Choose from 71 vacation rentals located in Kent Island, Maryland. Top filters in Kent Island include Air conditioner, Kitchen or Kitchenette, and Internet / Wifi. Prices range from $130 to $5,026 per night. Our most popular vacation rental types near Kent Island are Hotel and RV.

Top vacation rentals in Kent Island

Beach
5.0
Outstanding(117 Reviews)
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
House
 in Chester
8 guests · 4 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner

Experience the best of Kent Island with this House available for $648. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
vrbo logo
View deal
Facade/entrance
4.5
Excellent(98 Reviews)
The Inn at Chesapeake Bay Beach Club
Hotel
 in Stevensville
4star
1 king bed
Garden · Pool · Kitchen or Kitchenette

Experience vacation in Kent Island with our Hotel, The Inn at Chesapeake Bay Beach Club. Enjoy amenities such as Air conditioner, Fireplace and Internet / Wifi, and more.

$$$$
booking logo
View deal
Property view
4.2
Excellent(34 Reviews)
Kent Island Resort
Inn
 in Stevensville
1 king bed
Garden · Pool · Kitchen or Kitchenette

Nestled in Kent Island, this Inn is perfect for your next vacation. Enjoy Kent Island Resort's top-rated amenities, including Air conditioner, Fireplace and Internet / Wifi, and more.

$$$$
booking logo
View deal
Beachfront
Outdoor dining
5.0
Outstanding(173 Reviews)
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
House
 in Stevensville
26 guests · 5 bedrooms · 4 baths
Garden · Pool · Pets allowed

Looking for a memorable stay in Kent Island? Our House might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more during your stay.

$$$$
vrbo logo
View deal

Vacation rentals with air conditioning in Kent Island

Miscellaneous
4.8
Outstanding(79 Reviews)
WATCH THE EVER-CHANGING SUNSET REFLECT OVER THE EASTERN BAY!
House
 in Claiborne
4 guests · 3 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
Top rated

Are you ready to indulge in a relaxing getaway? Our House in Kent Island has everything you need for a rejuvenating stay. Treat yourself to WATCH THE EVER-CHANGING SUNSET REFLECT OVER THE EASTERN BAY!'s exceptional amenities, such as Air conditioner, Dishwasher and Fireplace.

$$$$
vrbo logo
View deal
On the beach, sun loungers, beach towels
5.0
Outstanding(73 Reviews)
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
House
 in Stevensville
14 guests · 4 bedrooms · 3 baths
Garden · Kitchen or Kitchenette · Air conditioner

Indulge in a peaceful retreat at Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill., our elegant House in Kent Island. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more.

$$$$
vrbo logo
View deal
Start earning One Key rewards
Interior
5.0
Outstanding(57 Reviews)
Charming 3 Bedroom 3 Bath Beach Front Property
House
 in Stevensville
8 guests · 3 bedrooms · 3 baths
Garden · Kitchen or Kitchenette · Air conditioner
Most favorited

When traveling to Kent Island, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $1,020 per night.

$$$$
vrbo logo
View deal
Smart TV
5.0
Outstanding(59 Reviews)
Second Floor Bed and Bath in Stevensville, MD
House
 in Stevensville
2 guests · 1 bedroom · 1 bath
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

Looking to create some memories in Kent Island? Look no further than our House, Second Floor Bed and Bath in Stevensville, MD. Enjoy top-rated amenities including Air conditioner, Internet / Wifi and Balcony or Patio, and more.

$$$$
vrbo logo
View deal
city photo
Kent Island

Kent Island travel guide

Let us help you plan your perfect Kent Island vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Kent Island, and more.

Frequently asked questions

What do i need to know before visiting Kent Island, md?

Before visiting Kent Island, MD, there are some things that you should know. Here is a brief overview of what to expect:

  • The island is located in the Chesapeake Bay, near the town of Stevensville.
  • It is a popular destination for tourists, offering plenty of outdoor activities, such as fishing and boating.
  • The island is home to several historic sites, including the Kent Island Narrows Lighthouse and the Kent Island Yacht Club.

It is important to remember that Kent Island is a popular vacation destination and can get quite busy during the summer months. Be sure to plan ahead and book any necessary accommodations in advance.

What are the must-visit tourist attractions in Kent Island, md?

