Greensboro vacation rentals

We found 8 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Greensboro to find one that's perfect for your trip. Whether you're staying in a vacation rental with family, friends, or just your furry companion, you'll have the amenities you expect and more, which might include a pool and a washer and dryer. You'll be sure to find a rental to meet everyone's needs, including places that are non-smoking or accessible.

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Find out more about Greensboro

Why visit Greensboro

  • Outdoor Activities: Enjoy a range of outdoor pursuits in scenic parks and natural settings.
  • Family-Friendly Attractions: Discover numerous activities perfect for families seeking fun and adventure.
  • Charming Neighborhoods: Explore the warm and welcoming neighborhoods that define Greensboro's charm.
  • Local Flavor: Visit Foxgrape Farm for a taste of local products and community spirit.
  • Diverse Accommodations: Choose from cozy cottages, modern apartments, or private vacation homes for your stay.

Popular types of accommodation in Greensboro

Planning a getaway to Greensboro? Enjoy a variety of popular accommodations, including houses, charming cottages, and modern apartments. Whether you’re searching for homes to rent in Greensboro, MD, or looking for listings like Foxgrape Farm, you'll find the perfect spot to relax. Explore apartment leases and discover the best vacation rentals that offer comfort and convenience for your stay.

  • Houses: The top choice for visitors in Greensboro, offering spacious and comfortable stays ideal for families or groups.
  • Cottages: A charming option that provides a cozy, rustic feel, perfect for a romantic getaway or peaceful retreat.
  • Apartments: Convenient and modern, apartments are a great choice for those seeking a self-catering experience in the heart of town.
  • Villas: Luxurious accommodations that offer ample space and high-end amenities for an upscale vacation experience.
  • Caravan Parks: A unique option for adventurous travelers, providing a blend of outdoor fun and community atmosphere.**

Top attractions near Greensboro

Greensboro, Maryland, is perfect for outdoor and scenic vacations, offering attractions like urban parks, national state parks, and horse racing. Visitors can enjoy family-friendly activities while exploring the vibrant city experience. Additionally, consider checking out rental options by neighborhood to enhance your stay and make the most of your time in this charming destination.

  • Harrington Raceway and Casino: Experience the thrill of horse racing and gaming in a vibrant atmosphere, perfect for adventure seekers. Enjoy live races and a variety of gaming options, all within 13 miles of Greensboro.
  • Delaware State Fairgrounds: A family-friendly destination featuring seasonal fairs and events. The outdoor setting is ideal for fun activities and entertainment, located 13 miles from Greensboro.
  • Killens Pond State Park: Discover scenic beauty and outdoor adventures with hiking trails, fishing, and picnicking opportunities. This national park, situated 14 miles from Greensboro, is perfect for nature lovers.

Things to do recommended for couples

For a romantic getaway in Greensboro, explore the beautiful outdoor scenery at the nearby Choptank River, perfect for a sunset picnic. Enjoy local wines at a charming winery or take a leisurely bike ride along scenic trails for a memorable couple's experience.

Things to do recommended for families

Families will love exploring the scenic outdoors at the Greensboro Park, where kids can enjoy playgrounds and picnic areas. The nearby Choptank River offers opportunities for fishing and kayaking, providing a fun-filled day for everyone.

Things to do recommended for groups

Groups visiting Greensboro, Maryland can enjoy a relaxing day at the scenic Choptank River, explore local history at the nearby museums, and engage in fun outdoor activities like kayaking or fishing. Don't miss the vibrant local dining scene for a true taste of the region.

*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 Greensboro

When planning your trip—whether you're traveling with a group, family, pets, or seeking extended stays—it's important to prioritize your preferences. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Greensboro with a group: Think about how many bedrooms you'll require, along with any amenities like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Greensboro with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, being close to family-friendly attractions is a smart choice to enhance your experience.
  • Taking your pets with you to Greensboro: For many families, a vacation isn’t truly complete without their furry companion by their side. If this 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 Greensboro: If you're in search of vacation rentals that offer discounts for month-long stays, 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 a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Greensboro

Greensboro, Maryland, offers a delightful blend of scenic beauty and family-friendly vibes, making it an ideal vacation spot. Nearby, explore charming neighborhoods that exude warmth and welcoming atmospheres. Don't miss visiting Foxgrape Farm for a taste of local charm. With outdoor activities and relaxing surroundings, Greensboro presents the perfect backdrop for a memorable getaway, whether you're seeking adventure or a peaceful retreat.

