Dares Beach Vacation Rentals
PRICE PER NIGHT
ACCOMMODATION TYPES
Tranquil Port Republic Home w/ Water Views!
10
Excellent
·
House
·
3 br
·
Sleeps 7
·
Walk In Closets · Toiletries · Central Heat ·
From
$190/nightProperty
House · 3 Beds · 3 baths
Amenities
Walk In Closets
Toiletries
Central Heat
Tv
Microwave
Ceiling Fan
Free Parking
Dishwasher
Other spaces
Kitchen
Chesapeake Bay Waterfront Retreat
No reviews
·
House
·
4 br
·
Sleeps 8
·
Ev Charging · Hot Tub · Workspace ·
From
$445/nightProperty
House · 4 Beds · 3 baths
Amenities
Ev Charging
Hot Tub
Fireplace
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Other spaces
Workspace, Kitchen
Adorable Beach Cottage with Hot Tub and Tiki Bar!
No reviews
·
Apartment
·
2 br
·
Sleeps 6
·
Hot Tub · Balcony · Free Parking ·
From
$222/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Hot Tub
Free Parking
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Residents Lounge
Other spaces
Balcony, Kitchen
Waterfront North Beach Home about 2 Mi to Beach!
No reviews
·
Apartment
·
2 br
·
Sleeps 6
·
Free Parking · Beach · Air Conditioning ·
From
$286/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Free Parking
Beach
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Updated North Beach Cottage Pet Friendly!
No reviews
·
Apartment
·
3 br
·
Sleeps 8
·
Pool · Free Parking · Beach ·
From
$238/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Pool
Free Parking
Beach
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Tranquil Port Republic Home with Water Views!
No reviews
·
Apartment
·
3 br
·
Sleeps 7
·
Free Parking · Furnished · Dishwasher ·
From
$372/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
Free Parking
Furnished
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Secluded very private minutes from beaches, marina, water park 1.5 bed apartment
No reviews
·
Apartment
·
2 br
·
Sleeps 4
·
Air Conditioning · In Unit Laundry · Furnished ·
From
$234/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Air Conditioning
In Unit Laundry
Furnished
Wifi
Other spaces
Kitchen
NEW! Updated North Beach Cottage: Pet Friendly!
10
Excellent
·
House
·
3 br
·
Sleeps 8
·
Assigned Parking · Walk In Closets · Cable ·
From
$150/nightProperty
House · 3 Beds · 2 baths
Amenities
Assigned Parking
Walk In Closets
Cable
Tv
Microwave
Ceiling Fan
Free Parking
Dishwasher
Other spaces
Kitchen
The best of Zumper, delivered
Be the first to hear about new listings matching your search.
NEW! Adorable Beach Cottage w/ Hot Tub & Tiki Bar!
8.7
Very good
·
House
·
2 br
·
Sleeps 6
·
Garden · Assigned Parking · Walk In Closets ·
From
$170/nightProperty
House · 2 Beds · 1 bath
Amenities
Assigned Parking
Walk In Closets
Cable
Toiletries
Central Heat
Tv
Microwave
Ceiling Fan
Other spaces
Garden, Balcony, Kitchen
NEW! 'The River's Roost' Home on Patuxent River!
10
Excellent
·
House
·
3 br
·
Sleeps 10
·
Garden · Assigned Parking · Walk In Closets ·
From
$230/nightProperty
House · 3 Beds · 4 baths
Amenities
Assigned Parking
Walk In Closets
Cable
Toiletries
Central Heat
Tv
Microwave
Ceiling Fan
Other spaces
Garden, Balcony, Kitchen
Million Dollar View of the Chesapeake Bay
9.6
Excellent
·
House
·
4 br
·
Sleeps 10
·
Balcony · Waterfront · Outdoor Space ·
From
$333/nightProperty
House · 4 Beds · 3 baths
Amenities
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Balcony, Kitchen
Fossil Hunting. Beaches. Hiking nearby. 10 minutes to Solomons Island Boardwalk.
