Anne Arundel Area Rentals
- From $232 per night (USD)
VRBO
Visit Annapolis Spring\/Summer 2025, 1B\/1B Apt, Pristine, Peaceful, Walkable
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Fox Haven, a bright, pristine 1 Bed/1 Bath apartment with its own separate lower level entrance. This lovely ...
From $232 per night (USD)VRBO
- From $189 per night (USD)
Expedia
House with 3 beds 2 bedrooms and backyard
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
26 miles from US Capitol in Washington DC and 2 miles from Historic downtown of Annapolis; 2.3 miles from US Navy Academ ...
From $189 per night (USD)Expedia
- From $371 per night (USD)
VRBO
Riverview Retreat on Warehouse Creek
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Riverview Retreat on Warehouse Creek is a renovated, tranquil, and luxurious guest house, offering families and groups a ...
From $371 per night (USD)VRBO
- From $1172 per night (USD)
Expedia
Grand, historic, fun, fabulous home - downtown Annapolis at Main St. & City Dock
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
The Oaks Inn is an exceptional home hjistoric nestled in the heart of Historic Downtown Annapolis that seamlessly combin ...
From $1172 per night (USD)Expedia
- From $671 per night (USD)
VRBO
Chill by the Bay, Warm in the Hot Tub: Annapolis Retreat
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Embrace the essence of Annapolis in this captivating three-story waterfront residence, where distinctive charm and exclu ...
From $671 per night (USD)VRBO
- Click For Pricing
Expedia
Annapolis Charmer! 2BR Bright BSMT APT 3 mi to DT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
About this space Quiet, cozy established single family neighborhood with a huge yard. Take in the history/music scene a ...
Click For PricingExpedia
- From $388 per night (USD)
VRBO
Cozy Home in Cape St Claire
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This home is cozy and convenient. The large swimming pool (seasonal) and deck make summer days fly by in the back yard! ...
From $388 per night (USD)VRBO
- From $1321 per night (USD)
Expedia
Waterfront Estate Annapolis - Beautiful Views - Dock & Boat Slip - Pet Friendly
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 12
Brand New Construction with over 8000 sf finished October 2023 in a private family subdivision at the end of an exclusiv ...
From $1321 per night (USD)Expedia
- From $291 per night (USD)
VRBO
Townhouse centrally located between Annapolis and Baltimore
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Located centrally between Baltimore and Annapolis there is lots to do whether it's hiking a trip downtown sitting on the ...
From $291 per night (USD)VRBO
- From $407 per night (USD)
Expedia
Mins to Annap; Luxury Townhome
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Visiting the Annapolis area? Stay in style in this very spacious 3-bed, 3.5-bath 3-level townhouse. Sleeps 8 very comfor ...
From $407 per night (USD)Expedia
- From $644 per night (USD)
VRBO
Fisher House - Downtown Annapolis!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to our beautifully renovated historic home in the heart of Annapolis! The Fisher House was built in 1885 and nam ...
From $644 per night (USD)VRBO
- From $1575 per night (USD)
Expedia
USNA Luxury Home in Downtown Annapolis with local garage parking
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
Steps to the academy and downtown. 1 parking spot included for guests in a garage just steps from our home. We pay for ...
From $1575 per night (USD)Expedia
- From $379 per night (USD)
VRBO
Gorgeous dog-friendly retreat w\/ fireplace, patio, & firepit - centrally located
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Anchors Away Abode Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $379 per night (USD)VRBO
- From $553 per night (USD)
Expedia
Annapolis Retreat - 7 mins from downtown Annapolis!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
Welcome to this charming five-bedroom, two-bathroom escape nestled in the Hillsmere Shores neighborhood of Annapolis. Ju ...
From $553 per night (USD)Expedia
- From $721 per night (USD)
VRBO
Cozy Annapolis Abode: 507 Schley Rd Vacation Rental, Minutes from Downtown!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Property Highlights: This lovely 4-bedroom home boasts 3 full bathrooms and room to comfortably sleep up to 10 people. ...
From $721 per night (USD)VRBO
- Click For Pricing
Expedia
Luxury Waterfront home with private pier and guest house
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
*Available for Commissioning Week 2024 - Pool will be open!* Gorgeous large contemporary waterfront home minutes to dow ...
