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 $995 per night (USD)
VRBO
Stunning Home Nestled on the Peninsula of Eastport
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This 4 bedroom Annapolis home is an absolute gem, especially with off-street parking! The Craftsman style architecture a ...
From $995 per night (USD)
VRBO
$Cute and Close to Downtown! Off street parking w\/ short walk to Academy\/Stadium$
From $300 per night (USD)
Expedia
Cute and Close to Downtown! Off street parking w\/ short walk to Academy\/Stadium
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy the close proximity to all Annapolis has to offer at this row house located next to college creek. Nicely decorat ...
From $300 per night (USD)
Expedia
From $173 per night (USD)
VRBO
Experience Historical Annapolis + Complimentary Breakfast! Outdoor Pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Here, each stay is enhanced by complimentary amenities, including a hot breakfast, WiFi, and parking. Our suites provide ...
From $173 per night (USD)
VRBO
$Waterfront Sanctuary only 50 Min. From DC\/Balt.$
From $784 per night (USD)
Expedia
Waterfront Sanctuary only 50 Min. From DC\/Balt.
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
New listing on VRBO!! Please see other sites for 50+ reviews on this property. New full home renovation with gourmet ki ...
From $784 per night (USD)
Expedia
Click For Pricing
VRBO
Gorgeous House in the Heart of Annapolis, Walk to Everything!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located within walking distance of everything Annapolis has to offer, this 3BR/2.5 Bath historic Craftsman home is beaut ...
Click For Pricing
VRBO
$Waterfront 5 Bedroom Near BWI\/Annapolis\/Baltimore$
From $771 per night (USD)
VRBO
Waterfront 5 Bedroom Near BWI\/Annapolis\/Baltimore
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Escape to paradise in this stunning 5-bedroom private waterfront oasis, only 20 minutes from BWI airport, US Naval Acade ...
From $771 per night (USD)
VRBO
From $173 per night (USD)
VRBO
Montpelier Spot Laurel Private Entrance & Parking
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
A fully furnished Lower Level 2 Bedrooms Apartment In Laurel. Close to BWI Airport, Shopping, And Dining. Close To Fort ...
From $173 per night (USD)
VRBO
From $915 per night (USD)
Expedia
Luxury Home with Pool for 20
Bedrooms:
4
Bathrooms:
6
Sleeps:
20
Vacation in luxury with 20 of your closest friends and family. This 5000+ square foot home with a pool sits at the end o ...
From $915 per night (USD)
Expedia
$Annapolis Coastal Retreat w\/ Private Dock & Close to Everything!$
From $385 per night (USD)
VRBO
Annapolis Coastal Retreat w\/ Private Dock & Close to Everything!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Enjoy the ultimate Annapolis experience! Make yourself at home in this spacious, comfortable coastal getaway: a ~2000 s/ ...
From $385 per night (USD)
VRBO
Click For Pricing
Expedia
Holly Hill Haven Summ
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Escape to our beautifully renovated home in the heart of the scenic Mayo Peninsula! Nestled in the charming community of ...
Click For Pricing
Expedia
From $350 per night (USD)
VRBO
Wright's Cottage- Pet's Welcome & EV Charging
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Summary: We offer a very tiny, mostly original, cottage built in the 1940’s. Located in the community of Bon Haven, larg ...
From $350 per night (USD)
VRBO
$Commissioning Week by the Bay! 2027\/8 Available!$
From $1010 per night (USD)
Expedia
Commissioning Week by the Bay! 2027\/8 Available!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Available for CW 2027-2028 at $7,700. 5 bedroom, 3.5 bath located 5 miles from Gate 1 in the waterfront community of Aru ...
From $1010 per night (USD)
Expedia
From $475 per night (USD)
VRBO
Enchanting West River Retreat
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our charming waterfront cottage nestled on the serene shores of the West River! Perfectly positioned with a 3 ...
From $475 per night (USD)
VRBO
From $975 per night (USD)
Expedia
West River Waterscape - Where Nature's Whisper Beckons
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
STR00845 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTA ...
