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 $249 per night (USD)
VRBO
Just steps away from the Boardwalk & Beaches, Walkable to Entertainment!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Just a few steps from the Boardwalk along the beach of North Beach (passes included), walkable to eateries, bakery, ice ...
From $249 per night (USD)
VRBO
From $455 per night (USD)
VRBO
Bayfront Maryland Retreat w/ Deck, Near Beaches!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Days spent relaxing on the sandy shores, exploring the local shops and eateries along The Boardwalk, or visiting The Wal ...
From $455 per night (USD)
VRBO
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VRBO
One Acre Hideaway w/ Fire Pit & Soaking Tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This charming two-bedroom home is situated on a tree-lined one-acre lot, offering the perfect balance of convenience and ...
Click For Pricing
VRBO
From $787 per night (USD)
Expedia
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 $787 per night (USD)
Expedia
From $439 per night (USD)
VRBO
332 judysplaces in Lansdowne, 5BR, 3BA, Brand new construction SFH
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Welcome to a beautiful, brand new single family home in a quiet private neighborhood. Close to everything, about 10 minu ...
From $439 per night (USD)
VRBO
From $136 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 $136 per night (USD)
VRBO
From $156 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 $156 per night (USD)
VRBO
From $139 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 $139 per night (USD)
VRBO
From $472 per night (USD)
VRBO
Stylish & New, Pet Friendly Fenced Yard, Walkable Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This stunning detached home, designed by Stylish Stays, is the perfect place for a stay in THE HEART of Annapolis. This ...
From $472 per night (USD)
VRBO
From $513 per night (USD)
Expedia
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 $513 per night (USD)
Expedia
$Vintage Retreat: 5 minute walk to downtown, Naval Academy, Stadium and more.\n$
From $328 per night (USD)
VRBO
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 $328 per night (USD)
VRBO
From $461 per night (USD)
Expedia
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 $461 per night (USD)
Expedia
From $1028 per night (USD)
VRBO
Stay Mins from Annapolis in Luxury Waterfront Home on Deep Water w Private Pier & Gourmet Kitchen
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Prepare to be spoiled at this custom-renovated luxury waterfront retreat! This beautifully detailed home offers serene v ...
From $1028 per night (USD)
VRBO
From $519 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 $519 per night (USD)
Expedia
From $404 per night (USD)
VRBO
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 $404 per night (USD)
VRBO
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Expedia
Murray Hill beauty with short walk to Main Street
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
A perfect place to celebrate your Midshipmen's commissioning in a 1900 built home! Fabulous patio and back yard to enjo ...
Click For Pricing
Expedia
From $114 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 $114 per night (USD)
VRBO
From $114 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 $114 per night (USD)
VRBO
From $231 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 $231 per night (USD)
VRBO
From $114 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 $114 per night (USD)
VRBO
From $231 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 $231 per night (USD)
VRBO
From $231 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 $231 per night (USD)
VRBO
From $124 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 $124 per night (USD)
VRBO
From $121 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 $121 per night (USD)
VRBO
From $272 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 $272 per night (USD)
VRBO
From $116 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 $116 per night (USD)
VRBO
From $114 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 $114 per night (USD)
VRBO
From $121 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 $121 per night (USD)
VRBO
From $271 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 $271 per night (USD)
VRBO
From $124 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 $124 per night (USD)
VRBO
From $116 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 $116 per night (USD)
VRBO
From $112 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 $112 per night (USD)
VRBO
From $231 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 $231 per night (USD)
VRBO
From $295 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 $295 per night (USD)
Expedia
From $142 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 $142 per night (USD)
VRBO
From $674 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 $674 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 $661 per night (USD)
VRBO
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 $661 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 $931 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 $931 per night (USD)
Expedia
From $986 per night (USD)
VRBO
Annapolis Coastal Dreamcation - Hot Tub, Private Dock & Close to Everything!
Bedrooms:
6
Bathrooms:
6
Sleeps:
15
Welcome to Severn Grove Cove, a 6000 s/f secluded 5 bedroom waterfront gem (sleeps 15) with a private dock, hot tub, hug ...
