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

$Glen Burnie Vacation Rental w\/ Private Deck!$
From $315 per night (USD)
VRBO
Glen Burnie Vacation Rental w\/ Private Deck!
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Discover the best of the East Coast from this spacious 3-bed, 4-bath vacation rental in Glen Burnie. Located just a shor ...
From $315 per night (USD)
VRBO
From $1292 per night (USD)
Expedia
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Located on one of the most coveted streets in downtown Annapolis, walk to Main St. and City Dock. The Thomas Hyde House ...
From $1292 per night (USD)
Expedia
From $1181 per night (USD)
VRBO
Six bedroom 2020 Fountaine Pajot catamaran
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Beautiful 6 bedroom 6 bathroom catamaran just miles from downtown Annapolis on the South River from June to November. Sa ...
From $1181 per night (USD)
VRBO
From $2793 per night (USD)
Expedia
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Why rent a hotel when you can be in a Floatel on a Fountaine Pajot Saba luxurious 50 foot catamaran six Cabin six head l ...
From $2793 per night (USD)
Expedia
$Waterfront 5 Bedroom Near BWI\/Annapolis\/Baltimore$
From $987 per night (USD)
VRBO
Waterfront 5 Bedroom Near BWI\/Annapolis\/Baltimore
Bedrooms:
1
Bathrooms:
3
Sleeps:
9
Summary: Escape to paradise in this stunning 5-bedroom private waterfront oasis, only 20 minutes from BWI airport, US Na ...
From $987 per night (USD)
VRBO
$Bung-a-flo Tiny Bohemian Designed Floating Home w\/ 360 Waterfront Views$
From $614 per night (USD)
Expedia
Bung-a-flo Tiny Bohemian Designed Floating Home w\/ 360 Waterfront Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
| OVERVIEW | Welcome aboard FLOHOM 3 | Bung-a-flo, a Bohemian-inspired floating tiny home docked at the scenic Ferry P ...
From $614 per night (USD)
Expedia
Click For Pricing
VRBO
1 bedroom 1 bath 10-15 minutes to Maryland live Casino . KITCHEN.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
15 minutes Maryland live Casino and BWI airport and 15-20 minutes to Baltimore . 20-25 min Annapolis , Walmart , Planet ...
Click For Pricing
VRBO
$13 Mi to Annapolis: Dog-Friendly Home w\/ Fire Pit!$
From $455 per night (USD)
Expedia
13 Mi to Annapolis: Dog-Friendly Home w\/ Fire Pit!
Bedrooms:
2
Bathrooms:
5
Sleeps:
6
Furnished Deck | Fenced Backyard | In-Unit Laundry | 25 Mi to Washington, D.C. Book this Crofton home-away-from-home! W ...
From $455 per night (USD)
Expedia
From $288 per night (USD)
VRBO
SYR Properties
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
About this space We aim to provide guests with a clean, comfortable, and safe "home away from home." Our location is con ...
From $288 per night (USD)
VRBO
Click For Pricing
Expedia
WALK TO DOWNTOWN ANNAPOLIS, EGO ALLEY, NAVAL STADIUM & ACADEMY
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This home was newly renovated in 2021 and is located in the highly desirable Murray Hill Neighborhood. Conveniently loc ...
Click For Pricing
Expedia
$Gorgeous & bright retreat with patio, firepit, W\/D, & stunning rooftop views$
From $516 per night (USD)
VRBO
Gorgeous & bright retreat with patio, firepit, W\/D, & stunning rooftop views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Skyline Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $516 per night (USD)
VRBO
From $511 per night (USD)
Expedia
Cute bungalow blocks to Stadium
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: This stylish two bedroom home is conveniently located in Annapolis' Germantown neighborhood off West Street, ne ...
From $511 per night (USD)
Expedia
From $2274 per night (USD)
VRBO
Elegant Eastport Entertaining Dream House
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
NBS23-145363 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN C ...
From $2274 per night (USD)
VRBO
From $1518 per night (USD)
Expedia
Stately Brick Ranch On Corner Lot with Private Backyard for Entertaining
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
STR00803 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTA ...
