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 $381 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 $381 per night (USD)Expedia
From $303 per night (USD)VRBO
The Yellow Cottage on Harness Creek
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $582 per night (USD)Expedia
Waterfront Family-Friendly Community, Fenced-In Yard and Dog-Friendly
- Bedrooms:
- 2
- 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 $582 per night (USD)Expedia
From $716 per night (USD)VRBO
Waterfront Cheerful 6 BR Home with Private Pier
- Bedrooms:
- 5
- 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)VRBO
From $419 per night (USD)Expedia
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 $419 per night (USD)Expedia
From $1662 per night (USD)VRBO
Waterfront Escape Near Annapolis
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 26
A perfect getaway in a quiet neighborhood with access to Whitemarsh Creek, Rhode River & Chesapeake Bay. Beautiful horse ...
From $1662 per night (USD)VRBO
From $521 per night (USD)Expedia
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 $521 per night (USD)Expedia
From $1121 per night (USD)VRBO
Serene Sunsets at Historic Waterfront Home
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Enjoy stunning western-facing views across the river and a natural tidal pond from this sprawling historic home that sit ...
From $1121 per night (USD)VRBO
From $284 per night (USD)Expedia
2-story, riverfront home with private dock, inviting deck & dog-friendly yard
- Bedrooms:
- 2
- 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 $284 per night (USD)Expedia
From $485 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 $485 per night (USD)VRBO
From $289 per night (USD)Expedia
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 $289 per night (USD)Expedia
From $1929 per night (USD)VRBO
On the Waterfront Custom Chalet w Multiple Suites, Private Pier and Hot Tub in Edgewater
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 15
Escape to this spectacular custom-built waterfront estate in Edgewater, MD—just 15 minutes from downtown Annapolis. Styl ...
From $1929 per night (USD)VRBO
Click For PricingExpedia
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 ...
Click For PricingExpedia
From $610 per night (USD)VRBO
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 $610 per night (USD)VRBO
From $388 per night (USD)Expedia
London Towne Bungalow w/Loft - Walk to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: This charming London Towne Bungalow is just a short walk from Edgewater Park and Historic London Town & Garden ...
From $388 per night (USD)Expedia
From $493 per night (USD)VRBO
Edgewater/Mayo Gateaway w/ Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Charming, spacious single-family home in the heart of Mayo, perfect for families or groups. Comfortably sleeps ...
From $493 per night (USD)VRBO
From $283 per night (USD)Expedia
Waterfront Getaway, Dock Your Boat & Play!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Summary: Dock your boat or park your car and enjoy an expansive waterfront escape! Our brand-new guest unit offers all ...
From $283 per night (USD)Expedia
From $179 per night (USD)VRBO
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)VRBO
From $461 per night (USD)Expedia
Holly Hill Haven - Sleeps 10
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: Escape to our beautifully renovated home in the heart of the scenic Mayo Peninsula! Nestled in the charming co ...
From $461 per night (USD)Expedia
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 $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)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 $491 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 $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 $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 $315 per night (USD)Expedia
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)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