Severn River, Maryland Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Severn River, Maryland on RentalSaver.com!

Severn River Rentals

From $425 per night (USD)
VRBO
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 $425 per night (USD)
VRBO
From $331 per night (USD)
VRBO
Brand new Renovation - Fleet Street Retreat in Historic Downtown Annapolis
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
We welcome you to our brand new listing on Fleet Street . Purchased in 2016 and taken down to the studs this property is ...
From $331 per night (USD)
VRBO
From $386 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 $386 per night (USD)
VRBO
From $2878 per night (USD)
VRBO
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 $2878 per night (USD)
VRBO
$Historic & sunny home w\/ Fireplace steps from USNA & Downtown Annapolis$
From $435 per night (USD)
VRBO
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 $435 per night (USD)
VRBO
From $378 per night (USD)
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 ...
From $378 per night (USD)
VRBO
From $934 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 $934 per night (USD)
VRBO
From $1207 per night (USD)
Expedia
Deep in the Heart of Annapolis; Parking for days!
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Visit the magic of Annapolis during the Holiday Season Welcome to this gorgeous Texas-themed downtown Annapolis home. Ev ...
From $1207 per night (USD)
Expedia
$New Listing! Walk to USNA\/Capitol\/Downtown$
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VRBO
New Listing! Walk to USNA\/Capitol\/Downtown
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Want to enjoy being in downtown Annapolis, but on one of the quieter streets? If that sounds good, this is the place fo ...
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VRBO
From $327 per night (USD)
Expedia
Historic Annapolis Home 1.5 blocks from center of town.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Historic home 1.5 blocks from center of town. Easy walk to the shops, food, harbor, Naval Academy and historic attractio ...
From $327 per night (USD)
Expedia
From $503 per night (USD)
VRBO
★ Midcentury Modern Getaway ★ Prime Location ★
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Immerse yourself in the best that the downtown Historic District of Annapolis has to offer while staying in this complet ...
From $503 per night (USD)
VRBO
From $370 per night (USD)
Expedia
Renovated historic apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to the historic neighborhood of Murray Hill! The Bennett House is a charming, light- filled detached home with a ...
From $370 per night (USD)
Expedia
From $412 per night (USD)
VRBO
Renovated historic apartment
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to the historic neighborhood of Murray Hill! The Bennett House is a charming, light- filled detached home with a ...
From $412 per night (USD)
VRBO
Click For Pricing
Expedia
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 Pricing
Expedia
$Downtown Annapolis Condo w\/ Free Parking + Coffee$
From $311 per night (USD)
VRBO
Downtown Annapolis Condo w\/ Free Parking + Coffee
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This newly constructed property brings chic, low-maintenance living to the heart of the Arts District in Annapolis. No ...
From $311 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Quiet Home Close to Downtown Annapolis and Parks
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: This private single family home is located on a quarter acre and is just minutes to everything Annapolis has to ...
From $321 per night (USD)
Expedia
From $748 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 $748 per night (USD)
VRBO
From $542 per night (USD)
VRBO
Quiet Relaxing Waterfront Suisse Chalet
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This spacious, airy and relaxing 3 bedroom house, comes with a beautiful loft and an additional queen pull out sofa be ...
From $542 per night (USD)
VRBO
From $348 per night (USD)
VRBO
COZY DOWNTOWN APARTMENT-Naval Academy Vicinity
Bedrooms:
2
Bathrooms:
2
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 $348 per night (USD)
VRBO
From $837 per night (USD)
Expedia
WATERFRONT Historic Home on the Chesapeake Bay
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
WATERFRONT - Beautiful 4 bedroom, 2 1/2 bathrooms newly renovated charming historic home ON the Chesapeake Bay. New mode ...
From $837 per night (USD)
Expedia
Click For Pricing
VRBO
Annapolis House
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Traditional 4 bedroom house in neighborhood with loft. Lots of room to move around in with gated back yard. Only 3 mi ...
