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

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VRBO
Private Eastport Guest Suite in Annapolis
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy a clean, comfortable and private suite in the heart of Eastport. Steps away from Davis' Pub and Forward Brewing as ...
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VRBO
From $532 per night (USD)
Expedia
Charming Annapolis Beach Cottage by the Bay with Hot Tub, Gourmet Kitchen & Pier
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Bring your boat, your fishing gear, and your appetite for coastal charm! This 3BR/2BA Annapolis cottage offers access to ...
From $532 per night (USD)
Expedia
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VRBO
Garden home minutes from Baltimore and Washington DC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beautiful living room with large window, Cozy indoor patio area, and the beautiful garden that rap around the home. Peac ...
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VRBO
From $488 per night (USD)
Expedia
Baltimore Area Vacation Rental w/ Deck!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
You’ll feel right at home at this charming Baltimore Area vacation rental! Nestled in Pasadena, this 4-bedroom, 3-bathro ...
From $488 per night (USD)
Expedia
From $1102 per night (USD)
VRBO
Newly renovated historic Annapolis house. walking distance to navy stadium, DTA
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
A perfect harmony of classic and modern, this newly renovated property has a quintessential Annapolis feel. Nestled in t ...
From $1102 per night (USD)
VRBO
From $496 per night (USD)
Expedia
HiddenParadise in Scenic community, mins to attractions & WaterFront. Sleeps 9
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Resort style community suitable for a get away from home 🏡 with everything at your fingertips tips. Home features: • ...
From $496 per night (USD)
Expedia
From $649 per night (USD)
VRBO
Waterfront home with private pier mins to Annapolis
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy the magnificent waterfront views from this custom-built home with a private pier! Nestled in the quiet Arden on th ...
From $649 per night (USD)
VRBO
From $247 per night (USD)
VRBO
Cozy Bungalow w/ Ample Outdoor Space Near Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to my charming Annapolis home in Eastport! My cozy 1 bed/1 bath house features a versatile spare room perfect fo ...
From $247 per night (USD)
VRBO
From $724 per night (USD)
VRBO
Family Friendly Staycation
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Family Friendly home one block from beaches, kayaking, sailing. Pet Friendly, Fully updated with two brand new remodele ...
From $724 per night (USD)
VRBO
From $444 per night (USD)
VRBO
Brand-new Modern Pasadena Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This cozy new home is located in the heart of Pasadena on a quiet end in Rivera Beach, just a few houses away from publi ...
From $444 per night (USD)
VRBO
From $105 per night (USD)
VRBO
Spacious Private Basement
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
New to Vrbo!! Private basement w/entrance. Great for PCS season. Just few miles away from Baltimore downtown, Ft Meade, ...
From $105 per night (USD)
VRBO
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Expedia
USNA Commissioning Week - 2 Blocks Away
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Host the perfect USNA Commissioning week family get together - just two blocks from the Naval Academy! Modern convenienc ...
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Expedia
From $502 per night (USD)
VRBO
Modern Bay Dream
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Enjoy the Chesapeake Bay in this brilliant 3-bedroom, 3-bathroom mid-century modern home nestled in the heart of Deale, ...
From $502 per night (USD)
VRBO
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Expedia
Elegant waterfront cottage and guest house, garden setting, clubhouse and beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy waterfront views from every window, crabbing from the pier, sundowners on the wrap around porch, set in a private ...
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Expedia
From $331 per night (USD)
VRBO
Perfect Eastport Location, walk everywhere, Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Leave your car behind and walk to everything Annapolis, Eastport is full of charm, Restaurants, Museums, live music. Com ...
From $331 per night (USD)
VRBO
From $961 per night (USD)
Expedia
Take a Water Taxi to Downtown Annapolis from Beachfront home, Dogs OK
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Watch the sunrise on the private beach at Oh Happy Bay. The quaint two-story, cottage has a private beach on historic Be ...
From $961 per night (USD)
Expedia
From $803 per night (USD)
VRBO
A quiet, family retreat home on the Chesapeake Bay, south of Annapolis MD
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
A perfect spot for relaxing, reading, and writing, or as a home-base for visiting the many cultural and natural attracti ...
