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 $1011 per night (USD)
VRBO
Waterfront- 5-bedroom house with dock in charming North Beach
Bedrooms:
6
Bathrooms:
5
Sleeps:
18
Experience an unforgettable vacation in this newly listed waterfront 5-bedroom house. This beautiful property offers ple ...
From $1011 per night (USD)
VRBO
From $197 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 $197 per night (USD)
VRBO
From $305 per night (USD)
VRBO
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 $305 per night (USD)
VRBO
$Downtown Annapolis Gem: 3BR\/2BA$
From $480 per night (USD)
VRBO
Downtown Annapolis Gem: 3BR\/2BA
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Welcome to our newly renovated 3BR/2BA apartment in downtown Annapolis! With two king beds, one queen bed, and ...
From $480 per night (USD)
VRBO
From $251 per night (USD)
VRBO
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 $251 per night (USD)
VRBO
From $191 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 $191 per night (USD)
VRBO
From $229 per night (USD)
VRBO
Charming 4-bedroom townhome with WiFi and AC in lovely Odenton.
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Discover the beauty of Odenton from this marvelous 4-bedroom townhome. With a king bed, full bed, and twin bed, guests w ...
From $229 per night (USD)
VRBO
From $740 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 $740 per night (USD)
VRBO
From $788 per night (USD)
VRBO
6 bedroom waterfront home minutes from Downtown Annapolis! Pontoon and jet ski
Bedrooms:
4
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 $788 per night (USD)
VRBO
$Magnolia Harbor Retreat - 4 BR\/3BA HISTORIC DOWNTOWN ANNAPOLIS- QUIET STREET$
From $776 per night (USD)
VRBO
Magnolia Harbor Retreat - 4 BR\/3BA HISTORIC DOWNTOWN ANNAPOLIS- QUIET STREET
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
RENT-001081-2024 - THIS PROPERTY IS MANAGED BY ANNAPOLIS ACCOMMODATION. YOUR RESERVATION IS NOT CONFIRMED UNTIL A TEAM ...
From $776 per night (USD)
VRBO
From $694 per night (USD)
VRBO
Stunning Home Nestled on the Peninsula of Eastport
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This 4 bedroom Annapolis home is an absolute gem, especially with off-street parking! The Craftsman style architecture a ...
From $694 per night (USD)
VRBO
From $534 per night (USD)
VRBO
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 $534 per night (USD)
VRBO
From $960 per night (USD)
VRBO
Restriction Retreat - Relax & walk to Main St
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to the Restriction Retreat, where trouble checks in. Treat yourself and your family to five-star amenities, an u ...
From $960 per night (USD)
VRBO
From $464 per night (USD)
Expedia
Private Waterfront Woods | Dock, Kayaks, Views
Bedrooms:
4
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 $464 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
Click For Pricing
Expedia
Waterfront Oasis of Annapolis FIRSTIE
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
BRAND NEW LUXURY HOUSEBOAT with well-appointed kitchen(incl. a dishwasher & W/D), 2 bedrooms, 1.5 bathrooms, a pull-out ...
Click For Pricing
Expedia
From $940 per night (USD)
VRBO
Beautiful Blend of Restoration and Renovation in this Downtown Home
Bedrooms:
4
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 $940 per night (USD)
VRBO
From $518 per night (USD)
VRBO
Waterfront - Wonderful View, Spacious, Relaxing, Lovely Front Porch and Deck
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Enjoy a beautiful spacious 5 bedroom 3.5 bath home in a quiet wooded setting overlooking the Magothy River. The home inc ...
From $518 per night (USD)
VRBO
From $576 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 $576 per night (USD)
VRBO
From $485 per night (USD)
VRBO
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)
VRBO
From $534 per night (USD)
VRBO
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
Beautiful waterfront property with a private beach and dock thirty minutes from Annapolis. Perfect for family reunions o ...
