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Featured Condo Rentals in Shady Side
Beautiful Condo - Water View Near City Dock
Annapolis MD
Our customers tell us they enjoy this condo's walkable location. During your stay, you're just a quick walk from Spa Creek. Enjoy features like an outdoor pool and laundry facilities. Enjoy your stay with amenities like free WiFi and a private pool in the condo.
Romantic Two Bedroom Condo
Crofton MD
This condo's great location gets high marks from our customers. During your stay, you'll be within walking distance of Walden Golf Club. Enjoy features like laundry facilities. The condo offers free WiFi and a kitchen.
Luxe Row Home Steps to USNA Gate 3!
Annapolis MD
The price is €518 per night
€518
6 Apr - 7 Apr
includes taxes & fees
During your stay at this condo building, you're just a quick walk from U.S. Naval Academy. A kitchen and 3 bathrooms are available in the condo.
Annapolis Condominium in the heart of the historic center
Annapolis MD
Our customers tell us that they can't get enough of the helpful staff at this condo building. During your stay, you're just a quick walk from Maynard-Burgess House. Laundry facilities are available. The condo includes amenities such as a kitchen and 2 bathrooms.
Kitchen
Washing machine
2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free
Annapolis MD
During your stay at this condo building, you're just a quick walk from Spa Creek. Features include laundry facilities. Free WiFi and a kitchen are available in the condo.
Waterfront 2-Bedroom Condo on Spa Creek
Annapolis MD
During your stay at this condo building, you're just a quick walk from Spa Creek. A gym and laundry facilities are available. Enjoy your stay with amenities like free WiFi and a kitchen in the condo.
Unbelievable beach views for 6
North Beach MD
During your stay at this condo building, you're just a quick walk from Chesapeake Bay. Features include laundry facilities. The condo includes amenities such as free WiFi and a kitchen.
New Downtown Annapolis Condo With Free Parking
Annapolis MD
During your stay at this condo building, you're just a quick walk from Annapolis Civil Rights Plaque. You'll find features such as laundry facilities. Enjoy your stay with amenities like free WiFi and a kitchen in the condo.
Kitchen
Washing machine
Historic Row Home in Downtown Annapolis
Annapolis MD
The price is €491 per night
€491
6 Apr - 7 Apr
includes taxes & fees
During your stay at this condo building, you're just a quick walk from U.S. Naval Academy. Enjoy features like laundry facilities. The condo includes amenities such as a kitchen and 2 bathrooms.
2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free
Annapolis MD
During your stay at this condo building, you're just a quick walk from Annapolis Harbor. Features include an outdoor pool and laundry facilities. Enjoy your stay with amenities like free WiFi and a kitchen in the condo.
Cozy Retreat w/Private Beach Access
annapolis MD
During your stay at this condo building, you're just a quick walk from Chesapeake Bay. Laundry facilities are available. The condo offers a kitchen and a TV.
Kitchen
Washing machine
Upscale Condo in Annapolis w/Private Parking
Annapolis MD
The price is €572 per night
€572
9 Apr - 10 Apr
includes taxes & fees
During your stay at this condo building, you're just a quick walk from Annapolis Civil Rights Plaque. Enjoy features like laundry facilities. The condo includes amenities such as free WiFi and a kitchen.
3 Bedroom/2.5 bathroom close to Naval Academy, NMCM Stadium, and downtown.
Annapolis MD
During your stay at this condo building, you'll be within walking distance of Anne Arundel Medical Center. Features include laundry facilities. The condo includes amenities such as 2.5 bathrooms and a microwave.
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.
Annapolis MD
During your stay at this condo building, you're just a quick walk from Spa Creek. Enjoy features like laundry facilities. The condo offers free WiFi and a private pool.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Shady Side Condo Rentals essential information
Accommodation | 12 Condo Rentals |
|---|---|
Lowest Price | €491 |
Highest Price | €778 |
Popular accommodation | Beautiful Condo - Water View Near City Dock , Romantic Two Bedroom Condo, Luxe Row Home Steps to USNA Gate 3!, Annapolis Condominium in the heart of the historic center, 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free, Waterfront 2-Bedroom Condo on Spa Creek, Unbelievable beach views for 6, New Downtown Annapolis Condo With Free Parking, Historic Row Home in Downtown Annapolis, 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free, Cozy Retreat w/Private Beach Access, Upscale Condo in Annapolis w/Private Parking, 3 Bedroom/2.5 bathroom close to Naval Academy, NMCM Stadium, and downtown., 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., Two Historic Rowhomes in Downtown Annapolis |
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