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

Find out more about Greensboro

Why visit Greensboro

  1. Outdoor Adventures: Enjoy the beautiful parks and natural landscapes perfect for hiking and recreation.
  2. Rich History: Explore local history museums and historic colleges that showcase Greensboro's cultural heritage.
  3. Charming Neighborhoods: Discover picturesque neighborhoods with a variety of vacation rentals, from cozy cottages to budget-friendly options.
  4. Family-Friendly Atmosphere: Experience the welcoming vibe and numerous activities suitable for families and children.
  5. Romantic Getaways: Embrace the tranquility of Greensboro, perfect for couples seeking a romantic escape.

Popular types of accommodation in Greensboro

If you're exploring vacation rentals in Greensboro, you're in for a treat! Our most popular accommodations include Houses, Apartments, and Cottages. Whether you're seeking Greensboro cheap apartments or spacious homes in MD Greensboro, we have options to fit every need. From cozy one-bedroom rentals to larger accommodations, you’ll find the perfect spot to unwind. Discover the best Greensboro has to offer for your next getaway!

  • Houses: The top choice for visitors, offering spacious and comfortable accommodations ideal for families and groups.
  • Apartments: A popular option for those seeking convenient and cozy living spaces during their stay.
  • Cottages: Charming and quaint, these rentals provide a unique and relaxing experience in a picturesque setting.
  • House Boats: A distinctive way to enjoy your vacation, these floating rentals offer a one-of-a-kind experience on the water.
  • Cabins: Perfect for nature lovers, cabins offer a rustic retreat with easy access to outdoor adventures.**

Top attractions in Greensboro

Greensboro, Maryland, is an ideal destination for outdoor adventures and romantic getaways. Explore local attractions such as urban parks, history museums, and historic colleges that offer a blend of culture and family experiences. Enhance your visit with options like virtual tours, viewing houses for rent, and available tours for a memorable day. Whether traveling solo, as a couple, or with family, Greensboro has something special for everyone.

  1. Adkins Arboretum: Explore a stunning collection of native plants and beautiful landscapes in this family-friendly arboretum. Enjoy peaceful walking trails and educational programs that highlight the importance of conservation and biodiversity.
  2. Tuckahoe State Park: Experience adventure with hiking, fishing, and picnicking amidst picturesque scenery. This park offers an array of outdoor activities, including picturesque trails and serene waterways.
  3. Museum of Rural Life: Delve into the rich cultural heritage of rural America through engaging exhibits and artifacts. This museum offers a unique glimpse into the past, showcasing traditional farming and community life.

Things to do recommended for couples

For a romantic getaway in Greensboro, explore Cassinelli Winery and Vineyards and Tilmon's Island Winery, both offering enchanting vibes just a short drive away. For relaxation, indulge in a soothing treatment at Talbot Massage, perfect for unwinding together and creating lasting memories.

Things to do recommended for families

Your family will have a blast at DE Turf Sports Complex, just 19 miles from Greensboro, where you can enjoy wellness activities. For more excitement, visit Hoppin Good Time, an arcade adventure zone located 16 miles away, perfect for family fun and adventure!

Things to do recommended for groups

In Greensboro, groups can shop at the Queenstown Premium Outlets, enjoy a round of golf at Queenstown Harbor Golf Club, or explore the offerings at Easton Cycle and Sport. These activities provide a mix of shopping, sports, and outdoor fun for everyone in your group.

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 features like a full kitchen or outdoor areas 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 present some challenges. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private swimming pool. Additionally, considering how close you are to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Greensboro: For many families, a vacation isn't truly satisfying without their furry companion by their side. If this resonates with you, take a look at Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with food bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Greensboro: If you're in search of vacation rentals with great deals 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 in Greensboro

Greensboro, Maryland, offers a delightful blend of outdoor adventures and romantic getaways. Just a short drive west, visitors can explore charming towns and historical sites, while the family-friendly atmosphere and friendly locals make it an inviting destination. Nearby neighborhoods provide a variety of experiences, from budget-friendly options to picturesque houses for rent. Embrace the tranquility and beauty of the region as you create lasting memories in this lovely part of the Eastern Shore.