From $803 per night (USD)
VRBO
From $276 per night (USD)
Expedia
The Lazy Crab Beach House - Free beach passes
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to The Lazy Crab Beach House just a few blocks from the Chesapeake Bay. Escape from reality and enjoy everythin ...
From $276 per night (USD)
Expedia
From $596 per night (USD)
VRBO
Pristine Waterfront Home with Expansive Views.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
**Monthly discounts only apply for Off-Season rentals (October-April) If relaxing in luxury on the water is what you a ...
From $596 per night (USD)
VRBO
From $1138 per night (USD)
VRBO
Unique Listing! Entire Downtown Triplex w/Private Parking. Sleeps 12-18. Pets ok
Bedrooms:
4
Bathrooms:
6
Sleeps:
18
*** Commissioning Wk 2024 AVAILABLE*** Unique opportunity to rent an entire triplex Downtown Annapolis! One property wi ...
From $1138 per night (USD)
VRBO
From $953 per night (USD)
VRBO
Beautiful Blend of Restoration and Renovation in this Downtown Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to this newly updated rental home, a stunning blend of renovation and restoration located in the heart of the Hi ...
From $953 per night (USD)
VRBO
From $792 per night (USD)
Expedia
BY THE BAY
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
WATER, WATER everywhere! Our home is centrally located to all the water Bay Ridge has to offer. Our home is located jus ...
From $792 per night (USD)
Expedia
From $896 per night (USD)
VRBO
BAY RIDGE MODERN HOME WITH VINTAGE CHARM
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Beautiful spacious modern family home with vintage charm. A great gathering spot for family or just wanting to spend som ...
From $896 per night (USD)
VRBO
From $129 per night (USD)
VRBO
Comfort and Convenience! Pet-friendly Unit with Fully equipped Kitchen!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Experience wonderful conveniences that you should take advantage of including free Wi-Fi, onsite parking, fully function ...
From $129 per night (USD)
VRBO
From $627 per night (USD)
VRBO
3 bdrm close to city center, great yard & parking!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Approx .7 mile to stadium, 1.4 to Naval Academy. Walk to free shuttle at Park Place and to great coffee every morning fr ...
From $627 per night (USD)
VRBO
From $357 per night (USD)
Expedia
18th Cent. Charm in Historic Downtown Annapolis
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Lower level furnished apartment, in one of Historic Annapolis's 10 oldest Private residences. Lovely wood, brick & ornam ...
From $357 per night (USD)
Expedia
From $801 per night (USD)
VRBO
Secluded Cozy Cottage in Historic Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Beautifully restored 1930s cottage w/ open floor plan & vaulted ceilings provide a homey vibe Enjoy having Historic Ann ...
From $801 per night (USD)
VRBO
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Expedia
Chesapeake Spectacular Waterfront- Kayaks, Spa, Pier
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Wonderful Chesapeake waterfront with private pier, large yard, kayaks, stand up paddleboards provided. Try fishing or cr ...
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Expedia
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VRBO
Waterfront house with panoramic views from every room.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Windy Point. Wake up to breathtaking sun rises. Spend the day lounging by the water. Enjoy a paddle board rid ...
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VRBO
From $441 per night (USD)
Expedia
Historic 3 Bedroom Downtown Annapolis Townhome
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Be close to everything when you stay at this centrally-located, historic townhome! Located steps from the Naval Academy, ...
From $441 per night (USD)
Expedia
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VRBO
Beautiful home in walkable beach town near DC & Herrington Harbor Yacht Club!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Fantastic location for this remodeled 2-story home! A quick drive to Washington DC , Baltimore, Annapolis and the Natio ...
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VRBO
From $334 per night (USD)
Expedia
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 $334 per night (USD)
Expedia
From $481 per night (USD)
VRBO
The Hideaway Spot- Waterfront w/ Dock on Long Cove
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Take a moment to unplug in nature with beautiful waterfront views! Perfect space for a family of four, two adult couples ...
From $481 per night (USD)
VRBO
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Expedia
Charming furnished colonial in Cape St. Clare available for rent!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Charming colonial in Cape St. Clare furnished and ready for rent! Weekend and weekly availability over the Summer of 202 ...
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Expedia
From $1261 per night (USD)
VRBO
Waterfront Architectural Masterpiece with private dockage available.
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
Heron Point House is an owner imagined home, designed by one of the region's leading architects and built to perfection. ...
