Greenville holiday lettings

We found 176 holiday rentals — enter your dates for availability

Discover a selection of 9 homes and other holiday rentals in Greenville that are perfect for your trip. Holiday rentals provide the best amenities for your family, friends or furry companion, such as a hot tub and garden. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Greenville

Showing deals for:14 Nov - 21 Nov
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Find out more about Greenville

Find out more about Greenville

Delight in the majestic landscape of Greenville

Enjoy the history and other features of Greenville. This romantic and relaxing city is well known for its mountain views, golfing and restaurants. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Greenville

Are you searching for top things to see and do in the area? Venture out of your holiday home and experience everything that makes Greenville a fun spot to go on holiday. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Hunter Mountain (18 mi / 29 km)
  • Zoom Flume (6.8 mi / 10.9 km)
  • Windham Country Club (13.3 mi / 21.3 km)
  • Windham Mountain Resort (14.7 mi / 23.7 km)
  • Windham Vineyards and Winery (15.5 mi / 24.9 km)
  • Kaaterskill Falls (15.5 mi / 25 km)

Exploring the natural landscape of Greenville

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Greenville. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Sleepy Hollow Lake (13.7 mi / 22.1 km)
  • Mountain Top Arboretum (14.5 mi / 23.4 km)
  • Kaaterskill Falls (15.5 mi / 25 km)
  • Thacher State Park (16.8 mi / 27 km)
  • Washington Park (21 mi / 33.8 km)
  • Hudson River (21 mi / 33.9 km)

Transport to and around Greenville

The nearest airport is in Hudson, NY (HCC-Columbia County), located 17.9 mi (28.8 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Albany, NY (ALB-Albany Intl.), which is 25.2 mi (40.6 km) away.

Frequently asked questions

What is the best area to stay in Greenville when booking a holiday rental?
When considering a holiday rental in Greenville, New York, the best area to stay in is the charming town centre. This area offers a delightful mix of local shops, eateries, and a friendly community atmosphere. It is conveniently located near several attractions, including the scenic Greene County Historical Society, which provides insights into the rich local history. Additionally, the nearby Catskill Park is superb for those who enjoy outdoor activities, offering hiking trails and breathtaking natural beauty.

Another appealing option is the area surrounding the beautiful Lake Taghkanic State Park. This location is ideal for families and nature enthusiasts alike, providing opportunities for swimming, fishing, and picnicking. The park is a serene getaway, with well-maintained facilities and stunning views, making it an excellent base for exploring the surrounding countryside.
How much does it cost to rent a holiday home in Greenville?
Prices for holiday rentals in Greenville 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 Greenville 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 Greenville holiday house rentals?
You can find great discounts on house rentals in Greenville 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 Greenville ski resort rentals?
For renting ski resort accommodations near Greenville, New York, the closest option is the Windham Mountain Resort, located just a short drive away. This area is popular for its charming mountain lodges and rental homes that cater to both families and groups. Many properties in Windham offer amenities such as spacious living areas, fireplaces, and fully equipped kitchens, making them great for relaxing after a day on the slopes.

In the nearby town of Hunter, visitors can find additional rental options, including cozy cabins and modern condos, often featuring balconies with mountain views and hot tubs for unwinding in the evening. The Hunter Mountain area is also known for its vibrant après-ski scene, with local shops and restaurants providing a lively atmosphere.
What is the most popular type of holiday rental accomodation in Greenville?
In Greenville, holiday houses are quite popular, with several available throughout the area. These houses typically feature spacious living areas, multiple bedrooms, and fully equipped kitchens, providing a comfortable environment for families or groups. Many of these properties also boast outdoor spaces such as gardens or decks, superb for enjoying the serene surroundings after a day of exploring.
Are there any family house rentals in Greenville?
In Greenville, 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 picturesque surroundings, with access to outdoor activities such as hiking and fishing.

Many of these homes offer spacious living areas, which are great for family gatherings. Visitors can expect amenities such as fully equipped kitchens, allowing for convenient meal preparation, and outdoor spaces where children can play safely. Some properties may even feature features like game rooms or private yards, adding to the overall enjoyment of the stay.
Can I rent a holiday home with a pool or hot tub in Greenville?
In Greenville, New York, there are several holiday homes available for rent that feature pools or hot tubs, making it a wonderful destination for relaxation and leisure. The area offers a charming rural setting, ideal for families or groups seeking a peaceful retreat. Many of these properties include amenities such as private swimming pools, hot tubs, spacious outdoor areas for lounging, and fully equipped kitchens, superb for dining in after a day of exploring the beautiful surroundings.
Can I find long-stay holiday rentals in Greenville?
A long-stay holiday rental in Greenville 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 Greenville?
In Greenville, New York, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. Many of these properties come equipped with essential amenities such as fully equipped kitchens, comfortable living spaces, and outdoor areas where pets can roam freely.
Are there any remote work holiday rentals in Greenville?
In Greenville, New York, there are several holiday rentals that cater to remote workers. Many of these properties are equipped with essential amenities such as Wi-Fi, dedicated desks, and comfortable desk chairs, ensuring a productive environment for those working remotely. The area offers a serene backdrop, great for focusing on work while enjoying the tranquillity of nature. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Greenville holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Greenville 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 Greenville?
In Greenville, popular rental amenities include kitchens equipped with a stovetop, refrigerator, and essential cookware and dishware, allowing guests to prepare their own meals during their stay. Many holiday rentals also feature microwaves for quick and convenient cooking. These amenities cater to families and groups looking for a homely atmosphere while enjoying the natural beauty of the area.
When is the best time to visit Greenville for a holiday rental?
The peak travel season in Greenville is during the summer months, specifically from July to September. This vibrant period attracts visitors eager to enjoy the warm weather and partake in a variety of outdoor activities, such as hiking and exploring the picturesque landscapes of the Catskill Mountains. With temperatures typically ranging from the mid-teens to low 20s Celsius, it's an ideal time for comfortable sightseeing and recreational pursuits.

July stands out as the most popular month to visit, when the town is alive with energy and hosts numerous events, making it a superb time for those who thrive in lively settings. Visitors can take advantage of local festivals, farmers' markets, and the stunning natural beauty that surrounds Greenville, creating a memorable holiday experience.

If you're looking for a more budget-friendly option, consider planning your trip in November. While this month falls outside the peak tourist season, it offers a unique charm with the onset of autumn, allowing for tranquil walks amidst the crisp air and beautiful fall foliage. Additionally, you can enjoy the peacefulness of the area, superb for those seeking a quiet retreat.
How early should I book a Greenville holiday rental?
Book your Greenville 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.
What are the top attractions in Greenville?
In Greenville, New York, visitors can enjoy a variety of attractions that highlight the area's natural beauty and local charm. The scenic Catskill Mountains offer numerous outdoor activities, including hiking and fishing, with trails that provide stunning views of the surrounding landscape. Nearby, the quaint town centre features local shops and eateries that reflect the community's character.
Can I change or cancel my Greenville home rental booking on Vrbo?
To find Greenville 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 Greenville 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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