Click For PricingExpedia
- From $470 per night (USD)
VRBO
Annapolis House Minutes from Downtown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
This Quiet peaceful location with Spacious 4 bedroom, 2 full and 1 half bath is just 3 miles from Downtown Annapolis. Pe ...
From $470 per night (USD)VRBO
- From $239 per night (USD)
Expedia
Stylish 1BD\/ 1BA Duplex Centrally Located!! Near BWI\/NSA\/FT Meade\/BAL TO DC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to your new home away from home! Relax with the whole family at this peaceful place to stay. This newly renovate ...
From $239 per night (USD)Expedia
- From $465 per night (USD)
VRBO
Water views from every window of unique round house
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Visit the magic of Annapolis during the Holiday Season Tucked between the Chesapeake Bay and 500 acres of state park, th ...
From $465 per night (USD)VRBO
- From $334 per night (USD)
Expedia
The Carrollton Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy this charming 2 bedroom, 1.5 bathroom cottage home conveniently located within walking distance of Downtown Annapo ...
From $334 per night (USD)Expedia
- From $123 per night (USD)
VRBO
Baltimore Adventure Awaits! Prime Location, Pets Allowed, Fully Kitchen!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience exceptional comfort and convenience in spacious suites featuring fully equipped kitchens, workspaces, and com ...
From $123 per night (USD)VRBO
- From $163 per night (USD)
VRBO
Explore Baltimore, Central Location Pets Are Allowed, Kitchen!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience exceptional comfort and convenience in spacious suites featuring fully equipped kitchens, workspaces, and com ...
From $163 per night (USD)VRBO
- From $163 per night (USD)
VRBO
Central Baltimore Gem, Kitchen, Pet-Friendly Property, Explore Inner Harbor!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience exceptional comfort and convenience in spacious suites featuring fully equipped kitchens, workspaces, and com ...
From $163 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Discover Baltimore's Best Spots, 2 Cozy Units With Kitchens, Pets Allowed!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Experience exceptional comfort and convenience in spacious suites featuring fully equipped kitchens, workspaces, and com ...
From $325 per night (USD)VRBO
- Click For Pricing
VRBO
Amazing townhome in Annapolis, near Restaurants, USNA, Shopping centers, & more
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 3
Amazing three bedroom townhome with Masters suite(with full bathroom), and 2 additional bedrooms with access to one full ...
Click For PricingVRBO
- From $267 per night (USD)
Expedia
Luxury 3-Level Townhome Near BWI, Easy City Access, Parking Included
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy a spacious 3-level, 2050 sqft townhome just 11 minutes from BWI Airport and steps from major highways, including I ...
From $267 per night (USD)Expedia
- Click For Pricing
VRBO
Spend Commissioning Week Here: Walk to Yard, Pool, Hot Tub, Kayaks, and more...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Park once and walk everywhere! Plus, enjoy our pool, hot tub, fire pit and large patio for your gatherings. Have your mo ...
Click For PricingVRBO
- Click For Pricing
Expedia
Charming 3-bedroom townhome with WiFi, AC, & Community pool in serene Laurel, Md
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Get ready to relax in this 3-bedroom townhome in Laurel, Md. This brilliant property features 1 queen bed and 2 full bed ...
Click For PricingExpedia
- From $530 per night (USD)
VRBO
Spacious 5 bedroom house in Annapolis - 3 Miles from Naval Academy
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Unwind in Annapolis at this brilliant house. With 5 cozy bedrooms featuring a mix of king, queen, and full beds, guests ...
From $530 per night (USD)VRBO
- From $258 per night (USD)
Expedia
#DreamDeale - water view home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Modern 3 bed/1 bath cottage with water views of Rockhold Creek and access to the Bay via our community pier. We are loca ...
From $258 per night (USD)Expedia
- From $413 per night (USD)
VRBO
Mins to Downtown Annapolis in Waterfront community at Family and Pet friendly Pinecrest Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Visit the magic of Annapolis during the Holiday Season Just minutes from Downtown Annapolis, this charming Cape is locat ...
From $413 per night (USD)VRBO
- From $600 per night (USD)
Expedia
Spacious 2-Unit Home with Parking, Private Backyard, and Dog-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your perfect getaway in the heart of Eastport, Annapolis! This beautifully restored 2-unit building offers fl ...
