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 $579 per night (USD)
VRBO
Cute bungalow blocks to Stadium
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: This stylish two bedroom home is conveniently located in Annapolis' Germantown neighborhood off West Street, ne ...
From $579 per night (USD)
VRBO
From $1535 per night (USD)
Expedia
Stately Brick Ranch On Corner Lot with Private Backyard for Entertaining
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
STR00803 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTA ...
From $1535 per night (USD)
Expedia
From $1583 per night (USD)
VRBO
Marvelous Home with Backyard Living Room in Murray Hill
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
NBS23-145336 Welcome to our charming vacation rental house nestled in the picturesque Murray Hill neighborhood of Annapo ...
From $1583 per night (USD)
VRBO
From $844 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 $844 per night (USD)
Expedia
From $151 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 $151 per night (USD)
VRBO
From $167 per night (USD)
Expedia
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 $167 per night (USD)
Expedia
From $155 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 $155 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Grandma's Summer House @ Beverly Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Welcome to Grandma's Summer House @ Beverly Beach, our newly renovated getaway! Whether you're planning a shor ...
From $353 per night (USD)
Expedia
$Cozy Nautical Cottage in Annapolis w\/ Beautiful Outdoor Space$
From $290 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 $290 per night (USD)
VRBO
From $591 per night (USD)
Expedia
Historic Annapolis Home!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
🌟 Discover the Allure of Historic Annapolis Living! 🌟 Welcome to your captivating 2-bedroom, 1.5-bath home nestled in ...
From $591 per night (USD)
Expedia
From $704 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 $704 per night (USD)
VRBO
From $205 per night (USD)
Expedia
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 $205 per night (USD)
Expedia
From $188 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 $188 per night (USD)
VRBO
From $469 per night (USD)
Expedia
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 $469 per night (USD)
Expedia
From $221 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 $221 per night (USD)
VRBO
From $410 per night (USD)
Expedia
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 $410 per night (USD)
Expedia
From $422 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 $422 per night (USD)
VRBO
From $228 per night (USD)
Expedia
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 $228 per night (USD)
Expedia
From $201 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 $201 per night (USD)
VRBO
From $494 per night (USD)
Expedia
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 $494 per night (USD)
Expedia
From $245 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 $245 per night (USD)
VRBO
From $202 per night (USD)
Expedia
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 $202 per night (USD)
Expedia
From $221 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 $221 per night (USD)
VRBO
From $451 per night (USD)
Expedia
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 $451 per night (USD)
Expedia
From $211 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 $211 per night (USD)
VRBO
From $224 per night (USD)
Expedia
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 $224 per night (USD)
Expedia
From $230 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 $230 per night (USD)
VRBO
From $375 per night (USD)
Expedia
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 $375 per night (USD)
Expedia
From $464 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 $464 per night (USD)
VRBO
$Vintage Retreat: 5 minute walk to downtown, Naval Academy, Stadium and more.\n$
From $331 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 $331 per night (USD)
Expedia
From $404 per night (USD)
VRBO
Downtown Pinkney House w/Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: The Pinkney house is a 2 bedroom, 2.5 bath town home boasts an unparalleled location within close proximity to ...
From $404 per night (USD)
VRBO
From $300 per night (USD)
Expedia
Cute and Close to Downtown! Off street parking w/ short walk to Academy/Stadium
Bedrooms:
1
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 $158 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 $158 per night (USD)
VRBO
From $732 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 $732 per night (USD)
Expedia
Click For Pricing
VRBO
Gorgeous House in the Heart of Annapolis, Walk to Everything!
Bedrooms:
2
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
From $1037 per night (USD)
Expedia
Waterfront 5 Bedroom Near BWI/Annapolis/Baltimore
Bedrooms:
2
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 $1037 per night (USD)
Expedia
From $1210 per night (USD)
VRBO
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 $1210 per night (USD)
VRBO
From $475 per night (USD)
Expedia
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)
Expedia
From $1176 per night (USD)
VRBO
West River Waterscape - Where Nature's Whisper Beckons
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
STR00845 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTA ...
