Anne Arundel Area Rentals
From $251 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 $251 per night (USD)VRBO
From $487 per night (USD)Expedia
Fully Furnished 4 Bedroom\/3 Bathroom Single Family Home in Annapolis just a few minutes from downtown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
STR-270 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTAC ...
From $487 per night (USD)Expedia
From $2209 per night (USD)VRBO
Beautiful 4BR Waterfront Home in Historic Downtown Annapolis - Close Proximity to Everything!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
NBS23-145368 - This exclusive waterfront property is a rare gem, available for rent only two weeks each year, making it ...
From $2209 per night (USD)VRBO
From $1899 per night (USD)VRBO
A huge deck and screen porch on this contemporary cape in Edgewater offers great views of Beard's Creek and out onto the South River.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
STR-395 THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTACTE ...
From $1899 per night (USD)VRBO
From $1058 per night (USD)VRBO
4 BR on a Quiet Downtown Annapolis Street: Perfect Blend of Yesteryear Charm and Modern Comforts
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
NBS22-145097 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN C ...
From $1058 per night (USD)VRBO
From $356 per night (USD)VRBO
★ Odenton Oasis ★ Patio - Central to Everything
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to our beautifully furnished, colonial-style townhome just minutes from MARC station with great proximity to DC, ...
From $356 per night (USD)VRBO
From $307 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 $307 per night (USD)VRBO
From $672 per night (USD)VRBO
Historic Downtown Annapolis Waterfront, 1936, with a deep water dock, and kayaks
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Absolutely gorgeous downtown waterfront home. Loaded with historical significance and character, all while minutes walki ...
From $672 per night (USD)VRBO
From $408 per night (USD)VRBO
NEW 5 Bedroom Home with Pier by Water
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to this brand-new relaxing home with a pier by the water for your getaway. It is perfect for vacations, retreats ...
From $408 per night (USD)VRBO
From $172 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 $172 per night (USD)VRBO
From $226 per night (USD)VRBO
“Athens of America,” Annapolis Apartment Two A
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The place to be for all USNA activities. Annapolis is a city abundant with history and culture. This former capital of t ...
From $226 per night (USD)VRBO
From $2508 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 $2508 per night (USD)VRBO
From $182 per night (USD)VRBO
“Athens of America,” Annapolis Apartment Two B
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Known as the “Athens of America,” Annapolis is a city abundant with history and culture. This former capital of the Unit ...
From $182 per night (USD)VRBO
From $236 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 $236 per night (USD)VRBO
From $103 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 $103 per night (USD)VRBO
From $488 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 $488 per night (USD)VRBO
From $312 per night (USD)VRBO
The Yellow Cottage on Harness Creek
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The minute you step into our charming waterfront cottage you will feel right at home! Situated on Harness Creek, in a q ...
From $312 per night (USD)VRBO
From $336 per night (USD)VRBO
Million Dollar View of the Chesapeake Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
'Fredelig sted'(peaceful place) is patterned after a Norwegian cottage with curved roof on the outside and knotty pine a ...
From $336 per night (USD)VRBO
From $204 per night (USD)VRBO
Washington Baltimore Annapolis area home, great for re-lo or extended stay
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Nicely furnished, two story, 2745 sq ft. “colonial”, is located in quiet suburb of Baltimore and Annapolis. 45 minute ...
From $204 per night (USD)VRBO
From $429 per night (USD)VRBO
Perfect spot for a Weekend Getaway!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This luxiourious apartment sits right off Main Street and is so centrally located...you can park your car in the city ga ...
From $429 per night (USD)VRBO
From $1440 per night (USD)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 $1440 per night (USD)VRBO
From $1662 per night (USD)Expedia
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 $1662 per night (USD)Expedia
From $1382 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 $1382 per night (USD)VRBO
From $1364 per night (USD)VRBO
A most envious location! Home includes a beautiful gourmet kitchen with a dining area and a Guest House with Bedroom and Full Bath!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
STR 264 - PLEASE NOTE: THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HA ...