From $534 per night (USD)
VRBO
From $566 per night (USD)
VRBO
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 $566 per night (USD)
VRBO
From $460 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 $460 per night (USD)
VRBO
From $432 per night (USD)
VRBO
Large Luxury Apartment In Downtown Annapolis
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
2 Bed/2 Bath Apartment in Historic Downtown Annapolis steps away from the main entrance of the Naval Academy. Upstairs ...
From $432 per night (USD)
VRBO
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 $667 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 $667 per night (USD)
Expedia
$Watrfnt Cottage @ChesapeakeParadise Kayaks\/Dogs OK$
From $308 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 $308 per night (USD)
VRBO
From $583 per night (USD)
VRBO
Waterfront Oasis in Eastport - Walk to Downtown and USNA
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to our newest listing in listing in the Maritime section of Annapolis . This upscale , fully renovated waterfron ...
From $583 per night (USD)
VRBO
From $441 per night (USD)
VRBO
PERFECT LOCATION in the heart of history
Bedrooms:
3
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 $441 per night (USD)
VRBO
From $362 per night (USD)
VRBO
Walk everywhere . . .just minutes to historic Annapolis, Updated.
Bedrooms:
2
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 $362 per night (USD)
VRBO
From $340 per night (USD)
VRBO
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 $340 per night (USD)
VRBO
From $369 per night (USD)
VRBO
A Quiet Retreat just steps from Naval Academy and all the Downtown Fun!
Bedrooms:
2
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
$Waterfront Cottage by Annapolis w\/ Pool & Hot Tub$
From $555 per night (USD)
VRBO
Waterfront Cottage by Annapolis w\/ Pool & Hot Tub
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
This home is minutes from Annapolis and within a 30 minute drive to Washington DC & 15 minutes from Navy Marine Corps Me ...
From $555 per night (USD)
VRBO
$USNA Stay w\/ Private Pool, Indoor Soft Hot Tub, King Beds, & CHILD FRIENDLY GEAR$
From $1021 per night (USD)
VRBO
USNA Stay w\/ Private Pool, Indoor Soft Hot Tub, King Beds, & CHILD FRIENDLY GEAR
Bedrooms:
4
Bathrooms:
5
Sleeps:
15
USNA Family Stay w/Pool - Infant/Toddler Friendly! Enjoy the newest addition to my “Family Friendly Staycation” home ho ...
From $1021 per night (USD)
VRBO
From $755 per night (USD)
VRBO
Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis
Bedrooms:
5
Bathrooms:
7
Sleeps:
15
Home is clean, spacious, and well-maintained, designed for comfort and convenience. Located in a safe residential neighb ...
From $755 per night (USD)
VRBO
$Ideal Eastport\/ Annapolis Location$
From $201 per night (USD)
VRBO
Ideal Eastport\/ Annapolis Location
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This spacious, fully furnished one bedroom1st floor apartment is perfectly located and has everything you need for your ...
From $201 per night (USD)
VRBO
From $322 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 $322 per night (USD)
VRBO
From $195 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 $195 per night (USD)
VRBO
From $213 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 $213 per night (USD)
VRBO
From $240 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 $240 per night (USD)
VRBO
From $561 per night (USD)
VRBO
Charming Annapolis WaterVIEW Home
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Charming Annapolis home, just 150 feet from the water, with floor to ceiling windows overlooking the expansive waters o ...
From $561 per night (USD)
VRBO
From $340 per night (USD)
Expedia
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 $340 per night (USD)
Expedia
From $173 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 $173 per night (USD)
VRBO
From $513 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 $513 per night (USD)
VRBO
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
$Well-appointed 1 bedroom, 1 bath in Annapolis \/ Eastport$
From $263 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 $263 per night (USD)
VRBO
$Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis\n$
From $715 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 $715 per night (USD)
VRBO
$Annapolis-Eastport Cottage Home w\/ RV Van Parking & Hook-up too!$
From $253 per night (USD)
VRBO
Annapolis-Eastport Cottage Home w\/ RV Van Parking & Hook-up too!
