South River Rentals
From $424 per night (USD)VRBO
Annapolis Academy Holiday Home
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our Academy Holiday Home, where we invite you to visit, relax, and spend time with family and friends (and yo ...
From $424 per night (USD)VRBO
From $376 per night (USD)Expedia
Riverside Retreat ~ Near Annapolis & USNA ~ Home Theatre, Bar & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
SUMMARY | This charming, family-friendly home offers the perfect mix of comfort, convenience, and coastal vibes—just wal ...
From $376 per night (USD)Expedia
From $566 per night (USD)VRBO
Pet-Friendly & Spacious Home in Annapolis
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Spacious 4BR/2.5BA home roughly 10 mins from Downtown Annapolis - close to the action, yet tucked in a quiet ne ...
From $566 per night (USD)VRBO
From $320 per night (USD)Expedia
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spend your vacation at this brilliant 3-bedroom house in Edgewater. Each bedroom features a cozy queen bed, perfect for ...
From $320 per night (USD)Expedia
From $625 per night (USD)VRBO
Sing Second Stays—Spacious Annapolis Home Near USNA & Navy Stadium
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Sing Second Stays, a comfortable and spacious retreat in the heart of Annapolis. Just 1.4 miles from Navy-Mar ...
From $625 per night (USD)VRBO
From $311 per night (USD)VRBO
Cozy Edgewater Cottage w/ Backyard Hangout
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Cozy 2BR Edgewater retreat with a fun backyard featuring turf, lawn games, and a 3-hole putting green. Enjoy a ...
From $311 per night (USD)VRBO
From $880 per night (USD)VRBO
Visiting Annapolis for Naval Academy Homecoming or Ren Fest? Here's your house!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Large, spacious home perfect for family gatherings and special events! Riverfront neighborhood close to all Annapolis ha ...
From $880 per night (USD)VRBO
From $316 per night (USD)Expedia
Annapolis Town Center Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Our charming, newly updated 2-bedroom, 2 bath cottage house in the heart of the Annapolis Town Center area is p ...
From $316 per night (USD)Expedia
From $894 per night (USD)VRBO
Wonderful Cottage Nestled On Chesapeake Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Stunning home a short walk from Chesapeake Bay - a perfect blend of comfort and coastal charm. Stroll, jog or bike in th ...
From $894 per night (USD)VRBO
From $245 per night (USD)Expedia
Beautiful 2-bedroom water view house in Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this beautifully renovated cottage overlooking the Chesapeake Bay. Just steps from a serene public beach, this ...
From $245 per night (USD)Expedia
From $1083 per night (USD)VRBO
3-bed 3 bath home in Edgewater MD on the beach, 25 min from USNA and Annapolis.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Stay comfortably in Edgewater at this 3-bedroom house. This tranquil retreat offers 1 queen bed and 2 bunk beds, perfect ...
From $1083 per night (USD)VRBO
From $671 per night (USD)Expedia
Cozy Edgewater Retreat — Dock Access & River Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to this charming 4-bedroom, 2-bath home in beautiful Edgewater, just a short drive to historic Annapolis and the ...
From $671 per night (USD)Expedia
From $645 per night (USD)VRBO
Quiet Waters Family Home 4BR Sleeps 8
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to this charming Hillsmere Shores retreat, in one of Annapolis’ top waterfront neighborhoods. Just min ...
From $645 per night (USD)VRBO
From $402 per night (USD)Expedia
Serene Boutique Home near Annapolis Downtown/USNA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
10 mins Annapolis | United States Naval Academy A Serene, Family-Friendly Retreat Near the Water. 3BR, 2BA haven nestled ...
From $402 per night (USD)Expedia
From $655 per night (USD)VRBO
Fabulous 5-bedroom house with AC in charming Annapolis
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Looking to explore Annapolis and live comfortably on a budget? This cozy square house will be just right for you! The si ...
From $655 per night (USD)VRBO