Anne Arundel Area Rentals
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New Listing! Walk to USNA\/Capitol\/Downtown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Want to enjoy being in downtown Annapolis, but on one of the quieter streets? If that sounds good, this is the place fo ...
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From $382 per night (USD)Expedia
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)Expedia
From $695 per night (USD)VRBO
★ Midcentury Modern Getaway ★ Prime Location ★
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Immerse yourself in the best that the downtown Historic District of Annapolis has to offer while staying in this complet ...
From $695 per night (USD)VRBO
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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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From $558 per night (USD)VRBO
Nice 5 BDR \/ 3 BATH Home near BWI Airport with WIFI, Beach, Parking, Ambiance
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 11
Business, Govt. or family trip? Riviera Beach welcomes you to this lovely, elegant, well-lit and sanitized 5 BD/3 BATH h ...
From $558 per night (USD)VRBO
From $307 per night (USD)Expedia
Downtown Annapolis Condo w\/ Free Parking + Coffee
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This newly constructed property brings chic, low-maintenance living to the heart of the Arts District in Annapolis. No ...
From $307 per night (USD)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 $853 per night (USD)VRBO
Quiet Relaxing Waterfront Suisse Chalet
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This spacious, airy and relaxing 3 bedroom house, comes with a beautiful loft and an additional queen pull out sofa be ...
From $853 per night (USD)VRBO
From $311 per night (USD)Expedia
Spacious house, great deck & grill, close to boardwalk, shops, and restaurants.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Modern three-bedroom, two full bath home with half-bath and new furnishings. Quiet neighborhood easily accessible to Sa ...
From $311 per night (USD)Expedia
From $935 per night (USD)VRBO
Scenic Waterfront Getaway with Private Pool and Dock Minutes from Annapolis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to La Maison, a light-filled, stylish 4-bedroom, 2.5-bath waterfront retreat on the South River—just minutes fro ...
From $935 per night (USD)VRBO
From $326 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 $326 per night (USD)Expedia
From $832 per night (USD)VRBO
WATERFRONT Historic Home on the Chesapeake Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
WATERFRONT - Beautiful 4 bedroom, 2 1/2 bathrooms newly renovated charming historic home ON the Chesapeake Bay. New mode ...
From $832 per night (USD)VRBO
From $465 per night (USD)VRBO
River Cottage with Beach and Dock
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Get away from the city to this charming cottage on the West River- a calm inlet right off the Chesapeake Bay. Crab or fi ...
From $465 per night (USD)VRBO
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Annapolis House
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Traditional 4 bedroom house in neighborhood with loft. Lots of room to move around in with gated back yard. Only 3 mi ...
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From $418 per night (USD)Expedia
Harbor Breezes at Herrington Harbor
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 7
If you are looking for a comfortable and clean home for your stay while visiting Herrington Harbor, our beaches or other ...
From $418 per night (USD)Expedia
From $655 per night (USD)VRBO
Brand New.1.5 blocks to Westin. 1st floor bed & bath. Walkable Convenience
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This new 4 bed / 3 bath modern luxury home sleeps 10 and is located in a quiet neighborhood near the Westin Hotel. Once ...
From $655 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 $310 per night (USD)VRBO
Charming 3BDR Bungalow Near Annapolis
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Stay in a clean, comfortable bungalow near scenic Annapolis! With 3 bedrooms, 2 baths, ample parking, and a fully stock ...
From $310 per night (USD)VRBO
From $249 per night (USD)Expedia
The Heron's Nest at Atlantic Marina
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Bay breezes and magnificent views make this quaint cottage the perfect getaway! Only steps away from the beach, this n ...
From $249 per night (USD)Expedia
From $1318 per night (USD)VRBO
Custom New Home in Eastport. Less than one mile to Naval Academy and City Dock
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Please note: If you request to book this property, your reservation is not confirmed until you are contacted by the host ...
From $1318 per night (USD)VRBO
From $418 per night (USD)Expedia
Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Custom home with inlaid floor, wood counters, hand made cabinets, and artistic touches. Beautifully landscaped large pri ...
From $418 per night (USD)Expedia
From $686 per night (USD)VRBO
Steps to USNA and Main St w private patio and parking at Historic gem
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Take a stroll along the brick-lined sidewalks of Prince George Street in the Historic District and to this fully-renovat ...
From $686 per night (USD)VRBO
From $213 per night (USD)Expedia
Annapolis Tree House Apartment- luxury shower, separate space
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
This private treehouse apartment, located above a detached garage, is nestled among the treetops on a wooded acre of lan ...
