Anne Arundel Area, Maryland Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Anne Arundel Area, Maryland on RentalSaver.com!

Anne Arundel Area Rentals

From $425 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 $425 per night (USD)
VRBO
From $312 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 $312 per night (USD)
VRBO
From $820 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 $820 per night (USD)
VRBO
From $257 per night (USD)
VRBO
Brand New Reno in Historic Dist w 2 Parking spots
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Spotless / sanitized !! Renovated upstairs unit two bedroom with TWO parking spots in the Historic District . Everythi ...
From $257 per night (USD)
VRBO
From $490 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 $490 per night (USD)
VRBO
From $203 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 $203 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
From $2508 per night (USD)
VRBO
Cool 1870's Historic District Home with modern amenities 2 blocks from Gate 3.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
***as of March 29, 2025 VRBO is continuing to deny chronic failures with all automated bookings requests for our proper ...
From $2508 per night (USD)
VRBO
From $201 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 $201 per night (USD)
VRBO
From $556 per night (USD)
Expedia
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 $556 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 $611 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 $611 per night (USD)
VRBO
From $303 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 $303 per night (USD)
VRBO
From $447 per night (USD)
Expedia
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 $447 per night (USD)
Expedia
From $199 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 $199 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
$Indoor\/Outdoor waterfront oasis with indoor heated pool awaits you in Eastport!$
From $1776 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 $1776 per night (USD)
VRBO
From $1284 per night (USD)
VRBO
RARELY AVAILABLE FOR COMMISSIONING WEEK! Stunning colonial on a private 1.6 acre lot!
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 $1284 per night (USD)
VRBO
From $1441 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 $1441 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 $416 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 $416 per night (USD)
VRBO
From $203 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 $203 per night (USD)
VRBO
$Waterfront Annapolis w\/swimming pool & pier w\/neighborhood perfect for strolling$
From $628 per night (USD)
VRBO
Waterfront Annapolis w\/swimming pool & pier w\/neighborhood perfect for strolling
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 a ...
From $628 per night (USD)
VRBO
From $808 per night (USD)
VRBO
Steps away from the Chesapeake Bay in the unique Bay Ridge community!
Bedrooms:
3
Bathrooms:
5
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 $808 per night (USD)
VRBO
$Beautifully updated Annapolis Historic District rowhome w\/ parking and rooftop deck$
From $734 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 $734 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
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $155 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 $155 per night (USD)
VRBO
From $425 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 $425 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 $332 per night (USD)
Expedia
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 $332 per night (USD)
Expedia
From $331 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 $331 per night (USD)
VRBO
From $359 per night (USD)
Expedia
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 $359 per night (USD)
Expedia
$National Historic home w\/ Serene & Quiet Setting$
From $239 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 $239 per night (USD)
VRBO
From $538 per night (USD)
VRBO
Eastport Haven House
Bedrooms:
4
Bathrooms:
5
Sleeps:
9
Welcome to our custom Craftsman in the exclusive Maritime Eastport section of Annapolis. Surrounded by the city's best r ...
From $538 per night (USD)
VRBO
From $572 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 $572 per night (USD)
VRBO
From $884 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 $884 per night (USD)
Expedia
From $2488 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 $2488 per night (USD)
VRBO
$Amazing views, short walks and quick access to USNA events\/Commissioning Week and stadium.$
From $491 per night (USD)
Expedia
Amazing views, short walks and quick access to USNA events\/Commissioning Week and stadium.
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 $491 per night (USD)
Expedia
$Annapolis waterfront \tiny house\ in garden setting$
From $171 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 $171 per night (USD)
VRBO
From $692 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 $692 per night (USD)
VRBO
From $226 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 $226 per night (USD)
VRBO
From $580 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 $580 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 $750 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 $750 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
$Pasadena, MD close to Annapolis\/WDC\/Baltimore$
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 $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
$Historic District\Crab Cakes and Football\$
From $460 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 $460 per night (USD)
VRBO
From $712 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 $712 per night (USD)
VRBO
From $200 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 $200 per night (USD)
Expedia
From $302 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 $302 per night (USD)
VRBO
From $668 per night (USD)
VRBO
Ultraclean Family Waterfront Home Annapolis Area - 193+ Top Reviews!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Breathtaking views from our waterfront property ... 10 minutes outside Annapolis, Maryland. Light-filled and open floor ...
From $668 per night (USD)
VRBO
From $245 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 $245 per night (USD)
VRBO
From $919 per night (USD)
Expedia
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 $919 per night (USD)
Expedia
From $706 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 $706 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 $644 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 $644 per night (USD)
VRBO
From $576 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 $576 per night (USD)
Expedia
$Private Waterfront Home w\/ Pier and 2+ Acres!$
