South River Rentals
From $1010 per night (USD)VRBO
Commissioning Week by the Bay! 2027\/8 Available!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Available for CW 2027-2028 at $7,700. 5 bedroom, 3.5 bath located 5 miles from Gate 1 in the waterfront community of Aru ...
From $1010 per night (USD)VRBO
From $707 per night (USD)Expedia
Mins to Downtown in Waterfront community at Pet-friendly Pinecrest Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Just minutes from Downtown Annapolis, this charming Cape is located in a quiet water-privileged neighborhood with easy a ...
From $707 per night (USD)Expedia
From $1309 per night (USD)VRBO
Splendid home w\/private pool, fire pit, several decks & balconies
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Porter Point Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $1309 per night (USD)VRBO
From $491 per night (USD)Expedia
Splendid dog friendly home within walking distance to beach & play area
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Adventure Annapolis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $491 per night (USD)Expedia
From $536 per night (USD)VRBO
Annapolis Luxury: Firepit \/ Deck \/ Grill
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to our stylish new construction in the heart of Annapolis! Our home features high ceilings, contemporary decor, ...
From $536 per night (USD)VRBO
From $365 per night (USD)Expedia
Pet-Friendly Annapolis Home: Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Experience the perfect blend of comfort and adventure at this 3-bed, 2-bath Annapolis vacation rental! Start your day wi ...
From $365 per night (USD)Expedia
From $319 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 $319 per night (USD)VRBO
From $324 per night (USD)Expedia
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 $324 per night (USD)Expedia
From $528 per night (USD)VRBO
Spacious 5-bedroom house with Pier, AC and WiFi in delightful Edgewater
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
The Annapolis area is just minutes away by land or by sea. This 5-bedroom home in Edgewater featur es 1 king bed, 2 qu ...
From $528 per night (USD)VRBO
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Amazing townhome in Annapolis, near Restaurants, USNA, Shopping centers, & more
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 3
Amazing three bedroom townhome with Masters suite(with full bathroom), and 2 additional bedrooms with access to one full ...
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From $969 per night (USD)VRBO
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)VRBO
From $572 per night (USD)Expedia
South River Retreat- Go Navy!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Located across the bridge from Annapolis. This home is located in a beautiful water privileged neighborhood on the South ...
From $572 per night (USD)Expedia
From $594 per night (USD)VRBO
Annapolis Home Near Beach & Quiet Waters Park!
- Bedrooms:
- 3
- Bathrooms:
- 6
- 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 ...
From $594 per night (USD)VRBO
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6 Mi to Dtwn: Family-Friendly Home in Annapolis!
- Bedrooms:
- 4
- Bathrooms:
- 8
- Sleeps:
- 12
Home Gym | Furnished Deck | Blackstone Grill | Near Shopping & Dining Enjoy a convenient and comfortable Maryland escap ...
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From $391 per night (USD)VRBO
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 $391 per night (USD)VRBO
From $661 per night (USD)Expedia
Chesapeake Charm! Waterfront Property! Hot Tub! Grill - Beautiful 4 BR\/3.5 Bath
- Bedrooms:
- 4
- 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 $661 per night (USD)Expedia
From $573 per night (USD)VRBO
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 $573 per night (USD)VRBO
From $418 per night (USD)Expedia
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 $418 per night (USD)Expedia
From $665 per night (USD)VRBO
New! Golden Anchor Retreat; Lux Living!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Summary: Only a 2-minute drive from Historic London Town & Gardens and close to Londontowne Marina, this lovely home ble ...
From $665 per night (USD)VRBO
From $453 per night (USD)Expedia
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 $453 per night (USD)Expedia
From $303 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 $303 per night (USD)VRBO
From $829 per night (USD)Expedia
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 $829 per night (USD)Expedia
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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 ...
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From $720 per night (USD)Expedia
Book for CW 2025 Waterfront Dog-Friendly Oasis with Private Dock, Firepit & Kayaks
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Available for Commissioning Week 2025! Waterfront Dog-Friendly Oasis with Private Dock, Firepit & Kayaks Welcome to the ...
From $720 per night (USD)Expedia
From $1412 per night (USD)VRBO
Waterfront Oasis with pool! 4 BR home minutes from downtown Annapolis!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
STR259 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTAC ...
From $1412 per night (USD)VRBO
From $492 per night (USD)Expedia
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 brigh ...
From $492 per night (USD)Expedia
From $480 per night (USD)VRBO
Spacious home with bay views, deck, balcony and gas grill
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Oyster Harbor Waterview Home Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $480 per night (USD)VRBO
From $587 per night (USD)Expedia
Book for CW25 Riverfront Retreat: 2-Story Home with Private Dock, Spacious Deck & Dog-Friendly Yard
- Bedrooms:
- 3
- 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 $587 per night (USD)Expedia
From $567 per night (USD)VRBO
Waterfront 3br Cottage - Paddle, Fish, Sand, Sun!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Water-lovers dream waterfront cottage 15 min to Annapolis, Navy Academy & 40 min from DC with perfect paddleboarding wat ...
From $567 per night (USD)VRBO
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Annapolis Home Near Beach & Quiet Waters Park!
- Bedrooms:
- 3
- 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 ...
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From $285 per night (USD)VRBO
Brand new beautiful Condo\/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