Hoopers Island vacation rentals

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Vacation rentals with weekly discounts - Hoopers Island

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Find out more about Hoopers Island

Find out more about Hoopers Island

Why visit Hoopers Island

  1. Outdoor Adventures: Engage in fishing, watersports, and hiking along scenic trails.
  2. Historic Lighthouses: Explore the charming and historic lighthouses dotting the coastline.
  3. Charming Accommodations: Stay in cozy cottages, private homes, or inviting apartments by the water.
  4. Scenic Beaches: Relax on beautiful beaches along the Chesapeake Bay, perfect for family activities.
  5. Friendly Locals: Enjoy the warm hospitality of the local community while creating unforgettable memories.

Popular types of accommodation around Hoopers Island

Discover the charm of Hoopers Island with our diverse vacation rental options. Whether you're looking for a cozy waterfront cottage, an entire guesthouse for the whole family, or a quaint apartment, we have something to suit every traveler. Popular choices include houses and cottages in Fishing Creek, ensuring a comfortable stay as you explore this beautiful destination. Let us help you find the perfect spot to unwind and enjoy your getaway!

  • Houses: The top choice for visitors, these spacious homes offer a comfortable and private retreat for families, friends, or couples in Hoopers Island.
  • Cottages: Quaint and charming, cottages provide a cozy atmosphere for a relaxing getaway by the water.
  • Apartments: Ideal for solo travelers or couples, these rentals offer convenient amenities and a home-like feel.
  • Cabins: Nestled in nature, cabins are perfect for those seeking a rustic experience with easy access to outdoor activities.
  • Condos: These modern rentals often come with shared amenities, perfect for a vacation filled with leisure and comfort.**

Top attractions around Hoopers Island

Hoopers Island, Maryland, offers an ideal getaway for outdoor and beach enthusiasts. Visitors can explore historic lighthouses, relax at nearby state parks, and enjoy the scenic beaches. Adventure seekers can engage in fishing at the creek, take fishing charters, or enjoy watersports. For those looking to hike, the area provides beautiful trails, making it a perfect destination for culture and outdoor experiences.

  1. Blackwater National Wildlife Refuge: A serene escape, this expansive preserve offers romantic trails and family-friendly activities amidst diverse wildlife. Enjoy birdwatching, hiking, and the tranquil beauty of nature, only 7 miles from Hoopers Island.
  2. Cove Point Lighthouse: This historic lighthouse, located 7 miles from Hoopers Island, provides a glimpse into maritime history. Explore its rich cultural heritage while enjoying stunning views of the Chesapeake Bay.
  3. Harriet Tubman Underground Railroad National Historical Park: Situated 8 miles away, this historic site honors the legacy of Harriet Tubman. Engage in educational exhibits and trails that highlight her courageous efforts in the Underground Railroad.

Things to do recommended for couples

For a romantic getaway on Hoopers Island, visit Perigeaux Vineyards and Winery, just 14 miles away, for a cozy atmosphere and entertainment. Another charming option is Layton's Chance Vineyard and Winery, 20 miles away, where you can enjoy delightful wines and create lasting memories together.

Things to do recommended for families

Families can explore the serene Elms Beach Park, located 14 miles from Hoopers Island. This recreational area offers wellness and relaxation vibes, perfect for a day of family fun, picnicking, and enjoying nature together.

Things to do recommended for groups

Explore unique local shops like Cecil's Old Mill, 17 miles from Hoopers Island, and Bay Country Shop, 16 miles away. These charming stores offer a taste of regional products and a great opportunity for group bonding while discovering the local culture.

