Anne Arundel Area Rentals
- From $467 per night (USD)
VRBO
Private pier by Kurtz Beach pet-friendly Dock of the Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to this home on a stunning peninsula with expansive views of the Chesapeake Bay from the kitchen, family room, l ...
From $467 per night (USD)VRBO
- From $1000 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 $1000 per night (USD)Expedia
- Click For Pricing
VRBO
New Private Bdrm & Bath in Eastport (walk to Downtown Annapolis)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A brand new, clean pied-a-terre just a walk away from downtown Annapolis! Enjoy Commissioning Week/Blue Angels, Boat Sho ...
Click For PricingVRBO
- From $454 per night (USD)
Expedia
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 $454 per night (USD)Expedia
- From $350 per night (USD)
VRBO
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 $350 per night (USD)VRBO
- From $181 per night (USD)
Expedia
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 $181 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 PricingVRBO
- From $239 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 $239 per night (USD)Expedia
- Click For Pricing
Expedia
Take the water taxi, bike or drive to Downtown Annapolis!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gorgeous, clean, bright house in a great location. About a mile and a half to Downtown Annapolis. Playground around the ...
Click For PricingExpedia
- From $455 per night (USD)
Expedia
Popular Historic Firehouse fully renovated with Parking and Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This is a unique home like none other in downtown Annapolis. Originally the Eastport Volunteer Fire Company, founded in ...
From $455 per night (USD)Expedia
- From $376 per night (USD)
VRBO
Available 2024 Commissioning Week 13 mins to USNA Big Family Space
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
**Still available for 2024 Commissioning Week - 5 night minimum! From the moment you walk into this lovely home, you wi ...
From $376 per night (USD)VRBO
- Click For Pricing
Expedia
Free Parking and Hot Tub at Pet Friendly Annapolis-themed home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This Annapolis-themed 3 Bedroom home now has a new hot tub! It has a twin sister next-door, The MidshipDen, and is a mir ...
Click For PricingExpedia
- Click For Pricing
Expedia
Parking & Pet Friendly USNA-themed Annapolis home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**Flexible Commissioning Week Cancellation Policy** This Naval Academy-themed 3 Bedroom home was just fully renovated a ...
Click For PricingExpedia
- From $557 per night (USD)
Expedia
The Pool Opens May 9 - Stay poolside for 2024 Commissioning Week Pier & parking mins to USNA
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Still Available for 2024 Commissioning Week! Pool opens May 9! Welcome to this beautiful waterfront home in the quiet C ...
From $557 per night (USD)Expedia
- 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 PricingVRBO
- From $650 per night (USD)
Expedia
Mexican style house
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
If you looking for a unique place to stay come to SANTIHOUSE !! We value you as our guest and are committed to you and y ...
From $650 per night (USD)Expedia
- From $1386 per night (USD)
VRBO
Stunning Waterfront Home with Incredible Water Views
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 15
Welcome to your perfect family getaway at this stunning 6,000 square foot waterfront home in Bay Ridge, Annapolis. Nestl ...
From $1386 per night (USD)VRBO
- From $784 per night (USD)
Expedia
NEW, cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This clean, 5 BR, 4 BA house features a waterfront view from 2 spacious decks in a quiet community. Perfect for families ...
From $784 per night (USD)Expedia
- From $273 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 $273 per night (USD)VRBO
- From $321 per night (USD)
Expedia
Chic Condo w\/ Balcony in the Heart of Annapolis!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
See the best of Annapolis effortlessly when you book this 2-bed, 2-bath vacation rental! Equipped with all the essential ...
From $321 per night (USD)Expedia
- From $425 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 $425 per night (USD)VRBO
- From $2223 per night (USD)
Expedia
Relax at our 4-acre South River Waterfront with a Saltwater Pool near Annapolis
- Bedrooms:
- 6
- Bathrooms:
- 10
- Sleeps:
- 24
Welcome to your serene retreat on the South River! Nestled on a 4-acre parcel, this enchanting property offers a perfect ...
From $2223 per night (USD)Expedia
- From $882 per night (USD)
VRBO
Riva Waterfront *The Luxe*
- 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 downtown Annapo ...