From $600 per night (USD)Expedia
- From $482 per night (USD)
VRBO
Splendid home w\/private pool, fire pit, several decks & balconies
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Porter Point Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $482 per night (USD)VRBO
- From $2475 per night (USD)
Expedia
Spacious 6-bedroom home with pool in quiet neighborhood near USNA.
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
The perfect home away from home during USNA's Commissioning Week. Located just over a mile from USNA across the Naval Ac ...
From $2475 per night (USD)Expedia
- From $1187 per night (USD)
VRBO
Historic Annapolis Treasure
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Entire Home in Historic Downtown Annapolis Forget your worries in this spacious and serene enchanting Victorian home in ...
From $1187 per night (USD)VRBO
- From $1430 per night (USD)
Expedia
Downtown Annapolis Duke's House
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
This newly renovated 4-bedroom, 3.5 bathroom home is perfectly situated in the heart of historic downtown Annapolis, ma ...
From $1430 per night (USD)Expedia
- From $420 per night (USD)
VRBO
Dean Street Delight - Pristine Home in Historic Annapolis with Parking
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
This enchanting house in Annapolis offers a nautical themed retreat in the Historic District . Featuring an open floor ...
From $420 per night (USD)VRBO
- From $513 per night (USD)
VRBO
Millersville Haven
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to Millersville Haven! Nestled in a peaceful neighborhood in the heart of Millersville, Maryland, this charming ...
From $513 per night (USD)VRBO
- From $273 per night (USD)
VRBO
Annapolis Escape, Steps to Harbor backs to Gate 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This ground floor, private entrance condo has been fully renovated w/ new paint, floors, bath & kitchen. Queen Bed & sle ...
From $273 per night (USD)VRBO
- From $385 per night (USD)
VRBO
Stay on a boat while in annapolis for the shows.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Large 43' sailboat with 3 cabins, 2 bathrooms, a large cockpit and plenty of space on the deck. The boat is anchored in ...
From $385 per night (USD)VRBO
- From $1366 per night (USD)
VRBO
Historic Annapolis Charmer <1Mile to NMC Stadium
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 18
IMMACULATE SPACE AND RARE FIND IN DOWNTOWN ANNAPOLIS SLEEPING UP TO 21! Beautifully maintained 1930's home in the middl ...
From $1366 per night (USD)VRBO
- From $656 per night (USD)
VRBO
Home with garage parking & EV!!Downtown Fleet Street Carriage House
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Friends! We are a USNA family (‘92) that loves this town! Walk to bottom of our street and you are at the docks. Walk to ...
From $656 per night (USD)VRBO
- From $231 per night (USD)
VRBO
Home 2 Stay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This 2 bedroom condo has lots of extra space for your Annapolis stay. Fully stocked galley kitchen, master suite, washer ...
From $231 per night (USD)VRBO
- From $390 per night (USD)
VRBO
Coastal Chesapeake cottage in Eastport
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Welcome to our newest listing - The Coastal Cottage on Chesapeake located in the Maritime community of Eastport . This b ...
From $390 per night (USD)VRBO
- From $251 per night (USD)
VRBO
Bay Ridge house by Quiet Waters Park, Thomas Point Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Brand new home with comfortable beds, open floor plan with kitchen excellent for entertaining, and fully equipped. All f ...
From $251 per night (USD)VRBO
- From $570 per night (USD)
Expedia
Neptune by the Water
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Located just a short drive from downtown Annapolis, the US Naval Academy, as well as the US Naval Stadium, this home off ...
From $570 per night (USD)Expedia
- From $521 per night (USD)
VRBO
This tent is a 0 bedroom(s), 1 bathrooms, located in Edgewater, MD.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 16
Get away from it all when you stay under the stars, pitch your tent for an intimate waterfront glamping experience, or h ...
From $521 per night (USD)VRBO
- From $852 per night (USD)
VRBO
New home in historic Eastport! Steps from restaurants, retail, and more.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Virtual tour: https://cquh.short.gy/eastportretreat Welcome to our charming Eastport retreat in Annapolis, Maryland – w ...