Bedrooms:
2
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 $253 per night (USD)
VRBO
$Annapolis\/Eastport Private Beautiful Apt- < 1 Mile Walk To Downtown$
From $189 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 $189 per night (USD)
VRBO
From $160 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 $160 per night (USD)
VRBO
From $841 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 $841 per night (USD)
VRBO
From $560 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 $560 per night (USD)
Expedia
From $197 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 $197 per night (USD)
VRBO
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)
VRBO
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)
VRBO
From $367 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 $367 per night (USD)
VRBO
From $524 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 $524 per night (USD)
VRBO
From $547 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 $547 per night (USD)
VRBO
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 $1580 per night (USD)
Expedia
Riverfront Retreat 7mil from MD Renaissance Fest!
Bedrooms:
6
Bathrooms:
10
Sleeps:
16
Welcome to your serene retreat on the South River! The heart of this expansive estate is a charming cottage with 5 bedro ...
From $1580 per night (USD)
Expedia
From $830 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 $830 per night (USD)
VRBO
From $481 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 $481 per night (USD)
Expedia
From $274 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 $274 per night (USD)
VRBO
From $503 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 $503 per night (USD)
VRBO
From $206 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 $206 per night (USD)
VRBO
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 $640 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 $640 per night (USD)
VRBO
From $542 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 $542 per night (USD)
VRBO
From $627 per night (USD)
VRBO
La Maison - Stunning waterfront views with pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Light-filled, modernly furnished 4-bedroom, 2.5 bathroom waterfront house on the South River, with a private pool - minu ...
From $627 per night (USD)
VRBO
From $378 per night (USD)
VRBO
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 ...
From $378 per night (USD)
VRBO
From $155 per night (USD)
VRBO
A Serene Tiny Home Experience
Bedrooms:
1
Bathrooms:
2
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 $155 per night (USD)
VRBO
From $493 per night (USD)
VRBO
Adorable cottage! Walking distance to USNA & downtown! (VRBO only)
Bedrooms:
2
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 $493 per night (USD)
VRBO
From $331 per night (USD)
VRBO
Brand new Renovation - Fleet Street Retreat in Historic Downtown Annapolis
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
We welcome you to our brand new listing on Fleet Street . Purchased in 2016 and taken down to the studs this property is ...
From $331 per night (USD)
VRBO
From $386 per night (USD)
VRBO
CIRCA 1885 - DOWNTOWN HISTORIC ANNAPOLIS
Bedrooms:
1
Bathrooms:
3
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 $386 per night (USD)
VRBO
From $2878 per night (USD)
VRBO
Nantucket on the Chesapeake Heated Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy comfort and convenience in this beautifully-appointed home! Nantucket on the Chesapeake has an old-world feel yet ...
From $2878 per night (USD)
VRBO
From $201 per night (USD)
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 ...
From $201 per night (USD)
Expedia
From $299 per night (USD)
VRBO
Renovated Historic Home located downtown with parking - Walk everywhere !
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
❤️❤️New kitchen , 2 system central AC and Heat , parking spot , Master bath and deck installed in 2021 New patio in Sp ...
From $299 per night (USD)
VRBO
From $425 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 $425 per night (USD)
VRBO
From $406 per night (USD)
VRBO
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)
VRBO
From $940 per night (USD)
Expedia
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)
Expedia
From $562 per night (USD)
VRBO
Lovely contemporary in water-privileged community
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Well-furnished contemporary home, great for families, located in a quiet family-friendly neighborhood. This home has 3 ...
From $562 per night (USD)
VRBO
From $808 per night (USD)
VRBO
Perfect weekend getaway
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Five Star quality private home in the historic Murray Hill neighborhood of Annapolis, around the corner from the town ce ...
