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$750

6 BR / 5 BA / Sleeps 13

2 Reviews

$750

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Charming and Spacious Annapolis Victorian

6 BR / 5 BA / Sleeps 13 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

The Perfect House for a Navy Football Game Weekend!! This is a beautiful historic property within walking distance of downtown Annapolis and the Navy-Marine Corps Stadium. With six bedrooms (two queen beds, three fulls and two twins) the house could comfortably sleep up to 12. Additional rooms include a pool table …
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Central heating
  • Deck
  • Suitable for children
  • Suitable for the elderly - ask

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Reviews

(2)

Charming house in a great location! Perfect for larger group!

Left on Aug 11, 2014 for a stay in August 2014

We just returned from our sailing weekend in Annapolis and had an amazing time staying at this lovely house for the weekend. The house was perfect for a larger group. The large deck out back and patio furniture were wonderful for grilling and eating dinner outside. (The outdoor giant Jenga was a hit!) We went with a group of various couples and a couple of our single friends and everyone had …

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$169

3 BR / 2 BA / Sleeps 4

2 Reviews

$169

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Spacious, Modern Condo nr. Navy Stadium and Mall

3 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Large, open third floor condominium with cathedral ceilings. Large master bedroom has queen bed. 2nd bedroom has twin beds. Large loft has queen size bed. Although the condo can accommodate 6 for sleeping, I will rent only to parties of 4 or fewer. Dining room can seat 8 + Washer and Dryer, ironing board. Microwave…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Pet friendly - ask
  • Suitable for children

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Reviews

(2)

Great place, great location and great price

Left on Nov 12, 2013 for a stay in November 2013

My family of four stayed there for the weekend. We were there to watch the Navy-Hawaii football game. We could not find any hotel rooms in/around Annapolis that could host a family of four. We took a chance on this condo and it was awesome. It was less expensive than a hotel room and we each had our own room and could cook our own meals. The location had easy access to the football game, the…

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$295

4 BR / 3 BA / Sleeps 8

Downtown Annapolis ! - Annapolis vacation rentals
1 / 6

$295

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Downtown Annapolis !

4 BR / 3 BA / Sleeps 8 | Quick view

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Our home is located in the Eastport section of Annapolis and just a short walk to Main street, the Historic District and the Naval Academy. We have a large back yard that's great for entertaining, plenty of off street parking and we're just across the street from the best view of the Chesapeake Bay Annapolis has to …
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$350

3 BR / 2 BA / Sleeps 6

*BOOK NOW* Beautiful Cottage in historic Annapolis - Annapolis vacation rentals
1 / 4

$350

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*BOOK NOW* Beautiful Cottage in historic Annapolis

3 BR / 2 BA / Sleeps 6 | Quick view

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Half a block to walk to the Naval Academy Stadium and minutes away from stunning Annapolis town center. This adorable little cottage has lots of sleeping and great outdoor space. Sun Porch & Plenty of parking. A perfect place to relax and enjoy Annapolis, the property is available all year around with a minimum …
  • Wireless Internet
  • A/C or climate control
  • Central heating
  • Parking
  • Grill

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$200

4 BR / 2 BA / Sleeps 8

Snug Harbor USNA Cottage in Eastport Annapolis - Annapolis vacation rentals
1 / 18

$200

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Snug Harbor USNA Cottage in Eastport Annapolis

4 BR / 2 BA / Sleeps 8 | Quick view

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The perfect retreat for a family visiting Annapolis on vacation or for visiting your Johnny or Midshipman at the Naval Academy. This house is modestly priced yet has all the amenities and comfort of a home and the ability to eat in and cook your meals in our huge fully equipped kitchen or barbecue out back on the …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$1,500

4 BR / 4 BA / Sleeps 10

1. Private 20 acre waterfront estate - main house - Annapolis vacation rentals
1 / 15

$1,500

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1. Private 20 acre waterfront estate - main house

4 BR / 4 BA / Sleeps 10 | Quick view

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Striking and dramatic 8700 - 9000 sf contemporary, new loft style renovation and building addition with exposed structure and mechanical systems that serves as the architect - owner's live-work getaway. The main house has a 4 stop elevator, 2 car garage, master bdrm and bath suite, 3 additional large bedrooms, and …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$400

