Kent Island Vacation Rentals - HomeToGo base64Hash Kent Island Vacation Rentals - HomeToGo

Kent Island Vacation Rentals

Find 180 available offers from 6 partners
Kent Island
Anytime
Guests
Kent Island
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Boat
Rating
4.5+
4+

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 180 properties

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
Aug 17 - Aug 24
$429 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Stevensville with Grill, Yard & Patio + Waterfront Views

4.8
Outstanding (125 ratings)
Kent Island, Queen Anne's County, Maryland, United States
Air conditioning
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Boat  Kent Island
Apr 6 - Apr 13
$188 per night
Boat ∙ 6 guests ∙ 2 bedrooms

Beautiful Boat in Stevensville with Grill

5.0
Outstanding (1 rating)
Kent Island, Queen Anne's County, Maryland, United States
Air conditioning
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Boat  Kent Island
Jan 4 - Jan 11
-59%
$366
$150 per night
Boat ∙ 4 guests ∙ 2 bedrooms

Pleasant Boat in Kent Narrows with Patio + Magnificent View

5.0
Outstanding (120 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.

Villa  Kent Island
Apr 6 - Apr 13
$410 per night
Villa ∙ 6 guests ∙ 4 bedrooms

Villa in Stevensville with Yard, Patio & Grill + Water Views

4.9
Outstanding (46 ratings)
Kent Island, Queen Anne's County, Maryland, United States
Internet
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House  Kent Island
Oct 5 - Oct 12
$530 per night
House ∙ 7 guests ∙ 3 bedrooms

Vacation Home in Stevensville with Grill, Patio & Yard

5.0
Outstanding (11 ratings)
Kent Island, Queen Anne's County, Maryland, United States
Internet
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House  Kent Island
Feb 15 - Feb 22
$330 per night
House ∙ 26 guests ∙ 5 bedrooms

Vacation Home in Stevensville with Grill, Yard & Patio + Beautiful Views

5.0
Outstanding (194 ratings)
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 16 - Mar 23
-23%
$239
$185 per night
House ∙ 14 guests ∙ 3 bedrooms

Entire Vacation Home in Stevensville with Patio, Sauna & Yard

5.0
Outstanding (16 ratings)
Kent Island, Queen Anne's County, Maryland, United States
Kitchen
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House  Kent Island
Apr 6 - Apr 13
-17%
$254
$212 per night
House ∙ 11 guests ∙ 3 bedrooms

Entire Vacation Home in Stevensville with Yard & Patio

4.9
Outstanding (27 ratings)
Kent Island, Queen Anne's County, Maryland, United States
Kitchen
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House  Kent Island
Feb 24 - Mar 2
$575 per night
House ∙ 9 guests ∙ 4 bedrooms

House in Stevensville with Patio, Grill & Yard + Water View

5.0
Outstanding (42 ratings)
Kent Island, Queen Anne's County, Maryland, United States
Kitchen
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Best Vacation Home Deals on Kent Island

Save up to 47%

House Kent Island
Nov 9 - Nov 16
-41%
$850
$500 per night
House ∙ 10 guests ∙ 4 bedrooms

Family Friendly Charming House in Stevensville with Grill, Yard & Patio + Dream View

5.0
Outstanding (25 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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Cottage Kent Island
Feb 15 - Feb 22
-16%
$625
$525 per night
Cottage ∙ 6 guests ∙ 2 bedrooms

Cottage in Stevensville with Patio, Yard & Grill + Incredible View

5.0
Outstanding (76 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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House Kent Island
Apr 6 - Apr 13
-47%
$1,604
$858 per night
House ∙ 14 guests ∙ 6 bedrooms

House in Stevensville with In-Ground Pool + Panoramic Views

4.8
Outstanding (7 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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Book a welcoming vacation rental from $125 per night by exploring the 180 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 on Kent Island

Find your perfect vacation rental on Kent Island: from $125 per night

House Kent Island
Feb 24 - Mar 2
$637 per night
House ∙ 10 guests ∙ 4 bedrooms

Private Vacation Home in Chester with Yard, Grill & Patio + Water Views

5.0
Outstanding (41 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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Apartment Kent Island
Mar 16 - Mar 23
$170 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Beautiful Apartment in Stevensville with Grill, Patio & Yard

5.0
Outstanding (94 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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House Kent Island
Feb 24 - Mar 2
-26%
$447
$330 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Chester

Kent Island, Queen Anne's County, Maryland, United States
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House Kent Island
Aug 10 - Aug 17
$796 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Kent Island with Grill, Yard & Patio + Sunrise Views

5.0
Outstanding (49 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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Cottage Kent Island
Mar 1 - Mar 8
$315 per night
Cottage ∙ 6 guests ∙ 2 bedrooms