  • Goldsboro: Located a mere 4 miles from Greensboro, Goldsboro offers a family-friendly atmosphere with a vibrant city vibe. Visitors can enjoy a variety of outdoor experiences, including visits to local urban parks and history museums. The city boasts shopping centers and malls, making it a great spot for retail therapy. With its educational venues and recreational options, Goldsboro is perfect for those looking to mix leisure and learning during their stay.
  • Denton: Situated 6 miles from Greensboro, Denton is a haven for outdoor enthusiasts and adventure seekers. This lively city is known for its exciting motor racing events and various recreational parks. The nearby national state park and stadium provide ample opportunities for exploration and entertainment. Whether you're picnicking in the park or taking in the thrill of a race, Denton guarantees an exhilarating experience for families and adventure lovers alike.
  • Ridgely: Just 5 miles from Greensboro, Ridgely is a picturesque city that offers a romantic and scenic getaway. Outdoor activities abound, with excellent golf courses and serene lakes perfect for a day of relaxation. The proximity to national state parks and urban parks makes it an ideal destination for nature lovers. Whether you're enjoying a peaceful day on the greens or taking a leisurely stroll by the lake, Ridgely presents a charming escape from the hustle and bustle.

Best time to go to Greensboro

If you're planning a trip to Greensboro, 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 February and November to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.1°F (1.7°C)Light RainMostly SunnyAverageSlightly Low
February37.9°F (3.3°C)Light RainMostly SunnySlightly LowSlightly Low
March44.4°F (6.9°C)Light RainMostly SunnyAverageSlightly Low
April54.9°F (12.7°C)Light RainMostly SunnySlightly HighAverage
May63.9°F (17.7°C)Light RainMostly SunnyAverageAverage
June72.5°F (22.5°C)Light RainMostly SunnySlightly HighSlightly High
July77.5°F (25.3°C)Light RainMostly SunnySlightly HighSlightly High
August75.6°F (24.2°C)Light RainMostly SunnyAverageSlightly High
September69.8°F (21.0°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
November48.0°F (8.9°C)Light RainMostly SunnySlightly LowAverage
December41.0°F (5.0°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save money on your next adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that meets your budget, utilize our filters to sort by price, location, and type of vacation rental. We’re here to help you find the perfect getaway.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board feature offers you a convenient way to plan your travels. You can create new trips, pick up right where you left off, or review and organize your existing plans. Any properties you've saved or booked before are easily accessible under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The riverside setting of Greensboro is ready to explore

The riverfront, lake and beaches display a scene truly unique to Greensboro. This relaxing city allures visitors with its canoeing and coffeehouses. 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.

Activities and attractions in and around Greensboro

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

  • Hog Neck Golf Course (17 mi / 27.4 km)
  • Cassinelli Winery and Vineyards (15.1 mi / 24.4 km)
  • Triple Creek Winery (14.1 mi / 22.6 km)
  • Dover Par 3 & Driving Range (17 mi / 27.3 km)
  • Crumpton Auction (18.8 mi / 30.2 km)
  • T.S. Smith & Sons (19.1 mi / 30.7 km)

Exploring the natural features in Greensboro

Whether you're an adventurous traveler or just want to take in the scenery, Greensboro is a great place to get out in nature. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Gilpin's Point Landing (12.4 mi / 19.9 km)
  • Abbott's Mill Nature Center (18.7 mi / 30 km)
  • Saulsbury Road Park (18.9 mi / 30.5 km)
  • DE Turf Sports Complex (19.2 mi / 30.9 km)
  • Adkins Arboretum (6.9 mi / 11.1 km)
  • Dover Street Park (19.2 mi / 30.9 km)

Transportation options to and around Greensboro

Fly into Easton, MD (ESN-Easton - Newnam), the closest airport, located 17.9 mi (28.8 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Georgetown, DE (GED-Sussex County), which is 30.8 mi (49.5 km) away.

Frequently asked questions

What is the best area to stay in Greensboro, Maryland, United States of America when booking a vacation rental?
When considering a vacation rental in Greensboro, Maryland, the best area to stay is the charming downtown district. This area is vibrant and offers a cozy, small-town atmosphere that makes it an appealing choice for visitors. You'll find a delightful selection of properties, ranging from quaint cottages to more spacious homes, great for families or couples seeking a peaceful getaway.

One of the top attractions in downtown Greensboro is the picturesque Greensboro Riverwalk, which provides scenic trails along the Choptank River, great for leisurely strolls or biking. Additionally, the town hosts various local events throughout the year, showcasing its rich community spirit and inviting visitors to experience the local culture firsthand.

For those looking to explore beyond downtown, nearby neighborhoods also offer a range of vacation rentals. The surrounding countryside is dotted with beautiful farms and outdoor spaces, ideal for nature lovers.
How much does it cost to rent a vacation home in Greensboro?
Prices for vacation rentals in Greensboro 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 Greensboro 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 Greensboro vacation house rentals?
You can find great discounts on house rentals in Greensboro 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 Greensboro?
For renting a beach house in Greensboro, Maryland, travelers should consider properties along the scenic shores of the Chesapeake Bay. The area around the Tuckahoe State Park is particularly appealing, offering access to sandy beaches and picturesque views of the bay. Many vacation rentals in this region come equipped with amenities such as spacious decks for outdoor dining, fire pits for evening gatherings, and full kitchens to prepare meals after a day of sun and fun.

Additionally, the nearby town of Easton provides further rental options, where visitors can find charming waterfront homes that often feature private docks, great for boating enthusiasts. These properties typically offer modern comforts like air conditioning and Wi-Fi, ensuring a relaxing stay. The proximity to local shops and restaurants in Easton also adds convenience for travelers looking to explore the area.