From $1364 per night (USD)VRBO
From $1191 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 $1191 per night (USD)VRBO
From $389 per night (USD)VRBO
Waterfront living on the Chesapeake Bay
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Live the Chesapeake life style in this 4 BR 2 bath home with a private dock on 150 ft of Back Creek waterfront. This hom ...
From $389 per night (USD)VRBO
From $202 per night (USD)VRBO
“Athens of America,” Annapolis Apartment One B
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Annapolis is a city abundant with history and culture. This former capital of the United States has a little something f ...
From $202 per night (USD)VRBO
From $423 per night (USD)VRBO
Discover Annapolis charm, just a quick ride to U.S. Naval Academy
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
In this lovely house in a quiet neighborhood in Annapolis, MD, you will find yourself just a short 12-minute car ride aw ...
From $423 per night (USD)VRBO
From $667 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 $667 per night (USD)VRBO
From $597 per night (USD)VRBO
Chesapeake Bay single family home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Quaint community of Arundel on the Bay in Annapolis, Maryland. Spacious 4 bedroom, 3.5 bathrooms in 3000 s.f. waterfront ...
From $597 per night (USD)VRBO
From $319 per night (USD)VRBO
Nora's Guest House- fine living by LLOYD SUITES
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Summary Nora's Guest House offers its guests a complete luxury home. We're 25 mins from DC, 20 mins from Baltimore, a fe ...
From $319 per night (USD)VRBO
From $112 per night (USD)VRBO
Whiskey Bottom Saloon by LLOYD SUITES
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
SPACE You will have our entire Saloon for your enjoyment during your stay. The Saloon is located on the first level of t ...
From $112 per night (USD)VRBO
From $484 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 $484 per night (USD)VRBO
From $1487 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 $1487 per night (USD)VRBO
From $310 per night (USD)VRBO
Annapolis Bay House BOAT SHOW & USNA Families 2 Bedroom with Den sleeps 5
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Charming Bay Cottage just steps from a beautiful beach and the Chesapeake Bay, a short drive or walk to the crabbing an ...
From $310 per night (USD)VRBO
From $310 per night (USD)VRBO
Bell Estates-Brand New Bay View, Beautiful Cottage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Bell Estates is a newly built corner lot across the street from the bay with stunning views of the water from the Master ...
From $310 per night (USD)VRBO
From $345 per night (USD)VRBO
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
- Bedrooms:
- 2
- 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 $345 per night (USD)VRBO
From $231 per night (USD)VRBO
National Historic home w\/ Serene & Quiet Setting
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Originally founded in the 1600's, Abington Farm, a.k.a Abbington Manor & Stables, is a historic home and stables in Crow ...
From $231 per night (USD)VRBO
From $684 per night (USD)VRBO
Waterfront home on the Magothy River. Perfect for family vacation.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Waterfront home in Severna Park on the Magothy River. Twenty minutes to the Chesapeake Bay by boat. Three bedrooms and f ...
From $684 per night (USD)VRBO
From $581 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 $581 per night (USD)VRBO
From $215 per night (USD)VRBO
Neat & Clean 1 Bedroom Apartment in Quaint Eastport Neighborhood of Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Known as the “Athens of America,” Annapolis is a city abundant with history and culture. This former capital of the Unit ...
From $215 per night (USD)VRBO
From $494 per night (USD)VRBO
Stunning Custom Home in Maritime Annapolis - Million dollar row in Eastport
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to our newest property in The Exclusive Maritime Eastport section of Annapolis . Just a short stroll ( half mile ...
From $494 per night (USD)VRBO
From $554 per night (USD)VRBO
Gorgeous Annapolis Area Waterfront Home!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Beautiful views of the river as you enter this 5 bedroom waterfront home. Imagine watching boats from the screened-in po ...
From $554 per night (USD)VRBO
From $852 per night (USD)Expedia
Charming Annapolis Victorian
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
This is a beautiful historic property within walking distance of downtown Annapolis and the Navy-Marine Corps Stadium. W ...
