Anne Arundel Area Vacation Rentals - Anne Arundel Area, Maryland Vacation Rental Deals on Lake Rentals, Beach Houses, Condos, Cabins, Villas by VacaGuru.com!

New Bungalow with view of South River!

New Bungalow with view of South River!

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Riva Maryland Private vacation home From $244 per night (USD)

Tastefully decorated fully-equipped Eastport Annapolis house with water views

Tastefully decorated fully-equipped Eastport Annapolis house with water views

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Annapolis Maryland Private vacation home From $640 per night (USD)

Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis

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Annapolis Maryland Private vacation home From $443 per night (USD)

Firefly Cottage at the Cape, Hot Tub, Community beach, Boat Show, USNA Football.

Firefly Cottage at the Cape, Hot Tub, Community beach, Boat Show, USNA Football.

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Annapolis Maryland Cottage From $297 per night (USD)

Annapolis steps to Harbor and Naval Academy

Annapolis steps to Harbor and Naval Academy

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Annapolis Maryland Condo From $236 per night (USD)

Beautifully Renovated Historic District Home

Beautifully Renovated Historic District Home

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Annapolis Maryland Private vacation home From $736 per night (USD)

Charming Historic Annapolis Home With Two Off-street Parking Places!

Charming Historic Annapolis Home With Two Off-street Parking Places!

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Annapolis Maryland Private vacation home From $808 per night (USD)

WATERFRONT COTTAGE ON SEVERN - STUNNING VIEWS - MINUTES FROM DOWNTOWN ANNAPOLIS

WATERFRONT COTTAGE ON SEVERN - STUNNING VIEWS - MINUTES FROM DOWNTOWN ANNAPOLIS

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Annapolis Maryland Cottage From $738 per night (USD)

Adorable waterside cottage with pool Beach community

Adorable waterside cottage with pool Beach community

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Edgewater Maryland Private vacation home Click For Pricing

Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

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Annapolis Maryland Private vacation home From $577 per night (USD)

Nautical Feel to This Beautiful Eastport Home

Nautical Feel to This Beautiful Eastport Home

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Annapolis Maryland Private vacation home From $748 per night (USD)

Carriage House on 42 Acres in West River. Just 17 Miles from Annapolis.

Carriage House on 42 Acres in West River. Just 17 Miles from Annapolis.

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West River Maryland Guest house From $318 per night (USD)

102 5-star Reviews located inside the City of Annapolis in Murray Hill.

102 5-star Reviews located inside the City of Annapolis in Murray Hill.

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Annapolis Maryland Private vacation home From $972 per night (USD)

Waterfront Apartment with Fantastic Views

Waterfront Apartment with Fantastic Views

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Pasadena Maryland Apartment From $254 per night (USD)

Lots free parking, hot tub, outdoor oasis - NOT party house

Lots free parking, hot tub, outdoor oasis - NOT party house

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Annapolis Maryland Private vacation home From $765 per night (USD)

Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

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Edgewater Maryland Cottage Click For Pricing

Ultraclean Family Waterfront Home Annapolis Area - 200+ Top Reviews!

Ultraclean Family Waterfront Home Annapolis Area - 200+ Top Reviews!

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Severna Park Maryland Private vacation home From $736 per night (USD)

Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis

Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis

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Annapolis Maryland Private vacation home From $469 per night (USD)

Beautiful Waterfront Townhome In Historic Annapolis

Beautiful Waterfront Townhome In Historic Annapolis

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Annapolis Maryland Private vacation home From $865 per night (USD)

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

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Tracys Landing Maryland Private vacation home From $1107 per night (USD)

Waterfront home in Annapolis MD with private pier

Waterfront home in Annapolis MD with private pier

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Annapolis Maryland Private vacation home From $930 per night (USD)

$Historic District\Crab Cakes and Football\$

Historic District\"Crab Cakes and Football\"

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Annapolis Maryland Private vacation home From $600 per night (USD)

Fantastic house with lots of parking in downtown Annapolis, steps to the USNA!

Fantastic house with lots of parking in downtown Annapolis, steps to the USNA!

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Annapolis Maryland Private vacation home From $2295 per night (USD)

Pasadena, MD close to Annapolis/WDC/Baltimore

Pasadena, MD close to Annapolis/WDC/Baltimore

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Pasadena Maryland Private vacation home From $346 per night (USD)

Perfect family/friend getaway. Kayaks and bikes provided.Walk to Herrington Harb

Perfect family/friend getaway. Kayaks and bikes provided.Walk to Herrington Harb

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North Beach Maryland Cottage Click For Pricing

Private Cottage on gated estate

Private Cottage on gated estate

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Annapolis Maryland Private vacation home From $279 per night (USD)

4-Bedroom Eastport Haven + Walk to Downtown & USNA + Rare Multi-Car Parking!