3 BR / 2 BA / Sleeps 8

1 / 7

$400

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Charming Townhouse - Steps to City Dock and USNA

3 BR / 2 BA / Sleeps 8 | Quick view

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Shellback house is a three bedroom, one and 1/2 bath historic townhouse in the heart of Downtown Annapolis with a private garden. The house has views of Ego Alley (Annapolis Waterfront) from the front stoop and the master bedroom. BOOK NOW FOR 2015 LEGISLATIVE SESSION AT STIPEND RATES! Please note - the standard …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$250

3 BR / 6 BA / Sleeps 10

1 / 22

$250

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WATERFRONT SUISSE CHALET

3 BR / 6 BA / Sleeps 10 | Quick view

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This spacious, airy and relaxing 3 bedroom Suisse Chalet sits on Mill Creek just off of the Chesapeake Bay and the Severn River. Located on Mulberry Hill Road, Annapolis, Maryland this beautiful and spacious Suisse Chalet is located 5 minutes from the United States Naval Academy, the community of West Annapolis and …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Fireplace
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$250

3 BR / 1 BA / Sleeps 7

1 / 20

$250

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Visit your Midshipman

3 BR / 1 BA / Sleeps 7 | Quick view

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Charming 3BR 1BA cape cod is 1 1/2 miles from City Dock and USNA. Enjoy the large back yard with two-level patio, hot tub and fire pit. Master bedroom has king bed. Second bedroom has a queen sized bed. Air mattress available in office for third bedroom. Additional queen air mattress available to sleep a total of…
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

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$850

4 BR / 4 BA / Sleeps 14

1 / 24

$850

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Amazing Waterfront in Annapolis

4 BR / 4 BA / Sleeps 14 | Quick view

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A Peaceful Oasis Overlooking Annapolis Waterfront and easy walking distance to downtown. This incredible home has 100’ of floor-to-ceiling windows nestled in the tree canopy for expansive views of Weems Creek. Decks span the entire house 65' above the water. There are 4 full baths and 4 bedrooms with 2 kings, 2 …
  • Waterfront
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$250

3 BR / 2 BA / Sleeps 8

1 / 9

$250

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Newly Renovated Cottage Near Highland Beach

3 BR / 2 BA / Sleeps 8 | Quick view

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If you're in need of an amazing vacation rental that won't break the bank, Kindred Moss Cottage is the answer. Just a short walk to Highland Beach, Kindred Moss is a newly renovated property with an old school feel. Nestled in the Highland Beach neighborhood, Kindred Moss Cottage belongs to a friendly and serene …
  • Internet Access
  • Fireplace
  • A/C or climate control
  • Central heating
  • Porch
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$500

1 BR / 2 BA / Sleeps 4

1 / 11

$500

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3. Private 20 acre waterfront estate - live-work

1 BR / 2 BA / Sleeps 4 | Quick view

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This is the newly renovated 3-story open plan live-work unit that is connected to the main house that is similarly titled as the main house (1) and the studio apartment (2) - not included with this listing. Striking and dramatic 1500 - 1600 sf contemporary, open plan loft style renovation with a open bridge …
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  • Suitable for children - ask

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$500

4 BR / 4 BA / Sleeps 8

1 / 13

$500

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10 Minute Walk to Dwtn or Use Free Shuttle!

4 BR / 4 BA / Sleeps 8 | Quick view

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NOTE: Please call me if you want to book my property. There have been security problems on all vacation rental sites. If anyone should ask you to wire funds please call me at the number listed on this site. Beautiful upgraded home in Eastport is perfectly located in small Cul De Sac neighborhoods and features …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Deck
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$250

3 BR / 2 BA / Sleeps 6

1 Reviews

$250

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Charming Vintage Cottage/secluded Yard/Walk. WIFI

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

We have everything here in Annapolis - USNA, sailing, culture, world-class restaurants & a vibrant, walkable capital city! Here in Upper Eastport, on a cul de sac & 3 blocks from Spa Creek, is this charming, cozy, easy-living place to relax, entertain & enjoy nature. Plenty of free parking- two …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Great place. My dog loved the yard. I loved the Porch

Left on Jul 15, 2014 for a stay in December 2013

If you want a cozy place to relax this is the place. Yard was perfect for my dog to run around and I did not have to worry it was all fenced in. Love to grill so I was able to grill a couple a steaks and have a semi barbeque (little cold so the porch was perfect) by eating and entertaining on the Porch.