10
Excellent
·
Apartment
·
1 br
·
Sleeps 2
·
Beach · Air Conditioning · In Unit Laundry ·
From
$143/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Beach
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Wifi
Other spaces
Kitchen
Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels
10
Excellent
·
House
·
2 br
·
Sleeps 4
·
Hardwood Floor · Workspace · Fireplace ·
From
$308/nightProperty
House · 2 Beds · 2 baths
Amenities
Hardwood Floor
Fireplace
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Other spaces
Workspace, Kitchen
St. Michaels Area Cottage - Walk to Water & Marina
9.6
Excellent
·
House
·
2 br
·
Sleeps 4
·
Hardwood Floor · On Site Laundry · Assigned Parking ·
From
$287/nightProperty
House · 2 Beds · 2 baths
Amenities
Hardwood Floor
On Site Laundry
Assigned Parking
Fireplace
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Other spaces
Kitchen
Harbor Cottage at the Chesapeake Bay
9.6
Excellent
·
Apartment
·
2 br
·
Sleeps 5
·
Beach · Waterfront · Outdoor Space ·
From
$155/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Beach
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Indoor pool and spa in contemporary French home secluded in surrounding woods
10
Excellent
·
House
·
3 br
·
Sleeps 8
·
Hot Tub · Private Pool · Pool ·
From
$817/nightProperty
House · 3 Beds · 3 baths
Amenities
Hot Tub
Private Pool
Pool
Fireplace
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Other spaces
Balcony
Crepe Myrtle - The peaceful 1.3 acre fully fenced oasis you are looking for!
No reviews
·
House
·
3 br
·
Sleeps 6
·
Deck · Hardwood Floor · Fitness Center ·
From
$285/nightProperty
House · 3 Beds · 2 baths
Amenities
Hardwood Floor
Fitness Center
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Deck, Workspace, Kitchen
Home Away From Home By the Chesapeake Bay
9.4
Excellent
·
House
·
3 br
·
Sleeps 6
·
On Site Laundry · Fitness Center · Workspace ·
From
$156/nightProperty
House · 3 Beds · 1 bath
Amenities
On Site Laundry
Fitness Center
Beach
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Other spaces
Workspace, Kitchen
Bell Estates-Brand New Bay View, Beautiful Cottage
10
Excellent
·
House
·
3 br
·
Sleeps 6
·
Fitness Center · Air Conditioning · In Unit Laundry ·
From
$258/nightProperty
House · 3 Beds · 3 baths
Amenities
Fitness Center
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Beautiful, Private Retreat with HUGE Water Views!!
9.8
Excellent
·
House
·
6 br
·
Sleeps 12
·
Private Pool · Pool · Fireplace ·
From
$796/nightProperty
House · 6 Beds · 3 baths
Amenities
Private Pool
Pool
Fireplace
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Other spaces
Kitchen
NEW! Updated North Beach Cottage: Pet Friendly!
10
Excellent
·
Apartment
·
3 br
·
Sleeps 8
·
Ceiling Fan · Beach · Air Conditioning ·
From
$256/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Ceiling Fan
Beach
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Waterfront lighthouse styled retreat with breathtaking sunset and water views.
10
Excellent
·
House
·
3 br
·
Sleeps 8
·
High Ceilings · Ev Charging · Fireplace ·
From
$315/nightProperty
House · 3 Beds · 2 baths
Amenities
High Ceilings
Ev Charging
Fireplace
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Other spaces
Kitchen
Quiet waterfront (STR 217-SCH) awaits your getaway - available for 2023 Season
9.6
Excellent
·
House
·
5 br
·
Sleeps 10
·
Hot Tub · Private Pool · Pool ·
From
$1,200/nightProperty
House · 5 Beds · 7 baths
Amenities
Hot Tub
Private Pool
Pool
Fitness Center
Fireplace
Waterfront
Air Conditioning
In Unit Laundry
Other spaces
Kitchen
Don't miss out, Summer filling up fast!
