Kent Island Vacation Rentals

Compare 737 available properties from 18 providers
Kent Island

Book a welcoming vacation rental from $61 per night by exploring the 737 properties available in Kent Island. By directly analyzing these properties, HomeToGo highlights the lowest prices as well as the highest rated properties in Kent Island.

Recommended Vacation Rentals in Kent Island

Rent a vacation accommodation in Kent Island: from $61 per night

House ∙ 12 guests ∙ 4 bedrooms
Kent Island, Queen Anne's County, Maryland, United States
from $386
VRBO
5.0
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House ∙ 6 guests ∙ 3 bedrooms
Kent Island, Queen Anne's County, Maryland, United States
from $472
VRBO
5.0
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House ∙ 10 guests ∙ 4 bedrooms
Kent Island, Queen Anne's County, Maryland, United States
from $442
VRBO
4.8
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Apartment ∙ 10 guests ∙ 4 bedrooms
Kent Island, Queen Anne's County, Maryland, United States
from $130
VRBO
4.8
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House ∙ 12 guests ∙ 3 bedrooms
Kent Island, Queen Anne's County, Maryland, United States
from $478
VRBO
4.6
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House ∙ 6 guests ∙ 3 bedrooms
Queenstown, Queen Anne's County, Maryland, United States
from $340
VRBO
5.0
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House ∙ 12 guests ∙ 5 bedrooms
Kent Island, Queen Anne's County, Maryland, United States
from $289
VRBO
5.0
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House ∙ 4 guests ∙ 2 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
from $117
VRBO
5.0
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Vacation Homes With Fishing Spots Nearby

Fishing
Apartment ∙ 4 guests ∙ 2 bedrooms
Kent Island, Queen Anne's County, Maryland, United States
from $180
VRBO
4.7
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Fishing
House ∙ 10 guests ∙ 3 bedrooms
Kent Island, Queen Anne's County, Maryland, United States
from $599
VRBO
4.6
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Fishing
House ∙ 10 guests ∙ 4 bedrooms
Kent Island, Queen Anne's County, Maryland, United States
from $298
VRBO
5.0
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Fishing
House ∙ 12 guests ∙ 4 bedrooms
Kent Island, Queen Anne's County, Maryland, United States
from $567
VRBO
4.9
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Vacation Rentals With Fireplaces

Fireplace
House ∙ 6 guests ∙ 3 bedrooms
Kent Island, Queen Anne's County, Maryland, United States
from $233
VRBO
4.6
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Fireplace
House ∙ 12 guests ∙ 4 bedrooms
Kent Island, Queen Anne's County, Maryland, United States
from $321
VRBO
4.9
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Fireplace
Apartment ∙ 4 guests ∙ 1 bedroom
Grasonville, Queenstown, Maryland, United States
from $96
HomeAway
5.0
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Fireplace
House ∙ 8 guests ∙ 4 bedrooms
Kent Island, Queen Anne's County, Maryland, United States
from $313
VRBO
5.0
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Dog-Friendly Vacation Rentals

Pet-friendly
Apartment ∙ 2 guests ∙ 1 bedroom
Kent Island, Queen Anne's County, Maryland, United States
from $161
VRBO
5.0
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Pet-friendly
House ∙ 8 guests ∙ 2 bedrooms
Kent Island, Queen Anne's County, Maryland, United States
from $181
VRBO
5.0
View deal
Pet-friendly
House ∙ 8 guests ∙ 3 bedrooms
Kent Island, Queen Anne's County, Maryland, United States
from $205
VRBO
5.0
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Pet-friendly
House ∙ 9 guests ∙ 3 bedrooms
Kent Island, Queen Anne's County, Maryland, United States
from $336
VRBO
5.0
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Popular Rental Amenities in Kent Island

  • Kitchen (547)
  • TV (546)
  • AC (530)
  • Microwave (499)
  • Internet (458)
  • No smoking (458)
  • Dishwasher (444)
  • Parking (418)
  • Washer (379)
  • No pets (359)
  • Grill (334)
  • Fishing (271)
Properties can be narrowed down based on various criteria. Above, you will find the number of rentals that include a specific feature in Kent Island. You can easily search and find a rental meeting your expectations in Kent Island if you never miss an episode of your favorite show or you can't imagine a vacation without internet, as most accommodations provide "TVs" and "internet." Plan your vacation in advance if you love sweating the stress away in saunas or you want a rental with a jacuzzi. There are just 12 listed properties including "saunas" and 15 accommodations including "Jacuzzis."