Charming Cottage in Stevensville with Sauna, Grill & Yard

5.0
Outstanding (20 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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House Kent Island
Oct 19 - Oct 26
$787 per night
House ∙ 10 guests ∙ 3 bedrooms

Vacation Home in Stevensville with Large Pool + Unobstructed View

5.0
Outstanding (34 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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House Kent Island
Jul 27 - Aug 3
$356 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Chester with Yard, Grill & Patio + Panoramic Views

5.0
Outstanding (128 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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House Kent Island
Jul 6 - Jul 13
$150 per night
House ∙ 2 guests ∙ 1 bedroom

Wonderful Vacation Home in Stevensville

5.0
Outstanding (66 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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House Kent Island
Nov 16 - Nov 23
$428 per night
House ∙ 8 guests ∙ 4 bedrooms

Charming Vacation Home in Stevensville with Large Pool

4.9
Outstanding (76 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

Boat Kent Island
Feb 8 - Feb 15
-61%
$346
$136 per night
Boat ∙ 2 guests ∙ 1 bedroom

Pleasant Boat in Kent Narrows

5.0
Outstanding (11 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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House Kent Island
Feb 24 - Mar 2
$552 per night
House ∙ 12 guests ∙ 4 bedrooms

Entire Vacation Home in Chester with Yard

5.0
Outstanding (2 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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House Kent Island
May 4 - May 11
-25%
$1,200
$900 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Stevensville with Pool

5.0
Outstanding (2 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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Top-Rated Rentals and Accommodations on Kent Island

Book Vacation Rental Offers with the Highest User Rating

House Kent Island
Sep 28 - Oct 5
-33%
$952
$636 per night
House ∙ 9 guests ∙ 3 bedrooms

House in Chester with Private Balcony + Water Views

5.0
Outstanding (24 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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House Kent Island
Feb 24 - Mar 2
-17%
$575
$475 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Stevensville with Patio, Yard & Grill + Wonderful View

5.0
Outstanding (68 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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House Kent Island
Feb 24 - Mar 2
$590 per night
House ∙ 14 guests ∙ 4 bedrooms

House in Stevensville with Gorgeous Fireplace + Waterfront View

5.0
Outstanding (83 ratings)
Kent Island, Queen Anne's County, Maryland, United States
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Popular Rental Amenities on Kent Island

  • Pet-friendly (23)
  • Pool (156)
  • Fireplace (69)
  • Fishing (63)
  • WiFi (170)
  • Grill (35)
  • No pets (173)
  • TV (185)
  • Parking (6)
  • Hot tub (34)
  • Kitchen (51)
  • Microwave (111)

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 are looking for a pet-friendly rental or you're dreaming of days spent poolside, as most accommodations provide "Pets allowed" and "Pool." Plan your vacation in advance if you want a rental with a sauna or you would like to wash your clothes during your stay. There are just 30 listed properties including "Sauna" and 95 accommodations including "Washing machine."

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

Fri, 23 Feb
51°
50°

0%

2 h

3 mi/h

Sat, 24 Feb
39°
35°

0%

5 h

14 mi/h

Sun, 25 Feb
41°
37°

15%

2 h

13 mi/h

Mon, 26 Feb
51°
46°

15%

2 h

8 mi/h

Tue, 27 Feb
51°
50°

0%

1 h

17 mi/h

Wed, 28 Feb
53°
53°

0%

0 h

22 mi/h

Thu, 29 Feb
53°
46°

15%

0 h

23 mi/h

Accommodations for your vacation on Kent Island

In Kent Island, two-thirds of the 180 properties are house rental, which represent 70.21% of its accommodations being offered. In addition, the median nightly price of house rental in this destination is $856, and their size, on average, is 231 m². Furthermore, if you are going in a group of 10, house rental are a great property type in Kent Island, as they usually accommodate this exact group size. Apartment rental represent the other most typical property type on Kent Island. Our data reveals that the average price of apartment rental is $318 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 180 rentals
💳 Possible discounts up to 55%
🌙 Nightly prices starting at $125
⭐ Popular amenities Pets allowed, Pool and Fireplace
🐾 Pet friendly homes 23 homes
🏊 Vacation rentals with pools 140 homes
1 reviews
Kent Island vacation rentals have an average rating of 4.7/5 on 1 reviews left by travelers.

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 $125. If you are looking for a house rental, the nightly price is $856 on average. A apartment rental Kent Island will cost on average $318 per night.

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

There are 180 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 140 vacation rentals available on Kent Island.

Are pets allowed in vacation rentals on Kent Island?

Absolutely, there are 23 vacation rentals on Kent Island that allow dogs and the average nightly cost is $644.

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 $125.

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