Greenwood vacation rentals

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Nestled among stunning lakes and breathtaking waterfalls, Greenwood is a year-round haven for adventure seekers and families alike. With charming neighborhoods like Old Greenwood, visitors can explore rich history and vibrant local culture, while thrilling activities range from skiing on the exhilarating slopes of The Zone to summer kayaking at Kezar Lake. Choose from cozy cottages or rustic cabins that provide the perfect home base for your adventures, ensuring comfort and convenience for every traveler.

Holiday rentals with weekly discounts - Greenwood

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Find out more about Greenwood

Why visit Greenwood

  • Outdoor Adventures: Enjoy skiing in winter and hiking during warmer months amidst stunning mountain views and beautiful lakes.
  • Charming Neighborhoods: Explore friendly communities and picturesque neighborhoods in and around Greenwood, including nearby towns like Bethel and Norway.
  • Family-Friendly Activities: Experience a variety of outdoor fun perfect for families, ensuring memorable moments for all ages.
  • Diverse Accommodations: Choose from charming vacation homes, cozy cottages, and rustic cabins tailored to your needs.
  • Tranquil Retreat: Enjoy a peaceful atmosphere that makes Greenwood an ideal spot for relaxation and rejuvenation.

Popular types of accommodation in Greenwood

Greenwood vacation rentals offer a variety of options to suit your needs, from charming houses and cozy cottages to rustic cabins. Whether you're seeking a place with stunning hardwood floors, a refreshing private pool, or a guesthouse in nearby Auburn, we have the perfect accommodation for your getaway. Explore our diverse listings and find the ideal spot for your next adventure in Greenwood.

  • Houses: These spacious accommodations are the top choice for travelers seeking comfort and privacy during their stay in Greenwood, perfect for families or groups.
  • Cottages: Charming and quaint, cottages offer a cozy atmosphere, ideal for couples or small families looking for a peaceful retreat.
  • Cabins: Embrace the outdoors in these rustic lodgings, perfect for those wanting a nature-centric getaway.
  • Chalets: These stylish mountain lodges provide a unique and luxurious experience, often with stunning views.
  • Condos: Offering convenience and modern amenities, condos are a great option for travelers seeking a blend of comfort and accessibility.**

Top attractions near Greenwood

Greenwood, Maine, is an ideal destination for outdoor enthusiasts, offering exhilarating ski resorts, stunning mountain views, and beautiful lakes. Whether you're seeking adventure, romantic scenery, or a peaceful retreat, the area has something for everyone. Enjoy skiing in the winter or explore the picturesque landscapes during warmer months, making it perfect for travelers of all kinds looking to embrace nature.

  • Sunday River: This premier ski resort offers thrilling slopes for all skill levels, along with year-round outdoor adventures. Experience breathtaking mountain views and a vibrant atmosphere filled with activities, dining, and entertainment.
  • Snow Falls: A stunning waterfall surrounded by nature, Snow Falls is perfect for outdoor enthusiasts and romantics alike. Enjoy hiking trails, picturesque scenery, and the soothing sound of cascading water.
  • Pennesseewassee Lake: This serene lake features beautiful beaches and scenic views, ideal for swimming, fishing, or simply relaxing. The romantic atmosphere makes it a perfect spot for a peaceful getaway.

Things to do recommended for couples

Looking for a romantic getaway in Greenwood? Enjoy skiing together at Mt. Abram for a cozy day on the slopes. For more adventure, head to Sunday River or take a thrilling ride on the White Heat Ski Lift. Embrace the winter vibes and create unforgettable memories.

Things to do recommended for families

Families will love exploring Pondicherry Park, a beautiful recreational area located 19 miles from Greenwood. With its serene atmosphere, the park offers wellness and relaxation opportunities, perfect for a family getaway in nature.

Things to do recommended for groups

Groups visiting Greenwood can experience the thrills of motor racing at Oxford Plains Speedway, hike the scenic Bethel Pathway, or enjoy the great outdoors at Dyna at Vestasen, all within a short drive from the town.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Greenwood

If you're traveling with a group, family, or pets, or if you're planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Greenwood with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Greenwood with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Greenwood: For many families, a trip just wouldn't feel complete without their furry companion. If that resonates with you, consider exploring Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and comfortable beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Greenwood: If you're in search of vacation rentals that offer discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include additional preferences in your search, such as a parking spot, a well-equipped kitchen, or a private pool.

Where to stay near Greenwood

Greenwood, Maine, is a hidden gem for adventurers seeking outdoor fun. This charming city, surrounded by picturesque neighborhoods, offers skiing, hiking, and a relaxing atmosphere perfect for families. Nearby towns like Bethel and Norway enhance your experience with local amenities and friendly communities. Whether you're exploring the breathtaking landscapes or enjoying family-friendly activities, Greenwood promises an unforgettable vacation filled with adventure and tranquility.