From $577 per night (USD)
VRBO
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 $577 per night (USD)
VRBO
From $1332 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 $1332 per night (USD)
VRBO
From $632 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 $632 per night (USD)
VRBO
From $834 per night (USD)
Expedia
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 $834 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 $778 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 $778 per night (USD)
VRBO
From $524 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 $524 per night (USD)
VRBO
From $314 per night (USD)
Expedia
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 $314 per night (USD)
Expedia
From $519 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 $519 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 $947 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 $947 per night (USD)
VRBO
From $105 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 $105 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $553 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 $553 per night (USD)
VRBO
From $598 per night (USD)
Expedia
Waterfront home with private pier mins to Annapolis
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Still available for Commissioning Week 2025! Enjoy the magnificent waterfront views from this custom-built home with a ...
From $598 per night (USD)
Expedia
From $1759 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 $1759 per night (USD)
VRBO
$Studio w\/3 beds, 1 Queen, two twin, couch, pellet stove, full amenities, shower.$
From $134 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 $134 per night (USD)
Expedia
From $344 per night (USD)
VRBO
Charming 1926 Four Bedroom Home w Ample Parking
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
A centrally located home that exceeds all needs and comfort or your family. Both cozy and spacious from well thought ou ...
From $344 per night (USD)
VRBO
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Expedia
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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Expedia
From $778 per night (USD)
VRBO
House near Patapsco River 2700 square feet
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Paradise Beach Retreat Whether you're planning to explore Pasadena, Annapolis, Baltimore, or Washington, DC, this stunn ...
From $778 per night (USD)
VRBO
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Expedia
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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Expedia
From $654 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 $654 per night (USD)
VRBO
$Unique Listing! Entire Downtown Triplex w\/Private Parking. Sleeps 12-18. Pets ok$
From $998 per night (USD)
VRBO
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 $998 per night (USD)
VRBO
From $149 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 $149 per night (USD)
VRBO
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Expedia
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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Expedia
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VRBO
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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VRBO
From $267 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 $267 per night (USD)
Expedia
$Serene waterfront home with kayaks, paddle board, grill, firepit, W\/D, and AC$
From $585 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 $585 per night (USD)
VRBO
From $621 per night (USD)
Expedia
Book for CW 2025 Walk to Main Street restaurants and shops from waterfront Condo w Pool and Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Still available for Commissioning Week 2025! This beautifully-renovated and designed 2-bedroom/2-bath condo feels like ...
From $621 per night (USD)
Expedia
From $653 per night (USD)
VRBO
History & Charm steps from Main Street and City Dock
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
This charming 3-BR, 2.5-BA townhome is just a 1/2-block from the city dock and is a luxurious vacation getaway in the he ...
From $653 per night (USD)
VRBO
From $1702 per night (USD)
Expedia
Custom-built chalet w private pier and hot tub at On the Waterfront in Edgewater
Bedrooms:
7
Bathrooms:
6
Sleeps:
15
Stay at On The Waterfront in Edgewater, MD at this amazing custom-built estate resembling a ski chalet. Located on almos ...
From $1702 per night (USD)
Expedia
From $1359 per night (USD)
VRBO
Hidden Treasure on Weems Creek
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
STR00704 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONT ...
From $1359 per night (USD)
VRBO
From $1110 per night (USD)
Expedia
Bay Ridge Beauty with Wooded Serenity and Community Water Views
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
STR00711 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONT ...
From $1110 per night (USD)
Expedia
$Dog-friendly house with yard, deck, firepit, washer\/dryer & AC - near golf$
From $1017 per night (USD)
VRBO
Dog-friendly house with yard, deck, firepit, washer\/dryer & AC - near golf
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Seas The Bay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $1017 per night (USD)
VRBO
From $969 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 $969 per night (USD)
Expedia
From $1181 per night (USD)
VRBO
Riverfront home with private dock, foosball table, fireplace, river views
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Taids Inn Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $1181 per night (USD)
VRBO
$Historic district home, View of the Capital, WALK Downtown, w\/ Outdoor Dining!$
From $631 per night (USD)
Expedia
Historic district home, View of the Capital, WALK Downtown, w\/ Outdoor Dining!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy Annapolis, MD in this charming Federal-style home nestled in the heart of the historic district. Newly renovated w ...
From $631 per night (USD)
Expedia
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VRBO
Upscaled Efficiency Apartment in Private Community
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
800 sq ft of newly designed apartment with full size kitchen, full size bathroom, lots of storage space, laundry room wi ...
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VRBO
From $445 per night (USD)
VRBO
Entire contemporary, luxury 4 level Town House in Gorgeous, quiet neighborhood
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
This special place is close to everything, making it easy to plan your visit. Located in gorgeous quite neighborhood min ...
From $445 per night (USD)
VRBO

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