From $1261 per night (USD)
VRBO
From $141 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 $141 per night (USD)
VRBO
From $604 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 $604 per night (USD)
VRBO
From $98 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 $98 per night (USD)
VRBO
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VRBO
Peaceful Home in Annapolis
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Relax with the whole family at this peaceful place to stay. A quaint 4-bedroom home tucked away on 2.2 acres. Enjoy the ...
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VRBO
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Expedia
Hyde Park Hideaway
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Cute house at the end of a cul-de-sac in a friendly neighborhood! The house has two bedrooms and two full baths. It can ...
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Expedia
From $621 per night (USD)
VRBO
Location is perfect and a big bonus we have our own parking at the home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our favorite part about this home is its location in DTA with parking. We can walk to all the restaurants, pubs, USNA, ...
From $621 per night (USD)
VRBO
From $554 per night (USD)
VRBO
Charming Home located minutes from the Naval Academy and Downtown Annapolis
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Private 4BR, 2.5BA luxurious Gem was recently upgraded, and tastefully decorated awaits your arrival. The ranch style ho ...
From $554 per night (USD)
VRBO
From $697 per night (USD)
VRBO
Serene waterfront home with kayaks, paddle board, grill, firepit, W/D, and AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Valentine Creek Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $697 per night (USD)
VRBO
From $556 per night (USD)
Expedia
Waterfront Condo with Rooftop Pool, Spa Creek Views & Prime Eastport Location with Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Waterfront Condo with Spa Creek Views, Rooftop Pool & Prime Eastport Location Experience Annapolis from this beautifull ...
From $556 per night (USD)
Expedia
From $656 per night (USD)
VRBO
History & Charm Are Only Steps from Main Street and City Dock at Catch 22
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
This charming 3-BR, 2.5-BA townhome is just a 1/2-block from the city dock and is a luxurious vacation getaway in the he ...
From $656 per night (USD)
VRBO
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Expedia
Condo close to BWI, beautiful parks and attractions
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Super nice and relaxing space, cozy and spacious. You will feel right at home. The bedrooms and bathrooms are clean, spa ...
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Expedia
From $684 per night (USD)
VRBO
Cozy Coastal Waterfront Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
WATERFRONT HOME on Meredith Creek in Annapolis! This beautiful 3 bedroom, 2 bathroom home is the perfect cozy coastal re ...
From $684 per night (USD)
VRBO
From $1929 per night (USD)
Expedia
On the Waterfront Custom Chalet w Multiple Suites, Private Pier and Hot Tub in Edgewater
Bedrooms:
6
Bathrooms:
6
Sleeps:
15
Escape to this spectacular custom-built waterfront estate in Edgewater, MD—just 15 minutes from downtown Annapolis. Styl ...
From $1929 per night (USD)
Expedia
From $923 per night (USD)
VRBO
Luxe Houseboat: Breathtaking Skyline 360 Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
| OVERVIEW | Welcome to FLOHOM 1 | Bay Escape, your home away from shore! Our luxury houseboat is docked at the premie ...
From $923 per night (USD)
VRBO
From $1173 per night (USD)
Expedia
USNA Getaway: Heated Pool, Hot Tub, Indoor Grill!
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Summary: NB: The pool is fully functional however, the hot tub and pool heater will remain out of service until mid Sept ...
From $1173 per night (USD)
Expedia
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VRBO
Charming Annapolis home in Eastport, Now available Commissioning Week!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This delightful restored home is just 3 blocks away from the Eastport Bridge and 1.3 miles away from the Naval Academy ...
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VRBO
From $967 per night (USD)
VRBO
Hidden Treasure on Weems Creek
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
STR00704 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONT ...
From $967 per night (USD)
VRBO
From $1777 per night (USD)
VRBO
Bay Ridge Beauty with Wooded Serenity and Community Water Views
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
STR00711 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONT ...
From $1777 per night (USD)
VRBO
From $896 per night (USD)
Expedia
Cottage for Rent
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Cottage for Rent xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx ...
From $896 per night (USD)
Expedia
From $1077 per night (USD)
VRBO
Historic Annapolis With Parking
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Historic home with off-street parking for three cars and three blocks from the USNA. Across the Street from St. John Co ...