From $975 per night (USD)
Expedia
Click For Pricing
VRBO
Dock of the Back Bay - 3 BR Waterfront Coastal Haven with Private Dock
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
STR00899 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTA ...
Click For Pricing
VRBO
From $1378 per night (USD)
Expedia
Eastport Classic Charm
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Summary: Welcome to our Eastport home where hardwood floors, large windows that allow ample natural light, and a cozy fi ...
From $1378 per night (USD)
Expedia
From $115 per night (USD)
VRBO
Cozy Townhome Near Restaurants, Movies, and Entertainment
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The condo boasts a modern and inviting aesthetic, characterized by clean lines, neutral tones, and well-chosen furnishin ...
From $115 per night (USD)
VRBO
From $528 per night (USD)
Expedia
Walk to Everything - Historic Art’s District
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
HISTORIC ANNAPOLIS/ART’S DISTRICT Built circa 1890, “John Stevens House” in the sought-after neighborhood of “Presiden ...
From $528 per night (USD)
Expedia
From $514 per night (USD)
VRBO
Mins to Downtown in Waterfront community at Pet-friendly Pinecrest Bungalow
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Just minutes from Downtown Annapolis, this charming Cape is located in a quiet water-privileged neighborhood with easy a ...
From $514 per night (USD)
VRBO
From $223 per night (USD)
Expedia
Sweet Gumball Cottage North Beach MD Free Beach Pass!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Beautiful 2 Queen Bedroom- 1 Bathroom Cottage within walking distance to The Chesapeake Bay Boardwalk and Restaurants! ...
From $223 per night (USD)
Expedia
From $1103 per night (USD)
VRBO
Steps to USNA Gate 3 at historic Gatehouse, on-site parking
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Historic Charm Across from the Naval Academy Nestled in the heart of Downtown Annapolis, this spacious 5-bedroom, 4.5-ba ...
From $1103 per night (USD)
VRBO
From $196 per night (USD)
VRBO
Governor Calvert King, Historic Inns, Four-Poster Bed, Dining, Steps from State House
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $196 per night (USD)
VRBO
From $569 per night (USD)
VRBO
Book for CW 2025 Walk everywhere from 1st floor dog-friendly apartment with parking and backyard
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Still available for Commissioning Week 2025! This beautifully-restored 1 bedroom apartment is on the lower level of a 2 ...
From $569 per night (USD)
VRBO
From $133 per night (USD)
Expedia
1-bedroom Luxury Basement house with WiFi, AC in enjoyable Elkridge
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Escape to this brilliant house in picturesque Elkridge. This tranquil retreat offers a terrific getaway for guests seeki ...
From $133 per night (USD)
Expedia
$Splendid home w\/private pool, fire pit, several decks & balconies$
From $1535 per night (USD)
VRBO
Splendid home w\/private pool, fire pit, several decks & balconies
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Porter Point Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $1535 per night (USD)
VRBO
From $683 per night (USD)
Expedia
Available for CW 2025 Waterfront Paradise with private deck and Community Park and Pier
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Still available for Commissioning Week 2025! Discover the perfect waterfront escape near Annapolis! This charming 3-bed ...
From $683 per night (USD)
Expedia
From $530 per night (USD)
VRBO
Splendid dog friendly home within walking distance to beach & play area
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Adventure Annapolis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $530 per night (USD)
VRBO
From $810 per night (USD)
Expedia
Experience the Chesapeake Bay lifestyle at the historic and waterfront Bay Dreams
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to Bay Dreams, a beautifully-restored historic home once known as the "Waterfront Inn of Holland Point." Nestled ...
From $810 per night (USD)
Expedia
From $1726 per night (USD)
VRBO
Spacious Converted Carriage House in Historic District near USNA
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Relax in this updated and sophisticated house near the USNA in Annapolis with the largest garden in downtown. This tranq ...
From $1726 per night (USD)
VRBO
Click For Pricing
Expedia
Available for CW 2025 2 blocks from Main St with parking - dog-friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Still available for Commissioning Week 2025! Stay right in the heart of Historic Annapolis, just 2 blocks from Main Str ...
Click For Pricing
Expedia
From $337 per night (USD)
VRBO
Charming Downtown Annapolis. Stroll to all the Historic District has to offer.