Click For Pricing
VRBO
From $640 per night (USD)
VRBO
Brand New.1.5 blocks to Westin. 1st floor bed & bath. Walkable Convenience
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This new 4 bed / 3 bath modern luxury home sleeps 10 and is located in a quiet neighborhood near the Westin Hotel. Once ...
From $640 per night (USD)
VRBO
From $261 per night (USD)
VRBO
Annapolis Garden Suite
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our little oasis! We're tucked away on a beautiful residential street yet 7 minutes away from restaurants, co ...
From $261 per night (USD)
VRBO
From $1318 per night (USD)
VRBO
Custom New Home in Eastport. Less than one mile to Naval Academy and City Dock
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Please note: If you request to book this property, your reservation is not confirmed until you are contacted by the host ...
From $1318 per night (USD)
VRBO
From $402 per night (USD)
VRBO
Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Custom home with inlaid floor, wood counters, hand made cabinets, and artistic touches. Beautifully landscaped large pri ...
From $402 per night (USD)
VRBO
From $517 per night (USD)
Expedia
Steps to USNA and Main St w private patio and parking at Historic gem
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Visit the magic of Annapolis during the Holiday Season Take a stroll along the brick-lined sidewalks of Prince George St ...
From $517 per night (USD)
Expedia
$Charming 4BR 2BA w\/ outdoor patio & fire pit! 5 min walk to Navy Stadium and DT$
From $373 per night (USD)
VRBO
Charming 4BR 2BA w\/ outdoor patio & fire pit! 5 min walk to Navy Stadium and DT
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Come stay at this fully updated cozy 4-bedroom 2-bathroom home. Conveniently located with a .6 mile walk to the Naval Ac ...
From $373 per night (USD)
VRBO
From $213 per night (USD)
VRBO
Annapolis Tree House Apartment- luxury shower, separate space
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
This private treehouse apartment, located above a detached garage, is nestled among the treetops on a wooded acre of lan ...
From $213 per night (USD)
VRBO
From $506 per night (USD)
VRBO
Modern Comfort meets Mid Century Charm at One-level home, with 4 King Beds and dog-friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Visit the magic of Annapolis during the Holiday Season Welcome to this beautifully renovated midcentury ranch home, perf ...
From $506 per night (USD)
VRBO
From $481 per night (USD)
Expedia
Historic Downtown Union House with Free parking & private patio
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Visit the magic of Annapolis during the Holiday Season Enjoy Annapolis, MD in this charming Federal-style home nestled i ...
From $481 per night (USD)
Expedia
From $274 per night (USD)
VRBO
Cozy Annapolis Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stay in the heart of Annapolis. Walk to downtown, the Naval Academy and Navy Stadium. Meticulously kept home and newly r ...
From $274 per night (USD)
VRBO
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Expedia
Cheerful 1 bedroom w pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy one bedroom with pool outdoor eating space and expansive yard for the kids to play in. Private bedroom, bathroom, a ...
Click For Pricing
Expedia
From $735 per night (USD)
VRBO
Charming Romantic, or Navy Professional Historic Retreat—Steps to City Dock!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to our historic home in downtown Annapolis! Enjoy your morning coffee on the front porch and host a BBQ in our ...
From $735 per night (USD)
VRBO
Click For Pricing
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 ...
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Expedia
From $481 per night (USD)
VRBO
Recently Renovated Annapolis Home - Conveniently Located
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This is the perfect getaway home for an enjoyable and relaxing stay in Annapolis. It is conveniently located within walk ...
From $481 per night (USD)
VRBO
From $375 per night (USD)
Expedia
Spectacular Location: State Circle Apartment
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Stay in this iconic building at the intersection of State Circle and Maryland Avenue in the Historic District of Annapol ...
From $375 per night (USD)
Expedia
From $493 per night (USD)
VRBO
Easy walk to DTA from Historic multi-level Firehouse with parking, dog-friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Visit the magic of Annapolis during the Holiday Season This is a unique home like none other in downtown Annapolis. Orig ...
