Severn River, Maryland Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Severn River, Maryland on RentalSaver.com!

Severn River Rentals

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VRBO
WALK TO DOWNTOWN ANNAPOLIS, EGO ALLEY, NAVAL STADIUM & ACADEMY
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This home was newly renovated in 2021 and is located in the highly desirable Murray Hill Neighborhood. Conveniently loc ...
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VRBO
From $342 per night (USD)
Expedia
Annapolis Escape, Steps to Harbor backs to Gate 1
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This ground floor, private entrance condo has been fully renovated w/ new paint, floors, bath & kitchen. Queen Bed & sle ...
From $342 per night (USD)
Expedia
From $699 per night (USD)
VRBO
Cozy Annapolis Abode: 507 Schley Rd Vacation Rental, Minutes from Downtown!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Property Highlights: This lovely 4-bedroom home boasts 3 full bathrooms and room to comfortably sleep up to 12 people. ...
From $699 per night (USD)
VRBO
From $1455 per night (USD)
Expedia
Historic Annapolis Charmer <1Mile to NMC Stadium
Bedrooms:
5
Bathrooms:
6
Sleeps:
20
IMMACULATE SPACE AND RARE FIND IN DOWNTOWN ANNAPOLIS SLEEPING UP TO 12! Beautifully maintained 1930's home in the middl ...
From $1455 per night (USD)
Expedia
$Gorgeous & bright retreat with patio, firepit, W\/D, & stunning rooftop views$
From $475 per night (USD)
VRBO
Gorgeous & bright retreat with patio, firepit, W\/D, & stunning rooftop views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Skyline Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $475 per night (USD)
VRBO
From $296 per night (USD)
Expedia
Home Away From Home S
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Conveniently located to restaurants, shopping and other fun activities in the area. This is an ideal rental for ...
From $296 per night (USD)
Expedia
From $518 per night (USD)
VRBO
Cute bungalow blocks to Stadium
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: This stylish two bedroom home is conveniently located in Annapolis' Germantown neighborhood off West Street, ne ...
From $518 per night (USD)
VRBO
From $2274 per night (USD)
VRBO
Elegant Eastport Entertaining Dream House
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
NBS23-145363 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN C ...
From $2274 per night (USD)
VRBO
From $1518 per night (USD)
VRBO
Stately Brick Ranch On Corner Lot with Private Backyard for Entertaining
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
STR00803 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTA ...
From $1518 per night (USD)
VRBO
From $1566 per night (USD)
Expedia
Marvelous Home with Backyard Living Room in Murray Hill
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
NBS23-145336 Welcome to our charming vacation rental house nestled in the picturesque Murray Hill neighborhood of Annapo ...
From $1566 per night (USD)
Expedia
From $1027 per night (USD)
VRBO
Eastport Oasis 4 BR 2 BA fully renovated home on quiet street with parking
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTACTED BY A T ...
From $1027 per night (USD)
VRBO
From $638 per night (USD)
Expedia
Fisher House - Downtown Annapolis!
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Summary: Welcome to our beautifully renovated historic home in the heart of Annapolis! The Fisher House, built in 1885, ...
From $638 per night (USD)
Expedia
From $954 per night (USD)
VRBO
USNA Luxury Home, parking, pet friendly
Bedrooms:
3
Bathrooms:
5
Sleeps:
13
Steps to the academy and downtown. 1 parking spot included for guests in a garage just steps from our home in the Hillm ...
From $954 per night (USD)
VRBO
From $728 per night (USD)
Expedia
Restriction Retreat - Relax & walk to Main St
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to the Restriction Retreat, where trouble checks in. Treat yourself and your family to five-star amenities, an u ...
From $728 per night (USD)
Expedia
From $576 per night (USD)
VRBO
Coastal Chesapeake cottage in Eastport
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Welcome to our newest listing - The Coastal Cottage on Chesapeake located in the Maritime community of Eastport . This b ...
From $576 per night (USD)
VRBO
From $2078 per night (USD)
Expedia
Welcoming Waterfront Luxury Estate for Family, Friends, and Pets in Annapolis
Bedrooms:
7
Bathrooms:
5
Sleeps:
14
Large Waterfront Family Estate House in an Old Oak Forest at the end of a private gated Community in Annapolis. Architec ...
