Stevensville vacation rentals

We found 934 vacation rentals — enter your dates for availability

Discover a selection of 37 homes and other vacation rentals in Stevensville that are perfect for your trip. Vacation rentals provide the best amenities for you and your friends, family, or even pets, such as WiFi and a fireplace. What you'll find is a rental that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Stevensville

Showing deals for:Sep 11 - Sep 18

Image gallery for Waterfront Paradise on the Eastern Shore of Chesapeake Bay

Beach
10 out of 10, Exceptional, (74 reviews)
Exceptional
(74 reviews)

Waterfront Paradise on the Eastern Shore of Chesapeake Bay

Rock Hall

8% off
Price is $870
$6,091 for 7 nights
All fees included
Waterfront Paradise on the Eastern Shore of Chesapeake Bay

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Find out more about Stevensville

Why visit Stevensville

  • Scenic Outdoor Adventures: Stevensville is perfect for outdoor enthusiasts with its beautiful parks and beach areas, ideal for hiking, picnicking, and relaxation.
  • Family-Friendly Attractions: The area offers a variety of attractions suitable for families, ensuring fun and memorable experiences for all ages.
  • Charming Neighborhoods: Explore the quaint neighborhoods of Southwest Michigan, showcasing rich history and local culture.
  • Marina Enjoyment: Enjoy the marina where visitors can engage in water activities or simply soak in the picturesque views.
  • Diverse Vacation Rentals: Choose from a range of vacation rentals, including cozy cottages and spacious homes, catering to every traveler's needs.

Popular types of accommodation in Stevensville

Stevensville vacation rentals offer a variety of options to suit your getaway needs. Whether you're looking for spacious houses, charming cottages, or cozy apartments, you'll find the perfect spot to unwind. With a focus on transparency and savings, our platform connects American travelers with the best house rentals and home rentals in Stevensville, Michigan. Explore the ideal vacation rental that fits your style and enjoy a memorable escape in this picturesque locale.

  • Houses: The top choice for visitors to Stevensville, offering spacious accommodations ideal for families or groups.
  • Cottages: A charming option for a quaint getaway, these cozy retreats provide a perfect escape near nature.
  • Apartments: A practical selection for those seeking convenience and comfort, ideal for couples or solo travelers.
  • Condos: Featuring modern amenities, condos are a popular choice for those wanting a resort-style experience.
  • House Boats: For a unique stay, houseboats provide a memorable experience on the water, perfect for adventure seekers.**

Top attractions near Stevensville

Stevensville, Maryland, offers a delightful vacation experience perfect for families and outdoor enthusiasts. Visitors can explore scenic parks, enjoy the marina, and relax at the beach. With a variety of attractions that emphasize nature and culture, Stevensville is an ideal destination for those seeking a memorable family getaway filled with outdoor adventures and beautiful scenery.

  • U.S. Naval Academy: Located 9 miles from Stevensville, this prestigious academy offers a glimpse into naval history and tradition. Explore its stunning architecture, beautiful waterfront, and engaging museums that capture the spirit of the U.S. Navy.
  • Chesapeake Bay Bridge: Just 5 miles away, this iconic bridge connects the Eastern Shore to the Western Shore. Experience breathtaking views of the Chesapeake Bay and the surrounding cityscape as you cross this engineering marvel.
  • Sandy Point State Park: Situated 6 miles from Stevensville, this expansive park is perfect for outdoor enthusiasts. Enjoy hiking, picnicking, and stunning scenery, with opportunities for water sports and wildlife observation.

Things to do recommended for couples

For a romantic getaway in Stevensville, visit St. Michaels Winery for a cozy tasting experience, sail together with Annapolis Sailing School for adventure on the water, or enjoy a captivating performance at the Ballet Theater of Maryland, embracing culture and entertainment just a short drive away.

Things to do recommended for families

During your family vacation in Stevensville, enjoy a thrilling day at Annapolis Bowl for arcade fun, unwind at Fort Smallwood Park for relaxation, and catch an exciting game at Navy-Marine Corps Memorial Stadium, just a short drive away for sports enthusiasts.

Things to do recommended for groups

Groups visiting Stevensville can explore the unique offerings at Paul Reed Smith Guitars, enjoy shopping and entertainment at Queenstown Premium Outlets, and play a round of golf at the scenic Queenstown Harbor Golf Club, all within a short drive from the town.

