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 $520 per night (USD)
VRBO
Tastefully decorated fully-equipped Eastport Annapolis house with water views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our renovated 3 story house is located on the peninsula of Eastport, Annapolis. We are across the street from a small m ...
From $520 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Cozy 2br home w/ parking in downtown Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A's by the Cove is ideally located in the heart of downtown Annapolis's Historic and Art Districts. It is a fully update ...
From $320 per night (USD)
Expedia
From $319 per night (USD)
VRBO
Annapolis steps to Harbor and Naval Academy
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Parking included. The heart of Annapolis 1 street from the harbor, fun restaurants & backs to the Naval Academy. This 1s ...
From $319 per night (USD)
VRBO
From $1389 per night (USD)
VRBO
Prestigious Historic Annapolis home, parking for 5 cars, walk to everything!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Spacious historic Annapolis home, located mere steps to the Naval Academy and St. John's College. Two blocks from the St ...
From $1389 per night (USD)
VRBO
From $620 per night (USD)
VRBO
Beautifully Renovated Historic District Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to this meticulously renovated home where no detail has been overlooked. Step into the kitchen and be captivated ...
From $620 per night (USD)
VRBO
From $831 per night (USD)
Expedia
Charming Historic Annapolis Home With Two Off-street Parking Places!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Charming cedar shake duplex home in Historic Annapolis adjacent to the Paca Gardens and the Naval Academy. Custom kitche ...
From $831 per night (USD)
Expedia
From $647 per night (USD)
VRBO
WATERFRONT COTTAGE ON SEVERN - STUNNING VIEWS - MINUTES FROM DOWNTOWN ANNAPOLIS
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
CHARMING FOUR BEDROOM WATERFRONT COTTAGE ON SCENIC SEVERN RIVER WITH STUNNING VIEWS -- RARE CLOSE-IN LOCATION - JUST MI ...
From $647 per night (USD)
VRBO
From $714 per night (USD)
Expedia
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Charming house - a 10-15 min walk to Navy Marine Corps Stadium (<.75mile), a 5 min drive from the US Naval Academy (<1mi ...
From $714 per night (USD)
Expedia
From $570 per night (USD)
VRBO
Nautical Feel to This Beautiful Eastport Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
From the minute you walk in the door, you will feel the warmth and charm this home offers. Located on the Eastport si ...
From $570 per night (USD)
VRBO
From $731 per night (USD)
VRBO
94 Five Star Reviews located in the City of Annapolis in a quiet neighborhood!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This is one of the most charming houses in Murray Hill! Located on a dead end street, this brick colonial with a slate r ...
From $731 per night (USD)
VRBO
From $644 per night (USD)
VRBO
Lots free parking, hot tub, tree house, outdoor oasis - NOT party house
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Walk downtown or to grocery, restaurants, etc. We live in a nice modernly decorated duplex adjacent to Navy Stadium. I ...
From $644 per night (USD)
VRBO
From $712 per night (USD)
VRBO
Beautiful Waterfront Townhome In Historic Annapolis
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This beautiful waterfront townhome with three bedrooms 3 1/2 baths, recently renovated and beautifully decorated. 5-minu ...
From $712 per night (USD)
VRBO
$Historic District\Crab Cakes and Football\$
From $466 per night (USD)
VRBO
Historic District\"Crab Cakes and Football\"
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Crab Cakes and Football. Enjoy Historic Downtown Annapolis with convenient walking distance to both City Dock ...
From $466 per night (USD)
VRBO
From $1976 per night (USD)
VRBO
Fantastic house with lots of parking in downtown Annapolis, steps to the USNA!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Built in 1875, this delightful house offers total privacy in the heart of downtown Annapolis. Steps from Main St, and t ...
From $1976 per night (USD)
VRBO
From $558 per night (USD)
VRBO
Upscale home with parking for 4 cars in driveway. Walk to downtown.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
NOTE: Posted rates do not apply to Holidays, Boat Shows or Commissioning Week. They will be given on request. Rates a ...
From $558 per night (USD)
VRBO
From $378 per night (USD)
Expedia
Your Annapolis Waterfront retreat - a short walk to Navy Football Home Games - <br>Navy v. South Florida 11/15/25 weekend still available!<br>Or the USNA Gospel Choir Concert weekend of 10/17/25
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Begin your mornings with wraparound views from the queen bed or coffee on the screened porch, with the same water views ...
From $378 per night (USD)
Expedia
From $305 per night (USD)
VRBO
Charming garden row home, easy 4 block walk to the heart of Annapolis.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Incredible location in the Historic District of Annapolis. Walking distance to the Naval Academy, St. Johns College, an ...
