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 $1915 per night (USD)
VRBO
Renovated dog-friendly bayfront home with private hot tub & pool, grill, & dock
Bedrooms:
6
Bathrooms:
8
Sleeps:
18
Waterside with it All Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $1915 per night (USD)
VRBO
From $1180 per night (USD)
Expedia
Updated historic home with parking; near Academy, college & harbor - central AC
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Anchors Aweigh Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $1180 per night (USD)
Expedia
$Spacious beachfront home with decks, gas grill, wet bar, gas fireplace, and W\/D$
From $1179 per night (USD)
VRBO
Spacious beachfront home with decks, gas grill, wet bar, gas fireplace, and W\/D
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
The Ship's Bridge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1179 per night (USD)
VRBO
$Spacious home with an outdoor pool, screened porch, washer\/dryer & central AC$
From $1351 per night (USD)
Expedia
Spacious home with an outdoor pool, screened porch, washer\/dryer & central AC
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Thomas Point Tranquility Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $1351 per night (USD)
Expedia
From $581 per night (USD)
VRBO
Hot Tub Haven: Cozy Annapolis Backyard Oasis!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
A serene escape awaits you at our cozy 4-bedroom, 2.5 bath retreat! We are just minutes away from Historic Downtown Anna ...
From $581 per night (USD)
VRBO
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Expedia
Historic Annapolis Home, Convenient to Downtown!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Historic Annapolis home convenient to downtown, restaurants, shopping, commuter routes and public transportation! -0.5 ...
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Expedia
$Coastal Edgewater Home w\/ Private Hot Tub!$
From $445 per night (USD)
VRBO
Coastal Edgewater Home w\/ Private Hot Tub!
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Your next maritime retreat awaits at this 5-bedroom, 2-bath Edgewater vacation rental! Featuring 2 Smart TVs, a fully eq ...
From $445 per night (USD)
VRBO
From $1789 per night (USD)
Expedia
Stunning Waterfront Home in Round Bay with multiple living spaces
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Available for Boat Shows! Ask us about the option to add on the 5th bedroom. This beautiful home with unobstructed view ...
From $1789 per night (USD)
Expedia
From $132 per night (USD)
VRBO
Chesapeake Bayside Loft
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Recently updated 1 bedroom, 1 bathroom loft studio unit with fully equipped kitchen, Smart TV in bedroom and free high s ...
From $132 per night (USD)
VRBO
From $589 per night (USD)
Expedia
Beautiful remodeled waterfront home - 20 minutes from Baltimore!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come stay at our waterfront home! Our home got a “fresh make over” from the inside- out! Fully remodeled 2 story home wi ...
From $589 per night (USD)
Expedia
$Historic & sunny home w\/ Fireplace steps from USNA & Downtown Annapolis$
From $516 per night (USD)
VRBO
Historic & sunny home w\/ Fireplace steps from USNA & Downtown Annapolis
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This beautiful 3-bedroom, 2.5 bath home built in 1900 is located on Prince George Street, one block from Annapolis City ...
From $516 per night (USD)
VRBO
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Expedia
Indoor Soft Hot Tub - Family Stay @ The Cape!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Make some memories at this unique and family-friendly place. Family Friendly Staycation fully outfitted to accommodate ...
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Expedia
From $378 per night (USD)
VRBO
Historic Annapolis Home 1.5 blocks from center of town.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Historic home 1.5 blocks from center of town. Easy walk to the shops, food, harbor, Naval Academy and historic attractio ...
From $378 per night (USD)
VRBO
From $443 per night (USD)
Expedia
Quiet Home Close to Downtown Annapolis and Parks
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: This private single family home is located on a quarter acre and is just minutes to everything Annapolis has to ...
From $443 per night (USD)
Expedia
From $973 per night (USD)
VRBO
West Annapolis Cottage
Bedrooms:
5
Bathrooms:
7
Sleeps:
14
Summary: Recently renovated, this is the perfect location for your family & friends to enjoy Naval Academy events, boat ...
From $973 per night (USD)
VRBO
From $348 per night (USD)
Expedia
COZY DOWNTOWN APARTMENT-Naval Academy Vicinity
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the heart of Annapolis' historic district sits this one bedroom, 1.5 bath cozy apartment. A mere stone's thr ...
From $348 per night (USD)
Expedia
From $310 per night (USD)
VRBO
Annapolis Garden Suite
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our little oasis! We're tucked away on a beautiful residential street yet 7 minutes away from restaurants, co ...