From $986 per night (USD)
VRBO
From $356 per night (USD)
Expedia
Holly Hill Haven - Sleeps 10
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Escape to our beautifully renovated home in the heart of the scenic Mayo Peninsula! Nestled in the charming co ...
From $356 per night (USD)
Expedia
From $182 per night (USD)
VRBO
Wright's Cottage- Pet's Welcome & EV Charging
Bedrooms:
1
Bathrooms:
1
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 $182 per night (USD)
VRBO
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 $1378 per night (USD)
VRBO
Eastport Classic Charm
Bedrooms:
3
Bathrooms:
4
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)
VRBO
From $426 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 $426 per night (USD)
Expedia
From $504 per night (USD)
VRBO
Mins to Downtown in Waterfront community at Pet-friendly Pinecrest Bungalow
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Just minutes from Downtown Annapolis, this charming Cape is located in a quiet water-privileged neighborhood with easy a ...
From $504 per night (USD)
VRBO
From $200 per night (USD)
VRBO
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 $200 per night (USD)
VRBO
From $1085 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 $1085 per night (USD)
VRBO
From $112 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 $112 per night (USD)
VRBO
From $484 per night (USD)
VRBO
Walk everywhere in Annapolis from 1st floor dog-friendly apartment with parking and backyard
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This beautifully-restored 1 bedroom apartment is on the lower level of a 2-unit building in the charming Eastport neighb ...
From $484 per night (USD)
VRBO
From $768 per night (USD)
Expedia
Splendid home w/private pool, fire pit, several decks & balconies
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Porter Point Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $768 per night (USD)
Expedia
From $718 per night (USD)
VRBO
Stay at Waterfront Home with Pier & Community Park
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover the perfect waterfront escape near Annapolis! This charming 3-bedroom, 2-bathroom home offers stunning waterfro ...
From $718 per night (USD)
VRBO
From $465 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 $465 per night (USD)
Expedia
From $639 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 $639 per night (USD)
VRBO
From $1790 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 $1790 per night (USD)
Expedia
From $483 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 $483 per night (USD)
VRBO
From $312 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 $312 per night (USD)
Expedia
From $437 per night (USD)
VRBO
Historic dog-friendly home 2 blocks to Main St
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay right in the heart of Historic Annapolis, just 2 blocks from Main Street, and feel like you’re in a hotel suite wit ...
From $437 per night (USD)
VRBO
From $1724 per night (USD)
VRBO
6 bedroom waterfront home minutes from Downtown Annapolis! Pontoon and jet ski
Bedrooms:
3
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 $1724 per night (USD)
VRBO
From $276 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 $276 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 $291 per night (USD)
VRBO
Unbelievable beach views for 6
Bedrooms:
1
Bathrooms:
2
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 $291 per night (USD)
VRBO
From $268 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 $268 per night (USD)
VRBO
From $277 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 $277 per night (USD)
VRBO
From $389 per night (USD)
Expedia
Charming Beach House Top Floor - Walk Everywhere!
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Summary: Tucked away in the heart of North Beach, this original 1940s colonial-style home comes fully restored! Up a fli ...
From $389 per night (USD)
Expedia
From $808 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 $808 per night (USD)
VRBO
Click For Pricing
Expedia
Amazing townhome in Annapolis, near Restaurants, USNA, Shopping centers, & more
Bedrooms:
3
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 $161 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 $161 per night (USD)
VRBO
From $221 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 $221 per night (USD)
VRBO
From $1180 per night (USD)
VRBO
All Newly-Designed Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to your Eastport escape! This newly decorated custom home has everything—Severn River views, a huge private ya ...
From $1180 per night (USD)
VRBO
From $825 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 $825 per night (USD)
Expedia
From $122 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 $122 per night (USD)
VRBO
From $612 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 $612 per night (USD)
Expedia
From $342 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 $342 per night (USD)
VRBO
From $1340 per night (USD)
Expedia
Downtown Annapolis Duke's House
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Summary: This newly renovated 4-bedroom, 3.5 bathroom home is perfectly situated in the heart of historic downtown Anna ...