From $1077 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Entire house on quiet street w/fenced yard—1 block from river, 3 from bay
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Arundel-on-the-Bay is a private community on Annapolis Neck peninsula, and this home sits right in the middle. Ideal sp ...
From $424 per night (USD)
Expedia
From $865 per night (USD)
VRBO
Dog-friendly house with yard, deck, firepit, washer/dryer & AC - near golf
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Seas The Bay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $865 per night (USD)
VRBO
From $1264 per night (USD)
Expedia
Beautiful colonial only 3 miles to the Naval Academy!
Bedrooms:
2
Bathrooms:
6
Sleeps:
11
Beautiful colonial perfect for Naval Academy commissioning week! Bedrooms 6 - Baths: 2.5 Sleeps 11 comfortably. Finish ...
From $1264 per night (USD)
Expedia
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VRBO
10 min from Downtown Annapolis. Kid friendly, open concept, lg screened porch.
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Large single family home , 4 floors, completely remodeled with plenty of room for people to sleep, kids room with bunk ...
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VRBO
From $735 per night (USD)
VRBO
Annapolis gem with beautiful outdoor dining! Near U.S. Naval Academy
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
In Annapolis this charming 3-bedroom home is moments away from USNA Stadium, and the Naval Academy, and picturesque Cit ...
From $735 per night (USD)
VRBO
From $271 per night (USD)
VRBO
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 $271 per night (USD)
VRBO
From $1762 per night (USD)
Expedia
Private Waterfront Retreat with Pool, Hot Tub and Game Room
Bedrooms:
4
Bathrooms:
5
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 $1762 per night (USD)
Expedia
From $1068 per night (USD)
VRBO
Riverfront home with private dock, foosball table, fireplace, river views
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Taids Inn Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $1068 per night (USD)
VRBO
From $598 per night (USD)
Expedia
Historic district home, View of the Capital, WALK Downtown, w/ Outdoor Dining!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy Annapolis, MD in this charming Federal-style home nestled in the heart of the historic district. Newly renovated w ...
From $598 per night (USD)
Expedia
From $340 per night (USD)
VRBO
Belle By The Bay Summ
Bedrooms:
3
Bathrooms:
3
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)
VRBO
From $840 per night (USD)
Expedia
Waterfront home with scenic porches, yard, grill, jetted tub, central AC, & W/D
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
The Salty Crab Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $840 per night (USD)
Expedia
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VRBO
Upscaled Efficiency Apartment in Private Community
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
800 sq ft of newly designed apartment with full size kitchen, full size bathroom, lots of storage space, laundry room wi ...
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VRBO
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Expedia
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 ...
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Expedia
From $373 per night (USD)
VRBO
Beautiful Bayfront Home w/Private Dock
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Escape city life and come enjoy all the Chesapeake Bay has to offer. Only 45 mins from D.C., this bayfront home is step ...
From $373 per night (USD)
VRBO
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Expedia
Waterfront Estate w/ Private Beach + Dock
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Private Nantucket style waterfront estate w/ beach, deep water slips and a 180 waterview. Expansive western sunsets on F ...
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Expedia
From $286 per night (USD)
VRBO
Cool Spring waterfront apartment with pier mins to Annapolis
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The charming, newly-furnished waterfront Suite is located in the locked-off lower level of the 4 bedroom home, Cool Spri ...
From $286 per night (USD)
VRBO
From $445 per night (USD)
VRBO
Entire contemporary, luxury 4 level Town House in Gorgeous, quiet neighborhood
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
This special place is close to everything, making it easy to plan your visit. Located in gorgeous quite neighborhood min ...
From $445 per night (USD)
VRBO
From $206 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 $206 per night (USD)
VRBO
From $674 per night (USD)
VRBO
Sailor's Retreat! Perfect home for the getaway weekend. Best location!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautifully renovated home in the heart of West Annapolis. The main level has been updated to an open floor plan to acco ...
From $674 per night (USD)
VRBO
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VRBO
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 ...
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VRBO
From $426 per night (USD)
Expedia
Welcome to our newly built house
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
This is a brand new house (built in June of 2022) Located in hearth of the beautiful city of Glen Burnie. Minutes from B ...
