Latest Vacation Rentals in Annapolis MD (25)
4 Br Private Vacation Home Vacation Rental In Annapolis, Maryland
This Quiet peaceful location with Spacious 4 bedroom, 2 full and 1 half bath is just 3 miles from Downtown Annapolis.Perfect for entertaining with Large Deck for entertaining outside and an open...
Created Nov 26, 2023
3 Br Private Vacation Home Vacation Rental In Annapolis, Maryland
Welcome to Serenity Place, your serene and clean vacation home with comfortable sleeping arrangements and strong wifi!Short 15 min drive to downtown & Naval Academy. Sandy Point Beach? 4 min....
Created Nov 26, 2023
2 Br Private Vacation Home Vacation Rental In Annapolis, Maryland
*Flexible Commissioning Week PolicyThis well-appointed recently-renovated home in the heart of Annapolis is located just steps from both the Capitol and City Dock. Guests will enjoy the new...
Created Nov 26, 2023
2 Br Private Vacation Home Vacation Rental In Annapolis, Maryland
Entire homeYoull have the apartment to yourself.Great location100% of recent guests gave the location a 5-star rating.Highly rated hostJulie has received 5-star ratings from 93% of recent...
Created Nov 26, 2023
6 Br Private Vacation Home Vacation Rental In Annapolis, Maryland
*Flexible Commissioning Week Cancellation Policy*This unique home was originally built in 1927, and has been fully restored by the current owners. There is the classic Bungalow side with historic...
Created Nov 26, 2023
2 Br Private Vacation Home Vacation Rental In Annapolis, Maryland
Skyline SanctuaryOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Skyline Sanctuary, managed by...
Created Nov 26, 2023
4 Br Private Vacation Home Vacation Rental In Annapolis, Maryland
Welcome to this gorgeous 1900's fully-renovated home, restored to a new modern grandeur, which includes coveted parking for 2 cars. Owned by 4 Naval Academy graduates - 3 U.S. Marines and one Navy...
Created Nov 26, 2023
2 Br Private Vacation Home Vacation Rental In Annapolis, Maryland
Each room has a tea/coffee maker, ensuring you can start your day right. Our family rooms provide plenty of space for you and your loved ones to unwind and relax. You'll feel right at home with...
Created Nov 26, 2023
2 Br Guest House Vacation Rental In Annapolis, Maryland
Quaint 2 BR 1 BA Guest House nestled in the trees by USNA stadium. Enjoy Annapolis historic charm in this rare 2 BR 1 BA guest house w/ second story balcony. Equipped with a fully furnished kitchen...
Created Nov 26, 2023
5 Br Private Vacation Home Vacation Rental In Annapolis, Maryland
West Annapolis is a neighborhood close to everything, but with peace and quiet in mind. Shopping and food options are conveniently located in the neighborhood and access to all that Annapolis has...
Created Nov 26, 2023
3 Br Private Vacation Home Vacation Rental In Annapolis, Maryland
Please note: If you request to book this property, your reservation is not confirmed until you are contacted by Annapolis Accommodations to complete your booking and payment. One block from USNA...
Created Nov 26, 2023
4 Br Private Vacation Home Vacation Rental In Annapolis, Maryland
STR 264 Please note: If you request to book this property, your reservation is not confirmed until you are contacted by Annapolis Accommodations to complete your booking and payment. A most envious...
Created Nov 26, 2023
6 Br Private Vacation Home Vacation Rental In Annapolis, Maryland
IMMACULATE SPACE AND RARE FIND IN DOWNTOWN ANNAPOLIS SLEEPING UP TO 21! Beautifully maintained 1930's home in the middle of Annapolis. 6BR 3 BA 2 Half Bath right outside of the hustle and bustle...
Created Nov 26, 2023
2 Br Private Vacation Home Vacation Rental In Annapolis, Maryland
We welcome you to our brand new listing on Fleet Street . Purchased in 2016 and taken down to the studs this property is brand new and waiting to host your group on your trip to Annapolis . Two...
Created Nov 26, 2023
4 Br Private Vacation Home Vacation Rental In Annapolis, Maryland
Seas The BayOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the highly-desirable Murray Hill...
Created Nov 26, 2023
4 Br Private Vacation Home Vacation Rental In Annapolis, Maryland
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,...
Created Nov 26, 2023
4 Br Private Vacation Home Vacation Rental In Annapolis, Maryland
Spacious and luxurious vacation home in Oyster Harbor, Annapolis. Features 4 bedrooms (7 beds), 3 full baths. A lively open kitchen space, recently renovated rear dock leading to the beautiful...
Created Nov 26, 2023
1 Br Apartment Vacation Rental In Annapolis, Maryland
This 1920's Craftsman style bungalow is 1/2 block from the Naval Academy Stadium and within walking distance of the Historic District. Its close proximity to Baltimore, Washington DC and Maryland's...
Created Nov 26, 2023
4 Br Private Vacation Home Vacation Rental In Annapolis, Maryland
Welcome to our recently renovated retreat in Annapolis. The place is located minutes from downtown, in the neighborhood of Cape St Claire, known for its beaches and the family-friendly...
Created Nov 26, 2023
6 Br Private Vacation Home Vacation Rental In Annapolis, Maryland
Located on one of the most coveted streets in downtown Annapolis, walk to Main St. and City Dock. The Thomas Hyde House not only has beautiful views of the Maryland State House, but also has an...
Created Nov 26, 2023
2 Br Private Vacation Home Vacation Rental In Annapolis, Maryland
Please note: If you request to book this property, your reservation is not confirmed until you are contacted by Annapolis Accommodations to complete your booking and payment. This Corner Condo has...
Created Nov 26, 2023
4 Br Private Vacation Home Vacation Rental In Annapolis, Maryland
*Flexible Commissioning Cancellation Week Policy*Welcome to this luxury craftsman-style home in West Annapolis, just one block from many popular local restaurants including, Flamant, Evelyns, Bean...
Created Nov 26, 2023
1 Br Condo Vacation Rental In Annapolis, Maryland
The Newport Condominium has a beautiful water view of Spa Creek in Eastport. This condo is newly decorated with new carpet and furniture, Includes queen sleigh bed and automatic blow up Areobed....
Created Nov 26, 2023
4 Br Private Vacation Home Vacation Rental In Annapolis, Maryland
The Philip Clayton House (Annapolis license STR21-144988) is a fully up-dated, historic home in the Federal style dating from 1834, in easy walking distance to Main Street, City Dock, USNA, St....
Created Nov 26, 2023
3 Br Cottage Vacation Rental In Annapolis, Maryland
Built in 1920, the Norfolk-Sheets House at 39 Madison Place is a historic home, c.1904, located in the sought-after neighborhood of Presidents Hill, aka the Arts District in the heart of downtown...
Created Nov 26, 2023