From $2078 per night (USD)
Expedia
From $619 per night (USD)
VRBO
Steps from USNA Gates 1 & 3 with large private patio
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stay in this restored historic Annapolis home, located just steps from both USNA Gates 1 and 3. The proud Navy graduate ...
From $619 per night (USD)
VRBO
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Expedia
Annapolis Charmer! 2BR Bright BSMT APT 3 mi to DT
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
About this space Quiet, cozy established single family neighborhood with a huge yard. Take in the history/music scene a ...
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Expedia
From $314 per night (USD)
VRBO
Bay Ridge house by Quiet Waters Park, Thomas Point Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Brand new home with comfortable beds, open floor plan with kitchen excellent for entertaining, and fully equipped. All f ...
From $314 per night (USD)
VRBO
From $458 per night (USD)
Expedia
Book for CW 2025 Gourmet kitchen with backyard and parking at 1st floor Eastport apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Still available for Commissioning Week 2025! This beautifully upgraded one-bedroom apartment on the 1st floor of a two- ...
From $458 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Property is 2 bedrooms and 1 bathroom furnished with brand new furniture. Bedrooms have fitted with comfortable queen si ...
From $298 per night (USD)
VRBO
From $1464 per night (USD)
Expedia
NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
The Oaks Inn is an exceptional home hjistoric nestled in the heart of Historic Downtown Annapolis that seamlessly combin ...
From $1464 per night (USD)
Expedia
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VRBO
Stunning Waterfront Home with Incredible Views
Bedrooms:
6
Bathrooms:
5
Sleeps:
15
Perfect home for a family getaway, Commissioning Week or Boat Show event. Room for all to sleep, gather and play in thi ...
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VRBO
From $1126 per night (USD)
Expedia
New home in historic Eastport! Steps from restaurants, retail, and more.
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Virtual tour: https://cquh.short.gy/eastportretreat Welcome to our charming Eastport retreat in Annapolis, Maryland – w ...
From $1126 per night (USD)
Expedia
From $1011 per night (USD)
VRBO
2 BR home on quiet street in Eastport with lovely screened porch.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
RENT-004550-2024 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE B ...
From $1011 per night (USD)
VRBO
From $485 per night (USD)
Expedia
Private deck, backyard and dog-friendly just 12 minutes to Annapolis
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
This charming farmhouse cottage in Severna Park is a family-friendly rental with room enough for 2 families traveling to ...
From $485 per night (USD)
Expedia
$Summer Special in Annapolis! Pristine, Peaceful, Walkable 1B\/1B Apt. Sleeps 4.$
From $261 per night (USD)
VRBO
Summer Special in Annapolis! Pristine, Peaceful, Walkable 1B\/1B Apt. Sleeps 4.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Fox Haven, a bright, pristine 1 Bed/1 Bath apartment that sleeps 3-4 adults comfortably and has its own separ ...
From $261 per night (USD)
VRBO
From $431 per night (USD)
Expedia
3-bedroom vacation home in Downtown Annapolis, mins walk to U.S. Naval Academy
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover this delightful three-bedroom retreat nestled in the heart of historic Annapolis! Just a 17-minute walk to the ...
From $431 per night (USD)
Expedia
From $1090 per night (USD)
VRBO
Newly-renovated Lighthouse Inn with game room parking, private backyard, walk to downtown
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Stay in this stunning Craftsman home, just steps from the water and everything Eastport/Annapolis has to offer. Enjoy 3 ...
From $1090 per night (USD)
VRBO
From $398 per night (USD)
VRBO
NEW Eastport Bungalow walkable to USNA, Restaurants, & Historic Annapolis
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your family will be 1mi. to Main Street & Downtown Annapolis home of the US Naval Academy (ask about our Navy family di ...
From $398 per night (USD)
VRBO
From $922 per night (USD)
VRBO
Large House Downtown Annapolis with 2 Hot Tubs and 4 parking places
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
This Navy Themed house is located jn downtown annapolis, walking distance to all the shops and restaurants in annapolis ...
From $922 per night (USD)
VRBO
From $1589 per night (USD)
Expedia
Special Pricing - Spring Sailboat Show! Save $200 on a 2 Night Stay! April 22-27 bookings only.
Bedrooms:
4
Bathrooms:
5
Sleeps:
15
RENT-000856-2025 THIS PROPERTY IS MANAGED BY ANNAPOLIS ACOCMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL A TEAM M ...
