
South River Rentals

- From $475 per night (USD)
VRBO
Splendid dog friendly home within walking distance to beach & play area
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Adventure Annapolis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $475 per night (USD)VRBO
- From $322 per night (USD)
Expedia
Pet-Friendly Annapolis Home: Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience the perfect blend of comfort and adventure at this 3-bed, 2-bath Annapolis vacation rental! Start your day wi ...
From $322 per night (USD)Expedia
- From $289 per night (USD)
VRBO
Minutes from History: 2 Relaxing Units w/ Free Breakfast Near Downtown Annapolis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Here, each stay is enhanced by complimentary amenities, including a hot breakfast, WiFi, and parking. Our suites provide ...
From $289 per night (USD)VRBO
- From $313 per night (USD)
VRBO
Annapolis Adventure: 2 Cozy Units, Outdoor Pool + Easy Access to Historic Sites!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Here, each stay is enhanced by complimentary amenities, including a hot breakfast, WiFi, and parking. Our suites provide ...
From $313 per night (USD)VRBO
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VRBO
Amazing townhome in Annapolis, near Restaurants, USNA, Shopping centers, & more
- Bedrooms:
- 3
- 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 PricingVRBO
- From $969 per night (USD)
Expedia
Perfect Townhouse for USNA Commissioning Week!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to the perfect townhouse for USNA Commissioning Week! As a former midshipman, I know how important it is to have ...
From $969 per night (USD)Expedia
- From $580 per night (USD)
VRBO
South River Retreat- Go Navy!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Located across the bridge from Annapolis. This home is located in a beautiful water privileged neighborhood on the South ...
From $580 per night (USD)VRBO
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Expedia
Annapolis Home Near Beach & Quiet Waters Park!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 13
2,552 Sq Ft | Dog Friendly w/ Fee | Wood-Burning Fireplace | 4 Mi to Downtown Annapolis Nestled just 2 miles from the C ...
Click For PricingExpedia
- Click For Pricing
VRBO
6 Mi to Dtwn: Family-Friendly Home in Annapolis!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Home Gym | Furnished Deck | Blackstone Grill | Near Shopping & Dining Enjoy a convenient and comfortable Maryland escap ...
Click For PricingVRBO
- From $325 per night (USD)
Expedia
Cozy Cottage with Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Perfect for groups of 4 wanting to be near Annapolis and the Chesapeake Bay, but far enough away for peace, quiet, and e ...
From $325 per night (USD)Expedia
- From $670 per night (USD)
VRBO
Chesapeake Charm! Waterfront Property! Hot Tub! Grill - Beautiful 4 BR/3.5 Bath
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Waterfront! Edgewater is waiting for you at this charming Nautical Nest! 500 feet of waterfront with 2 docks and a boat ...
From $670 per night (USD)VRBO
- From $491 per night (USD)
Expedia
Edgewater's Shelby on the Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to our newly updated 4 bedroom, 3.5 bath coastal beauty w/beautiful views of the South River! Situate ...
From $491 per night (USD)Expedia
- From $402 per night (USD)
VRBO
Pet Friendly-newly built house in peaceful beach community, located in Riva MD.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy all that Annapolis has to offer in this stylish house located in Riva MD, just ten mins from downtown Annapolis, ...
From $402 per night (USD)VRBO
- From $606 per night (USD)
Expedia
New! Golden Anchor Retreat; Lux Living! - Sleeps 7
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Only a 2-minute drive from Historic London Town & Gardens and close to Londontowne Marina, this lovely home bl ...
From $606 per night (USD)Expedia
- From $356 per night (USD)
VRBO
Cozy 3-bdrm home in Annapolis. Steps away from the beach/4.7 miles to downtown.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3-bedroom bungalow in Annapolis is perfect for your escape. With 2 full beds and 1 full sofa bed in the 3rd room. I ...
From $356 per night (USD)VRBO
- From $305 per night (USD)
VRBO
Charming 2-bedroom apartment with WiFi, AC, kitchen, wash/dryer in Annapolis.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Unwind in Annapolis at this charming 2 bedroom apartment. Master bedroom includes a queen bed and second smaller fits a ...
From $305 per night (USD)VRBO
- From $652 per night (USD)
VRBO
NEW! Cozy Coastal Retreat in the Heart of Annapolis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this charming 3-bedroom, 2-bathroom townhouse, ideally located in the serene community of Eastport in Annapol ...
From $652 per night (USD)VRBO
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Expedia
Efficiency Apartment Close to Annapolis. .
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Furnished efficiency apartment in Annapolis, close to downtown area, and easy access to Highways. Private Entrance, pri ...
Click For PricingExpedia
- From $588 per night (USD)
VRBO
Waterfront Home with Private Dock, Community Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Waterfront Oasis with Private Dock, Firepit & Kayaks Welcome to the Pearl of Oyster Harbor – a tranquil waterfront retre ...
From $588 per night (USD)VRBO
- From $1413 per night (USD)
VRBO
Waterfront Oasis with pool! 4 BR home minutes from downtown Annapolis!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
STR259 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTAC ...
From $1413 per night (USD)VRBO
- From $312 per night (USD)
VRBO
Londontowne Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: A charming and cozy 3-bedroom, 2-bathroom rancher perfect for your getaway! This inviting home features a brig ...
From $312 per night (USD)VRBO
- From $573 per night (USD)
Expedia
Private Dock, Spacious Deck & Dog-Friendly Yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Escape to this charming riverfront home, just one mile from the heart of Edgewater and 15 minutes from downtown Annapoli ...
From $573 per night (USD)Expedia
- From $509 per night (USD)
VRBO
Waterfront 3br Cottage - Paddle, Fish, Sand, Sun!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Water-lovers dream waterfront cottage 15 min to Annapolis, Navy Academy & 40 min from DC with perfect paddleboarding wat ...
From $509 per night (USD)VRBO
- From $604 per night (USD)
Expedia
Annapolis Home Near Beach & Quiet Waters Park!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 13
Discover your next peaceful escape in our charming retreat! Nestled in a warm, inviting space, this cozy home offers bri ...
From $604 per night (USD)Expedia
- From $285 per night (USD)
VRBO
Brand new beautiful in-law suite loft above garage with river View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Unwind in Riva at this lovely condo. This phenomenal property features 1 bedroom with a queen bed, a cozy living room wi ...
From $285 per night (USD)VRBO
- From $390 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 $390 per night (USD)VRBO
- From $376 per night (USD)
VRBO
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)VRBO
- From $585 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 $585 per night (USD)VRBO
- From $305 per night (USD)
VRBO
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 $305 per night (USD)VRBO
- From $759 per night (USD)
Expedia
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 $759 per night (USD)Expedia
- From $315 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 $315 per night (USD)VRBO
- From $906 per night (USD)
Expedia
Visiting Annapolis for Boat Show, RenFest, Comm Week? This is the perfect 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 $906 per night (USD)Expedia
- From $299 per night (USD)
VRBO
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 $299 per night (USD)VRBO
- From $887 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 $887 per night (USD)VRBO
- From $312 per night (USD)
VRBO
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 $312 per night (USD)VRBO
- From $1083 per night (USD)
Expedia
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)Expedia
- From $618 per night (USD)
VRBO
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 $618 per night (USD)VRBO
- From $685 per night (USD)
Expedia
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 $685 per night (USD)Expedia