Accommodations at the best price near Shady Lake, Annapolis

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Shady Lake, Annapolis accommodations
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Shady Lake, Annapolis: Compare Airbnb, Hotels and vacation rentals

Best family friendly Shady Lake, Annapolis lodging

Among the 956 accommodations in Shady Lake, Annapolis, here are the 4 best for families

Upscale Family Home Near Downtown Annapolis | Resort-style Outdoor Spaces - Shady Lake, Annapolis
Shady Lake, Annapolis
08/30 – 09/08
$740/nighttotal: $6660 (9 )

Upscale Family Home Near Downtown Annapolis | Resort-style Outdoor Spaces

2 1
apartment , Annapolis
This upscale, newly decorated apartment is located in a quiet Annapolis cul-de-sac, offering a resort-like setting just 1.3 miles from the Navy-Marine Corps Memorial Stadium and 1.5 miles from the U.S. Naval Academy.
This 2200 square foot accommodation features 3 bedrooms and 2 bathrooms, sleeping up to 6 guests with amenities including high-speed WiFi, air conditioning, a gas grill, and outdoor fire pits, with the option to combine with a separate lower-level apartment for larger groups.
Recently Renovated Annapolis Home - Conveniently Located - Shady Lake, Annapolis
10 75 reviews
Shady Lake, Annapolis
08/18 – 08/27
$518/nighttotal: $4662 (9 )

Recently Renovated Annapolis Home - Conveniently Located

4 2
apartment , Annapolis
This Annapolis apartment is conveniently located in the downtown area, within walking distance of the US Naval Academy, the Navy-Marine Corps Memorial Stadium, and other popular attractions. The apartment consistently receives excellent guest reviews, highlighting its comfortable and well-maintained accommodations.
The four-bedroom home comfortably sleeps eight guests and features a spacious living room, a separate TV/play room, and a private fenced-in backyard with a patio and front porch. Amenities include a fully equipped kitchen, air conditioning, parking, and internet access, making it perfect for families or groups of friends exploring Annapolis.
2026 Commissioning Week Promo: Book 6 Nights, Get The 7th Free - Shady Lake, Annapolis
10 32 reviews
Shady Lake, Annapolis
08/18 – 08/27
$469/nighttotal: $4221 (9 )

2026 Commissioning Week Promo: Book 6 Nights, Get The 7th Free

3 2
apartment , Annapolis
This Annapolis vacation home is located within a mile of Spa Creek and the U.S. Naval Academy, placing you within walking distance of the Annapolis Maritime Museum and Maynard-Burgess House. The home has earned excellent user ratings, indicating a comfortable and enjoyable stay for travelers.
This 1500 square foot home offers three bedrooms and can accommodate up to eight guests. Enjoy amenities like a fully equipped kitchen, a private garden, a terrace, and a spa, making this the perfect spot to relax and explore Annapolis.
Historic Row Home | Hot Tub - 1 Block From Gate 1! - Shady Lake, Annapolis
10 24 reviews
Shady Lake, Annapolis
09/01 – 09/09
$1093/nighttotal: $8744 (8 )

Historic Row Home | Hot Tub - 1 Block From Gate 1!

3 1
apartment , Annapolis
This Annapolis yacht rental is steps from the US Naval Academy's Gate 1, St. John's College, and City Dock, offering easy access to Annapolis's historic district and attractions. This three-story vessel sleeps nine guests comfortably in three bedrooms and features a chef's kitchen with granite countertops, a dishwasher, and a microwave, plus a garden and air conditioning.

Best Shady Lake, Annapolis lodging with a pool

Among the 956 accommodations in Shady Lake, Annapolis, here are the 4 best ones with a pool

Eastport Pied -A -Terre - Shady Lake, Annapolis
10 2 reviews
Shady Lake, Annapolis
09/01 – 09/09
$431/nighttotal: $3448 (8 )

Eastport Pied -A -Terre

1 1
apartment , Annapolis
This one-bedroom Annapolis condo is conveniently located near the Eastport Bridge, offering easy access to both Eastport and downtown Annapolis.
This unit features a fully equipped kitchen, in-unit laundry, elevator access, and a rooftop pool with city views; it sleeps three guests and includes free parking.
Luxury Annapolis Condo, Fully Remodeled, Rooftop Pool & Marina, Free Parking, 0.3 Mi To Downtown. Perfect For Navy Games, Academy Visits, Or A Waterfront Getaway. - Shady Lake, Annapolis
Shady Lake, Annapolis
08/30 – 09/08
$1026/nighttotal: $9234 (9 )

Luxury Annapolis Condo, Fully Remodeled, Rooftop Pool & Marina, Free Parking, 0.3 Mi To Downtown. Perfect For Navy Games, Academy Visits, Or A Waterfront Getaway.

