$17,250
Available: Right Now
Listed: 04/05/2024
Annapolis, MD
This beautifully-decorated 4-bedroom home in the heart of Historic Annapolis is located directly behind Main Street. The stunning view in the Room with the View on the top floor is worth the climb up the stairs! **Parking is not on premises!! A d...
$13,440
Available: Right Now
Listed: 01/05/2024
Annapolis, MD
Beautiful views of the Chesapeake Bay and Bridge, wrap-around decking and large fenced yard on private street in water-privileged community. Get away to relax with ease in this spacious one-level home just outside Annapolis. The sunroom, with walls o...
$41,100
Available: Right Now
Listed: 04/05/2024
Annapolis, MD
Ensign's RidgeOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perfect for family and group gatherings, this darling, three-story home near Severn River is...
$11,880
Available: Right Now
Listed: 04/05/2024
Annapolis, MD
Welcome to this completely renovated midcentury ranch Annapolis home, jut a mile from the Naval Academy Football Stadium and a 5-minute drive to Downtown Annapolis. The spacious home features 4 large King-Size bedrooms, one of which is a Master Grand...
$12,390
Available: Right Now
Listed: 29/04/2024
Annapolis, MD
Welcome to the Blue & Gold House, across the street from the Navy Stadium & a short walk to shopping & dining in Downtown Annapolis. This centrally located home allows you to conveniently enjoy stadium events & explore the city on foot with off-stree...
$4,530
Available: Right Now
Listed: 04/05/2024
Annapolis, MD
A stand-alone gem nestled against a wooded backdrop - well back from the main home - and wrapped in a huge, teak-furnished, blue stone patio with fire pit situated in a sunny opening in the mature tree canopy. Super comfy queen Murphy bed offers easy...
$5,940
Available: Right Now
Listed: 01/05/2024
Annapolis, MD
Summary:This is an *amazing* 3 story / 5 bedroom house with a finished basement! This is the perfect house for a large group (w/pets) visiting Annapolis.It has the following must have amenities:Multiple king sized bedsTVs in ...
$12,000
Available: Right Now
Listed: 28/04/2024
Annapolis, MD
This lovely two story contemporary home has lots of glass to enjoy the views of Fishing Creek and the Chesapeake Bay. Sunsets are always different and always beautiful. This is a home designed for entertaining with a big kitchen and a dining room tha...
$52,500
Available: Right Now
Listed: 04/05/2024
Annapolis, MD
The perfect Commissioning Week House! Enjoy the views in this architectural gem- a modern, modified A-frame. It's a true entertainer's paradise: 4 separate deck areas with a waterfront bar, firepit and wired outdoor speakers are perfect for celebrati...
$14,850
Available: Right Now
Listed: 04/05/2024
Annapolis, MD
Quaint community of Arundel on the Bay in Annapolis, Maryland. Spacious 4 bedroom, 3.5 bathrooms in 3000 s.f. waterfront home on the Chesapeake Bay. with a 30 ft pier for fishing and crabbing. The community has a private neighbood beach within walkin...
$23,550
Available: Right Now
Listed: 01/05/2024
Annapolis, MD
Beautiful spacious modern family home with vintage charm. A great gathering spot for family or just wanting to spend some time along the Bay. Perfect location in the sought after community of Bay Ridge! Walking distance to the community beaches and m...
$25,170
Available: Right Now
Listed: 04/05/2024
Annapolis, MD
Welcome to this gorgeous Texas-themed downtown Annapolis home. Every inch of this home has custom finishes and has been painstakingly renovated by the gracious homeowner who recently opened his home to guests. And if the interior of the home isn't en...
$8,760
Available: Right Now
Listed: 01/05/2024
Annapolis, MD
Charming Bay Cottage just steps from a beautiful beach and the Chesapeake Bay, a short drive or walk to the crabbing and fishing pier and easy boat access at Sandy Point Park. USNA - 5miles away and Families LOVE this house! The home is ranch style w...
$15,000
Available: Right Now
Listed: 29/04/2024
Annapolis, MD
Walk to the Annapolis Navy-Marine Corp Stadium for games, or just a few mins by car to USNA and downtown.This delightful home features a large patio with bbq, outdoor dining & couch area, and garden with songbirds.Enjoy the unique and comfort...
$15,630
Available: Right Now
Listed: 29/04/2024
Annapolis, MD
Ditch the car, bring the family & dog and make this beloved and restored 1920's bungalow in the desirable maritime community of Eastport yours for a weekend or longer. Enjoy the best of Annapolis with an easy one mile walk to Downtown, City Dock, Nav...
$8,250
Available: Right Now
Listed: 29/04/2024
Annapolis, MD
The Corner House – Quaint and Cozy 2 Bedroom Suite with ParkingThe Corner House is a hidden gem located in the quaint President’s Hill neighborhood in historic Annapolis. New to the market, this suite is a cozy nook nestled on the third floor of ...
$22,500
Available: Right Now
Listed: 04/05/2024
Annapolis, MD
Delightful Arts and Crafts/ Coastal style home. Main Level is open space concept with 9 ft ceilings and plenty of natural light, walk out to large yard and patio for grilling entertaining. Second floor Master Suite and two Guest bedrooms each wit...
$18,600
Available: Right Now
Listed: 04/05/2024
Annapolis, MD
Absolutely gorgeous downtown waterfront home. Loaded with historical significance and character, all while minutes walking distance to museums, restaurants and festivities on Main Street Annapolis. This home has a deep water slip for up to 40 feet. T...
$9,930
Available: Right Now
Listed: 04/05/2024
Annapolis, MD
Incredible location in the Historic District of Annapolis. Walking distance to the Naval Academy, St. Johns College, and Annapolis waterfront. This 100+ year old charming row house offers a scenic front porch and beautiful backyard English garden w/b...
$11,640
Available: Right Now
Listed: 01/05/2024
Annapolis, MD
Custom home with inlaid floor, wood counters, hand made cabinets, and artistic touches. Beautifully landscaped large private yard. Badminton net and croquet available. Enjoy the outdoors bug free in the large screened-in porch while listening to the ...
$42,000
Available: Right Now
Listed: 29/04/2024
Annapolis, MD
About this spaceStunning Contemporary Home with private beach! House has been listed on another site receiving five star reviews from all previous guests. House was recently renovated on the Severn River with magnificent views of the Chesapeake B...
$27,300
Available: Right Now
Listed: 29/04/2024
Annapolis, MD
USNA Family Stay w/Pool - Infant/Toddler Friendly!Enjoy the newest addition to my “Family Friendly Staycation” home hosting experiences in Annapolis!Enjoy peaceful relaxation and make priceless memories with family, friends, loved ones or uni...