$16,410
Available: Right Now
Listed: 18/04/2024
Annapolis, MD
Nestled in a serene neighborhood, this exquisite 4-bedroom, 4-bathroom home offers the epitome of luxury living and entertainment. Boasting an array of inviting spaces designed for comfort and family gatherings, this home redefines modern living with...
$48,600
Available: Right Now
Listed: 17/04/2024
Annapolis, MD
The Admiral's RetreatOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'On the quiet Lake Ogleton off of the Chesapeake, this waterfront home with a gorgeous...
$13,350
Available: Right Now
Listed: 19/04/2024
Annapolis, MD
The Pearl of Oyster HarborOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether it's relaxation or activity you seek, you'll find it all in the gorgeous...
$13,890
Available: Right Now
Listed: 17/04/2024
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...
$15,000
Available: Right Now
Listed: 22/04/2024
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...
$16,350
Available: Right Now
Listed: 23/04/2024
Annapolis, MD
Enjoy a piece of Annapolis history! Nestled at the end of a row, this circa 1879 home has the perfect blend of historic cedar shake charm on the outside combined with a surprisingly modern interior. The renovated kitchen with its exposed brick chimne...
$6,000
Available: Right Now
Listed: 18/04/2024
Annapolis, MD
Enjoy this charming 2 bedroom, 1.5 bathroom cottage home conveniently located within walking distance of Downtown Annapolis shops and restaurants and the Naval Academy stadium! This is an ideal rental for up to 4 guests. The home comes complete with ...
$11,100
Available: Right Now
Listed: 18/04/2024
Annapolis, MD
Summary:This stylish two bedroom home is conveniently located in Annapolis' Germantown neighborhood off West Street, near downtown Annapolis. Perfect for Navy sporting events and boat shows, this home is two blocks (0.3 miles) from Navy-Marin...
$8,250
Available: Right Now
Listed: 22/04/2024
Annapolis, MD
Discover this charming, fully furnished cottage ideally accommodating up to six guests. Nestled on a serene street within walking distance of downtown, the United States Naval Academy, and the Navy and Marine Corps Stadium, this delightful space feat...
$46,440
Available: Right Now
Listed: 22/04/2024
Annapolis, MD
Stadium GardensOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Just steps from the stadium, make one of the most charming, custom-built stone historic hom...
$7,890
Available: Right Now
Listed: 18/04/2024
Annapolis, MD
Welcome to my home! This open concept 3 bedroom (all queens) 1.5 bath cottage has a large, fenced yard and backs up to the stunning Quiet Waters Park with its own access gate. There is a fold out full memory foam bed downstairs if needed. Parking acc...
$21,630
Available: Right Now
Listed: 17/04/2024
Annapolis, MD
This contemporary waterfront home sits on the Chesapeake Bay's South River. It is perfect for a vacation, work/school-from-home or just a change of scenery.Experience the feel of a quiet, wooded oasis with beautiful sunrises and sunsets yet still...
$31,770
Available: Right Now
Listed: 17/04/2024
Annapolis, MD
The Randall House is an historic gem in the heart of Downtown Annapolis withPARKINGfor 3 cars! Built in 1880, The Randall House, with its 4 bedroom and 4 Baths, is located just steps from the USNA Gate 1, downtown shops, restaurants & City Dock. ...
$11,550
Available: Right Now
Listed: 22/04/2024
Annapolis, MD
Perfect getaway, a short stroll to West Street, the Naval Academy, Navy-Marine Corps Memorial Stadium, City Dock, and Downtown Annapolis with all its offerings -- music, dining, nightlife, shopping, and so much more.Ideal for families visiting US...
$5,760
Available: Right Now
Listed: 17/04/2024
Annapolis, MD
Welcome to our little oasis! We're tucked away on a beautiful residential street yet 7 minutes away from restaurants, coffee shops and all that Annapolis has to offer. 10 minutes from the coast, 30 minutes from Baltimore and 35 minutes from DC.Yo...
$14,580
Available: Right Now
Listed: 22/04/2024
Annapolis, MD
Waterfront home, 2000 sq feet, in Annapolis, MD on Magothy River, overlooking Chesapeake Bay, Gibson Island with private beach and pier, short drive to downtown Annapolis, Bay Bridge, Naval Academy and Kent Island, great sunset/sunrise view and good ...
$19,350
Available: Right Now
Listed: 17/04/2024
Annapolis, MD
The Ship's BridgeOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Featuring the most sought-after Chesapeake Bay view, this luxurious newly built waterfron...
$22,080
Available: Right Now
Listed: 17/04/2024
Annapolis, MD
Welcome to this stunning home in downtown Annapolis with all the things you will ever need: parking for 2 cars (1 on-site in garage, 1 in off-site garage - with free street parking on the weekends), private back patio, water views, pet-friendly, gour...
$31,890
Available: Right Now
Listed: 22/04/2024
Annapolis, MD
Heron Point House is an owner imagined home, designed by one of the region's leading architects and built to perfection. Beautifully situated in a wooded lot overlooking the water, it was built for gracious living and entertaining. It is luxurious, y...
$7,500
Available: Right Now
Listed: 22/04/2024
Annapolis, MD
Welcome to the Cape! We offer our recently upgraded home in the Cape St Claire neighborhood of Annapolis. Just minutes from downtown Annapolis we have off street parking for up to 3 cars. The kitchen is ready to prepare meals or just a quick cup of c...
$15,180
Available: Right Now
Listed: 17/04/2024
Annapolis, MD
‘Perfect location’ (Ernesto) ‘Loved the house!! Amazing!’ (Aaron)“So much attention to detail.” (Juniper)“Never stayed at a rental with [such a] homelike feel…I travel a lot…Gibson was the best host…EVER…thoughtful and kind…can’t say enou...
$21,360
Available: Right Now
Listed: 18/04/2024
Annapolis, MD
The Robins NestOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Delightfully adorned with nautical charm and soft furnishings, this centrally-located Annap...