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Vacation Rentals in Annapolis, Maryland

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Charming home in the heart of Historic Annapolis

— Property 193718
Annapolis townhome rental - The Guesthouse at 19 East
3 Bedrooms, Sleeps 8,
Townhome, 2 Bathrooms, 1 Half Bath, downtown, air-conditioning
Rates - per property (USD)
$300 - $350/night
$1,800 - $2,100/week
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Oak Bluff - Waterfront on a Peninsula.

— Property 208564
Annapolis house rental - Rear of House & Gazebo- Fish Sink- Crab Traps
3 Bedrooms, Sleeps 8,
House, 2 Bathrooms, beach, river, air-conditioning
Rates - per property (USD)
$210 - $275/night
$1,150 - $1,620/week
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Annapolis condo rental - living area
1 Bedroom, Sleeps 2,
Condo, 1 Bathroom, resort, town, swimming pool
Rates - per property (USD)
$800/week
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Annapolis house rental - Home as seen from the water and pier.
5 Bedrooms, Sleeps 14,
House, 3 Bathrooms, river, waterfront, accept credit card
Rates - per property (USD)
$675 - $999/night
$4,200 - $6,300/week
$12,500/month
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Annapolis cottage rental - Tree Lined Back Yard , Full Deck w/ Awning
2 Bedrooms, Sleeps 6,
Cottage, 2 Bathrooms, beach, downtown, air-conditioning
Rates - per property (USD)
$155/night
$1,040/week
$2,200/month
Calendar Updated Jun 29 2009

Property Review

This cottage is cozy, comfortable, clean and convenient! This property is located in a quiet neighborhood, but is close to a grocery store, restaurants, Blockbuster, gas station....all the...
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Spacious Waterview Home Near Downtown, On/Off-Street Parking

— Property 130779
Annapolis house rental - View from the Front
4 Bedrooms, Sleeps 10,
House, 4 Bathrooms, 1 Half Bath, beach, river, air-conditioning
Rates - per property (USD)
$700 - $800/night
$5,000/week
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Luxury Condo in the Heart of Historic Annapolis

— Property 237299
Annapolis condo rental - Main Living Area
2 Bedrooms, Sleeps 8,
Condo, 2 Bathrooms, downtown, air-conditioning
Rates - per property (USD)
$350 - $375/night
$2,200/week
$6,000/month
Accepts Online Payments
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Annapolis house rental - 'The Corner Slip' with street & driveway parking
4 Bedrooms, Sleeps 10,
House, 2 Bathrooms, 1 Half Bath, resort, town, accept credit card
Rates - per property (USD)
$500/night
Accepts Online Payments
Calendar Updated Jul 1 2009

Property Review

The Corner Slip with its beautiful furnishings and sunny fenced in backyard afforded luxury and privacy for our family gathering. Parking spaces were truly a luxury. A fully appointed kitchen...
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Annapolis house boat rental - Exterior of Houseboat
1 Bedroom, Sleeps 6,
House Boat, 1 Bathroom, downtown, waterfront, accept credit card
Rates - per property (USD)
$225 - $300/night
$1,500 - $1,700/week
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Waterfront Cottage - Chesapeake Bay -Near Annapolis

— Property 211561
Annapolis cottage rental - Chesapeake Bay Waterfront cottage
4 Bedrooms, Sleeps 10,
Cottage, 2 Bathrooms, river, waterfront, accept credit card
Rates - per property (USD)
$1,750 - $2,500/week
Calendar Updated Jun 25 2009

Property Review

The most relaxing time I 've had in years. Great location, so there's always something to do or if you want,do nothing and enjoy the tranquil setting. Better than home away from home.
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Special - $200 OFF - Delightful Bungalow on Water/Private Dock

— Property 109979
Annapolis house rental - View of Severn River/Chase Creek from Private Dock
2 Bedrooms, Sleeps 8,
House, 2 Bathrooms, river, waterfront, air-conditioning
Rates - per property (USD)
$1,595/week
Calendar Updated Jun 24 2009

Property Review

Easy drive to Washington DC or a Metro Stop. Home is very relaxed and simply furnished. Great view of water from Master Bdrm. Dock was covered (Warning: dock only accessible by able-bodied). ...
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Quick Drive to Annapolis and Baltimore, Spacious & Tasteful

— Property 141809
Annapolis house rental - Newly Renovated Vacation Home in Safe Neighborhood
4 Bedrooms, Sleeps 10,
House, 2 Bathrooms, beach, town, air-conditioning
Rates - per property (USD)
$975/week
Calendar Updated Jun 23 2009

Property Review

We always prefer to stay in a house or condo, rather than a hotel room, when we travel. Our stay here was terrific and really enjoyed how close to everything the location was. We really liked the...
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Private suite located close to Baltimore and Annapolis

— Property 218886
Annapolis house rental - One side of Living Room with TV, Cable, Internet
2 Bedrooms, Sleeps 4,
House, 1 Bathroom, beach, town, air-conditioning
Rates - per property (USD)
$745/week
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Beautiful Annapolis Condo With Garage, Your Home Away From Home

— Property 192857
Annapolis condo rental
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, resort, town, swimming pool
Rates - per property (USD)
$150/night
Calendar Updated Jun 23 2009

