Anne Arundel Area, Maryland Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Anne Arundel Area, Maryland on RentalSaver.com!

Anne Arundel Area Rentals

From $285 per night (USD)
VRBO
Brand new beautiful in-law suite loft above garage with river View
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Unwind in Riva at this lovely condo. This phenomenal property features 1 bedroom with a queen bed, a cozy living room wi ...
From $285 per night (USD)
VRBO
From $276 per night (USD)
Expedia
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in Shady Side, this charming 2-bedroom house offers a king bed and a queen bed for guests to relax in. With amen ...
From $276 per night (USD)
Expedia
From $361 per night (USD)
VRBO
Cozy 3-bedroom condo with WiFi, AC in fabulous Hanover pet and family friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Your Hanover adventure begins at this marvelous 3-bedroom condo. Inside, you'll find a king bed, twin bed, full bed, and ...
From $361 per night (USD)
VRBO
From $492 per night (USD)
Expedia
Water view Oasis renovated 3 bedrooms, 2.5 bath &hot tub conveniently in Arnold!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience Arnold like a local in this 3-bedroom house. This peaceful retreat offers 1 king bed and 3 queen beds, perfec ...
From $492 per night (USD)
Expedia
From $318 per night (USD)
VRBO
New! The Pool Loft at Poplar Hill
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Welcome to The Pool Loft at Poplar Hill — a private, beautifully renovated in-law suite perched atop a hill in ...
From $318 per night (USD)
VRBO
From $323 per night (USD)
Expedia
Immaculate 4Br house near BWI & MD Live!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to your cozy home away from home! Nestled in the peaceful community of Severn, MD, this charming retreat offers ...
From $323 per night (USD)
Expedia
From $849 per night (USD)
VRBO
Sing Second Stays—Spacious Annapolis Home Near USNA & Navy Stadium
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Sing Second Stays, a comfortable and spacious retreat in the heart of Annapolis. Just 1.4 miles from Navy-Mar ...
From $849 per night (USD)
VRBO
From $604 per night (USD)
Expedia
Pet-Friendly & Spacious Home in Annapolis
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: Spacious 4BR/2.5BA home roughly 10 mins from Downtown Annapolis - close to the action, yet tucked in a quiet ne ...
From $604 per night (USD)
Expedia
From $370 per night (USD)
VRBO
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Spend your vacation at this brilliant 3-bedroom house in Edgewater. Each bedroom features a cozy queen bed, perfect for ...
From $370 per night (USD)
VRBO
From $100 per night (USD)
Expedia
536) Private and separate guest house!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy a spacious one-bedroom private guest suite on the lower level of a dual home. This retreat features a cozy firepla ...
From $100 per night (USD)
Expedia
From $557 per night (USD)
VRBO
Modern Styled Home in Historic Annapolis Eastport Neighborhood
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Built in 2021 and freshly styled in 2025 with a unique modern European touch, our family-friendly retreat offers the per ...
From $557 per night (USD)
VRBO
$\La Licorne\ Waterfront Beach Cottage$
From $364 per night (USD)
Expedia
\"La Licorne\" Waterfront Beach Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to "La Licorne" Waterfront Beach Cottage Escape to our cozy beachfront cottage, a perfect getaway for families ...
From $364 per night (USD)
Expedia
From $657 per night (USD)
VRBO
Private 4-bedroom house in Annapolis, great location!
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Your home away from home in Annapolis with 4 bedrooms. Under 2 miles to the Naval Academy! This spacious home is located ...
From $657 per night (USD)
VRBO
From $1337 per night (USD)
Expedia
Waterfront- 5-bedroom house with dock in charming North Beach
Bedrooms:
5
Bathrooms:
5
Sleeps:
18
Experience an unforgettable vacation in this newly listed waterfront 5-bedroom house. This beautiful property offers ple ...
From $1337 per night (USD)
Expedia
From $275 per night (USD)
VRBO
Adorable 1 bedroom apartment in downtown Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Enjoy a stylish experience at this centrally-located apartment. 2 minute walk to Main Street and all of the att ...
From $275 per night (USD)
VRBO
From $373 per night (USD)
Expedia
2 Bedroom Renovated Condo in Downtown Annapolis
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Summary: Newly renovated 2 bedroom apartment in downtown Annapolis. Steps from Main Street and all that Annapolis has to ...