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
In the heart of Annapolis, where the bay breeze blows, Stands a small cottage, the Captain's Quarters, a peaceful repos ...
From $337 per night (USD)
VRBO
Click For Pricing
Expedia
Stay in the heart of Historic Annapolis 2 blocks from Main Street - dog friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Still available for Commissioning Week 2025! Inquire about discounted extended stays! Stay right in the heart of Hist ...
Click For Pricing
Expedia
From $417 per night (USD)
VRBO
Superb 3-bedroom townhome in Hanover with WiFi and a coazy backyard
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Stay comfortably in Hanover at this 3-bedroom townhome. The bedrooms feature a welcoming atmosphere with 1 king bed, 1 q ...
From $417 per night (USD)
VRBO
From $884 per night (USD)
VRBO
6 bedroom waterfront home minutes from Downtown Annapolis! Pontoon and jet ski
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Nestled on the Magothy River in Arnold. We are minutes away from all that Annapolis has to offer, with Navy football and ...
From $884 per night (USD)
VRBO
$Magnolia Harbor Retreat - 4 BR\/3BA HISTORIC DOWNTOWN ANNAPOLIS- QUIET STREET$
From $918 per night (USD)
VRBO
Magnolia Harbor Retreat - 4 BR\/3BA HISTORIC DOWNTOWN ANNAPOLIS- QUIET STREET
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
RENT-001081-2024 - THIS PROPERTY IS MANAGED BY ANNAPOLIS ACCOMMODATION. YOUR RESERVATION IS NOT CONFIRMED UNTIL A TEAM ...
From $918 per night (USD)
VRBO
$Annapolis Luxury: Firepit \/ Deck \/ Grill$
From $536 per night (USD)
Expedia
Annapolis Luxury: Firepit \/ Deck \/ Grill
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to our stylish new construction in the heart of Annapolis! Our home features high ceilings, contemporary decor, ...
From $536 per night (USD)
Expedia
Click For Pricing
VRBO
Charming 3-bedroom townhome with WiFi, AC, & Community pool in serene Laurel, Md
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Get ready to relax in this 3-bedroom townhome in Laurel, Md. This brilliant property features 1 queen bed and 2 full bed ...
Click For Pricing
VRBO
From $300 per night (USD)
Expedia
Rock Creek Cottage, Waterfront, Serene Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Rock Creek Cottage. Serene views from the deck and dock of deep water Rock Creek, by the Patapsco River and C ...
From $300 per night (USD)
Expedia
From $514 per night (USD)
VRBO
3-bedroom luxury vacation townhome in charming Glen Burnie with WiFi, AC
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Get ready to relax in this 3-bedroom townhome in Glen Burnie. This brilliant property features 2 queen beds and 1 king b ...
From $514 per night (USD)
VRBO
From $410 per night (USD)
Expedia
Pet-Friendly Annapolis Home: Walk to Beach!
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Experience the perfect blend of comfort and adventure at this 3-bed, 2-bath Annapolis vacation rental! Start your day wi ...
From $410 per night (USD)
Expedia
From $364 per night (USD)
VRBO
Unbelievable beach views for 6
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This beautiful second-floor unit with 2 bedrooms and 1 bathroom is the perfect spot to enjoy a front row seat to stunnin ...
From $364 per night (USD)
VRBO
Click For Pricing
Expedia
Spend Commissioning Week Here: Walk to Yard, Pool, Hot Tub, Kayaks, and more...
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Park once and walk everywhere! Plus, enjoy our pool, hot tub, fire pit and large patio for your gatherings. Have your mo ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Fire Pit & Gazebo - Luxe Severn Family Home!
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Heated Bathroom Floors | Deluxe Washer & Dryer (Steams & Dry Cleans) | Game Table | 2 Mi to Fort Meade Get the ultimate ...
Click For Pricing
VRBO
$Minutes from History: 2 Relaxing Units w\/ Free Breakfast Near Downtown Annapolis$
From $332 per night (USD)
VRBO
Minutes from History: 2 Relaxing Units w\/ Free Breakfast Near Downtown Annapolis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Here, each stay is enhanced by complimentary amenities, including a hot breakfast, WiFi, and parking. Our suites provide ...