From $852 per night (USD)Expedia
From $2985 per night (USD)VRBO
3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
This home has everything for enjoying waterfront and poolside living, while also being very convenient to major tourist ...
From $2985 per night (USD)VRBO
From $508 per night (USD)VRBO
Upscale home with parking for 4 cars in driveway. Walk to downtown.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
NOTE: Posted rates do not apply to Holidays, Boat Shows or Commissioning Week. They will be given on request. Rates a ...
From $508 per night (USD)VRBO
From $151 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 $151 per night (USD)VRBO
From $314 per night (USD)Expedia
Amazing views, short walks to great dining!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Walk to the fun, relax at the cottage! 12/14/24: Army-Navy Football Game: Shuttle to Fedex Field (Go Navy, Beat Army! ...
From $314 per night (USD)Expedia
From $154 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 $154 per night (USD)VRBO
From $615 per night (USD)VRBO
34 Miles to DC Inauguration on the tranquil waters of Annapolis! 24 mi to Metro
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Attending Presidential inauguration festivities? Escape the crowds to the tranquility of Annapolis, MD; only 34 miles to ...
From $615 per night (USD)VRBO
From $1976 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 $1976 per night (USD)VRBO
From $328 per night (USD)Expedia
Pasadena, MD close to Annapolis\/WDC\/Baltimore
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Rest, relax in the color and light of the house, breathe and welcome the calm. 20 minutes to Annapolis and Baltimore, 15 ...
From $328 per night (USD)Expedia
From $266 per night (USD)VRBO
Entire House Near BWI Airport Glen Burnie MD
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This is a brand-new house and is fresh and crisp. This house is located in the Ferndale area of Glen Burnie MD. The Fern ...
From $266 per night (USD)VRBO
From $648 per night (USD)VRBO
Ultraclean Family Waterfront Home Annapolis Area -185+ Top Reviews!!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Breathtaking views from our waterfront property ... 10 minutes outside Annapolis, Maryland. Light-filled and open floor ...
From $648 per night (USD)VRBO
From $806 per night (USD)VRBO
Waterfront home in Annapolis MD with private pier
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Waterfront home, 2000 sq feet, in Annapolis, MD on Magothy River, overlooking Chesapeake Bay, Gibson Island with private ...
From $806 per night (USD)VRBO
From $483 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 $483 per night (USD)VRBO
From $630 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 $630 per night (USD)VRBO
From $195 per night (USD)Expedia
Nautical Charm with Relaxing Waterviews! Your Chesapeake Getaway!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our comfortable and relaxing studio is a quiet retreat with a fantastic view while still only a 30 minute drive to Annap ...
From $195 per night (USD)Expedia
From $889 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 $889 per night (USD)VRBO
From $713 per night (USD)VRBO
80 Five Star Reviews & located in a quiet neighborhood in the City of Annapolis!
- Bedrooms:
- 4
- 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 $713 per night (USD)VRBO
From $182 per night (USD)VRBO
Waterfront Apartment with Fantastic Views
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
We call this recently renovated luxury apartment Hale Kai, which is Hawaiian for 'Sea House.' It is fully furnished and ...
From $182 per night (USD)VRBO
From $1166 per night (USD)VRBO
Relaxing Bay Ridge Lagoon
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Brand new to VRBO! We have been renting out for the Naval Academy Commissioning (Graduation) Week and now the house will ...
From $1166 per night (USD)VRBO
From $641 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 $641 per night (USD)VRBO
From $241 per night (USD)VRBO
Carriage House on 42 Acres in West River. Just 17 Miles from Annapolis.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Our charming carriage house, nestled in privacy on 42 acres, offers a relaxing Adirondack-type getaway for up to 5 gues ...