From $305 per night (USD)
VRBO
From $532 per night (USD)
VRBO
Eastport Haven House
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Welcome to our custom Craftsman in the exclusive Maritime Eastport section of Annapolis. Surrounded by the city's best r ...
From $532 per night (USD)
VRBO
From $884 per night (USD)
VRBO
Charming Annapolis Victorian
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
This is a beautiful historic property within walking distance of downtown Annapolis and the Navy-Marine Corps Stadium. W ...
From $884 per night (USD)
VRBO
From $2975 per night (USD)
VRBO
3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room!
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
This home has everything for enjoying waterfront and poolside living, while also being very convenient to major tourist ...
From $2975 per night (USD)
VRBO
From $359 per night (USD)
VRBO
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Vacations are meant to be carefree! Let the chimes from the Naval Academy chapel start your day. Stroll along our famed ...
From $359 per night (USD)
VRBO
From $623 per night (USD)
Expedia
Sophisticated Charmer with Parking & Views of the USNA Chapel Dome
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hello and Welcome to Annapolis! You are going to love this home. IMPORTANT: if you are inquiring about USNA Commission ...
From $623 per night (USD)
Expedia
From $425 per night (USD)
VRBO
Historic Downtown Charmer, Water Views and Parking!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Life is beautiful in historic downtown Annapolis, with great restaurants, shops and romantic waterfront at your doorstep ...
From $425 per night (USD)
VRBO
Click For Pricing
Expedia
Stay at Lux Red Door Gem with 3 Parking Spots
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
The gorgeous Downtown Annapolis home was meticulously remodeled from top-to-bottom in a luxurious fashion. This fully-r ...
Click For Pricing
Expedia
From $748 per night (USD)
VRBO
Steps to Main St at Historic Home with Capital Views, Private Patio & Free Off-Site Parking
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Experience Historic Annapolis in Comfort and Style This charming 4-bedroom home sits in the heart of Historic Annapolis, ...
From $748 per night (USD)
VRBO
From $896 per night (USD)
VRBO
Annapolis -Eastport - -3 Bedroom- 3 bath with parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Delightful Arts and Crafts/ Coastal style home. Main Level is open space concept with 9 ft ceilings and plenty of nat ...
From $896 per night (USD)
VRBO
From $898 per night (USD)
VRBO
Steps away from the Chesapeake Bay in the unique Bay Ridge community!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Chesapeake living with a view of the Bay from the lovely outdoor dining area and screened in balcony off of the huge mas ...
From $898 per night (USD)
VRBO
From $662 per night (USD)
Expedia
Walkable to Main Street at Seashell in the City with 2 parking spots
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to this gorgeous fully-renovated home, restored to a new modern grandeur, which includes coveted parking for 2 c ...
From $662 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Anchor's Away in the Heart of Eastport!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Downtown in the heart of Eastport Annapolis, this first floor studio condo boasts high ceilings with lots of natural lig ...
From $298 per night (USD)
VRBO
From $233 per night (USD)
Expedia
Cozy 1st Floor King George one bedroom apartment right across from USNA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy this one bedroom first floor apartment that's right across from Gate 2 of the U.S. Naval Academy. It's a short 1 ...
From $233 per night (USD)
Expedia
From $1454 per night (USD)
VRBO
RARELY AVAILABLE FOR COMMISSIONING WEEK! Stunning colonial on a private 1.6 acre lot!
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
STR00844 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTA ...
From $1454 per night (USD)
VRBO
From $1522 per night (USD)
VRBO
Indoor/Outdoor waterfront oasis with indoor heated pool awaits you in Eastport!
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
Waterfront Luxury Retreat in Eastport with Year-Round Indoor Pool, Private Dock, & Kayaks Description Your indoor and o ...
From $1522 per night (USD)
VRBO
From $442 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 $442 per night (USD)
VRBO
From $428 per night (USD)
Expedia
Fantastic Spacious Eastport Home Easy Walk to Everything & Parking for 6 Cars!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This home is spacious and clean and will make your vacation plans a breeze from this central location. Many families, g ...
From $428 per night (USD)
Expedia
From $648 per night (USD)
VRBO
Downtown Annapolis Townhome ! Beautiful!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beautiful Remodeled Townhome ! We have thought of everything you will need for an amazing stay. Fully loaded kitchen , ...
From $648 per night (USD)
VRBO
From $377 per night (USD)
Expedia
Historic Downtown House with Off Street Parking
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Spacious living with all the modern amenities. Prime location - 1 block from the water, restaurants, and shops. Park you ...
