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

Click For Pricing
VRBO
New TownHome Rentals
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Owner and dog live in townhome. Seeking short rentals only. Spacious one bedroom with private bath for professionals see ...
Click For Pricing
VRBO
From $761 per night (USD)
Expedia
The Santi Paradise
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
If you looking for a unique place to stay come to THE SANTI PARADISE. We value you as our guest and are committed to you ...
From $761 per night (USD)
Expedia
Click For Pricing
VRBO
Cozy family-home in the woods, 10 min to Naval Academy!
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Embed yourself in the quietness of the woods and birds singing. Our backyard has the 5th largest tree of its species in ...
Click For Pricing
VRBO
From $304 per night (USD)
Expedia
CHeerful 3-bedroom waterfront home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to this relaxing home by the water for your getaway with private pier.It is perfect for vacations, retreats, mee ...
From $304 per night (USD)
Expedia
From $594 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 $594 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
$Coastal Edgewater Home w\/ Private Hot Tub!$
From $452 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 $452 per night (USD)
VRBO
From $267 per night (USD)
Expedia
Beautiful Annapolis 3 Bedroom Basement Apartment, Super Clean, Super Spacious !!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Lovely home in a great neighborhood!! Private entrance. Excellent location. Brand New 2,300 Sq. ft 3 bedroom basement ap ...
From $267 per night (USD)
Expedia
From $376 per night (USD)
VRBO
Adorable home steps from Navy Stadium!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Can’t beat the space and location of this property for your trip to Annapolis! Just a block away from Navy Stadium for a ...
From $376 per night (USD)
VRBO
From $1725 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 $1725 per night (USD)
Expedia
$15 minutes Arundel Mills Casino \/ Mall , Bwi airport$
Click For Pricing
VRBO
15 minutes Arundel Mills Casino \/ Mall , Bwi airport
Bedrooms:
2
Bathrooms:
1
Sleeps:
3
Has living room bedroom and eat in kitchen . Good for Travel medical professionals, Military , Vacationers that want t ...
Click For Pricing
VRBO
From $166 per night (USD)
Expedia
Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
Welcome to this beautiful three-bedroom, two full bath, and one half bath home located in the tranquil community of Crof ...
From $166 per night (USD)
Expedia
From $261 per night (USD)
VRBO
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Five blocks to Naval Bagels, Agave, Chessie's Wharf, Evelyn's, Bean Rush Cafe, Rutabagas, Grauls Groceries and other sho ...
From $261 per night (USD)
VRBO
$Riverfront home with multiple decks, central AC, washer\/dryer - two dogs OK$
From $1031 per night (USD)
Expedia
Riverfront home with multiple decks, central AC, washer\/dryer - two dogs OK
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Chase Creek Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $1031 per night (USD)
Expedia
From $1542 per night (USD)
VRBO
3-story, dog-friendly home near beaches with home theatre, grill & gaming tables
Bedrooms:
7
Bathrooms:
6
Sleeps:
15
Bella Chateau Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $1542 per night (USD)
VRBO
From $1201 per night (USD)
Expedia
Newly renovated downtown home with patio, gas grill, and gas fireplace
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Blue Angel's Nest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1201 per night (USD)
Expedia
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 $1205 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 $1205 per night (USD)
Expedia
$Spacious beachfront home with decks, gas grill, wet bar, gas fireplace, and W\/D$
From $1243 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 $1243 per night (USD)
VRBO
$Spacious home with an outdoor pool, screened porch, washer\/dryer & central AC$
From $863 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 $863 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
$Historic & sunny home w\/ Fireplace steps from USNA & Downtown Annapolis$
From $497 per night (USD)
Expedia
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 $497 per night (USD)
Expedia
From $382 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 $382 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $474 per night (USD)
VRBO
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 $474 per night (USD)
VRBO
From $1184 per night (USD)
Expedia
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 $1184 per night (USD)
Expedia
From $326 per night (USD)
VRBO
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 $326 per night (USD)
VRBO
From $301 per night (USD)
Expedia
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 $301 per night (USD)
Expedia
From $1216 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 $1216 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $302 per night (USD)
VRBO
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)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $439 per night (USD)
VRBO
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 $439 per night (USD)
VRBO
From $261 per night (USD)
Expedia
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 $261 per night (USD)
Expedia
From $1952 per night (USD)
VRBO
Annapolis Waterfront Oasis with Pool, Hot Tub & Piers with L2 EV Charger
Bedrooms:
4
Bathrooms:
8
Sleeps:
14
(20% Off 7/7-7/18) Newly Renovated with larger bedrooms and 2 more bathrooms! Enjoy Annapolis with family & friends all ...
From $1952 per night (USD)
VRBO
From $509 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 $509 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
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
From $661 per night (USD)
VRBO
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 $661 per night (USD)
VRBO
From $262 per night (USD)
Expedia
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)
Expedia
$european style rancher\/ mother in law, 5 min walk from the beach$
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $196 per night (USD)
VRBO
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 $196 per night (USD)
VRBO
From $2098 per night (USD)
Expedia
Waterfront Home to Enjoy
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
WATERFRONT — Available commissioning week 2026 and up. Beautiful Nantucket style home right on the South River just 7 mi ...
From $2098 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $283 per night (USD)
Expedia
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)
Expedia
$Charming brick home with patio, WiFi, AC, & W\/D - walk to everything$
From $524 per night (USD)
VRBO
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 $524 per night (USD)
VRBO
From $566 per night (USD)
Expedia
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 $566 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $1109 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 $1109 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 $2108 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 $2108 per night (USD)