From $373 per night (USD)
Expedia
From $608 per night (USD)
VRBO
Downtown Annapolis Gem: 3BR/2BA
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Welcome to our newly renovated 3BR/2BA apartment in downtown Annapolis! With two king beds, one queen bed, and ...
From $608 per night (USD)
VRBO
From $238 per night (USD)
Expedia
1 room with additional amazing sunroom
Bedrooms:
1
Bathrooms:
3
Sleeps:
3
Summary: Enjoy a wonderful experience at this centrally-located apartment. 2 minute walk to Main Street and all of the a ...
From $238 per night (USD)
Expedia
From $234 per night (USD)
VRBO
Lovely 1 bedroom apartment in downtown Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Summary: Keep it simple at this peaceful ground floor apartment steps from Main Street and all that Annapolis has to off ...
From $234 per night (USD)
VRBO
From $1724 per night (USD)
Expedia
6 bedroom waterfront home minutes from Downtown Annapolis! Pontoon and jet ski
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
Nestled on the Magothy River in Arnold. We are minutes away from all that Annapolis has to offer, with Navy football and ...
From $1724 per night (USD)
Expedia
From $943 per night (USD)
VRBO
Magnolia Harbor Retreat - 4 BR/3BA HISTORIC DOWNTOWN ANNAPOLIS- QUIET STREET
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
RENT-001081-2024 - HOME OWNER HAS A PET SO THIS SHOULD BE TAKEN INTO CONSIDERATION WHEN BOOKING BY ANY GUEST WITH ALLERG ...
From $943 per night (USD)
VRBO
From $1047 per night (USD)
Expedia
Stunning Home Nestled on the Peninsula of Eastport
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This 4 bedroom Annapolis home is an absolute gem, especially with off-street parking! The Craftsman style architecture a ...
From $1047 per night (USD)
Expedia
From $641 per night (USD)
VRBO
Restriction Retreat - Relax & walk to Main St
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to the Restriction Retreat, where trouble checks in. Treat yourself and your family to five-star amenities, an u ...
From $641 per night (USD)
VRBO
From $590 per night (USD)
Expedia
Annapolis Downtown - Historic Home - Brand New Furnishings. Walk to attractions
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
We’re a Navy + Army Family with deep ties to the Naval Academy (and West Point…sorry, Navy fans). We love Annapolis and ...
From $590 per night (USD)
Expedia
From $717 per night (USD)
VRBO
Private Waterfront Woods | Dock, Kayaks, Views
Bedrooms:
3
Bathrooms:
5
Sleeps:
19
Welcome to The Compass Rose, a serene haven with backyard shoreline surrounded by 4+ acres of pristine woods. Enjoy excl ...
From $717 per night (USD)
VRBO
From $1032 per night (USD)
Expedia
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 $1032 per night (USD)
Expedia
From $729 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 $729 per night (USD)
VRBO
From $638 per night (USD)
Expedia
Waterfront - Wonderful View, Spacious, Relaxing, Lovely Front Porch and Deck
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Enjoy a beautiful spacious 5 bedroom 3.5 bath home in a quiet setting overlooking the Magothy River. The home includes t ...
From $638 per night (USD)
Expedia
From $513 per night (USD)
VRBO
Heart of Historic District!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This three story 1875 home is located in the Heart of Historic Annapolis. Shops, restaurants, historic sites and the Cit ...
From $513 per night (USD)
VRBO
From $418 per night (USD)
Expedia
5-years young STUNNING home with water view!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
5-years-young STUNNING home with OPEN concept, soaring ceilings, hardwoods, gas fireplace, separate laundry room, backya ...
From $418 per night (USD)
Expedia
From $369 per night (USD)
VRBO
A Quiet Retreat just steps from Naval Academy and all the Downtown Fun!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Amongst the allure of downtown living, lies this quant Annapolis home. This two bedroom, one and a half bath has a spaci ...
From $369 per night (USD)
VRBO
From $485 per night (USD)
Expedia
Adjacent to Annapolis~ by beach, 25 acre park next door & TV shows filmed here!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
The charming home is a 3 bedroom 2 full bath that's been professionally decorated and has exotic tiger hardwood flooring ...
