We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
TripAdvisor
Davidsonville
Post
Inbox
Search

Davidsonville Vacation Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    C$527 Average
    |||
    |||
    C$0C$1,000+
    Suitability
    More filters
    Don't let other travellers get your favourite Davidsonville area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 43 Rentals in Davidsonville
    Sort by:
    Default
    Davidsonville
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    The following rentals are within 15 kilometres of Davidsonville.
    Charming Annapolis home with stunning water views1 / 53
    (1)Excellent
    Annapolis
    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    *BOOK NOW* Beautiful Cottage in historic Annapolis1 / 25
    (22)Excellent
    Annapolis
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Annapolis
    5 Bedrooms, 3 Bathrooms, Sleeps 20 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Cable/satellite TV
    • Hot Tub
    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Comfort & Style: Enjoy stunning Chesapeake Bay Views, Beach, Pier, Boat Slips, Park, Water Access, Fire Pit, Patio Heater and more! Charming cottage & detached studio/game room (both upgraded in 2013) offer gourmet kitchen with new stainless steel appliances, a second full kitchen in garden...
    View all property information
    Location Information
    Annapolis, Maryland 21403
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 20
    Charming and Spacious Annapolis Victorian1 / 19
    (6)Excellent
    Annapolis
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Parking
    • Grill
    • Wi-Fi
    • Washer
    • Porch
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 17, 2018
    Great house, lots of space everything you want, nice small touches. Owner is very responsive to questions and very friendly. Highly recommended and we would use it again.
    Reviewed May 17, 2018
    Home had lots of rooms in various configurations which were great for our multi-generational family visit. Even toys for the toddlers! Host super helpful, even found us a...
    See all reviews
    About this property
    The Perfect House for a Navy Football Game Weekend!! This is a beautiful historic property within walking distance of downtown Annapolis and the Navy-Marine Corps Stadium. With six bedrooms (two queen beds, three fulls and two twins) the house could comfortably sleep up to 12. Additional rooms...
    View all property information
    Location Information
    Annapolis, Maryland 21405
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
    Luxurious 2 BDR Condo in Bowie Town Center. Close to DC and Annapolis1 / 33
    (1)Excellent
    Bowie
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • DVD Player
    • Terrace
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This luxurious condo has 2 bedrooms, 2 bathrooms, and enough sleeping arrangements for up to 6 guests to spread out throughout an impressive 1008 square feet of living space; an ideal place for a family or a group of friends looking for a cosmopolitan getaway. Situated in Bowie Town Center,...
    View all property information
    Location Information
    Bowie, Maryland 20716
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Annapolis
    5 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Patio
    • Washer
    • Grill
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your family will thank you for choosing this Severn River Waterfront Retreat for Vacation! From the moment you enter this 5 bedroom home you will appreciate the spectacular views of the Severn River. Four of the five bedrooms view the Severn River, so your family will love waking up to views of...
    View all property information
    Location Information
    Annapolis, Maryland 21032
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 11
    Charming Home close to historic district1 / 31
    (4)Excellent
    Annapolis
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Wi-Fi
    • Grill
    • Porch
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 19, 2017
    This is a great house to rent with another couple or with a family. The house is Within easy walking distance to all the fun in downtown And the waterfront. It has all the...
    Reviewed August 20, 2017
    We had a lovely stay in this spacious and tastefully furnished house. It was perfect for my husband and I and our three boys (8, 14 and 16). The rooms were larger than I...
    See all reviews
    About this property
    A Charming detached one-family home located in one of the most vibrant neighborhoods of Annapolis. Perfectly located in a quiet residential street, only 0.8 miles from the United States Naval Academy and a short walk from Main street. The home is situated only a few steps away from West street and...