Price and Availability Index Kent Island

Vacation Rental Price Information in Kent Island

This graph displays the average prices for the next twelve months in Kent Island. The most expensive week of the next 12 months is in May (5/11 - 5/18), where prices hit an average of $479 a night. Conversely, the cheapest average prices are in a week of February (2/16 - 2/23).

Rental Availability Information in Kent Island

This graph shows the vacation rental availability rate for the next twelve months. It is in September that you will find the week with the least available rentals (9/7 - 9/14). Conversely, you will find the highest percentage of available offers in Kent Island in May (5/11 - 5/18).

The Weather in Kent Island

43°
30°
45°
30°
54°
37°
64°
48°
73°
57°
82°
68°
86°
72°
82°
70°
79°
64°
66°
54°
55°
41°
50°
37°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

You can see our climate diagram above. In July maximum temperatures go higher than 86°. January is the coolest month, with average minimal temperature reaching 30°. The rainiest month is July while the driest month is September.

In Kent Island, more than two-thirds of the 737 properties are house rentals, which represent 75.91% of its accommodations being offered. In addition, the median nightly price of house rentals in this destination is $569, and their size, on average, is 2,560 ft². Furthermore, if you are going in a group of 9, house rentals are a great property type in Kent Island, as they usually accommodate this exact group size. Hotel rooms represent the other most typical property type in Kent Island. Our data reveals that the average price of hotel rooms is $196 a night for an area of 320 ft².

Enjoy an ocean escape at a Kent Island vacation rental

Kent Island began as a trading post nearly 400 years ago, and it continues to draw visitors to its shores thanks to its rich history and culture, recreational opportunities, and memorable restaurants. Stay in a wooden vacation home by the coast and start exploring this idyllic island.

As the largest island in Chesapeake Bay, Kent Island offers everything from wineries to deep sea fishing. Swimming, shopping and kayaking are just a few of the many other activities available on the island.

Show all 737 properties
Food & Drinks

Sample the seafood

With its oceanside locale, seafood restaurants are abundant on Kent Island. Enjoy crab, oysters, and a large selection of fish at the Kentmorr Restaurant or the Harris Crab House. Outside of seafood, there are many other options including prime rib at Annie's or Adam's Taphouse Grille. For those with a taste for sushi, visit Cafe' Sado. If you like a more casual menu, try the burgers at the Kent Island Sports Bar.

Art & Culture

History of the bay

Kent Island holds a long and rich history which can be explored at a variety of locations. Stop in at the Chesapeake Exploration Center to learn about the bay or delve into the island's history at the Chesapeake Heritage and Visitor Center. Do not miss a visit to Christ Church, Maryland's oldest, founded in 1631 – or the historic Stevensville Train Depot.

Local Attractions

Exploring nature and ocean fun

With its prime shoreline location, Kent Island offers no shortage of recreational opportunities. Fishing remains a favorite in the bay, so try trolling for a trophy through Chesapeake Bay Charter Services or Lead Dog Charters. Take a hike to view nature at the Chesapeake Bay Environmental Center or Terrapin Beach Nature Park. For a trip to new heights, soar the skies with Delmarva Balloon Rides. If you enjoy exploration on the water, rent a kayak and paddle along the bay.

We compare more than 300 providers, including:

Booking.com Vacation Rentals in Kent Island VRBO Vacation Rentals in Kent Island HomeAway Vacation Rentals in Kent Island TripAdvisor Vacation Rentals in Kent Island VacationRentals.com Vacation Rentals in Kent Island HouseTrip Vacation Rentals in Kent Island FlipKey Vacation Rentals in Kent Island Wimdu Vacation Rentals in Kent Island 9flats.com Vacation Rentals in Kent Island VaycayHero Vacation Rentals in Kent Island PerfectPlaces.com Vacation Rentals in Kent Island Homestay.com Vacation Rentals in Kent Island only-apartments Vacation Rentals in Kent Island Interhome Vacation Rentals in Kent Island Bedycasa Vacation Rentals in Kent Island Novasol Vacation Rentals in Kent Island HomeEscape Vacation Rentals in Kent Island

Popular Cities to Visit in Kent Island