Greenwood holiday lettings

We found 2,098 holiday rentals — enter your dates for availability

Discover a selection of 21 homes and other holiday rentals in Greenwood that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the amenities that you need and want for your stay, such as air conditioning and Wi-Fi. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Greenwood

Showing deals for:20 Mar - 27 Mar
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

The friendly city of Greenwood awaits you

The parks and other outdoor surroundings create an inviting atmosphere in Greenwood. Travellers to this welcoming city praise the shopping, restaurants and casino gaming. Lucas Oil Stadium and Indiana Convention Center are just a couple of the must-see attractions in the area. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Greenwood

Do you want to discover attractions to see while you're in the area? Venture out of your holiday home and experience everything that Greenwood has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Valle Vista Golf Club, Wedding Venue and Conference Center (0.9 mi / 1.4 km)
  • Mallow Run Winery & Vineyard (8.2 mi / 13.2 km)
  • Indianapolis Zoo (11.3 mi / 18.2 km)
  • Indianapolis Motor Speedway (14.3 mi / 23 km)
  • Indiana Grand Racing and Casino (15.2 mi / 24.5 km)
  • Splash Island (17.5 mi / 28.2 km)

Exploring the natural features in Greenwood

Whether you're looking for fun outdoor activities or just want to take in the scenery, Greenwood is a great place to spend some time outside. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Central Canal (12 mi / 19.3 km)
  • Crown Hill Cemetery (14.9 mi / 23.9 km)
  • Eagle Creek Park (20.2 mi / 32.4 km)
  • Garfield Park Conservatory (8.4 mi / 13.5 km)
  • Garfield Park (8.4 mi / 13.6 km)
  • Celebration Plaza and Amphitheater (11.1 mi / 17.9 km)

Transport to and around Greenwood

The nearest airport is in Indianapolis International Airport (IND), located 12.4 mi (19.9 km) from the city centre.

Frequently asked questions

What is the best area to stay in Greenwood when booking a holiday rental?
When considering a holiday rental in Greenwood, Indiana, a great area to stay is the Old Town district. This charming neighbourhood is known for its historic character and vibrant atmosphere. Visitors can enjoy a leisurely stroll along the quaint streets lined with unique shops, cafés, and restaurants. The Old Town area is also close to the Greenwood Community Centre, which offers recreational facilities and hosts various events throughout the year.

Another excellent option is the area around the Greenwood Park Mall. This bustling hub offers a wide variety of shopping, dining, and entertainment choices, making it a convenient base for holidaymakers. Not far from the mall, you will find the beautiful Craig Park, where families can enjoy picnics, walking trails, and playgrounds, superb for a relaxing day outdoors.
How much does it cost to rent a holiday home in Greenwood?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Greenwood 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 Greenwood holiday house rentals?
You can find great discounts on house rentals in Greenwood 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.
What is the most popular type of holiday rental accomodation in Greenwood?
In Greenwood, holiday houses are the most popular type of rental accommodation, with around 16 available throughout the area. These houses typically offer multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups. Many also feature outdoor spaces such as patios or gardens, superb for relaxing after a day of exploring local attractions like the Greenwood Park Mall or the nearby Pleasant Run Trail. Additionally, there are several apartments, villas, and condos available, providing a variety of options for travellers seeking different amenities and experiences.
Are there any family house rentals in Greenwood?
In Greenwood, Indiana, there are some family house rentals available, with around 13 options to choose from. This charming suburb has a friendly setting for families, featuring properties that often include spacious living areas, fully equipped kitchens, and backyards where children can play.
Can I rent a holiday home with a pool or hot tub in Greenwood?
In Greenwood, Indiana, there are several holiday homes available for rent that feature pools or hot tubs. This charming suburb of Indianapolis offers a variety of options for travellers looking to enjoy a relaxing stay. Many of these properties are situated in family-friendly neighbourhoods and come equipped with desirable amenities such as private pools, hot tubs, spacious outdoor areas, and fully equipped kitchens, making them superb for gatherings or family holidays. Additionally, some rentals may offer outdoor seating areas and barbecue facilities, creating an ideal setting for summer barbecues or evening relaxation.
Can I find long-stay holiday rentals in Greenwood?
A long-stay holiday rental 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 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 Greenwood?
In Greenwood, Indiana, there are several pet-friendly house rentals available, making it an excellent choice for travellers looking to bring their furry companions along. Holiday homes in this area often include amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces like patios or fenced yards, which are superb for pets to roam.
Are there any remote work holiday rentals in Greenwood?
In Greenwood, Indiana, there are numerous holiday rentals suitable for remote work, with around 19 options available. These accommodations often come equipped with essential amenities for a productive stay, including high-speed Wi-Fi, dedicated office spaces, and comfortable desk chairs. Many properties also feature additional conveniences such as laptop workspaces, computer monitors, and safes for securing personal belongings. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Greenwood holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 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 Greenwood?
In Greenwood, holiday rentals often come equipped with essential amenities that make for a comfortable stay. Travellers can expect to find kitchens complete with cookware, dishware, and utensils, allowing for easy meal preparation. Additionally, most rentals feature modern conveniences such as microwaves and refrigerators, ensuring guests have everything they need for a self-catered experience. Many rooms also include stovetops for those who prefer cooking on a traditional range.
When is the best time to visit Greenwood for a holiday rental?
The peak season for visiting Greenwood, Indiana, runs from May to July, with July being the most popular month. This vibrant period attracts travellers, drawn by the warm weather and numerous outdoor festivities. Visitors can enjoy the local parks, attend community events, and explore the area's rich history, all while basking in temperatures that typically reach the mid-20s Celsius.

During this bustling time, the community comes alive with activities ranging from outdoor concerts to farmers' markets, making it an ideal choice for those looking to immerse themselves in local culture. However, for travellers who prefer a quieter experience, the months of late autumn, particularly October, offer an excellent opportunity to witness the stunning fall foliage, with comfortable temperatures and fewer crowds.

While the summer months may be the most sought after, October presents a more budget-friendly option. You can still relish the beauty of Greenwood while enjoying a more relaxed pace.
How early should I book a Greenwood holiday rental?
Book your Greenwood 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 Greenwood home rental booking on Vrbo?
To find Greenwood 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 cabin or a beach house, 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 Greenwood 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.
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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

More holiday ideas