From $852 per night (USD)VRBO
- From $798 per night (USD)
VRBO
Classic Victorian home in the heart of Eastport
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
3 bedroom house with off street parking, friendly porch. Make yourself at home and enjoy the neighborhood! There’s a b ...
From $798 per night (USD)VRBO
- From $799 per night (USD)
Expedia
Newly-renovated Lighthouse Inn with game room parking, private backyard, walk to downtown
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Visit the magic of Annapolis during the Holiday Season Stay in this stunning Craftsman home, just steps from the water a ...
From $799 per night (USD)Expedia
- From $482 per night (USD)
VRBO
6-BR Kid-Friendly Retreat Minutes from USNA and Downtown Annapolis!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Escape to luxury in this stunning 6-bedroom, 4.5-bathroom home nestled near the historic charm of Annapolis. 30 minutes ...
From $482 per night (USD)VRBO
- From $502 per night (USD)
VRBO
Stylish & New, Pet Friendly Fenced Yard, Walkable Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This stunning detached home, designed by Stylish Stays, is the perfect place for a stay in THE HEART of Annapolis. This ...
From $502 per night (USD)VRBO
- From $648 per night (USD)
VRBO
Captain's Quarters - Eastport!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Ditch the car, bring the family & dog and make this beloved and restored 1920's bungalow in the desirable maritime commu ...
From $648 per night (USD)VRBO
- From $162 per night (USD)
Expedia
Cheerful 2 Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to this relaxing home for your getaway. It is perfect for vacations, retreats, meetings, family visits, and BUSI ...
From $162 per night (USD)Expedia
- From $444 per night (USD)
VRBO
London Towne Bungalow w\/Loft - Walk to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This stylish London Towne Bungalow is only walking distance from Edgewater Park and Historic London Town & Gardens, a hi ...
From $444 per night (USD)VRBO
- From $540 per night (USD)
Expedia
Edgewater\/Mayo Getaway!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious single-family home in the heart of Mayo! This lovely home sleeps 6 comfortably but can accommodate up to 8. Ins ...
From $540 per night (USD)Expedia
- From $452 per night (USD)
VRBO
Gourmet Kitchen + Family & Pet Friendly Residence!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This stylish home is perfect for group trips, family getaways and work retreats! The Chef’s kitchen comes complete with ...
From $452 per night (USD)VRBO
- From $253 per night (USD)
Expedia
Waterfront Getaway, Dock Your Boat & Play!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Dock your boat (or park your car) and immerse yourself in an expansive waterfront experience! Our brand-new guest unit i ...
From $253 per night (USD)Expedia
- Click For Pricing
VRBO
4 Bed & 3 Bath Contemporary in Heart of Eastport!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
DT Annapolis/ Eastport Contemporary home w open floor plan! Kitchen w large breakfast bar, SS appliances, white cabinetr ...
Click For PricingVRBO
- Click For Pricing
Expedia
Contemporary in Heart of Eastport w 2 car garage!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Contemporary home with open floor plan & 2 car detached garage! Kitchen w large breakfast bar, SS appliances, white cabi ...
Click For PricingExpedia
- Click For Pricing
VRBO
2003 Craftsman; Heart of Eastport!
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
Eastport Craftsman (2003). Short stroll to DT Historic Annapolis shops & Restaurants! Open floor plan! Stunning 2,464 sq ...
Click For PricingVRBO
- Click For Pricing
Expedia
Heart of Eastport 4 bedroom Modern Craftsman!
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
Stunning 3,600 sq ft 4 bed/ 3 1/2 bath Contemporary Eastport Craftsman (2003). Short scenic stroll to DT Historic Annapo ...
Click For PricingExpedia
- From $300 per night (USD)
VRBO
Cozy Arnold House Near Annapolis\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your family will be close to everything Annapolis has to offer when you stay at our cozy Arnold home. This home is locat ...
From $300 per night (USD)VRBO
- From $337 per night (USD)
Expedia
Restful and Charming Home in Eastport\n
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
We offer a 10% military discount upon request! A cozy home away from home in Eastport located within 1.5 Miles of Histor ...
From $337 per night (USD)Expedia
- From $146 per night (USD)
VRBO
Lovely 2 bed\/1bath corner unit with a private balcony.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This lovely 2 bedroom corner unit with it's private balcony offers seclusion and amenities as a single family home witho ...