Expedia
From $1516 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 $1516 per night (USD)
VRBO
From $542 per night (USD)
Expedia
Bay Poolhouse
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Bay Pool House License number 000268 ...
From $542 per night (USD)
Expedia
Click For Pricing
VRBO
Beach House (Annapolis) Bay Ridge Community
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Relax on the front porch while enjoying sweeping views of the Chesapeake Bay. Enjoy the beach right in front of house. P ...
Click For Pricing
VRBO
From $495 per night (USD)
Expedia
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 $495 per night (USD)
Expedia
From $164 per night (USD)
VRBO
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 $164 per night (USD)
VRBO
From $400 per night (USD)
Expedia
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 $400 per night (USD)
Expedia
From $452 per night (USD)
VRBO
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 $452 per night (USD)
VRBO
From $411 per night (USD)
Expedia
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 ...
From $411 per night (USD)
Expedia
From $1124 per night (USD)
VRBO
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 $1124 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
Click For Pricing
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 ...
Click For Pricing
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
Click For Pricing
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 ...
Click For Pricing
VRBO
From $577 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 $577 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 $288 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 $288 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 $1129 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 $1129 per night (USD)
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
Click For Pricing
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 ...
Click For Pricing
VRBO
From $627 per night (USD)
Expedia
Free parking at Townhome 1 block to Capital Bldg with multiple gathering spaces with backyard
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 $627 per night (USD)
Expedia
From $383 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 $383 per night (USD)
VRBO
From $242 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 $242 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
$Traveling Professionals-Entire Home+Parking+W\/D$
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
$Annapolis 4 BR w\/ Gameroom & fire pits-walk everywhere!$
From $874 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 $874 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $284 per night (USD)
VRBO
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 $284 per night (USD)
VRBO
From $1368 per night (USD)
Expedia
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 $1368 per night (USD)
Expedia
From $634 per night (USD)
VRBO
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)
VRBO
From $575 per night (USD)
Expedia
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 $575 per night (USD)
Expedia
From $852 per night (USD)
VRBO
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 $852 per night (USD)
VRBO
$Cozy cottage, Bayridge neighborhood for rent. 2 bedrooms, 1 1\/2 bathrooms.$
Click For Pricing
Expedia
Cozy cottage, Bayridge neighborhood for rent. 2 bedrooms, 1 1\/2 bathrooms.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Cozy cottage in a serene setting. A week spent in this cottage will decompress, reset, and rejuvenate. 100 year old Cott ...
Click For Pricing
Expedia
From $632 per night (USD)
VRBO
The Crabby Patty Summ
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Nestled in the heart of historic downtown Annapolis, this three-bedroom home offers a perfect blend of modern c ...
From $632 per night (USD)
VRBO
From $1425 per night (USD)
Expedia
The Fritz! - South River Waterfront with Elevator
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Summary: Resting on the peaceful shores of the South River, "The Fritz" is a timeless, elegant waterfront retreat, cheri ...
From $1425 per night (USD)
Expedia
From $357 per night (USD)
VRBO
Home Away From Home S
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Summary: Our spacious 4-bedroom, 3-bathroom haven is perfectly situated between the charming allure of Annapolis and the ...
From $357 per night (USD)
VRBO
Click For Pricing
Expedia
Walk Everywhere! Your Ultimate Annapolis Retreat on Horn Point
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Escape to your ideal rental property at 125 Chester Avenue, located in the desirable neighborhood of Horn Point in Annap ...
Click For Pricing
Expedia
From $2400 per night (USD)
VRBO
Beautiful 6 BR home on quiet, secluded lot, overlooking the Severn River
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
STR00749 - Heaven on the Severn ï¿½ THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED ...
From $2400 per night (USD)
VRBO
From $158 per night (USD)
Expedia
Indulge in Home Like Comfort! Full Kitchen, Pet-Friendly Property
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience exceptional comfort and convenience in spacious suites featuring fully equipped kitchens, workspaces, and com ...
From $158 per night (USD)
Expedia
From $326 per night (USD)
VRBO
Your Home Base for Exploring Charm City! 2 Great Units with Private Kitchenettes
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Experience exceptional comfort and convenience in spacious suites featuring fully equipped kitchens, workspaces, and com ...
From $326 per night (USD)
VRBO
Click For Pricing
Expedia
Mulberry's Gem
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This is your home away from home. All the comforts you could need. The open concept living space is the perfect spot to ...
Click For Pricing
Expedia
From $288 per night (USD)
VRBO
Calloway Drive Retreat | House in Shady Side
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Calloway Drive Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $288 per night (USD)
VRBO
From $545 per night (USD)
Expedia
Mins to Annap; Luxury Townhome
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Visiting the Annapolis area? Stay in style in this very spacious 3-bed, 3.5-bath 3-level townhouse. Sleeps 8 very comfor ...
From $545 per night (USD)
Expedia
Click For Pricing
VRBO
Water views from every window of unique round house
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Tucked between the Chesapeake Bay and 500 acres of state park, this round house sits on a peninsula with panoramic views ...
Click For Pricing
VRBO
From $296 per night (USD)
Expedia
Home Away From Home S
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Conveniently located to restaurants, shopping and other fun activities in the area. This is an ideal rental for ...
From $296 per night (USD)
Expedia

Search Your Destination Now!

Anne Arundel Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 934 Rentals