A white lighthouse with a black top, surrounded by a grassy field and a few trees.

Perryville vacation rentals

We found 129 vacation rentals — enter your dates for availability

Welcome to Perryville, where charming small-town hospitality meets breathtaking river views and outdoor adventures. Explore the serene Garrett Island Beach or stroll along the scenic Havre de Grace Promenade with family and friends. With a variety of cozy vacation homes, charming cottages, and rustic cabins available, you’ll find the perfect base for your getaway. Embrace the comfort and convenience of a vacation rental, where you can create lasting memories in a home-like atmosphere.

Holiday rentals with weekly discounts - Perryville

Showing deals for:Feb 12 - Feb 19

Cozy 1-bedroom bungalow in quaint Darlington with AC

Exterior

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Exterior

Bonfire by the Creek

Property grounds

Vintage Waterfront Cottage with Stunning Sunsets

Living area

Captivating Chesapeake experience

Property grounds

Entire home, great location, no cleaning fee

Spacious fully equipped kitchen

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Find the best place to stay - Perryville

5BR Chesapeake Waterfront Estate with Private Dock

Image of 5BR Chesapeake Waterfront Estate with Private Dock

Premier Host

Sleeps 13 · 5 bedrooms · 3 bathrooms

5-bedroom vacation home 5 minutes from historic Charlestown

Image of 5-bedroom vacation home 5 minutes from historic Charlestown

Premier Host

Sleeps 13 · 5 bedrooms · 2 bathrooms

Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront

Image of Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront

Premier Host

Sleeps 16 · 5 bedrooms · 3+ bathrooms

Sailor's Sunrise Cottage - Chesapeake Bay

Image of Sailor's Sunrise Cottage - Chesapeake Bay

Sleeps 6 · 3 bedrooms · 1 bathroom

*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay

Image of *** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay

Sleeps 8 · 3 bedrooms · 2+ bathrooms

Waterfront house with amazing views. Top of the Chesapeake

Image of Waterfront house with amazing views. Top of the Chesapeake

Premier Host

Sleeps 7 · 3 bedrooms · 1+ bathroom

Find out more about Perryville

Why visit Perryville

Popular types of accommodation in Perryville

Perryville offers a variety of vacation rentals to suit every traveler’s needs. Whether you're seeking a cozy private vacation home, a charming cottage, or a convenient apartment, you'll find the perfect Perryville stay here. For those looking for a rustic getaway, cabins for rent provide an ideal escape. Explore the best vacation rentals in Perryville and enjoy a memorable trip filled with comfort and adventure.

Top attractions in and around Perryville

Perryville, Maryland, is an ideal destination for families seeking outdoor and entertainment experiences. Visitors can explore urban parks, marinas, and beautiful beaches that cater to a variety of interests. Whether you're vacationing with family or friends, Perryville offers a range of attractions perfect for enjoying nature and quality time together. Don't miss the opportunity to immerse yourself in the local charm and outdoor activities this quaint town has to offer.

Things to do recommended for couples

Perryville offers a charming escape for couples. Enjoy a scenic walk along the Susquehanna River, explore the historic Perryville Town Park, or indulge in a cozy dinner at a local eatery. Don't forget to visit the nearby Harford County vineyards for a delightful wine tasting experience.

Things to do recommended for families

Families visiting Perryville can explore the beautiful parks along the Susquehanna River, enjoy a fun-filled day at the nearby Turkey Point Lighthouse, and take part in interactive activities at the Havre de Grace Maritime Museum, all perfect for creating unforgettable memories together.

Things to do recommended for groups

In Perryville, groups can enjoy a fun day at the Perryville Community Park, explore the historic Perryville Railroad Station, and take a scenic walk along the Susquehanna River. For a unique experience, consider a group tour of local wineries nearby.

*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 Perryville

When planning your trip—whether you're traveling with a group, family, pets, or seeking longer accommodations—be sure to prioritize your preferences in the filters. Here are some helpful booking tips for using Vrbo.

Where to stay in and around Perryville

Perryville, Maryland, offers a delightful blend of family-friendly charm and outdoor adventures. Explore the scenic river views and enjoy leisure activities at nearby Quarry Landing. The surrounding small towns and cities provide a welcoming atmosphere, rich in history and friendly people. Whether you're seeking entertainment or a peaceful retreat, Perryville is the perfect base for a memorable vacation experience filled with exploration and relaxation.

Best time to go to Perryville

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

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
January32.5°F (0.3°C)Light RainMostly SunnyAverageAverage
February35.1°F (1.7°C)Light RainMostly SunnySlightly HighSlightly Low
March42.4°F (5.8°C)Light RainMostly SunnyAverageSlightly Low
April53.2°F (11.8°C)Light RainMostly SunnyAverageSlightly Low
May62.8°F (17.1°C)Light RainMostly SunnyAverageAverage
June71.2°F (21.8°C)Light RainMostly SunnyAverageSlightly High
July76.6°F (24.8°C)Light RainMostly SunnySlightly HighSlightly High
August74.5°F (23.6°C)Light RainMostly SunnySlightly LowSlightly High
September68.0°F (20.0°C)Light RainMostly SunnyAverageAverage
October57.4°F (14.1°C)Light RainMostly SunnySlightly LowAverage
November45.5°F (7.5°C)Light RainMostly SunnySlightly LowAverage
December38.5°F (3.6°C)Light RainMostly SunnySlightly HighAverage

Booking with Vrbo is a breeze

Are you aiming to cut costs on your upcoming trip? Being flexible with your travel dates can be a great strategy, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to refine your search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers an easy way to plan your next adventure, continue from where you paused, or manage your travel arrangements. You can easily view and organize your saved or booked properties, which are sorted 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.