From $1589 per night (USD)
Expedia
From $286 per night (USD)
VRBO
Water-view condo with rooftop pool & balcony - minutes from downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
USNA Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $286 per night (USD)
VRBO
From $364 per night (USD)
Expedia
Newly Updated EV Charger Ready Peaceful Home in Annapolis
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Welcome to our stylish and modern home, where comfort meets convenience! Here's what you can expect during your stay: ✔ ...
From $364 per night (USD)
Expedia
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VRBO
Downtown Annapolis Luxury House
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Our downtown luxury cottage is located 1.4 miles from Church Circle, which is the heart of downtown Annapolis. We are wa ...
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VRBO
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Expedia
Beautifully Furnished Home, Steps to USNA Stadium, Walk to Downtown Annapolis!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This 3 BR/3 Bath home is literally steps from the USNA Stadium (graduation) and within walking distance of downtown Anna ...
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Expedia
$Upscale home in Eastport \/ Annapolis$
From $1375 per night (USD)
VRBO
Upscale home in Eastport \/ Annapolis
Bedrooms:
4
Bathrooms:
4
Sleeps:
7
Ideal location in the heart of Eastport, walking distance to everything Annapolis offers. Only 3 blocks to the Spa Creek ...
From $1375 per night (USD)
VRBO
$Charming 3-bedroom house with AC and WiFi in enchanting Annapolis\/Eastport$
From $872 per night (USD)
Expedia
Charming 3-bedroom house with AC and WiFi in enchanting Annapolis\/Eastport
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Stay comfortably in Annapolis at this 3-bedroom house. With 1 king bed, 1 queen bed, and 1 full bed, this tremendous pro ...
From $872 per night (USD)
Expedia
From $384 per night (USD)
VRBO
Waterfront 2-Bedroom Condo on Spa Creek
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to your home away from home in Annapolis! Nestled in the charming neighborhood of Eastport, this beautifully app ...
From $384 per night (USD)
VRBO
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Expedia
Anchor Drop
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful modern single-family home with heated pool. Located in Eastport, Annapolis, Maryland. Totally renovated in 2 ...
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Expedia
From $645 per night (USD)
VRBO
Book for CW 2025 Ahoy! The Buccaneer with 3-seasons room, fenced-in yard and rec room
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Still available for Commissioning Week 2025! Welcome to The Buccaneer, a family-friendly home located just 3 miles from ...
From $645 per night (USD)
VRBO
From $1139 per night (USD)
Expedia
Stunning remodel in Murray Hill- Available Commissioning Week 2025, 2026
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Welcome to 9th wing (USNA reference for the boat schoolers out there!) We are nearing the end of renovations on this sp ...
From $1139 per night (USD)
Expedia
From $720 per night (USD)
VRBO
Darling 2 BR home with parking in the sought after Murray Hill section of Historic Annapolis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
STR22-145187 THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CON ...
From $720 per night (USD)
VRBO
$Historic Luxury Steps to USNA + Vibrant Waterfront\n$
From $1189 per night (USD)
VRBO
Historic Luxury Steps to USNA + Vibrant Waterfront\n
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to Fair Winds, a beautiful, spacious and sunlit historic home on gorgeous Prince George Street in the heart of d ...
From $1189 per night (USD)
VRBO
From $907 per night (USD)
VRBO
The General's House S
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Summary: Look no further for your next vacation home in Annapolis! Relax, unwind or entertain friends and family in this ...
From $907 per night (USD)
VRBO
From $1054 per night (USD)
Expedia
Brand New Spacious Luxury Home
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
This brand-new build luxury home in Eastport close to downtown Annapolis has everything you and your guests (up to 16 to ...
From $1054 per night (USD)
Expedia
From $568 per night (USD)
VRBO
Stylish & New, Pet Friendly Fenced Yard, Walkable Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This stunning detached home, designed by Stylish Stays, is the perfect place for a stay in THE HEART of Annapolis. This ...
From $568 per night (USD)
VRBO
From $532 per night (USD)
Expedia
Dog friendly! Next to Navy Stadium and DTA Shuttle!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy your stay in our charming home centrally located directly across from Navy-Marine Corps Memorial Stadium on Taylor ...
From $532 per night (USD)
Expedia
$Vintage Retreat: 5 minute walk to downtown, Naval Academy, Stadium and more.\n$
From $323 per night (USD)
VRBO
Vintage Retreat: 5 minute walk to downtown, Naval Academy, Stadium and more.\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Immerse yourself in the rich history of Annapolis at our century-old home in Presidents Hill. With 3 bedrooms, 2 baths, ...
