Greensboro vacation rentals

We found 7 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 Adventures: Enjoy a variety of activities in national and urban parks, perfect for nature lovers and adventure seekers.
  • Charming Neighborhoods: Explore friendly local neighborhoods like Cedar Lane and downtown Denton, which offer a welcoming atmosphere.
  • Romantic Getaways: Experience intimate settings ideal for couples looking to relax and reconnect.
  • Diverse Accommodations: Choose from cozy cottages, private vacation homes, and convenient apartments to suit your needs.
  • Local Hospitality: Savor the warm hospitality and community spirit that Greensboro’s locals provide.

Popular types of accommodation in Greensboro

If you're planning a trip to Greensboro, you're in for a treat. Our most popular vacation rental options include charming Houses, cozy Cottages, and convenient Apartments. Whether you're seeking spacious md apartments, comfortable townhomes, or inviting bedroom rentals, Greensboro has something for everyone. Don't forget to explore nearby Goldsboro and Hillsboro homes for even more choices. Enjoy your stay with the transparency and reassurance you deserve.

  • Houses: The top choice for visitors in Greensboro, these homes offer a spacious and comfortable environment perfect for families or groups.
  • Cottages: A charming option, cottages provide a quaint and cozy atmosphere, ideal for a romantic getaway or a peaceful retreat.
  • Apartments: Conveniently located, apartments are a practical choice for those seeking a home-like setting during their stay.
  • Caravan Parks: For a unique experience, caravan parks offer a fun and budget-friendly way to connect with nature.
  • House Boats: Explore Greensboro from the water with a stay in a houseboat, perfect for those wanting a distinctive vacation experience.**

Top attractions near Greensboro

Greensboro, Maryland, is perfect for outdoor adventures and romantic getaways. Visitors can enjoy national and urban parks, as well as marinas, offering a range of activities for families and solo travelers alike. Exploring Greensboro provides opportunities to connect with nature and experience the charm of small-town life. Whether you're looking for relaxation or adventure, this quaint destination has something for everyone.

  • Martinak State Park: Experience the beauty of nature at Martinak State Park, located 8 miles from Greensboro. Enjoy outdoor activities such as hiking and fishing while surrounded by scenic views and lush landscapes that invite adventure.
  • Delaware State Fairgrounds: Just 13 miles away, the Delaware State Fairgrounds offers family-friendly fun with various events and outdoor activities throughout the year, creating a vibrant atmosphere for all ages.
  • Museum of Rural Life: Located 6 miles from Greensboro, this museum showcases the rich cultural heritage and history of rural life, providing insightful exhibits and a unique glimpse into the past.

Things to do recommended for couples

For a romantic getaway in Greensboro, explore Cassinelli Winery and Tilmon's Island Winery for delightful wine tastings and charming atmospheres. Unwind with a soothing treatment at Talbot Massage, perfect for relaxation and rejuvenation. Enjoy a memorable couple's experience surrounded by love and tranquility.

Things to do recommended for families

Families visiting Greensboro can have a fantastic time at DE Turf Sports Complex, located 19 miles away. This recreation park offers a fun environment with wellness and relaxation vibes, perfect for a day of family activities and outdoor enjoyment.

Things to do recommended for groups

Explore Denton Plaza for a shopping experience filled with local businesses and family-friendly vibes, just 7 miles from Greensboro. For more entertainment, visit Queenstown Premium Outlets, 19 miles away. If you're into sports, enjoy a day outdoors at Hog Neck Golf Course, located 17 miles from 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 Greensboro

When planning your trip, whether you're traveling with a group, your family, or pets, or if you're considering longer stays, it's important to set your priorities straight. 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 features like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Greensboro with young kids: Traveling with young kids can present its own set of challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, think about how close you are to family-friendly activities and attractions.
  • Taking your pets with you to Greensboro: For many families, a vacation isn't truly fulfilling without their furry companion by their side. If you can relate, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that your entire family 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 stays of a month or more, you've come to the right spot. By using the proper filters, you can effortlessly discover and save on monthly rental options. Don't forget to include amenities like a parking spot, 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 outdoor adventures and romantic escapes, perfect for families and couples alike. Explore the charming neighborhoods nearby, such as Cedar Lane and downtown Denton, where friendly locals create a welcoming atmosphere. Whether you're enjoying a relaxing day in nature or discovering local family homes, Greensboro promises an unforgettable vacation experience filled with diverse vibes and warm hospitality.

  • Goldsboro: Located 4 miles from Greensboro, Goldsboro is a hidden gem for adventure seekers and outdoor enthusiasts. Surrounded by scenic landscapes, this charming city offers excellent opportunities for hiking and exploring nature. Notable attractions include a nearby national state park, a historical monument, and a picturesque bridge that provides stunning views. Whether you're looking to immerse yourself in the great outdoors or simply enjoy the serene scenery, Goldsboro promises an invigorating travel experience.
  • Ridgely: Situated 5 miles away from Greensboro, Ridgely is perfect for those seeking a romantic getaway or an adventurous outing. The city boasts a delightful boardwalk and a recreation park, making it an ideal spot for leisurely strolls and outdoor activities. You can also indulge in shopping at local venues. Ridgely's proximity to a beautiful beach, national park, and serene lake enhances its appeal, making it a great destination for couples and families alike looking to enjoy both relaxation and adventure.
  • Denton: Just 6 miles from Greensboro, Denton is an exciting destination for families and thrill-seekers. The city offers a variety of recreational activities, including motor racing and access to expansive recreational areas. Visitors can enjoy quality time at local parks and engage in outdoor fun with family and friends. With its close proximity to a lovely beach and a national state park, Denton provides diverse experiences that cater to all ages, ensuring an unforgettable vacation filled with adventure.

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 HighAverage
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 SunnyAverageSlightly High
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

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate significantly. Plus, extending your stay can often result in fantastic savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you find the best options for your getaway.

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you'll earn OneKeyCash on your entire booking. Being the organizer truly has its rewards. Become a member of our OneKey rewards program to unlock exclusive savings and earn OneKeyCash on qualifying stays. Sign up now and start reaping the benefits.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers an easy and organized way for you to plan your trips, pick up where you left off, or review your travel arrangements. You can find your saved or booked properties neatly categorized into Potential, Upcoming, or Current Trips. To get started with 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:

  • Cassinelli Winery and Vineyards (15.1 mi / 24.4 km)
  • Tilmon's Island Winery (15.9 mi / 25.6 km)
  • Hog Neck Golf Course (17 mi / 27.4 km)
  • Crumpton Auction (18.8 mi / 30.2 km)
  • Triple Creek Winery (14.1 mi / 22.6 km)
  • Dover Par 3 & Driving Range (17 mi / 27.3 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:

  • 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)
  • Abbott's Mill Nature Center (18.7 mi / 30 km)
  • Dover Street Park (19.2 mi / 30.9 km)
  • Gilpin's Point Landing (12.4 mi / 19.9 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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