Trappe vacation rentals

We found 144 vacation rentals — enter your dates for availability

Nestled in the heart of Maryland’s Eastern Shore, Trappe invites travelers to immerse themselves in its stunning landscapes and rich cultural heritage. With outdoor adventures along Marsh Creek Road, charming local museums, and scenic parks, this idyllic destination is perfect for families and groups seeking both excitement and relaxation. Whether you prefer cozy cottages or spacious vacation homes, Trappe’s accommodations provide the comfort and convenience of home, ensuring a memorable getaway for everyone.

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Popular types of accommodation in Trappe

If you're searching for the perfect getaway in Trappe, MD, you're in the right place. Our most popular types of vacation rentals include cozy houses, charming cottages, and comfortable apartments. Explore available rentals with photos to find the ideal space for your stay. Whether you're looking for an apartment in Trappe or a house for rent in MD, we have options that cater to every traveler's needs.

  • Houses: The top choice for visitors in Trappe, offering spacious and comfortable settings for families, friends, or couples.
  • Cottages: A charming option that provides a cozy and picturesque retreat for a more intimate stay.
  • Apartments: A practical choice for travelers seeking convenience and modern amenities in a central location.
  • House Boats: A unique lodging experience, perfect for those looking to enjoy waterfront views and a laid-back atmosphere.
  • Villas: Luxurious accommodations that offer extra space, upscale features, and beautiful surroundings.**

Top attractions near Trappe

Trappe, Maryland, is an ideal destination for outdoor enthusiasts and families seeking adventure. The area boasts a variety of attractions, including urban parks and history museums, offering cultural and outdoor experiences. Whether you’re traveling solo, with family, or friends, Trappe provides numerous opportunities to explore its rich heritage and natural beauty, making it a perfect spot for your vacation.

  • Choptank River Lighthouse: Situated 6 miles from Trappe, this historic lighthouse offers a glimpse into maritime history with its charming architecture and scenic views of the Choptank River, perfect for photography enthusiasts.
  • Gerry Boyle Park at Great Marsh: Located 5 miles away, this urban park is a family-friendly destination featuring walking trails, picnic areas, and beautiful marshland, ideal for outdoor activities and city vibes.
  • Harriet Tubman Museum and Educational Center: Also 6 miles from Trappe, this museum celebrates the life of Harriet Tubman, offering insightful exhibits that highlight her legacy and contributions to freedom and civil rights.

Things to do recommended for couples

For a romantic getaway in Trappe, indulge in a wine tasting at St. Michaels Winery, only 12 miles away, or relax with a soothing treatment at Talbot Massage, 8 miles from town. Don't miss the enchanting Layton's Chance Vineyard and Winery, located 14 miles away, for a delightful experience.

Things to do recommended for families

Families visiting Trappe, Maryland, can explore the scenic landscapes at the nearby Blackwater National Wildlife Refuge, perfect for birdwatching and hiking. Enjoy a fun day at the local parks or visit the charming shops in nearby Easton for a delightful family experience.

Things to do recommended for groups

Groups visiting Trappe can enjoy a captivating show at the Avalon Theatre, shop at Saint Michaels Village, or rent bikes at Easton Cycle and Sport for an adventurous day exploring the picturesque surroundings. Each activity promises a memorable experience infused with local charm.

*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 Trappe

When planning your trip—whether you’re traveling with a group, enjoying a family getaway, bringing your pets along, or seeking extended stays—be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Trappe with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Trappe with young kids: Traveling with little ones can be quite a task. It's important to prioritize their comfort and safety, including having access to family-friendly amenities like a private pool. Additionally, think about how close you'll be to attractions that cater to families.
  • Taking your pets with you to Trappe: For many families, a trip isn’t truly fulfilling 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 beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Trappe: If you're searching for vacation rentals that offer deals for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Trappe

Trappe, Maryland, is the perfect gateway for outdoor adventures and family-friendly excursions. Explore nearby neighborhoods that boast tranquil locations and charming family homes. Enjoy easy living with ample dog parks for your furry friends. Don't miss the chance to experience the rich history and romantic atmosphere that Trappe and its surroundings offer, making it an ideal destination for those seeking a memorable vacation.