  • St. Michaels: Located 26 miles from Greensboro, St. Michaels is a charming waterfront town that beckons visitors with its picturesque views and rich maritime history. Known for its outdoor activities, it's a perfect spot for romance and family outings. You can stroll along the scenic boardwalk, explore the recreational areas, or relax on the beach. The town features local attractions such as a family-friendly beach and serene lakes, making it a delightful escape for nature lovers and those seeking leisurely adventures.
  • Ridgely: Just 5 miles from Greensboro, Ridgely is an ideal destination for those looking for outdoor fun and adventure. This small town offers a variety of activities, from motor racing to exploring the recreation park. Outdoor enthusiasts will appreciate the nearby national park and nature reserve, which provide ample opportunities for hiking and wildlife watching. Ridgely's vibrant atmosphere and recreational offerings make it a fantastic spot for couples seeking romance or families pursuing an active getaway.
  • Denton: Situated 6 miles from Greensboro, Denton offers a blend of family-friendly fun and adrenaline-pumping adventure. With its motor racing events and expansive recreational areas, there's something for everyone. Visitors can enjoy a day at the park, unwind at the beach, or catch a game at the local stadium. Denton's welcoming community and diverse attractions make it a great choice for travelers looking to experience both excitement and relaxation during their stay.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.1°F (1.7°C)Light RainMostly SunnyAverageModerately High
February37.9°F (3.3°C)Light RainMostly SunnySlightly LowModerately High
March44.4°F (6.9°C)Light RainMostly SunnyAverageModerately 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 HighAverage
August75.6°F (24.2°C)Light RainMostly SunnyAverageAverage
September69.8°F (21.0°C)Light RainMostly SunnyAverageModerately Low
October59.7°F (15.4°C)Light RainMostly SunnyAverageModerately High
November48.0°F (8.9°C)Light RainMostly SunnySlightly LowAverage
December41.0°F (5.0°C)Light RainMostly SunnySlightly LowModerately Low

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate significantly. Also, booking an extended stay can lead to substantial savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to narrow your search by price, location, and type of vacation rental.

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you'll earn OneKeyCash™ on the full booking amount. Being the organizer really has its perks! Become a member of our OneKey rewards program to unlock exclusive savings and accumulate OneKeyCash™ on qualifying stays. Sign up today and begin your journey to earning rewards.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly area to plan your upcoming travels, continue from where you last stopped, or manage your itinerary. You can easily find the properties you've saved or booked, organized into categories like Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, simply head over to: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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:

  • 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 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:

  • 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)

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 when booking a vacation rental?
When planning a vacation rental in Greensboro, Maryland, a great area to consider is the historic downtown district. This charming neighborhood boasts a quaint atmosphere with a mix of local shops, restaurants, and scenic views along the Choptank River. Staying here offers easy access to attractions like the Greensboro Historical Society Museum, where you can delve into the local history and culture, and the nearby Choptank River Fishing Pier, superb for outdoor enthusiasts looking to enjoy some fishing or a leisurely stroll.

Another appealing option is the surrounding countryside, which provides a peaceful retreat with spacious properties and picturesque landscapes. This area is ideal for those who appreciate nature and tranquility, as it is close to the beautiful Martinak State Park, where visitors can hike, picnic, or enjoy kayaking.
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 the nearby areas along the Eastern Shore, particularly around the Chesapeake Bay. The town of Kent Island, which is just a short drive from Greensboro, offers a variety of vacation rentals with easy access to sandy beaches and waterfront activities. Properties in this area often feature amenities such as spacious decks for outdoor dining, private docks for boating, and large backyards ideal for family gatherings or barbecues.

Another appealing option is the town of St. Michaels, known for its charming historic district and beautiful waterfront views. Here, visitors can find cozy cottages and larger homes that provide modern comforts, including fully equipped kitchens, air conditioning, and sometimes even pools or hot tubs. The proximity to local shops, restaurants, and art galleries makes it a great spot for those looking to blend relaxation with cultural experiences.

