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Kent Island vacation rentals

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Vacation rentals with weekly discounts - Kent Island

Showing deals for:Dec 5 - Dec 12
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Find out more about Kent Island

Find out more about Kent Island

Why visit Kent Island

  • Outdoor Adventures: Kent Island offers a range of activities like hiking, biking, and water sports, perfect for nature lovers.
  • Scenic Beaches: Enjoy the beautiful coastline and relax on the sandy shores, ideal for family outings and picnics.
  • Rich History: Explore nearby historic towns with charming homes and local culture that reflect the island's heritage.
  • Family-Friendly Attractions: Kent Island features numerous parks and recreational spots that cater to visitors of all ages.
  • Diverse Accommodations: Choose from a variety of vacation rentals, from cozy cottages to spacious homes, for a comfortable stay.

Popular types of accommodation around Kent Island

Discover the perfect getaway on Kent Island with a variety of vacation rentals to suit your needs. Whether you're looking for houses, cozy cottages, or convenient apartments, we have options for everyone. From charming single-family homes to pet-friendly rentals near Kent Narrows, you'll find the ideal base for your adventure. Explore, relax, and create unforgettable memories in this beautiful destination.

  • Houses: The top choice among travelers, offering spacious and comfortable accommodations for families or groups.
  • Cottages: A charming option, perfect for a cozy getaway with a touch of rustic charm.
  • Apartments: A convenient choice for those seeking a home-like atmosphere with easy access to local attractions.
  • Condos: Ideal for vacationers wanting upscale amenities and stunning views.
  • Cabins: A delightful retreat for nature enthusiasts, providing a tranquil escape in the woods.**

Top attractions near Kent Island

Kent Island, Maryland, offers a perfect blend of outdoor activities for families, couples, and solo travelers. Visitors can enjoy urban parks, scenic beaches, and nearby national and state parks. With a variety of attractions catering to those seeking adventure, culture, and family-friendly experiences, Kent Island is an ideal destination for a memorable vacation. Be sure to explore the local points of interest to enhance your visit.

  • U.S. Naval Academy: Located 9 miles from Kent Island, this historic academy offers breathtaking architecture and rich maritime history, making it a must-visit for history buffs and those interested in military traditions.
  • Chesapeake Bay Bridge: Just 6 miles away, this impressive modern bridge connects the Eastern and Western shores, providing stunning views of the bay and a unique urban experience.
  • Sandy Point State Park: Situated 7 miles from Kent Island, this national park is perfect for outdoor enthusiasts, offering scenic trails, picnic areas, and adventurous activities along the beautiful waterfront.

Things to do recommended for couples

For a romantic getaway on Kent Island, visit St. Michaels Winery for a delightful wine tasting, or set sail with Annapolis Sailing School for an adventurous day on the water. Don’t miss a captivating performance at the Ballet Theater of Maryland to complete your memorable experience.

Things to do recommended for families

Your family will have a blast at the Navy-Marine Corps Memorial Stadium, just 10 miles away, soaking in the sports atmosphere. For more fun, visit the Annapolis Bowl, 13 miles away, for an arcade adventure, or catch a game at Alumni Hall, only 9 miles from Kent Island.

Things to do recommended for groups

Explore the craftsmanship at Paul Reed Smith Guitars, only 4 miles from Kent Island. For shopping and entertainment, visit Queenstown Premium Outlets, located 10 miles away. If your group enjoys sports, the Queenstown Harbor Golf Club, 9 miles away, offers a fantastic outdoor golfing experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Kent Island

When traveling with a group, family, or pets, or if you're seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful booking tips for Vrbo.

  • Traveling to Kent Island with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor space for group gatherings. The good news is that you can easily filter for these options and many more on Vrbo.
  • Traveling to Kent Island with young kids: Traveling with young children can be quite a challenge. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's worthwhile to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Kent Island: For many, a family vacation isn't truly a family vacation without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and cozy beds to ensure everyone feels comfortable and at home.
  • Planning for a long term stay visiting Kent Island: If you're in search of vacation rentals that offer discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly locate and save on monthly accommodations. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Kent Island

Kent Island, the largest island in Maryland, offers a peaceful getaway perfect for outdoor adventures and family vacations. With its beautiful coastline and charming homes, visitors can relish in a relaxing atmosphere while exploring nearby towns rich in history and friendly locals. Whether you're seeking a romantic retreat or a rustic experience, Kent Island provides a unique blend of sunny weather and scenic views that will make your stay unforgettable.

