Greenwood holiday rentals

We found 16 holiday rentals — enter your dates for availability
Discover a selection of 6 homes and other holiday rentals in Greenwood that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for hanging out with the people that matter most, such as Wi-Fi and cable TV. Whatever you're looking for, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

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Travel to relaxing Greenwood

Enjoy the churches and other features of Greenwood. Well known for its cafes, shopping and cycling, this relaxing city won't disappoint. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Greenwood

Are you looking for top things to see and do in the area? Venture out of your holiday home and experience everything that Greenwood has to offer. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • The Mississippi Gift Company (1.1 mi / 1.7 km)
  • Grenada Country Club (28.7 mi / 46.2 km)
  • Greenwood Country Club Golf Course (2.5 mi / 4.1 km)
  • Perry Creek Golf & Racquet Club (28.6 mi / 46 km)

Exploring the natural features in Greenwood

Whether you're an outdoor enthusiast or just want to take in the scenery, Greenwood is a great place to get out in nature. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Fort Pemberton Memorial Park (2.4 mi / 3.9 km)
  • Veterans Memorial Park (1.6 mi / 2.5 km)
  • Broad Street Park (1.9 mi / 3 km)
  • Bledsoe Park (28.8 mi / 46.3 km)

Transport to and around Greenwood

Fly into Greenville, MS (GLH-Mid Delta Regional), the closest airport, located 45.7 mi (73.6 km) from the city centre.

If you prefer train travel, the main station serving the city is Greenwood Station.

Frequently asked questions

What is the best area to stay in Greenwood when booking a holiday rental?
When considering a holiday rental in Greenwood, Mississippi, the area around downtown is one of the best options. This vibrant neighbourhood is not only the heart of the city but also offers a delightful mix of charm and convenience. You'll find a variety of properties, from quaint cottages to modern apartments, all within a short stroll of local attractions.One of the highlights of staying in downtown Greenwood is its proximity to the Museum of the Mississippi Delta, which showcases the rich cultural heritage of the region. Additionally, the area is home to the historic Greenwood Cemetery, where visitors can explore the resting places of popular figures and enjoy the serene environment. The downtown area is also lined with unique shops and eateries, providing a lovely atmosphere to relax and soak in the local culture.
What is the most popular type of holiday rental accomodation in Greenwood?
In Greenwood, apartments are the most popular type of holiday rental, with about 32 available throughout the area. These apartments often provide a comfortable living space, featuring fully equipped kitchens, cosy living areas, and in many cases, outdoor balconies or patios for enjoying the pleasant Mississippi weather. For those seeking more space, there are around 20 holiday houses that cater to families or larger groups. These homes typically come with multiple bedrooms, spacious living areas, and outdoor spaces, superb for relaxation after exploring local attractions. Additionally, there are about 12 charming cottages that offer a quaint, homely experience, often set in serene surroundings.
Are there any family house rentals in Greenwood?
In Greenwood, Mississippi, there are several family-friendly house rentals available, making it an inviting destination for groups. Visitors can find accommodations in neighbourhoods that offer spacious living areas, fully equipped kitchens superb for preparing family meals, and outdoor spaces for children to enjoy. Many properties are conveniently located near local attractions, including museums and parks, providing easy access to the cultural and recreational offerings of the area.Families will appreciate the amenities often found in these homes, such as air conditioning and Wi-Fi, ensuring a comfortable stay.
Are there any remote work holiday rentals in Greenwood?
In Greenwood, Mississippi, there are numerous options for remote work holiday rentals, with around 60 properties available to choose from. Many of these rentals are well-equipped to meet the needs of travellers looking to balance work and leisure. Expect amenities such as reliable Wi-Fi, which is often free in public areas and rooms, allowing for seamless connectivity. Some properties even offer printer access, making it convenient for those who need to handle business tasks during their stay.Located near local attractions, these rentals provide a comfortable environment for remote work while also allowing guests to explore the unique cultural offerings of Greenwood. Visitors can enjoy the historic downtown area and nearby sites that highlight the region's rich heritage, great for unwinding after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Greenwood?
In Greenwood, popular holiday rentals typically feature a range of convenient amenities to enhance the stay. Most properties come equipped with a kitchen, allowing guests to prepare their own meals, and onsite parking is available for those travelling by car. Additionally, many rentals include a desk, which is ideal for business travellers or those needing to catch up on work. Guests can also expect a coffee or tea maker for a refreshing beverage at any time, and complimentary toiletries are provided for added comfort.
When is the best time to visit Greenwood for a holiday rental?
The most popular time to visit Greenwood is during the peak season from May to July, when the weather is warm and inviting. This period draws a lively crowd eager to experience the charm of the Mississippi Delta, with numerous festivals and cultural events taking place. The summer months, particularly July, are ideal for outdoor activities, allowing visitors to enjoy the beautiful parks and local attractions while soaking up the southern sun.In July, temperatures typically range from the mid-20s to low 30s Celsius, providing a comfortable climate for exploring the area's rich history, including the famous Highway 61 and its musical heritage. This is also an excellent time to indulge in local cuisine at nearby restaurants or attend events celebrating the vibrant culture of Greenwood.For those seeking a more budget-friendly option, consider planning your visit in November. This month offers a quieter experience, allowing you to explore the region without the hustle and bustle of peak tourist activity. The fall weather is still pleasant, making it a lovely time to enjoy nature walks and local attractions at a leisurely pace.Ultimately, whether you prefer the bustling energy of summer or the tranquil charm of autumn, Greenwood has something special to offer throughout the year.
What are the top attractions in Greenwood?
In Greenwood, Mississippi, visitors can immerse themselves in the rich cultural and historical heritage of the region. One of the standout attractions is the Museum of the Mississippi Delta, which offers insights into the area's history, culture, and the natural environment. The museum features exhibits on local wildlife, agriculture, and music, particularly the blues, which has deep roots in this part of the country.Another popular site is the historic cotton gin and the surrounding areas that highlight Greenwood's significance in the cotton industry. The downtown area is charming, featuring local shops, restaurants, and cafes that reflect the small-town atmosphere. Visitors can also explore the scenic views along the Yazoo River, superb for a leisurely stroll or a picnic.For those interested in literature, the nearby town of Indianola, which is not far from Greenwood, is home to the B.B. King Museum and Delta Interpretive Centre, celebrating the life and legacy of the iconic blues musician.
Are all fees included in the Greenwood holiday homes prices shown on Stayz?
Stayz 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.
Are there any Greenwood holiday homes with parking?
Stayz offers a wide selection of holiday homes in Greenwood 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 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.
Are there any discounts for Greenwood holiday homes?
You can find great discounts on holiday homes in Greenwood on Stayz, 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.
Can I change or cancel my Greenwood holiday home booking on Stayz?
To find Greenwood holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Greenwood?
A long-stay holiday home in Greenwood 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Greenwood holiday home?
Book your Greenwood holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Greenwood?
Prices for holiday homes in Greenwood 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Greenwood to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.