From $332 per night (USD)
VRBO
From $329 per night (USD)
VRBO
Annapolis Adventure: 2 Cozy Units, Outdoor Pool + Easy Access to Historic Sites!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Here, each stay is enhanced by complimentary amenities, including a hot breakfast, WiFi, and parking. Our suites provide ...
From $329 per night (USD)
VRBO
From $399 per night (USD)
Expedia
Charming 3-bedroom house in Annapolis ⚓️🛥️⛵️ on the Chesapeake Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Make yourself at home in this delightful 3-bedroom Annapolis retreat. With a king bed, queen bed, and full bed, this hou ...
From $399 per night (USD)
Expedia
From $306 per night (USD)
VRBO
#DreamDeale - water view home
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Modern 3 bed/1 bath cottage with water views of Rockhold Creek and access to the Bay via our community pier. We are loca ...
From $306 per night (USD)
VRBO
From $1352 per night (USD)
VRBO
Beautiful 7BR home minutes from downtown Annapolis
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
Newly renovated modern colonial on several acres just minutes from downtown Annapolis and the Naval Academy. Chefs kitch ...
From $1352 per night (USD)
VRBO
From $627 per night (USD)
VRBO
Charming 3-bedroom house in Annapolis two blocks from the Navy Stadium
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Peaceful house on a quiet street two blocks from the Navy Stadium with easy access to downtown Annapolis via the stadium ...
From $627 per night (USD)
VRBO
From $346 per night (USD)
Expedia
Cozy 1st Level Beach House - Walk Everywhere
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Summary: Tucked away in the heart of North Beach, this original 1940s colonial-style home is a delightful blend of moder ...
From $346 per night (USD)
Expedia
From $372 per night (USD)
VRBO
Charming Beach House Top Floor - Walk Everywhere!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Summary: Tucked away in the heart of North Beach, this original 1940s colonial-style home comes fully restored! Up a fli ...
From $372 per night (USD)
VRBO
From $684 per night (USD)
VRBO
Private 4-bedroom house in Annapolis, great location!
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Your home away from home in Annapolis with 4 bedrooms. Under 2 miles to the Naval Academy! This spacious home is located ...
From $684 per night (USD)
VRBO
$GOLDEN LUX \nTwo-Bedroom, Two-Bath$
From $189 per night (USD)
VRBO
GOLDEN LUX \nTwo-Bedroom, Two-Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our luxurious and stylish two-bedroom, two-bath, two king sezes bed retreat! Our cozy haven is strategically ...
From $189 per night (USD)
VRBO
From $267 per night (USD)
Expedia
Luxury 3-Level Townhome Near BWI, Easy City Access, Parking Included
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
Enjoy a spacious 3-level, 2050 sqft townhome just 11 minutes from BWI Airport and steps from major highways, including I ...
From $267 per night (USD)
Expedia
From $528 per night (USD)
VRBO
Spacious 5-bedroom house with Pier, AC and WiFi in delightful Edgewater
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
The Annapolis area is just minutes away by land or by sea. This 5-bedroom home in Edgewater featur es 1 king bed, 2 qu ...
From $528 per night (USD)
VRBO
Click For Pricing
Expedia
Amazing townhome in Annapolis, near Restaurants, USNA, Shopping centers, & more
Bedrooms:
4
Bathrooms:
3
Sleeps:
3
Amazing three bedroom townhome with Masters suite(with full bathroom), and 2 additional bedrooms with access to one full ...
Click For Pricing
Expedia
From $189 per night (USD)
VRBO
Charming 1-bedroom house in wonderful Severn with office, WiFi, fitness room
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to this brilliant house in picturesque Severn. This welcoming property features a cozy bedroom with a king bed, a ...
From $189 per night (USD)
VRBO
From $222 per night (USD)
VRBO
Charming 4-bedroom townhome with WiFi and AC in lovely Odenton.
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Discover the beauty of Odenton from this marvelous 4-bedroom townhome. With a king bed, full bed, and twin bed, guests w ...
