Kent Island Vacation Rentals

Compare 751 available properties from 16 providers
Kent Island
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Best vacation home deals in Kent Island

$408
from $336
-18%
1820 ft² House
9 3
Kent Island, Queen Anne's County, Maryland, United States
Found on
HomeAway
$157
from $96
-39%
Apartment
2 1
Grasonville, Queenstown, Maryland, United States
Found on
HomeAway
$1,446
from $726
-50%
4000 ft² House
10 5
Annapolis, Anne Arundel County, Maryland, United States
Found on
HomeAway

Book a welcoming vacation rental from $65 per night by exploring the 751 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 $65 per night

$490
from $389
-21%
2190 ft² House
12 4
Kent Island, Queen Anne's County, Maryland, United States
5.0
"Excellent" 18 reviews
Found on HomeAway
from $141
Apartment
5 2
Kent Island, Queen Anne's County, Maryland, United States
5.0
"Excellent" 3 reviews
Found on HomeAway
from $161
590 ft² Apartment
2 1
Kent Island, Queen Anne's County, Maryland, United States
5.0
"Excellent" 3 reviews
Found on HomeAway
from $443
2400 ft² House
10 4
Kent Island, Queen Anne's County, Maryland, United States
5.0
"Excellent" 24 reviews
Found on HomeAway
$449
from $365
-19%
3000 ft² Apartment
10 4
Kent Island, Queen Anne's County, Maryland, United States
5.0
"Excellent" 5 reviews
Found on HomeAway
from $429
2700 ft² House
4 2
Annapolis, Anne Arundel County, Maryland, United States
5.0
"Excellent" 3 reviews
Found on HomeAway
$573
from $263
-54%
2660 ft² House
8 3
Claiborne, Bay Hundred, Maryland, United States
4.8
"Excellent" 22 reviews
Found on HomeAway
from $658
3000 ft² House
8 3
Annapolis, Anne Arundel County, Maryland, United States
5.0
"Excellent" 5 reviews
Found on HomeAway
See all offers

  Vacation homes with fishing spots nearby

from $600
6010 ft² House
8 3
Kent Island, Queen Anne's County, Maryland, United States
4.7
"Excellent" 11 reviews
Found on HomeAway
from $401
1790 ft² House
10 4
Kent Island, Queen Anne's County, Maryland, United States
5.0
"Excellent" 7 reviews
Found on HomeAway
from $692
4360 ft² House
12 4
Kent Island, Queen Anne's County, Maryland, United States
5.0
"Excellent" 18 reviews
Found on HomeAway
from $406
1800 ft² House
12 4
Kent Island, Queen Anne's County, Maryland, United States
4.9
"Excellent" 45 reviews
Found on HomeAway
See all offers

  Vacation rentals with a fireplace

$625
from $450
-28%
2590 ft² House
12 5
Kent Island, Queen Anne's County, Maryland, United States
4.5
"Outstanding" 28 reviews
Found on HomeAway
$325
from $227
-30%
1190 ft² House
6 3
Kent Island, Queen Anne's County, Maryland, United States
4.6
"Excellent" 36 reviews
Found on HomeAway
from $473
House
6 3
Kent Island, Queen Anne's County, Maryland, United States
5.0
"Excellent" 18 reviews
Found on HomeAway
from $314
2490 ft² House
8 4
Kent Island, Queen Anne's County, Maryland, United States
5.0
"Excellent" 49 reviews
Found on HomeAway
See all offers

  Vacation houses with pools

from $379
House
8 2
Kent Island, Queen Anne's County, Maryland, United States
5.0
"Excellent" 12 reviews
Found on HomeAway
$258
from $180
-30%
Apartment
4 2
Kent Island, Queen Anne's County, Maryland, United States
4.7
"Excellent" 34 reviews
Found on HomeAway
$412
from $332
-20%
2200 ft² House
6 3
Kent Island, Queen Anne's County, Maryland, United States
5.0
"Excellent" 2 reviews
Found on HomeAway
from $340
House
6 3
Queenstown, Queen Anne's County, Maryland, United States
5.0
"Excellent" 15 reviews
Found on HomeAway
See all offers

Popular rental amenities in Kent Island

  • TV (562)
  • AC (547)
  • Kitchen (545)
  • Microwave (496)
  • No smoking (476)
  • Internet (464)
  • Dishwasher (434)
  • Parking (417)
  • Washer (361)
  • Grill (340)
  • No pets (334)
  • Yard (303)
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 can't imagine a vacation without internet or you never miss an episode of your favorite show, as most accommodations provide "internet" and "TVs." Plan your vacation in advance if you want a rental providing a crib or you love sweating the stress away in saunas. There are just 0 listed properties including "cribs" and 0 accommodations including "saunas."

Price and Availability Index Kent Island

Vacation Rental Price Information in Kent Island

This graph displays the average prices for the next six months in Kent Island. The most expensive week of the next 6 months is in May (5/26 - 6/2), where prices hit an average of $482 a night. Conversely, the cheapest average prices are in a week of October (10/20 - 10/27).

Rental Availability Information in Kent Island

This graph shows the vacation rental availability rate for the next six months. It is in June that you will find the week with the least available rentals (6/30 - 7/7). Conversely, you will find the highest percentage of available offers in Kent Island in October (10/13 - 10/20).

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

Check out our climate diagram to find the perfect month for your vacation. In July maximum temperatures go higher than 86°. On the other hand, you could have temperatures dropping under 30° in January. The month of September has nice weather with only 7 rainy days.

In Kent Island, many of the 751 properties are house rentals, which represent 69.26% of its accommodations being offered. In addition, the median nightly price of house rentals in this destination is $565, and their size, on average, is 2,630 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. Bed & Breakfast rentals represent the other most typical property type in Kent Island. Our data reveals that the average price of bed & breakfast rentals is $240 a night for an area of 340 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 751 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 250 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

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