Photo by Geek Goddess

Greenfield holiday lettings

We found 124 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Greenfield that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the amenities that you expect for your stay, which might include a hot tub and a washer and dryer. Whatever you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Greenfield

Showing deals for:14 Nov - 21 Nov
  • 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

Find out more about Greenfield

Find out more about Greenfield

Choose a holiday rental for your Greenfield getaway

The parks and other outdoor surroundings create an inviting atmosphere in Greenfield. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Greenfield

Are you looking for attractions to see during your stay? Venture out of your cosy holiday rental and experience everything that makes Greenfield a fun place to get away to. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Crotched Mountain Ski and Ride Area (4 mi / 6.4 km)
  • Crotched Mountain Golf Club (4.8 mi / 7.7 km)
  • Hardings of Hancock (6.5 mi / 10.5 km)
  • Eaton's Magic Morsel (11.4 mi / 18.3 km)
  • Friendly Farm (11.5 mi / 18.5 km)
  • Shattuck Golf Course (12.9 mi / 20.7 km)

Exploring the natural features in Greenfield

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

  • Pack Monadnock Mountain (6.1 mi / 9.8 km)
  • Miller State Park (6.5 mi / 10.5 km)
  • Nubanusit Lake (9.8 mi / 15.8 km)
  • Deering Reserve (10.5 mi / 16.8 km)
  • Horace Lake (10.8 mi / 17.4 km)
  • Contoocook Beach (12.6 mi / 20.3 km)

Transport options to and around Greenfield

The nearest airport is in Manchester, NH (MHT-Manchester-Boston Regional), located 22 mi (35.4 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Nashua, NH (ASH-Nashua Municipal), which is 22.1 mi (35.5 km) away.

Frequently asked questions

What is the best area to stay in Greenfield when booking a holiday rental?
When considering a holiday rental in Greenfield, New Hampshire, the best area to stay in is often the vicinity of the scenic Greenfield State Park. This neighbourhood offers a fantastic blend of natural beauty and outdoor activities, making it ideal for those looking to immerse themselves in the tranquillity of nature. Here, visitors can enjoy hiking trails, swimming, and picnicking, all set against the backdrop of lush forests and serene lakes.

Another excellent option is the area around the historic centre of Greenfield. This charming neighbourhood not only boasts quaint local shops and eateries but is also conveniently located near attractions such as the Greenfield Historical Society, where one can learn about the rich heritage of the town. Staying here would allow guests to experience the warmth of a small community while being just a short drive from various outdoor recreational opportunities.
How much does it cost to rent a holiday home in Greenfield?
Prices for holiday rentals in Greenfield 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 Greenfield 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 Greenfield holiday house rentals?
You can find great discounts on house rentals in Greenfield 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 Greenfield ski resort rentals?
For ski resort rentals near Greenfield, New Hampshire, the closest skiing options can be found at nearby areas such as Crotched Mountain and Pats Peak. Crotched Mountain, located a short drive away, offers a variety of accommodations in the surrounding town of Francestown. Here, travellers can expect cozy cabins and lodges that often feature amenities like fireplaces, fully equipped kitchens, and easy access to the ski slopes. Many properties provide outdoor decks for enjoying the crisp mountain air after a day of skiing.

Alternatively, heading towards Pats Peak in Henniker opens up further rental opportunities. This area is known for its family-friendly atmosphere and has a selection of chalets and holiday homes that cater to groups. Amenities typically include spacious living areas, ski storage, and proximity to local restaurants and shops, enhancing the convenience for visitors.
What is the most popular type of holiday rental accomodation in Greenfield?
In Greenfield, holiday houses and cabins are the most popular types of rental accommodations, with several options available throughout the area. These properties are typically situated in peaceful, wooded surroundings, providing a tranquil retreat for visitors. Most holiday houses come equipped with full kitchens, spacious living areas, and outdoor spaces, making them ideal for families or groups looking to enjoy nature. Cabins, on the other hand, often feature rustic charm and may include amenities like wood-burning fireplaces, decks for enjoying the views, and access to nearby hiking trails or lakes.
Are there any family house rentals in Greenfield?
In Greenfield, New Hampshire, there are several family-friendly house rentals available, making it a wonderful choice for families seeking a peaceful getaway. The properties in this area typically feature spacious living rooms, well-equipped kitchens for preparing family meals, and outdoor areas where children can safely play. Many homes also come with amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay.
Can I find long-stay holiday rentals in Greenfield?
A long-stay holiday rental in Greenfield 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 Greenfield?
In Greenfield, New Hampshire, there are several pet-friendly house rentals available for those looking to enjoy a getaway with their furry companions. Many of these properties can be found in scenic locations, often featuring amenities such as spacious backyards, outdoor seating areas, and fully equipped kitchens, making them suitable for families or groups.
Are there any remote work holiday rentals in Greenfield?
In Greenfield, New Hampshire, there are several remote work-friendly holiday rentals available, making it an ideal destination for those looking to balance work and leisure. Many properties offer essential amenities such as dedicated desk spaces, comfortable desk chairs, and reliable Wi-Fi, ensuring a productive environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Greenfield holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Greenfield 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 Greenfield?
In Greenfield, popular rental amenities include a coffee teamaker, cookware, dishware and utensils, as well as a microwave and refrigerator. These essentials are typically found in the holiday rentals available in the area, providing guests with the convenience of preparing their own meals and enjoying a comfortable stay.
When is the best time to visit Greenfield for a holiday rental?
The best time to visit Greenfield for a holiday rental is during the summer months, particularly in July, when the area is bustling with activity and outdoor adventures. This peak season, spanning from June to August, invites travellers to enjoy warm temperatures and a vibrant atmosphere superb for exploring the stunning natural beauty of the region.

During July, you can expect pleasant temperatures in the low to mid-20s Celsius, which create ideal conditions for hiking, biking, and picnicking in the lush landscapes surrounding Greenfield. The local parks and trails are alive with families and fellow outdoor enthusiasts, making it a great time to connect with nature and enjoy community events.

For those looking to save a bit, November offers a quieter and more affordable option. While the summer crowds have dissipated, the crisp autumn air presents opportunities for serene walks and the beauty of fall foliage, allowing for peaceful reflection and exploration without the hustle and bustle.
How early should I book a Greenfield holiday rental?
Book your Greenfield 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 Greenfield home rental booking on Vrbo?
To find Greenfield 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 Greenfield 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.

More Holiday Rentals ideas