Holiday homes by the sea in Annapolis
Choose the right place for you
FACILITIES
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Wi-Fi
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Non Smoking Only
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Pets Allowed
REVIEWS
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9+ Exceptional
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8+ Fabulous
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7+ Very Good
DISTANCE FROM CENTRE
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Less than 1 km
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Less than 3 km
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Less than 5 km
Holiday rental deals in Annapolis
We have selected the best holiday accommodation by the sea in Annapolis. Bluepillow allows you to save money, by finding the best rates on the main vacation rental websites in Annapolis
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Annapolis - United States
Annapolis House w/ Patio in Bay Ridge Maryland!
- 6 Guests 3Bedrooms
9.8 Exceptional (63)This vacation home is located in Annapolis. Travelers who have shopping on the agenda can visit Annapolis City Dock and Westfield Annapolis Mall. Traveling with kids? Consider Annapolis Maritime Museum, ...Check Availability -
Annapolis - United States
Legislative Session Available
- 3 Guests 1Bedroom
9.8 Exceptional (25)This apartment is located in Historic District, a walkable area in Annapolis with good shopping. Hammond-Harwood House and The Colonial Players are cultural highlights, and some of the area's activities ...Check Availability -
Annapolis - United States
Beautiful Condo - Water View Near City Dock
- 4 Guests 1Bedroom
9.6 Exceptional (237)This condo is located in Eastport, a neighborhood in Annapolis. Kunta Kinte Plaque & Alex Haley Memorial and John Smith House are local landmarks, and the area's natural beauty can be seen at Matapeake ...Check Availability -
Annapolis - United States
Craftsman Bungalow Apartment Near Naval Academy Stadium and Historic District
- 2 Guests 1Bedroom
10 Exceptional (54)This apartment is located in Annapolis. Helen Avalynne Tawes Garden and French Soldiers Monument are local attractions and those in the mood for shopping can visit Annapolis City Dock and Westfield Annapolis ...Check Availability -
Annapolis - United States
Annapolis/Eastport Private Beautiful Apt- < 1 Mile Walk To Downtown
- 4 Guests 1Bedroom
9.8 Exceptional (85)Located in Annapolis, this apartment is in the city center and near theme parks. Annapolis City Dock and Bay Bridge Market Place Shopping Center are worth checking out if shopping is on the agenda, while ...Check Availability -
Annapolis - United States
Easy accèss to all that downtown Annapolis has to offer
- 3 Guests 0Bedroom
10 Exceptional (12)This apartment is located in Historic District, a neighborhood in Annapolis, and is in the city center and near theme parks. Travelers who have shopping on the agenda can visit Annapolis City Dock and ...Check Availability -
Annapolis - United States
Modern Loft Near Everything, Steps to Water & Town
- 7 Guests 3Bedrooms
10 Exceptional (2)Located in Annapolis, this apartment is in the city center. Ego Alley and U.S. Naval Academy Golf Club are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit ...Check Availability -
Annapolis - United States
Private 2 BR Apt -- Less than 1 mi to Downtown & USNA gate
- 6 Guests 2Bedrooms
9.9 Exceptional (42)This apartment is located in Annapolis. Historical Society of Talbot County and Kunta Kinte Plaque & Alex Haley Memorial are local landmarks, and some of the area's attractions include Annapolis Maritime ...Check Availability -
Annapolis - United States
Brand new Renovation in Historic District with 2 parking spots -walk everywhere
- 4 Guests 2Bedrooms
10 Exceptional (133)Located in Annapolis, this apartment is in the city center. Annapolis Civil Rights Plaque and ARTFX Gallery of Fine Crafts and Arts are cultural highlights, and some of the area's activities can be experienced ...Check Availability -
Annapolis - United States
Available for Maryland Legislative Session 2017! Perfect location!
- 3 Guests 0Bedroom
9.4 Exceptional (7)This apartment is located in Historic District, a neighborhood in Annapolis, and is in the city center. Travelers who have shopping on the agenda can visit Annapolis City Dock and Westfield Annapolis Mall. ...Check Availability -
Annapolis - United States
Private coastal Guest Suite with pool. Minutes from Downtown Annapolis and USNA
- 4 Guests 1Bedroom
9.9 Exceptional (88)Located in Annapolis, this apartment is in the city center. Westfield Annapolis Mall and Annapolis Mall Shopping Center are worth checking out if shopping is on the agenda, while those wishing to experience ...Check Availability -
Annapolis - United States
CIRCA 1885 - DOWNTOWN HISTORIC ANNAPOLIS
- 5 Guests 2Bedrooms
10 Exceptional (33)This apartment is located in Historic District, a neighborhood in Annapolis. French Soldiers Monument and Thurgood Marshall Memorial are local attractions and those in the mood for shopping can visit Annapolis ...Check Availability -
Annapolis - United States
Annapolis Condominium in the heart of the historic center
- 6 Guests 3Bedrooms
6.4 Pleasant (555)This condo is located in Historic District, a neighborhood in Annapolis with great shopping. Banneker Douglass Museum and ARTFX Gallery of Fine Crafts and Arts are cultural highlights, and some of the ...Check Availability -
Annapolis - United States
Boutique Condo Near Everything, Downtown & Water
- 2 Guests 1Bedroom
9.8 Exceptional (38)Located in Annapolis, this apartment is in the city center. Banneker Douglass Museum and ARTFX Gallery of Fine Crafts and Arts are cultural highlights, and some of the area's landmarks include Maynard-Burgess ...Check Availability -
Annapolis - United States
Spacious 2nd Floor Apartment, with its own entrance and off-street parking.