4-Bedroom Eastport Haven + Walk to Downtown & USNA + Rare Multi-Car Parking!

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Annapolis Maryland Private vacation home From $580 per night (USD)

Your Annapolis Waterfront retreat for a weekend or any-day getaway!<br>Great lodging for Plebe Parent's Weekend - and all your USNA activities.

Your Annapolis Waterfront retreat for a weekend or any-day getaway!<br>Great lodging for Plebe Parent's Weekend - and all your USNA activities.

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Annapolis Maryland Cottage From $279 per night (USD)

$Annapolis waterfront \tiny house\ in garden setting$

Annapolis waterfront \"tiny house\" in garden setting

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Annapolis Maryland Cottage From $176 per night (USD)

Charming garden row home, easy 4 block walk to the heart of Annapolis.

Charming garden row home, easy 4 block walk to the heart of Annapolis.

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Annapolis Maryland Private vacation home From $394 per night (USD)

Gorgeous Annapolis Area Waterfront Home!

Gorgeous Annapolis Area Waterfront Home!

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severna park Maryland Private vacation home From $649 per night (USD)

Charming Annapolis Victorian

Charming Annapolis Victorian

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Annapolis Maryland Private vacation home From $1064 per night (USD)

3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room!

3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room!

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Crownsville Maryland Private vacation home From $1986 per night (USD)

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

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Annapolis Maryland Private vacation home From $439 per night (USD)

National Historic home w/ Serene & Quiet Setting

National Historic home w/ Serene & Quiet Setting

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Crownsville Maryland Apartment From $259 per night (USD)

Sophisticated Charmer with Parking & Views of the USNA Chapel Dome

Sophisticated Charmer with Parking & Views of the USNA Chapel Dome

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Annapolis Maryland Private vacation home From $640 per night (USD)

Annapolis Bay House BOAT SHOW & USNA Families 2 Bedroom with Den sleeps 5

Annapolis Bay House BOAT SHOW & USNA Families 2 Bedroom with Den sleeps 5

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Annapolis Maryland Private vacation home From $393 per night (USD)

Historic Downtown Charmer, Water Views and Parking!

Historic Downtown Charmer, Water Views and Parking!

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Annapolis Maryland Private vacation home From $553 per night (USD)

Historic Capital Views, w Free Off-Site Parking & Patio

Historic Capital Views, w Free Off-Site Parking & Patio

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Annapolis Maryland Private vacation home From $630 per night (USD)

Unwind at Waterfront Annapolis w/swimming pool & pier - July specials!

Unwind at Waterfront Annapolis w/swimming pool & pier - July specials!

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Annapolis Maryland Private vacation home From $609 per night (USD)

Steps away from the Chesapeake Bay in the unique Bay Ridge community!

Steps away from the Chesapeake Bay in the unique Bay Ridge community!

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Annapolis Maryland Private vacation home From $1531 per night (USD)

Walkable to Main Street at Seashell in the City with 2 parking spots

Walkable to Main Street at Seashell in the City with 2 parking spots

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Annapolis Maryland Private vacation home From $653 per night (USD)

Chesapeake Bay single family home

Chesapeake Bay single family home

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Annapolis Maryland Private vacation home From $730 per night (USD)

Anchor's Away in the Heart of Eastport!

Anchor's Away in the Heart of Eastport!

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Annapolis Maryland Apartment Click For Pricing

Waterfront cottage on the Chesapeake Bay

Waterfront cottage on the Chesapeake Bay

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Pasadena Maryland Private vacation home From $476 per night (USD)

Cozy 1st Floor King George one bedroom apartment right across from USNA

Cozy 1st Floor King George one bedroom apartment right across from USNA

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Annapolis Maryland Apartment From $247 per night (USD)

2nd floor Spacious Downtown Getaway- Across from US Naval Academy

2nd floor Spacious Downtown Getaway- Across from US Naval Academy

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Annapolis Maryland Apartment From $400 per night (USD)

Charming Downtown 3rd Floor 1 Bedroom Apt

Charming Downtown 3rd Floor 1 Bedroom Apt

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Annapolis Maryland Apartment From $241 per night (USD)

HUGE DISCOUNTS FOR STAYS BY THE WEEK AND MONTH! 1ST CLASS AMEMITIES!

HUGE DISCOUNTS FOR STAYS BY THE WEEK AND MONTH! 1ST CLASS AMEMITIES!

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Annapolis Maryland Apartment From $398 per night (USD)

Washington Baltimore Annapolis area home, great for re-lo or extended stay

Washington Baltimore Annapolis area home, great for re-lo or extended stay

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Pasadena Maryland Private vacation home From $231 per night (USD)

Perfect spot for a Weekend Getaway!