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

If you're planning a trip with a group, family, or pets, or if you're considering a longer stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Hoopers Island with a group: Think about how many bedrooms you'll require, as well as any additional features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily apply filters for all of these options, and more, on Vrbo.
  • Traveling to Hoopers Island with young kids: Traveling with young kids can present some difficulties. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Hoopers Island: For many families, a vacation wouldn’t feel complete without their furry companion. If that resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Hoopers Island: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By utilizing the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like parking, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay around Hoopers Island

Hoopers Island offers a delightful escape with its stunning beaches and charming cottages nestled along the Chesapeake Bay. Explore the picturesque landscapes and enjoy family-friendly activities in this relaxing atmosphere. Venture nearby to discover the beauty of Maryland's Eastern Shore, where adventure awaits in the rolling hills and coastal scenery. Embrace the warmth of friendly locals as you create unforgettable memories in this serene getaway.

  • St. Michaels: Located 28 miles from Hoopers Island, St. Michaels is a charming waterfront town known for its romantic atmosphere and family-friendly activities. Visitors can stroll along the scenic boardwalk, explore the local recreational areas, and enjoy outdoor adventures. St. Michaels boasts beautiful beaches and a picturesque lake, perfect for a day of relaxation or family fun. With its quaint shops, delicious dining options, and rich maritime history, this town offers a delightful escape into the Eastern Shore's coastal lifestyle.
  • Cambridge: Just 16 miles away, Cambridge is a vibrant city that invites travelers to immerse themselves in outdoor adventures and family experiences. The city features a lively boardwalk and recreational areas, making it an excellent spot for enjoying the great outdoors. Shoppers will appreciate the local shopping center, which adds to the charm of this historic town. Nearby attractions include stunning beaches and the scenic national park, ensuring that visitors can connect with nature and create lasting memories with loved ones.
  • Fishing Creek: A mere 5 miles from Hoopers Island, Fishing Creek is a hidden gem for those seeking outdoor adventures and breathtaking scenery. This quaint community offers various activities, including motor racing and access to recreational areas that showcase the beauty of the surroundings. With nearby beaches, an island to explore, and a national park, Fishing Creek is perfect for nature enthusiasts looking for a peaceful retreat. The stunning landscapes and inviting atmosphere make it an ideal spot for adventurers and those seeking serenity alike.

Booking with Vrbo is simple

Are you eager to save on your upcoming adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking a longer stay to unlock even greater savings. To discover a Vrbo property that aligns with your budget, simply use our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience!

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. It truly benefits you to take on the planning role! When you join our travel rewards program, One Key, you’ll gain immediate access to member discounts and earn OneKeyCash™ for eligible reservations. Sign up now and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient platform for you to plan new trips, keep your arrangements on track, and manage your reservations. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Book a vacation rental for your Hoopers Island getaway

Learn about the unique charm of Hoopers Island with a stay in a private vacation home. This city has something for everyone. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Hoopers Island

Are you hoping to discover top things to see and do in the city? Venture out of your vacation home and experience everything that Hoopers Island has to offer. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Perigeaux Vineyards and Winery (16.3 mi / 26.2 km)
  • Chesapeake Hills Golf Course (11.3 mi / 18.2 km)
  • Bay Country Shop (17.4 mi / 27.9 km)

Exploring the natural features in Hoopers Island

Whether you're an active traveler or just want to appreciate the scenery, Hoopers Island is a great place to get outside. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Middle Hooper Island (4.8 mi / 7.8 km)
  • Blackwater National Wildlife Refuge (7.9 mi / 12.7 km)
  • Lower Hooper Island (8.4 mi / 13.6 km)
  • Cove Point Beach (9.2 mi / 14.9 km)
  • Annmarie Sculpture Garden and Arts Center (12.4 mi / 20 km)
  • Elms Beach Park (12.6 mi / 20.3 km)

