Severn River Rentals
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VRBO
1010 VB Eastport, Annapolis MD!!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to historic Eastport! Located in the City of Annapolis, 1.6 miles to the United States Navel Academy. My home is ...
Click For PricingVRBO
- From $440 per night (USD)
VRBO
Upscale home with parking for 4 cars in driveway. Walk to downtown.
- Bedrooms:
- 4
- 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 $440 per night (USD)VRBO
- From $146 per night (USD)
VRBO
Craftsman Bungalow Apartment Near Naval Academy Stadium and Historic District
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This 1920's Craftsman style bungalow is 1/2 block from the Naval Academy Stadium and within walking distance of the Hist ...
From $146 per night (USD)VRBO
- From $453 per night (USD)
Expedia
Amazing views, short walks to great dining!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Spring: 2024: Welcome El Oso: Naval Bagels by day, transformed into great Mexican takeout in the evenings! 5 min walk! ...
From $453 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Annapolis waterfront \"tiny house\" in garden setting
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This " Carriage House" is a tiny jewel box, space efficient as a boat and comfortable as a modern home. Located in t ...
From $150 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Wooded retreat minutes from Downtown Annapolis!
- 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 $700 per night (USD)VRBO
- From $691 per night (USD)
VRBO
79 Five Star Reviews located in the city of Annapolis
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This beautifully updated 4 bedroom 3.5 bath home was renovated in 2016 and sleeps 8 comfortably. It is set up 100% for g ...
From $691 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Lots free parking, hot tub, tree house, outdoor oasis - NOT party house
- Bedrooms:
- 3
- 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 $550 per night (USD)VRBO
- From $560 per night (USD)
VRBO
Beautiful Waterfront Townhome In Historic Annapolis
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful waterfront townhome with three bedrooms 3 1/2 baths, recently renovated and beautifully decorated. 5-minu ...
From $560 per night (USD)VRBO
- From $399 per night (USD)
VRBO
Historic District\"Crab Cakes and Football\"
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Crab Cakes and Football. Enjoy Historic Downtown Annapolis with convenient walking distance to both City Dock ...
From $399 per night (USD)VRBO
- From $1600 per night (USD)
VRBO
Fantastic house with lots of parking in downtown Annapolis, steps to the USNA!
- Bedrooms:
- 4
- 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 $1600 per night (USD)VRBO
- From $613 per night (USD)
VRBO
CHASE CREEK Gem: Charming, Bright, Peaceful, Private **Family Friendly**
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Open spaces and private retreats. Fully renovated with contemporary colors and finishes, this home has all of the making ...
From $613 per night (USD)VRBO
- From $513 per night (USD)
VRBO
Beautifully Renovated Historic District Home
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this meticulously renovated home where no detail has been overlooked. Step into the kitchen and be captivated ...
From $513 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Charming Historic Annapolis Home With Two Off-street Parking Places!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Charming cedar shake duplex home in Historic Annapolis adjacent to the Paca Gardens and the Naval Academy. Custom kitche ...
From $700 per night (USD)VRBO
- From $600 per night (USD)
VRBO
WATERFRONT COTTAGE ON SEVERN - STUNNING VIEWS - MINUTES FROM DOWNTOWN ANNAPOLIS
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
CHARMING FOUR BEDROOM WATERFRONT COTTAGE ON SCENIC SEVERN RIVER WITH STUNNING VIEWS -- RARE CLOSE-IN LOCATION - JUST MI ...
From $600 per night (USD)VRBO
- From $1075 per night (USD)
VRBO
Prestigious Historic Annapolis home, parking for 5 cars, walk to everything!
- Bedrooms:
- 4
- 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 $1075 per night (USD)VRBO
- From $200 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 $200 per night (USD)VRBO
- From $431 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 $431 per night (USD)VRBO
- From $90 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 $90 per night (USD)VRBO
- From $525 per night (USD)
VRBO
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 $525 per night (USD)VRBO
- From $1040 per night (USD)
VRBO
Stunning colonial p on a private 1.6 acre lot situated on Broadneck Peninsula.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
STR00844 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTA ...