From $1176 per night (USD)
VRBO
Click For Pricing
Expedia
Dock of the Back Bay - 3 BR Waterfront Coastal Haven with Private Dock
Bedrooms:
2
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
Expedia
From $967 per night (USD)
VRBO
Brand New Spacious Luxury Home
Bedrooms:
4
Bathrooms:
4
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 $967 per night (USD)
VRBO
From $461 per night (USD)
Expedia
Walk to Everything - Historic Art’s District
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
HISTORIC ANNAPOLIS/ART’S DISTRICT Built in 1898, “John Stevens House” in sought-after neighborhood of President’s Hill ...
From $461 per night (USD)
Expedia
From $943 per night (USD)
VRBO
On-Site Parking, Steps to USNA Gate 3 and Private Patio at Historic Gatehouse
Bedrooms:
4
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 $943 per night (USD)
VRBO
From $496 per night (USD)
Expedia
Splendid dog friendly home within walking distance to beach & play area
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Adventure Annapolis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $496 per night (USD)
Expedia
From $936 per night (USD)
VRBO
Experience the Chesapeake Bay Lifestyle at the Historic and Waterfront Bay Dreams
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to Bay Dreams, a beautifully-restored historic home once known as the "Waterfront Inn of Holland Point." Nestled ...
From $936 per night (USD)
VRBO
From $1444 per night (USD)
Expedia
Spacious Converted Carriage House in Historic District near USNA
Bedrooms:
3
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 $1444 per night (USD)
Expedia
From $531 per night (USD)
VRBO
Stay in Historic apartment 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 $531 per night (USD)
VRBO
From $320 per night (USD)
Expedia
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 $320 per night (USD)
Expedia
From $455 per night (USD)
VRBO
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 $455 per night (USD)
VRBO
From $461 per night (USD)
Expedia
Superb 3-bedroom townhome in Hanover with WiFi and a coazy backyard
Bedrooms:
2
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 $461 per night (USD)
Expedia
From $289 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 $289 per night (USD)
VRBO
From $514 per night (USD)
Expedia
3-bedroom luxury vacation townhome in charming Glen Burnie with WiFi, AC
Bedrooms:
2
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 $374 per night (USD)
VRBO
Pet-Friendly Annapolis Home: Walk to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience the perfect blend of comfort and adventure at this 3-bed, 2-bath Annapolis vacation rental! Start your day wi ...
From $374 per night (USD)
VRBO
From $304 per night (USD)
Expedia
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 $304 per night (USD)
Expedia
From $310 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 $310 per night (USD)
VRBO
From $388 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 $388 per night (USD)
Expedia
From $683 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 $683 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 $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 $118 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 $118 per night (USD)
VRBO
From $184 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 $184 per night (USD)
Expedia
Click For Pricing
VRBO
Waterviews, steps to restaurants and downtown from First Mate
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Still available for Commissioning Week 2025! Stunning 4 Bedroom / 3.5 Bath Home in Eastport with Water Views and Expans ...
Click For Pricing
VRBO
From $585 per night (USD)
Expedia
Mins to DTA - King Beds - Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your perfect Springtime getaway in the heart of Annapolis! This open-concept home is designed with family gat ...
From $585 per night (USD)
Expedia
From $314 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 $314 per night (USD)
VRBO
From $139 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 $139 per night (USD)
Expedia
From $874 per night (USD)
VRBO
Main Street 4BR Gem – Steps to Waterfront, USNA, Shops & Dining
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Above it All - Downtown Historic Annapolis Vacation Rental on Main Street - PLEASE NOTE: THIS PROPERTY IS MANAGED BY AN ...
From $874 per night (USD)
VRBO
From $1094 per night (USD)
Expedia
Multi-unit waterfront home with pool and pier
Bedrooms:
4
Bathrooms:
6
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 $1094 per night (USD)
Expedia
From $797 per night (USD)
VRBO
Townhome steps from Main St. with private backyard patio & parking
Bedrooms:
3
Bathrooms:
2
Sleeps:
7
Welcome to City Gate, conveniently located in downtown Annapolis, just steps from all the shops and restaurants in the H ...