Kent Island, MD is a popular tourist destination with plenty of attractions to explore. Here are some of the must-visit tourist attractions in Kent Island:

  • Sandy Point State Park
  • Kent Narrows
  • Chesapeake Exploration Center
  • Terrapin Nature Park

Whether you're looking for a beach getaway, a nature adventure, or a historical tour, Kent Island has something for everyone. From the beautiful views to the rich history, Kent Island is sure to have an attraction to please everyone.

How can i get around in Kent Island, md?

You can get around in Kent Island, MD in the following ways:

  • By car
  • By bicycle
  • By public transportation

You can also take a taxi or Uber, or rent a car if necessary.

Where can i find affordable accommodation in Kent Island, md?

Affordable accommodation in Kent Island, MD can be found at the Kent Island Inn. Here are some of the amenities they offer:

  • Complimentary breakfast
  • Free high-speed Wi-Fi
  • Fitness center
  • On-site restaurant

The Kent Island Inn is conveniently located close to shopping, restaurants, and attractions. They offer comfortable rooms and suites at an affordable price.

What is the culture like in Kent Island, md?

The culture in Kent Island, MD is vibrant and diverse. It is a small community with a big heart that celebrates its unique history and culture. Here are five ways Kent Island stands out:

  • The island has a strong maritime history, with a rich tradition of fishing, crabbing, and oystering.
  • The island boasts a variety of outdoor activities, including hiking, biking, and kayaking.
  • The island is home to a number of unique shops and restaurants, offering everything from seafood to ice cream.
  • The island is home to a vibrant arts and music scene, with local bands and art galleries.
  • The island is home to a number of annual events, such as the Kent Island Day Festival and the Kent Island Crab Derby.

Is Kent Island, md safe to travel to?

Kent Island, MD is generally safe to travel to. Here are a few tips to keep in mind:

  • Be aware of your surroundings and trust your instincts.
  • Avoid traveling alone at night.
  • Be mindful of local laws and customs.

What are the popular shopping destinations in Kent Island, md?

Popular shopping destinations in Kent Island, MD include:

  • Kent Island Shopping Center
  • Kent Island Village Shopping Center
  • Stevensville Town Center Shopping Center

What are the best neighborhoods to visit in Kent Island, md?

The best neighborhoods to visit in Kent Island, MD are:

  • Stevensville
  • Chester
  • Grasonville

These neighborhoods offer a variety of activities, from stunning waterfront views to delicious restaurants and unique shops. Whether you're looking for a relaxing day or an exciting night out, Kent Island is the perfect destination.

Where is Kent Island, md?

Kent Island, MD is located in Queen Anne's County on the Eastern Shore of Maryland. It is situated in the Chesapeake Bay, near the mouth of the Chester River. It is the largest island in the bay and is connected to the mainland by two bridges, the Chesapeake Bay Bridge and the Kent Narrows Bridge.

What are the most popular vacation rental amenities in Kent Island, md?

The most popular vacation rental amenities in Kent Island, MD, include:

  • Fully-equipped kitchens
  • Large lounge areas
  • Outdoor patios or decks
  • Private swimming pools
  • Hot tubs or Jacuzzis

These amenities make it easy for visitors to relax and enjoy their vacation in comfort. Fully-equipped kitchens provide all the necessary cooking appliances, utensils, and dishes, so guests can prepare meals in the comfort of their vacation rental. Large lounge areas offer plenty of space to relax and socialize with friends and family. Outdoor patios or decks provide beautiful views of the surrounding area and a great place for guests to enjoy a meal or take in the sights. Private swimming pools and hot tubs or Jacuzzis allow visitors to cool off and take a dip while soaking up the sun.

What are the top things to do in Kent Island, md?

Kent Island, MD is a great place to explore and have fun. Here are some of the top things to do:

  • Visit the Terrapin Nature Park
  • Explore the Chesapeake Bay Maritime Museum
  • Take a tour of the Kent Island Lighthouse
  • Go on a fishing charter

No matter your interests, Kent Island, MD has something for everyone to enjoy!

What is the price range for rentals in Kent Island?

Vacation rentals in Kent Island have a price range between $130-$5,026. The average price for rentals in Kent Island is $480 per night.

What are the most popular vacation rental amenities in Kent Island?

  • Air conditioner
  • Kitchen or Kitchenette
  • Internet / Wifi

Explore near Kent Island

Rentals near top attractions

Related vacation destinations

Nearby vacation destinations

Travel inspiration