10
Excellent
·
House
·
5 br
·
Hot Tub · Private Pool · Pool ·
From
$533/nightProperty
House · 5 Beds · 5 baths
Amenities
Hot Tub
Private Pool
Pool
Fireplace
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Other spaces
Workspace, Balcony, Kitchen
Spacious 5-Bedroom Waterfront Oasis with Private Dock and Pool
10
Excellent
·
House
·
5 br
·
Sleeps 16
·
Private Pool · Pool · Balcony ·
From
$750/nightProperty
House · 5 Beds · 6 baths
Amenities
Private Pool
Pool
Fireplace
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Other spaces
Balcony, Kitchen
Charming and Cozy with a Waterview
9.5
Excellent
·
House
·
1 br
·
Sleeps 2
·
Outdoor Space · Air Conditioning · In Unit Laundry ·
From
$138/nightProperty
House · 1 Bed · 1 bath
Amenities
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Grandview - Main House
9.4
Excellent
·
House
·
4 br
·
Sleeps 13
·
On Site Laundry · Private Pool · Pool ·
From
$501/nightProperty
House · 4 Beds · 3 baths
Amenities
On Site Laundry
Private Pool
Pool
Fireplace
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Other spaces
Balcony, Kitchen
NEW! North Beach 'Blue Heron Bungalow' w/ Backyard
No reviews
·
House
·
2 br
·
Sleeps 7
·
Walk In Closets · Tv · Microwave ·
From
$235/nightProperty
House · 2 Beds · 4 baths
Amenities
Walk In Closets
Tv
Microwave
Ceiling Fan
Dishwasher
Oven
Wifi
Other spaces
Kitchen
St. Michaels Area Cottage - Walk to Water & Marina
9.6
Excellent
·
House
·
2 br
·
Sleeps 4
·
Cable · Toiletries · Central Heat ·
From
$118/nightProperty
House · 2 Beds · 2 baths
Amenities
Cable
Toiletries
Central Heat
Tv
Microwave
Free Parking
Fireplace
Dishwasher
Other spaces
Kitchen
Thorntonwood - Family Fun on Broad Creek
8
Very good
·
House
·
4 br
·
Sleeps 8
·
Private Pool · Pool · Fireplace ·
From
$817/nightProperty
House · 4 Beds · 3 baths
Amenities
Private Pool
Pool
Fireplace
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Other spaces
Kitchen
The Middle Point Cabin in Saint Michaels
9.7
Excellent
·
Apartment
·
3 br
·
Sleeps 4
·
Ski In Ski Out · High Ceilings · Fitness Center ·
From
$354/nightProperty
Apartment · 3 Beds · 1 bath
Amenities
Ski In Ski Out
High Ceilings
Fitness Center
Fireplace
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Other spaces
Kitchen
Waterfront, Private Beach, Peaceful Family Getaway
9.8
Excellent
·
House
·
3 br
·
Sleeps 6
·
Ocean · Fitness Center · Balcony ·
From
$393/nightProperty
House · 3 Beds · 1 bath
Amenities
Ocean
Fitness Center
Beach
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Other spaces
Balcony, Kitchen
NEW! Bayfront Gem w/ Amazing Water Views + Pond!