From $797 per night (USD)
VRBO
From $601 per night (USD)
Expedia
Steps From Marinas and Restaurants & Private Backyard at Eastport Third Time's the Charm
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Still available for Commissioning Week 2025! Eastport's Third Time's the Charm – Steps from Marinas, Dining, and Histor ...
From $601 per night (USD)
Expedia
Click For Pricing
VRBO
Annapolis Home Near Beach & Quiet Waters Park!
Bedrooms:
2
Bathrooms:
4
Sleeps:
13
2,552 Sq Ft | Dog Friendly w/ Fee | Wood-Burning Fireplace | 4 Mi to Downtown Annapolis Nestled just 2 miles from the C ...
Click For Pricing
VRBO
Click For Pricing
Expedia
6 Mi to Dtwn: Family-Friendly Home in Annapolis!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Home Gym | Furnished Deck | Blackstone Grill | Near Shopping & Dining Enjoy a convenient and comfortable Maryland escap ...
Click For Pricing
Expedia
From $369 per night (USD)
VRBO
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 $369 per night (USD)
VRBO
From $670 per night (USD)
Expedia
Chesapeake Charm! Waterfront Property! Hot Tub! Grill - Beautiful 4 BR/3.5 Bath
Bedrooms:
3
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 $670 per night (USD)
Expedia
Click For Pricing
VRBO
Downtown Nights on the Water - Classic Cruiser Getaway
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in the heart of Annapolis, this 35-foot Formula boat offers an unforgettable overnight stay. With a small kitche ...
Click For Pricing
VRBO
From $741 per night (USD)
Expedia
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 our Bay Ridge Yellow C ...
From $741 per night (USD)
Expedia
From $719 per night (USD)
VRBO
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 $719 per night (USD)
VRBO
From $171 per night (USD)
Expedia
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 $171 per night (USD)
Expedia
From $1165 per night (USD)
VRBO
Luxury Waterfront Executive Family Home Annapolis with All Amenities
Bedrooms:
3
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 $1165 per night (USD)
VRBO
From $496 per night (USD)
Expedia
Stay in the heart of Annapolis on King George Street steps to Gate 1 & Main Street
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Your Historic Annapolis Retreat! Discover this newly-renovated and professionally-decorated gem on the presti ...
From $496 per night (USD)
Expedia
From $537 per night (USD)
VRBO
Family/Group Retreat Near USNA stadium & Downtown Annapolis; Private yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
ALL NEW! Just minutes from USNA Stadium, downtown Annapolis and US Naval Academy, MBA Homes' Nautical Oasis is perfect f ...
From $537 per night (USD)
VRBO
From $1303 per night (USD)
Expedia
Premier Retreat: Private Pool, Spa, Fireplace & Spacious Deck-Entertainers Dream
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Spacious Private Getaway – Pool, Spa, Fireplace & Outdoor Entertainment! Welcome to your perfect retreat—a 5-bedroom, 4 ...
From $1303 per night (USD)
Expedia
From $765 per night (USD)
VRBO
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 $765 per night (USD)
VRBO
From $106 per night (USD)
Expedia
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 – Comfort, Privacy & Convenience Welcome to your private retreat in a quie ...
From $106 per night (USD)
Expedia
From $727 per night (USD)
VRBO
Modern Waterfront House with amazing views of the Chesapeake Bay and a dock!
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Experience the perfect blend of modern luxury and coastal charm in this stunning waterfront home on the Chesapeake Bay. ...
From $727 per night (USD)
VRBO
From $420 per night (USD)
Expedia
Take it easy at this unique and tranquil getaway in historic Eastport
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Take it easy at this unique and tranquil getaway in historic Eastport. This 4-bedroom, 3-bathroom home has plenty of spa ...