1 1
apartment , Annapolis
This 1-bedroom condo in Eastport offers direct marina access on Spa Creek, located 0.3 miles from Historic Downtown Annapolis, 1 mile from the U.S. Naval Academy, and 1.9 miles from Navy Stadium.
This fully remodeled residence accommodates up to 4 guests and features a king bedroom, a queen sleeper sofa, a spa-like bathroom, a well-equipped kitchen with an air fryer and coffee station, dedicated workspace with fast Wi-Fi, and includes two parking spaces, with seasonal access to a rooftop pool and terrace.
Spa Creek Condo | Pool, Deck & Parking - Shady Lake, Annapolis
10 5 reviews
Shady Lake, Annapolis
08/18 – 08/27
$299/nighttotal: $2691 (9 )

Spa Creek Condo | Pool, Deck & Parking

1 2
apartment , Annapolis
This Eastport condo provides waterfront living on Spa Creek, a 5-minute walk from Downtown Annapolis, the US Naval Academy, and Eastport's dining and shopping.
This 1-bedroom, 1-bathroom condo accommodates up to 4 guests with a pull-out sofa, featuring a full kitchen, air conditioning, a community pool (seasonal), and free parking for two vehicles.
Spa Creek Waterfront | Pool & Parking - Shady Lake, Annapolis
10 7 reviews
Shady Lake, Annapolis
08/18 – 08/27
$310/nighttotal: $2790 (9 )

Spa Creek Waterfront | Pool & Parking

2 2
apartment , Annapolis
This Eastport condo provides waterfront living on Spa Creek, a short walk to Downtown Annapolis and the US Naval Academy.
This two-bedroom condo accommodates up to four guests and features a private deck, access to a seasonal community pool, a fully equipped kitchen, and free parking for two cars.

Top-rated Shady Lake, Annapolis accommodation

Pristine Downtown 1-bedroom Steps From State House - Shady Lake, Annapolis
10 40 reviews
Shady Lake, Annapolis
08/18 – 08/27
$252/nighttotal: $2268 (9 )

Pristine Downtown 1-bedroom Steps From State House

1 2
apartment , Annapolis
This Annapolis Historic District apartment is a 10-minute walk from the U.S. Naval Academy and East Street, placing you steps from the Colonial Players and 48 Fleet Street.
This 400-square-foot rental boasts two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, in-unit laundry, free Wi-Fi, on-site parking, and board games.

Shady Lake, Annapolis: Other neighborhoods and points of interest

Best Shady Lake, Annapolis accommodation with a balcony

Parking At Randall House Across From Usna Gate 1 - Shady Lake, Annapolis
9.8 85 reviews
Shady Lake, Annapolis
08/18 – 08/27
$941/nighttotal: $8469 (9 )

Parking At Randall House Across From Usna Gate 1

4 2
apartment , Annapolis
This Annapolis home is located in the Historic District, just steps away from the Naval Academy, City Dock, and John Smith House, making it easy to explore the city's rich history and culture. The property has received excellent ratings for location, cleanliness, and overall experience.
This 4-bedroom, 4-bathroom house offers 3,470 square feet of space, comfortably accommodating up to 11 guests. The home features a fully equipped kitchen, a balcony, free Wi-Fi, parking, and a spa, providing everything needed for a relaxing and enjoyable stay.
Luxury Rooftop Pool & Dock Steps To Downtown - Shady Lake, Annapolis
10 1 review
Shady Lake, Annapolis
09/01 – 09/09
$619/nighttotal: $4952 (8 )

Luxury Rooftop Pool & Dock Steps To Downtown

1 1
house , Annapolis
This luxury condo in Annapolis is a 13-minute walk from Annapolis Harbor and 26 miles from Inner Harbor attractions in Baltimore.
This 530 square foot house offers 2 bedrooms, accommodates up to 7 guests, and features a rooftop pool, private dock, air conditioning, and a well-equipped kitchen with a dishwasher, oven, and microwave.
Private Patio At Charming Hanover House Across From Usna Gate 3 - Shady Lake, Annapolis
9.9 72 reviews
Shady Lake, Annapolis
08/18 – 08/27
$468/nighttotal: $4212 (9 )

Private Patio At Charming Hanover House Across From Usna Gate 3

3 2
apartment , Annapolis
This Annapolis vacation home is located in the Historic District, within walking distance of St. John's College, Chase Lloyd House, and Hammond-Harwood House. The U.S. Naval Academy and French Soldiers Monument are also a short walk away. The property has excellent user, location, and cleanliness ratings.
This 1950 square foot house has four bedrooms and can accommodate eight guests. It includes a fully equipped kitchen, a fireplace, a balcony, a garden, a spa, parking, and a gas grill.
Brilliantly Updated Multi-level Walkable To Navy Stadium & Close To Historic Downtown Annapolis - Shady Lake, Annapolis
Shady Lake, Annapolis
08/18 – 08/27
$1159/nighttotal: $10431 (9 )

Brilliantly Updated Multi-level Walkable To Navy Stadium & Close To Historic Downtown Annapolis

6 2
apartment , Annapolis
This professionally managed multi-level home in Annapolis's Admiral Heights neighborhood is located 2640 feet from Navy-Marine Corps Memorial Stadium and 2 miles from Historic Downtown Annapolis and the U.S. Naval Academy.
This 3120 sq ft rental offers a split-level layout across four levels, accommodating up to 13 guests with 6 bedrooms and 4 bathrooms, and features extensive outdoor living spaces including a screened porch with TV and mini-fridge, a fire pit, and a fenced backyard.
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