- 4 Guests 2Bedrooms
10 Exceptional (3)This apartment is located in Annapolis. Hammond-Harwood House and The Colonial Players are cultural highlights, and some of the area's attractions include Maryland World War II Memorial and Helen Avalynne ...Check Availability -
Annapolis - United States
Great Location! Walk to Downtown Annapolis, w/ full kitchen washer/dryer...
- 4 Guests 1Bedroom
9.4 Exceptional (214)Located in Annapolis, this apartment is in the city center. Banneker Douglass Museum and Annapolis Civil Rights Plaque are cultural highlights, and some of the area's landmarks include Stanton School & ...Check Availability -
Annapolis - United States
“Athens of America,” Annapolis Apartment One B
- 4 Guests 1Bedroom
9.2 Exceptional (9)This vacation home is located in Annapolis. Jonas Green State Park and Smithsonian Environmental Research Center reflect the area's natural beauty and area attractions include Annapolis Maritime Museum ...Check Availability -
Annapolis - United States
Flag House Inn
- Hotel
10 Exceptional (116)With a stay at Flag House Inn, you'll be centrally located in Annapolis, steps from U.S. Naval Academy and Annapolis City Dock. This bed & breakfast is 0.5 mi (0.7 km) from Maryland State House and 1.5 ...Check Availability -
Annapolis - United States
Large Luxury Apartment In Downtown Annapolis
- 4 Guests 2Bedrooms
9.6 Exceptional (28)This apartment is located in Historic District, a neighborhood in Annapolis, and is near theme parks. John Smith House and Kunta Kinte Plaque & Alex Haley Memorial are local landmarks, and some of the ...Check Availability -
Annapolis - United States
Lovely Waterfront Retreat in Eastport
- 4 Guests 1Bedroom
10 Exceptional (40)This apartment is located in Eastport, a neighborhood in Annapolis. Annapolis Maritime Museum and The Colonial Players are cultural highlights, and some of the area's attractions include Thurgood Marshall ...Check Availability
Bed and breakfast offers in Annapolis by the sea
Are you looking for an accommodation in Annapolis and do you want to save money? Choose from 6 Bed & Breakfasts in Annapolis
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Annapolis - United States
Charming Annapolis Guest House
- 2 Guests 1Bedroom
10 Exceptional (10)Charming Annapolis Guest House is located in Annapolis. Annapolis Harbor Center Shopping Center and Annapolis Harbour Center are worth checking out if shopping is on the agenda, while those wishing to ... -
Annapolis - United States
Inn on Main Annapolis
- 9 Guests 4Bedrooms
8.5 Fabulous (252)Set in Annapolis, near Annapolis Harbor, Inn on Main Annapolis is a historic bed and breakfast that features a terrace. ... -
Annapolis - United States
The Annapolis Inn
- Hotel
9 Exceptional (8)The Annapolis Inn is located in Historic District, a neighborhood in Annapolis. Travelers who have shopping on the agenda can visit Annapolis City Dock and Westfield Annapolis Mall. Looking to enjoy an ...Check Availability -
Annapolis - United States
Calico Cottage Guest House
- 2 Guests 1Bedroom
10 Exceptional (17)Located in Annapolis, this guesthouse is on a river. Ego Alley and U.S. Naval Academy Golf Club are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Annapolis ...Check Availability -
Annapolis - United States
Cozy Cottage Minutes from USNA/Downtown Annapolis
- 3 Guests 1Bedroom
9.6 Exceptional (8)This guesthouse is located in Arnold. Annapolis City Dock and Annapolis Harbor Center Shopping Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural ...Check Availability -
Annapolis - United States
Beautiful sparkling new waterfront guest suite!
- 3 Guests 1Bedroom
9.6 Exceptional (18)Located on the waterfront, this guesthouse is in Hillsmere, a neighborhood in Annapolis. Travelers who have shopping on the agenda can visit Annapolis City Dock and Westfield Annapolis Mall. Looking to ...Check Availability
Farmhouse or Hotel? Choose from the best offers
Choose the accommodation tailor-made for you for your next vacation: sleep in a farmhouse or sleep in a hotel?
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Farmstays in Annapolis -
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Hotels in Annapolis
Annapolis: Organize a holiday and find the best accommodation deals
Annapolis, low cost holiday? Here's what to do. It can be easy to organize a low cost long term or weekend holiday in Annapolis by knowing that: for long term stays, the best weekly low cost offers in Annapolis have an average cost of 1,746 euros, instead for a low cost weekend in Annapolis, there are low cost offers available with an average cost of 335 euros per night.
According to whether you are trevellers in search of calm and tranquillity in the low season or whether you love the high season touristic destinations, in Annapolis the low season period with the best offers is during the month of January, more specifically, the week from 1/8 to 1/15.
Instead, for the high season, it's possible to find more accommodation at the best price in the month of September, during the week that spans from 9/3 to 9/10.
Observing this destination at a wider spectrum, the cheapest weekend is in the month of January, from 1/7 to 1/9.
The cheapest week is in the month of January from 1/8 to 1/15.
In Annapolis it will be possible to find accommodation solutions at an average cost of 249 euros per night.
What to do in Annapolis
Annapolis and the time with the best weather for a holiday
Annapolis: do you want to know which is the hottest month: the hottest month of the year is July where temperatures can reach 30°C. During there periods the water temperature of the sea can reach on average up to 24°C.
If instead you are cold lovers the best month with the coldes temperatures is January, where the temperature can drop to 4°C and the water reaches -1°C.
On average in Annapolis you will find an average temperature of 17°C.
If instead you are cold lovers the best month with the coldes temperatures is January, where the temperature can drop to 4°C and the water reaches -1°C.
On average in Annapolis you will find an average temperature of 17°C.