  • St. Michaels: Located 13 miles from Trappe, St. Michaels is a charming waterfront town known for its picturesque views and outdoor activities. A perfect spot for romantic getaways and family vacations, visitors can stroll along the scenic boardwalk or explore the recreational areas that line the shore. Highlights include sandy beaches and tranquil lakes, where families can enjoy swimming, picnicking, or simply soaking up the sun. Don’t miss the local shops and eateries that offer fresh seafood and unique local crafts.
  • Cambridge: Just 6 miles away from Trappe, Cambridge invites adventure seekers and families alike to experience its vibrant boardwalk and recreational areas. Known for its friendly atmosphere, the city is a hub for outdoor activities, including fishing and kayaking along the Choptank River. Visitors can explore the shopping center for local boutiques and dining options, while the nearby esplanade provides a picturesque setting for leisurely walks. Don’t forget to check out the beautiful beaches that make Cambridge a favorite destination for families.
  • Easton: Situated 8 miles from Trappe, Easton is a delightful city that offers a blend of outdoor fun and family-friendly attractions. Known for its charming shopping center and vibrant mall, Easton is perfect for those looking to indulge in retail therapy. Families can enjoy the local beaches or visit historical monuments that tell the story of the area's rich heritage. The romantic ambiance makes it a great place for couples to explore quaint shops, dine at cozy restaurants, and enjoy the natural beauty surrounding the city.

Best time to go to Trappe

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.8°F (2.1°C)Light RainMostly SunnyAverageSlightly Low
February38.5°F (3.6°C)Light RainMostly SunnyAverageSlightly Low
March44.8°F (7.1°C)Light RainMostly SunnyAverageSlightly Low
April55.0°F (12.8°C)Light RainMostly SunnyAverageAverage
May64.0°F (17.8°C)Light RainMostly SunnyAverageAverage
June72.9°F (22.7°C)Light RainMostly SunnySlightly HighSlightly High
July78.1°F (25.6°C)Light RainMostly SunnySlightly HighSlightly High
August76.3°F (24.6°C)Light RainMostly SunnyAverageSlightly High
September70.5°F (21.4°C)Light RainMostly SunnySlightly HighAverage
October60.6°F (15.9°C)Light RainMostly SunnySlightly LowAverage
November48.9°F (9.4°C)Light RainMostly SunnySlightly LowAverage
December41.5°F (5.3°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Are you eager to save on your upcoming travel plans? Being flexible with your travel dates can make a 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 find the perfect spot for your getaway.

Vrbo Trips: Planning made easy

The Vrbo Trip Board offers a user-friendly platform to help you plan your travel. You can easily start new trips, resume planning from where you last stopped, or organize your existing itineraries. Your saved or booked properties are conveniently 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.

Delight in the waterfront landscape of Trappe

The parks and other outdoor surroundings create an inviting atmosphere in Trappe. Renowned for its fishing, snowshoeing and boating, this city welcomes all visitors. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Trappe

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

  • St. Michaels Winery (12.3 mi / 19.7 km)
  • Bay Country Shop (7 mi / 11.3 km)
  • Easton Cycle and Sport (8.2 mi / 13.2 km)
  • Hog Neck Golf Course (11.5 mi / 18.5 km)
  • Layton's Chance Vineyard and Winery (14.2 mi / 22.8 km)
  • Phillips Wharf Environmental Center (15.2 mi / 24.5 km)

Exploring the natural features in Trappe

Whether you're an outdoor enthusiast or just want to take in the scenery, Trappe is a great spot to appreciate mother nature. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • Gerry Boyle Park at Great Marsh (5.3 mi / 8.5 km)
  • Long Wharf Park (5.8 mi / 9.3 km)
  • Blackwater National Wildlife Refuge (16.7 mi / 26.9 km)
  • Northern Chesapeake Bay (26.2 mi / 42.2 km)
  • Christ Rock Park (8.3 mi / 13.3 km)
  • Snows Turn Park (8.4 mi / 13.6 km)

How to get to and around Trappe

Fly into Easton, MD (ESN-Easton - Newnam), the closest airport, located 10.6 mi (17 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional), which is 36.5 mi (58.7 km) away.

Frequently asked questions

How much does it cost to rent a vacation home in Trappe?
Prices for vacation rentals in Trappe 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 Trappe 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 Trappe vacation house rentals?
You can find great discounts on house rentals in Trappe 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 Trappe?
For renting a beach house in Trappe, Maryland, travelers should consider the nearby areas of Oxford and Easton, which are situated along the picturesque shores of the Chesapeake Bay. In Oxford, you can find charming waterfront properties that offer stunning views of the bay, as well as easy access to private docks, superb for boating and fishing enthusiasts. Many of these homes feature spacious decks, outdoor grills, and open-concept living areas, making them ideal for family gatherings or group retreats.

