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Kent Island Vacation Rentals

Find 178 available offers from 6 partners
Kent Island
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Boat
Rating
4.5+
4+
3.5+

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.

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Best Vacation Home Deals on Kent Island

Save up to 60%

House Kent Island
Apr 11 - Apr 18
-47%
$675
$358 per night
House ∙ 8 guests ∙ 3 bedrooms
Wonderful Vacation Home in Stevensville with Ample Parking + Unobstructed Views
Kent Island, Queen Anne's County, Maryland, United States
Free cancellation
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Boat Kent Island
Jan 13 - Jan 20
-60%
$377
$151 per night
Boat ∙ 4 guests ∙ 2 bedrooms
Pleasant Boat in Kent Narrows with Patio + Magnificent View
5.0
Outstanding (115 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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House Kent Island
Mar 2 - Mar 9
-23%
$850
$653 per night
House ∙ 10 guests ∙ 4 bedrooms
Family Friendly Charming House in Stevensville with Grill & Yard + Dream View
5.0
Outstanding (17 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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Book a welcoming vacation rental from $102 per night by exploring the 178 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.

Top-Rated Rentals and Accommodations on Kent Island

Book Vacation Rental Offers with the Highest User Rating

House Kent Island
Feb 10 - Feb 17
-77%
$1,266
$296 per night
House ∙ 26 guests ∙ 5 bedrooms
Vacation Home in Stevensville with Grill & Yard + Beautiful Views
5.0
Outstanding (187 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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House Kent Island
Dec 21 - Dec 28
$356 per night
House ∙ 8 guests ∙ 4 bedrooms
Charming Vacation Home in Stevensville with Large Pool
5.0
Outstanding (66 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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House Kent Island
Mar 16 - Mar 23
$397 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Stevensville with Grill + Water Views
5.0
Outstanding (38 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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Recommended Vacation Rentals on Kent Island

Find your perfect vacation rental on Kent Island: from $102 per night

House Kent Island
Nov 11 - Nov 18
$181 per night
House ∙ 11 guests ∙ 3 bedrooms
Entire Vacation Home in Stevensville with Yard
5.0
Outstanding (11 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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Mobile home Kent Island
Jul 14 - Jul 21
$200 per night
Mobile home ∙ 4 guests ∙ 2 bedrooms
Mobile Home in Stevensville with Grill
5.0
Outstanding (2 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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House Kent Island
Jul 5 - Jul 12
$146 per night
House ∙ 2 guests ∙ 1 bedroom
Wonderful Vacation Home in Stevensville
5.0
Outstanding (63 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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Villa Kent Island
Sep 14 - Sep 21
$452 per night
Villa ∙ 6 guests ∙ 4 bedrooms
Villa in Stevensville with Yard & Grill + Water Views
4.9
Outstanding (46 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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Boat Kent Island
Dec 16 - Dec 23
-49%
$320
$165 per night
Boat ∙ 2 guests ∙ 1 bedroom
Pleasant Boat in Kent Narrows
5.0
Outstanding (4 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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House Kent Island
May 4 - May 11
$789 per night
House ∙ 10 guests ∙ 4 bedrooms
Vacation Home in Kent Island with Grill & Yard + Sunrise Views
5.0
Outstanding (44 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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House Kent Island
Nov 4 - Nov 11
-21%
$575
$452 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Stevensville with Yard & Grill + Wonderful View
5.0
Outstanding (69 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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House Kent Island
Oct 1 - Oct 8
$292 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Stevensville with Grill & Yard
4.6
Excellent (7 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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Cottage Kent Island
Nov 4 - Nov 11
-16%
$628
$528 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
Cottage in Stevensville with Yard & Grill + Incredible View
5.0
Outstanding (73 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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Budget-friendly Vacation Rentals on Kent Island

Find Fantastic yet Inexpensive Offers

House Kent Island
Nov 6 - Nov 13
-37%
$630
$399 per night
House ∙ 9 guests ∙ 3 bedrooms
House in Chester with Private Balcony + Water Views
5.0
Outstanding (5 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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House Kent Island
Mar 16 - Mar 23
-33%
$452
$304 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Stevensville with Yard
4.8
Outstanding (11 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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House Kent Island
Sep 14 - Sep 21
-32%
$527
$358 per night
House ∙ 8 guests ∙ 3 bedrooms
Vacation Home in Stevensville with Ample Parking + Unobstructed Views
5.0
Outstanding (1 rating)
Kent Island, Queen Anne's County, Maryland, United States
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Kent Island and book a vacation rental with air conditioning.

House Kent Island
Mar 16 - Mar 23
-31%
$1,278
$876 per night
House ∙ 14 guests ∙ 6 bedrooms
House in Stevensville with In-Ground Pool + Panoramic Views
4.7
Excellent (3 ratings)
Kent Island, Queen Anne's County, Maryland, United States
Air conditioning
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Boat Kent Island
May 4 - May 11
$277 per night
Boat ∙ 8 guests ∙ 2 bedrooms
Boat in Stevensville + Prime Views
4.0
Very good (3 ratings)
Kent Island, Queen Anne's County, Maryland, United States
Air conditioning
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House Kent Island
Mar 16 - Mar 23
-18%
$769
$633 per night
House ∙ 9 guests ∙ 4 bedrooms
House in Stevensville with Grill & Yard + Water View
5.0
Outstanding (41 ratings)
Kent Island, Queen Anne's County, Maryland, United States
Air conditioning
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Kent Island accommodation with high-speed internet.