    View all property information
    Location Information
    Annapolis, Maryland 21401
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Bowie
    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Cable/satellite TV
    • DVD Player
    • Grill
    • Air Conditioning
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful, comfortable single-family house located in the exclusif and upscale dunbarton community. Easy access to many attractions including Six Flags, HurrIcane Harbor, golf courses, walking paths, Forest PARK national preserve, the redskins FEDEX FIELD, historicDC, FAMOUS MAGIC JOHNSON'S...
    View all property information
    Location Information
    Bowie, Maryland 20721
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 16
    Excellent Location in Downtown Annapolis- walk to everything !1 / 17
    (1)Excellent
    Annapolis
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • DVD Player
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 22, 2018
    The house was perfectly located to walk around the downtown area. The house was fully equipped and in great order. Communications with the owner were very good and coordination...
    See all reviews
    About this property
    We bought and renovated this rowhouse in 2007 for a second home for friends and family to stay when they visited and it eventually evolved into one of the most popular rental properties in all of Historic Annapolis. A former ' Home of the Week' in the Capital Gazette it is also one of the most...
    View all property information
    Location Information
    Annapolis, Maryland 21401
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Save time - get the best Davidsonville rentals sent straight to your email!
    Get the List
    Luxury Boat & Bed 78' Motor Yacht 'Laid Off'1 / 18
    (1)Excellent
    Edgewater
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Washer
    • Patio
    • Waterfront
    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 16, 2018
    We stayed aboard the Laid Off for a friends 40th birthday celebration and had a wonderful evening watching the sunset surrounded by friends and family! It was a relaxing evening...
    See all reviews
    About this property
    Our luxury 78' Hatteras Motor Yacht, 'Laid Off' is an exciting experience to stay on for the day, overnight, weekend or a week. The Yacht offers 4 luxury staterooms each with its own bathroom. The large living room has a piano, lounge seating, flat screen TV/entertainment center with karaoke....
    View all property information
    Location Information
    Edgewater, Maryland 21037
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Walk to Shops/Eateries Charming Cottage. Dogs Wel.1 / 51
    (2)Excellent
    Annapolis
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Housekeeping Included
    • Patio
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 19, 2017
    We stayed at the cottage for an extended period of time and it was very enjoyable. The house itself was well put together and had everything that we could have needed. The...
    See all reviews
    About this property
    This City-inspected vintage cottage in Upper Eastport, located on a cul de sac, is a short walk to the Historic Harbor & just blocks from Spa Creek. History, waterfront, rooftop restaurants, wine bars, sailing, kayaking and more. We have everything here in Annapolis - USNA, sailing, culture,...
    View all property information
    Location Information
    Annapolis, Maryland 21403
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Bowie
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Private Garden
    • Patio
    • Housekeeping Included
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Airport*BWI, Reagan National and Dallas ; Amusement parks *Six Flags and Water Park ; University * GW, Univ of Maryland, Howard, American U ; Hospitals * John Hopkins, GW, Children's National, Washington Hospital Center Museum as well as the National Aquarium and Harbors are just moments away....
    View all property information
    Location Information
    Bowie, Maryland 20720
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Beautiful Murray Hill Home (Annapolis)1 / 30
    (3)Very good
    Annapolis
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Grill
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 21, 2015
    Owner has everything imaginable in the home that you would ever need for a vacation getaway. The house has lots of room so you have your privacy when needed. Beautiful...
    See all reviews
    About this property
    Our beautifully-appointed home pays homage to the Colonial Period. It comfortably sleeps eight guests with four bedrooms and 2.5 baths. It boasts elegant dining and living rooms. Enjoy the quiet street and an easy stroll to downtown Annapolis. We have taken great care and paid pain-staking...
    View all property information
    Location Information
    Annapolis, Maryland 21401
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    C/ean & Cozy1 / 10
    (2)Excellent
    Annapolis
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 5, 2018
    Accommodating hostess. Thank you for your hospitality. The room was neat and clean. Close to inner city, Annapolis.
