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

$Historic & sunny home w\/ Fireplace steps from USNA & Downtown Annapolis$
From $501 per night (USD)
VRBO
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 $501 per night (USD)
VRBO
From $535 per night (USD)
Expedia
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 $535 per night (USD)
Expedia
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 $999 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 $999 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 $382 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 $382 per night (USD)
Expedia
From $581 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 $581 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 ...
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Expedia
$Downtown Annapolis Condo w\/ Free Parking + Coffee$
From $230 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 $230 per night (USD)
VRBO
From $454 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 $454 per night (USD)
Expedia
From $1045 per night (USD)
VRBO
West Annapolis Cottage
Bedrooms:
5
Bathrooms:
7
Sleeps:
14
Summary: Recently renovated, this is the perfect location for your family & friends to enjoy Naval Academy events, boat ...
From $1045 per night (USD)
VRBO
From $853 per night (USD)
Expedia
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 $853 per night (USD)
Expedia
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 $832 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 $832 per night (USD)
Expedia
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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 ...
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VRBO
From $652 per night (USD)
Expedia
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 $652 per night (USD)
Expedia
From $304 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 $304 per night (USD)
VRBO
From $1318 per night (USD)
Expedia
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)
Expedia
From $418 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 $418 per night (USD)
VRBO
From $686 per night (USD)
Expedia
Steps to USNA and Main St w private patio and parking at Historic gem
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Take a stroll along the brick-lined sidewalks of Prince George Street in the Historic District and to this fully-renovat ...
From $686 per night (USD)
Expedia
From $233 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 $233 per night (USD)
VRBO
From $559 per night (USD)
Expedia
Modern Comfort meets Mid Century Charm at One-level home, with 4 King Beds and dog-friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to this beautifully renovated midcentury ranch home, perfectly located just 1.5 miles from the Navy-Marine Corps ...
From $559 per night (USD)
Expedia
From $597 per night (USD)
VRBO
Historic Downtown Union House with Free parking & private patio
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy Annapolis, MD in this charming Federal-style home nestled in the heart of the historic district. Spectacularly res ...
From $597 per night (USD)
VRBO
From $419 per night (USD)
Expedia
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 $419 per night (USD)
Expedia
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VRBO
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
VRBO
From $852 per night (USD)
Expedia
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 $852 per night (USD)
Expedia
From $580 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 $580 per night (USD)
VRBO
From $417 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 $417 per night (USD)
Expedia
From $706 per night (USD)
VRBO
Easy walk to DTA from Historic multi-level Firehouse with parking, dog-friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Inquire about discounted extended stays! This is a unique home like none other in downtown Annapolis. Originally the Ea ...
From $706 per night (USD)
VRBO
From $855 per night (USD)
Expedia
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 $855 per night (USD)
Expedia
From $341 per night (USD)
VRBO
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 $341 per night (USD)
VRBO
$Chic Condo w\/ Balcony in the Heart of Annapolis!$
From $470 per night (USD)
Expedia
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 $470 per night (USD)
Expedia
From $556 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 $556 per night (USD)
VRBO
From $641 per night (USD)
Expedia
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 $641 per night (USD)
Expedia
From $467 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 $467 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 $613 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 $613 per night (USD)
VRBO
From $413 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 $413 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 $1332 per night (USD)
Expedia
Center of Downtown Annapolis across from USNA Gate 1 with Parking at Randall House
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
The Randall House is an historic gem in the heart of Downtown Annapolis with PARKING for 3 cars! Built in 1880, The R ...
From $1332 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $1758 per night (USD)
Expedia
Stunning Waterfront Home in Round Bay with multiple living spaces
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Available for Boat Shows! Ask us about the option to add on the 5th bedroom. This beautiful home with unobstructed view ...
From $1758 per night (USD)
Expedia
From $376 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 $376 per night (USD)
VRBO
$Annapolis\/Eastport Private Beautiful Apt- < 1 Mile Walk To Downtown$
From $218 per night (USD)
Expedia
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 $218 per night (USD)
Expedia
From $261 per night (USD)
VRBO
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 $261 per night (USD)
VRBO
$Riverfront home with multiple decks, central AC, washer\/dryer - two dogs OK$
From $1030 per night (USD)
Expedia
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 $1030 per night (USD)
Expedia
From $1530 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 $1530 per night (USD)
VRBO
From $1189 per night (USD)
Expedia
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 $1189 per night (USD)
Expedia
From $1915 per night (USD)
VRBO
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 $1915 per night (USD)
VRBO
From $1150 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 $1150 per night (USD)
Expedia
$Spacious beachfront home with decks, gas grill, wet bar, gas fireplace, and W\/D$
From $1210 per night (USD)
VRBO
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 $1210 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 $1136 per night (USD)
VRBO
Waterfront dog-friendly Private Pier, Game Room at Jolly Roger
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Arrive by car or boat to this waterfront home, located in Crownsville, just outside of Annapolis. The private pier is o ...
From $1136 per night (USD)
VRBO
$Well-appointed 1 bedroom, 1 bath in Annapolis \/ Eastport$
From $257 per night (USD)
Expedia
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 $257 per night (USD)
Expedia
$Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis\n$
From $869 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 $869 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Annapolis-Eastport Cottage Home - Walk Everywhere - 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 $302 per night (USD)
Expedia
From $579 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 $579 per night (USD)
VRBO
From $610 per night (USD)
Expedia
Charm & Style in this Renovated Eastport Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience a cozy retreat in this inviting 3-bedroom, 2-bathroom cottage, just 3 blocks from the historic Spa Creek Brid ...