From $1040 per night (USD)VRBO
- From $1040 per night (USD)
VRBO
Luxurious home with parking in historic downtown Annapolis!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
NBS22-145083 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN ...
From $1040 per night (USD)VRBO
- From $1607 per night (USD)
VRBO
Indoor\/Outdoor waterfront oasis with indoor heated pool awaits you in Eastport!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
STR21-144966 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN C ...
From $1607 per night (USD)VRBO
- From $360 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 $360 per night (USD)VRBO
- From $1071 per night (USD)
VRBO
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 $1071 per night (USD)VRBO
- From $330 per night (USD)
VRBO
Historic Downtown Charmer, Water Views and Parking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Life is beautiful in historic downtown Annapolis, with great restaurants, shops and romantic waterfront at your doorstep ...
From $330 per night (USD)VRBO
- From $490 per night (USD)
VRBO
Boutique Historic Home just Steps from the State House!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the George Taylor House! This lovely historic home dates back to 1810 and has been recently renovated to pro ...
From $490 per night (USD)VRBO
- From $185 per night (USD)
VRBO
Neat & Clean 1 Bedroom Apartment in Quaint Eastport Neighborhood of Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Known as the “Athens of America,” Annapolis is a city abundant with history and culture. This former capital of the Unit ...
From $185 per night (USD)VRBO
- From $475 per night (USD)
VRBO
Beautifully updated Annapolis Historic District rowhome w\/ parking and rooftop deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
STR21-14492 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CO ...
From $475 per night (USD)VRBO
- From $192 per night (USD)
VRBO
“Athens of America,” Annapolis Apartment One B
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Annapolis is a city abundant with history and culture. This former capital of the United States has a little something f ...
From $192 per night (USD)VRBO
- From $1267 per night (USD)
VRBO
Beautiful Eastport Home walking distance to downtown and USNA. Includes parking
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy the best of Eastport and downtown Annapolis in this cute historic home. Home has three levels with space for 10-1 ...
From $1267 per night (USD)VRBO
- From $742 per night (USD)
VRBO
Perfect for Weddings, Crafters, & Commissioning Week- Sleeps 10! Great Reviews.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Naval Academy CW 2025 Available, Wedding Receptions, & Rehearsal Dinners Year after Year! This individual home is ideall ...
From $742 per night (USD)VRBO
- Click For Pricing
VRBO
Annapolis, ~MD~ - Lovely & Spacious Severn River Waterfront
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Beautifully furnished and fully equipped 4BR/4FB home with private beach & magnificent views of the Severn River. Large ...
Click For PricingVRBO
- From $650 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 $650 per night (USD)VRBO
- From $370 per night (USD)
VRBO
2 BR home in historic Downtown Annapolis. Walk to everything!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTACTED BY A T ...
From $370 per night (USD)VRBO
- From $1050 per night (USD)
Expedia
Contemporary waterfront 4BR home close to downtown Annapolis - stunning water views w\/private dock\/pier\/ private pool and kayaks.
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
STR259 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTAC ...
From $1050 per night (USD)Expedia
- From $416 per night (USD)
VRBO
Annapolis Historic District row home with 1 small off street parking space and a small rooftop deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
STR-143392 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CON ...
From $416 per night (USD)VRBO
- From $754 per night (USD)
Expedia
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 $754 per night (USD)Expedia
- From $565 per night (USD)
VRBO
Charming 3BR house in the Heart of the Annapolis Historical District - 3rd fl. private suite
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
STR-143804 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CO ...
From $565 per night (USD)VRBO
- From $457 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 $457 per night (USD)Expedia
- From $1000 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 $1000 per night (USD)VRBO
- From $1175 per night (USD)
Expedia
Spacious 4 BR with first FL. BR in Eastport is close to everything! AND PARKING!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
REN-00085 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONT ...
From $1175 per night (USD)Expedia
- From $1100 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 $1100 per night (USD)VRBO
- From $385 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 $385 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Spacious 4 BR with first FL. BR in Eastport is close to everything! AND PARKING!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
REN - 00086 -THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CON ...