  • Bethel: Located 9 miles from Greenwood, Bethel is a vibrant city known for its outdoor adventure and sports experiences. The area is particularly famous for its ski fields and resorts, attracting thrill-seekers and winter sports enthusiasts. Beyond skiing, Bethel is surrounded by stunning natural features including lakes and mountains, making it an ideal destination for hiking, fishing, and exploring. The charming downtown area offers a variety of shops and restaurants, providing a welcoming atmosphere for visitors looking to unwind after a day of adventure.
  • Norway: Also situated 9 miles from Greenwood, Norway is a picturesque city that offers a perfect blend of outdoor activities and scenic beauty. Known for its romantic ambiance, Norway features beautiful lakes and serene beaches that invite relaxation and exploration. The nearby national state park provides ample opportunities for hiking and nature walks, revealing stunning vistas and diverse wildlife. Skiing enthusiasts will also find ski fields and resorts in the area, ensuring that Norway is a year-round destination for those seeking both adventure and tranquility.
  • Bryant Pond: Just 4 miles from Greenwood, Bryant Pond is an outdoor lover's paradise. This charming city is popular among adventurers and ski aficionados, with easy access to ski fields and resorts. The breathtaking landscapes include lakes and mountains, perfect for a variety of outdoor activities such as kayaking, fishing, and hiking. The local beaches provide a relaxing spot to unwind, while the inviting community atmosphere makes Bryant Pond a great place for families and solo travelers alike to enjoy Maine's natural beauty.

Best time to go to Greenwood

If you're planning a trip to Greenwood, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in September and December to January, while off-peak times, like April and October to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January16.2°F (-8.8°C)Light RainMostly CloudySlightly HighSlightly High
February17.8°F (-7.9°C)Light RainMostly CloudyAverageSlightly High
March26.2°F (-3.2°C)Light RainMostly CloudyAverageAverage
April38.1°F (3.4°C)Light RainMostly CloudySlightly LowAverage
May51.6°F (10.9°C)Light RainMostly SunnyAverageSlightly Low
June59.5°F (15.3°C)Light RainMostly SunnyAverageAverage
July66.0°F (18.9°C)Light RainMostly SunnyAverageAverage
August64.4°F (18.0°C)Light RainMostly SunnyAverageAverage
September57.4°F (14.1°C)Light RainMostly SunnySlightly HighSlightly Low
October45.9°F (7.7°C)Light RainMostly SunnySlightly LowSlightly Low
November33.3°F (0.7°C)Light RainMostly SunnySlightly LowAverage
December23.5°F (-4.7°C)Light RainMostly CloudySlightly HighSlightly High

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming trip? Flexibility with your travel dates can be a great way to find better deals, as prices tend to vary. Additionally, opting for a longer stay often allows you to enjoy significant savings. To help you discover the perfect Vrbo property that fits your budget, make use of our filters to sort by price, location, and type of vacation rental. We're here to assist you every step of the way.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a handy platform for planning your trips, allowing you to easily create new itineraries, continue from where you last stopped, or organize your travel plans. You can view your saved or booked properties grouped into categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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, Maine, United States of America when booking a vacation rental?
When considering a vacation rental in Greenwood, Maine, the area surrounding the lake is an excellent choice. This picturesque neighborhood offers a tranquil setting with stunning lake views and easy access to water activities. You can enjoy boating, kayaking, and swimming right at your doorstep. The vibrant local community also features charming trails for hiking and biking, providing ample opportunities to explore the beautiful natural surroundings.

Nearby, you'll find the popular Mount Abram Ski Resort, which is a fantastic destination for winter sports enthusiasts. The resort not only offers skiing and snowboarding but also provides opportunities for snowshoeing and tubing, making it a year-round attraction. Additionally, the area is known for its welcoming atmosphere, with various local shops and eateries that reflect the unique character of Greenwood.

If you're looking for a vacation rental, the lakeside area has a range of properties to choose from, suiting different preferences and group sizes.
How much does it cost to rent a vacation home in Greenwood?
Prices for vacation rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Greenwood 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 Greenwood vacation house rentals?
You can find great discounts on house rentals in Greenwood 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 Greenwood ski resort rentals?
For the best ski resort rentals in Greenwood, Maine, the area around the popular Sunday River Ski Resort is an excellent choice. Just a short drive away, travelers can find a variety of accommodations in Bethel, which is known for its charming downtown and proximity to the slopes. Many of the properties in this region offer amenities such as spacious living areas, fully equipped kitchens, and outdoor decks with picturesque mountain views, great for families or larger groups looking to enjoy the ski experience.

In addition to Bethel, Greenwood itself has several vacation rentals that provide easy access to both the ski resort and local attractions. Properties here often feature cozy interiors, fireplaces for warming up after a day on the slopes, and some even have hot tubs or saunas for relaxation. The town is also close to beautiful lakes and hiking trails, making it a great year-round destination.