From $485 per night (USD)
Expedia
From $522 per night (USD)
VRBO
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Beautiful waterfront property with a private beach and dock thirty minutes from Annapolis. Perfect for family reunions o ...
From $522 per night (USD)
VRBO
From $770 per night (USD)
Expedia
Annapolis Entertainment Complex
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This gorgeous four bedroom four bathroom home in Arnold that sleeps 10 is perfect for entertaining while you’re in Annap ...
From $770 per night (USD)
Expedia
From $475 per night (USD)
VRBO
Stunning Waterfront Cottage with Breathtaking Views!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A Gorgeous, Waterfront setting in the Sailing Capital of the World! Charm, Detail, and Hospitality were not spared in t ...
From $475 per night (USD)
VRBO
From $518 per night (USD)
Expedia
Large Luxury Apartment In Downtown Annapolis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2 Bed/2 Bath Apartment in Historic Downtown Annapolis steps away from the main entrance of the Naval Academy. Upstairs ...
From $518 per night (USD)
Expedia
From $1901 per night (USD)
VRBO
New Waterfront Home near Annapolis, MD
Bedrooms:
7
Bathrooms:
5
Sleeps:
10
Beautiful waterfront home built in 2013 located on 75 acres of picturesque farmland. Exceptional, award-winning architec ...
From $1901 per night (USD)
VRBO
From $855 per night (USD)
Expedia
Rare find! Chic cottage, salt water heated pool May 15-Oct15.
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Conveniently located just 4.5 miles from historic Annapolis the Coastie Cottage is the perfect homebase for your next vi ...
From $855 per night (USD)
Expedia
From $327 per night (USD)
VRBO
Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape the city hustle to relax on the Chesapeake! Savor our three-bedroom Cottage in this peaceful western shore spot w ...
From $327 per night (USD)
VRBO
From $731 per night (USD)
Expedia
Waterfront Oasis in Eastport-Easy Walk to Downtown
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to our Waterfront Oasis in the desirable Eastport section of Annapolis. With 4 bedrooms and an open studio spac ...
From $731 per night (USD)
Expedia
From $455 per night (USD)
VRBO
PERFECT LOCATION in the heart of history
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Be our guest at Historic 19 East Street, in the heart of the Annapolis national landmark district. Walk out the front d ...
From $455 per night (USD)
VRBO
From $360 per night (USD)
Expedia
Walk everywhere . . .just minutes to historic Annapolis, Updated.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A modern historic gem in a 10 unit building in Eastport or as the locals call it the Maritime Republic of Eastport or "M ...
From $360 per night (USD)
Expedia
From $1045 per night (USD)
VRBO
USNA Stay w/ Private Pool, Indoor Soft Hot Tub, King Beds, & CHILD FRIENDLY GEAR
Bedrooms:
3
Bathrooms:
5
Sleeps:
15
USNA Family Stay w/Pool - Infant/Toddler Friendly! Enjoy the newest addition to my “Family Friendly Staycation” home ho ...
From $1045 per night (USD)
VRBO
From $884 per night (USD)
Expedia
Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis
Bedrooms:
4
Bathrooms:
7
Sleeps:
15
Home is clean, spacious, and well-maintained, designed for comfort and convenience. Located in a safe residential neighb ...
From $884 per night (USD)
Expedia
From $359 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 $359 per night (USD)
VRBO
Click For Pricing
Expedia
House of Cardz- comforts of home by LLOYD SUITES
Bedrooms:
2
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 ...
Click For Pricing
Expedia
From $245 per night (USD)
VRBO
Truly Waterfront Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cute cottage tucked away amongst the trees on Stoney Creek in Pasadena Md. Enjoy bird watching from the upper deck just ...
From $245 per night (USD)
VRBO
From $589 per night (USD)
Expedia
Charming Annapolis WaterVIEW Home
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Charming Annapolis home, just 150 feet from the water, with floor to ceiling windows overlooking the expansive waters o ...
From $589 per night (USD)
Expedia
From $380 per night (USD)
VRBO
Your Annapolis Adventure Starts Here!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to your charming Annapolis getaway! This beautifully furnished home is the perfect retreat for your stay in this ...
From $380 per night (USD)
VRBO
From $618 per night (USD)
Expedia
Charm & Style in this Renovated Eastport Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience a cozy retreat in this inviting 3-bedroom, 2-bathroom cottage, just 3 blocks from the historic Spa Creek Brid ...