From $808 per night (USD)
VRBO
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 $339 per night (USD)
VRBO
Charming cottage with parking. Easy walk to downtown.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover this charming, fully furnished cottage ideally accommodating up to six guests. Nestled on a serene street withi ...
From $339 per night (USD)
VRBO
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 $830 per night (USD)
Expedia
Private Waterview Estate with 4 bedroom Suites, game room and Hot Tub
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Visit the magic of Annapolis during the Holiday Season Welcome to Sanare Estates! The ultra-private waterfront estate is ...
From $830 per night (USD)
Expedia
$Beautiful home w\/elevator going to every floor. This house is accessible to all.$
From $1438 per night (USD)
VRBO
Beautiful home w\/elevator going to every floor. This house is accessible to all.
Bedrooms:
4
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 $1438 per night (USD)
VRBO
From $476 per night (USD)
Expedia
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 $476 per night (USD)
Expedia
From $838 per night (USD)
VRBO
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 $838 per night (USD)
VRBO
$Contemporary waterfront 4BR home close to downtown Annapolis - stunning water views w\/private dock\/pier\/ private pool and kayaks.$
From $1241 per night (USD)
Expedia
Contemporary waterfront 4BR home close to downtown Annapolis - stunning water views w\/private dock\/pier\/ private pool and kayaks.
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
STR259 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTAC ...
From $1241 per night (USD)
Expedia
$Charming 3 BR\/2BA home at Arundel on the Bay features a community beach, boat slips, playground.$
From $643 per night (USD)
VRBO
Charming 3 BR\/2BA home at Arundel on the Bay features a community beach, boat slips, playground.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
STR-000324 -THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONT ...
From $643 per night (USD)
VRBO
From $967 per night (USD)
Expedia
Elegant yet modern historic home in the heart of downtown Annapolis
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
STR-143426 THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONT ...
From $967 per night (USD)
Expedia
From $804 per night (USD)
VRBO
Charming 3BR house in the Heart of the Annapolis Historical District - 3rd fl. private suite
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
STR-143804 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CO ...
From $804 per night (USD)
VRBO
From $560 per night (USD)
VRBO
DOWNTOWN ANNAPOLIS DREAMHOME AWAITS!!! 3 BR charming home sits in the heart of Annapolis within walking distance to all major points of interest AND a Rooftop Deck!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
STR-144253 THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CON ...
From $560 per night (USD)
VRBO
From $1350 per night (USD)
VRBO
4 BR Colonial home just outside of Annapolis - Beautiful 4 Seasons room overlooking fenced backyard with beautiful pool!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
STR00808 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTA ...
From $1350 per night (USD)
VRBO
From $1324 per night (USD)
VRBO
Water view from every window - Located at the point where the deep water of Saltworks Creek meets the Severn River.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
STR50082- THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTAC ...
From $1324 per night (USD)
VRBO
From $1293 per night (USD)
VRBO
UNFORGETTABLE FAMILY GETAWAY. This fully renovated home has it all. 3 sides of direct bay waterfront.
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
STR-250 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTAC ...
From $1293 per night (USD)
VRBO
$4 BR\/3BA home in the heart of Historic Downtown Annapolis. 1 1\/2 blocks from the Naval Academy$
From $860 per night (USD)
Expedia
4 BR\/3BA home in the heart of Historic Downtown Annapolis. 1 1\/2 blocks from the Naval Academy
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
STR-141783 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CON ...
From $860 per night (USD)
Expedia
From $668 per night (USD)
VRBO
3BR Rowhome in Historic District - with Garage Parking for 1 - Location=AMAZING!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
STR21-145020 THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CO ...
From $668 per night (USD)
VRBO
From $938 per night (USD)
Expedia
Beautifully maintained historic 3 BR home and just forty yards from the US Naval Academy Barry Gate
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
STR-143320 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CON ...
From $938 per night (USD)
Expedia

Search Your Destination Now!

Anne Arundel Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 876 Rentals