From $493 per night (USD)
VRBO
From $436 per night (USD)
Expedia
Multiple family spaces both inside and out 13 mins to USNA
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Visit the magic of Annapolis during the Holiday Season From the moment you walk into this lovely home, you will feel the ...
From $436 per night (USD)
Expedia
From $729 per night (USD)
VRBO
NEW, cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
This clean, peaceful, 5 BR, 4 BA house features a waterfront view from 2 spacious decks in a quiet community. Perfect fo ...
From $729 per night (USD)
VRBO
From $356 per night (USD)
Expedia
Annapolis Condominium in the heart of the historic center
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Don’t miss our unique two floor condominium in Historic Annapolis downtown with 3 bedrooms (one queen, two rooms with tw ...
From $356 per night (USD)
Expedia
$Chic Condo w\/ Balcony in the Heart of Annapolis!$
From $280 per night (USD)
VRBO
Chic Condo w\/ Balcony in the Heart of Annapolis!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
See the best of Annapolis effortlessly when you book this 2-bed, 2-bath vacation rental! Equipped with all the essential ...
From $280 per night (USD)
VRBO
From $563 per night (USD)
VRBO
The Liberty House- Pristine Renovation with parking
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Liberty House ! Tucked away in the Murray Hill section of downtown Annapolis this home is a spacious retreat ...
From $563 per night (USD)
VRBO
From $547 per night (USD)
VRBO
One of a kind renovation in the center of it all - THE BEST LOCATION DOWNTOWN !
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to East Street ! We invite you come spend some time at our gorgeous large home in the heart of the Historic Dist ...
From $547 per night (USD)
VRBO
From $303 per night (USD)
Expedia
Charming Historic Townhouse Steps From USNA
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our charming home nestled next to the prestigious Naval Academy in Annapolis. This inviting 1-bedroom, 1-bath ...
From $303 per night (USD)
Expedia
From $367 per night (USD)
VRBO
Location Location Location!!!50 Steps from Main Street and all of the action
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
We welcome you to check out our newest listing in the heart of the Historic District with the BEST front porch in downto ...
From $367 per night (USD)
VRBO
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Expedia
Historic Annapolis Home Convenient to Downtown!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Historic Annapolis home convenient to downtown, restaurants, shopping, commuter routes and public transportation! -0.5 ...
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Expedia
From $560 per night (USD)
VRBO
All-stop. Rental Midships.
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Whether you have come for Commissioning Week or Boat Show, the aptly named Gatehouse is a centrally located townhome ste ...
From $560 per night (USD)
VRBO
From $410 per night (USD)
Expedia
Annapolis Downtown Entire Townhome 3 bed 6 guests
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
About this space Immerse yourself in the best that the downtown Historic District of Annapolis has to offer while stayin ...
From $410 per night (USD)
Expedia
Click For Pricing
VRBO
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 Pricing
VRBO
From $832 per night (USD)
Expedia
Center of Downtown Annapolis with Free Parking at Randall House
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
Visit the magic of Annapolis during the Holiday Season The Randall House is an historic gem in the heart of Downtown Ann ...
From $832 per night (USD)
Expedia
From $1539 per night (USD)
VRBO
5 BDRM across from the USNA Stadium
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Across the street from the Naval Academy Stadium. Open floor plan with stainless steel appliances, two islands, 8-10 per ...
From $1539 per night (USD)
VRBO
From $1455 per night (USD)
Expedia
Stunning Waterfront Home in Round Bay with multiple living spaces
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Visit the magic of Annapolis during the Holiday Season Available for Boat Shows! Ask us about the option to add on the 5 ...
From $1455 per night (USD)
Expedia
From $699 per night (USD)
VRBO
The Navy House~ Walk to Downtown! 3 Bed Bungalow across from Navy Stadium
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Our quiet 3 bed 2.5 bath home is the perfect Annapolis getaway! On a dead end road. A quick walk to the best downtown r ...
