Vacation rentals in Annapolis
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Vacation rentals in Annapolis
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Annapolis MD
8.54 km from city centre
Stay at this vacation home in Annapolis. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Sandy Point State Park and Bay Hills Golf Club are located nearby.
Pool
Kitchen
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Annapolis MD
0.18 km from city centre
Stay at this vacation home in Annapolis. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Ellen O. Moyer Nature Park at Back Creek and Maryland Federation of Art are located nearby.
Kitchen
Washer
Charming Historic Annapolis Home With Two Off-street Parking Places!
Annapolis MD
0.52 km from city centre
Stay at this vacation home in Annapolis. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions John Smith House and William Paca House are located nearby.
Kitchen
Washer
Cozy Winter Annapolis Escape, Near Downtown, Firepit + Bar, Sleeps 12, Parking
Annapolis MD
7.57 km from city centre
The price is CA $396 per night
CA $396
CA $788 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Stay at this vacation home in Annapolis. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Bay Hills Golf Club and Sandy Point State Park are located nearby.
Kitchen
Washer
Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!
Annapolis MD
0.42 km from city centre
The price is CA $1,022 per night
CA $1,022
CA $1,796 total
Jan 21 - Jan 22, 2026
includes taxes & fees
Stay at this vacation home in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Maynard-Burgess House and Kunta Kinte Plaque & Alex Haley Memorial are located nearby.
Kitchen
Washer
Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown
Annapolis MD
2.26 km from city centre
Book a stay at this family-friendly vacation home in Annapolis. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Navy-Marine Corps Memorial Stadium and Helen Avalynne Tawes Garden are located nearby.
Kitchen
Washer
Historic Annapolis Home 1.5 blocks from center of town.
Annapolis MD
0.27 km from city centre
Stay at this vacation home in Annapolis. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Ellen O. Moyer Nature Park at Back Creek and Banneker Douglass Museum are located nearby.
Kitchen
Washer
Gather, Relax & Explore — Townhome 1 Block from State Capitol Building with Backyard & Parking
Annapolis MD
0.41 km from city centre
Stay at this vacation home in Annapolis. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Annapolis Civil Rights Plaque and ARTFX Gallery of Fine Crafts and Arts are located nearby.
Kitchen
Washer
Luxury Waterfront Executive Family Home Annapolis with All Amenities
Annapolis MD
9.32 km from city centre
Stay at this vacation home in Annapolis. Enjoy a fitness center, laundry facilities, and in-room jetted tubs. Popular attractions Sandy Point State Park and Chesapeake Bay Bridge are located nearby.
Hot tub
Washer
Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything
Annapolis MD
0.37 km from city centre
Stay at this vacation home in Annapolis. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions William Paca House and 48 Fleet Street are located nearby.
Kitchen
Washer
Annapolis Condominium in the heart of the historic center
Annapolis MD
0.25 km from city centre
Stay at this condo in Annapolis. Enjoy a garden, laundry facilities, and patios. Our guests praise the helpful staff in our reviews. Popular attractions Maynard-Burgess House and Ellen O. Moyer Nature Park at Back Creek are located nearby.
Kitchen
Washer
Downtwn Stylish 3BR/2BA with Exclusive Parking in Annapolis-USNA Stadium
Annapolis MD
0.58 km from city centre
Stay at this vacation home in Annapolis. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Annapolis Civil Rights Plaque and ARTFX Gallery of Fine Crafts and Arts are located nearby.
Kitchen
Washer
Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis
Annapolis MD
5.82 km from city centre
Stay at this apartment in Annapolis. Enjoy free WiFi, a sauna, and a garden. Popular attractions U.S. Naval Academy Golf Club and Chesapeake Bay Bridge are located nearby.
Hot tub
Kitchen
Sophisticated Charmer with Parking & Views of the USNA Chapel Dome
Annapolis MD
0.48 km from city centre
Stay at this vacation home in Annapolis. Enjoy a garden, laundry facilities, and patios. Popular attractions William Paca House and Hammond-Harwood House are located nearby.
Kitchen
Washer
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.
