Selby-on-the-Bay Rentals
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Nice retreat apartment\/private patio, min. away from USNA & Downtown Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nice 2 bedrooms / 1 bathroom appartment in the lower level of a single home, private entrance and patio in the back of t ...
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From $384 per night (USD)Expedia
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
The Beachwood Cottage is located near Mayo, Maryland, on the western shore of the Chesapeake Bay. The property sits on R ...
From $384 per night (USD)Expedia
From $303 per night (USD)VRBO
The Yellow Cottage on Harness Creek
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The minute you step into our charming waterfront cottage you will feel right at home! Situated on Harness Creek, in a q ...
From $303 per night (USD)VRBO
From $565 per night (USD)Expedia
Available for CW 2025 Waterfront neighborhood, with fenced-in yard and dog-friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Still available for Commissioning Week 2025! Welcome to the Shore Leave! Just a five minute walk to the beach, five mi ...
From $565 per night (USD)Expedia
From $441 per night (USD)VRBO
Available for CW 2025 Family and Pet-friendly Edgewater cottage with hot tub in waterfront community
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Still available for Commissioning Week 2025! Welcome to this charming cottage located in a water-privileged community i ...
From $441 per night (USD)VRBO
From $716 per night (USD)Expedia
Waterfront Cheerful 6 BR Home with Private Pier
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to this brand-new relaxing home with a private pier by the water for your getaway. It is perfect for vacations, ...
From $716 per night (USD)Expedia
From $445 per night (USD)VRBO
Coastal Edgewater Home w\/ Private Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
Your next maritime retreat awaits at this 5-bedroom, 2-bath Edgewater vacation rental! Featuring 2 Smart TVs, a fully eq ...
From $445 per night (USD)VRBO
From $1725 per night (USD)Expedia
Waterfront Escape Near Annapolis
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 26
A perfect getaway in a quiet neighborhood with access to Whitemarsh Creek, Rhode River & Chesapeake Bay. Beautiful horse ...
From $1725 per night (USD)Expedia
From $516 per night (USD)VRBO
Chesapeake Bay Getaway | New Waterfront With Private Pier | Near Annapolis \/USNA
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Gorgeous sunrises from your completely remodeled waterfront cottage! Experience fresh Maryland Crabs or fish caught from ...
From $516 per night (USD)VRBO
From $947 per night (USD)Expedia
Serene waterfront sunsets in this sprawling historic Annapolis home
- Bedrooms:
- 2
- Bathrooms:
- 7
- Sleeps:
- 10
Enjoy stunning western-facing views across the river and a natural tidal pond from this sprawling historic home that sit ...
From $947 per night (USD)Expedia
From $262 per night (USD)VRBO
2-story, riverfront home with private dock, inviting deck & dog-friendly yard
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Song of River City Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $262 per night (USD)VRBO
From $514 per night (USD)VRBO
Adjacent to Annapolis~ by beach, 25 acre park next door & TV shows filmed here!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
The charming home is a 3 bedroom 2 full bath that's been professionally decorated and has exotic tiger hardwood flooring ...
From $514 per night (USD)VRBO
From $292 per night (USD)VRBO
Searenity Stays, a Cozy Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Furnished, Cozy Home (3 Bd, 2 Bth) Near Chesapeake Bay, Parks & Playgrounds Relax and enjoy your time with family and fr ...
From $292 per night (USD)VRBO
From $1702 per night (USD)Expedia
Custom-built chalet w private pier and hot tub at On the Waterfront in Edgewater
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 15
Stay at On The Waterfront in Edgewater, MD at this amazing custom-built estate resembling a ski chalet. Located on almos ...
From $1702 per night (USD)Expedia
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Lakefront House- near downtown Annapolis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Great place to relax and enjoy the serene view of the lake in this spacious house with multiple balconies. Enjoy a hotel ...
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From $774 per night (USD)Expedia
Beach cottage with firepit, grill, outdoor areas, AC, & W\/D
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Pine Whiff Beach House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $774 per night (USD)Expedia
From $394 per night (USD)VRBO
London Towne Bungalow w\/Loft - Walk to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This charming London Towne Bungalow is just a short walk from Edgewater Park and Historic London Town & Gardens, a histo ...
From $394 per night (USD)VRBO
From $544 per night (USD)Expedia
Edgewater\/Mayo Getaway!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Charming, spacious single-family home in the heart of Mayo, perfect for families or groups. Comfortably sleeps 6 with sp ...
From $544 per night (USD)Expedia
From $396 per night (USD)VRBO
Waterfront Getaway, Dock Your Boat & Play!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Dock your boat or park your car and enjoy an expansive waterfront escape! Our brand-new guest unit offers all the amenit ...
From $396 per night (USD)VRBO
From $179 per night (USD)Expedia
Water view studio. 20 minutes from Annapolis.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This property is an efficiency that sits on top of a garage in a quiet neighborhood. The perfect place to stay while ta ...
From $179 per night (USD)Expedia
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Holly Hill Haven Summ
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Escape to our beautifully renovated home in the heart of the scenic Mayo Peninsula! Nestled in the charming community of ...
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From $530 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 $530 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
From $655 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 $655 per night (USD)Expedia
From $510 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/direct access to a sandy, private beach and ...
From $510 per night (USD)VRBO
From $578 per night (USD)Expedia
New! Golden Anchor Retreat; Lux Living!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Only a 2-minute drive from Historic London Town & Gardens and close to Londontowne Marina, this lovely home blends comfo ...
From $578 per night (USD)Expedia
From $442 per night (USD)VRBO
Londontowne Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 8
A charming and cozy 3-bedroom, 2-bathroom rancher perfect for your getaway! This inviting home features a bright living ...
From $442 per night (USD)VRBO
From $615 per night (USD)Expedia
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 $615 per night (USD)Expedia