From $310 per night (USD)
VRBO
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Expedia
Waterfront River Breezes with private pier, parking and billiards room
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
*Ask us about renting the 1Bedroom/1Bath River Cottage on the same property. This stunning historic home, located on 3 ...
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Expedia
From $1197 per night (USD)
VRBO
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Bedrooms:
6
Bathrooms:
5
Sleeps:
16
Spacious 5-bedroom (4 full- and 2 half-baths) waterfront getaway built along the natural topography of Fairhaven Cliffs. ...
From $1197 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, spring
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Welcome to Spring time at the Firefly Cottage in beautiful Cape St. Claire! Available for Easter, bring some bunny you ...
From $302 per night (USD)
Expedia
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VRBO
Cozy 1-bed with pool access, just steps from mall.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Studio basement apartment just steps from Waugh Chapel Outdoor Mall & IMAX Theater, Gambrills. Hot Plate/Air Fryer/Micro ...
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VRBO
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Expedia
Downtown Annapolis Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Two bedroom and two bathroom in Historic Annapolis, only 1 mile from arts district (west street), 2 miles from downtown ...
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Expedia
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VRBO
Stunning, spacious family home, adjacent to DT Annapolis,
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Amazing outdoor 2-story deck with fully furnished walkout basement to outdoor patio and fire pit. Double oven kitchen pe ...
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VRBO
From $429 per night (USD)
Expedia
Historic Downtown House with Off Street Parking
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Spacious living with all the modern amenities. Prime location - 1 block from the water, restaurants, and shops. Park you ...
From $429 per night (USD)
Expedia
From $287 per night (USD)
VRBO
Nice clean townhome in the middle of everything mall, airport, DC, Baltimore ect
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
*Kingsize bed in master bedroom (nice sweet) * Beautiful view front and back *joint his and her bathroom *nice kitchen ...
From $287 per night (USD)
VRBO
From $484 per night (USD)
Expedia
Annapolis Charm - Waterfront Private Fishing Dock Pier Near Beach - Navy Academy
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Kick back and relax in this calm, charming newly renovated coastal farmhouse waterfront two-story home with private pier ...
From $484 per night (USD)
Expedia
From $1921 per night (USD)
VRBO
Annapolis Waterfront Oasis with Pool, Hot Tub & Piers with L2 EV Charger
Bedrooms:
4
Bathrooms:
8
Sleeps:
14
**** 360 Tour ******* https://youriguide.com/7cdq0_3731_thomas_point_rd_annapolis_md Enjoy Annapolis with family & fri ...
From $1921 per night (USD)
VRBO
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Expedia
Tudor style house near historic downtown Annapolis
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
A large Tudor style house with plenty of living space; several sitting rooms, a large back porch, an open field and surr ...
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Expedia
From $262 per night (USD)
VRBO
Pristine Downtown 1-Bedroom Steps from State House
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy your stay in the heart of Annapolis's historic district, steps away from the Maryland State House and a few minute ...
From $262 per night (USD)
VRBO
$european style rancher\/ mother in law, 5 min walk from the beach$
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Expedia
european style rancher\/ mother in law, 5 min walk from the beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
charming apartment in a rancher on the Chesapeake Bay. Very quiet area with just the noise of the birds. There is a nice ...
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Expedia
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VRBO
Annapolis Vacation Home: 2 Mi to Quiet Waters Park
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
The Chesapeake Bay awaits you at this Annapolis vacation rental! 'Admiral's Post' is situated under 4 miles from the cit ...
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VRBO
From $193 per night (USD)
Expedia
Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
SPA Weekend!! Enjoy a Private Sauna, Hot Tub, Massage Shower in our Quiet Loft Studio Apt. Pamper yourself with your own ...
From $193 per night (USD)
Expedia
From $561 per night (USD)
VRBO
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Come enjoy a relaxing stay in our coastal waterfront cottage in Epping Forest! Just steps from a community pier perfec ...
From $561 per night (USD)
VRBO
From $755 per night (USD)
Expedia
Chesapeake Paradise LITE 4+br3ba Peaceful Watrfrnt
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
This is a fabulous 4-5 bedroom 3-ba House, affectionately called Porchlandia, with spectacular views on a lush, waterfro ...