From $699 per night (USD)
VRBO
From $370 per night (USD)
Expedia
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 $370 per night (USD)
Expedia
$Annapolis\/Eastport Private Beautiful Apt- < 1 Mile Walk To Downtown$
From $189 per night (USD)
VRBO
Annapolis\/Eastport Private Beautiful Apt- < 1 Mile Walk To Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A beautiful basement apartment in the city of Annapolis, in the quiet Eastport neighborhood, a walk to marinas, historic ...
From $189 per night (USD)
VRBO
From $210 per night (USD)
Expedia
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Five blocks to Naval Bagels, Agave, Chessie's Wharf, Evelyn's, Bean Rush Cafe, Rutabagas, Grauls Groceries and other sho ...
From $210 per night (USD)
Expedia
$Riverfront home with multiple decks, central AC, washer\/dryer - two dogs OK$
From $461 per night (USD)
VRBO
Riverfront home with multiple decks, central AC, washer\/dryer - two dogs OK
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Chase Creek Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $461 per night (USD)
VRBO
From $1266 per night (USD)
Expedia
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 $1266 per night (USD)
Expedia
From $755 per night (USD)
VRBO
Newly renovated downtown home with patio, gas grill, and gas fireplace
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Blue Angel's Nest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $755 per night (USD)
VRBO
From $1155 per night (USD)
Expedia
Renovated dog-friendly bayfront home with private hot tub & pool, grill, & dock
Bedrooms:
6
Bathrooms:
8
Sleeps:
18
Waterside with it All Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $1155 per night (USD)
Expedia
From $834 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 $834 per night (USD)
VRBO
$Spacious beachfront home with decks, gas grill, wet bar, gas fireplace, and W\/D$
From $832 per night (USD)
Expedia
Spacious beachfront home with decks, gas grill, wet bar, gas fireplace, and W\/D
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
The Ship's Bridge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $832 per night (USD)
Expedia
From $1489 per night (USD)
VRBO
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 $1489 per night (USD)
VRBO
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Expedia
Beach House (Annapolis) Bay Ridge Community
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Relax on the front porch while enjoying sweeping views of the Chesapeake Bay. Enjoy the beach right in front of house. P ...
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Expedia
From $736 per night (USD)
VRBO
Waterfront dog-friendly Private Pier, Game Room, mins to Annapolis Jolly Roger
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Visit the magic of Annapolis during the Holiday Season Arrive by car or boat to this waterfront home, located in Crownsv ...
From $736 per night (USD)
VRBO
$Well-appointed 1 bedroom, 1 bath in Annapolis \/ Eastport$
From $263 per night (USD)
VRBO
Well-appointed 1 bedroom, 1 bath in Annapolis \/ Eastport
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This spacious, well-appointed 1 bedroom, 1 European style bath 2nd floor apartment is in the heart of Eastport. You’ll b ...
From $263 per night (USD)
VRBO
$Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis\n$
From $715 per night (USD)
VRBO
Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis\n
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
BOOK YOUR ANNAPOLIS VACATION AT BURLEY CREEK HIDEAWAY! Charming home owned by USNA grads. Lovely waterfront two-level ...
From $715 per night (USD)
VRBO
$Annapolis-Eastport Cottage Home w\/ RV Van Parking & Hook-up too!$
From $253 per night (USD)
VRBO
Annapolis-Eastport Cottage Home w\/ RV Van Parking & Hook-up too!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Walk to all Annapolis has to offer, once parked you’ll never need a car. Walk to City Dock, marinas, restaurants, pubs ...
From $253 per night (USD)
VRBO
From $475 per night (USD)
VRBO
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Just finished with a few updates to kitchen and bedrooms + all new sheets and towels!new pictures coming soon!! Fantasti ...