From $323 per night (USD)
VRBO
From $542 per night (USD)
VRBO
6-BR Kid-Friendly Retreat Minutes from USNA and Downtown Annapolis!
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Escape to luxury in this stunning 6-bedroom, 4.5-bathroom home nestled near the historic charm of Annapolis. 30 minutes ...
From $542 per night (USD)
VRBO
$Downtown Pinkney House w\/Parking$
From $440 per night (USD)
VRBO
Downtown Pinkney House w\/Parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
Summary: The Pinkney house is a 2 bedroom, 2.5 bath town home boasts an unparalleled location within close proximity to ...
From $440 per night (USD)
VRBO
From $1124 per night (USD)
Expedia
Stay at Luxury waterfront home with deep water private pier mins to Annapolis
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Available for Commissioning Week 2025 Prepare to be spoiled at this custom-renovated luxury waterfront retreat! This be ...
From $1124 per night (USD)
Expedia
$Cozy Nautical Cottage in Annapolis w\/ Beautiful Outdoor Space$
From $290 per night (USD)
VRBO
Cozy Nautical Cottage in Annapolis w\/ Beautiful Outdoor Space
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Kick back and relax in your very own tranquil Annapolis getaway! Located in a quiet neighborhood 8 minutes from Downtow ...
From $290 per night (USD)
VRBO
From $477 per night (USD)
Expedia
Historic Annapolis Home!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
🌟 Discover the Allure of Historic Annapolis Living! 🌟 Welcome to your captivating 2-bedroom, 1.5-bath home nestled in ...
From $477 per night (USD)
Expedia
From $210 per night (USD)
VRBO
Maryland Inn 2 Double Beds, Historic Inns, Modern Amenities, Event Space, City Center
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $210 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Enjoy Stepping Back in Time at Charming Hotel in Annapolis - Pet-Friendly!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $190 per night (USD)
Expedia
From $465 per night (USD)
VRBO
2 Historic Ambiance Stays Perfect for Romantic Getaways - Pets Allowed!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $465 per night (USD)
VRBO
From $209 per night (USD)
Expedia
Authentic 18th Century Hotel Near US Naval Academy - Walking Distance
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $209 per night (USD)
Expedia
From $407 per night (USD)
VRBO
Maryland Inn 2 Doubles, Pet-Friendly, 2 Units
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $407 per night (USD)
VRBO
From $418 per night (USD)
Expedia
2 Maryland Inn 2DBeds, Historic Inns of Annapolis, Waterfront Vicinity
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $418 per night (USD)
Expedia
From $211 per night (USD)
VRBO
Elegant Stay Perfect for Romantic Getaway, Just Steps from Waterfront
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $211 per night (USD)
VRBO
$Unique Victorian Stay w\/ Modern Amenities + Steps from Waterfront$
From $185 per night (USD)
Expedia
Unique Victorian Stay w\/ Modern Amenities + Steps from Waterfront
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $185 per night (USD)
Expedia
From $429 per night (USD)
VRBO
Robert Johnson Townhouse, Historic Inns, Fireplace, Downtown Locale
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $429 per night (USD)
VRBO
From $214 per night (USD)
Expedia
Governor Calvert 2 Double Beds, Historic Inns, Gym Access, Near Naval Academy
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $214 per night (USD)
Expedia
From $188 per night (USD)
VRBO
Maryland Inn King, Historic Inns, Fireplace, Elegant Dining, Waterfront Proximity
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $188 per night (USD)
VRBO
From $203 per night (USD)
Expedia
Robert Johnson 2 Double Beds, Historic Inns, Antique Style, Near Chesapeake Bay
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $203 per night (USD)
Expedia
From $392 per night (USD)
VRBO
Elegant Stay Perfect for Exploring Annapolis' Shops and Boutiques.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $392 per night (USD)
VRBO
From $191 per night (USD)
Expedia
Robert Johnson King, Historic Inns, Near Top Dining & City Attractions
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $191 per night (USD)
Expedia
$Charming Downtown Hotel w\/ Vintage Character + Modern Amenities$
From $197 per night (USD)
VRBO
Charming Downtown Hotel w\/ Vintage Character + Modern Amenities
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $197 per night (USD)
VRBO
From $209 per night (USD)
Expedia
Elegant Boutique Hotel Near Maryland State House - Short Walk
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $209 per night (USD)
Expedia
From $367 per night (USD)
VRBO
2 Historic Ambiance Stays Perfect for Romantic Getaways - Pets Allowed!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $367 per night (USD)
VRBO
From $998 per night (USD)
Expedia
Stunning Home Nestled on the Peninsula of Eastport
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This 4 bedroom Annapolis home is an absolute gem, especially with off-street parking! The Craftsman style architecture a ...