From $377 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 $344 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 $344 per night (USD)
VRBO
From $251 per night (USD)
VRBO
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)
VRBO
$Eastport Cottage .5 mi from Downtown Annapolis\n\n$
From $420 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 $420 per night (USD)
Expedia
From $647 per night (USD)
VRBO
Walk to USNA, Main St w Parking Historic Wisteria
Bedrooms:
4
Bathrooms:
4
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 $647 per night (USD)
VRBO
From $1645 per night (USD)
VRBO
Cool 1870's home anchored in the Historic District with modern amenities.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Our century-and-a-half-old, five bedroom and three bath home with 3,000 square feet centrally situated in the heart of t ...
From $1645 per night (USD)
VRBO
From $201 per night (USD)
VRBO
“Athens of America,” Annapolis Apartment Two B
Bedrooms:
1
Bathrooms:
1
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 $319 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 $319 per night (USD)
VRBO
From $142 per night (USD)
VRBO
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 $142 per night (USD)
VRBO
$Stay \Around the corner\ from Annapolis hot spots with new King bed, fenced-in yard and parking$
From $601 per night (USD)
Expedia
Stay \"Around the corner\" from Annapolis hot spots with new King bed, fenced-in yard and parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Still available for Commissioning Week 2025! Welcome to this beautifully remodeled Victorian home in Eastport, lovingly ...
From $601 per night (USD)
Expedia
Click For Pricing
VRBO
A Delight on Dean
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sitting on a quiet, tree lined street, this home enjoys being located in the sought after neighborhood of Murray Hill. ...
Click For Pricing
VRBO
From $750 per night (USD)
VRBO
Historic Downtown Annapolis Waterfront, 1936, with a deep water dock, and kayaks
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Absolutely gorgeous downtown waterfront home. Loaded with historical significance and character, all while minutes walki ...
From $750 per night (USD)
VRBO
From $504 per night (USD)
VRBO
Walkable Eastport Home with Firepit, Porch & Fenced-in Yard
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Welcome to your home away from home in the heart of the Maritime Republic of Eastport—a vibrant, walkable neighborhood j ...
From $504 per night (USD)
VRBO
From $445 per night (USD)
Expedia
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 $445 per night (USD)
Expedia
From $554 per night (USD)
VRBO
Stay in Heart of Downtown Annapolis Steps to Main St at Historic Carriage House
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Originally built in 1857, this fully-restored home has a rich history that's been documented from it's original purpose ...
From $554 per night (USD)
VRBO
From $982 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 $982 per night (USD)
VRBO
From $1444 per night (USD)
VRBO
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 $1444 per night (USD)
VRBO
From $947 per night (USD)
VRBO
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 $947 per night (USD)
VRBO
From $783 per night (USD)
VRBO
Location=AMAZING! Garage Parking for 1
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
STR21-145020 THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CO ...
From $783 per night (USD)
VRBO
From $917 per night (USD)
VRBO
Beautifully maintained historic 3 BR home and just forty yards from the US Naval Academy Barry Gate
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
RENT-005995-2024 THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN ...
From $917 per night (USD)
VRBO
From $279 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 $279 per night (USD)
VRBO
From $466 per night (USD)
VRBO
4 Bedroom/3 Bathroom with parking minutes from downtown Annapolis
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 $466 per night (USD)
VRBO
From $733 per night (USD)
VRBO
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)
VRBO
From $323 per night (USD)
VRBO
Charming cottage with parking. Easy walk to downtown.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover this charming, fully furnished cottage ideally accommodating up to six guests. Nestled on a serene street withi ...
From $323 per night (USD)
VRBO
From $493 per night (USD)
VRBO
Adorable cottage! Walking distance to USNA & downtown! (VRBO only)
Bedrooms:
1
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 $493 per night (USD)
VRBO
From $2878 per night (USD)
VRBO
Nantucket on the Chesapeake Heated Pool
Bedrooms:
2
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
From $448 per night (USD)
VRBO
Historic & sunny home w/ Fireplace steps from USNA & Downtown Annapolis
Bedrooms:
2
Bathrooms:
4
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 $448 per night (USD)
VRBO
From $971 per night (USD)
VRBO
Stunning Annapolis Home! Across from the library, walk to Naval Graduation
Bedrooms:
4
Bathrooms:
4
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 $971 per night (USD)
VRBO
From $1081 per night (USD)
VRBO
Parking for days at the unique Deep in the Heart of Annapolis with large private deck
Bedrooms:
3
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 $1081 per night (USD)
VRBO
From $328 per night (USD)
Expedia
Historic Annapolis Home 1.5 blocks from center of town.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Historic home 1.5 blocks from center of town. Easy walk to the shops, food, harbor, Naval Academy and historic attractio ...