    Reviewed June 19, 2017
    Very nice, clean, comfortable. Hostess was very accomodating. Would plan on staying there again if another trip to the area is warranted
    See all reviews
    About this property
    Our home is a 5 bedroom quality built home. This room is an office converted in to an extra bedroom space for guests to enjoy. It is located on the main level just inside the main entrance. It had double french doors which lock for privacy. Its a clean and cozy space and an expensive way to travel....
    View all property information
    Location Information
    Annapolis, Maryland 21409
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
    Gambrills
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is good for couples & solo adventures. Enjoy a clean, quiet and private space to call your home while visiting family or relocating for work. A Toyota Carolla is available for rent. This Master Suite offers keypad entry to make your stay as convenient as possible. Fast wifi, cable and...
    View all property information
    Location Information
    Gambrills, Maryland 21054
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Annapolis
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Grill
    • Patio
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home is centrally situated within the heart of the Historic District. You'll be only ~two blocks from Academy Gate Three, City Dock, St John's College, Main Street food, PACA House weddings and the Maryland state Capital. This is a Federal style, 1870's three-story row home which was partially...
    View all property information
    Location Information
    Annapolis, Maryland 21401
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Edgewater
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Washer
    • Waterfront
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a peaceful retreat at our 3BR/3BR home in Edgewater. Your only competition for the waterfront sunsets off the private pier will be the 3 resident Osprey (see pics). Catch some fish right off the pier, or bring your own boat or kayak for some fun on the water. Constructed in 1996, this...
    View all property information
    Location Information
    Edgewater, Maryland 21037
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Stunning Home in the Heart of Downtown Annapolis1 / 18
    (1)Excellent
    Annapolis
    3 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Wi-Fi
    • Washer
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 17, 2011
    Our family was gathering for a for a 60th Birthday Celebration and we could not have picked a better location, home, or more accommodating owner. We were trying to find a...
    See all reviews
    About this property
    This is an outstanding home for Alumni Weekends, Weddings, Academy Events, or Family Vacations. This beautifully appointed home offers you an at-home setting in the heart of Annapolis! The home in the downtown historic district was completely renovated and expanded in 2006. Park your cars in...
    View all property information
    Location Information
    Annapolis, Maryland 21401
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 11
    Annapolis
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Grill
    • Central Heating
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming Annapolis home, just 150 feet from the water, with floor to ceiling windows overlooking the expansive waters of the Chesapeake Bay. Water views from almost every room. Features 4 bedrooms and 4 bathrooms with luxury upgrades, viking and KitchenAid appliances, comfortable leather couches...
    View all property information
    Location Information
    Annapolis, Maryland 21403
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Annapolis
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Outdoor Dining Area
    • DVD Player
    • Balcony
    • Washer
    • Parking
    • Porch
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    HOUSE This fully renovated, circa 1890 ,Victorian house is located in the middle of the Eastport peninsula . The house is within walking distance, or a three minute taxi ride, to downtown historic Annapolis and the US Naval Academy, as well as shopping, several marinas, theater, numerous...
    View all property information
    Location Information
    Annapolis, Maryland 21403
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Annapolis
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    other traveller has booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Private Garden
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk to historic City Dock, waterfront restaurants, U.S. Naval Academy. Open, sunny floor plan ideal for entertaining. Craftsman style 3 BRM + den + office + front porch swing + screened back porch + game room + ample parking. Well-furnished. Sleeps 6-8 comfortably or up to 10 with available...
    View all property information
    Location Information
    Annapolis, Maryland 21403
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Annapolis
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is the newly renovated 780 sf studio unit that is on the ground floor of a main house that is similarly titled and on the same property. Striking and dramatic 8700 - 9000 sf contemporary, new loft style renovation of the main house with exposed structure and mechanical systems that serves as...
    View all property information
    Location Information
    Annapolis, Maryland 21401
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Annapolis
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • DVD Player
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Best location in Eastport ,We restored this lovely victorian house over the past sixteen years. The upstairs is modern and has all the great amenities that a renovated building provides. anderson windows to keep the place warm and toasty. Seperate heating/air conditioning controls.Wooden floors,...