From $146 per night (USD)VRBO
- From $390 per night (USD)
Expedia
Downtwn Stylish 3BR\/2BA with Exclusive Parking in Annapolis-USNA Stadium
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to this Annapolis gem located in the historic city of Annapolis. Enjoy living walking distance from all of the b ...
From $390 per night (USD)Expedia
- From $149 per night (USD)
VRBO
Your Home Away From Home! Pool, Pet-Friendly Unit, Near Edgar Allen Poe Museum
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience exceptional comfort and convenience in spacious suites featuring fully equipped kitchens, workspaces, and com ...
From $149 per night (USD)VRBO
- From $287 per night (USD)
Expedia
Cozy Private Family Palace near BWI, Pet-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Have fun with the whole family at this stylish place curated by ImmaBe Real Estates. Conveniently located close to diver ...
From $287 per night (USD)Expedia
- From $1012 per night (USD)
VRBO
USNA family Waterfront Paradise just minutes from Annapolis and Baltimore, MD.
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 25
Designed to bring the outdoor in, this house is bright and lively! Large open floor plan with views of the 300' of water ...
From $1012 per night (USD)VRBO
- From $412 per night (USD)
VRBO
Family & Dog Friendly - Arcade - Prime Location
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
This home is designed to accommodate families and groups of friends alike. We have all your needs for a comfortable, rel ...
From $412 per night (USD)VRBO
- Click For Pricing
VRBO
Beautiful Victorian in Great Eastport Location
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Available for Annapolis Boat Shows. Large historic Victorian in desirable Eastport, close to restaurants and short walk ...
Click For PricingVRBO
- From $123 per night (USD)
Expedia
Suburban Retreat Near Baltimore Harbor
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Welcome to your cozy getaway just outside the city limits. Whether you're staying for BUSINESS or stepping out with a l ...
From $123 per night (USD)Expedia
- Click For Pricing
VRBO
10 min from Downtown Annapolis. Kid friendly, open concept, lg screened porch.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Large single family home , 4 floors, completely remodeled with plenty of room for people to sleep, kids room with bunk ...
Click For PricingVRBO
- From $597 per night (USD)
VRBO
Annapolis gem! Walk to Stadium & close to USNA
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Privacy and convenience!! Walk to Navy-Marine Corp Stadium, or just a few mins by car to USNA, downtown, restaurants an ...
From $597 per night (USD)VRBO
- From $484 per night (USD)
VRBO
4 Bedroom - Completely updated. Super safe neighborhood close to USNA stadium
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Not your typical Airbnb. This is our vacation house too and we have it stocked so you can enjoy all of the amenities of ...
From $484 per night (USD)VRBO
- Click For Pricing
Expedia
Hyde Park Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Cute house at the end of a cul-de-sac in a friendly neighborhood! The house has two bedrooms and two full baths. It can ...
Click For PricingExpedia
- From $740 per night (USD)
VRBO
Location is perfect and a big bonus we have our own parking at the home!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Our favorite part about this home is its location in DTA with parking. We can walk to all the restaurants, pubs, USNA, ...
From $740 per night (USD)VRBO
- Click For Pricing
Expedia
Condo close to BWI, beautiful parks and attractions
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Super nice and relaxing space, cozy and spacious. You will feel right at home. The bedrooms and bathrooms are clean, spa ...
Click For PricingExpedia
- From $484 per night (USD)
VRBO
The Hideaway Spot- Waterfront w\/ Dock on Long Cove
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Take a moment to unplug in nature with beautiful waterfront views! Perfect space for a family of four, two adult couples ...
From $484 per night (USD)VRBO
- From $490 per night (USD)
Expedia
Historic 3 Bedroom Downtown Annapolis Townhome
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Be close to everything when you stay at this centrally-located, historic townhome! Located steps from the Naval Academy, ...
From $490 per night (USD)Expedia
- From $372 per night (USD)
VRBO
18th Cent. Charm in Historic Downtown Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Lower level furnished apartment, in one of Historic Annapolis's 10 oldest Private residences. Lovely wood, brick & ornam ...
From $372 per night (USD)VRBO
- From $645 per night (USD)
Expedia
Secluded Cozy Cottage in Historic Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Beautifully restored 1930s cottage w/ open floor plan & vaulted ceilings provide a homey vibe Enjoy having Historic Ann ...