From $328 per night (USD)
Expedia
From $553 per night (USD)
VRBO
★ Midcentury Modern Getaway ★ Prime Location ★
Bedrooms:
2
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 $553 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
From $279 per night (USD)
VRBO
New Downtown Annapolis Condo With Free Parking
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 $279 per night (USD)
VRBO
From $975 per night (USD)
Expedia
West Annapolis Cottage
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Summary: Recently renovated, this is the perfect location for your family & friends to enjoy Naval Academy events, boat ...
From $975 per night (USD)
Expedia
From $638 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 $638 per night (USD)
VRBO
From $268 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 $268 per night (USD)
VRBO
From $875 per night (USD)
VRBO
Custom New Home in Eastport. Less than one mile to Naval Academy and City Dock
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Please note: If you request to book this property, your reservation is not confirmed until you are contacted by the host ...
From $875 per night (USD)
VRBO
From $437 per night (USD)
Expedia
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 $437 per night (USD)
Expedia
From $670 per night (USD)
VRBO
Steps to USNA and Main St with Private Patio and Parking at Historic Gem
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Take a stroll along the brick-lined sidewalks of Prince George Street in the Historic District and to this fully-renovat ...
From $670 per night (USD)
VRBO
From $225 per night (USD)
VRBO
Annapolis Tree House Apartment- luxury shower, separate space
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This private treehouse apartment, located above a detached garage, is nestled among the treetops on a wooded acre of lan ...
From $225 per night (USD)
VRBO
From $657 per night (USD)
VRBO
Stylish Midcentury Ranch Pet-Friendly Home Just 1.5 Miles from Navy Stadium One-Level Living
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Stylish Midcentury Ranch Just 1.5 Miles from Navy Stadium! This beautifully renovated 4BR/2BA home is perfectly located ...
From $657 per night (USD)
VRBO
From $524 per night (USD)
Expedia
Historic Downtown Union House with Free Off-Site 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 $524 per night (USD)
Expedia
From $471 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 $471 per night (USD)
VRBO
From $562 per night (USD)
Expedia
Recently Renovated Annapolis Home - Conveniently Located
Bedrooms:
2
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 $562 per night (USD)
Expedia
From $766 per night (USD)
VRBO
Eastport Historic Firehouse with Parking, Dogs OK
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This is a unique home like none other in downtown Annapolis. Originally the Eastport Volunteer Fire Company, founded in ...
From $766 per night (USD)
VRBO
From $656 per night (USD)
Expedia
Parking & Pet Friendly USNA-themed Annapolis home
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This Naval Academy-themed 3 Bedroom home was just fully renovated and is ready to host Annapolis visitors! There are mul ...
From $656 per night (USD)
Expedia
From $803 per night (USD)
VRBO
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 $803 per night (USD)
VRBO
From $295 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 $295 per night (USD)
Expedia
Click For Pricing
VRBO
Chic Condo w/ Balcony in the Heart of Annapolis!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
See the best of Annapolis effortlessly when you book this 2-bed, 2-bath vacation rental! Equipped with all the essential ...
Click For Pricing
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 $598 per night (USD)
VRBO
Historic Renovated Home in the Heart of Downtown
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to our listing on East Street. Located in the heart of downtown our front porch sits in the shade of the iconic ...
From $598 per night (USD)
VRBO
From $303 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 $303 per night (USD)
Expedia
From $559 per night (USD)
VRBO
All-stop. Rental Midships.
Bedrooms:
2
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 $559 per night (USD)
VRBO
From $413 per night (USD)
Expedia
Annapolis Downtown Entire Townhome 3 bed 6 guests
Bedrooms:
1
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
From $1267 per night (USD)
VRBO
Parking at Randall House Across from USNA Gate 1
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 $1267 per night (USD)
VRBO
Click For Pricing
Expedia
5 BDRM across from the USNA Stadium
Bedrooms:
5
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
Expedia
From $1799 per night (USD)
VRBO
Stunning Waterfront Home in Round Bay with multiple living spaces
Bedrooms:
4
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 $1799 per night (USD)
VRBO
From $376 per night (USD)
Expedia
Adorable home steps from Navy Stadium!
Bedrooms:
3
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)
Expedia
From $197 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 $197 per night (USD)
VRBO
From $420 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 $420 per night (USD)
Expedia
From $1256 per night (USD)
VRBO
3-story, dog-friendly home near beaches with home theatre, grill & gaming tables
Bedrooms:
5
Bathrooms:
6
Sleeps:
15
Bella Chateau Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $1256 per night (USD)
VRBO
From $805 per night (USD)
Expedia
Updated historic home with parking; near Academy, college & harbor - central AC
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Anchors Aweigh Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $805 per night (USD)
Expedia
From $793 per night (USD)
VRBO
Spacious beachfront home with decks, gas grill, wet bar, gas fireplace, and W/D
Bedrooms:
3
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 $793 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia

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