood right outside Annapolis. Our house is set back from th ...
Click For Pricing
Expedia
From $403 per night (USD)
VRBO
Charming Renovated Historic Home Downtown wparking
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Professionally UV sanitized and ozone deep cleaned between guests .Cute and comfortable home in the heart of the HISTORI ...
From $403 per night (USD)
VRBO
From $435 per night (USD)
Expedia
Welcome Aboard the Kathleen Marie!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Unique accommodations on a comfortably equipped 43 foot Hatteras yacht, just a 5 minute drive to historic downtown Annap ...
From $435 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Walk to the Chesapeake Bay! Herrington Harbour is a few blocks away.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Walk to Herrington Harbour South, Rose Haven's 2 acre waterfront park or the market, hair salon, bar and restaurant. Th ...
From $410 per night (USD)
VRBO
Click For Pricing
Expedia
Quiet One Bedroom for the traveling worker
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
This is a quiet house with everything included except a washer and dryer. We share the kitchen and the bathroom. The hou ...
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Expedia
From $366 per night (USD)
VRBO
Fleet St Retreat in Downtown- Great Location !
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
We welcome you to our brand new renovation on Fleet Street . Purchased in 2016 this house was taken down to the studs so ...
From $366 per night (USD)
VRBO
Click For Pricing
Expedia
Cute, cozy rancher close to down town Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Private location with plenty of parking. Newly renovated bathroom, french doors open to deck; great for indoor-outdoor l ...
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Expedia
From $395 per night (USD)
VRBO
CIRCA 1885 - DOWNTOWN HISTORIC ANNAPOLIS
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
A stunning home, “Circa 1885” is a restored piece of Annapolis history. Sitting at one of the two major gateways that l ...
From $395 per night (USD)
VRBO
From $2907 per night (USD)
Expedia
Nantucket on the Chesapeake Heated Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy comfort and convenience in this beautifully-appointed home! Nantucket on the Chesapeake has an old-world feel yet ...
From $2907 per night (USD)
Expedia
From $198 per night (USD)
VRBO
Private detached 1bedroom guest house.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Just few miles away from Baltimore downtown, Ft Meade, NSA, Annapolis and Washington DC. Less than 5 miles away from BWI ...
From $198 per night (USD)
VRBO
Click For Pricing
Expedia
Quiet & Relaxing Waterfront Home Near Annapolis
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Quiet and Relaxing Waterfront home 5 minutes from Downtown Annapolis. Ideal for Business stays, Relocation Home, Get Tog ...
Click For Pricing
Expedia
From $137 per night (USD)
VRBO
1 Bedroom Basement Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Beautiful one Bedroom Basement apartment located in the beautiful Seven Oaks Community, Odenton, Maryland. - Walking d ...
From $137 per night (USD)
VRBO
$Historic & sunny home w\/ Fireplace steps from USNA & Downtown Annapolis$
From $497 per night (USD)
Expedia
Historic & sunny home w\/ Fireplace steps from USNA & Downtown Annapolis
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This beautiful 3-bedroom, 2.5 bath home built in 1900 is located on Prince George Street, one block from Annapolis City ...
From $497 per night (USD)
Expedia
Click For Pricing
VRBO
Steps to Naval Academy, City Dock, and State House
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Located in the heart of downtown Annapolis! Walk to Naval Academy, St. John's College, State House, City Dock, Yacht Clu ...
Click For Pricing
VRBO
From $984 per night (USD)
VRBO
Stunning Annapolis Home! Across from the library, walk to Naval Graduation
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
This 4 BR, 4.5 BA house is perfect for entertaining your guests! Come into our spacious open floor plan. You feel li ...
From $984 per night (USD)
VRBO
From $155 per night (USD)
VRBO
A Serene Tiny Home Experience
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
A stand-alone gem nestled against a wooded backdrop - well back from the main home - and wrapped in a huge, teak-furnish ...
From $155 per night (USD)
VRBO
From $464 per night (USD)
Expedia
Beach Home with King Bed and Beach Passes in a Cute Town
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to A Haven Away! Relax in a plant-filled oasis which offers the perfect setting to unplug, relax, and connect wi ...
From $464 per night (USD)
Expedia
From $253 per night (USD)
VRBO
Cozy Cottage 3 beds 2 baths
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lovely updated 3 bedroom 2 bathroom cottage walking distance to restaurants, shopping and the beach. Nicely decorated ho ...
From $253 per night (USD)
VRBO
From $909 per night (USD)
Expedia
Deep in the Heart of Annapolis; Parking for days!
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Welcome to this gorgeous Texas-themed downtown Annapolis home. Every inch of this home has custom finishes and has been ...
From $909 per night (USD)
Expedia

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