From $475 per night (USD)
VRBO
From $513 per night (USD)
VRBO
Charm & Style in this Renovated Eastport Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This fully renovated three bedroom home sleeps 8. A touch of Key West comes to Eastport in this beautiful cottage style ...
From $513 per night (USD)
VRBO
From $673 per night (USD)
VRBO
1 Block to USNA with Chapel Views big back patio and off-site parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Visit the magic of Annapolis during the Holiday Season When the owners decided to find their Annapolis home base, they k ...
From $673 per night (USD)
VRBO
From $335 per night (USD)
VRBO
Private Annapolis Guest Apartment! Walkable to downtown! Location!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Keep it simple at this peaceful and centrally located guesthouse. This charming guest house w/ private access is located ...
From $335 per night (USD)
VRBO
From $340 per night (USD)
VRBO
Your Annapolis Adventure Starts Here!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to your charming Annapolis getaway! This beautifully furnished home is the perfect retreat for your stay in this ...
From $340 per night (USD)
VRBO
From $716 per night (USD)
Expedia
***Charming Downtown Oasis!*** Private Parking, Patio & Yard!! Walk Everywhere.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
1930's Single family home on adorable cul-de-sac downtown Annapolis with off-street parking! Located off West Street in ...
From $716 per night (USD)
Expedia
From $412 per night (USD)
VRBO
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 $412 per night (USD)
VRBO
$Ideal Eastport\/ Annapolis Location$
From $201 per night (USD)
VRBO
Ideal Eastport\/ Annapolis Location
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This spacious, fully furnished one bedroom1st floor apartment is perfectly located and has everything you need for your ...
From $201 per night (USD)
VRBO
From $411 per night (USD)
VRBO
Downtown furnished apartment - walking distance to restaurants
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Church owned 2nd Floor apartment in historic house - fully furnished - eat-in kitchen, dining room and living room - has ...
From $411 per night (USD)
VRBO
From $577 per night (USD)
Expedia
Stay just steps from City Dock in the Historic Fleet's Inn
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Visit the magic of Annapolis during the Holiday Season Stay just steps from the Annapolis waterfront! Cherished by the ...
From $577 per night (USD)
Expedia
From $495 per night (USD)
VRBO
Hanover House across from USNA Gate 3 with private back patio
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Visit the magic of Annapolis during the Holiday Season The fully-renovated 1800 historic home is just steps from USNA’s ...
From $495 per night (USD)
VRBO
From $264 per night (USD)
Expedia
Bay View Studio Apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sweeping views of the Chesapeake Bay Bridge may be enjoyed from your apartment with tall windows facing the bay, private ...
From $264 per night (USD)
Expedia
From $455 per night (USD)
VRBO
Quiet home with large yard, close to Navy Bridge.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Come relax at our spacious home and enjoy our quiet neighborhood! We are located near the greatest attractions in Annapo ...
From $455 per night (USD)
VRBO
$USNA Stay w\/ Private Pool, Indoor Soft Hot Tub, King Beds, & CHILD FRIENDLY GEAR$
From $1021 per night (USD)
VRBO
USNA Stay w\/ Private Pool, Indoor Soft Hot Tub, King Beds, & CHILD FRIENDLY GEAR
Bedrooms:
4
Bathrooms:
5
Sleeps:
15
USNA Family Stay w/Pool - Infant/Toddler Friendly! Enjoy the newest addition to my “Family Friendly Staycation” home ho ...
From $1021 per night (USD)
VRBO
From $384 per night (USD)
VRBO
ACROSS FROM STADIUM - walk to downtown Annapolis.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Across the street from the Navy and Marine Corps Stadium and walking distance to historic downtown Annapolis - you will ...
From $384 per night (USD)
VRBO
From $401 per night (USD)
VRBO
Gem in Downtown Annapolis, close to USNA, St. John's College
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Comfortable stay on quiet street close to Gate 3 USNA and St. John's College. Quick walk to Maryland State House, Maryla ...