From $222 per night (USD)
VRBO
From $1040 per night (USD)
VRBO
Waterviews, steps to restaurants and downtown from First Mate
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Still available for Commissioning Week 2025! Stunning 4 Bedroom / 3.5 Bath Home in Eastport with Water Views and Expans ...
From $1040 per night (USD)
VRBO
$332\/338 judysplaces in Lansdowne, 2 houses combo$
From $1240 per night (USD)
Expedia
332\/338 judysplaces in Lansdowne, 2 houses combo
Bedrooms:
5
Bathrooms:
11
Sleeps:
24
This listing is a combination of two houses next to each other. Please refer to individual listing for amenities and hou ...
From $1240 per night (USD)
Expedia
From $736 per night (USD)
VRBO
Charming 4-bedroom house with WiFi and AC. The beach is your backyard!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Discover this 4-bedroom gem in Pasadena. This awesome house features 2 king beds, 1 bunk bed, and 1 full bed, perfect fo ...
From $736 per night (USD)
VRBO
From $108 per night (USD)
Expedia
Modern 1 Bedroom Oasis in the Center of Everywhere in Severn, Maryland
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This space has everything you need. It has a private entrance to your 1 BR, 1 BA, WD and kitchen. Centrally located in M ...
From $108 per night (USD)
Expedia
From $281 per night (USD)
VRBO
Adorable 1 bedroom apartment in downtown Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Enjoy a stylish experience at this centrally-located apartment. 2 minute walk to Main Street and all of the att ...
From $281 per night (USD)
VRBO
From $373 per night (USD)
VRBO
2 Bedroom Renovated Condo in Downtown Annapolis
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Summary: Newly renovated 2 bedroom apartment in downtown Annapolis. Steps from Main Street and all that Annapolis has to ...
From $373 per night (USD)
VRBO
$Downtown Annapolis Gem: 3BR\/2BA$
From $662 per night (USD)
VRBO
Downtown Annapolis Gem: 3BR\/2BA
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Welcome to our newly renovated 3BR/2BA apartment in downtown Annapolis! With two king beds, one queen bed, and ...
From $662 per night (USD)
VRBO
From $251 per night (USD)
VRBO
1 room with additional amazing sunroom
Bedrooms:
1
Bathrooms:
3
Sleeps:
3
Summary: Enjoy a wonderful experience at this centrally-located apartment. 2 minute walk to Main Street and all of the a ...
From $251 per night (USD)
VRBO
From $240 per night (USD)
VRBO
Lovely 1 bedroom apartment in downtown Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Summary: Keep it simple at this peaceful ground floor apartment steps from Main Street and all that Annapolis has to off ...
From $240 per night (USD)
VRBO
From $512 per night (USD)
Expedia
Build a Snowman at the Beat Army Bungalow
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your perfect holiday retreat in the heart of Annapolis! This open-concept home is designed with family gather ...
From $512 per night (USD)
Expedia
From $400 per night (USD)
VRBO
2-bedroom waterfront Cottage in Annapolis, MD. Cove of Cork, view of the Severn.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Consider this charming cottage your home away from home while you visit Annapolis. Located on Cove of Cork, adjacent to ...
From $400 per night (USD)
VRBO
From $1646 per night (USD)
Expedia
Downtown Annapolis Duke's House
Bedrooms:
4
Bathrooms:
5
Sleeps:
9
Summary: This newly renovated 4-bedroom, 3.5 bathroom home is perfectly situated in the heart of historic downtown Anna ...
From $1646 per night (USD)
Expedia
$7 Mi to Baltimore: Maryland Gem w\/ Shared Yard!$
From $163 per night (USD)
VRBO
7 Mi to Baltimore: Maryland Gem w\/ Shared Yard!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
In-Unit Washer & Dryer | 5 Mi to Cross Street Market | 6 Mi to Oriole Park at Camden Yards Experience the best of Maryl ...
From $163 per night (USD)
VRBO
From $798 per night (USD)
Expedia
Experience Annapolis like a local - 4 BR Apartment overlooking Main Street in Annapolis -
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Above it All - Downtown Historic Annapolis Vacation Rental on Main Street - PLEASE NOTE: THIS PROPERTY IS MANAGED BY AN ...
