Greensboro holiday lettings

We found 7 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Greensboro to find one that's perfect for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, including air conditioning and Wi-Fi. You're sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
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Find out more about Greensboro

Find out more about Greensboro

The riverfront setting of Greensboro is ready to explore

The riverfront, lake and beaches display a scene truly unique to Greensboro. This relaxing city attracts visitors thanks to its canoeing and coffee shops. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Greensboro

Are you hoping to find top things to see and do in the city? Venture out of your cosy holiday rental and experience everything that makes Greensboro a one-of-a-kind holiday spot. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Harrington Raceway and Casino (13 mi / 20.9 km)
  • Tilmon's Island Winery (15.9 mi / 25.6 km)
  • Hog Neck Golf Course (17 mi / 27.4 km)
  • Triple Creek Winery (14.1 mi / 22.6 km)
  • Cassinelli Winery and Vineyards (15.1 mi / 24.4 km)
  • T.S. Smith & Sons (19.1 mi / 30.7 km)

Exploring the natural features in Greensboro

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Greensboro is a great place to spend some time outside. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Abbott's Mill Nature Center (18.7 mi / 30 km)
  • DE Turf Sports Complex (19.2 mi / 30.9 km)
  • Adkins Arboretum (6.9 mi / 11.1 km)
  • Williston Lake (10.3 mi / 16.6 km)
  • Sharon Hills Memorial Park (17.4 mi / 28 km)
  • Pinkney Park (18.3 mi / 29.4 km)

Transport 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 centre. If you can't find a flight that works for your travel itinerary, 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 when booking a holiday rental?
When considering a holiday rental in Greensboro, Maryland, the downtown area is an excellent choice. This charming neighbourhood offers a quaint atmosphere with easy access to local amenities and attractions. Visitors can enjoy a stroll through the picturesque streets, where you'll find a selection of shops, cafes, and restaurants that showcase the town's welcoming spirit.

One of the top attractions nearby is the Greensboro Museum, which provides insights into the rich history and culture of the region. Additionally, the nearby Choptank River offers splendid opportunities for outdoor activities such as fishing, kayaking, and scenic walks along the riverbanks, making it superb for those who appreciate nature.
How much does it cost to rent a holiday home in Greensboro?
Prices for holiday 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 holiday 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, the nearby area of Kent Island is a prime choice. This lovely island, located just a short drive away, boasts beautiful waterfront properties along the Chesapeake Bay, offering stunning views and easy access to sandy beaches. Many rentals in this area come equipped with outdoor decks or patios, superb for enjoying sunset views, as well as amenities such as private docks for boating enthusiasts.

Additionally, the community of Stevensville on Kent Island features a variety of rental options, from quaint cottages to larger family homes. These properties often include modern kitchens, spacious living areas, and sometimes even private pools, making them ideal for families or groups seeking a relaxing getaway. The proximity to attractions like Sandy Point State Park also enhances the experience, with opportunities for swimming, picnicking, and hiking along the shore.
What is the most popular type of holiday rental accomodation in Greensboro?
In Greensboro, apartments and holiday houses are both popular choices, with several options available in the area. The apartments typically offer a comfortable living space, equipped kitchens, and often communal amenities such as pools or fitness centres, making them ideal for both short and extended stays. On the other hand, holiday houses provide more spacious rooms, great for families or groups, featuring multiple bedrooms, private gardens, and outdoor seating areas for relaxation.
Are there any family house rentals in Greensboro?
In Greensboro, Maryland, there are several family-friendly house rentals available. This charming area offers a tranquil environment great for family getaways. Visitors can find homes featuring spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can enjoy playing. Many properties also come with amenities like Wi-Fi and air conditioning to ensure a comfortable stay.
Can I rent a holiday home with a pool or hot tub in Greensboro?
In Greensboro, Maryland, there are several holiday homes available for rent that feature pools or hot tubs, making it an appealing destination for travellers seeking relaxation and leisure. The area offers a mix of waterfront properties along the Chesapeake Bay and charming homes set within serene woodland settings. Many of these rentals come equipped with private pools, hot tubs, and spacious outdoor areas superb for gatherings or unwinding after a day of exploring.
Can I find long-stay holiday rentals in Greensboro?
A long-stay holiday rental in Greensboro is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Greensboro?
In Greensboro, Maryland, there are several pet-friendly house rentals available, offering a variety of amenities for travellers seeking a comfortable stay. Many of these properties are equipped with spacious outdoor areas, superb for pets to roam freely, as well as well-appointed kitchens and living spaces that make for a homely atmosphere.
Are there any remote work holiday rentals in Greensboro?
In Greensboro, Maryland, there are several remote work-friendly holiday rentals available, suiting travellers looking for a conducive environment to work while enjoying their stay. Many of these properties feature essential amenities such as reliable Wi-Fi, dedicated work desks, and comfortable desk chairs, ensuring that guests can maintain productivity during their visit. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Greensboro holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Greensboro with parking available—perfect for families or travellers 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 holiday rentals typically feature essential amenities that enhance the comfort of guests. Most accommodations come equipped with a kitchen, allowing travellers to prepare their own meals. Additionally, many rentals include a microwave, which is convenient for quick snacks or reheating leftovers. Free Wi-Fi is commonly available in the rooms, ensuring visitors can stay connected during their stay. For coffee lovers, a coffee teamaker is often provided, making it easy to enjoy a fresh brew in the morning. Lastly, cookware, dishware, and utensils are generally supplied, adding to the self-catering experience.
How early should I book a Greensboro holiday rental?
Book your Greensboro holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Greensboro home rental booking on Vrbo?
To find Greensboro holiday 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 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 travellers 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 cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Greensboro holiday 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.

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