For dining and entertainment, Greenwood and nearby Bethel offer a selection of local restaurants and shops that enhance the overall experience, with some accommodations providing information on local events and activities.
What is the most popular type of vacation rental accomodation in Greenwood?
In Greenwood, vacation houses are the most popular type of rental, with around 20 available throughout the area. These homes typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or larger groups looking for a comfortable stay. Additionally, there are approximately 11 chalets, which offer a cozy, rustic feel and often include amenities such as fireplaces and outdoor decks to enjoy the surrounding natural beauty. Several cabins and cottages are also available, providing unique and charming accommodations that blend well with the picturesque landscape. Condos are another option, offering a more compact living space while still providing essential amenities.
Are there any family house rentals in Greenwood?
In Greenwood, Maine, families can choose from a selection of approximately 31 vacation rentals designed to accommodate larger groups. Many of these homes are situated near the serene waters of Lake Christopher, offering easy access to swimming and fishing activities. Visitors can expect spacious living areas, fully equipped kitchens ideal for family meals, and outdoor decks or patios great for barbecues and enjoying the scenic views.

Additionally, properties often come with amenities like cozy fireplaces for those cooler evenings and game rooms to keep everyone entertained. The area is also close to local attractions, including the nearby Sunday River Ski Resort, which provides year-round activities such as skiing in the winter and mountain biking in the summer.
Can I find long-stay vacation rentals in Greenwood?
A long-stay vacation rental in Greenwood is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Greenwood?
In Greenwood, travelers will find a variety of pet-friendly house rentals available, with around 22 options to choose from. The area is known for its stunning natural beauty, particularly around Lake Pennesseewassee, where many rentals offer amenities such as lakeside access, outdoor decks, and spacious living areas great for families and groups traveling with pets.

Additionally, the nearby Oxford Hills region features a range of outdoor activities, from hiking in the surrounding forests to enjoying water sports on the lake. Many vacation homes come equipped with modern kitchens, cozy fireplaces, and pet-friendly outdoor spaces, making them ideal for a comfortable stay.
Are there any remote work vacation rentals in Greenwood?
In Greenwood, Maine, there are a variety of vacation rentals suitable for remote work, with around 39 options available. Travelers can expect accommodations equipped with essential amenities such as high-speed internet, dedicated work desks, and comfortable desk chairs, allowing for a productive work environment. Many of these rentals also feature free Wi-Fi and spacious living areas, creating a conducive atmosphere for both work and relaxation.

The area is known for its picturesque landscapes, including nearby lakes and outdoor recreational opportunities, making it an ideal location for remote workers seeking a balance between productivity and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Greenwood vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Greenwood with parking available—perfect for families or travelers 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 Greenwood?
In Greenwood, popular rental amenities include well-equipped kitchens, which allow travelers to prepare their own meals, along with onsite parking for convenience. Many rentals also feature coffee and tea makers, enabling guests to enjoy their favorite beverages at any time. Decks or patios are common, providing outdoor space to relax and take in the surrounding natural beauty. Additionally, fireplaces are often included in these rentals, creating a cozy atmosphere for guests to unwind after a day of exploring the area.
When is the best time to visit Greenwood for a vacation rental?
The best time to visit Greenwood for a vacation rental is during the winter months, particularly from December to February. This peak season attracts visitors eager to experience the charm of a quintessential New England winter, with opportunities for snowshoeing, skiing, and cozy evenings by the fire. The breathtaking snowy landscapes provide a stunning backdrop for outdoor activities, making it a paradise for winter sports enthusiasts.

In December, Greenwood transforms into a festive wonderland, with temperatures typically ranging from the low teens to mid-30s Fahrenheit. This mild winter climate allows for comfortable exploration of the area while enjoying seasonal festivities and holiday cheer. Whether you're hitting the slopes at nearby ski resorts or taking a leisurely stroll around the beautiful lakes, December offers a magical experience.

For those looking for a more budget-friendly option, consider visiting in April. While this month is part of the shoulder season, it presents a unique opportunity to enjoy the serene beauty of spring as the snow melts away and nature begins to bloom. This time allows for peaceful hikes and the chance to appreciate the tranquility of Greenwood without the crowds.

Ultimately, the ideal time to visit Greenwood hinges on your preference for winter activities or a quieter spring getaway.
How early should I book a Greenwood vacation rental?
Book your Greenwood vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Greenwood, Maine, United States of America?
In Greenwood, Maine, visitors can enjoy a variety of attractions that highlight the area's natural beauty and recreational opportunities. The picturesque Lake Christopher is a popular spot for swimming, kayaking, and fishing, making it an ideal destination for those looking to relax by the water. The surrounding area offers hiking trails that provide stunning views of the mountains and forests, particularly in the nearby White Mountain National Forest.

For winter sports enthusiasts, the nearby Sunday River ski resort is a major draw, offering skiing and snowboarding during the winter months, along with beautiful scenery year-round. The quaint town center features local shops and eateries, providing a charming atmosphere for visitors to explore. Additionally, the region is known for its beautiful fall foliage, making it a popular spot for leaf-peeping in the autumn.
Can I change or cancel my Greenwood home rental booking on Vrbo?
To find Greenwood vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Greenwood vacation 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing 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 favorites, and build the perfect itinerary together.

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