Easton, known for its vibrant cultural scene, also has a selection of rental homes that provide close proximity to the bay, with options that often include amenities such as pools, large yards, and gourmet kitchens. The town boasts a variety of local shops and restaurants, allowing guests to enjoy the local cuisine and arts scene.

Additionally, the nearby Talbot County offers beautiful natural landscapes and opportunities for outdoor activities, including kayaking and biking along scenic trails. Rentals in this area typically come with features like fire pits for evening gatherings and easy access to nature, making them superb for those looking to combine relaxation with adventure.
What is the most popular type of vacation rental accomodation in Trappe?
In Trappe, vacation houses and cottages are the most popular types of accommodations, with several options available throughout the area. These rentals typically feature spacious layouts, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups looking to enjoy a relaxing getaway. Many of these properties also offer outdoor spaces such as patios or gardens, great for enjoying the serene surroundings.
Are there any family house rentals in Trappe?
In Trappe, Maryland, there are some family-friendly house rentals available, providing an excellent base for families looking to explore the area. The properties often come with spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor areas where children can play or families can gather for barbecues.

Visitors will find themselves close to various outdoor activities, including parks and waterways that offer opportunities for fishing, kayaking, and hiking. The nearby towns also feature charming local shops and restaurants, making it easy to experience the local culture and cuisine.
Can I rent a vacation home with a pool or hot tub in Trappe?
In Trappe, Maryland, there are several vacation homes available for rent that feature pools and hot tubs. This charming area offers a mix of scenic beauty and relaxation, making it an attractive destination for travelers seeking a getaway. Many of the properties you can find here typically come with amenities such as private swimming pools, outdoor hot tubs, and spacious decks for lounging and entertaining. Some rentals may also include fully equipped kitchens, allowing guests to prepare meals at their convenience.
Can I find long-stay vacation rentals in Trappe?
A long-stay vacation rental in Trappe 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 Trappe?
In Trappe, Maryland, there are several pet-friendly house rentals available, making it an inviting destination for travelers with pets. Many of these vacation homes are located in serene neighborhoods, providing a peaceful escape while still being close to local attractions. Travelers can expect amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces like patios or gardens where pets can play and relax.

Nearby, the picturesque landscapes along the Chesapeake Bay offer opportunities for outdoor activities, with several parks and nature trails that are also pet-friendly.
Are there any remote work vacation rentals in Trappe?
In Trappe, Maryland, there are several vacation rentals that cater to remote work needs, making it a suitable destination for those looking to blend work with leisure. Many properties come equipped with essential amenities like free Wi-Fi, dedicated desks, and comfortable laptop workspace setups, allowing for efficient productivity during your stay.

The town offers a peaceful environment, ideal for focusing on work while also enjoying the local charm. Nearby points of interest include scenic waterways and parks, which provide opportunities for relaxation and recreation after a day of remote working. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Trappe vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Trappe 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 Trappe?
In Trappe, popular vacation rental amenities include fully equipped kitchens, allowing travelers to prepare their own meals during their stay. Many rentals feature outdoor spaces such as patios or decks, providing a superb spot for guests to relax and enjoy the serene surroundings. A fireplace is also a common feature, adding a cozy ambiance during cooler evenings. For convenience, onsite parking is available, making it easier for guests to explore the area.
How early should I book a Trappe vacation rental?
Book your Trappe 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 Trappe, Maryland, United States of America?
In Trappe, Maryland, visitors can enjoy a blend of natural beauty and local charm. The nearby Chesapeake Bay offers scenic waterfront views and opportunities for boating and fishing. The town's proximity to the picturesque Blackwater National Wildlife Refuge makes it an excellent spot for birdwatching and hiking, with trails that showcase the area's diverse wildlife and serene landscapes.

For those interested in local history, the Trappe area features historic sites, such as the nearby town of Easton, known for its quaint shops and art galleries. The Talbot County Courthouse and the Academy Art Museum in Easton are top attractions that highlight the region's cultural heritage.
Can I change or cancel my Trappe home rental booking on Vrbo?
To find Trappe 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 Trappe 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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