From $618 per night (USD)
Expedia
From $257 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 $257 per night (USD)
VRBO
$Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis\n$
From $901 per night (USD)
Expedia
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 $901 per night (USD)
Expedia
From $318 per night (USD)
VRBO
Annapolis-Eastport Cottage Home - Walk Everywhere - RV Van Parking & Hook-up too
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Walk to all Annapolis has to offer, once parked you’ll never need a car. Walk to City Dock, marinas, restaurants, pubs ...
From $318 per night (USD)
VRBO
From $242 per night (USD)
Expedia
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 $242 per night (USD)
Expedia
From $136 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 $136 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 $879 per night (USD)
VRBO
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 $879 per night (USD)
VRBO
From $513 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 $513 per night (USD)
Expedia
From $589 per night (USD)
VRBO
All-stop. Rental Midships.
Bedrooms:
2
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 $589 per night (USD)
VRBO
From $614 per night (USD)
Expedia
Recently Renovated Annapolis Home - Conveniently Located
Bedrooms:
2
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 $614 per night (USD)
Expedia
From $422 per night (USD)
VRBO
Location Location Location!!!50 Steps from Main Street and all of the action
Bedrooms:
1
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 $422 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 $992 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 $992 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 $2315 per night (USD)
Expedia
Riverfront Retreat 7mil from MD Renaissance Fest!
Bedrooms:
7
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 $2315 per night (USD)
Expedia
Click For Pricing
VRBO
Luxe Waterside Escape with Pool & Hot Tub
Bedrooms:
3
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 ...
Click For Pricing
VRBO
From $574 per night (USD)
Expedia
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 $574 per night (USD)
Expedia
From $583 per night (USD)
VRBO
Parking & Pet Friendly USNA-themed Annapolis home
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This Naval Academy-themed 3 Bedroom home was just fully renovated and is ready to host Annapolis visitors! There are mul ...
From $583 per night (USD)
VRBO
From $426 per night (USD)
Expedia
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 $426 per night (USD)
Expedia
From $642 per night (USD)
VRBO
★ Midcentury Modern Getaway ★ Prime Location ★
Bedrooms:
2
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 $642 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
From $282 per night (USD)
VRBO
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 $282 per night (USD)
VRBO
From $896 per night (USD)
Expedia
Custom New Home in Eastport. Less than one mile to Naval Academy and City Dock
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Please note: If you request to book this property, your reservation is not confirmed until you are contacted by the host ...
From $896 per night (USD)
Expedia
From $659 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 $659 per night (USD)
VRBO
From $771 per night (USD)
Expedia
Quiet Relaxing Waterfront Suisse Chalet
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
This spacious, airy and relaxing 3 bedroom house, comes with a beautiful loft and an additional queen pull out sofa be ...
From $771 per night (USD)
Expedia
From $929 per night (USD)
VRBO
Scenic Waterfront Getaway with Private Pool and Dock Minutes from Annapolis
Bedrooms:
2
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 $929 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Adorable cottage! Walking distance to USNA & downtown! (VRBO only)
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Listing will never be posted on Craig's list - VRBO only **Adorable 1930's cape cod, located in the historic Murray Hill ...
From $499 per night (USD)
Expedia
From $357 per night (USD)
VRBO
Fleet St Retreat in Downtown- Great Location !
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
We welcome you to our brand new renovation on Fleet Street . Purchased in 2016 this house was taken down to the studs so ...
From $357 per night (USD)
VRBO
From $392 per night (USD)
Expedia
CIRCA 1885 - DOWNTOWN HISTORIC ANNAPOLIS
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
A stunning home, “Circa 1885” is a restored piece of Annapolis history. Sitting at one of the two major gateways that l ...
From $392 per night (USD)
Expedia
From $2907 per night (USD)
VRBO
Nantucket on the Chesapeake Heated Pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Enjoy comfort and convenience in this beautifully-appointed home! Nantucket on the Chesapeake has an old-world feel yet ...
From $2907 per night (USD)
VRBO
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Expedia
Private detached 1bedroom guest house.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Just few miles away from Baltimore downtown, Ft Meade, NSA, Annapolis and Washington DC. Less than 5 miles away from BWI ...