From $755 per night (USD)
Expedia
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VRBO
Waterfront Beach House with amazing views
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The perfect place to experience amazing sunrise/sunset views on the water, beach within walking distance, restaurants, d ...
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VRBO
From $1040 per night (USD)
Expedia
Lakefront home with private dock, deck, hot tub, firepit, Ping-Pong, large yard
Bedrooms:
5
Bathrooms:
8
Sleeps:
16
Base Camp on the Lake Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $1040 per night (USD)
Expedia
From $1374 per night (USD)
VRBO
Lakefront dog-friendly home with private outdoor pool, pool spa, dock & grill
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
The Morning Watch Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1374 per night (USD)
VRBO
$Lakefront home with private pool, hot tub, outdoor space, central AC, & W\/D$
From $1951 per night (USD)
Expedia
Lakefront home with private pool, hot tub, outdoor space, central AC, & W\/D
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
The Admiral's Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $1951 per night (USD)
Expedia
From $1473 per night (USD)
VRBO
Dog-friendly riverfront home with dock, 2 balconies, waterside patio, & grill
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
The Master Shipwright Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $1473 per night (USD)
VRBO
From $513 per night (USD)
Expedia
Bay Poolhouse
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Bay Pool House License number 000268 ...
From $513 per night (USD)
Expedia
From $506 per night (USD)
VRBO
Book for CW 2025 Sunny fenced-in backyard mins to downtown in waterfront community, Pet-friendly
Bedrooms:
2
Bathrooms:
6
Sleeps:
8
Still available for Commissioning Week 2025! Just minutes from Downtown Annapolis, this charming rambler is located in ...
From $506 per night (USD)
VRBO
From $163 per night (USD)
Expedia
Romantic Two Bedroom Condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience the best of both worlds at this fully renovated two-bedroom, one-bath, one-level condo located in the tranqui ...
From $163 per night (USD)
Expedia
From $462 per night (USD)
VRBO
Sunny Glen Burnie Home - On-Site Water Access
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Whether you fancy city life or lake living, this Glen Burnie home has it all! Equipped with 3 bedrooms, 2 bathrooms, and ...
From $462 per night (USD)
VRBO
From $474 per night (USD)
Expedia
Idyllic Pasadena Retreat with Garden + Hot Tub!
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Plan your trip to the Baltimore suburbs when you book this whimsical getaway in Pasadena! Situated 20 miles from the hea ...
From $474 per night (USD)
Expedia
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VRBO
Downtown furnished apartment - walking distance to restaurants
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Church owned 2nd Floor apartment in historic house - fully furnished - eat-in kitchen, dining room and living room - has ...
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VRBO
From $1152 per night (USD)
Expedia
2-story downtown home with enclosed yard, deck, firepit, gas grill & fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Harrison Hall Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $1152 per night (USD)
Expedia
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VRBO
Dock of the Bay
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
You'll have a great time at this comfortable place to stay. Bring your dog kayak, boat or paddle board! Fish off the pie ...
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VRBO
From $1032 per night (USD)
Expedia
Huge deck overlooking water
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Renovated, charming Annapolis home on half-acre lot fronting Burley Creek. Just a short paddle to Whitehall Bay and expa ...
From $1032 per night (USD)
Expedia
$Traveling Professionals-Entire Home+Parking+W\/D$
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VRBO
Traveling Professionals-Entire Home+Parking+W\/D
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Ideal for Long Term Stays! Well-Maintained open floor plan w/ 2,400 sqft and large windows that make the entire condo fi ...
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VRBO
$Annapolis 4 BR w\/ Gameroom & fire pits-walk everywhere!$
From $883 per night (USD)
VRBO
Annapolis 4 BR w\/ Gameroom & fire pits-walk everywhere!
Bedrooms:
4
Bathrooms:
4
Sleeps:
13
This is the perfect house for your family friendly visit to Annapolis, MD Enjoy everything the sought after Eastport ne ...
From $883 per night (USD)
VRBO
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VRBO
Adorable House not far from Annapolis or Baltimore!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This is a great little house providing the respite you are looking for when visiting Annapolis or Baltimore. It's locat ...
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VRBO
From $262 per night (USD)
Expedia
2-story, riverfront home with private dock, inviting deck & dog-friendly yard
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Song of River City Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $262 per night (USD)
Expedia
From $1303 per night (USD)
VRBO
Beautiful waterfront home on The Chesapeake Bay with private dock & beach access
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Annapolis Bay Ridge Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
From $1303 per night (USD)
VRBO
From $634 per night (USD)
Expedia
Beautiful Cottage Style Home in Quiet Downtown Neighborhood
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This is a beautiful house for your stay in Annapolis! This large fully renovated house is just off West Street, 1.5 mil ...