Additionally, the beaches near Ocean City and Assateague Island are within a reasonable distance for day trips, providing access to a vibrant beach atmosphere with opportunities for water sports, dining, and entertainment. Rentals in these coastal towns often come with beach gear, such as chairs and umbrellas, to enhance the beach-going experience.
What is the most popular type of vacation rental accomodation in Greensboro?
In Greensboro, vacation houses are the most popular rental option, with several available throughout the area. These homes typically provide spacious rooms with multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation, making them ideal for families or larger groups. Additionally, there are also several apartments that offer a more compact and convenient option, often featuring modern amenities such as laundry facilities and cozy living areas.
Are there any family house rentals in Greensboro?
In Greensboro, Maryland, there are several family-friendly vacation rentals available. The area offers a variety of homes that cater to families looking for comfort and convenience. Many of these properties boast spacious layouts, allowing for ample room to relax and enjoy time together. You can expect amenities such as full kitchens, where you can prepare meals, and cozy living areas that create a friendly setting.

Visitors will appreciate the proximity to local attractions, including the serene beauty of the Chesapeake Bay and nearby parks, which provide opportunities for outdoor activities like hiking, fishing, and picnicking. Additionally, Greensboro is close to charming towns, where families can explore quaint shops and enjoy local dining options.
Can I rent a vacation home with a pool or hot tub in Greensboro?
In Greensboro, Maryland, travelers can find several vacation homes available for rent that feature pools and hot tubs. This charming area, located along the Eastern Shore, provides a peaceful setting for relaxation and outdoor activities. Many of the rentals come equipped with private pools, hot tubs, and spacious outdoor areas, great for enjoying the beautiful surroundings. Additionally, fully equipped kitchens are common, allowing guests to prepare meals during their stay. The rentals often feature comfortable living spaces and amenities such as Wi-Fi and air conditioning, ensuring a pleasant experience for families or groups looking to unwind in nature.
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, travelers will find several pet-friendly house rentals that cater to various needs. Many of these properties are situated near picturesque waterfronts and provide amenities such as spacious backyards, fully equipped kitchens, and cozy living areas, making them superb for families or groups traveling with pets.

The area is known for its charming rural landscapes and proximity to outdoor activities. Visitors can explore nearby parks and nature trails, which offer opportunities for walking and enjoying the scenic surroundings with their pets. Additionally, the serene environment of Greensboro makes it an ideal getaway for those looking to relax and unwind while accommodating their furry companions.
Are there any remote work vacation rentals in Greensboro?
In Greensboro, Maryland, there are several vacation rentals that cater to remote work needs. Travelers can find properties equipped with essential amenities such as desks and desk chairs, along with reliable Wi-Fi, making it easy to stay productive while enjoying a getaway. Many of these rentals are situated near the beautiful Choptank River, providing a serene backdrop for work and leisure. The area is known for its tranquil environment, superb for those looking to balance work and relaxation. 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 rental amenities include WiFi, kitchens equipped with a blender and coffee/tea makers, and fireplaces to create a cozy atmosphere. These features cater to travelers looking for convenience and comfort during their stay, making it easy to prepare meals and enjoy a relaxing environment after a day of exploring the area.
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 the most popular month. This vibrant time of year draws travelers looking to enjoy Greensboro's beautiful outdoor spaces and cultural events. Expect warm temperatures, typically ranging from the mid-70s to the low 90s Fahrenheit, making it ideal for exploring local parks, festivals, and outdoor activities.

During this lively period, you can immerse yourself in the local scene with a variety of events and attractions, including the annual Greensboro Arts and Crafts Festival. Many visitors flock to the area to experience the rich history and the picturesque waterfront, all while enjoying the company of fellow adventurers.

If you're looking for a more budget-friendly option, consider visiting in December. While this month may be less crowded, it offers a unique charm with holiday festivities and beautiful winter landscapes.
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?
In Greensboro, Maryland, visitors can explore a variety of attractions that highlight the area's natural beauty and charm. The town is near the Choptank River, which offers opportunities for fishing, kayaking, and enjoying peaceful riverside parks. Nearby, the Greensboro Historic District features quaint streets and historic homes, superb for leisurely strolls.

For outdoor enthusiasts, the adjacent Tuckahoe State Park provides hiking trails, picnic areas, and a scenic lake, making it an ideal spot for nature walks and exploring local wildlife.
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 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 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.