From $610 per night (USD)
Expedia
From $900 per night (USD)
VRBO
1 Block to USNA with Chapel Views big back patio and off-site parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
When the owners decided to find their Annapolis home base, they knew they had to be within walking distance to the one’s ...
From $900 per night (USD)
VRBO
From $334 per night (USD)
Expedia
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 $334 per night (USD)
Expedia
From $380 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 $380 per night (USD)
VRBO
From $779 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 $779 per night (USD)
Expedia
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 $523 per night (USD)
Expedia
Book now for CW 2025 Stay just steps from City Dock at the charming and historic Fleet's Inn
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
Still available for Commissioning Week 2025! Stay in the heart of Historic Annapolis just steps from the waterfront, sh ...
From $523 per night (USD)
Expedia
From $736 per night (USD)
VRBO
Hanover House across from USNA Gate 3 with private back patio
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
The fully-renovated 1800 historic home is just steps from USNA’s Gate 3. Located in the heart of historic downtown on a ...
From $736 per night (USD)
VRBO
From $342 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 $342 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 $1156 per night (USD)
Expedia
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 $1156 per night (USD)
Expedia
From $391 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 $391 per night (USD)
VRBO
From $484 per night (USD)
Expedia
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 $484 per night (USD)
Expedia
From $1192 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 $1192 per night (USD)
VRBO
From $833 per night (USD)
Expedia
One Block to Gate 1 at Naval-Academy-themed home, custom bar, onsite parking
Bedrooms:
2
Bathrooms:
5
Sleeps:
11
Welcome to Modern Elegance in Historic Annapolis Step into this fully-renovated 1900s home, where modern sophistication ...
From $833 per night (USD)
Expedia
From $770 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 Commission weeks: 2025, 2026, 2027 are booked. SORRY!! GO Navy!! ...
From $770 per night (USD)
VRBO
From $567 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 $567 per night (USD)
Expedia
From $406 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 $406 per night (USD)
VRBO
From $1050 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 $1050 per night (USD)
Expedia
From $1374 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 $1374 per night (USD)
VRBO
$Lakefront home with private pool, hot tub, outdoor space, central AC, & W\/D$
From $2074 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 $2074 per night (USD)
Expedia
From $1504 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 $1504 per night (USD)
VRBO
From $475 per night (USD)
Expedia
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 $475 per night (USD)
Expedia
From $524 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 $524 per night (USD)
VRBO
From $741 per night (USD)
Expedia
Waterfront Oasis in Eastport-Easy Walk to Downtown
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Welcome to our Waterfront Oasis in the desirable Eastport section of Annapolis. With 4 bedrooms and an open studio spac ...
From $741 per night (USD)
Expedia
From $460 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 $460 per night (USD)
VRBO
From $370 per night (USD)
Expedia
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 $370 per night (USD)
Expedia
From $672 per night (USD)
VRBO
Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
45 steps from the Annapolis City Dock and 150 steps to the United States Naval Academy! Walk to all Shops, Restaurants, ...
From $672 per night (USD)
VRBO
From $513 per night (USD)
Expedia
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 $513 per night (USD)
Expedia
From $239 per night (USD)
VRBO
Beautiful Condo - Water View Near City Dock
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Check out our winter rates for January, February and March! The Newport Condominium has a beautiful water view of Spa ...
From $239 per night (USD)
VRBO
From $543 per night (USD)
Expedia
Jackson's Bunker in Eastport with fenced-in backyard and dog friendly
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Available for Commissioning Week 2025! Located in the Annapolis "Republic of Eastport", this charming pet-friendly home ...
From $543 per night (USD)
Expedia
From $866 per night (USD)
VRBO
Charming 239-year-old former tavern 1 block to water & shops
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
239-year-old home, formerly a tavern & inn where Thomas Jefferson bought salt & stockings. Beautifully furnished with an ...
From $866 per night (USD)
VRBO
From $262 per night (USD)
Expedia
Pristine Downtown 1-Bedroom Steps from State House
Bedrooms:
1
Bathrooms:
2
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 $262 per night (USD)
Expedia
Click For Pricing
VRBO
Annapolis Vacation Home: 2 Mi to Quiet Waters Park
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
The Chesapeake Bay awaits you at this Annapolis vacation rental! 'Admiral's Post' is situated under 4 miles from the cit ...
Click For Pricing
VRBO
From $826 per night (USD)
Expedia
USNA-themed dog-friendly home steps from Navy Stadium with parking
Bedrooms:
2
Bathrooms:
5
Sleeps:
11
In Navy jargon, the goat locker is a lounge, sleeping area, and galley on board a naval vessel which is reserved for the ...
From $826 per night (USD)
Expedia
Click For Pricing
VRBO
USNA Commissioning Week 2023 Downtown Annapolis House that sleeps 13 people
Bedrooms:
3
Bathrooms:
7
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 Pricing
VRBO
From $286 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 $286 per night (USD)
Expedia
$Charming brick home with patio, WiFi, AC, & W\/D - walk to everything$
From $515 per night (USD)
VRBO
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 $515 per night (USD)
VRBO
From $1531 per night (USD)
Expedia
Annapolis Bayfront Home
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Beautifully restored turn of the century beach cottage located on an acre of landscaped property with magnificent views ...
From $1531 per night (USD)
Expedia
From $609 per night (USD)
VRBO
Freshly renovated 3-story home 1 block from USNA!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: Welcome to The Wardroom! Originally built in 1902 and completely renovated in 2014, this 3 story home is the p ...
From $609 per night (USD)
VRBO
Click For Pricing
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 Pricing
Expedia
From $632 per night (USD)
VRBO
Free parking at Townhome 1 block to Capital Bldg with multiple gathering spaces with backyard
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 $632 per night (USD)
VRBO
From $869 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 $869 per night (USD)
Expedia

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