Frequently asked questions

What is the most popular type of vacation rental accommodation in Hoopers Island?
Cottages are the most popular kind of vacation rental in Hoopers Island, according to our data. Even if you have a different idea about what you’d like, Vrbo has vacation homes in a variety of shapes and sizes. Browse our many options to find your ideal match.
How much does it cost to rent a vacation rental in Hoopers Island?
The average price for a vacation home in Hoopers Island depends on a number of factors, like season, length of stay and property type. Whether you’re in search of a sprawling villa with a pool or a cozy cottage that’s perfect for two, just add your dates of travel to view stays with fantastic value.
How much does it cost to rent a beach house in Hoopers Island?
The average price for a vacation rental close to the beach in Hoopers Island depends on when you’re traveling and the size and style of property you’re looking for. You can quickly and easily find prices on Vrbo by entering your travel dates and destination. Then use the filter tool to choose the number of bedrooms and amenities important to you, like a pool, air conditioning and WiFi.
Are there pet-friendly vacation rentals in Hoopers Island?
You’re in luck! There are. You can pick from four vacation rentals that allow pets in Hoopers Island. Some of our pet-friendly vacation rentals even come with an outdoor space for your fur baby to run around in, complimentary treats, doggie beds and proximity to parks. Apply the “Pets allowed” filter to find your pawfect digs on Vrbo.
Can I rent a house with a pool in Hoopers Island?
Add an extra layer of fun to your getaway by staying in one of the two houses with a private pool in Hoopers Island. Use our search filter to find properties with pools on Vrbo, then spend carefree days splashing around in a swimming pool that’s just for you.
Are there large group vacation rentals in Hoopers Island?
Hoopers Island has five vacation rentals that can host 10 or more guests. These properties come with the space and privacy you need to enjoy good times with your nearest and dearest.
Are there vacation rentals in Hoopers Island that welcome kids?
Hoopers Island has eight family-friendly vacation homes. And finding a stay that welcomes kiddos is super easy with Vrbo’s Properties good for families filter. Besides having the entire place to yourselves, you’ll enjoy access to perks and conveniences like dining rooms, kitchens and yards.
Are there one-bedroom vacation rentals in Hoopers Island?
Hoopers Island has 9 one-bedroom rentals on offer. Often located in popular areas due to their compact size, a one-bedroom property is ideal if you’re getting away with a pal or your partner. And with home comforts such as air conditioning and more privacy, you’ll be able to relax while enjoying this incredible destination.
Can I find two-bedroom vacation rentals in Hoopers Island?
Hoopers Island has four two-bedroom properties to choose from. Go for a vacation home with all the comfort and privacy you need at a price that won’t break the bank on Vrbo.
Are there vacation rentals with WiFi in Hoopers Island?
Hoopers Island has 17 vacation rentals with WiFi, so you’ll be able to stay connected while on vacation. Simply check the “WiFi” box in our handy search filter to find the perfect property. From streaming movies with the family to checking emails, these Vrbo homes make it a breeze to get online.
How can I find vacation rentals with air conditioning in Hoopers Island?
You’ll have a choice of 21 vacation rentals with air conditioning in Hoopers Island offering that gentle, cool breeze and extra bit of comfort. Enter your preferred dates of travel and then use our handy filter tool to find stays with air conditioning.
How old do you have to be to rent a vacation rental in Hoopers Island?
The minimum required age is normally 16, 18 or 21. It can vary from property to property on Vrbo, so look at the rules of your chosen Hoopers Island vacation home before you book.
How long can I rent a vacation rental in Hoopers Island for?
The amount of time you can book a Hoopers Island vacation home for depends on each property. Simply enter your preferred travel dates to browse options that offer extended stays. They have everything you need to make your extended getaway more convenient and enjoyable, such as laundries and air conditioning. Some Vrbo vacation rentals may also offer weekly or monthly discounts, so you can hang around longer for less.
Does Vrbo offer discounts for vacation homes in Hoopers Island?
Short break or a much-needed extended escape, Vrbo has some fantastic deals and discounts in Hoopers Island that’ll suit your style and your budget. Take a look at our weekly and monthly discounts on vacation rentals, or see what’s recently been added with one of our newly listed homes. Whatever kind of getaway you’re after, you’ll find the ideal place to stay — without blowing your budget.

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