10
Excellent
·
House
·
3 br
·
Sleeps 8
·
Toiletries · Central Heat · Tv ·
From
$300/nightProperty
House · 3 Beds · 3 baths
Amenities
Toiletries
Central Heat
Tv
Microwave
Ceiling Fan
Free Parking
Fireplace
Waterfront
Other spaces
Kitchen
Our Always Dreaming Cottage - The Bay At Your Back Steps
9.7
Excellent
·
Apartment
·
2 br
·
Sleeps 4
·
Balcony · Beach · Fireplace ·
From
$292/nightProperty
Apartment · 2 Beds · 3 baths
Amenities
Beach
Fireplace
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Other spaces
Balcony, Kitchen
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
9.6
Excellent
·
House
·
4 br
·
Sleeps 15
·
Waterfront · Air Conditioning · In Unit Laundry ·
From
$517/nightProperty
House · 4 Beds · 2 baths
Amenities
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Waterfront riverhouse on a beautiful farm only 50 minutes from DC
10
Excellent
·
House
·
3 br
·
Sleeps 6
·
Fitness Center · Workspace · Balcony ·
From
$275/nightProperty
House · 3 Beds · 2 baths
Amenities
Fitness Center
Beach
Fireplace
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Other spaces
Workspace, Balcony, Kitchen
Willoughby - Over 10,000 SqFt, Indoor Pool, Grill, Sleeps 24!
8.3
Very good
·
House
·
7 br
·
Sleeps 24
·
Hot Tub · Private Pool · Pool ·
From
$900/nightProperty
House · 7 Beds · 6 baths
Amenities
Hot Tub
Private Pool
Pool
Fireplace
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Other spaces
Workspace, Balcony, Kitchen
Sweet Bamboo Beach Cottage
9.8
Excellent
·
House
·
3 br
·
Sleeps 6
·
Fitness Center · Workspace · Beach ·
From
$173/nightProperty
House · 3 Beds · 1 bath
Amenities
Fitness Center
Beach
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Workspace, Kitchen
Huge Trendy Beach House - minutes from the beach & restaurants
10
Excellent
·
House
·
4 br
·
Beach · Air Conditioning · In Unit Laundry ·
From
$327/nightProperty
House · 4 Beds · 3 baths
Amenities
Beach
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Fitness Center
Other spaces
Kitchen
Private Waterfront Home w/ Pier and 2+ Acres!
9.9
Excellent
·
House
·
3 br
·
Sleeps 8
·
Fitness Center · Fireplace · Waterfront ·
From
$405/nightProperty
House · 3 Beds · 3 baths
Amenities
Fitness Center
Fireplace
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Other spaces
Kitchen
Play & relax at the Bungalow! Easily walk to beautiful Herrington Harbour South!
9.9
Excellent
·
House
·
3 br
·
Sleeps 8
·
Workspace · Fireplace · Waterfront ·
From
$300/nightProperty
House · 3 Beds · 2 baths
Amenities
Fireplace
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Workspace, Kitchen
Experience the best of Southern Maryland at the Calvert Cliffs Cottage.
9.8
Excellent
·
House
·
4 br
·
Sleeps 8
·
Air Conditioning · In Unit Laundry · Furnished ·
From
$164/nightProperty
House · 4 Beds · 2 baths
Amenities
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Wifi
Spacious waterfront home with amazing views, private pier, fishing and crabbing.
10
Excellent
·
House
·
3 br
·
Sleeps 12
·
Lake · Fireplace · Waterfront ·
From
$573/nightProperty
House · 3 Beds · 2 baths
Amenities
Lake
Fireplace
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Other spaces
Kitchen
NEW! Waterfront North Beach Home ~ 2 Mi to Beach!
