Photo by Robbie Martin

Greenwood vacation rentals

We found 828 vacation rentals — enter your dates for availability

Discover a selection of 21 homes, 11 chalets, and vacation rentals in Greenwood that are perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll find the amenities you need and want, including parking and a TV. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.
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Get away from it all in Greenwood, Maine

Nestled in the foothills of Noyes Mountain and dotted with ponds and lakes that are prettier than any picture, the small town of Greenwood in Maine is the perfect destination for communing with nature. In summer, you can stroll on unpaved roads on your way to catch a glimpse of deer swimming in Hicks Pond or, fill your tummy at the town fish fry. Come wintertime, cavort with the kids on snowy mountain slopes. No matter how long you plan to stay in this picturesque New England town, Greenwood vacation rentals will have you living like a local in no time.

Activities and attractions in and around Greenwood

Are you hoping to discover attractions to visit while you're in the area? Venture out of your vacation home and experience everything that makes Greenwood a fun place to get away. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Mt. Abram (5.1 mi / 8.2 km)
  • Sunday River (15.1 mi / 24.3 km)
  • Sunday River Golf Club (16.5 mi / 26.6 km)
  • Black Mountain (17.9 mi / 28.9 km)
  • Tucker's Tumble Glades (4.7 mi / 7.5 km)
  • The Zone (4.8 mi / 7.7 km)

Immerse yourself in the pleasures of small-town life

Greenwood may be small, but it's big on opportunities for making fun-filled memories. Hobnob with the friendly locals at the farmer's market, where you can buy goodies like homemade jams and jellies, grass-fed meat, and the freshest fruits and vegetables. Take the whole family for a lakeside camping adventure in summer, or introduce the little ones to the joys of winter sports via skiing and snowboarding lessons. Take to hiking trails that wind through woods, or cast your line in one of the myriad lakes and see if the salmon, bass, and trout are biting.

Enjoy lovely escapades all year round in Greenwood

Greenwood is located in Maine's Oxford County, and like much of New England, it's beautiful no matter what time of the year. There's plenty of time to bask in the sun or go for a swim since on average, there are 200 sunny days per year; it only rains about 87 days a year. Summers are comfortably warm, peaking at around 80 in July. Winters can get really frigid, with the temperature plummeting to a low of 7 degrees in January. But with high snowfall levels—about 76 inches annually—it's perfect for skiing and snowmobile-riding.

Pond-er the beauty of Greenwood's rural scenery

Greenwood's ponds and lakes are a big part of its rural appeal. Take a walk along the serene Twitchell Pond and you might catch a glimpse of an eagle perched in the trees lining its banks. Pack a picnic basket and head to Round Pond or nearby North and South Ponds. There, you can watch ducks paddling merrily along and turtles sunbathing on half-submerged logs. Greenwood vacation rentals are also the ticket to calorie-burning climbs up Noyes Mountain, a popular locale for rock and mineral collectors who come to visit the Harvard Quarry at the summit.

How to get to and around Greenwood

Fly into Auburn, ME (LEW-Auburn - Lewiston Municipal), the closest airport, located 25.9 mi (41.7 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Fryeburg, ME (FRY-Eastern Slopes Regional), which is 27.1 mi (43.7 km) away.

Frequently asked questions

What is the best area to stay in Greenwood when booking a vacation rental?
South Pond Shores is one of the more in-demand neighborhoods for a vacation home in Greenwood. Spend your break here to savor the relaxation and comfort that comes with having the whole place to yourself.
What is the most popular type of vacation rental accommodation in Greenwood?
Based on our data, cabins are considered the most popular type of vacation property in Greenwood. But having said that, everyone’s idea of an epic trip isn’t the same. Vrbo has vacation homes with every shape, size and budget in mind, and we’ll help you locate your ideal match.
How much does it cost to rent a vacation rental in Greenwood?
The average price for a vacation home in Greenwood is determined by several factors, such as property type, length of stay and time of year. Whether you’re in search of a sprawling villa with space for the whole family or a cozy cottage for just you and the kids, just enter your dates of travel to discover stays with exceptional value.
How much does it cost to rent a beach house in Greenwood?
Prices for beach houses in Greenwood differ depending on the style and size of the property and when you plan to travel. Simply enter your dates of travel into Vrbo and how many guests to view your vacation rental options and prices. From there you can use our filters to narrow your search results by ratings, nearby activities and more.
Are there pet-friendly vacation rentals in Greenwood?
With 23 properties that allow pets, your furry little friend can join in on your Greenwood vacation. Use our filter tool to search our pet-friendly vacation rentals and find a vacation home that’ll set tails wagging on Vrbo.
Can I rent a house with a pool in Greenwood?
Tick the “pool” box in our filter tool and choose from seven houses with private pools in Greenwood on Vrbo. Morning soak, afternoon splash or midnight swim? Downtime is up to you when your vacation home comes with its own pool.
What are popular rental amenities in Greenwood?
Tennis, a garden and a water view are rated the most popular rental amenities in Greenwood. Whether you’re planning to travel as a party of one, with your better half or as a family group, Vrbo will help you find a vacation rental that matches your style with all the features you need.
Are there large group vacation rentals in Greenwood?
You’ll find nine vacation rentals in Greenwood that can sleep 10 or more people. Whether you’re planning time away with the family or a celebration like a birthday, there’s enough space to get your group together under the same roof.
Are there vacation rentals in Greenwood that welcome kids?
Greenwood has 21 family-friendly vacation homes. And booking a stay that welcomes little ones is a breeze with our “Properties good for families” filter. In addition to having the whole place to yourselves, you’ll enjoy access to perks and conveniences such as multiple bedrooms, pools and kitchens.
What are the top attractions for families in Greenwood?
Boredom doesn’t stand a chance during your Greenwood vacation with these family-friendly attractions:

  • Zephyr’s Glades
  • Mt. Abram

Are there one-bedroom vacation rentals in Greenwood?
You can choose from three one-bedroom rentals in Greenwood. Whether you’re looking for a secluded cottage or a fancy condo, our one-bedroom rentals are ideal if you don’t need loads of space. One of the major perks of having your own pad? You’ll never need to share your vacation with strangers.
Can I find two-bedroom vacation rentals in Greenwood?
Greenwood has three two-bedroom vacation rentals to choose from. Experience a vacation home with all the privacy and space you’re looking for at a price you’ll love on Vrbo.
Are there vacation rentals with WiFi in Greenwood?
You can pick from six vacation rentals with WiFi in Greenwood. If you want to disconnect from the world on your escape, but still need to be connected to the web, these getaways have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Greenwood?
You’ll have a choice of 10 Vrbo vacation homes with air conditioning in Greenwood offering that gentle, cool breeze and extra touch of comfort. Just enter your desired travel dates and then take advantage of our filter tool to help you book properties with air conditioning.
How old do you have to be to rent a vacation rental in Greenwood?
We recommend checking with the Greenwood vacation property you’d like on Vrbo as the minimum age differs. However, it’s normally 16, 18 or 21.
How long can I rent a vacation rental in Greenwood for?
It’s really down to the Greenwood property. To view all available options offering extended stays, just enter your travel dates and number of people into Vrbo. You can enjoy having the entire place to yourself, along with amenities such as a fully-equipped kitchen and a backyard where the kids can play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in Greenwood?
On Vrbo, we’ve got plenty of fantastic deals and discounts for Greenwood. Check out our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you’re after a weekend getaway or a much longer stay, Vrbo has lots of options for every budget and style.

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