From $200 per night (USD)VRBO
- From $595 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 $595 per night (USD)VRBO
- From $716 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 $716 per night (USD)VRBO
- From $183 per night (USD)
Expedia
Downtown Historic District Annapolis Town Home (built in 2008) with Garage Parking!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 12
REN08-139834 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN C ...
From $183 per night (USD)Expedia
- Click For Pricing
VRBO
Bayfront Beach house overlooks Chesapeake Bay and Thomas Point Light House sleeps 16!!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
STR266 THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTACTED ...
Click For PricingVRBO
- From $106 per night (USD)
VRBO
Charming \"doll house\" in a delightful Eastport neighborhood.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Please note: If you request to book this property, your reservation is not confirmed until you are contacted by Annapol ...
From $106 per night (USD)VRBO
- From $577 per night (USD)
VRBO
Historic Downtown Annapolis Waterfront, 1936, with a deep water dock, and kayaks
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Absolutely gorgeous downtown waterfront home. Loaded with historical significance and character, all while minutes walki ...
From $577 per night (USD)VRBO
- Click For Pricing
VRBO
Annapolis Family Vacation Rental: Close to downtown and the Naval Academy
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Located: 4.1mi (10 min) from Naval Academy: Annapolis Cove Neighborhood Open floor plan: Kitchen open to living room/sc ...
Click For PricingVRBO
- From $237 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 $237 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Brand new Renovation in Historic District with 2 parking spots -walk everywhere
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
***Covid 19 updates. In addition to blocking time between guests per CDC guidelines our professional cleaning staff is p ...
From $175 per night (USD)VRBO
- From $2200 per night (USD)
VRBO
Cool 1870's Historic District Home with modern amenities.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
150 year old, five bed and three bath home with 3,000 square feet is centrally situated in the heart of the Historic Di ...
From $2200 per night (USD)VRBO
- From $163 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 $163 per night (USD)VRBO
- From $185 per night (USD)
VRBO
“Athens of America,” Annapolis Apartment Two A
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $185 per night (USD)VRBO
- From $276 per night (USD)
VRBO
Less than a block from Main Street - Heart Of Historic District!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Circa 1847 Townhouse - one of the "Rainbow Houses" that was historically part of the Mann's Tavern. Renovated inside and ...
From $276 per night (USD)VRBO
- From $326 per night (USD)
VRBO
Walk to Naval Academy + City Dock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to The Constellation House, located in the heart of Downtown Annapolis! Within walking distance to the U.S. Nava ...
From $326 per night (USD)VRBO
- From $300 per night (USD)
VRBO
CIRCA 1885 - DOWNTOWN HISTORIC ANNAPOLIS
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $300 per night (USD)VRBO
- From $2500 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 $2500 per night (USD)VRBO
- Click For Pricing
VRBO
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 PricingVRBO
- From $492 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 $492 per night (USD)VRBO
- From $1100 per night (USD)
Expedia
Beautiful 4BR Waterfront Home in Historic Downtown Annapolis - Close Proximity to Everything!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTACTED BY A T ...
From $1100 per night (USD)Expedia
- From $107 per night (USD)
VRBO
West Annapolis Condo! Ideal location - Close to downtown Annapolis and commuter routes
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
STR-143827 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CON ...
From $107 per night (USD)VRBO
- From $800 per night (USD)
Expedia
Delightful large Historic Downtown Annapolis Victorian 4BR home has been lovingly restored.
- 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 $800 per night (USD)Expedia
- Click For Pricing
VRBO
Gorgeous renovation in HistoricDistrict -New listing !
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our newest listing in Downtown Annapolis. Brand new renovation with a nautical flair this is the perfect spot ...