From $1518 per night (USD)
Expedia
From $1566 per night (USD)
VRBO
Marvelous Home with Backyard Living Room in Murray Hill
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
NBS23-145336 Welcome to our charming vacation rental house nestled in the picturesque Murray Hill neighborhood of Annapo ...
From $1566 per night (USD)
VRBO
From $1010 per night (USD)
Expedia
Eastport Oasis 4 BR 2 BA fully renovated home on quiet street with parking
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTACTED BY A T ...
From $1010 per night (USD)
Expedia
From $1159 per night (USD)
VRBO
Brand New Spacious Luxury Home
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
This brand-new build luxury home in Eastport close to downtown Annapolis has everything you and your guests (up to 16 to ...
From $1159 per night (USD)
VRBO
$Minutes from History: Room w\/ Free Breakfast Near Downtown Annapolis$
From $170 per night (USD)
VRBO
Minutes from History: Room w\/ Free Breakfast Near Downtown Annapolis
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Here, each stay is enhanced by complimentary amenities, including a hot breakfast, WiFi, and parking. Our suites provide ...
From $170 per night (USD)
VRBO
From $182 per night (USD)
VRBO
Our Welcoming Suite in Annapolis Near Historic Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Here, each stay is enhanced by complimentary amenities, including a hot breakfast, WiFi, and parking. Our suites provide ...
From $182 per night (USD)
VRBO
$Annapolis Adventure: Room w\/ Outdoor Pool + Easy Access to Historic Sites$
From $175 per night (USD)
VRBO
Annapolis Adventure: Room w\/ Outdoor Pool + Easy Access to Historic Sites
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 $175 per night (USD)
VRBO
From $528 per night (USD)
VRBO
Dog friendly! Next to Navy Stadium and DTA Shuttle!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy your stay in our charming home centrally located directly across from Navy-Marine Corps Memorial Stadium on Taylor ...
From $528 per night (USD)
VRBO
$Vintage Retreat: 5 minute walk to downtown, Naval Academy, Stadium and more.\n$
From $351 per night (USD)
Expedia
Vintage Retreat: 5 minute walk to downtown, Naval Academy, Stadium and more.\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Immerse yourself in the rich history of Annapolis at our century-old home in Presidents Hill. With 3 bedrooms, 2 baths, ...
From $351 per night (USD)
Expedia
$Downtown Pinkney House w\/Parking$
From $506 per night (USD)
VRBO
Downtown Pinkney House w\/Parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
Summary: The Pinkney house is a 2 bedroom, 2.5 bath town home boasts an unparalleled location within close proximity to ...
From $506 per night (USD)
VRBO
From $434 per night (USD)
Expedia
Grandma's Summer House @ Beverly Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Grandma's Summer House @ Beverly Beach, our newly renovated getaway! Whether you're planning a short escape o ...
From $434 per night (USD)
Expedia
$Cozy Nautical Cottage in Annapolis w\/ Beautiful Outdoor Space$
From $299 per night (USD)
VRBO
Cozy Nautical Cottage in Annapolis w\/ Beautiful Outdoor Space
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Kick back and relax in your very own tranquil Annapolis getaway! Located in a quiet neighborhood 8 minutes from Downtow ...
From $299 per night (USD)
VRBO
From $540 per night (USD)
Expedia
Historic Annapolis Home!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
🌟 Discover the Allure of Historic Annapolis Living! 🌟 Welcome to your captivating 2-bedroom, 1.5-bath home nestled in ...