From $634 per night (USD)
Expedia
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VRBO
Contemporary home away from home in very beautiful location.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Spacious beautiful home, you will be cozy in this luxurious property with pool table,enjoy nature walks, club house and ...
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VRBO
From $2014 per night (USD)
Expedia
Luxury Waterfront with Big Views 10 min from Downtown Annapolis
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
The perfect Commissioning Week House! Enjoy the views in this architectural gem- a modern, modified A-frame. It's a true ...
From $2014 per night (USD)
Expedia
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VRBO
Pier Relaxation! @ the Chesapeake Bay!
Bedrooms:
2
Bathrooms:
7
Sleeps:
6
Pier Relaxation with the whole family at this peaceful place to stay on the Chesapeake Bay! Fishing or crabbing from th ...
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VRBO
From $580 per night (USD)
Expedia
Serene, riverfront home with deck, balcony, kitchen & fireplace - dog-friendly
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Severn View of Serenity Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $580 per night (USD)
Expedia
From $357 per night (USD)
VRBO
Modern studio apartment 5 minute walk to downtown Annapolis
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Modern efficiency apartment with king bed, seating area with 2 recliner chairs for watching TV. Set up for remote work ...
From $357 per night (USD)
VRBO
From $292 per night (USD)
Expedia
Searenity Stays, a Cozy Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Furnished, Cozy Home (3 Bd, 2 Bth) Near Chesapeake Bay, Parks & Playgrounds Relax and enjoy your time with family and fr ...
From $292 per night (USD)
Expedia
From $1220 per night (USD)
VRBO
Stunning, Large Historic Annapolis Home, Steps to Downtown, Private Driveway!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
The location is ideal - one short block to USNA Gate 3, and just 4 blocks to the downtown waterfront. Home has a privat ...
From $1220 per night (USD)
VRBO
From $125 per night (USD)
Expedia
Lower Level Loft - Adorable Studio Apt. Near BWI
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Kick back and relax in this calm, stylish space. Newly updated in-law suite with private entrance & outdoor space on bo ...
From $125 per night (USD)
Expedia
From $1217 per night (USD)
VRBO
Renovated, dog-friendly home with private pool, hot tub & stunning backyard
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Pasadena Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $1217 per night (USD)
VRBO
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Expedia
USNA Commissioning Week 2023 Downtown Annapolis House that sleeps 13 people
Bedrooms:
3
Bathrooms:
7
Sleeps:
13
This 3 story half duplex is in the perfect location, situated in historical downtown Annapolis with a modern day feel, r ...
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Expedia
From $283 per night (USD)
VRBO
Cozy Home in Beautiful Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Keep it simple at this peaceful and centrally located Annapolis home. It has all the amenities and essentials of a home ...
From $283 per night (USD)
VRBO
$Charming brick home with patio, WiFi, AC, & W\/D - walk to everything$
From $523 per night (USD)
Expedia
Charming brick home with patio, WiFi, AC, & W\/D - walk to everything
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Little House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $523 per night (USD)
Expedia
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VRBO
Hideaway in the middle of everything
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Clean, spacious Eastport cottage in a prime location to downtown Annapolis and the United States Naval Academy. Both are ...
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VRBO
From $648 per night (USD)
Expedia
Multiple gathering spaces at charming Townhome 1 block to Capital Bldg w free parking
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Welcome to Naptown Nook, conveniently located in downtown Annapolis, just steps from all the shops and restaurants in th ...
From $648 per night (USD)
Expedia
From $380 per night (USD)
VRBO
Updated North Beach Cottage: Pet Friendly!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Step into this charming coastal cottage and let North Beach welcome you to a relaxing getaway! The 3-bedroom, 2-bathroom ...
From $380 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Large 2 bedroom house with private parking in a nice neighborhood
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Bring the whole family to this great private duplex with lots of room for fun. You will be close to many attractions. Lo ...
From $250 per night (USD)
Expedia
From $869 per night (USD)
VRBO
MODERN 2022 NEWLY BUILT TOWNHOME
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Enjoy a stylish experience at this centrally-located and newly-built (2022) Eastport Annapolis townhome. Spacious two li ...