From $645 per night (USD)Expedia
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VRBO
Garden home minutes from Baltimore and Washington DC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautiful living room with large window, Cozy indoor patio area, and the beautiful garden that rap around the home. Peac ...
Click For PricingVRBO
- From $157 per night (USD)
VRBO
My Annapolis Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
FOUR WEEK MINIMUM STAY beginning July 1st. This fully furnished studio apartment has everything you'll need for a quiet ...
From $157 per night (USD)VRBO
- From $518 per night (USD)
VRBO
7 mins away from Downtown Annapolis
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 11
Come stay at our cozy house. Perfect for a group of 11people. Share beautiful memories that will last a lifetime. Close ...
From $518 per night (USD)VRBO
- From $558 per night (USD)
VRBO
Escape Villa in Downtown Annapolis
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Perfect getaway, a short stroll to West Street, the Naval Academy, Navy-Marine Corps Memorial Stadium, City Dock, and Do ...
From $558 per night (USD)VRBO
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VRBO
Luxury Waterfront with Big Views 10 min from Downtown Annapolis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The perfect Commissioning Week House! Enjoy the views in this architectural gem- a modern, modified A-frame. It's a true ...
Click For PricingVRBO
- Click For Pricing
Expedia
Old home with Million dollar view
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Old home with million dollar view. New bed & bedding. So many good restaurants nearby. Waterfront with deck & dock. Down ...
Click For PricingExpedia
- From $1398 per night (USD)
VRBO
Newly renovated townhome with a fenced yard, gas grill, washer\/dryer, central AC
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
The Herons Nest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $1398 per night (USD)VRBO
- From $2915 per night (USD)
Expedia
Upscale multi-level retro home with large deck, washer\/dryer, and lovely patio
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
St Johns Adjacent Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $2915 per night (USD)Expedia
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VRBO
NEW lovely studio apartment with onsite parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy a stylish experience at this centrally-located place! (Two guests maximum) The space null. Other things to note Pl ...
Click For PricingVRBO
- From $519 per night (USD)
Expedia
Perfect Waterfront Getaway\/ Family Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to the perfect family home with 4 bedrooms, 3.5 baths, and large living rooms with comfy oversized couches. The ...
From $519 per night (USD)Expedia
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VRBO
Charming Eastport
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Who needs a boat to stay at a marina? Eastport Yacht Center has a quaint one bedroom apartment located in charming Eastp ...
Click For PricingVRBO
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Expedia
Condo Houseboat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This BRAND NEW condo house boat is nestled in Back Creek. The views of the Chesapeake Bay are amazing! This is the best ...
Click For PricingExpedia
- From $273 per night (USD)
VRBO
Waterfront Condo- Eastport Annapolis- Next to Spa Creek Draw Bridge & AYC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Upscale renovated units on the first floor of Yacht Club Condos. Both units A1 and C1 are available. First floor walk o ...
From $273 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Waterfront Home on the Chesapeake Bay!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Expansive views of the Cheasapeake Bay, located on the West River this home is private, peaceful and immaculate. Home in ...
From $400 per night (USD)Expedia
- From $998 per night (USD)
VRBO
42 Acres of Serenity & Nature Just15 Miles To Annapolis
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Hole In the Wall Farm I is a large open concept home situated on 42 picturesque acres just 15 minutes from Annapolis. I ...
From $998 per night (USD)VRBO
- From $1506 per night (USD)
VRBO
Annapolis Bayfront Home
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Beautifully restored turn of the century beach cottage located on an acre of landscaped property with magnificent views ...
From $1506 per night (USD)VRBO
- From $537 per night (USD)
VRBO
USNA-themed dog-friendly home steps from Navy Stadium with parking
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
Visit the magic of Annapolis during the Holiday Season In Navy jargon, the goat locker is a lounge, sleeping area, and g ...
From $537 per night (USD)VRBO
- From $460 per night (USD)
Expedia
Jackson's Bunker in Eastport with fenced-in backyard
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Visit the magic of Annapolis during the Holiday Season Located in the Annapolis "Republic of Eastport", this charming pe ...
From $460 per night (USD)Expedia