    View all property information
    Location Information
    Annapolis, Maryland 21403
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Bowie
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Air Conditioning
    • Grill
    • Balcony
    • Washer
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are located just 10 minutes from FexEx Field (home of the Washington Redskins), 20 minutes from BWI airport, and about 30 miles from Washington, DC. Able to comfortably accommodate 8 adults and additional children, our home is nestled in a quiet, close suburb of DC. We are only a 2-minute walk...
    View all property information
    Location Information
    Bowie, Maryland 20715
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Annapolis
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Patio
    • Terrace
    • DVD Player
    • Central Heating
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home is in a very nice, safe neighborhood (two blocks to firehouse and 2 blocks to police station) within walking distance to historic downtown Annapolis. It is also less than a block to the Navy football stadium and easily walkable to grocery store, pharmacy, liquor store and...
    View all property information
    Location Information
    Annapolis, Maryland 21401
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Upper Marlboro
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Patio
    • Parking
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Clean, comfortable private rooms and baths in quiet Pet Friendly (P/F) Cul de Sac. Located in an established golf community. Great location. Only 15 miles from DC capitol and 1 hr from Baltimore harbor. 40 mins from casinos. Large home with owners on premises.Backs up to a nature reserve with...
    View all property information
    Location Information
    Upper Marlboro, Maryland 20772
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
    Annapolis
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Grill
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful 3br home on the peninsula in Eastport is perfect for your Annapolis visit. It is within walking distance to popular attractions including local and national restaurants, Naval Academy, downtown Annapolis, Annapolis Yacht Club, Eastport Yacht Club, Maritime Museum, Mears Marina,...
    View all property information
    Location Information
    Annapolis, Maryland 21403
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Annapolis
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    All the best of Annapolis awaits at this vacation rental house, set 10 minutes from downtown and only 1 block from Chesapeake Bay! Comfortably hosting 6, this sweet spot offers 3 bedrooms, 2 full baths, 2 half baths, a flagstone patio and screened porch. Watch an Annapolis Boat Show, visit the...
    View all property information
    Location Information
    Annapolis, Maryland 21403
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Charming Townhouse - Steps to City Dock and USNA1 / 7
    (1)Terrible
    Annapolis
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Outdoor Dining Area
    • DVD Player
    • Central Heating
    • Internet Access
    • Grill
    • Patio
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Shellback house is a three bedroom, one and 1/2 bath historic townhouse in the heart of Downtown Annapolis with a private garden. The house has views of Ego Alley (Annapolis Waterfront) from the front stoop and the master bedroom. BOOK NOW FOR 2015 LEGISLATIVE SESSION AT STIPEND RATES! Please...
    View all property information
    Location Information
    Annapolis, Maryland 21401
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Mayo
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Sauna
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Riverfront relaxation awaits at this 4-bedroom, 4-bath Edgewater vacation rental! The 3,000-square-foot home invites the whole crew to experience this beautiful location where a private pier, boat dock, and pool await! When you’re not shooting billiards in the pool house or grilling on the...
    View all property information
    Location Information
    Mayo, Maryland 21037
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
    Annapolis
    5 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 'Bay Ridge' has 2,900 square feet of living space and is over 100 years old. With antique furnishings, gorgeous hardwood floors, and luxurious bedrooms, you'll never want to leave this historic vacation rental home for 11 in Annapolis. The 4-bedroom 3.5-bathroom property has a pool house...
    View all property information
    Location Information
    Annapolis, Maryland 21403
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 11
    Annapolis
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Terrace
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The PupPad is an amazing space with even better views. Listen to the soft clank of the sailboat masts in the breeze and watch the sunlight dance on the water. We have fresh herbs growing on the balcony and more fresh air blowing in off the bay that you seldome need the A/C! Come enjoy some time...