From $998 per night (USD)
Expedia
$Cute and Close to Downtown! Off street parking w\/ short walk to Academy\/Stadium$
From $300 per night (USD)
VRBO
Cute and Close to Downtown! Off street parking w\/ short walk to Academy\/Stadium
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy the close proximity to all Annapolis has to offer at this row house located next to college creek. Nicely decorat ...
From $300 per night (USD)
VRBO
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Expedia
Gorgeous House in the Heart of Annapolis, Walk to Everything!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located within walking distance of everything Annapolis has to offer, this 3BR/2.5 Bath historic Craftsman home is beaut ...
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Expedia
From $1232 per night (USD)
VRBO
Luxury Home with Pool for 20
Bedrooms:
4
Bathrooms:
6
Sleeps:
20
Vacation in luxury with 20 of your closest friends and family. This 5000+ square foot home with a pool sits at the end o ...
From $1232 per night (USD)
VRBO
$Annapolis Coastal Retreat w\/ Private Dock & Close to Everything!$
From $385 per night (USD)
Expedia
Annapolis Coastal Retreat w\/ Private Dock & Close to Everything!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Enjoy the ultimate Annapolis experience! Make yourself at home in this spacious, comfortable coastal getaway: a ~2000 s/ ...
From $385 per night (USD)
Expedia
From $1378 per night (USD)
VRBO
Eastport Classic Charm
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Summary: Welcome to our Eastport home where hardwood floors, large windows that allow ample natural light, and a cozy fi ...
From $1378 per night (USD)
VRBO
From $459 per night (USD)
Expedia
Walk to Everything - Historic Art’s District
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
HISTORIC ANNAPOLIS/ART’S DISTRICT Built in 1898, “John Stevens House” in sought-after neighborhood of President’s Hill ...
From $459 per night (USD)
Expedia
From $512 per night (USD)
VRBO
Mins to Downtown in Waterfront community at Pet-friendly Pinecrest Bungalow
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Just minutes from Downtown Annapolis, this charming Cape is located in a quiet water-privileged neighborhood with easy a ...
From $512 per night (USD)
VRBO
From $838 per night (USD)
Expedia
Steps to USNA Gate 3 at historic Gatehouse, on-site parking
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Historic Charm Across from the Naval Academy Nestled in the heart of Downtown Annapolis, this spacious 5-bedroom, 4.5-ba ...
From $838 per night (USD)
Expedia
From $191 per night (USD)
VRBO
Governor Calvert King, Historic Inns, Four-Poster Bed, Dining, Steps from State House
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $191 per night (USD)
VRBO
From $526 per night (USD)
Expedia
Book for CW 2025 Walk everywhere from 1st floor dog-friendly apartment with parking and backyard
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Still available for Commissioning Week 2025! This beautifully-restored 1 bedroom apartment is on the lower level of a 2 ...
From $526 per night (USD)
Expedia
From $663 per night (USD)
VRBO
Book for CW 2025 Waterfront Paradise with private deck and Community Park and Pier
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Still available for Commissioning Week 2025! Discover the perfect waterfront escape near Annapolis! This charming 3-bed ...
From $663 per night (USD)
VRBO
From $1862 per night (USD)
Expedia
Spacious Converted Carriage House in Historic District near USNA
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Relax in this updated and sophisticated house near the USNA in Annapolis with the largest garden in downtown. This tranq ...
From $1862 per night (USD)
Expedia
From $539 per night (USD)
VRBO
Available for CW 2025 2 blocks from Main St with parking - dog-friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Still available for Commissioning Week 2025! Stay right in the heart of Historic Annapolis, just 2 blocks from Main Str ...
From $539 per night (USD)
VRBO
From $335 per night (USD)
Expedia
Charming Downtown Annapolis. Stroll to all the Historic District has to offer.
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
In the heart of Annapolis, where the bay breeze blows, Stands a small cottage, the Captain's Quarters, a peaceful repos ...