From $540 per night (USD)
Expedia
From $1009 per night (USD)
VRBO
Water-view escape with WFH desk & entertainer's deck - dog-friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Cardinal's Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1009 per night (USD)
VRBO
From $209 per night (USD)
VRBO
Maryland Inn 2 Double Beds, Historic Inns, Modern Amenities, Event Space, City Center
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $209 per night (USD)
VRBO
From $189 per night (USD)
VRBO
Enjoy Stepping Back in Time at Charming Hotel in Annapolis - Pet-Friendly!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $189 per night (USD)
VRBO
From $471 per night (USD)
VRBO
2 Historic Ambiance Stays Perfect for Romantic Getaways - Pets Allowed!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $471 per night (USD)
VRBO
From $212 per night (USD)
VRBO
Authentic 18th Century Hotel Near US Naval Academy - Walking Distance
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 $212 per night (USD)
VRBO
From $413 per night (USD)
VRBO
Maryland Inn 2 Doubles, Pet-Friendly, 2 Units
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $413 per night (USD)
VRBO
From $424 per night (USD)
VRBO
2 Maryland Inn 2DBeds, Historic Inns of Annapolis, Waterfront Vicinity
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $424 per night (USD)
VRBO
From $221 per night (USD)
VRBO
Elegant Stay Perfect for Romantic Getaway, Just Steps from Waterfront
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 $221 per night (USD)
VRBO
$Unique Victorian Stay w\/ Modern Amenities + Steps from Waterfront$
From $189 per night (USD)
VRBO
Unique Victorian Stay w\/ Modern Amenities + Steps from Waterfront
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $189 per night (USD)
VRBO
From $447 per night (USD)
VRBO
Robert Johnson Townhouse, Historic Inns, Fireplace, Downtown Locale
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $447 per night (USD)
VRBO
From $223 per night (USD)
VRBO
Governor Calvert 2 Double Beds, Historic Inns, Gym Access, Near Naval Academy
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $223 per night (USD)
VRBO
From $191 per night (USD)
VRBO
Maryland Inn King, Historic Inns, Fireplace, Elegant Dining, Waterfront Proximity
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 $191 per night (USD)
VRBO
From $207 per night (USD)
VRBO
Robert Johnson 2 Double Beds, Historic Inns, Antique Style, Near Chesapeake Bay
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $207 per night (USD)
VRBO
From $409 per night (USD)
VRBO
Elegant Stay Perfect for Exploring Annapolis' Shops and Boutiques.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $409 per night (USD)
VRBO
From $200 per night (USD)
VRBO
Robert Johnson King, Historic Inns, Near Top Dining & City Attractions
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 $200 per night (USD)
VRBO
$Charming Downtown Hotel w\/ Vintage Character + Modern Amenities$
From $197 per night (USD)
VRBO
Charming Downtown Hotel w\/ Vintage Character + Modern Amenities
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $197 per night (USD)
VRBO
From $229 per night (USD)
VRBO
Elegant Boutique Hotel Near Maryland State House - Short Walk
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 $229 per night (USD)
VRBO
From $370 per night (USD)
VRBO
2 Historic Ambiance Stays Perfect for Romantic Getaways - Pets Allowed!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $370 per night (USD)
VRBO
$Cute and Close to Downtown! Off street parking w\/ short walk to Academy\/Stadium$
From $300 per night (USD)
VRBO
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)
VRBO
From $176 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 $176 per night (USD)
VRBO
$Waterfront Sanctuary only 50 Min. From DC\/Balt.$
From $784 per night (USD)
VRBO
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)
VRBO
Click For Pricing
Expedia
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
Expedia
$Waterfront 5 Bedroom Near BWI\/Annapolis\/Baltimore$
From $744 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 $744 per night (USD)
VRBO
From $940 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 $940 per night (USD)
Expedia
From $464 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 $464 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 $1068 per night (USD)
Expedia
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 $1068 per night (USD)
Expedia
From $537 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 $537 per night (USD)
VRBO
From $836 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 $836 per night (USD)
Expedia
From $1640 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 $1640 per night (USD)
VRBO
From $579 per night (USD)
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 ...
From $579 per night (USD)
Expedia
From $339 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 $339 per night (USD)
VRBO
From $373 per night (USD)
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 ...
