Airbnb, Vacation Rentals in Kent Island Estates, MD

Compare 1,626 available, short term beachfront holiday vacation home properties, starts from $14

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Airbnb, Vacation rentals and hotel deals in Kent Island Estates, MD

The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach Club
9.4 (324 reviews)
The Inn at Chesapeake Bay Beach Club
Hotel · 2 Guests · 1 Bedroom
$219 /night
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Lovely Family Home Just Minutes From Annapolis
Lovely Family Home Just Minutes From Annapolis
Lovely Family Home Just Minutes From Annapolis
Lovely Family Home Just Minutes From Annapolis
9.8 (34 reviews)
Lovely Family Home Just Minutes From Annapolis
Holiday home · 2 Guests · 1 Bedroom
$200 /night*
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Quaint cottage with serene water view!
Quaint cottage with serene water view!
Quaint cottage with serene water view!
Quaint cottage with serene water view!
9.8 (24 reviews)
Quaint cottage with serene water view!
Apartment · 2 Guests · 1 Bedroom
$166 /night*
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The Tilghman Island Inn
The Tilghman Island Inn
The Tilghman Island Inn
The Tilghman Island Inn
9.6 (37 reviews)
The Tilghman Island Inn
Inn · 2 Guests · 1 Bedroom
$233 /night
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SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott Annapolis
9.0 (1024 reviews)
SpringHill Suites by Marriott Annapolis
Hotel · 2 Guests · 1 Bedroom
$159 /night
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St. Michaels Inn
St. Michaels Inn
St. Michaels Inn
St. Michaels Inn
8.1 (346 reviews)
St. Michaels Inn
Hotel · 2 Guests · 1 Bedroom
$94 /night
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Anchored Inn at Hidden Harbor
Anchored Inn at Hidden Harbor
Anchored Inn at Hidden Harbor
Anchored Inn at Hidden Harbor
9.4 (136 reviews)
Anchored Inn at Hidden Harbor
Hotel · 2 Guests · 1 Bedroom
$136 /night
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Modern Coastal Retreat
Modern Coastal Retreat
Modern Coastal Retreat
Modern Coastal Retreat
9.8 (7 reviews)
Modern Coastal Retreat
Holiday home · 2 Guests · 1 Bedroom
$100 /night*
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Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis
Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis
Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis
Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis
10 (80 reviews)
Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis
Holiday home · 2 Guests · 1 Bedroom
$230 /night*
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The Westin Annapolis
The Westin Annapolis
The Westin Annapolis
The Westin Annapolis
8.4 (330 reviews)
The Westin Annapolis
Hotel · 2 Guests · 1 Bedroom
$183 /night
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Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
8.7 (178 reviews)
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$116 /night
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❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
10 (7 reviews)
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
Holiday home · 2 Guests · 1 Bedroom
$188 /night*
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Hyatt Place Kent Narrows And Marina
Hyatt Place Kent Narrows And Marina
Hyatt Place Kent Narrows And Marina
Hyatt Place Kent Narrows And Marina
9.2 (189 reviews)
Hyatt Place Kent Narrows And Marina
Hotel · 2 Guests · 1 Bedroom
$132 /night
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Neat & Clean 1 Bedroom Apartment in Quaint Eastport Neighborhood of Annapolis
Neat & Clean 1 Bedroom Apartment in Quaint Eastport Neighborhood of Annapolis
Neat & Clean 1 Bedroom Apartment in Quaint Eastport Neighborhood of Annapolis
Neat & Clean 1 Bedroom Apartment in Quaint Eastport Neighborhood of Annapolis
9.2 (25 reviews)
Neat & Clean 1 Bedroom Apartment in Quaint Eastport Neighborhood of Annapolis
Apartment · 2 Guests · 1 Bedroom
$185 /night*
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George Brooks House B&B
George Brooks House B&B
George Brooks House B&B
George Brooks House B&B
8.8 (19 reviews)
George Brooks House B&B
B & B · 2 Guests · 1 Bedroom
$213 /night
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The Wildset
The Wildset
The Wildset
The Wildset
9.3 (27 reviews)
The Wildset
Hotel · 2 Guests · 1 Bedroom
$206 /night
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Eastport Cottage with Waterview - Minutes from Downtown Annapolis and USNA
Eastport Cottage with Waterview - Minutes from Downtown Annapolis and USNA
Eastport Cottage with Waterview - Minutes from Downtown Annapolis and USNA
Eastport Cottage with Waterview - Minutes from Downtown Annapolis and USNA
9.8 (41 reviews)
Eastport Cottage with Waterview - Minutes from Downtown Annapolis and USNA
Holiday home · 2 Guests · 1 Bedroom
$217 /night*
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Neptune by the Water
Neptune by the Water
Neptune by the Water
Neptune by the Water
10 (10 reviews)
Neptune by the Water
Holiday home · 2 Guests · 1 Bedroom
$233 /night*
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Crowne Plaza Annapolis, an IHG Hotel
Crowne Plaza Annapolis, an IHG Hotel
Crowne Plaza Annapolis, an IHG Hotel
Crowne Plaza Annapolis, an IHG Hotel
8.8 (620 reviews)
Crowne Plaza Annapolis, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$118 /night
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Historic Inns of Annapolis
Historic Inns of Annapolis
Historic Inns of Annapolis
Historic Inns of Annapolis
8.9 (1085 reviews)
Historic Inns of Annapolis
Hotel · 2 Guests · 1 Bedroom
$166 /night
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Vacation Destinations Near Kent Island Estates, MD