Further enhancing the experience, the surrounding countryside offers opportunities for nature walks, birdwatching, and exploring the unique ecosystem of the Eastern Shore.
What is the most popular type of vacation rental accomodation in Greensboro?
In Greensboro, vacation houses are the most popular type of rental accommodation, with several available throughout the area. These homes typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them suitable for families or larger groups. Many also come with outdoor spaces, such as decks or patios, ideal for enjoying the pleasant surroundings. Additionally, there are several apartments that offer a more compact and convenient option, often located close to local amenities and attractions.
Are there any family house rentals in Greensboro?
In Greensboro, Maryland, there are several family-friendly rentals available, making it a great choice for those traveling with kids. The area offers spacious homes that often feature amenities such as full kitchens for preparing family meals, cozy living areas for relaxation, and outdoor spaces where children can play. Additionally, many properties are situated near scenic spots, providing plenty of opportunities for family outings and activities.

Nearby attractions may include parks and nature trails, great for exploring the beautiful surroundings.
Can I rent a vacation home with a pool or hot tub in Greensboro?
In Greensboro, Maryland, there are several vacation homes available for rent that feature pools or hot tubs. This charming town, situated near the picturesque Choptank River, offers a mix of rural tranquility and access to outdoor recreational activities. Travelers can expect amenities such as private pools, hot tubs, spacious backyards, and fully equipped kitchens, making these rentals great for relaxation and family gatherings. Many properties also include outdoor seating areas and barbecue facilities, ideal for enjoying warm Maryland evenings.
Can I find long-stay vacation rentals in Greensboro?
A long-stay vacation rental in Greensboro 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 Greensboro?
In Greensboro, Maryland, there are several pet-friendly house rentals available, providing an excellent option for travelers looking to bring their furry companions along. Many of these vacation homes are situated near the picturesque Chesapeake Bay, offering amenities such as spacious backyards, outdoor seating areas, and fully equipped kitchens, which are superb for families or groups.

The area is known for its close proximity to various parks and nature trails, allowing for enjoyable walks and outdoor activities with pets. Nearby, travelers can explore the scenic landscapes and waterfront views, making it a great destination for both relaxation and adventure.
Are there any remote work vacation rentals in Greensboro?
In Greensboro, Maryland, there are several vacation rentals suitable for remote work. Many of these properties come equipped with essential amenities like free Wi-Fi, ensuring that guests can stay connected while enjoying their time away. Travelers can expect a range of accommodations, from cozy cottages to larger homes, often featuring comfortable workspaces and inviting living areas.

The serene surroundings of Greensboro provide a great backdrop for productivity, with opportunities for relaxation after work hours, such as nearby nature trails and the picturesque Chesapeake Bay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Greensboro vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Greensboro 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 Greensboro?
In Greensboro, popular vacation rental amenities include features that enhance comfort and convenience for travelers. Many rentals come equipped with kitchens, allowing guests to prepare their own meals with ease. A cozy fireplace is often included, providing a warm atmosphere, especially during cooler months. Decks or patios are common, offering outdoor spaces for relaxation and enjoying the surrounding nature. Additionally, some properties are pet-friendly, accommodating travelers who wish to bring their furry companions along.
When is the best time to visit Greensboro for a vacation rental?
The best time to visit Greensboro for a vacation rental is during the peak season from May to July, with July being particularly popular. This vibrant period draws visitors eager to enjoy the warm weather and partake in various outdoor activities, including exploring the picturesque Chesapeake Bay and soaking up the sun at nearby beaches.

During these months, travelers can savor an array of local festivals, farmers' markets, and outdoor events that showcase the charm of this Eastern Shore town. With temperatures averaging in the mid-70s to low 90s Fahrenheit, it's an ideal time for comfortable sightseeing and leisurely strolls along the waterfront.

For those seeking a more budget-friendly option, consider planning your trip in December. While this month may be quieter, it offers a unique opportunity to experience Greensboro's winter festivities, cozy local shops, and seasonal events that celebrate the holiday spirit.

Ultimately, the best time to book your vacation rental in Greensboro hinges on whether you're looking for a lively summer experience or a tranquil winter retreat.
How early should I book a Greensboro vacation rental?
Book your Greensboro 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 Greensboro, Maryland, United States of America?
In Greensboro, Maryland, visitors can enjoy a tranquil small-town atmosphere with attractions that highlight the area's natural beauty and local culture. The nearby Choptank River offers opportunities for fishing, kayaking, and scenic views, making it a popular spot for outdoor enthusiasts. The historic downtown area features quaint shops and eateries that reflect the town's charm.

For those interested in history, the Caroline County Historical Society provides insights into the region's past and is an excellent place to learn about local heritage. The surrounding countryside is dotted with picturesque farms and landscapes, great for leisurely drives or bike rides.
Can I change or cancel my Greensboro home rental booking on Vrbo?
To find Greensboro 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 Greensboro 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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