Frequently Asked Questions

How much does it cost to rent a vacation home in Perryville?

Prices for vacation rentals in Perryville 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 Perryville 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 Perryville vacation house rentals?

You can find great discounts on house rentals in Perryville 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 Perryville?

For renting a beach house in Perryville, travelers should explore the scenic area along the Chesapeake Bay. The waterfront properties near the Perryville Community Park offer easy access to the bay and stunning views of the water. Many of these beach houses come equipped with amenities such as outdoor decks, barbeque grills, and spacious living areas, making them great for families or groups looking to enjoy a relaxing getaway by the water.

Further along the bay, the nearby town of North East provides additional options for beach rentals. Here, vacation homes often feature private docks, allowing for recreational activities like boating and fishing. Many properties in this area include modern kitchens, multiple bedrooms, and outdoor spaces for entertaining, ideal for making the most of the coastal experience.

Additionally, the proximity to local attractions, such as the North East River and the scenic trails at the nearby Elk Neck State Park, adds to the appeal. Rentals in this region often highlight access to nature and outdoor adventures, with some homes providing amenities like fire pits and picnic areas for evening gatherings.

What is the most popular type of vacation rental accomodation in Perryville?

In Perryville, vacation houses are among the most popular types of rentals, with several options available throughout the area. These houses typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups seeking a comfortable stay. Many of these properties also offer outdoor spaces, such as patios or decks, where guests can relax and enjoy the scenic views of the nearby waterfront.

Apartments and cottages are also available in Perryville, providing additional choices for travelers. Apartments often come with modern amenities and convenient locations close to local attractions, while cottages tend to offer a cozier, more rustic atmosphere, ideal for those looking to experience the charm of the area.

Are there any family house rentals in Perryville?

In Perryville, Maryland, there are around ten family-friendly house rentals available, making it a suitable destination for those traveling with kids. Many of these homes are located near the scenic waterfront, providing a relaxing atmosphere for families. You'll often find spacious living areas, full kitchens equipped for preparing meals, and outdoor spaces superb for children to play.

Visitors can also explore nearby attractions like the charming town of Chesapeake City, known for its historic sites and picturesque views along the C&D Canal. Additionally, the local parks offer ample opportunities for outdoor activities, ensuring a fun-filled stay for everyone. See all family-friendly rentals in Perryville.

Can I find long-stay vacation rentals in Perryville?

A long-stay vacation rental in Perryville 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 Perryville?

In Perryville, Maryland, there are several pet-friendly house rentals available, offering a welcoming environment for travelers with furry companions. Many of these rentals feature amenities such as spacious backyards, fully equipped kitchens, and cozy living areas, making them suitable for families or groups. The nearby waterfront and parks provide great opportunities for outdoor activities with pets, allowing for enjoyable walks and playtime.

Are there any remote work vacation rentals in Perryville?

In Perryville, Maryland, there are a number of vacation rentals well-suited for remote work, with around 14 options available in the area. Many of these properties offer essential amenities such as free Wi-Fi and reliable internet service, ensuring a smooth working experience. Accommodations often feature comfortable workspaces, spacious living areas, and fully equipped kitchens, allowing for both productivity and relaxation during your stay.

Located near the picturesque shores of the Chesapeake Bay, travelers can enjoy the scenic beauty of the region during breaks from work. Additionally, the town provides access to local parks and waterfront activities, making it a lovely setting for remote work combined with leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.

Are there any Perryville vacation rentals with parking?

Vrbo offers a wide selection of vacation rentals in Perryville 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 Perryville?

In Perryville, popular vacation rental amenities include fully equipped kitchens, allowing travelers to prepare their own meals during their stay. Many rentals also feature decks or patios, providing outdoor spaces for relaxation and enjoying the pleasant surroundings. Onsite parking is commonly available, making it convenient for guests traveling with their own vehicles. Additionally, rentals often come with coffee and tea makers, superb for those who enjoy a warm beverage in the morning.

When is the best time to visit Perryville for a vacation rental?

The best time to visit Perryville for a vacation rental is during the peak season, which spans from December to February. This winter period attracts visitors seeking cozy getaways and holiday festivities, as the charming town lights up with seasonal decorations and activities. With temperatures typically ranging from the low 30s to mid-40s Fahrenheit, outdoor enthusiasts can enjoy brisk walks along the scenic waterfront or explore the nearby parks while taking in the crisp winter air.

December stands out as a particularly popular month, with opportunities to participate in local holiday events and enjoy the festive spirit. Visitors can explore the quaint shops and historic sites, making it a delightful time to soak up the unique charm of Perryville.

For those looking for a more budget-friendly option, consider visiting in November. This month allows you to enjoy the tranquility of the area before the holiday rush, with fewer crowds and a chance to appreciate the autumn scenery as it transitions into winter.

How early should I book a Perryville vacation rental?

Book your Perryville 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 Perryville, Maryland, United States of America?

In Perryville, Maryland, visitors can explore several interesting attractions that highlight the area's natural beauty and history. The centerpiece is the Susquehanna River, where travelers can enjoy scenic views and outdoor activities such as fishing, kayaking, and hiking along the riverbank. Nearby, the Perryville Community Park offers walking trails, picnic areas, and a playground, making it a great spot for families and outdoor enthusiasts.

History buffs can visit the historic sites like the Perryville Historic District, which features charming 19th-century architecture and various landmarks. Additionally, the area is close to the Chesapeake and Delaware Canal National Historical Park, where visitors can learn about the canal's history and enjoy beautiful views along its trails.

Can I change or cancel my Perryville home rental booking on Vrbo?

To find Perryville 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 Perryville 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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