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Expedia
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VRBO
Quiet & Relaxing Waterfront Home Near Annapolis
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Quiet and Relaxing Waterfront home 5 minutes from Downtown Annapolis. Ideal for Business stays, Relocation Home, Get Tog ...
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VRBO
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Expedia
Steps to Naval Academy, City Dock, and State House
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Located in the heart of downtown Annapolis! Walk to Naval Academy, St. John's College, State House, City Dock, Yacht Clu ...
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Expedia
From $193 per night (USD)
VRBO
A Serene Tiny Home Experience
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A stand-alone gem nestled against a wooded backdrop - well back from the main home - and wrapped in a huge, teak-furnish ...
From $193 per night (USD)
VRBO
From $408 per night (USD)
Expedia
Charming Renovated Historic Home Downtown wparking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Professionally UV sanitized and ozone deep cleaned between guests .Cute and comfortable home in the heart of the HISTORI ...
From $408 per night (USD)
Expedia
From $439 per night (USD)
VRBO
Welcome Aboard the Kathleen Marie!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Unique accommodations on a comfortably equipped 43 foot Hatteras yacht, just a 5 minute drive to historic downtown Annap ...
From $439 per night (USD)
VRBO
From $406 per night (USD)
Expedia
Walk to the Chesapeake Bay! Herrington Harbour is a few blocks away.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Walk to Herrington Harbour South, Rose Haven's 2 acre waterfront park or the market, hair salon, bar and restaurant. Th ...
From $406 per night (USD)
Expedia
From $940 per night (USD)
VRBO
Clean, Spacious Family House
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
5 bedrooms (sleeps 9). First-floor wheelchair accessible bedroom with ADA compliant bathroom. Entertaining kitchen and p ...
From $940 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Lovely contemporary in water-privileged community
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Well-furnished contemporary home, great for families, located in a quiet family-friendly neighborhood. This home has 3 ...
From $321 per night (USD)
Expedia
From $733 per night (USD)
VRBO
DISCOUNTED FOR USNA COMMISSIONING WEEK 2024 and 2025! Short term and weekends.
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Beautiful, remodeled 3 BR home with stunning great room addition, 20' x 20' screened, covered porch with newly added out ...
From $733 per night (USD)
VRBO
From $376 per night (USD)
Expedia
Charming cottage with parking. Easy walk to downtown.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover this charming, fully furnished cottage ideally accommodating up to six guests. Nestled on a serene street withi ...
From $376 per night (USD)
Expedia
From $294 per night (USD)
VRBO
Spacious Townhouse in the Heart of Washington D.C.
Bedrooms:
1
Bathrooms:
1
Sleeps:
7
Summary Enjoy a clean, quiet and spacious place to call your home. Best for visiting the landmarks of Washington DC. Loc ...
From $294 per night (USD)
VRBO
From $1142 per night (USD)
Expedia
Private Waterview Estate with 4 Suites, Hot Tub, Gourmet Kitchen and Game Room
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Welcome to Sanare Estates! The ultra-private waterfront estate is like your own luxury resort, located on 20+ Acres with ...
From $1142 per night (USD)
Expedia
From $497 per night (USD)
VRBO
NEW 5 Bedroom Home with Pier by Water
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to this brand-new relaxing home with a pier by the water for your getaway. It is perfect for vacations, retreats ...
From $497 per night (USD)
VRBO
From $415 per night (USD)
Expedia
★ Odenton Oasis ★ Patio - Central to Everything
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Welcome to our beautifully furnished, colonial-style townhome just minutes from MARC station with great proximity to DC, ...
From $415 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Charming Annapolis Guest House
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This charming guest house with private access is in a great location! Just 2 miles from the Naval Academy, Downtown Anna ...
From $323 per night (USD)
VRBO
From $1220 per night (USD)
Expedia
Beautiful home w/elevator going to every floor. This house is accessible to all.
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTACTED BY A T ...
From $1220 per night (USD)
Expedia
From $546 per night (USD)
VRBO
Delightful little Historic District gem - for the antique lover and history buff.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
STR21-144963 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN C ...
From $546 per night (USD)
VRBO
From $977 per night (USD)
Expedia
One block from USNA Gate 1, or 3 blocks from City Dock, this attractive home is close to the center of the universe!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTACTED BY A T ...
From $977 per night (USD)
Expedia

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