Perfect spot for a Weekend Getaway!

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Annapolis Maryland Apartment From $481 per night (USD)

Million Dollar View of the Chesapeake Bay

Million Dollar View of the Chesapeake Bay

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Deale Maryland Private vacation home From $501 per night (USD)

Beautiful Downtown Annapolis Townhome!

Beautiful Downtown Annapolis Townhome!

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Annapolis Maryland Private vacation home From $1010 per night (USD)

Historic Downtown House with Off Street Parking

Historic Downtown House with Off Street Parking

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Annapolis Maryland Private vacation home From $426 per night (USD)

The Yellow Cottage on Harness Creek

The Yellow Cottage on Harness Creek

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Annapolis Maryland Cottage From $351 per night (USD)

Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.

Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.

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West River Maryland Cottage From $201 per night (USD)

Nice clean townhome in the middle of everything mall, airport, DC, Baltimore ect

Nice clean townhome in the middle of everything mall, airport, DC, Baltimore ect

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Odenton Maryland Private vacation home From $341 per night (USD)

Scenic Waterfront Retreat Mins to Annapolis w Panoramic Bay/Bridge Views & Fenced-In Yard

Scenic Waterfront Retreat Mins to Annapolis w Panoramic Bay/Bridge Views & Fenced-In Yard

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Annapolis Maryland Private vacation home From $632 per night (USD)

Annapolis Charm Waterfront Private Fishing Dock Pier Near Beach & Naval Academy

Annapolis Charm Waterfront Private Fishing Dock Pier Near Beach & Naval Academy

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Annapolis Maryland Private vacation home From $549 per night (USD)

Annapolis Waterfront Oasis with Pool, Hot Tub & Piers with L2 EV Charger

Annapolis Waterfront Oasis with Pool, Hot Tub & Piers with L2 EV Charger

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Annapolis Maryland Private vacation home From $1807 per night (USD)

Eastport Cottage .5 mi from Downtown Annapolis

Eastport Cottage .5 mi from Downtown Annapolis

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Annapolis Maryland Private vacation home From $599 per night (USD)

Walk to USNA, Main St w Parking Historic Wisteria

Walk to USNA, Main St w Parking Historic Wisteria

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Annapolis Maryland Private vacation home From $629 per night (USD)

Cool 1870's home anchored in the Historic District with modern amenities.

Cool 1870's home anchored in the Historic District with modern amenities.

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Annapolis Maryland Private vacation home From $2824 per night (USD)

NEW 5 Bedroom Home with Pier by Water

NEW 5 Bedroom Home with Pier by Water

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Riviera Beach Maryland Private vacation home From $530 per night (USD)

Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!

Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!

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Annapolis Maryland Apartment From $160 per night (USD)

$\Around the Corner\ from Eastport Hot Spots with Fenced-In Yard and Parking$

\"Around the Corner\" from Eastport Hot Spots with Fenced-In Yard and Parking

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Annapolis Maryland Private vacation home From $613 per night (USD)

Historic Downtown Annapolis Waterfront, 1936, with a deep water dock, and kayaks

Historic Downtown Annapolis Waterfront, 1936, with a deep water dock, and kayaks

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Annapolis Maryland Private vacation home From $1012 per night (USD)

Walk to Waterfront from Eastport Gem w Fire Pit, Porch & Fenced-In Yard

Walk to Waterfront from Eastport Gem w Fire Pit, Porch & Fenced-In Yard

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Annapolis Maryland Private vacation home From $559 per night (USD)

New Loft w/South River view from treehouse deck!

New Loft w/South River view from treehouse deck!

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Riva Maryland Apartment From $196 per night (USD)

★ Odenton Oasis ★ Patio - Central to Everything

★ Odenton Oasis ★ Patio - Central to Everything

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Odenton Maryland Private vacation home From $456 per night (USD)

BWI, Annapolis, DC, Baltimore, USNA family-sized house with a game room and deck

BWI, Annapolis, DC, Baltimore, USNA family-sized house with a game room and deck

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Millersville Maryland Private vacation home From $568 per night (USD)

Close to US Naval Academy, downtown Annapolis, Maryland Live Casino, BWI Airport

Close to US Naval Academy, downtown Annapolis, Maryland Live Casino, BWI Airport

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Severna Park Maryland Private vacation home From $585 per night (USD)

Downtown Gem! Historic Carriage House Steps to Main St, City Dock & USNA

Downtown Gem! Historic Carriage House Steps to Main St, City Dock & USNA

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Annapolis Maryland Private vacation home From $587 per night (USD)

Waterfront Cheerful 6 BR Home with Private Pier

Waterfront Cheerful 6 BR Home with Private Pier

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Edgewater Maryland Private vacation home From $675 per night (USD)

Clean, Spacious Family House

Clean, Spacious Family House

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Annapolis Maryland Private vacation home From $1352 per night (USD)

Charming Annapolis Cottage-Steps from Naval Academy & Downtown with parking.