From $213 per night (USD)Expedia
From $564 per night (USD)VRBO
Modern Comfort meets Mid Century Charm at One-level home, with 4 King Beds and dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to this beautifully renovated midcentury ranch home, perfectly located just 1.5 miles from the Navy-Marine Corps ...
From $564 per night (USD)VRBO
From $600 per night (USD)Expedia
Historic Downtown Union House with Free parking & private patio
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy Annapolis, MD in this charming Federal-style home nestled in the heart of the historic district. Spectacularly res ...
From $600 per night (USD)Expedia
From $342 per night (USD)VRBO
Waterfront River Cottage for 2, dog-friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This adorable cottage sits on 3 picturesque acres overlooking the Magothy River. The charming, newly-furnished River Co ...
From $342 per night (USD)VRBO
From $509 per night (USD)Expedia
💥Your Annapolis Retreat near the beach and downtown💥
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to our recently renovated retreat in Annapolis. The place is located minutes from downtown, in the neighborhood ...
From $509 per night (USD)Expedia
From $433 per night (USD)VRBO
Cozy Annapolis Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stay in the heart of Annapolis. Walk to downtown, the Naval Academy and Navy Stadium. Meticulously kept home and newly r ...
From $433 per night (USD)VRBO
From $305 per night (USD)Expedia
Club Carp North Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Renovated throughout with three bedrooms and two full baths. This kid-friendly home has a large fenced yard with a swing ...
From $305 per night (USD)Expedia
From $1010 per night (USD)VRBO
Large Home with Pool & 7 bedrooms; sleeps 21
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 16
Relax at this large 7-bedroom spacious top-quality home that is ideal for large gatherings where all can be together in ...
From $1010 per night (USD)VRBO
From $393 per night (USD)Expedia
Waterfront Annapolis Home: Fire Pit & Fishing Pier
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Located on Meridith Creek, which flows out to Whitehall and Chesapeake Bays, this charming vacation rental features a la ...
From $393 per night (USD)Expedia
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Cheerful 1 bedroom w pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy one bedroom with pool outdoor eating space and expansive yard for the kids to play in. Private bedroom, bathroom, a ...
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New Townhome\/Room!!!
- 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 ...
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From $852 per night (USD)VRBO
Charming Romantic, or Navy Professional Historic Retreat—Steps to City Dock!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our historic home in downtown Annapolis! Enjoy your morning coffee on the front porch and host a BBQ in our ...
From $852 per night (USD)VRBO
From $953 per night (USD)Expedia
Captain's Retreat! Newly Renovated - few steps from the beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Beautiful newly renovated 3500 square foot 4 bedroom 2.5 bath home located in Arundel on the Bay! Steps to the Beach and ...
From $953 per night (USD)Expedia
From $635 per night (USD)VRBO
Recently Renovated Annapolis Home - Conveniently Located
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This is the perfect getaway home for an enjoyable and relaxing stay in Annapolis. It is conveniently located within walk ...
From $635 per night (USD)VRBO
From $417 per night (USD)Expedia
Spectacular Location: State Circle Apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Stay in this iconic building at the intersection of State Circle and Maryland Avenue in the Historic District of Annapol ...
From $417 per night (USD)Expedia
From $191 per night (USD)VRBO
Deluxe Basement Guest Suite w\/ Luxury Amenities Minutes From BWI\/Annapolis\/DC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to a luxurious retreat in Odenton. Boasting a stylish 2-bed design, stainless steel appliances, a rainfall shower ...
From $191 per night (USD)VRBO
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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 ...
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From $304 per night (USD)VRBO
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)VRBO
From $725 per night (USD)Expedia
Easy walk to DTA from Historic multi-level Firehouse with parking, dog-friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Inquire about discounted extended stays! This is a unique home like none other in downtown Annapolis. Originally the Ea ...
From $725 per night (USD)Expedia
From $784 per night (USD)VRBO
Spacious Waterfront home mins to Annapolis with pool, pier & parking
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to this beautiful waterfront home in the quiet Cool Spring Cove of the Magothy River in Arnold, MD. Not only do ...
From $784 per night (USD)VRBO
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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 ...
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From $761 per night (USD)VRBO
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)VRBO
From $848 per night (USD)Expedia
Cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This clean, peaceful, 5 BR, 4 BA house features a waterfront view from 2 spacious decks in a quiet community. Perfect fo ...
From $848 per night (USD)Expedia
From $341 per night (USD)VRBO
Annapolis Condominium in the heart of the historic center
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Don’t miss our unique two floor condominium in Historic Annapolis downtown with 3 bedrooms (one queen, two rooms with tw ...
From $341 per night (USD)VRBO
From $467 per night (USD)Expedia
Chic Condo w\/ Balcony in the Heart of Annapolis!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
See the best of Annapolis effortlessly when you book this 2-bed, 2-bath vacation rental! Equipped with all the essential ...
