Deale Rentals
From $253 per night (USD)VRBO
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The Perfect rock fishing and crabbing cottage in Deale, Maryland right on Rockhold Creek, with docks and spectacular vi ...
From $253 per night (USD)VRBO
From $596 per night (USD)VRBO
Pristine Waterfront Home with Expansive Views.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
**Monthly discounts only apply for Off-Season rentals (October-April) If relaxing in luxury on the water is what you a ...
From $596 per night (USD)VRBO
From $283 per night (USD)VRBO
Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape the city hustle to relax on the Chesapeake! Savor our three-bedroom Cottage in this peaceful western shore spot w ...
From $283 per night (USD)VRBO
From $384 per night (USD)Expedia
Million Dollar View of the Chesapeake Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
'Fredelig sted'(peaceful place) is patterned after a Norwegian cottage with curved roof on the outside and knotty pine a ...
From $384 per night (USD)Expedia
From $803 per night (USD)VRBO
A quiet, family retreat home on the Chesapeake Bay, south of Annapolis MD
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
A perfect spot for relaxing, reading, and writing, or as a home-base for visiting the many cultural and natural attracti ...
From $803 per night (USD)VRBO
From $477 per night (USD)Expedia
Private Waterfront Home w/ Pier and 2+ Acres!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
For endless water views and enviable privacy - look no further! Situated on two acres of lush green grass, this true pen ...
From $477 per night (USD)Expedia
From $359 per night (USD)VRBO
Chesapeake Bay Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
In less than an hour from the D.C. Metro area you're transported to your own private shore on the Chesapeake Bay. This ...
From $359 per night (USD)VRBO
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Chesapeake Spectacular Waterfront- Kayaks, Spa, Pier
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Wonderful Chesapeake waterfront with private pier, large yard, kayaks, stand up paddleboards provided. Try fishing or cr ...
Click For PricingExpedia
From $736 per night (USD)VRBO
Water-View Deale Home: Walk to Marina, Restaurants
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
Covered Porch w/ Mounted Fans & Speakers | Furnished Office w/ 2 Desks & Printer | 3 Mi to Beach | 19 Mi to Annapolis Y ...
From $736 per night (USD)VRBO
From $502 per night (USD)VRBO
Modern Bay Dream
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy the Chesapeake Bay in this brilliant 3-bedroom, 3-bathroom mid-century modern home nestled in the heart of Deale, ...
From $502 per night (USD)VRBO
From $237 per night (USD)VRBO
Chesapeake Sparkles Sky-Lit Studio Flat + Solarium
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Your party will have two lovely private spaces, connected by a door, on the second floor of the Chesapeake Paradise Hou ...
From $237 per night (USD)VRBO
From $538 per night (USD)Expedia
Chesapeake Paradise LITE 4+br3ba Peaceful Watrfrnt
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
This is a fabulous 4-5 bedroom 3-ba House, affectionately called Porchlandia, with spectacular views on a lush, waterfro ...
From $538 per night (USD)Expedia
From $161 per night (USD)VRBO
Chesapeake Bayside Loft
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Recently updated 1 bedroom, 1 bathroom loft studio unit with fully equipped kitchen, Smart TV in bedroom and free high s ...
From $161 per night (USD)VRBO
From $271 per night (USD)Expedia
Sunrise Suite Exquisite Bay View Lux/Rom/Spiritual
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Upscale luxury. relaxing romantic suite w/spectacular views. You won't want to leave your bed/bath! Brand new top floo ...
From $271 per night (USD)Expedia
From $287 per night (USD)VRBO
#DreamDeale - water view home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Modern 3 bed/1 bath cottage with water views of Rockhold Creek and access to the Bay via our community pier. We are loca ...
From $287 per night (USD)VRBO
From $909 per night (USD)VRBO
Waterfront Spacious 5-bedroom vacation home with WiFi and AC in delightful Deale
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
A true family waterfront getaway! This Deale house sleeps up to 16 guests and boasts 5 inviting bedrooms, including 1 ki ...
From $909 per night (USD)VRBO
From $1010 per night (USD)VRBO
West River Waterscape - Where Nature's Whisper Beckons
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
STR00845 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTA ...
From $1010 per night (USD)VRBO
From $1124 per night (USD)Expedia
Private Waterview Estate with 4 Suites, Hot Tub, Gourmet Kitchen and Game Room
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to Sanare Estates! The ultra-private waterfront estate is like your own luxury resort, located on 20+ Acres with ...
From $1124 per night (USD)Expedia
From $768 per night (USD)VRBO
Zen Sunset Retreat on Waterfront at West River, MD
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
De-stress, Relax and Heal at our stunning, newly-constructed 3-story waterfront Zen Sunset Retreat (ZSR), with tons of a ...
From $768 per night (USD)VRBO
From $248 per night (USD)Expedia
Charming Bayfront home with modern kitchen, private pier and hispeed WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Deale is waiting for you at this modernized 2-bedroom bungalow. Nestled in a tranquil setting, this fantastic property o ...
From $248 per night (USD)Expedia
From $1761 per night (USD)VRBO
Private Waterfront Retreat with Pool, Hot Tub and Game Room
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Family Rental only! This brand new custom home was built with stunning views of the Chesapeake Bay and all the bells an ...
From $1761 per night (USD)VRBO
From $285 per night (USD)Expedia
Calloway Drive Retreat | House in Shady Side
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Calloway Drive Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $285 per night (USD)Expedia
From $874 per night (USD)VRBO
Chesapeake Paradise House-Stunning 6+br4ba Wtrfrnt
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 13
Chesapeake Paradise ("The Paradise") is a stunning, recently remodeled, luxurious, two-story 6+ bedroom 4 bath waterfron ...
From $874 per night (USD)VRBO