Vacation Rentals in Annapolis

Beautifully Decorated 2 Bedroom 2 Bath Condo With Garage. Minutes To Historic Downtown Annapolis Where You Can Enjoy The Finest Restaurants And Shop In Your Favorite...

'The Corner Slip' is a Historic Home just 2 blocks from the Chart House, Ruth Chris Steak House and many more restaurants. A Water Taxi is available for a fun 2...

Stunning 180-degree view of the South River, just off the Chesapeake Bay near Annapolis. The location is incredible. Just 10 minutes to downtown Annapolis and the...

Be our guest at 19 East Street, in the heart of Historic Annapolis. Walk out the front door, look left and see the Annapolis State House presiding over the top of...

Original heart-of-pine wood floors are located throughout the home, graced by many beautiful rugs. The fully renovated gourmet kitchen makes cooking an absolute...

Built in 1995 this home sits on a quite cul de sac with parking for 4 cars in driveway. This well appointed home can be rented to sleep 8 in beds and 2 on a full...

You will find a peaceful retreat from the world at Harwood House. We are located on nearly 8 acres, a tree farm. Our woods are filled with beautiful specimen trees...

This private home is located in Millersville, MD, which is only 20 minutes South of Baltimore, 20 minutes North of Annapolis and 40 minutes Northeast of Washington...

This 2 Bedroom Suite is located on 1/2 acres of beautiful landscaped property. It is centrally located with convenient access to the top tourist destinations in...

Complimentary High Speed Wireless Internet... make your next business trip a vacation! Great water views from our home; perched above a peaceful cove on Gingerville...

This is a home away from home with all of the amenities you should expect. The condo is fully furnished with a full and functional kitchen, including stacked washing...

Waterfront cottage to enjoy with friends and family. This three bedroom, 1 bath single family waterfront home in the Annapolis neighborhood of Oyster Harbor features...

Large, relaxing contemporary home. Walls of glass and cedar looking out at 3.5 acres of mature woods. The home design is very open and spacious.

Come Join Us In Our Lusiously Appointed Cottage! We are located in the Private Beach Community of Oyster Harbor, Md. Five minutes walk to the beautiful Fishermans...

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 Deep...

This cedar contemporary three-bedroom, two-bath waterfront house fronts the Almshouse Creek with unobstructed sailboat access to the South River and Chesapeake Bay.

Imagine, a little white beach on a quiet peninsula of the Magothy River. Within view of our beach (and deck) are nesting bald eagles, flocks of majestic blue herons...

67 East Street is located in the heart of the Annapolis Historic District. Whether you're coming into town for the US Naval Academy's Commissioning Week, The...

Stay here for your next vacation or business trip. Just a short drive to the biggest attractions in Maryland. Relax here in comfortable quarters at the bottom level...

Everything you need! Just pack a suitcase. Fully furnished 1 bedroom 1 bathroom condo with complete kitchen needs and full size washer/dryer within unit.