Photo by Robbie Martin

Greenwood holiday homes

We found 819 holiday rentals — enter your dates for availability

Discover a selection of 20 homes, 10 chalets and holiday rentals in Greenwood that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the amenities that you need and want, which might include parking and a hot tub. At the end of the day, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • 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, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Take in the natural beauty of Greenwood

Learn about the unique charm of Greenwood with a stay in a holiday home rental. One of the city's many top draws is its skiing. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Greenwood

Are you hoping to find attractions to visit in the city? Venture out of your cosy holiday rental and experience everything that makes Greenwood a fun place to get away to. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Mineral Collector (4.8 mi / 7.8 km)
  • Dyna at Vestasen (9.3 mi / 15 km)

Exploring the natural landscape of Greenwood

Whether you're an adventurous traveller or just want to appreciate the scenery, Greenwood is a great place to get out in nature. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Pennesseewassee lake (6.8 mi / 11 km)
  • Kezar Lake (14 mi / 22.6 km)
  • Sunday River (14.2 mi / 22.9 km)
  • Highland Lake (16.4 mi / 26.3 km)
  • Rumford Falls (16.6 mi / 26.7 km)
  • Porcupine Mountain (17.3 mi / 27.8 km)

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 centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Fryeburg, ME (FRY-Eastern Slopes Regional), which is 27.1 mi (43.7 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Greenwood?
According to our research, houses are the most desirable type of holiday home in Greenwood. But as you’d expect, everyone’s idea of an awesome trip isn’t the same. Bookabach has holiday homes of all sizes, shapes and budgets, and we’ll help you discover your ideal fit.
How much does it cost to rent a holiday home in Greenwood?
Length of stay, season and property type are some of the conditions that can determine the price of a holiday home. Simply add your travel dates to find your ideal match. From comfy cabins to expansive villas, all Bookabach holiday homes provide incredible value.
How much does it cost to rent a beach house in Greenwood?
When you travel and the size and style of the property will influence how much you’ll pay for your beachside escape. Put in your Greenwood travel dates to view your available options on Bookabach. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use the filters to select the features and amenities you want.
Are there pet-friendly holiday homes in Greenwood?
With 23 properties that allow pets, your happy hound can also come along on your Greenwood getaway. Use our filter tool to browse our pet-friendly holiday homes and find a stay that’s pawfect on Bookabach.
Can I rent a house with a pool in Greenwood?
Grab your swimming gear and inflatable flamingo, because there are seven houses with a private pool in Greenwood. Stay at one of these popular holiday homes and you’ll enjoy pool days every day. Simply enter your dates into Bookabach, then check the “pool” filter to find the ideal place for a splashing good time!
What are popular home amenities in Greenwood?
Tennis, a firepit and a garden top the list of most popular home amenities in Greenwood. Whether you’re heading away on your own, with a partner or a bunch of friends, Bookabach will help you find a holiday home that suits your tastes with all the extras you’re looking for.
Are there large group holiday homes in Greenwood?
With 10 holiday homes that can host 10 guests or more in Greenwood, there’s no need to leave anyone off your guest list. From family holidays to events like birthday parties and weddings, Bookabach can help you find a large group home to match the occasion.
Are there holiday homes in Greenwood that welcome kids?
With 23 family-friendly holiday homes to select from in Greenwood, there’s never been a better time to introduce the kiddos to the thrills of travel. Just click on our “Properties good for families” filter to look for stays packed with conveniences perfect for families on the move, like living rooms, backyards, entertainment areas and bunk beds.
What are the top attractions for families in Greenwood?
Keeping the kids entertained during your holiday in Greenwood is a breeze with these cool family-friendly attractions:

  • Snow Falls
  • Shagg Pond
  • Pennesseewassee lake

Are there one-bedroom holiday homes in Greenwood?
Greenwood has three one-bedroom homes on offer. Often situated in well-regarded areas because of their smaller size, a one-bedroom holiday property is great if you’re getting away with your partner or a friend. And with comforts such as air conditioning and more privacy than a standard hotel, you’ll be able to relax while discovering this top destination.
Can I find two-bedroom holiday homes in Greenwood?
Greenwood has three two-bedroom properties for you to pick from. Discover a holiday home with all the comfort and space you need at a fantastic price on Bookabach.
Are there holiday homes with WiFi in Greenwood?
Greenwood has six holiday homes with WiFi, so you can stay connected during your holiday. Simply check the “WiFi” box in our handy search filter to find the perfect property. From streaming movies with the family to checking emails, these Bookabach homes make it a breeze to get online.
How can I find holiday homes with air conditioning in Greenwood?
Greenwood has eight holiday homes where you’ll be able to relax and recharge in air-conditioned comfort. To locate a stay on Bookabach featuring this perk, enter your dates of travel and use the filters to select the “air conditioning” box.
How old do you have to be to rent a holiday home in Greenwood?
The minimum required age is usually 16, 18 or 21. It can vary from one property to another on Bookabach, so look at the rules of your preferred Greenwood holiday home before booking your trip.
How long can I rent a holiday home in Greenwood for?
The length of time you can book a holiday home in Greenwood is down to the property. Simply enter your preferred dates to see a list of options offering extended stays. With tons of creature comforts like full kitchens and air conditioning, as well as some offering weekly or monthly discounted prices, you’re sure to find somewhere perfect to call your home away from home in Greenwood.

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