Airbnb, Holiday Beachfront House with Air Conditioning in Kent Island Estates, MD

Mini Suite
Mini Suite
Mini Suite
Mini Suite
Air Conditioning
Mini Suite
B & B · 2 Guests · 1 Bedroom
$421 /night
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George Brooks House B&B
George Brooks House B&B
George Brooks House B&B
George Brooks House B&B
Air Conditioning
8.8 (19 reviews)
George Brooks House B&B
B & B · 2 Guests · 1 Bedroom
$213 /night
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Parsonage Inn Bed and Breakfast
Parsonage Inn Bed and Breakfast
Parsonage Inn Bed and Breakfast
Parsonage Inn Bed and Breakfast
Air Conditioning
9.1 (39 reviews)
Parsonage Inn Bed and Breakfast
B & B · 2 Guests · 1 Bedroom
$207 /night
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What Are The Top Amenities at Kent Island Estates, MD?
Kent Island Estates, MD Rental Amenities
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The above reveals the top rental amenities and the property numbers associated with each of them in Kent Island Estates. In Kent Island Estates, 784 rentals offer Internet or Wifi, 733 rentals offer Air Conditioning, 697 rentals offer No Smoking. So, if you need Internet or Wifi during your vacation, use the Internet or Wifi filter to compare these properties. Two amenities that are not typical are Hot Tub, Pool.
Which Price Range Is Most Typical in Kent Island Estates, MD Area?
Vacation House & Apartment Rental Price Information in Kent Island Estates, MD
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The graph shows the percentages of vacation homes in each price bucket. Kent Island Estates has the largest percentage (19.76%) of homes in $500+ price range.
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Which Accommodations Should I Pick in Kent Island Estates, MD?
Best Accommodation Types in Kent Island Estates, MD
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Before visiting Kent Island Estates, it is a good idea to explore all the accommodation types in this area, and pick the one that fits your group well. All the available accommodation types are: House, Apartment, Studio, Cottage, Townhome, Condo, Estate, Guest House, Hotel, Bed And Breakfast, Bungalow, Boat, Lodge, Hotel Suites, Farmhouse, Villa, Chalet, Yacht, Cabin, Resort. House is the most-liked rental type, with the largest percentage of 57.69%. The biggest home in this area available for rent is around 48438 square feet.The least popular accommodation in Kent Island Estates is Cabin rentals
How Many Rental Accommodations Are Pets Friendly in Kent Island Estates, MD?
Pets Allowed vs Not Allowed in Kent Island Estates, MD
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21.53% of vacation homes in Kent Island Estates are pet friendly. Either you bring your loved pets on vacation or you have pet allergies, make sure to select the homes by applying the right filters.
What Are The Must-Visit Places in Kent Island Estates, MD?
Points of Interests In Kent Island Estates, MD
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When you have only limited times to spend in Kent Island Estates, we highly recommend you to visit those famous places:

What are the Airports in Kent Island Estates, MD?
Top Airports in Kent Island Estates, MD
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Airbnb, Holiday Beachfront House with Full Kitchen, and Other Rental Options in Kent Island Estates, MD

History & Charm Near the Annapolis City Dock
History & Charm Near the Annapolis City Dock
History & Charm Near the Annapolis City Dock
History & Charm Near the Annapolis City Dock
Full Kitchen
10 (4 reviews)
History & Charm Near the Annapolis City Dock
Holiday home · 2 Guests · 1 Bedroom
$378 /night*
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Brazilian Artsy Townhome with great location and outdoor amenities!
Brazilian Artsy Townhome with great location and outdoor amenities!
Brazilian Artsy Townhome with great location and outdoor amenities!
Brazilian Artsy Townhome with great location and outdoor amenities!
Full Kitchen
Brazilian Artsy Townhome with great location and outdoor amenities!
Holiday home · 2 Guests · 1 Bedroom
$400 /night*
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Steps to Main Street w View of the Capital private back patio & off-site parking
Steps to Main Street w View of the Capital private back patio & off-site parking
Steps to Main Street w View of the Capital private back patio & off-site parking
Steps to Main Street w View of the Capital private back patio & off-site parking
Full Kitchen
10 (23 reviews)
Steps to Main Street w View of the Capital private back patio & off-site parking
Holiday home · 2 Guests · 1 Bedroom
$441 /night*
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Airbnb, Vacation Cottage with Fireplace, and Other Rental Options in Kent Island Estates, MD

Eastern Shore Getaway Near St. Michaels
Eastern Shore Getaway Near St. Michaels
Eastern Shore Getaway Near St. Michaels
Eastern Shore Getaway Near St. Michaels
Fireplace
9.4 (112 reviews)
Eastern Shore Getaway Near St. Michaels
Cottage · 2 Guests · 1 Bedroom
$300 /night*
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Grasonville Home w/ Private Pool on the Water
Grasonville Home w/ Private Pool on the Water
Grasonville Home w/ Private Pool on the Water
Grasonville Home w/ Private Pool on the Water
Fireplace
Grasonville Home w/ Private Pool on the Water
Cottage · 2 Guests · 1 Bedroom
$473 /night
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'Newer Cottage Incredibly and Comfortably Furnished.'
'Newer Cottage Incredibly and Comfortably Furnished.'
'Newer Cottage Incredibly and Comfortably Furnished.'
'Newer Cottage Incredibly and Comfortably Furnished.'
Fireplace
9.4 (42 reviews)
'Newer Cottage Incredibly and Comfortably Furnished.'
Cottage · 2 Guests · 1 Bedroom
$255 /night*
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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