House Kent Island
Nov 4 - Nov 11
-40%
$781
$467 per night
House ∙ 9 guests ∙ 3 bedrooms
House in Chester with Ample Parking + Waterfront Views
Kent Island, Queen Anne's County, Maryland, United States
Free cancellation
Internet
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Apartment Kent Island
Sep 14 - Sep 21
-24%
$136
$103 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Rental Apartment in Chester with Yard
Kent Island, Queen Anne's County, Maryland, United States
Internet
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House Kent Island
Oct 20 - Oct 27
$468 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Chester with Yard
Kent Island, Queen Anne's County, Maryland, United States
Internet
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Kent Island rental with full kitchen.

House Kent Island
Mar 2 - Mar 9
-48%
$926
$484 per night
House ∙ 10 guests ∙ 4 bedrooms
Vacation Home in Centreville with Private Pool
5.0
Outstanding (4 ratings)
Kent Island, Queen Anne's County, Maryland, United States
Kitchen
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House Kent Island
Dec 2 - Dec 9
$232 per night
House ∙ 10 guests ∙ 3 bedrooms
House in Annapolis with Free Parking
5.0
Outstanding (6 ratings)
Kent Island, Queen Anne's County, Maryland, United States
Kitchen
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Apartment Kent Island
Jul 20 - Jul 27
-33%
$222
$150 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Apartment in Grasonville with Grill & Yard
5.0
Outstanding (19 ratings)
Kent Island, Queen Anne's County, Maryland, United States
Kitchen
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Popular Rental Amenities on Kent Island

  • Pet-friendly (18)
  • Pool (136)
  • Fireplace (54)
  • Fishing (63)
  • WiFi (156)
  • Grill (37)
  • No pets (159)
  • TV (167)
  • Parking (6)
  • Hot tub (21)
  • Kitchen (50)
  • Microwave (101)

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 bring your pet everywhere or you're dreaming of days spent poolside, as most accommodations provide "Pets allowed" and "Pool." Plan your vacation in advance if you want to spend your vacation in privacy or you need a fenced-in backyard. There are just 2 listed properties including "Detached" and 2 accommodations including "Fenced."

The Weather on Kent Island

max.
Min.
43°
30°
10 days 10
max.
Min.
45°
30°
8 days 8
max.
Min.
54°
37°
10 days 10
max.
Min.
64°
48°
10 days 10
max.
Min.
73°
57°
11 days 11
max.
Min.
82°
68°
11 days 11
max.
Min.
86°
72°
11 days 11
max.
Min.
82°
70°
8 days 8
max.
Min.
79°
64°
7 days 7
max.
Min.
66°
54°
8 days 8
max.
Min.
55°
41°
8 days 8
max.
Min.
50°
37°
11 days 11
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 May while the driest month is September.

7-Day Weather Forecast on Kent Island

Thu, 28 Sep
62°
59°

15%

0 h

15 mi/h

Fri, 29 Sep
69°
59°

5%

3 h

6 mi/h

Sat, 30 Sep
71°
68°

15%

4 h

13 mi/h

Sun, 1 Oct
68°
62°

15%

0 h

18 mi/h

Mon, 2 Oct
69°
62°

15%

3 h

21 mi/h

Tue, 3 Oct
64°
60°

15%

0 h

27 mi/h

Wed, 4 Oct
69°
66°

15%

0 h

24 mi/h

Accommodations for your vacation on Kent Island

In Kent Island, two-thirds of the 178 properties are house rental, which represent 74.47% of its accommodations being offered. In addition, the median nightly price of house rental in this destination is $735, and their size, on average, is 227 m². Furthermore, if you are going in a group of 9, house rental are a great property type in Kent Island, as they usually accommodate this exact group size. Houseboat rental represent the other most typical property type on Kent Island. Our data reveals that the average price of houseboat rental is $329 a night for an area of 121 m².
Where to find the best food on Kent Island?

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.

What are the best places to discover the arts and culture of Kent Island?

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.

Where are the unique attractions on Kent Island?

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.

Information about vacation rentals on Kent Island

🏡 Vacation rentals available 178 homes
💳 Possible discounts up to 77%
🌙 Nightly prices starting at $102
⭐ Popular amenities Pets allowed, Pool and Fireplace
🐾 Pet friendly homes 18 homes
🏊 Vacation rentals with pools 136 homes

Frequently Asked Questions

What is the average price per night for a vacation rental on Kent Island?

The price of a night's stay on Kent Island starts at $102. If you are looking for a house rental, the nightly price is $735 on average. A houseboat rental Kent Island will cost on average $329 per night.

How many vacation rentals are available to book on Kent Island?

There are 178 vacation homes on Kent Island to browse and rent for your trip.

What are the most popular amenities for vacation homes on Kent Island?

The most popular amenities for vacation rentals on Kent Island include accommodations that have: Pool, Pets allowed, and Fireplace.

How many vacation rentals with a pool are on Kent Island?

Choose from 136 vacation rentals available on Kent Island.

Are pets allowed in vacation rentals on Kent Island?

Absolutely, there are 18 vacation rentals on Kent Island that allow dogs and the average nightly cost is $632.

What are the best months to travel to Kent Island?

Kent Island has its warmest time of year in July and June, with average nightly prices around $102.

Get inspired for your vacation on Kent Island

What are the popular vacation destinations on Kent Island?

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