From $241 per night (USD)VRBO
From $1056 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 $1056 per night (USD)VRBO
From $400 per night (USD)Expedia
Nautical Feel to This Beautiful Eastport Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $400 per night (USD)Expedia
From $616 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 $616 per night (USD)VRBO
From $516 per night (USD)VRBO
Our Home on the Cove: waterfront, peaceful, wooded, comfy, family friendly
- Bedrooms:
- 2
- Bathrooms:
- 7
- Sleeps:
- 15
Sitting on 8 acres of water front property, Our Home on the Cove is a cottage with 5 bedrooms and room for a family of 4 ...
From $516 per night (USD)VRBO
From $1355 per night (USD)VRBO
A WATERFRONT ESTATE ON THE CHESAPEAKE BAY, \"THE DRIFTWOOD LODGE\".
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 20
Enjoy panoramic waterfront views of the Chesapeake Bay, in this awe inspiring moment surrounded by nature. The home is s ...
From $1355 per night (USD)VRBO
From $627 per night (USD)VRBO
Beautifully Renovated Historic District Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this meticulously renovated home where no detail has been overlooked. Step into the kitchen and be captivated ...
From $627 per night (USD)VRBO
From $702 per night (USD)VRBO
Charming Historic Annapolis Home With Two Off-street Parking Places!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Charming cedar shake duplex home in Historic Annapolis adjacent to the Paca Gardens and the Naval Academy. Custom kitche ...
From $702 per night (USD)VRBO
From $477 per night (USD)Expedia
Private Waterfront Home w\/ Pier and 2+ Acres!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
For endless water views and enviable privacy - look no further! Situated on two acres of lush green grass, this true pen ...
From $477 per night (USD)Expedia
From $1077 per night (USD)VRBO
Annapolis Area Private, 3 Bedroom Pool, Jacuzzi & Sauna & Casino-Like Game Room
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Lovely 3 bedroom house, beautifully furnished, 2 gourmet kitchens, outdoor oasis with pool, jacuzzi, sauna, steam room ...
From $1077 per night (USD)VRBO
From $327 per night (USD)VRBO
Waterfront With Relaxing Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The house has 2 master bedrooms on upper level. One of them has private deck and panoramic views. There is one bedroom ...
From $327 per night (USD)VRBO
From $513 per night (USD)VRBO
Great Entertaining Spot for any Occassion!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 10
This newly built 2012 Carriage House has all the bells and whistles for a relaxed fiiends and family stay. Enjoy this u ...
From $513 per night (USD)VRBO
From $239 per night (USD)VRBO
New Bungalow with view of South River!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the quiet Sylvan Shores neighborhood and a view of the South River and bridges in this new modern bungalow that ha ...
From $239 per night (USD)VRBO
From $841 per night (USD)VRBO
Spacious Luxury 6 BR Home, Sleeps 15, Private Pool, In Nature, Convenient to DC
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 15
Stunning 6 bedroom, 5½ bath home on 34 acres with panoramic woodland views, and private salt-water pool, perfect for tha ...
From $841 per night (USD)VRBO
From $665 per night (USD)Expedia
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 $665 per night (USD)Expedia
From $1734 per night (USD)VRBO
3-story home near river with patio, firepit, Ping-Pong, grill and wood fireplace
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Ensign's Ridge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $1734 per night (USD)VRBO
From $130 per night (USD)Expedia
Studio w\/3 beds, 1 Queen, two twin, couch, pellet stove, full amenities, shower.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Spacious 900 sq foot private entrance basement with pellet stove, queen size bed, two single beds, couch, dresser and dr ...
From $130 per night (USD)Expedia
From $467 per night (USD)VRBO
Charming 1926 renovated home in quite neighborhood perfectly situated
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
A centrally located home that exceeds all needs and comfort. Both cozy and spacious from well thought out additions, mod ...
From $467 per night (USD)VRBO
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Waterfront Magic - 10 minutes from downtown Annapolis
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
A peninsula on the Severn River located in the beautiful neighborhood of Linstead. This home is a waterfront playground ...
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From $610 per night (USD)VRBO
House near Patapsco River
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Paradise Beach Retreat Whether you're planning to explore Pasadena, Annapolis, Baltimore, or Washington, DC, this four-b ...