Charming Annapolis Cottage-Steps from Naval Academy & Downtown with parking.

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Annapolis Maryland Private vacation home From $395 per night (USD)

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

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Deale Maryland Apartment From $329 per night (USD)

Adorable cottage! Walking distance to USNA & downtown! (VRBO only)

Adorable cottage! Walking distance to USNA & downtown! (VRBO only)

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Annapolis Maryland Private vacation home From $800 per night (USD)

Charming Renovated Historic Home Downtown wParking

Charming Renovated Historic Home Downtown wParking

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Annapolis Maryland Private vacation home From $467 per night (USD)

Welcome Aboard the Kathleen Marie!

Welcome Aboard the Kathleen Marie!

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Annapolis Maryland House boat From $506 per night (USD)

Walk to the Chesapeake Bay! Herrington Harbour is a few blocks away.

Walk to the Chesapeake Bay! Herrington Harbour is a few blocks away.

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North Beach Maryland Private vacation home From $475 per night (USD)

Fleet St Retreat in Downtown - Great Location!

Fleet St Retreat in Downtown - Great Location!

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Annapolis Maryland Private vacation home From $304 per night (USD)

CIRCA 1885 - DOWNTOWN HISTORIC ANNAPOLIS

CIRCA 1885 - DOWNTOWN HISTORIC ANNAPOLIS

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Annapolis Maryland Apartment From $428 per night (USD)

Nantucket on the Chesapeake Heated Pool

Nantucket on the Chesapeake Heated Pool

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Annapolis Maryland Private vacation home From $2908 per night (USD)

Historic & sunny home w/ Fireplace steps from USNA & Downtown Annapolis

Historic & sunny home w/ Fireplace steps from USNA & Downtown Annapolis

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Annapolis Maryland Private vacation home From $678 per night (USD)

Stunning Annapolis Home! Across from the library, walk to Naval Graduation

Stunning Annapolis Home! Across from the library, walk to Naval Graduation

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Annapolis Maryland Private vacation home From $1390 per night (USD)

A Serene Tiny Home Experience

A Serene Tiny Home Experience

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Annapolis Maryland Guest house From $224 per night (USD)

Nice 5 BDR / 3 BATH Home near BWI Airport with WIFI, Beach, Parking, Ambiance

Nice 5 BDR / 3 BATH Home near BWI Airport with WIFI, Beach, Parking, Ambiance

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Pasadena Maryland Private vacation home From $494 per night (USD)

New Downtown Annapolis Condo With Free Parking

New Downtown Annapolis Condo With Free Parking

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Annapolis Maryland Condo From $291 per night (USD)

Waterfront Retreat in Riva· Pool, Pier & Kayaks · Sleeps 9 · 15 Min to Annapolis

Waterfront Retreat in Riva· Pool, Pier & Kayaks · Sleeps 9 · 15 Min to Annapolis

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Annapolis Maryland Private vacation home From $559 per night (USD)

Harbor Breezes at Herrington Harbor

Harbor Breezes at Herrington Harbor

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North Beach Maryland Private vacation home From $483 per night (USD)

Brand New.1.5 blocks to Westin. 1st floor bed & bath. Walkable Convenience

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Annapolis Maryland Private vacation home From $578 per night (USD)

Annapolis Garden Suite

Annapolis Garden Suite

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Annapolis Maryland Private vacation home From $369 per night (USD)

Charming 3BDR Bungalow Near Annapolis

Charming 3BDR Bungalow Near Annapolis

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Riva Maryland Private vacation home From $437 per night (USD)

The Heron's Nest at Atlantic Marina

The Heron's Nest at Atlantic Marina

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Pasadena Maryland Cottage From $169 per night (USD)

Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown

Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown

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Annapolis Maryland Private vacation home From $494 per night (USD)

Historic Annapolis Hideaway Steps to USNA and Main St w Private Patio & Parking

Historic Annapolis Hideaway Steps to USNA and Main St w Private Patio & Parking

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Annapolis Maryland Private vacation home From $654 per night (USD)

Annapolis Tree House Apartment- luxury shower, separate space

Annapolis Tree House Apartment- luxury shower, separate space

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Annapolis Maryland Apartment From $322 per night (USD)

Historic Annapolis Union House with Private Patio & Free Off-Site Parking

Historic Annapolis Union House with Private Patio & Free Off-Site Parking

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Annapolis Maryland Private vacation home From $603 per night (USD)

Waterfront River Cottage for 2, dog-friendly

Waterfront River Cottage for 2, dog-friendly

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Severna Park Maryland Cottage From $364 per night (USD)

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