From $335 per night (USD)
Expedia
Click For Pricing
VRBO
Stay in the heart of Historic Annapolis 2 blocks from Main Street - dog friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Still available for Commissioning Week 2025! Inquire about discounted extended stays! Stay right in the heart of Hist ...
Click For Pricing
VRBO
$Magnolia Harbor Retreat - 4 BR\/3BA HISTORIC DOWNTOWN ANNAPOLIS- QUIET STREET$
From $943 per night (USD)
Expedia
Magnolia Harbor Retreat - 4 BR\/3BA HISTORIC DOWNTOWN ANNAPOLIS- QUIET STREET
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
RENT-001081-2024 - THIS PROPERTY IS MANAGED BY ANNAPOLIS ACCOMMODATION. YOUR RESERVATION IS NOT CONFIRMED UNTIL A TEAM ...
From $943 per night (USD)
Expedia
$Annapolis Luxury: Firepit \/ Deck \/ Grill$
From $536 per night (USD)
VRBO
Annapolis Luxury: Firepit \/ Deck \/ Grill
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to our stylish new construction in the heart of Annapolis! Our home features high ceilings, contemporary decor, ...
From $536 per night (USD)
VRBO
Click For Pricing
Expedia
Spend Commissioning Week Here: Walk to Yard, Pool, Hot Tub, Kayaks, and more...
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Park once and walk everywhere! Plus, enjoy our pool, hot tub, fire pit and large patio for your gatherings. Have your mo ...
Click For Pricing
Expedia
From $399 per night (USD)
VRBO
Charming 3-bedroom house in Annapolis ⚓️🛥️⛵️ on the Chesapeake Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Make yourself at home in this delightful 3-bedroom Annapolis retreat. With a king bed, queen bed, and full bed, this hou ...
From $399 per night (USD)
VRBO
From $1341 per night (USD)
Expedia
Beautiful 7BR home minutes from downtown Annapolis
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
Newly renovated modern colonial on several acres just minutes from downtown Annapolis and the Naval Academy. Chefs kitch ...
From $1341 per night (USD)
Expedia
From $627 per night (USD)
VRBO
Charming 3-bedroom house in Annapolis two blocks from the Navy Stadium
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Peaceful house on a quiet street two blocks from the Navy Stadium with easy access to downtown Annapolis via the stadium ...
From $627 per night (USD)
VRBO
From $673 per night (USD)
Expedia
Private 4-bedroom house in Annapolis, great location!
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Your home away from home in Annapolis with 4 bedrooms. Under 2 miles to the Naval Academy! This spacious home is located ...
From $673 per night (USD)
Expedia
Click For Pricing
VRBO
Amazing townhome in Annapolis, near Restaurants, USNA, Shopping centers, & more
Bedrooms:
4
Bathrooms:
3
Sleeps:
3
Amazing three bedroom townhome with Masters suite(with full bathroom), and 2 additional bedrooms with access to one full ...
Click For Pricing
VRBO
From $1040 per night (USD)
Expedia
Waterviews, steps to restaurants and downtown from First Mate
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Still available for Commissioning Week 2025! Stunning 4 Bedroom / 3.5 Bath Home in Eastport with Water Views and Expans ...
From $1040 per night (USD)
Expedia
From $275 per night (USD)
VRBO
Adorable 1 bedroom apartment in downtown Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Enjoy a stylish experience at this centrally-located apartment. 2 minute walk to Main Street and all of the att ...
From $275 per night (USD)
VRBO
From $373 per night (USD)
Expedia
2 Bedroom Renovated Condo in Downtown Annapolis
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Summary: Newly renovated 2 bedroom apartment in downtown Annapolis. Steps from Main Street and all that Annapolis has to ...
From $373 per night (USD)
Expedia
$Downtown Annapolis Gem: 3BR\/2BA$
From $662 per night (USD)
VRBO
Downtown Annapolis Gem: 3BR\/2BA
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Welcome to our newly renovated 3BR/2BA apartment in downtown Annapolis! With two king beds, one queen bed, and ...
From $662 per night (USD)
VRBO
From $238 per night (USD)
Expedia
1 room with additional amazing sunroom
Bedrooms:
1
Bathrooms:
3
Sleeps:
3
Summary: Enjoy a wonderful experience at this centrally-located apartment. 2 minute walk to Main Street and all of the a ...
From $238 per night (USD)
Expedia

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