From $610 per night (USD)VRBO
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Coastal Cabins.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Charming & cozy, 2- level Victorian style home built in the 1920s. Well stocked w/ modern conveniences for your home awa ...
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From $168 per night (USD)VRBO
Farmhouse-Style Home in Hanover!*Near BWI*
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy a stylish experience at this centrally-located place. Freshly renovated duplex. Secluded and quiet with huge pr ...
From $168 per night (USD)VRBO
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Private Eastport Guest Suite in Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy a clean, comfortable and private suite in the heart of Eastport. Steps away from Davis' Pub and Forward Brewing as ...
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From $561 per night (USD)VRBO
Charming Cottage with Hot Tub 1 Block from the Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy Annapolis with family & friends all year at this fully stocked and freshly renovated cottage just a block from the ...
From $561 per night (USD)VRBO
From $940 per night (USD)Expedia
Unique Listing! Entire Downtown Triplex w\/Private Parking. Sleeps 12-18. Pets ok
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 18
*** Commissioning Wk 2024 AVAILABLE*** Unique opportunity to rent an entire triplex Downtown Annapolis! One property wi ...
From $940 per night (USD)Expedia
From $455 per night (USD)VRBO
Waterfront home with private pier mins to Annapolis
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Visit the magic of Annapolis during the Holiday Season **Still available for 2024 Commissioning Week** Enjoy the magnif ...
From $455 per night (USD)VRBO
From $116 per night (USD)Expedia
Spacious Private Basement
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
New to Vrbo!! Private basement w/entrance. Great for PCS season. Just few miles away from Baltimore downtown, Ft Meade, ...
From $116 per night (USD)Expedia
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USNA Commissioning Week - 2 Blocks Away
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Host the perfect USNA Commissioning week family get together - just two blocks from the Naval Academy! Modern convenienc ...
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From $148 per night (USD)VRBO
Comfort and Convenience! Pet-friendly Unit with Fully equipped Kitchen!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience wonderful conveniences that you should take advantage of including free Wi-Fi, onsite parking, fully function ...
From $148 per night (USD)VRBO
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Chesapeake Spectacular Waterfront- Kayaks, Spa, Pier
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Wonderful Chesapeake waterfront with private pier, large yard, kayaks, stand up paddleboards provided. Try fishing or cr ...
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Charming furnished colonial in Cape St. Clare available for rent!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Charming colonial in Cape St. Clare furnished and ready for rent! Weekend and weekly availability over the Summer of 202 ...
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From $408 per night (USD)VRBO
Serene waterfront home with kayaks, paddle board, grill, firepit, W\/D, and AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Valentine Creek Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $408 per night (USD)VRBO
From $469 per night (USD)Expedia
Walk to Main Street from Waterfront Condo w Pool and Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Visit the magic of Annapolis during the Holiday Season This beautifully-renovated and designed 2-bedroom/2-bath condo fe ...
From $469 per night (USD)Expedia
From $589 per night (USD)VRBO
History & Charm steps from Main Street and City Dock
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Visit the magic of Annapolis during the Holiday Season This charming 3-BR, 2.5-BA townhome is just a 1/2-block from the ...
From $589 per night (USD)VRBO
From $487 per night (USD)Expedia
Modern Coastal Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
PERSONAL RESERVATION SPECIALIST AVAILABLE 24/7 FREE LINENS & TOWELS PROVIDED! Welcome to our newly renovated home in t ...
From $487 per night (USD)Expedia
From $1934 per night (USD)VRBO
Custom-built chalet w private pier and hot tub at On the Waterfront in Edgewater
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 15
Visit the magic of Annapolis during the Holiday Season Stay at On The Waterfront in Edgewater, MD at this amazing custom ...
From $1934 per night (USD)VRBO
From $869 per night (USD)Expedia
3 Story Stunner in Murray Hill <1 mile from USNA!
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
Summary: This is an *amazing* 3 story / 5 bedroom house with a finished basement! This is the perfect house for a large ...
From $869 per night (USD)Expedia