  • Annapolis: Located a mere 9 miles from Kent Island, Annapolis is the charming capital of Maryland and a hub for family-friendly activities and urban exploration. Visitors can enjoy a variety of attractions, from educational landmarks such as the United States Naval Academy to shopping experiences at local malls and unique boutiques. The city is also renowned for its waterfront, where you can take leisurely strolls along the scenic beach and enjoy picturesque views of the lake. Whether you’re exploring the historic district or indulging in local cuisine, Annapolis provides a vibrant city experience that caters to all ages.
  • Northern Chesapeake Bay: Just 1 mile away, Northern Chesapeake Bay is a picturesque retreat known for its stunning outdoor scenery and romantic settings. This area is perfect for those who appreciate nature, offering a range of recreational activities from kayaking in tranquil waters to golfing at scenic courses. Visitors can explore the beautiful beaches, visit notable monuments, or cross the impressive modern bridge that connects various waterfront attractions. It’s an ideal spot for couples looking to enjoy a peaceful getaway or families seeking outdoor adventures.
  • Stevensville: A short 3 miles from Kent Island, Stevensville is a delightful city that invites visitors to immerse themselves in outdoor activities and family fun. The area boasts a vibrant recreational scene, including well-maintained parks and a charming boardwalk perfect for leisurely walks. Shop at local centers or explore nearby beaches and the stunning national state park, which offers hiking trails and breathtaking views. With its inviting atmosphere and numerous attractions, Stevensville is a great destination for those looking to experience the beauty of Maryland’s coastline.

Best time to go to Kent Island

If you're planning a trip to Kent Island, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly SunnyLowSlightly Low
February37.9°F (3.3000000000000003°C)Light RainMostly SunnyAverageSlightly Low
March44.6°F (7.0°C)Light RainMostly SunnyAverageSlightly Low
April55.0°F (12.8°C)Light RainMostly SunnyAverageAverage
May64.2°F (17.900000000000002°C)Light RainMostly SunnyAverageAverage
June73.0°F (22.8°C)Light RainMostly SunnyHighSlightly High
July78.4°F (25.8°C)Light RainMostly SunnyHighSlightly High
August76.8°F (24.9°C)Light RainMostly SunnyHighSlightly High
September70.7°F (21.5°C)Light RainMostly SunnyAverageAverage
October60.4°F (15.8°C)Light RainMostly SunnyAverageAverage
November48.7°F (9.3°C)Light RainMostly SunnyLowAverage
December41.5°F (5.300000000000001°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is simple

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking a longer stay to take advantage of substantial savings. To discover a Vrbo property that suits your budget, utilize our filters to narrow down options by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Unlock savings with One Key

Reserve an eligible Vrbo for your group getaway and earn OneKeyCash on your booking. Being the planner definitely has its perks. By enrolling in our travel rewards program, One Key, you can immediately access exclusive member discounts and earn OneKeyCash on qualifying bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly platform where you can effortlessly plan new trips, resume your previous work, or manage your travel arrangements. You can easily access your saved or booked properties, organized into categories like Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Explore the waterfront setting in Kent Island

Enjoy the history and other features of Kent Island. Well known for its island views, boating and biking, this relaxing city won't disappoint. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Kent Island

Do you want to find top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Kent Island a fun place to get away. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • U.S. Naval Academy Golf Club (8.3 mi / 13.4 km)
  • Queenstown Harbor Golf Links (9.3 mi / 15 km)
  • Queenstown Harbor Golf Club (9.3 mi / 15 km)
  • St. Michaels Winery (12.2 mi / 19.7 km)
  • Maryland Renaissance Festival (14.6 mi / 23.5 km)
  • Chesapeake Beach Water Park (20.3 mi / 32.6 km)

Exploring the natural features in Kent Island

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Kent Island is a great place to get outside. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Chesapeake Bay Environmental Center (5.4 mi / 8.8 km)
  • Sandy Point Beach (6.3 mi / 10.1 km)
  • Bay Ridge Beach (6.9 mi / 11.1 km)
  • Carrs Beach (7.7 mi / 12.4 km)
  • Eastern Neck National Wildlife Refuge (8.6 mi / 13.9 km)
  • Maryland Quiet Waters Park (9.1 mi / 14.6 km)

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