Annapolis, Maryland
29 properties available
Just steps away from the stadium, make one of the most charming, custombuilt stone historic homes on a private lane your vacation stay. It combines the intown convenience you desire mixed with the seclusion you often long for. Sporting lovely historic and nautical details throughout, it complements Commissioning week perfectly, making your stay tru
Stadium Gardens (290364)
Annapolis, MD
House
3
bedrooms
4
baths
8
guests
The Master Shipwright offers you downtown convenience, history, and charm as well as, a true Annapolis waterfront experience on Spa Creek. Four painstakingly renovated floors bring this home into this century without losing the shipbuilding history that surrounds it.
The photos truly do not describe this incredible home. Walk into the front door i
The Master Shipwright (290393)
Annapolis, MD
House
4
bedrooms
4
baths
6
guests
Looking for the perfect retreat for a memorable staycation with your beloved groups Then, look no further than this twostory, familyfriendly home located just a mile from the heart of the forever charming Annapolis! The extensive enclosed backyard provides a private space where you and your guests can hang out and create everlasting memories gathe
Harrison Hall (290909)
Annapolis, MD
House
4
bedrooms
3
baths
8
guests
Treat your beloved group and yourself to this upscale historic residence situated on one of the most soughtafter streets in downtown Annapolis. Find custom millwork and details throughout, 10 ft ceilings, all new gorgeous furnishings on the first and second levels, all new amenities, and room for everyone to sleep comfortably and privately.
Enter
The Pacific Fleet House (290453)
Annapolis, MD
House
5
bedrooms
3
baths
10
guests
On the quiet Lake Ogleton off of the Chesapeake, this seven bedroom waterfront home with a gorgeous new pool, hot tub, and private pier will be a place for you and yours to relax and make memories.
This beautiful Frank Lloyd Wrightinspired contemporary home with plenty of waterfront amenities boasts newly renovated interior and exterior spaces.
The Admiral's Retreat (290205)
Annapolis, MD
House
7
bedrooms
4
baths
14
guests
Surprise your loved ones with a unique home away from home when you book this historic downtown Annapolis retreat! The original house was built in 1867 and is said to be the first subdivision of the HammondHarwood Gardens. Lovingly restored in the 1980s, the early home has been documented through photographs by the Historic Preservation Society. Th
Submariners Gate (290385)
Annapolis, MD
House
4
bedrooms
2
baths
8
guests
Boasting acres of lawn, a dock, and plenty of outdoor spaces for you and your loved ones to explore and use, this spacious threestory home is definitely calling your name! Sitting on the shores of the beautiful Severn River, this waterfront home away from home welcomes you with unparalleled water views.
Outdoor living is key at KR Beach Club. With
KR Beach Club (291680)
Annapolis, MD
House
7
bedrooms
5
baths
14
guests
Harness Creek waterfront provides a peaceful getaway just five miles to downtown. Custom renovations transformed this waterside cottage into an Annapolis oasis. Enjoy unobstructed views of waterfront views from this beautiful home.
The kitchen is all brand new, with a large granite island. It opens to the dining and living area with water views.
Waterfront and Wine (290233)
Annapolis, MD
House
3
bedrooms
3
baths
8
guests
Located right in the heart of Annapolis, this newly renovated detached home features stateoftheart finishes throughout and all the comfort of home! With a spacious yard and patio for outdoor activities, a big front porch for people watching, and stunning details, modern upgrades, yet history retained, this marvelous home is the definition of unforg
Blue Angel's Nest (291098)
Annapolis, MD
House
4
bedrooms
3
baths
10
guests
Consider this the perfect family gathering place. With great entertaining spaces inside and out, this space is big enough for your entire family, yet comfy enough that you will feel right at home.
The main level houses a comfy living room with a fireplace and TV, a modern open kitchen with a new refrigerator, dishwasher, and all the necessary amen
Stadium Splendour (290382)
Annapolis, MD
House
5
bedrooms
4
baths
14
guests
This downtown gem has four bedrooms and three and a half bathrooms and is conveniently located steps from the Naval Academy Gate and City Dock. Escape outdoors to the private, gated patio under the USNA Chapel Dome. There is comfortable conversational seating for four and a propane grill for warmweather barbecues.
Inside, the comfortable family ro
The King's Court (290789)
Annapolis, MD
House
4
bedrooms
3
baths
8
guests
Historical charm meets modern convenience at this darling brick home, within easy walking distance of all Annapolis charms. Situated directly across from historic St. Johns College and a few blocks from the U.S. Naval Academy, youll be steps away from all of downtowns shops, restaurants, bars, historical landmarks, Annapolis City Dock, and more. Sp
The Little House (294740)
Annapolis, MD
House
2
bedrooms
2
baths
4
guests
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