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$425

4 BR / 3 BA / Sleeps 9

2 Reviews

$425

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Beautiful Murray Hill Home (Annapolis)

4 BR / 3 BA / Sleeps 9 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Our beautifully-appointed home pays homage to the Colonial Period. It comfortably sleeps eight guests with four bedrooms and 2.5 baths. It boasts elegant dining and living rooms. Enjoy the quiet street and an easy stroll to downtown Annapolis. We have taken great care and paid pain-staking attention to detail to …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

Comfortable and secure in a great home - almost as good as at ho

Left on Nov 03, 2013 for a stay in October 2013

The house is set is a terrific neighborhood of annapolis within easy walking distance to two small parks on the water and to town.

We all found the house a delight - the design, decorating, furnishings are tasteful and match the age and the imagery of the house. It is well equipped with comfortable bedrooms, adequate bathrooms and linens, utensils and staple supplies.

We certainly will attempt…

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$250

3 BR / 2 BA / Sleeps 6

1 / 23

$250

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TreeHouse

3 BR / 2 BA / Sleeps 6 | Quick view

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Comfortable Timber Frame deep waterfront home in Annapolis close to USNA. Private wooded setting with wonderful water views. 3 miles to Annapolis Historic district. Easy commute to Washington, DC and Baltimore, MD. Tastefully furnished and equipped.
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$695

5 BR / 3 BA / Sleeps 20

1 / 25

$695

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Annapolis Crows Nest Cottage: Chesapeake Bay View

5 BR / 3 BA / Sleeps 20 | Quick view

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Comfort & Style: Enjoy stunning Chesapeake Bay Views, Beach, Pier, Boat Slips, Park, Water Access, Fire Pit, Patio Heater and more! Charming cottage & detached studio/game room (both upgraded in 2013) offer gourmet kitchen with new stainless steel appliances, a second full kitchen in garden level, spa inspired …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$800

3 BR / 3 BA / Sleeps 10

1 Reviews

$800

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Beautifully water front Contemporary Home in Bay Ridge, Annapolis

3 BR / 3 BA / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

Bright, open, waterfront contemporary located on a landscaped property with magnificent views of Lake Ogleton! Pier (4'MLW) for your boat, crabbing, fishing and swimming. Bay Ridge Subdivison has great views, sandy beaches, streets for jogging, nature walks, and just great places to chill. Once you see the view …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Wonderful Family House!

Left on Oct 17, 2013 for a stay in August 2013

We were fortunate to stay in this lovely home over Plebe Parent Weekend. It was perfect for our family of 6. There was plenty of room to spread out or come together for family time. The large dining table made us feel right at home. The bedding was fresh with new linens and towels in all the rooms. We enjoyed the lovely water views and great location. The Bay Ridge house is a short ride to the …

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$300

1 BR / 1 BA / Sleeps 2

1 / 9

$300

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2. Private 20 acre waterfront estate - studio apt

1 BR / 1 BA / Sleeps 2 | Quick view

Details

This is the newly renovated 780 sf studio unit that is on the ground floor of a main house that is similarly titled and on the same property. Striking and dramatic 8700 - 9000 sf contemporary, new loft style renovation of the main house with exposed structure and mechanical systems that serves as the architect - …
  • Pet friendly - ask
  • Suitable for the elderly
  • Wheelchair accessible

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$700

5 BR / 6 BA / Sleeps 12

1 / 6

$700

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Naval Academy Rental Home

5 BR / 6 BA / Sleeps 12 | Quick view

Details

Our home is brand new & only one block from the Naval Academy Stadium on Gibson Rd (you can see the stadium from M. bedroom balcony). With, 4 bedrooms upstairs & 1 bedroom down, all the bedrooms have their own full bath. There is also a family room on the second floor with a mini bar, sink & pull out sofa. The house …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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