From $798 per night (USD)
Expedia
From $170 per night (USD)
VRBO
Charming Home Away From Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape to your home away from home at this beautifully newly remodeled walk out basement, with plenty of space and fille ...
From $170 per night (USD)
VRBO
From $748 per night (USD)
Expedia
Water-View Deale Home: Walk to Marina, Restaurants
Bedrooms:
4
Bathrooms:
7
Sleeps:
13
Covered Porch w/ Mounted Fans & Speakers | Furnished Office w/ 2 Desks & Printer | 3 Mi to Beach | 19 Mi to Annapolis Y ...
From $748 per night (USD)
Expedia
From $1146 per night (USD)
VRBO
Multi-unit waterfront home with pool and pier
Bedrooms:
4
Bathrooms:
8
Sleeps:
14
Welcome to this beautiful waterfront home in the quiet Cool Spring Cove of the Magothy River in Arnold, MD. Not only do ...
From $1146 per night (USD)
VRBO
From $228 per night (USD)
Expedia
GOLDEN LUX Two-Bedrooms Two-Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Oasis Royale Two-Bedrooms Two-Bath (Arundel Mills) Welcome to our luxurious and stylish two-bedroom, two-bath retreat! O ...
From $228 per night (USD)
Expedia
From $689 per night (USD)
VRBO
Townhome just steps to Main St. with private backyard patio & parking
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
Welcome to City Gate, conveniently located in downtown Annapolis, just steps from all the shops and restaurants in the H ...
From $689 per night (USD)
VRBO
From $285 per night (USD)
Expedia
Charming 3-bedroom house in Hanover with WiFi and AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
This pleasant house in Hanover offers 3 cozy bedrooms - 2 with queen beds and 1 with a twin bed. With 2 bathrooms equipp ...
From $285 per night (USD)
Expedia
$Tiny House 24\/7 No Contact Self Check-In BWI area$
From $148 per night (USD)
VRBO
Tiny House 24\/7 No Contact Self Check-In BWI area
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Private detached Tiny House w/Full bathroom & kitchen. -No contact self check-In & stay- Same day booking welcome! 24/7 ...
From $148 per night (USD)
VRBO
From $474 per night (USD)
Expedia
Five Star Charmer! Great Location Downtown & Stadium! Parking too!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
New to the market and just in time for Navy Football. Located at the five star Corner House. Conveniently located on th ...
From $474 per night (USD)
Expedia
From $969 per night (USD)
VRBO
Perfect Townhouse for USNA Commissioning Week!
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Welcome to the perfect townhouse for USNA Commissioning Week! As a former midshipman, I know how important it is to have ...
From $969 per night (USD)
VRBO
From $542 per night (USD)
Expedia
Book for CW 2025 Steps from marinas and restaurants at Eastport Third Time's the Charm
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Still available for Commissioning Week 2025! Eastport's Third Time's the Charm – Steps from Marinas, Dining, and Histor ...
From $542 per night (USD)
Expedia
From $566 per night (USD)
VRBO
Waterfront home with private pier with easy access to USNA, Baltimore and DC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Still available for Commissioning Week 2025! Escape to this relaxing Bodkin Creek waterfront retreat, complete with a p ...
From $566 per night (USD)
VRBO
From $355 per night (USD)
Expedia
Naval Academy Gate 1 CW25
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 2-bed, 1.5-bath townhome mixes modern renovations with 1900 classic charm. It's been lovingly decorated to accommod ...
From $355 per night (USD)
Expedia
From $577 per night (USD)
VRBO
South River Retreat- Go Navy!
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Located across the bridge from Annapolis. This home is located in a beautiful water privileged neighborhood on the South ...
From $577 per night (USD)
VRBO
From $466 per night (USD)
VRBO
Spacious home in historic Annapolis, near USNA
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Located in Annapolis, enjoy what this 3-bedroom house has to offer. With 2 queen beds and 2 twin bed, guests can relax i ...