From $882 per night (USD)VRBO
- From $797 per night (USD)
Expedia
New! Amazing Chesapeake Paradise Wtrfrnt Home 6-7 Brm 4 Ba w\/Scr Porch\/Kayaks
- Bedrooms:
- 4
- Bathrooms:
- 8
- Sleeps:
- 12
Chesapeake Paradise ("The Paradise") is a stunning, recently remodeled, luxurious, two-story 6+ bedroom 4 bath waterfron ...
From $797 per night (USD)Expedia
- From $445 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 $445 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Charming Historic Townhouse Steps From USNA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our charming home nestled next to the prestigious Naval Academy in Annapolis. This inviting 1-bedroom, 1-bath ...
From $250 per night (USD)Expedia
- From $215 per night (USD)
VRBO
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 $215 per night (USD)VRBO
- From $325 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 $325 per night (USD)VRBO
- From $208 per night (USD)
VRBO
Enchanting Whole House 4 Room Property minutes from BWI airport.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
You'll stay in the entire (4) bedroom house and will have access to kitchen, living room, and 1.5 bathrooms! You'll have ...
From $208 per night (USD)VRBO
- From $500 per night (USD)
Expedia
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 ...
From $500 per night (USD)Expedia
- From $1169 per night (USD)
VRBO
Waterfront, Dock, Private Pool, Peloton ~ 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 $1169 per night (USD)VRBO
- From $164 per night (USD)
VRBO
Near BWI Airport. Free Breakfast, Outdoor Pool | Staybridge Studio
- Bedrooms:
- 1
- Bathrooms:
- 0
- 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 $164 per night (USD)VRBO
- From $152 per night (USD)
VRBO
King Studio Near BWI Airport. Free Breakfast, Outdoor Pool | Staybridge
- Bedrooms:
- 1
- Bathrooms:
- 0
- 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 $152 per night (USD)VRBO
- From $174 per night (USD)
VRBO
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 $174 per night (USD)VRBO
- From $177 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 $177 per night (USD)VRBO
- Click For Pricing
VRBO
WALK TO THE STADIUM! Gorgeous, newly built 5 bedroom home.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
USNA grad owned! Beautiful house (built in 2017) located less than two blocks from Navy-Marine Corps Memorial Stadium, w ...
Click For PricingVRBO
- Click For Pricing
Expedia
Sanitized 6 Bedrooms Spacious Colonial Stile House!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Spacious High ceiling house near to big Maryland Attractions, It has plenty of space to be comfortable and stretch out. ...
Click For PricingExpedia
- From $248 per night (USD)
Expedia
Waterfront North Beach Home ~ 2 Mi to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Highlighted by its coastal charm and scenic location, this well-appointed North Beach home is well-suited for small grou ...
From $248 per night (USD)Expedia
- From $430 per night (USD)
VRBO
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 $430 per night (USD)VRBO
- From $175 per night (USD)
Expedia
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 $175 per night (USD)Expedia
- From $500 per night (USD)
VRBO
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 $500 per night (USD)VRBO
- From $678 per night (USD)
Expedia
Hot tub, pet friendly, fully fenced yard in Annapolis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Relax and let your stress melt away in our Luxury 8-person hot tub in our fully fenced backyard. Don’t forget to bring ...
From $678 per night (USD)Expedia
- From $365 per night (USD)
VRBO
Renovated Rowhome in the Heart of Downtown Annapolis Historic District!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
STR-145006 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CON ...
From $365 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $248 per night (USD)
VRBO
Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A quiet, seaside escape awaits at this Shady Side vacation rental, hosting 3 bedrooms, 2 baths, at-home comforts and acc ...
From $248 per night (USD)VRBO
- From $716 per night (USD)
VRBO
New Waterfront Home on the Chesapeake Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
New built waterfront home with sweeping views of the Chesapeake Bay located on a quiet, private road in the community of ...
From $716 per night (USD)VRBO
- Click For Pricing
VRBO
Feel just like home!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
My home is located in a beautiful city in Edgewater, MD 3.8 miles away from Parole Shopping and 5.5 miles from the Naval ...
Click For PricingVRBO
- From $220 per night (USD)
Expedia
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 $220 per night (USD)Expedia
- From $350 per night (USD)
VRBO
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 $350 per night (USD)VRBO
- Click For Pricing
VRBO
Brick Georgian w\/pool, 1-2 miles to all! Pet friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Lovely brick Georgian built in the 1920s with secluded heated inground pool, located in a quiet, beautiful waterfront ne ...