From $869 per night (USD)
VRBO
From $185 per night (USD)
VRBO
Nautical Adventure Awaits in Annapolis Suites! Pets Allowed Here! Free Breakfast
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Each room has a tea/coffee maker, ensuring you can start your day right. Our family rooms provide plenty of space for yo ...
From $185 per night (USD)
VRBO
From $459 per night (USD)
VRBO
Walk to Navy stadium and restaurants from Captain’s Crossing Cape with Private deck and backyard
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to this mid-century modern, Cape Cod in West Annapolis. This "Ralph-Lauren Cottage" exudes that "Annapolitan fee ...
From $459 per night (USD)
VRBO
From $106 per night (USD)
VRBO
Your Home Base for Exploring Charm City! Fully-equipped Kitchen, Pets Allowed!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience exceptional comfort and convenience in spacious suites featuring fully equipped kitchens, workspaces, and com ...
From $106 per night (USD)
VRBO
From $464 per night (USD)
VRBO
Bay views with kayaks, bikes, fire pit, crabbing and more
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Charming 3 bedroom, 2 bathroom private cottage is situated in a water community on the beautiful Chesapeake Bay. Take ...
From $464 per night (USD)
VRBO
From $677 per night (USD)
Expedia
Luxe Houseboat: Breathtaking Skyline 360 Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
| OVERVIEW | Welcome to FLOHOM 1 | Bay Escape, your home away from shore! Our luxury houseboat is docked at the premie ...
From $677 per night (USD)
Expedia
From $1264 per night (USD)
VRBO
Beautiful colonial only 3 miles to the Naval Academy!
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Beautiful colonial perfect for Naval Academy commissioning week! Bedrooms 6 - Baths: 2.5 Sleeps 11 comfortably. Finish ...
From $1264 per night (USD)
VRBO
$Sunrise Suite Exquisite Bay View Lux\/Rom\/Spiritual$
From $246 per night (USD)
Expedia
Sunrise Suite Exquisite Bay View Lux\/Rom\/Spiritual
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Upscale luxury. relaxing romantic suite w/spectacular views. You won't want to leave your bed/bath! Brand new top floo ...
From $246 per night (USD)
Expedia
From $1622 per night (USD)
VRBO
Private Waterfront Retreat with Pool, Hot Tub and Game Room
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Family Rental only! This brand new custom home was built with stunning views of the Chesapeake Bay and all the bells an ...
From $1622 per night (USD)
VRBO
From $340 per night (USD)
Expedia
Belle By The Bay Summ
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: This lovely home has 3 bedrooms, 2.5 bathrooms, fully equipped kitchen with large island that seats 4 and an ou ...
From $340 per night (USD)
Expedia
$Waterfront home with scenic porches, yard, grill, jetted tub, central AC, & W\/D$
From $697 per night (USD)
VRBO
Waterfront home with scenic porches, yard, grill, jetted tub, central AC, & W\/D
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
The Salty Crab Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $697 per night (USD)
VRBO
From $1054 per night (USD)
Expedia
Charming West Annapolis Cottage home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: This two-bedroom home in West Annapolis is a charming residence that boasts a spacious back yard, providing amp ...
From $1054 per night (USD)
Expedia
$Always a Great Idea To Unwind! Pet-Friendly, w\/ Pool, Free Breakfast!$
From $299 per night (USD)
VRBO
Always a Great Idea To Unwind! Pet-Friendly, w\/ Pool, Free Breakfast!
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Experience wonderful conveniences that you should take advantage of including free Wi-Fi, onsite parking, fully function ...
From $299 per night (USD)
VRBO
$Spacious Good-Value Accommodation! 2 Relaxing Units, w\/ Pool, Free Breakfast!$
From $597 per night (USD)
VRBO
Spacious Good-Value Accommodation! 2 Relaxing Units, w\/ Pool, Free Breakfast!
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Experience wonderful conveniences that you should take advantage of including free Wi-Fi, onsite parking, fully function ...
From $597 per night (USD)
VRBO
$Indulge in Home Like Comfort! 3 Comfortable Units, w\/ Pool, Free Breakfast!$
From $744 per night (USD)
VRBO
Indulge in Home Like Comfort! 3 Comfortable Units, w\/ Pool, Free Breakfast!
Bedrooms:
3
Bathrooms:
3
Sleeps:
15
Experience wonderful conveniences that you should take advantage of including free Wi-Fi, onsite parking, fully function ...