*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 in Stevensville

When traveling with a group, family, pets, or planning an extended stay, be sure to prioritize your preferences using the right filters. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Stevensville with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily narrow down your options on Vrbo to find exactly what you need and more.
  • Traveling to Stevensville with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, and to look for amenities that are suitable for their age, like a private swimming pool. Additionally, you might want to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Stevensville: For many, a family vacation isn't truly complete without their furry companion. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties offer amenities like food bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Stevensville: 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 using the appropriate filters, you can effortlessly discover and save on monthly rental options. 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 in and around Stevensville

Stevensville, Maryland, offers a delightful blend of outdoor adventures and family-friendly attractions. Explore the stunning scenery and enjoy relaxing vibes while soaking in the beautiful surroundings. Nearby, you can experience the charm of Southwest Michigan, with its historical neighborhoods and sunny weather perfect for a vacation. Whether you're looking for outdoor spaces or simply want to unwind, Stevensville is an ideal location for creating unforgettable memories with loved ones.

  • Annapolis: Located 10 miles from Stevensville, Annapolis is a charming city known for its rich maritime history and vibrant atmosphere. Visitors flock to Annapolis for a family-friendly, outdoor experience, where they can explore the stunning waterfront, visit historical sites like the U.S. Naval Academy, and enjoy shopping at local boutiques and malls. The city’s picturesque streets are perfect for a leisurely stroll, while nearby beaches and lakes offer opportunities for recreation and relaxation.
  • Chester: A mere 1 mile from Stevensville, Chester is a delightful city that promises a perfect outdoor and beach experience for families. Chester boasts a variety of recreational areas, including a well-maintained golf course, making it an ideal spot for both relaxation and activity. The local beaches are family-friendly and provide a great place to soak up the sun, while the iconic bridge offers stunning views and a unique photo opportunity for visitors.
  • Romancoke: Nestled nearby Stevensville, Romancoke is a quaint village that offers a romantic and scenic getaway. Travelers can immerse themselves in the great outdoors with access to national state parks, beaches, and tranquil lakes. The area is perfect for nature enthusiasts seeking recreational activities, while the local arena entertainment facility adds a touch of excitement. Romancoke’s serene environment and beautiful landscapes make it an ideal destination for couples and those looking to unwind.

Best time to go to Stevensville

If you're planning a trip to Stevensville, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.2°F (1.8°C)Light RainMostly SunnyAverageSlightly Low
February37.4°F (3.0°C)Light RainMostly SunnyAverageSlightly Low
March43.9°F (6.6°C)Light RainMostly SunnyAverageSlightly Low
April54.1°F (12.3°C)Light RainMostly SunnyModerately HighAverage
May63.5°F (17.5°C)Light RainMostly SunnyAverageAverage
June72.3°F (22.4°C)Light RainMostly SunnyModerately HighSlightly High
July77.9°F (25.5°C)Light RainMostly SunnyModerately HighSlightly High
August76.3°F (24.6°C)Light RainMostly SunnyAverageSlightly High
September70.5°F (21.4°C)Light RainMostly SunnyAverageAverage
October60.3°F (15.7°C)Light RainMostly SunnyModerately LowAverage
November48.7°F (9.3°C)Light RainMostly SunnyModerately LowAverage
December41.4°F (5.2°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is a breeze

Are you aiming to save on your upcoming journey? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, opting for an extended stay often leads to significant savings. To discover the perfect Vrbo rental that fits your budget, take advantage of our filters to sort by price, location, and type of vacation home. We're here to assist you in finding the best options for your travel needs.

Vrbo Trips: Planning made easy

Vrbo's user-friendly Trip Board offers you a convenient way to plan new adventures, pick up where you left off, or manage your travel arrangements. You can easily access the properties you’ve saved and booked, which are now organized into Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Explore the waterfront setting in Stevensville

The island views and other outdoor surroundings create an inviting atmosphere in Stevensville. This relaxing and romantic city is known for its restaurants, spas and biking. 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 and around Stevensville

Do you want to find attractions to see while you're in town? Venture out of your cozy vacation rental and check out everything that makes Stevensville a one-of-a-kind vacation spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Queenstown Harbor Golf (7.9 mi / 12.7 km)
  • Severna Park Golf Center (11.8 mi / 18.9 km)
  • St. Michaels Winery (14.7 mi / 23.6 km)
  • Maryland Renaissance Festival (14.8 mi / 23.8 km)
  • Chesapeake Beach Water Park (23.2 mi / 37.4 km)
  • Paul Reed Smith Guitars (0.5 mi / 0.8 km)