Property Review

This gorgeous vacation condo near Baltimore and DC was the perfect place to stay during the Inaugural events. There were awsome shops and great restaurants very close to the condo. Public...
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Annapolis Waterfront South River Chesapeake Bay

— Property 116553
Annapolis house rental - Enjoy an incredible view from the deck
3 Bedrooms, Sleeps 8,
House, 3 Bathrooms, river, waterfront, air-conditioning
Calendar Updated Jun 22 2009

Property Review

We shared this home with our friends from California. It was a great place to call "home" while we visited Annapolis, Baltimore, and Washington DC. Our kids (all 5 of them) especially enjoyed...
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Annapolis Waterfront

— Property 205263
Annapolis condo rental
2 Bedrooms, Sleeps 4,
Condo, 1 Bathroom, swimming pool, air-conditioning
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Chesapeake Bay Waterfront Cottage with Beach

— Property 148055
Annapolis cottage rental - Front of cottage
2 Bedrooms, Sleeps 6,
Cottage, 2 Bathrooms, river, waterfront, air-conditioning
Calendar Updated Jun 19 2009

Property Review

.... enjoyed a perfectly restful and fulfilling week .... the view, the water, the home: all contributed to the ideal getaway vacation.
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Waterfront 5BR Home - Annapolis/Chesapeake Bay

— Property 242901
Annapolis house rental - View of house from water
5 Bedrooms, Sleeps 12,
House, 3 Bathrooms, 1 Half Bath, river, waterfront, air-conditioning
Rates - per property (USD)
$350 - $400/night
$2,450 - $2,800/week
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Spectacular Waterfront Vista & Gorgeous Sunsets - Take a Look

— Property 228581
Annapolis house rental - Water View From Our Patio
3 Bedrooms, Sleeps 8,
House, 2 Bathrooms, waterfront, air-conditioning
Rates - per property (USD)
$250/night
$1,200 - $1,995/week
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Gracious Living on the Bay in Bayridge, Annapolis

— Property 246593
Annapolis house rental - River Water Side
5 Bedrooms, Sleeps 12,
House, 3 Bathrooms, waterfront, swimming pool
Rates - per property (USD)
$5,700/week
$15,000/month
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Charming Bay Cottage

— Property 145826
Annapolis house rental - Back Yard View
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, beach, downtown, air-conditioning
Rates - per property (USD)
$200 - $250/night
$1,500/week
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Annapolis Waterfront - Inauguration 2009 Available - Internet Access

— Property 178165
Annapolis house rental - Private Spa and Deck Overlooking Cove
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, river, waterfront, accept credit card
Rates - per property (USD)
$175/night
$1,225 - $1,400/week
Calendar Updated Jun 14 2009

Property Review

We recently enjoyed a three night stay at "Island View" on the Gingerville Creek. The setting was beautiful, with wonderful views of the cove from the living room, screened porch and back patio....
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Luxurious Historic Home in the Heart of Downtown Annapolis!

— Property 173289
Annapolis house rental - Fully renovated gourmet kitchen, great ambiance!
3 Bedrooms, Sleeps 7,
House, 1 Bathroom, 2 Half Baths, downtown, accept credit card
Calendar Updated Jun 7 2009

Property Review

I highly suggest renting this home to anyone going to Annapolis! The location is perfect (a stone's throw to the Academy, restaurants and the waterfront), and the home is a beautiful historic row...
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Eastport Gem! Ten minute walk to downtown Annapolis.

— Property 319055
Annapolis house rental - 4 Kimber Ridge Court
4 Bedrooms, Sleeps 10,
House, 3 Bathrooms, 1 Half Bath, downtown, town, air-conditioning
Rates - per property (USD)
$500/night
$2,800/week
$4,800/month
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Amazing Waterfront...Walking Distance..Navy Stadium & Downtown

— Property 241350
Annapolis house rental - Magnificent Views From The Bluff
3 Bedrooms, Sleeps 12,
House, 4 Bathrooms, waterfront, swimming pool
Rates - per property (USD)
$1,000/night
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Annapolis waterfront, short walk to Chesapeake Bay

— Property 175057
Annapolis house rental - View from street
3 Bedrooms, Sleeps 7,
House, 1 Bathroom, waterfront, air-conditioning
Rates - per property (USD)
$1,500/week
Calendar Updated May 6 2009

Property Review

Very nice simple, clean, adequate beach house on a quiet street on a river that goes into Chesapeake Bay. Continue down the road and you will come to a nice community beach on the Bay. Great...
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Annapolis In City, Pool Home with Spa Creek View

— Property 230342
Annapolis house rental - Heated pool and spa
4 Bedrooms, Sleeps 10,
House, 3 Bathrooms, river, town, swimming pool
Rates - per property (USD)
$400 - $500/night
$2,800/week
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Annapolis townhome rental
3 Bedrooms, Sleeps 6,
Townhome, 2 Bathrooms, 2 Half Baths, lake, washing machine
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Waterfront Cottage With Stunning Views On Severn River

— Property 211052
Annapolis cottage rental - View From Deck
4 Bedrooms, Sleeps 7,
Cottage, 2 Bathrooms, river, waterfront, air-conditioning
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Luxury Waterfront Home On Severn River - Beautiful Views!!

— Property 121037
Annapolis house rental - Sunrise from deck
3 Bedrooms, Sleeps 9,
House, 3 Bathrooms, river, waterfront, air-conditioning