From $744 per night (USD)
VRBO
$Best Value, Quality Stay! Free Breakfast, w\/ Pool, Near M&T Bank Stadium!$
From $163 per night (USD)
VRBO
Best Value, Quality Stay! Free Breakfast, w\/ Pool, Near M&T Bank Stadium!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience wonderful conveniences that you should take advantage of including free Wi-Fi, onsite parking, fully function ...
From $163 per night (USD)
VRBO
From $1180 per night (USD)
VRBO
Get Ready for Blissful Getaway! Short Drive to Chase Lloyd House, Pet-Friendly
Bedrooms:
3
Bathrooms:
6
Sleeps:
15
Each room has a tea/coffee maker, ensuring you can start your day right. Our family rooms provide plenty of space for yo ...
From $1180 per night (USD)
VRBO
$Spacious Good-Value Accommodation! w\/ Outdoor Pool, Pet-Friendly, Free Parking$
From $785 per night (USD)
VRBO
Spacious Good-Value Accommodation! w\/ Outdoor Pool, Pet-Friendly, Free Parking
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Each room has a tea/coffee maker, ensuring you can start your day right. Our family rooms provide plenty of space for yo ...
From $785 per night (USD)
VRBO
From $388 per night (USD)
VRBO
Enjoy a Hassle-Free Stay! Pet-Friendly, Close to William Paca Garden
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Each room has a tea/coffee maker, ensuring you can start your day right. Our family rooms provide plenty of space for yo ...
From $388 per night (USD)
VRBO
$Beach cottage with firepit, grill, outdoor areas, AC, & W\/D$
From $774 per night (USD)
Expedia
Beach cottage with firepit, grill, outdoor areas, AC, & W\/D
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Pine Whiff Beach House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $774 per night (USD)
Expedia
From $368 per night (USD)
VRBO
Eastport Charmer Summ
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Your family will be close to everything when you stay at this charming 2-bedroom cottage nestled in the Eastpor ...
From $368 per night (USD)
VRBO
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Expedia
Lakefront House- near downtown Annapolis
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Great place to relax and enjoy the serene view of the lake in this spacious house with multiple balconies. Enjoy a hotel ...
Click For Pricing
Expedia
From $217 per night (USD)
VRBO
Osprey's Landing at Atlantic Marinas - relaxing waterfront coastal retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Only steps away from the beach and pool, this waterfront coastal retreat is perfect for a family or group of friends. Sp ...
From $217 per night (USD)
VRBO
Click For Pricing
Expedia
Quiet dog-friendly suburban home with patio, grill, yard, kitchen, & Pack-N-Play
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Admiral's Glen Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
Click For Pricing
Expedia
$Riverside Retreat - Views Galore. Near DC\/Baltimore and Annapolis, MD$
Click For Pricing
VRBO
Riverside Retreat - Views Galore. Near DC\/Baltimore and Annapolis, MD
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Let the Riverside Retreat be your next home away from home! This light and airy home is newly renovated with waterfront ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Welcome to Coastal Escape Arnold! This unit is located in the lower level of the home
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to Coastal Escape Arnold! This unit is located in the lower level of the home. The upper level is also an Airbnb ...
Click For Pricing
Expedia
$Waterfront Estate w\/ Private Beach + Dock$
From $2280 per night (USD)
VRBO
Waterfront Estate w\/ Private Beach + Dock
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Private Nantucket style waterfront estate w/ beach, deep water slips and a 180 waterview. Expansive western sunsets on F ...
From $2280 per night (USD)
VRBO
From $1202 per night (USD)
Expedia
Cool Spring waterfront apartment with pier mins to Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The charming, newly-furnished waterfront Suite is located in the locked-off lower level of the 4 bedroom home, Cool Spri ...
From $1202 per night (USD)
Expedia
From $557 per night (USD)
VRBO
Pet Friendly - Stone's throw from City Dock w private back patio
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This well-appointed recently-renovated home in the heart of Annapolis is located just steps from both the Capitol and Ci ...
From $557 per night (USD)
VRBO
From $853 per night (USD)
Expedia
Luxury home walkable to restaurants, shops and stadium in West Annapolis with backyard and parking
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Welcome to Your Luxury West Annapolis Retreat! Nestled in the heart of West Annapolis, this beautifully remodeled crafts ...
From $853 per night (USD)
Expedia

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