Click For PricingVRBO
- Click For Pricing
VRBO
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 PricingVRBO
- Click For Pricing
VRBO
Modern Comfort in Great Location
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
A beautiful new 3-level town home in gated community: stainless steel appliances, hardwood floors, indoor/outdoor firepl ...
Click For PricingVRBO
- From $364 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 $364 per night (USD)VRBO
- From $974 per night (USD)
Expedia
Free Parking at Randall House in Downtown Annapolis
- 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 $974 per night (USD)Expedia
- From $98 per night (USD)
VRBO
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 $98 per night (USD)VRBO
- From $987 per night (USD)
Expedia
Sprawling Family home on a Cul De Sac sleeps 10-14!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Naval Academy Graduating Families! This gorgeous custom sprawling home is large enough to sleep 12 family members comfor ...
From $987 per night (USD)Expedia
- Click For Pricing
VRBO
Eastport Hideaway - Perfect little guesthouse for 2
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Welcome to our newest listing in Annapolis . Tucked away is this sweet little guesthouse that has been newly renovated . ...
Click For PricingVRBO
- From $1300 per night (USD)
Expedia
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 ...
From $1300 per night (USD)Expedia
- From $1385 per night (USD)
VRBO
Stunning Waterfront Home in Round Bay
- 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 $1385 per night (USD)VRBO
- From $570 per night (USD)
Expedia
The Navy House~ Walk to Downtown! 3 Bed Bungalow across from Navy Stadium
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Our quiet 3 bed 2.5 bath home is the perfect Annapolis getaway! On a dead end road. A quick walk to the best downtown r ...
From $570 per night (USD)Expedia
- From $1434 per night (USD)
VRBO
Beautiful Waterfront w\/ Pool Minutes To Annapolis
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 12
A perfect getaway in a quiet neighborhood with access to Whitemarsh Creek, Rhode River & Chesapeake Bay. Beautiful horse ...
From $1434 per night (USD)VRBO
- From $182 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 $182 per night (USD)Expedia
- From $375 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 $375 per night (USD)VRBO
- From $177 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 $177 per night (USD)VRBO
- Click For Pricing
VRBO
Eastport Bungalow - Popular house Walk to Downtown & USNA
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
*Flexible Commissioning Week Cancellation Policy* This unique built in 1927, is a classic Bungalow with historic charm. ...
Click For PricingVRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $110 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 $110 per night (USD)VRBO
- From $40 per night (USD)
Expedia
Great ROOM in a townhouse in the heart of Hanover.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Hello, you will be renting the bedroom Very clean and quiet. Spacious living room and dining room Great size porch wi ...
From $40 per night (USD)Expedia
- From $213 per night (USD)
VRBO
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Five blocks to Naval Bagels, Agave, Chessie's Wharf, Evelyn's, Bean Rush Cafe, Rutabagas, Grauls Groceries and other sho ...
From $213 per night (USD)VRBO
- Click For Pricing
Expedia
Spacious home with outdoor fireplace & fenced yard with outdoor kitchen
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A Stone's Throw Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
Click For PricingExpedia
- From $397 per night (USD)
VRBO
Riverfront home with multiple decks, central AC, washer\/dryer - two dogs OK
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Chase Creek Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $397 per night (USD)VRBO
- From $1056 per night (USD)
Expedia
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 $1056 per night (USD)Expedia
- From $663 per night (USD)
VRBO
Newly renovated downtown home with patio, gas grill, and gas fireplace
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Blue Angel's Nest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $663 per night (USD)VRBO
- From $1349 per night (USD)
Expedia
Renovated dog-friendly bayfront home with private hot tub & pool, grill, & dock
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 18
Waterside with it All Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $1349 per night (USD)Expedia
- From $730 per night (USD)
VRBO
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 $730 per night (USD)VRBO
- Click For Pricing
Expedia
Modern home with a fenced yard, W\/D, AC & high-end appliances - walk town
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Stadium Splendour Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
Click For PricingExpedia
- From $615 per night (USD)
VRBO
Spacious beachfront home with decks, gas grill, wet bar, gas fireplace, and W\/D
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
The Ship's Bridge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $615 per night (USD)VRBO
- From $698 per night (USD)
Expedia
Spacious home with an outdoor pool, screened porch, washer\/dryer & central AC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Thomas Point Tranquility Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $698 per night (USD)Expedia
- From $488 per night (USD)
VRBO
Waterfront home with spacious deck, dock, washer\/dryer & central AC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
At Londontown Gardens Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $488 per night (USD)VRBO
- Click For Pricing
Expedia
Upscale & updated multi-level home with private courtyard, grill & gas fireplace
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
The Pacific Fleet House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
Click For PricingExpedia
- From $1318 per night (USD)
VRBO
Renovated historic home with courtyard, balcony, grill, great downtown location
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Submariners Gate Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $1318 per night (USD)VRBO
- From $105 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 $105 per night (USD)VRBO
- From $119 per night (USD)
VRBO
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 $119 per night (USD)VRBO
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Expedia
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 PricingExpedia
- From $757 per night (USD)
VRBO
Waterfront Jolly Roger with Private Pier mins to Annapolis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Arrive by car or boat to this waterfront home, located in Crownsville, just outside of Annapolis. The private pier is o ...
