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Porch
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Annapolis Home
2 BR / 1 BA / Sleeps 6 2 6 Min stay varies
Home / 2 Bedrooms / Sleeps 6
2 bedrooms 1 bathroom Sleeps 6
High Speed Internet • Dishwasher • Microwave
A Charming detached one- family home located in one of the most vibrant neighborhoods of Annapolis. Perfectly located in a quiet residential street, only 0. 8 miles from the United States Naval Academy and a short walk ...
(1) Excellent (1 review)
enjoy the fall foliage from the water w/ private pier & 40\" flaoting dock
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Annapolis Home
4 BR / 4 BA / Sleeps 14 4 14 2 night min stay
Home / 4 Bedrooms / Sleeps 14
4 bedrooms 4 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
A Peaceful Oasis Overlooking Annapolis Waterfront and easy walking distance to downtown. Check out this great video of the home & property. Cut and paste the following link: AnnapolisWaterfrontRentals.. om This in...
Annapolis Maryland Vacation Rentals - Home
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Annapolis Home
4 BR / 3 BA / Sleeps 10 4 10 Min stay varies
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
Dishwasher • Microwave • Air Conditioning
Fredelig sted"(peaceful place) is patterned after a Norwegian cottage with curved roof on the outside and knotty pine and birch wood inside. The bright panoramic view of the Chesapeake from the great room, master be...
(10) Excellent (10 reviews)
street front of house
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Annapolis Home
5 BR / 2.5 BA / Sleeps 10 5 10 4 night min stay
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 2.5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
11 Cedar Point is a three story, newly renovated home with an open floor plan. The kitchen features a gas stove, stainless steel appliances, and granite counter tops. Anyone not wanting to visit local restaurants, wi...
(2) Excellent (2 reviews)
Annapolis Maryland Vacation Rentals - Home
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Annapolis Home
4 BR / 3.5 BA / Sleeps 8 4 8 3 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
NOTE: Always feel free to call me. If anyone should ask you to wire funds to an out of country bank do not do that. Some sites have been compromised. Beautiful upgraded home in Eastport is perfectly located in small ...
(1) Excellent (1 review)
Beach
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Annapolis Cottage
3 BR / 2 BA / Sleeps 6 3 6 Min stay varies
Cottage / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Waterfront timber frame large cottage in Annapolis, MD. Private, wooded setting with excellent views. Please inquire to the property owner for rates and quote. This house is an energy efficient 9 year old house...
Annapolis Maryland Vacation Rentals - Home
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Annapolis Home
6 BR / 5.5 BA / Sleeps 15 6 15 4 night min stay
Home / 6 Bedrooms / Sleeps 15
6 bedrooms 5.5 bathrooms Sleeps 15
High Speed Internet • Dishwasher • Microwave
The Yellow House is a Gorgeous /charming Large Southern Colonial ( featured in 2 magazines) with its large welcoming front porch and multiple decks off the back, and is situated on one of the most picturesque and serene...
Kent Island Maryland Vacation Rentals - Home
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Kent Island Home - 8.5 mi away
4 BR / 2.5 BA / Sleeps 10 4 10 2 night min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 2.5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
KI Golf House:A Par for the Course&Mile from Beach LOCATION.. STAYCATION.. GOLFCATION.. right on Kent Island! KI Golf House: A Par for the Course Less than a mile to Dirty Dave's a gorgeous little beach and tiki bar...
(4) Excellent (4 reviews)
Deale Maryland Vacation Rentals - Home
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Deale Home - 12.6 mi away
3 BR / 2 BA / Sleeps 8 3 8 Min stay varies
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
This sunny but cozy 3 bedroom/2 bath cottage is just the spot for a get- away on your own, with other couples/friends, or with big and small familie! Just steps from the water and nestled on a country- like acre in a ...
Kent Island Maryland Vacation Rentals - Home
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Kent Island Home - 12.8 mi away
4 BR / 3.5 BA / Sleeps 10 4 10 2 night min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3.5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Swan Cove Condominiums at Kent Narrows(#49064) with private beach and views of the Chesapeake bay! - Brand new luxury condominium with 3000 sq ft, 4 bedrooms, 3 ½ bathrooms, one large family room with open kit...
(13) Excellent (13 reviews)
Kent Island Maryland Vacation Rentals - Home
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Kent Island Home - 14.0 mi away
4 BR / 3 BA / Sleeps 10 4 10 2 night min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Welcome to Baydreams vacation home, a unique waterfront vacation home situated near the Kent Narrows in Queen Anne's County, on the Eastern Shore of Maryland. Book the comfort and convenience of a 4 bedroom 3 bath home...
(4) Excellent (4 reviews)
St Michaels Maryland Vacation Rentals - Home
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St Michaels Home - 14.9 mi away
3 BR / 3.5 BA / Sleeps 8 3 8 Min stay varies
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 3.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Beautiful like new waterfront home on the Chesapeake Bay, 5 minute drive to Historic St. Michaels. Minutes to many quaint watermen villages. Shared waterside pool, beach, kayaks, small boat, childrens playset. The p...
(4) Excellent (4 reviews)
Centreville Maryland Vacation Rentals - Home
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Centreville Home - 19.3 mi away
4 BR / 2 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
This house is on the estate of John Raskob, builder of the Empire State Building. The four- bedroom, two- bath house is one of seven that Raskob built for his farm employees. Now it has its own dock and swimming pool f...
(22) Excellent (22 reviews)
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About Annapolis