    View all property information
    Location Information
    Annapolis, Maryland 21403
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Annapolis
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come play with the Big Dawgs on Ego Alley of Naptown! This lofty apartment is in the HEART of Annapolis with easy access to everything. VERY few folks can wake up to the view of Ego Alley (The Annapolis Waterfront) and enjoy an amazing morning walk during the sunrise or evenings with all the...
    View all property information
    Location Information
    Annapolis, Maryland 21401
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 4
    Gambrills
    3 Bedrooms, 3 Bathrooms, Sleeps 3 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Convenient to DC, Annapolis and Baltimore/BWI. Private bedrooms and baths with shared common spaces. Full access to living, kitchen, etc. Immaculate home with 3 level bumpout and plenty other bells & whistles. Gourmet kichen with corian counters, center island and 42 inch cabinets. Hardwood and...
    View all property information
    Location Information
    Gambrills, Maryland 21054
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 3
    Edgewater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our little boat on the South River is a unique way to visit Annapolis! The boat has 1 full size bed, and a banquette that turns into another full size bed. The boat has a TV with a DVD player, a full kitchen with a small refrigerator, microwave, kettle, heat/air conditioning, a full bathroom, and...
    View all property information
    Location Information
    Edgewater, Maryland 21037
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Edgewater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our little boat on the South River is a unique way to visit Annapolis! The boat has 1 full size bed, and a banquette that turns into another full size bed. The boat has a TV with a DVD player, a full kitchen with a small refrigerator, microwave, kettle, heat/air conditioning, a full bathroom, and...
    View all property information
    Location Information
    Edgewater, Maryland 21037
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Riva
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Sauna
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3-bed, 2.5-bath home feels like a destination in itself with its incredible backyard oasis complete with a pool, hot tub and outdoor kitchen! Nestled in Davidsonville, this vacation rental provides a secluded reprieve close to Edgewater and Woodland Beach - so you can easily enjoy both land...
    View all property information
    Location Information
    Riva, Maryland 21035
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Annapolis
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Clear the calendar for an easy-going getaway at this 1-bed, 1.5-bath vacation rental townhouse that sleeps 4 in Annapolis! This house boasts the best of both worlds - a tranquil atmosphere surrounding, and an ideal location just minutes from town. Spend mornings walking the nature trails,...
    View all property information
    Location Information
    Annapolis, Maryland 21409
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Edgewater
    3 Bedrooms, 1 Bathroom, Sleeps 2 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nice single family house with close drive to Annapolis MD and commutable to Washington DC. It's located in a very quiet neighborhood outside of Annapolis. Not accessible via metro. The nearest metro station is 20 minutes away by car. There are supermarkets and various restaurants nearby. Easy drive...
    View all property information
    Location Information
    Edgewater, Maryland 21037
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 2
    Annapolis
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The lively metropolis of Annapolis awaits at this lovely 4-bedroom, 2.5-bathroom vacation rental condo that sleeps up to 10 guests. While nestled in a quiet neighborhood with lots of yard space, this Annapolis home is only 5 minutes from downtown, 10 minutes from the bay, and within walking...
    View all property information
    Location Information
    Annapolis, Maryland 21401
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Annapolis
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location: Oceanfront / View: Ocean & Bethany Beach / Sleeps: 8 / 3BR, 2.5BA condo About this home: Just listed for 2019 rentals! Escape to Sea Colony in this upscale eighth floor 3-bedroom, 2.5-bath oceanfront condo! So many great updates (check out the photos to see them all.). Just steps to...
    View all property information
    Location Information
    Annapolis, Maryland 19930
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Annapolis
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Annapolis’s historic downtown district is home to museums, marinas, waterfront parks, trendy restaurants, and the US Naval Academy - all of which you’ll find within 1 or 2 miles of this townhome! Boasting 3 bedrooms, 2 bathrooms, a full kitchen, and private patio, this perfectly located vacation...
    View all property information
    Location Information
    Annapolis, Maryland 21401
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    List your property
    Owner log in