From $426 per night (USD)
Expedia
From $735 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 $735 per night (USD)
VRBO
From $490 per night (USD)
VRBO
Spacious Good-Value Accommodation! w/ Outdoor Pool, Pet-Friendly
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 $490 per night (USD)
VRBO
From $250 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 $250 per night (USD)
VRBO
From $610 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 $610 per night (USD)
Expedia
From $360 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 $360 per night (USD)
VRBO
From $1243 per night (USD)
VRBO
Luxury Waterfront Annapolis home with your very own Private Beach & Dock
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
About this space Stunning Contemporary Home with private beach! House has been listed on another site receiving five st ...
From $1243 per night (USD)
VRBO
From $329 per night (USD)
VRBO
Historic Home with Parking Steps From Capital & USNA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to this vibrant downtown Annapolis oasis—a unique purple parallelogram with a parking spot. From the front door, ...
From $329 per night (USD)
VRBO
From $237 per night (USD)
Expedia
House w/Water Views of Rock Creek 2BA 2BA Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Updated cottage in a Pasadena MD waterfront neighborhood with full kitchen, 2 bedrooms, 2 bathrooms with laundr ...
From $237 per night (USD)
Expedia
From $483 per night (USD)
VRBO
Charming West Annapolis Cottage home
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: This two-bedroom home in West Annapolis is a charming residence that boasts a spacious back yard, providing amp ...
From $483 per night (USD)
VRBO
From $197 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 $197 per night (USD)
VRBO
From $394 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 $394 per night (USD)
VRBO
From $591 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 $591 per night (USD)
VRBO
From $140 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 $140 per night (USD)
VRBO
From $412 per night (USD)
Expedia
Charming Charles Retreat
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Welcome to our vacation rental nestled in the heart of Downtown Annapolis. Immerse yourself in the rich history ...
From $412 per night (USD)
Expedia
From $569 per night (USD)
VRBO
Suite Retreat Luxurious 3 BR, 3 BathRoom Rancher has game room and house keeper.
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Looking for a luxurious short term rental that will take your breath away, look no further than our stunning Suite Retre ...
From $569 per night (USD)
VRBO
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Expedia
Pasadena Hideaway w/ Game Room & Fire Pit!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
From hosting afternoon picnics to making memories in the game room, this Pasadena vacation rental has everything you nee ...
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Expedia
Click For Pricing
VRBO
Plenty of space for the whole family! Close to Stadium, USNA and Downtown
Bedrooms:
4
Bathrooms:
6
Sleeps:
15
Walking distance to stadium and short distance to campus! Large, open floorplan on main level for entertaining and large ...
Click For Pricing
VRBO
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Expedia
Walk Everywhere! Your Ultimate Annapolis Retreat on Horn Point
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to your ideal rental property at 125 Chester Avenue, located in the desirable neighborhood of Horn Point in Annap ...
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Expedia
From $2513 per night (USD)
VRBO
Beautiful 6 BR home on quiet, secluded lot, overlooking the Severn River
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
STR00749 - Heaven on the Severn ï¿½ THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED ...
From $2513 per night (USD)
VRBO
From $164 per night (USD)
Expedia
Cheerful 2 Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to this relaxing home for your getaway. It is perfect for vacations, retreats, meetings, family visits, and BUSI ...
From $164 per night (USD)
Expedia
From $388 per night (USD)
VRBO
London Towne Bungalow w/Loft - Walk to the Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: This charming London Towne Bungalow is just a short walk from Edgewater Park and Historic London Town & Garden ...
From $388 per night (USD)
VRBO
From $493 per night (USD)
Expedia
Edgewater/Mayo Gateaway w/ Hot Tub
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Charming, spacious single-family home in the heart of Mayo, perfect for families or groups. Comfortably sleeps ...
From $493 per night (USD)
Expedia
From $283 per night (USD)
VRBO
Waterfront Getaway, Dock Your Boat & Play!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Summary: Dock your boat or park your car and enjoy an expansive waterfront escape! Our brand-new guest unit offers all ...
From $283 per night (USD)
VRBO
Click For Pricing
Expedia
4 Bed & 3 Bath Contemporary in Heart of Eastport!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
DT Annapolis/ Eastport Contemporary home w open floor plan! Kitchen w large breakfast bar, SS appliances, white cabinetr ...
Click For Pricing
Expedia

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