10
Excellent
·
House
·
2 br
·
Sleeps 6
·
Cable · Toiletries · Tv ·
From
$225/nightProperty
House · 2 Beds · 2 baths
Amenities
Cable
Toiletries
Tv
Microwave
Ceiling Fan
Free Parking
Air Conditioning
Dishwasher
Other spaces
Kitchen
BayDreams - IronMan/Eagleman Retreat on the bay
9.8
Excellent
·
House
·
4 br
·
Sleeps 8
·
On Site Laundry · Ceiling Fan · Workspace ·
From
$430/nightProperty
House · 4 Beds · 3 baths
Amenities
On Site Laundry
Ceiling Fan
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Other spaces
Workspace, Kitchen
Cute Bay Home/Fantastic View and Sandy Beach
9.4
Excellent
·
House
·
3 br
·
Sleeps 8
·
Deck · Beach · Fireplace ·
From
$240/nightProperty
House · 3 Beds · 2 baths
Amenities
Beach
Fireplace
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Other spaces
Deck, Kitchen
NEW! Coastal Pet-Friendly Cottage
8.9
Very good
·
House
·
2 br
·
Sleeps 6
·
Garden · Toiletries · Central Heat ·
From
$75/nightProperty
House · 2 Beds · 1 bath
Amenities
Toiletries
Central Heat
Tv
Microwave
Ceiling Fan
Free Parking
Beach
Oven
Other spaces
Garden, Kitchen
NEW! North Beach Cottage - Walk to Chesapeake Bay
No reviews
·
House
·
3 br
·
Sleeps 6
·
Garden · Assigned Parking · Cable ·
From
$170/nightProperty
House · 3 Beds · 2 baths
Amenities
Assigned Parking
Cable
Central Heat
Tv
Microwave
Ceiling Fan
Free Parking
Fireplace
Other spaces
Garden, Kitchen
Waterfront Log Cabin with Million Dollar View, Shark's Teeth, Beautiful Bath
9.7
Excellent
·
House
·
2 br
·
Sleeps 5
·
Pool · Fitness Center · Beach ·
From
$192/nightProperty
House · 2 Beds · 1 bath
Amenities
Pool
Fitness Center
Beach
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Oven
Other spaces
Kitchen
Close to North / Chesapeake Beach, Solomons Island, DC, Annapolis
9.8
Excellent
·
Apartment
·
2 br
·
Sleeps 4
·
Pool · Fitness Center · Workspace ·
From
$107/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Pool
Fitness Center
Beach
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Other spaces
Workspace, Kitchen
Showing 1 - 50 of 183 results
Updated: March 22, 2023
Learn about vacation rentals in
Dares Beach
Explore 191 vacation rentals near Dares Beach, Maryland. This beach community has lots to offer from sandy beaches to the blue ocean. Use our interactive map to locate Dares Beach properties on the beach or more inland. Whether you’re looking for a nightly stay, weekend getaway, or week long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price near Dares Beach is $75 per night and goes up to as much as $1,200 per night.
12 of the vacation rentals near Dares Beach are
apartments or condos. The average bathroom count for this property type is 2. The median price for these vacation
units is $188 per night. There are
currently 4 vacation units under this
price. 144 of the vacation rentals near Dares Beach are houses.
The average bathroom count for a vacation house near Dares Beach is
3. The average price for vacation houses near Dares Beach is $368 per night. There are 79 vacation homes under this price. The most common
amenities for vacation rentals near Dares Beach are: furnished, wifi, and kitchen. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.
1 bed rentals
22 available
2 bed rentals
42 available
3 bed rentals
65 available
4+ bed rentals
60 available
Dares Beach Vacation Rentals FAQ
How many Dares Beach vacation rentals are available?
As of March 22, 2023, there are 191 Dares Beach vacation rentals available. Use the filters on Vacations by Zumper to find your next Dares Beach vacation spot.
Are there vacation rentals near Dares Beach that have more than 2 bedrooms?
Currently, there are 167 vacation rentals near Dares Beach that have more than 2 bedrooms. Check each listing to view photos, pricing, and amenities, and contact the listing manager to begin your next vacation today.
How many Dares Beach vacation rentals have internet access?
There are currently 179 Dares Beach vacation rentals that have internet access. See a full list of property features, photos, pricing, and check availability today.
How many vacation rentals near Dares Beach have more than 1 bathroom?
Right now, there are 187 vacation rentals near Dares Beach that have more than 1 bathroom. View vacation spots and check availability for different properties today.
Are there any pet friendly Dares Beach vacation rentals?
As of March 22, 2023, there are 81 pet friendly vacation rentals near Dares Beach. Pet friendly rental policies are managed by the owner. We recommend contacting the listing agent for dog, cat, and other pet policies.
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