From $420 per night (USD)
Expedia
From $945 per night (USD)
VRBO
Spacious 6BR Retreat in Fabulous Severn, Fitness Room, AC & Fast WiFi!
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
Welcome to your perfect getaway in fabulous Severn! This spacious 6-bedroom, 4-bathroom home comfortably sleeps 14–16 gu ...
From $945 per night (USD)
VRBO
From $107 per night (USD)
Expedia
Charming townhome with AC and WiFi in delightful Annapolis
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Property is near naval Acedemy and downtown and harbourit is connected by bus route 70 and green bus and free downtown s ...
From $107 per night (USD)
Expedia
From $635 per night (USD)
VRBO
New Property! Escape to Downtown Annapolis Murray Hill Home with Luxe King Suite and Porch Vibes
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New Beautiful Home in Downtown Annapolis’ Murray Hill Walk to Downtown with Gourmet Kitchen Welcome to your home-away-f ...
From $635 per night (USD)
VRBO
From $165 per night (USD)
Expedia
Charming Guest Suite near BWI Airport - Anne Arundel County, MD
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Unwind in this private studio suite, ideal for a couples’ get-away, small group, or family. Suite is outfitted with pri ...
From $165 per night (USD)
Expedia
$Private room in Arnold\/Annapolis$
From $82 per night (USD)
VRBO
Private room in Arnold\/Annapolis
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Nestled in the heart of Annapolis/Baltimore, this peaceful centrally-located townhome offers a tranquil retreat while st ...
From $82 per night (USD)
VRBO
From $370 per night (USD)
Expedia
Pet-Friendly 3-Bedroom Home with Private Pier – Perfect Waterfront Retreat!
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Tranquil Pet-Friendly 3BR Waterfront Retreat with Private Pier & Kayaks Escape to peace and quiet in this charming Shad ...
From $370 per night (USD)
Expedia
From $310 per night (USD)
VRBO
Waterfront lux cottage with amazing views near DC
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Rowan's Rendezvous! Relax with the whole family at this renovated 1930's bungalow. This waterfront front ...
From $310 per night (USD)
VRBO
From $420 per night (USD)
Expedia
Charming 3-bedroom house in Annapolis Eastport! Beautiful fully furnished home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful fully furnished 3 bedroom, 2 bath home, available for short term rental in Eastport Annapolis! 4 minutes uber ...
From $420 per night (USD)
Expedia
From $442 per night (USD)
VRBO
Cozy Annapolis Getaway: Firepit, Pet-Friendly, Fenced Yard, Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your Annapolis adventure starts at this spacious 3-bedroom, 2-bath home! Featuring a king, queen, and twin bed, plus a c ...
From $442 per night (USD)
VRBO
From $523 per night (USD)
Expedia
Charming 3-bedroom house with WiFi, AC in awesome Annapolis
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to a wonderful 3-bedroom house in Annapolis. This cozy retreat features 2 full beds and 1 bunk bed, perfect for a ...
From $523 per night (USD)
Expedia
From $324 per night (USD)
VRBO
Home away from Home!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located just 5 minutes from Maryland Live Casino and only 12 minutes from BWI Airport. The home features an open floor p ...
From $324 per night (USD)
VRBO
From $453 per night (USD)
Expedia
Beautiful Historic Flat next to City Dock + USNA
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Just steps from Main Street, City Dock, and the USNA (300 ft), you'll be in the perfect location for exploring Annapolis ...
From $453 per night (USD)
Expedia
From $1240 per night (USD)
VRBO
The Crimson Stag Farm
Bedrooms:
6
Bathrooms:
5
Sleeps:
9
Welcome to The Crimson Stag Farm – Your Perfect Getaway Nestled on over 10 acres of peaceful countryside, The Crimson S ...
From $1240 per night (USD)
VRBO
From $574 per night (USD)
Expedia
Beautiful 4BR - Walking Distance to Stadium
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Summary: This charming 4 BR home is conveniently located in Annapolis' Germantown neighborhood; within walking distance ...
From $574 per night (USD)
Expedia

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