From $757 per night (USD)VRBO
- From $575 per night (USD)
Expedia
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 $575 per night (USD)Expedia
- From $845 per night (USD)
VRBO
Bayfront Home with Amazing Rooftop Deck!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 15
Large, comfortable home is made for family and friend gatherings, lodging for wedding or graduation guests and work offs ...
From $845 per night (USD)VRBO
- From $230 per night (USD)
VRBO
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 $230 per night (USD)VRBO
- From $703 per night (USD)
VRBO
Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis\n
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
BOOK YOUR ANNAPOLIS VACATION AT BURLEY CREEK HIDEAWAY! Charming home owned by USNA grads. Lovely waterfront two-level ...
From $703 per night (USD)VRBO
- From $240 per night (USD)
VRBO
Charming English Cottage in the heart of Eastport - park the car and walk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Restored and charming 2 bedroom 1.5 bath historic (circa 1921) cottage located in the heart of the popular Eastport and ...
From $240 per night (USD)VRBO
- From $295 per night (USD)
VRBO
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Just finished with a few updates to kitchen and bedrooms + all new sheets and towels!new pictures coming soon!! Fantasti ...
From $295 per night (USD)VRBO
- From $317 per night (USD)
Expedia
Family Times in river community mins to Annapolis, Pet-friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Just minutes from Downtown Annapolis, this charming rambler is located in a quiet neighborhood with easy access to the N ...
From $317 per night (USD)Expedia
- From $430 per night (USD)
VRBO
Chesapeake Bay Getaway | New Waterfront With Private Pier | Near Annapolis \/USNA
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Gorgeous sunrises from your completely remodeled waterfront cottage! Experience fresh Maryland Crabs or fish caught from ...
From $430 per night (USD)VRBO
- From $471 per night (USD)
VRBO
Charm & Style in this Renovated Eastport Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This fully renovated three bedroom home sleeps 8. A touch of Key West comes to Eastport in this beautiful cottage style ...
From $471 per night (USD)VRBO
- From $556 per night (USD)
VRBO
1 Block to USNA with Chapel Views big back patio and off-site parking!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
When the owners decided to find their Annapolis home base, they knew they had to be within walking distance to the one’s ...
From $556 per night (USD)VRBO
- From $180 per night (USD)
VRBO
Free Breakfast. Outdoor Pool. Near BWI Airport. | Staybridge King Suite
- 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 $180 per night (USD)VRBO
- From $153 per night (USD)
VRBO
Free Breakfast. Outdoor Pool. Studio Near the BWI Airport!
- Bedrooms:
- 1
- Bathrooms:
- 0
- 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 $153 per night (USD)VRBO
- From $299 per night (USD)
VRBO
Chesapeake Bay Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
In less than an hour from the D.C. Metro area you're transported to your own private shore on the Chesapeake Bay. This ...
From $299 per night (USD)VRBO
- From $171 per night (USD)
VRBO
King Suite Near BWI Airport. Free Breakfast Buffet, Pool Access | 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 $153 per night (USD)
VRBO
House of Cardz- comforts of home by LLOYD SUITES
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
SUMMARY We are pleased to bring you the "House of Cardz". This is our newest listing since launching the popular "Whiske ...
From $153 per night (USD)VRBO