From $401 per night (USD)
VRBO
From $624 per night (USD)
VRBO
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 $624 per night (USD)
VRBO
From $699 per night (USD)
Expedia
Naval-Academy-themed home with custom bar steps to Gate 1 and onsite parking at
Bedrooms:
2
Bathrooms:
5
Sleeps:
11
Visit the magic of Annapolis during the Holiday Season Welcome to Modern Elegance in Historic Annapolis Step into this f ...
From $699 per night (USD)
Expedia
From $520 per night (USD)
VRBO
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
421 Irie City Of Annapolis License Number 145052 Skip the lines!!! I offer personal chef services!!! NOTE: I ❤️ my n ...
From $520 per night (USD)
VRBO
From $395 per night (USD)
Expedia
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Come enjoy a relaxing stay in our coastal waterfront cottage in Epping Forest! Just steps from a community pier perfec ...
From $395 per night (USD)
Expedia
From $369 per night (USD)
VRBO
A Quiet Retreat just steps from Naval Academy and all the Downtown Fun!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Amongst the allure of downtown living, lies this quant Annapolis home. This two bedroom, one and a half bath has a spaci ...
From $369 per night (USD)
VRBO
From $2685 per night (USD)
Expedia
Lakefront home with private dock, deck, hot tub, firepit, Ping-Pong, large yard
Bedrooms:
5
Bathrooms:
8
Sleeps:
16
Base Camp on the Lake Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $2685 per night (USD)
Expedia
From $1649 per night (USD)
VRBO
Lakefront dog-friendly home with private outdoor pool, pool spa, dock & grill
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
The Morning Watch Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1649 per night (USD)
VRBO
$Lakefront home with private pool, hot tub, outdoor space, central AC, & W\/D$
From $2247 per night (USD)
Expedia
Lakefront home with private pool, hot tub, outdoor space, central AC, & W\/D
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
The Admiral's Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $2247 per night (USD)
Expedia
From $1530 per night (USD)
VRBO
Dog-friendly riverfront home with dock, 2 balconies, waterside patio, & grill
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
The Master Shipwright Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $1530 per night (USD)
VRBO
From $460 per night (USD)
VRBO
Stunning Waterfront Cottage with Breathtaking Views!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A Gorgeous, Waterfront setting in the Sailing Capital of the World! Charm, Detail, and Hospitality were not spared in t ...
From $460 per night (USD)
VRBO
From $432 per night (USD)
VRBO
Large Luxury Apartment In Downtown Annapolis
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
2 Bed/2 Bath Apartment in Historic Downtown Annapolis steps away from the main entrance of the Naval Academy. Upstairs ...
From $432 per night (USD)
VRBO
From $583 per night (USD)
VRBO
Waterfront Oasis in Eastport - Walk to Downtown and USNA
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to our newest listing in listing in the Maritime section of Annapolis . This upscale , fully renovated waterfron ...
From $583 per night (USD)
VRBO
From $441 per night (USD)
VRBO
PERFECT LOCATION in the heart of history
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Be our guest at Historic 19 East Street, in the heart of the Annapolis national landmark district. Walk out the front d ...
From $441 per night (USD)
VRBO
From $362 per night (USD)
VRBO
Walk everywhere . . .just minutes to historic Annapolis, Updated.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A modern historic gem in a 10 unit building in Eastport or as the locals call it the Maritime Republic of Eastport or "M ...
From $362 per night (USD)
VRBO
From $737 per night (USD)
VRBO
Historic Annapolis Getaway - 45 steps to Downtown and 156 steps to USNA!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
45 steps from the Annapolis City Dock and 156 steps to the United States Naval Academy! Walk to all Shops, Restaurants, ...
From $737 per night (USD)
VRBO
From $576 per night (USD)
VRBO
Heart of Historic District!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This three story 1875 home is located in the Heart of Historic Annapolis. Shops, restaurants, historic sites and the Cit ...
From $576 per night (USD)
VRBO

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