Exploring the natural features in Stevensville

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Stevensville is a great spot to appreciate mother nature. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Northern Chesapeake Bay (2 mi / 3.2 km)
  • Sandy Point Beach (4.8 mi / 7.8 km)
  • Chesapeake Bay Environmental Center (5.1 mi / 8.3 km)
  • Carrs Beach (8.6 mi / 13.8 km)
  • Maryland Quiet Waters Park (10.2 mi / 16.3 km)
  • Shadyside Park (14.3 mi / 22.9 km)

Traveling to and around Stevensville

Fly into Easton, MD (ESN-Easton - Newnam), the closest airport, located 17.8 mi (28.6 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Baltimore Washington Intl. Airport (BWI), which is 23.5 mi (37.8 km) away.

Frequently asked questions

What is the best area to stay in Stevensville, Maryland, United States of America when booking a vacation rental?
When considering a vacation rental in Stevensville, Maryland, the area around Kent Island is a fantastic choice. This charming neighborhood offers a wonderful blend of waterfront views and convenient access to local attractions. One of the standout features of Kent Island is the beautiful Chesapeake Bay Bridge, which not only provides stunning vistas but also easy access to nearby attractions on the Eastern Shore.

In Kent Island, you can enjoy a leisurely day at the picturesque Terrapin Nature Park, where trails wind through serene landscapes and offer opportunities for birdwatching and photography. Additionally, the area is home to various delightful dining options, many of which serve fresh seafood caught from the bay.

There are numerous vacation rental properties available in Kent Island, suiting a range of preferences and budgets. This makes it a superb spot for families, couples, or anyone looking to enjoy the tranquility of the waterfront while still being close to the vibrant activities and attractions that Stevensville has to offer.
How much does it cost to rent a vacation home in Stevensville?
Prices for vacation rentals in Stevensville vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Stevensville to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Stevensville vacation house rentals?
You can find great discounts on house rentals in Stevensville on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Stevensville?
For renting a beach house in Stevensville, consider the scenic area along the Chesapeake Bay, particularly near the Kent Island region. This waterfront location offers a variety of vacation rentals with direct access to sandy beaches and breathtaking views of the bay. Many properties in this area come equipped with amenities such as private docks, outdoor decks for dining, and spacious living areas, making them superb for families and groups seeking a relaxing getaway.

The nearby Sandy Point State Park is a popular destination for beachgoers, and rentals close to this park often provide easy access to picnic areas and nature trails. Visitors can expect amenities like outdoor grills and fire pits, ideal for evening gatherings. Additionally, the area features charming local shops and restaurants, ensuring that travelers have convenient options for dining and entertainment.

Furthers south, the town of Annapolis, known for its rich maritime heritage, offers additional beach house options along the bay. These properties often include amenities such as kayaks, bicycles, and access to community pools, enhancing the overall vacation experience.
Are there any houseboat rentals in Stevensville?
In Stevensville, several houseboat rentals are available, offering a great experience on the water. These houseboats typically come equipped with essential amenities such as fully functional kitchens, comfortable living spaces, and often outdoor decks for enjoying the serene views of the Chesapeake Bay. Travelers can expect to find houseboats located near popular points of interest like the Chesapeake Bay Bridge and local parks, providing easy access to both nature and recreational activities.
What is the most popular type of vacation rental accomodation in Stevensville?
In Stevensville, vacation houses are the most popular rental option, with around 38 available throughout the area. These homes typically offer a comfortable and spacious environment, making them ideal for families and larger groups. Most vacation houses feature fully equipped kitchens, multiple bedrooms, and outdoor spaces such as decks or gardens where guests can relax and enjoy the scenic views of the Chesapeake Bay. Additionally, there are several cottages and houseboats available, providing unique and charming alternatives for travelers looking for a different experience.
Are there any family house rentals in Stevensville?
In Stevensville, Maryland, there are numerous family-friendly house rentals available, with about 32 options to choose from. This charming area is close to the Chesapeake Bay, making it ideal for families looking to enjoy water activities and outdoor adventures. Many of these homes feature spacious living areas, full kitchens for preparing family meals, and outdoor decks or patios superb for relaxing after a day of exploration.