From $373 per night (USD)
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 $514 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 $514 per night (USD)
Expedia
From $299 per night (USD)
VRBO
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 $299 per night (USD)
VRBO
From $514 per night (USD)
Expedia
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)
Expedia
From $410 per night (USD)
VRBO
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)
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
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 $339 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 $339 per night (USD)
VRBO
From $340 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 $340 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 $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
$GOLDEN LUX \nTwo-Bedroom, Two-Bath$
From $189 per night (USD)
Expedia
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)
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
From $180 per night (USD)
Expedia
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 $180 per night (USD)
Expedia
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
From $736 per night (USD)
Expedia
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)
Expedia
From $107 per night (USD)
VRBO
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 $107 per night (USD)
VRBO
$7 Mi to Baltimore: Maryland Gem w\/ Shared Yard!$
From $145 per night (USD)
Expedia
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 $145 per night (USD)
Expedia
From $798 per night (USD)
VRBO
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)
VRBO
From $1093 per night (USD)
Expedia
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 $1093 per night (USD)
Expedia
From $228 per night (USD)
VRBO
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)
VRBO
From $703 per night (USD)
Expedia
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 $703 per night (USD)
Expedia
From $570 per night (USD)
VRBO
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 $570 per night (USD)
VRBO
From $635 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 $635 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 $403 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 $403 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 $604 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 $604 per night (USD)
Expedia
From $380 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 $380 per night (USD)
VRBO
From $117 per night (USD)
Expedia
Downtown Nights on the Water - Classic Cruiser Getaway
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the heart of Annapolis, this 35-foot Formula boat offers an unforgettable overnight stay. With a small kitche ...
From $117 per night (USD)
Expedia
From $1042 per night (USD)
VRBO
Charming Bay Ridge Cottage with Chesapeake Bay Views – Just Steps to the Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to The Yellow Annapolis Cottage: A Chesapeake Getaway with Stunning Bay Views Welcome to The Yellow Annapolis C ...
From $1042 per night (USD)
VRBO
From $714 per night (USD)
Expedia
Less than 1 mile to Navy Stadium, fenced-in yard and dog-friendly home
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Still Available for Commissioning Week 2025! A new home but managed by experienced hosts, iTrip Annapolis, dedicated to ...
From $714 per night (USD)
Expedia
From $222 per night (USD)
VRBO
Charming & Cozy 1-bedroom apartment newly renovated in Linthicum Heights.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located only 1.4 miles from BWI and 31 miles from DCA , this cozy & charming 1/1 accessory dwelling unit brings convenie ...
From $222 per night (USD)
VRBO
From $1078 per night (USD)
Expedia
Luxury Waterfront Executive Family Home Annapolis with All Amenities
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
Make yourself at home in this 5-bedroom Annapolis Waterfront Retreat. This superb house boasts 3 king beds, 1 queen bed, ...
From $1078 per night (USD)
Expedia
From $542 per night (USD)
VRBO
New listing! Stay in the heart of Annapolis on King George Street steps to Gate 1 & Main Street
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Welcome to Your Historic Annapolis Retreat! Discover this newly-renovated and professionally-decorated gem on the presti ...
From $542 per night (USD)
VRBO
$Private 1-Level Home near AAMC\/USNA; Spa shower; Fire pit; Family-friendly!$
From $540 per night (USD)
VRBO
Private 1-Level Home near AAMC\/USNA; Spa shower; Fire pit; Family-friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Just minutes from USNA Stadium, AAMC Hospital, and downtown Annapolis, Nautical Oasis is perfect for couples, families, ...
From $540 per night (USD)
VRBO
From $117 per night (USD)
VRBO
Comfy King Private Suite Near UMD BWMC & BWI with Pool Table and Treadmill.
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Luxury Private Suite Near UMD Hospital & BWI – Fully Equipped for Comfort & Entertainment. Welcome to your private retr ...
From $117 per night (USD)
VRBO
From $603 per night (USD)
Expedia
Modern Waterfront House with amazing views of the ChesapeakeBay!
Bedrooms:
5
Bathrooms:
4
Sleeps:
9
Experience the perfect blend of modern luxury and coastal charm in this stunning waterfront home on the Chesapeake Bay. ...
From $603 per night (USD)
Expedia
From $1191 per night (USD)
VRBO
Luxury Retreat: Private Pool, Spa, Fireplace & Spacious Deck-Entertainers Dream
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Spacious Private Getaway – Pool, Spa, Fireplace & Outdoor Entertainment! Welcome to your perfect retreat—a 5-bedroom, 4 ...
From $1191 per night (USD)
VRBO
From $770 per night (USD)
Expedia
3 Bedroom house. The BayHouse on The water. Movie theater Dock, Rafts, Fishin
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Fun on and in the water. (April 1 - October 30) • Large dock with 12 feet water depths • Water toys such as large rafts ...
From $770 per night (USD)
Expedia

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Results: 913 Rentals