From $467 per night (USD)Expedia
From $563 per night (USD)VRBO
The Liberty House- Pristine Renovation with parking
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Liberty House ! Tucked away in the Murray Hill section of downtown Annapolis this home is a spacious retreat ...
From $563 per night (USD)VRBO
From $2091 per night (USD)Expedia
Riverfront Retreat 7mil from MD Renaissance Fest!
- Bedrooms:
- 10
- Bathrooms:
- 10
- Sleeps:
- 28
Welcome to your serene retreat on the South River! The heart of this expansive estate is a charming cottage with 5 bedro ...
From $2091 per night (USD)Expedia
From $988 per night (USD)VRBO
Luxe Waterside Escape with Pool & Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to The Luxe! A newly renovated 5 bedroom 3.5 bath home on the South River, 15 minutes outside of Annapolis & Nav ...
From $988 per night (USD)VRBO
From $842 per night (USD)Expedia
Chesapeake Paradise House-Stunning 6+br4ba Wtrfrnt
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 13
Chesapeake Paradise ("The Paradise") is a stunning, recently remodeled, luxurious, two-story 6+ bedroom 4 bath waterfron ...
From $842 per night (USD)Expedia
From $570 per night (USD)VRBO
One of a kind renovation in the center of it all - THE BEST LOCATION DOWNTOWN !
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to East Street ! We invite you come spend some time at our gorgeous large home in the heart of the Historic Dist ...
From $570 per night (USD)VRBO
From $255 per night (USD)Expedia
The Blue Crab Beach House - Free beach passes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to The Blue Crab just a few blocks from the Chesapeake Bay. You will enjoy staying at our newly renovated luxury ...
From $255 per night (USD)Expedia
From $429 per night (USD)VRBO
Location Location Location!!!50 Steps from Main Street and all of the action
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We welcome you to check out our newest listing in the heart of the Historic District with the BEST front porch in downto ...
From $429 per night (USD)VRBO
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Historic Annapolis Home Convenient to Downtown!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Historic Annapolis home convenient to downtown, restaurants, shopping, commuter routes and public transportation! -0.5 ...
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From $1274 per night (USD)VRBO
Waterfront, Dock, Private Pool ~ Your Chesapeake Oasis Awaits You!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Fantastic location, minutes from Annapolis by land or water. Amazing sunrises and sunsets can be seen sitting in an Adi ...
From $1274 per night (USD)VRBO
From $171 per night (USD)Expedia
Near BWI Airport. Free Breakfast, Outdoor Pool | Staybridge Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Your next trip starts with a stay in our suite! The BWI Airport is just 2 miles away, and there is a complimentary 24-ho ...
From $171 per night (USD)Expedia
From $171 per night (USD)VRBO
King Studio Near BWI Airport. Free Breakfast, Outdoor Pool | Staybridge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your next trip starts with a stay in our suite! The BWI Airport is just 2 miles away, and there is a complimentary 24-ho ...
From $171 per night (USD)VRBO
From $197 per night (USD)Expedia
Free Breakfast Buffet! Pool | Staybridge Near BWI Airport
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your next trip starts with a stay in our suite! The BWI Airport is just 2 miles away, and there is a complimentary 24-ho ...
From $197 per night (USD)Expedia
From $198 per night (USD)VRBO
Shared Pool. Near BWI Airport!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Your next trip starts with a stay in our suite! The BWI Airport is just 2 miles away, and there is a complimentary 24-ho ...
From $198 per night (USD)VRBO
From $996 per night (USD)Expedia
Annapolis Waterfront home with incredible views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Annapolis waterfront property with stunning views of the Chesapeake bay, Gibson and Dobbins Islands, and the wide open M ...
From $996 per night (USD)Expedia
From $428 per night (USD)VRBO
Waterfront North Beach Home ~ 2 Mi to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 6
Highlighted by its coastal charm and scenic location, this well-appointed North Beach home is well-suited for small grou ...
From $428 per night (USD)VRBO
From $717 per night (USD)Expedia
Chesapeake Cottages- 2 Quaint Waterfront Retreats
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Our tastefully appointed cottages sit on almost an acre of waterfront land. Peaceful and tranquil, yet close to shops an ...
From $717 per night (USD)Expedia
From $271 per night (USD)VRBO
Private coastal Guest Suite with pool. Minutes from Downtown Annapolis and USNA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Immaculately designed separate guest suite/apartment with private bath, Serta Queen bed and luxury linens. Guests have t ...
From $271 per night (USD)VRBO
From $614 per night (USD)Expedia
All-stop. Rental Midships.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Whether you have come for Commissioning Week or Boat Show, the aptly named Gatehouse is a centrally located townhome ste ...