Travelers can enjoy nearby attractions like the Chesapeake Bay Bridge and local parks, which offer playgrounds and picnic areas conducive to family outings. Additionally, the locale boasts access to beautiful beaches where children can play and families can unwind. See all family-friendly rentals in Stevensville.
Can I rent a vacation home with a pool or hot tub in Stevensville?
In Stevensville, there are several vacation homes available for rent that feature pools and hot tubs, with around 13 options to consider. This charming area on Maryland's Eastern Shore offers a relaxed atmosphere with beautiful waterfront views. Many of these properties come equipped with private pools, inviting hot tubs, and spacious outdoor areas, superb for gatherings or enjoying the serene surroundings.

Travelers can also expect amenities like fully equipped kitchens, comfortable living spaces, and sometimes even access to nearby beaches or parks. The proximity to the Chesapeake Bay means guests can enjoy various water activities, making it an ideal destination for a family getaway or a relaxing retreat.
Can I find long-stay vacation rentals in Stevensville?
A long-stay vacation rental in Stevensville is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Stevensville?
In Stevensville, Maryland, travelers can find a variety of pet-friendly house rentals, with around 18 options available. These homes often feature amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups traveling with pets. Many properties are situated near the picturesque Chesapeake Bay, allowing easy access to waterfront activities and scenic views.

The area offers great outdoor spaces for pets, including nearby parks and walking trails along the bay, which provide ample opportunities for exercise and exploration.
Are there any remote work vacation rentals in Stevensville?
In Stevensville, Maryland, there are plenty of options for remote work vacation rentals, with around 42 properties available. These accommodations cater well to the needs of remote workers, offering amenities such as free Wi-Fi, dedicated workspaces with desks and comfortable chairs, and policies that permit events. Many rentals also provide inviting living spaces, allowing for a productive yet relaxing stay.

Stevensville, located on Kent Island, is conveniently situated near the Chesapeake Bay, making it an appealing spot for those looking to balance work and leisure. Nearby attractions include beautiful waterfront parks and local dining options, enhancing the overall experience for travelers. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Stevensville vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Stevensville with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Stevensville?
In Stevensville, popular vacation rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals during their stay. Many rentals also feature outdoor spaces such as decks or patios, providing a great spot to relax and enjoy the surroundings. Onsite parking is commonly available, making it convenient for those traveling with vehicles. Additionally, rentals often come with coffee and tea makers, ensuring guests can enjoy their favorite beverages at any time.
When is the best time to visit Stevensville for a vacation rental?
The peak travel season in Stevensville occurs from May through July, with July being the most popular month for visitors. This vibrant period attracts travelers, eager to soak up the sun and explore the beautiful Chesapeake Bay. Expect a lively option as tourists flock to enjoy the warm weather, picturesque waterfront, and a variety of outdoor activities, including kayaking, fishing, and hiking in nearby parks.

During this peak season, temperatures typically range from the mid-70s to mid-90s Fahrenheit, providing superb conditions for beach outings and sightseeing. Visitors can also indulge in local festivals and events that celebrate the region's rich culture and natural beauty, making it an exciting time for those seeking memorable experiences.

If you're looking for a more budget-friendly option, consider visiting in December, when Stevensville offers a peaceful retreat adorned with holiday charm. While the weather is cooler, with temperatures averaging in the mid-30s to low 50s Fahrenheit, this quieter time allows for cozy indoor activities, such as exploring local shops and enjoying seasonal festivities without the crowds.

Ultimately, the best time to book a vacation rental in Stevensville depends on your preferences—whether you're drawn to the lively summer scene filled with outdoor adventures or the tranquil beauty of winter's embrace.
How early should I book a Stevensville vacation rental?
Book your Stevensville vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Stevensville, Maryland, United States of America?
In Stevensville, visitors can enjoy a range of attractions that highlight the natural beauty and charm of the area. The Chesapeake Bay Environmental Center is a popular spot, offering trails and educational programs about the local ecosystem. Nearby, the scenic Kent Island offers beautiful waterfront views and access to beaches, making it ideal for outdoor activities like kayaking and fishing.

The historic Stevensville area features quaint shops and restaurants, providing a cozy atmosphere for exploring local culture. For those interested in history, the nearby Blackwater National Wildlife Refuge presents opportunities for birdwatching and hiking while showcasing the area's natural heritage.
Can I change or cancel my Stevensville home rental booking on Vrbo?
To find Stevensville vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Stevensville vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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