With easy access to Baltimore and Washington, D.C., Annapolis, Maryland, is the perfect getaway for a weekend or longer. Its quaint cobblestone streets and harbor filled with sailboats produce some unforgettable vacation pictures and memories. An Annapolis vacation rental is the best way to enjoy this charming town and the Chesapeake Bay.

Things to Do

The water is a major draw with sailing and boat tours. It's also fun to try your hand at crabbing for blue crabs. Quiet Waters Park has trails for biking and/or hiking, playgrounds for children, and even a skating rink Sandy Point Park is a year-round park that is near Chesapeake Bay. Many visit this area for its amazing beaches and water views.

While in town check out the Naval Academy and the USNA Museum. Don't miss the school's breathtaking chapel, and take a guided tour of this active training facility. History buffs enjoy the free Bannecker-Douglass Museum, which displays Maryland’s African-American history, or just walking around the historic downtown. Located at the harbor where slave ships once arrived carrying their human cargo is The Kunta Kinte-Alex Haley Memorial. This is another educational spot for families along with the Thurgood Marshall Memorial. Even the Starbucks at the Annapolis Inn holds history. It resides in an 18th century tavern visited by George Washington.

Transit

Annapolis is tucked between the nation's capital and Baltimore, Maryland, with easy access to D.C.'s two airports as well as Baltimore's. To get to Annapolis, you'll most likely need a car, but once there, the town is very walkable and parking is extremely limited and expensive. Park your car at your Annapolis vacation rental and walk or bike into town. That way you don't have to worry about navigating the congested, narrow streets or paying the daily parking fee, which is often well over twenty dollars a vehicle.

Climate

Annapolis enjoys ample breezes because of its location on the water. This seaside spot also keeps it from frigid winter temperatures. The average temperature in January and February is in the 40s, with summers in the upper 80s.

Events

Spring is the most beautiful time to visit, if it's possible to choose just one season. With bountiful blooms everywhere and the beginning of the sailing season, it's a popular time to stroll the quaint town and harbor. Spring also brings the Southern Maryland Celtic Festival, and with the beginning of sailing season in April, you can catch the weekly Wednesday Night Sailboat Races. August is the perfect time to taste what all the fuss is about Maryland Blue Crabs at the Annapolis Rotary's Crab Feast. The social year comes to a close with the delightful Eastport Yacht Club Lights Parade. Christmas is also a beautiful time in this historic village.

Shopping

Annapolis has a thriving arts scene with dozens of galleries filled with the works of local artisans. Historic Annapolis is the section of town leading down to the harbor that features converted row homes on Main Street that are brimming with sailing souvenirs and nautical-themed décor. But you don't have to love the water to enjoy the many bistros, galleries, and boutiques in this area. While you're treasure hunting, you can also follow the self-guided Annapolis Walking Tour.

An Annapolis vacation rental is an ideal way to enjoy this charming area. The homes and cottages embrace the historic character and marry it with all the modern amenities you'd expect on vacation. The area places you within easy access of a number of historic sites and cultural opportunities, not to mention the pageantry of the Naval Academy formations.