From $1340 per night (USD)
Expedia
From $133 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 $133 per night (USD)
VRBO
From $613 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 - Downtown Annapolis Retreat | 4BR Apartment ...
From $613 per night (USD)
VRBO
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 $672 per night (USD)
VRBO
Water-View Deale Home: Walk to Marina, Restaurants
Bedrooms:
3
Bathrooms:
5
Sleeps:
13
Covered Porch w/ Mounted Fans & Speakers | Furnished Office w/ 2 Desks & Printer | 3 Mi to Beach | 19 Mi to Annapolis Y ...
From $672 per night (USD)
VRBO
From $924 per night (USD)
VRBO
Multi-unit Waterfront Home with Private Pool and Pier Mins to Downtown Annapolis
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 $924 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
From $336 per night (USD)
VRBO
Charming 3-bedroom house in Hanover with WiFi and AC
Bedrooms:
1
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 $336 per night (USD)
VRBO
From $158 per night (USD)
Expedia
Secluded Tiny Pool House -Private Pool -Self Check in
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Secluded Tiny Guest House Retreat with Private Pool – Near Baltimore & Annapolis As you pull into the driveway, the city ...
From $158 per night (USD)
Expedia
From $461 per night (USD)
VRBO
Steps to Marinas & Shops w Parking in Eastport
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Eastport's Third Time's the Charm – Steps from Marinas, Dining, and Historic Annapolis This beautiful home is located in ...
From $461 per night (USD)
VRBO
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Expedia
Waterfront Home w Private Pier Easy Drive to USNA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to this relaxing Bodkin Creek waterfront retreat, complete with a private deep-water pier and views of Bodkin Cre ...
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Expedia
From $288 per night (USD)
VRBO
Naval Academy Gate 1
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This 2-bed, 1.5-bath townhome mixes modern renovations with 1900 classic charm. It's been lovingly decorated to accommod ...
From $288 per night (USD)
VRBO
From $569 per night (USD)
VRBO
South River Retreat- Go Navy!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Located across the bridge from Annapolis. This home is located in a beautiful water privileged neighborhood on the South ...
From $569 per night (USD)
VRBO
From $531 per night (USD)
VRBO
Charming on Charles
Bedrooms:
2
Bathrooms:
3
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 $531 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
From $286 per night (USD)
VRBO
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 ...
From $286 per night (USD)
VRBO
From $316 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 $316 per night (USD)
Expedia
From $483 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/beautiful views of the South River! Situate ...
From $483 per night (USD)
VRBO
From $413 per night (USD)
VRBO
Near Top Attractions: Deck Dining at Severn Home!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Gas Grill for Cookouts | Multiple Shared Living Spaces | Peaceful Neighborhood Get ready for a fun-filled trip when you ...
From $413 per night (USD)
VRBO
From $944 per night (USD)
VRBO
Historic Annapolis Treasure
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Entire Home in Historic Downtown Annapolis Forget your worries in this spacious and serene enchanting Victorian home in ...
From $944 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 $1001 per night (USD)
VRBO
Waterfront- 5-bedroom house with dock in charming North Beach
Bedrooms:
5
Bathrooms:
5
Sleeps:
18
Experience an unforgettable vacation in this newly listed waterfront 5-bedroom house. This beautiful property offers ple ...
From $1001 per night (USD)
VRBO
From $457 per night (USD)
Expedia
Walking distance to Navy Stadium! No cleaning fees!
Bedrooms:
2
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 $457 per night (USD)
Expedia
From $428 per night (USD)
VRBO
Millersville Haven
Bedrooms:
3
Bathrooms:
1
Sleeps:
5
Welcome to Millersville Haven! Nestled in a peaceful neighborhood in the heart of Millersville, Maryland, this charming ...
From $428 per night (USD)
VRBO
From $540 per night (USD)
VRBO
Darling on Dean Street- Nautical home w parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Ideally located between the vibrant West Street and the historic Main Street, our downtown Annapolis home offers easy ac ...
From $540 per night (USD)
VRBO

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