Click For PricingVRBO
- From $900 per night (USD)
Expedia
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 $900 per night (USD)Expedia
- From $650 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 $650 per night (USD)VRBO
- From $643 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 $643 per night (USD)VRBO
- From $275 per night (USD)
VRBO
Charming cottage - easy walk to downtown with parking
- 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 $275 per night (USD)VRBO
- From $1519 per night (USD)
Expedia
Behold your perfect Annapolis getaway home! Gorgeous 4 bdrm, 2.5 bath with breathtaking views of the Chesapeake Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
STR129 Please note: If you request to book this property, your reservation is not confirmed until you are contacted by ...
From $1519 per night (USD)Expedia
- From $621 per night (USD)
VRBO
3BR Rowhome in Historic District - with Garage Parking for 1 - Location=AMAZING!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
STR21-145020 - Please note: THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YO ...
From $621 per night (USD)VRBO
- From $1177 per night (USD)
Expedia
Murray Hill Gem! Enjoy your Annapolis stay in the beautiful 4 BR\/3 BA historic home.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
NBS22-145062 -THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CO ...
From $1177 per night (USD)Expedia
- From $683 per night (USD)
VRBO
Beautifully maintained historic 3 BR home and just forty yards from the US Naval Academy Barry Gate
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
STR-143320 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CON ...
From $683 per night (USD)VRBO
- From $160 per night (USD)
Expedia
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 $160 per night (USD)Expedia
- From $453 per night (USD)
VRBO
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 $453 per night (USD)VRBO
- From $400 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 $400 per night (USD)VRBO
- From $295 per night (USD)
VRBO
Renovated Historic Home located downtown with parking - Walk everywhere !
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
❤️❤️New kitchen , 2 system central AC and Heat , parking spot , Master bath and deck installed in 2021 New patio in Sp ...
From $295 per night (USD)VRBO
- From $349 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 $349 per night (USD)VRBO
- From $298 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 $298 per night (USD)VRBO
- From $444 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 $444 per night (USD)VRBO
- From $230 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 $230 per night (USD)VRBO
- From $703 per night (USD)
Expedia
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 $703 per night (USD)Expedia
- From $239 per night (USD)
VRBO
Charming English Cottage in the heart of Eastport - park the car and walk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Restored and charming 2 bedroom 1.5 bath historic (circa 1921) cottage located in the heart of the popular Eastport and ...
From $239 per night (USD)VRBO
- From $170 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 $170 per night (USD)VRBO
- Click For Pricing
VRBO
Brick Georgian w\/pool, 1-2 miles to all! Pet friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Lovely brick Georgian built in the 1920s with secluded heated inground pool, located in a quiet, beautiful waterfront ne ...
Click For PricingVRBO
- Click For Pricing
VRBO
WALK TO THE STADIUM! Gorgeous, newly built 5 bedroom home.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
USNA grad owned! Beautiful house (built in 2017) located less than two blocks from Navy-Marine Corps Memorial Stadium, w ...
Click For PricingVRBO
- From $536 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 $536 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Renovated Rowhome in the Heart of Downtown Annapolis Historic District!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
STR-145006 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CON ...
From $350 per night (USD)VRBO
- From $425 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 $425 per night (USD)VRBO
- From $442 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 $442 per night (USD)VRBO
- Click For Pricing
VRBO
Custom New Home in Eastport. Less than one mile to Naval Academy and City Dock
- Bedrooms:
- 5
- 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 ...
Click For PricingVRBO
- From $450 per night (USD)
Expedia
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 $450 per night (USD)Expedia
- From $342 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 $342 per night (USD)VRBO
- From $337 per night (USD)
Expedia
Free Parking and Hot Tub at Pet Friendly Annapolis-themed home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This Annapolis-themed 3 Bedroom home now has a new hot tub! It has a twin sister next-door, The MidshipDen, and is a mir ...
From $337 per night (USD)Expedia
- From $262 per night (USD)
VRBO
Parking & Pet Friendly USNA-themed Annapolis home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**Flexible Commissioning Week Cancellation Policy** This Naval Academy-themed 3 Bedroom home was just fully renovated a ...
From $262 per night (USD)VRBO
- From $393 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 $393 per night (USD)VRBO
- From $467 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 $467 per night (USD)VRBO
- From $450 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 $450 per night (USD)VRBO