Maryland vacation rentals

Prices for vacation rentals in Maryland 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 Maryland to more spacious homes. To get the best value, book early and take advantage of Vrbo’s free rewards program.

You can find great discounts on house rentals in Maryland 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.

For the best ski resort rentals in Maryland, travelers should focus on the area surrounding Deep Creek Lake, particularly near Wisp Resort. This popular destination offers a variety of accommodation options, including spacious cabins and chalets that can accommodate families and groups. Many of these rentals come equipped with amenities such as hot tubs, fireplaces, and game rooms, providing a cozy atmosphere after a day on the slopes.

The nearby town of McHenry is another great option, with vacation homes offering stunning views of the lake and mountains. These properties often feature fully equipped kitchens, outdoor decks, and proximity to both skiing and local shops and restaurants, making it convenient for guests.

In addition to skiing, the area provides opportunities for winter activities such as snow tubing and ice skating at the resort. For those looking to enjoy the natural beauty of the region, hiking trails are available nearby, and rentals often include amenities like fire pits and access to outdoor activities throughout the year.

In Maryland, vacation houses are the most popular type of rental, with about 34 available throughout the area. These houses typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups looking for comfort and convenience. Many also come with outdoor spaces such as decks or gardens, superb for enjoying the pleasant Maryland weather.

In Maryland, there are numerous family-friendly vacation rentals available, with around 36 properties to choose from. Popular areas for families include the Chesapeake Bay region, where visitors can find spacious homes with amenities like full kitchens, outdoor decks, and private yards for children to play. Many of these rentals are situated near picturesque beaches and parks, offering easy access to activities such as swimming, fishing, and hiking.

The towns of Ocean City and Annapolis are particularly appealing, featuring homes that often come with conveniences like multiple bedrooms, game rooms for entertainment, and proximity to local attractions. Families can enjoy delicious seafood dining, explore charming shops, and partake in water sports along the bay.

In Maryland, there are several vacation homes available for rent that feature pools and hot tubs. You can find these rentals in various regions, including the scenic Chesapeake Bay area, where properties often boast waterfront views and private outdoor spaces. Many of these homes come equipped with amenities such as spacious decks, outdoor dining areas, and fully equipped kitchens, ideal for family gatherings or group getaways. Additionally, rentals in suburban areas like Montgomery County may offer larger homes with extensive yards, great for outdoor activities and relaxation.

A long-stay vacation rental in Maryland 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.

In Maryland, there are several pet-friendly house rentals available, offering travelers a variety of options throughout the state. Areas like Ocean City feature vacation homes close to the beach, where travelers can enjoy amenities such as outdoor decks, fully equipped kitchens, and easy access to the boardwalk and sandy shores. Many properties here cater to families, with spacious living areas and pet-friendly policies to ensure that furry companions can join in on the fun.

Additionally, the Annapolis area provides charming homes with historical character, often equipped with modern amenities such as Wi-Fi, air conditioning, and private outdoor spaces. This vibrant city not only offers a rich maritime history but also has nearby parks and waterfronts where pets can enjoy walks and playtime.

For those looking to explore nature, the western region of Maryland, near Deep Creek Lake, boasts vacation rentals with scenic views and outdoor activities. Many of these homes come with features like hot tubs, fire pits, and access to hiking trails, making them great for outdoor enthusiasts traveling with pets.

In Maryland, there are numerous remote work vacation rentals available, with around 42 options to choose from. Many of these properties cater specifically to remote workers, offering amenities such as dedicated desks and reliable internet service, including Wi-Fi that is often free and accessible in the rooms. Travelers can expect comfortable living spaces designed for productivity, with some rentals featuring additional amenities like cozy sitting areas and well-equipped kitchens, great for extended stays.

Locations throughout Maryland provide a variety of settings, from tranquil rural retreats to more urban areas close to dining and entertainment options. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.

Vrbo offers a wide selection of vacation rentals in Maryland 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.

In Maryland, travelers can expect a variety of popular vacation rental amenities that enhance their stay. Most rentals feature fully equipped kitchens, allowing guests to prepare meals at their convenience. Many properties also come with outdoor spaces like decks or patios, superb for enjoying the fresh air and taking in the scenery. Additional comforts include coffee and tea makers for a cozy start to the day, as well as onsite parking to make arriving and exploring the area straightforward.

The best time to visit Maryland for a vacation rental is during the peak season, which runs from May to July. This vibrant period attracts travelers eager to explore the state's beautiful landscapes, rich history, and numerous outdoor activities. June is particularly popular, as the weather is warm and inviting, great for enjoying Maryland's stunning coastline and charming towns.

During these months, you can expect average temperatures ranging from the mid-60s to the low 80s Fahrenheit, creating ideal conditions for outdoor adventures like hiking in state parks or relaxing on the beach. The summer atmosphere is alive with local festivals, farmers' markets, and waterfront events, making it a great time for families and groups seeking memorable experiences.

For those looking for a more budget-friendly option, consider visiting in March. This month offers a quieter atmosphere, allowing for leisurely exploration of attractions such as the historic Annapolis or the beautiful Chesapeake Bay, all while enjoying early spring blooms and fewer crowds.

Ultimately, the best time to visit Maryland depends on your preference for lively summer experiences or a more tranquil getaway in the early spring.

Book your Maryland 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.

In Maryland, New York, visitors can enjoy a variety of attractions that highlight the area's natural beauty and local culture. The scenic Hudson River provides opportunities for outdoor activities such as hiking and fishing, with nearby trails offering stunning views of the river and surrounding landscapes.

The town itself is known for its charming main street, where you can find quaint shops, art galleries, and local eateries, great for leisurely strolls. Maryland is also close to the Catskill Mountains, making it a great base for those looking to explore the hiking trails and scenic vistas of this beautiful region.

Additionally, the nearby village of Cold Spring features historic architecture and a vibrant arts scene, along with access to the Hudson Highlands State Park, which is popular for its hiking opportunities.

To find Maryland 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.

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.

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.

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.

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.

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.