From $614 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
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Waterfront Home On The Chesapeake Bay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy waterfront home. Watch the sunrise on the Chesapeake Bay. 2 bedroom/1 bathroom in the center of town within walking ...
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From $388 per night (USD)VRBO
Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
A quiet, seaside escape awaits at this Shady Side vacation rental, hosting 3 bedrooms, 2 baths, at-home comforts and acc ...
From $388 per night (USD)VRBO
From $888 per night (USD)Expedia
Newer Waterfront Home on the Chesapeake Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
2021 built waterfront home with sweeping views of the Chesapeake Bay located on a quiet, private road in the community o ...
From $888 per night (USD)Expedia
From $268 per night (USD)VRBO
BeachWalk Cottage - Charm by the Chesapeake Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lovely place to build a memorable experience. It is where you want it to be! Calvert Co. Is surrounded on East side by ...
From $268 per night (USD)VRBO
From $413 per night (USD)Expedia
Annapolis Downtown Entire Townhome 3 bed 6 guests
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
About this space Immerse yourself in the best that the downtown Historic District of Annapolis has to offer while stayin ...
From $413 per night (USD)Expedia
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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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From $452 per night (USD)Expedia
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)Expedia
From $1342 per night (USD)VRBO
Center of Downtown Annapolis across from USNA Gate 1 with Parking at Randall House
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
The Randall House is an historic gem in the heart of Downtown Annapolis with PARKING for 3 cars! Built in 1880, The R ...
From $1342 per night (USD)VRBO
From $160 per night (USD)Expedia
Hanover!!! Full blast of Fun! Relax and Enjoy!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The property features coffee/tea in a common area, a seasonal outdoor pool, and a business center. Free WiFi in public a ...
From $160 per night (USD)Expedia
From $1093 per night (USD)VRBO
Sprawling custom home on a private Cul De Sac with gaming sports bar & big yard
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Spacious custom home - Perfect for Naval Academy families and long visits to Annapolis Enjoy your stay in this expansive ...
From $1093 per night (USD)VRBO
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5 BDRM across from the USNA Stadium
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Across the street from the Naval Academy Stadium. Open floor plan with stainless steel appliances, two islands, 8-10 per ...
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From $1725 per night (USD)VRBO
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)VRBO
From $1203 per night (USD)Expedia
Waterfront Escape Near Annapolis
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 26
A perfect getaway in a quiet neighborhood with access to Whitemarsh Creek, Rhode River & Chesapeake Bay. Beautiful horse ...
From $1203 per night (USD)Expedia
From $267 per night (USD)VRBO
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)VRBO
From $376 per night (USD)Expedia
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)Expedia
From $218 per night (USD)VRBO
Annapolis\/Eastport Private Beautiful Apt- < 1 Mile Walk To Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A beautiful basement apartment in the city of Annapolis, in the quiet Eastport neighborhood, a walk to marinas, historic ...
From $218 per night (USD)VRBO
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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 ...
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From $166 per night (USD)VRBO
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)VRBO
From $53 per night (USD)Expedia
Great BEDROOM in a townhouse in the heart of Hanover.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Hello, you will be renting a private bedroom in a Very clean and quiet home Spacious living room and dining room Grea ...
From $53 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
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
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
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 $143 per night (USD)VRBO
Simply stylish!! 2 Double Beds
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our list of amenities is long. We offer free continental breakfast to start your day and free WiFi. The hotel has a fitn ...
From $143 per night (USD)VRBO
From $136 per night (USD)Expedia
Quality and Dependable!! 2 Double Beds
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You’ll find our guest rooms spacious, affordable and comfortable. Whether your tucking into our huge beds and soft beddi ...
From $136 per night (USD)Expedia
Click For PricingVRBO
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 ...
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From $1071 per night (USD)Expedia
Waterfront dog-friendly Private Pier, Game Room at Jolly Roger
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Arrive by car or boat to this waterfront home, located in Crownsville, just outside of Annapolis. The private pier is o ...
From $1071 per night (USD)Expedia
From $689 per night (USD)VRBO
Annapolis Cozy Beachfront\/Waterfront w\/Chesapeake Bay Bridge view
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Annapolis Beachfront w/Bay Bridge view - Wake up to a beautiful view of the sunrise over the Chesapeake Bay. Go to sleep ...
From $689 per night (USD)VRBO
From $257 per night (USD)Expedia
Well-appointed 1 bedroom, 1 bath in Annapolis \/ Eastport
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This spacious, well-appointed 1 bedroom, 1 European style bath 2nd floor apartment is in the heart of Eastport. You’ll b ...
From $257 per night (USD)Expedia