Photo by Brandon Bump

Greenwood holiday rentals

We found 28 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Greenwood that are perfect for your trip. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, such as a hot tub and a washer and dryer. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.

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  • All the privacy of home

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Book a holiday rental for your Greenwood getaway

Learn about the unique charm of Greenwood with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Exploring the natural features in Greenwood

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Greenwood is a great place to spend some time outside. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Tall Pines ATV Park (9.4 mi / 15.2 km)
  • Turnpike State Forest (14.8 mi / 23.8 km)
  • Wellsville Island Park (15.3 mi / 24.6 km)
  • Veterans Memorial Park (12.3 mi / 19.8 km)
  • Lions Park (13.4 mi / 21.5 km)
  • Wombaugh Square (21.4 mi / 34.4 km)

Frequently asked questions

What is the best area to stay in Greenwood when booking a holiday rental?
When considering a holiday rental in Greenwood, New York, the Greenwood Heights area stands out as one of the best options. This neighbourhood offers a delightful blend of urban convenience and suburban charm, making it a great base for your stay. The area is characterised by its charming streets lined with brownstones and a welcoming community atmosphere.One of the highlights of staying in Greenwood Heights is its proximity to the stunning Greenwood Cemetery, a National Historic Landmark. This expansive cemetery is not only a serene resting place but also an incredible outdoor space with beautiful landscapes, historic monuments, and tranquil walking paths. Another nearby attraction is Prospect Park, which is just a short distance away and provides a vast green space for outdoor activities, picnics, and leisurely strolls.In terms of holiday rentals, Greenwood Heights has a healthy variety of options available, ranging from cosy apartments to spacious homes that cater to different group sizes and budgets.
Where are the best Greenwood ski resort rentals?
For skiing in Greenwood, New York, the closest ski area is the nearby Catskill Mountain region, particularly around resorts such as Hunter Mountain and Windham Mountain, both just a short drive away. In the Greenwood area, travellers can find various rental options that cater to both small and larger groups. Properties in the surrounding towns, such as Tannersville and Windham, often feature charming cabins and lodges that provide a cozy, rustic atmosphere.Many of these rentals come equipped with essential amenities such as full kitchens, fireplaces, and outdoor spaces, allowing guests to unwind after a day on the slopes. Some properties even offer hot tubs or saunas, great for relaxing sore muscles. Additionally, you'll find accommodations with easy access to local restaurants and shops, enhancing the overall experience.The region also boasts beautiful natural surroundings, making it ideal for outdoor enthusiasts. Beyond skiing, rentals near the Catskills provide opportunities for hiking, mountain biking, and exploring the scenic beauty of the area.
What is the most popular type of holiday rental accomodation in Greenwood?
In Greenwood, holiday houses are the most popular type of holiday rental, with several scattered throughout the area. These homes typically offer spacious layouts, featuring multiple bedrooms and fully equipped kitchens, making them ideal for families or groups seeking a comfortable stay. Many of these properties also come with outdoor spaces such as gardens or patios, great for enjoying the serene surroundings after a day of exploring the beautiful natural landscape of New York.
Are there any family house rentals in Greenwood?
In Greenwood, New York, there are several family-friendly house rentals available, making it an appealing destination for those travelling with children. The area is known for its tranquil surroundings and natural beauty, superb for outdoor activities. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where kids can play and explore.Visitors can enjoy nearby attractions such as scenic hiking trails and lovely parks, which provide excellent opportunities for family outings.
Can I rent a holiday home with a pool or hot tub in Greenwood?
In Greenwood, New York, there are several holiday homes available for rent that feature pools and hot tubs. This charming rural area offers a peaceful retreat, surrounded by picturesque landscapes and outdoor opportunities. Many of these properties come equipped with private pools, hot tubs, and spacious outdoor areas, ideal for relaxation after a day of exploring. Inside, travellers can expect amenities such as fully equipped kitchens, comfortable living spaces, and often multiple bedrooms, making them suitable for families or groups.
Are there pet-friendly house rentals in Greenwood?
In Greenwood, New York, there are several pet-friendly house rentals available, suiting travellers looking to enjoy a getaway with their furry companions. Many of these holiday homes come equipped with essential amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces, making them ideal for families or groups.The area surrounding Greenwood offers a tranquil rural setting, great for outdoor activities with pets. Visitors can explore nearby parks and nature trails, providing ample opportunities for walks and enjoying the beautiful scenery.
Are there any remote work holiday rentals in Greenwood?
In Greenwood, New York, there are several holiday rentals that cater to remote workers. These properties often provide essential amenities such as free Wi-Fi, dedicated workspaces, and comfortable desk chairs, making it easy for guests to stay productive while enjoying their holiday. Many rentals feature spacious living areas where you can set up your workspace, along with comfortable bedrooms for relaxation after a day of work.The area itself is surrounded by beautiful natural landscapes, offering opportunities for outdoor activities during breaks. 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 rental amenities include balconies, which provide a lovely outdoor space to enjoy the surrounding scenery. Many properties also feature fully equipped kitchens, allowing guests to prepare their own meals. For families, rentals often have a selection of books for children, making it an enjoyable stay for younger guests. Additionally, many accommodations offer decks or patios, superb for relaxing outside after a day of exploring.
When is the best time to visit Greenwood for a holiday rental?
The most popular time to visit Greenwood for a holiday rental is from February to April, when adventure seekers flock to the region to enjoy a variety of outdoor activities. During these months, the weather begins to warm up, and visitors can enjoy activities like hiking and exploring the beautiful landscapes that surround Greenwood.In February, you can expect temperatures to range from around -5 to 5 degrees Celsius, making it a crisp yet comfortable time for those who enjoy outdoor pursuits. The scenic beauty of the area, particularly the views of the nearby Catskill Mountains, is truly a sight to behold, providing ample opportunities for photography and sightseeing.For those looking to travel on a budget, January is a wonderful option. While it is part of the low season, visitors can enjoy the tranquillity of the area and the stunning winter scenery without the crowds. This month is superb for peaceful retreats and enjoying the serene beauty of Greenwood's winter landscape.Ultimately, the best time to book your holiday rental in Greenwood hinges on your preferences. If you thrive on the buzz of outdoor adventures, aim for the peak season from February to April.
What are the top attractions in Greenwood?
In Greenwood, New York, visitors can enjoy a variety of attractions that highlight the area's natural beauty and local culture. The town is surrounded by stunning landscapes, making it an ideal spot for outdoor enthusiasts. The nearby Catskill Park offers numerous hiking trails, scenic views, and opportunities for birdwatching, attracting nature lovers year-round.The local community often hosts events and festivals that celebrate its rich history and agricultural heritage, providing a great way to experience the local culture. Additionally, Greenwood is located close to several charming small towns, allowing for easy exploration of quaint shops, antique stores, and local dining options.
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.

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