From $466 per night (USD)
VRBO
From $593 per night (USD)
VRBO
Charming on Charles
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Welcome to our elegant stand alone charming home on Charles Street in Historic Annapolis . This 3 bedroom 2.5 bath is ju ...
From $593 per night (USD)
VRBO
From $645 per night (USD)
Expedia
Annapolis Home Near Beach, Dtwn & Navy Football!
Bedrooms:
3
Bathrooms:
6
Sleeps:
13
Dog Friendly w/ Fee | Wood-Burning Fireplace | 4 Mi to Downtown Annapolis Nestled just 2 miles from the Chesapeake Bay, ...
From $645 per night (USD)
Expedia
Click For Pricing
VRBO
6 Mi to Dtwn: Family-Friendly Home in Annapolis!
Bedrooms:
4
Bathrooms:
8
Sleeps:
12
Home Gym | Furnished Deck | Blackstone Grill | Near Shopping & Dining Enjoy a convenient and comfortable Maryland escap ...
Click For Pricing
VRBO
From $399 per night (USD)
Expedia
Cozy Cottage with Beach Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Perfect for groups of 4 wanting to be near Annapolis and the Chesapeake Bay, but far enough away for peace, quiet, and e ...
From $399 per night (USD)
Expedia
$Chesapeake Charm! Waterfront Property! Hot Tub! Grill - Beautiful 4 BR\/3.5 Bath$
From $655 per night (USD)
VRBO
Chesapeake Charm! Waterfront Property! Hot Tub! Grill - Beautiful 4 BR\/3.5 Bath
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Waterfront! Edgewater is waiting for you at this charming Nautical Nest! 500 feet of waterfront with 2 docks and a boat ...
From $655 per night (USD)
VRBO
From $178 per night (USD)
VRBO
Cozy and private basement apartment close to the Magothy River
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to beautiful Arnold, MD! This basement apartment is completely private- with a separate entrance, bathroom, and ...
From $178 per night (USD)
VRBO
From $510 per night (USD)
VRBO
Edgewater's Shelby on the Bay
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Welcome to our newly updated 4 bedroom, 3.5 bath coastal beauty w/direct access to a sandy, private beach and ...
From $510 per night (USD)
VRBO
From $437 per night (USD)
Expedia
Near Top Attractions: Deck Dining at Severn Home!
Bedrooms:
3
Bathrooms:
6
Sleeps:
9
Gas Grill for Cookouts | Multiple Shared Living Spaces | Peaceful Neighborhood Get ready for a fun-filled trip when you ...
From $437 per night (USD)
Expedia
From $960 per night (USD)
VRBO
Historic Annapolis Treasure
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Entire Home in Historic Downtown Annapolis Forget your worries in this spacious and serene enchanting Victorian home in ...
From $960 per night (USD)
VRBO
From $132 per night (USD)
Expedia
Cozy townhome with WiFi and AC in lovely Laurel
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This Laurel townhome boasts 1 inviting bedroom. The space is delightful and soothing, perfect for guests looking for a s ...
From $132 per night (USD)
Expedia
From $1301 per night (USD)
VRBO
Waterfront- 5-bedroom house with dock in charming North Beach
Bedrooms:
6
Bathrooms:
5
Sleeps:
18
Experience an unforgettable vacation in this newly listed waterfront 5-bedroom house. This beautiful property offers ple ...
From $1301 per night (USD)
VRBO
From $484 per night (USD)
Expedia
Charming home in Annapolis in walking distance to shops, restaurants, & the bay
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This centrally located 3-story rental is steps away from everything Annapolis offers! Whether you're in town to explore ...
From $484 per night (USD)
Expedia
From $114 per night (USD)
VRBO
Waterfront condo in Eastport, ONLY available for the Legislative session
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
On Back Creek in Eastport, this delightful condo offers 2 bedrooms - one with a king bed and the other with a cozy murph ...
From $114 per night (USD)
VRBO
From $513 per night (USD)
VRBO
Millersville Haven
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Welcome to Millersville Haven! Nestled in a peaceful neighborhood in the heart of Millersville, Maryland, this charming ...
From $513 per night (USD)
VRBO

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