Greenwood holiday lettings

We found 850 holiday rentals — enter your dates for availability

Discover a selection of 22 homes, 13 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.

Holiday rentals with weekly discounts - Greenwood

Showing deals for:13 Mar - 20 Mar

Image gallery for Spacious Maine Mountain Escape – Sleeps 15, Hot Tub, Ping Pong & Trails

Terrace/patio
9.8 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)

Spacious Maine Mountain Escape – Sleeps 15, Hot Tub, Ping Pong & Trails

Greenwood, ME

16% off
Price is £4,226
for 7 nights, 1 chalet
£604 per night
includes taxes & fees
Spacious Maine Mountain Escape – Sleeps 15, Hot Tub, Ping Pong & Trails

Find spaces that suit your style

Why visit Greenwood

  • Outdoor adventures: Enjoy skiing and exploring the stunning lakes and mountains, perfect for adventure enthusiasts.
  • Historic attractions: Visit the National Trust's Greenwood Farm and an 18th-century farmstead for a glimpse into the area's heritage.
  • Scenic beauty: Relax in the picturesque Hope Valley and admire the natural beauty surrounding charming cottages.
  • Family-friendly atmosphere: Experience a welcoming environment ideal for families, with plenty of outdoor activities.
  • Unique accommodations: Stay in cosy cottages, rustic cabins, or stunning farmhouses for a memorable getaway.

Popular types of accommodation in Greenwood

Planning a getaway to Greenwood? You’re in for a treat! This charming destination offers a variety of popular accommodations, including houses, cosy cottages, and rustic cabins. For those seeking something special, consider a stay in a stunning Greenwood farmhouse or a listed building featuring a delightful farmhouse kitchen. Enjoy the tranquillity of the countryside while creating lasting memories in this picturesque setting.

  • Houses: The top choice for visitors to Greenwood, offering spacious and comfortable settings for families or groups.
  • Cottages: A delightful second option, ideal for those seeking a quaint and homely atmosphere during their stay.
  • Cabins: Perfect for nature enthusiasts, these rustic lodgings provide a serene escape amongst the woods.
  • Chalets: A charming selection that combines comfort with a unique alpine flair, perfect for a memorable getaway.
  • Condos: A practical choice for those looking for modern amenities and convenience in a communal living space.**

Top attractions near Greenwood

Greenwood, Maine, is perfect for outdoor enthusiasts seeking skiing and adventure. Visitors can explore stunning lakes, ski resorts, and mountains, offering a romantic and scenic experience. Notable attractions include historic buildings and the National Trust's Greenwood Farm, along with an extant 18th-century farmstead, providing a glimpse into the area's rich heritage.

  • Sunday River: A premier ski resort located 9.3km from Greenwood, offering thrilling skiing and snowboarding opportunities amidst stunning mountain scenery. Perfect for adventure enthusiasts and those looking to embrace the great outdoors.
  • North Pond: Just 3.1km away, this picturesque lake provides a serene beach setting, ideal for romantic picnics and scenic strolls. The tranquil waters and beautiful surroundings make it a perfect escape for nature lovers.
  • Snow Falls: Located 3.7km from Greenwood, this enchanting waterfall presents a majestic outdoor experience. With its cascading waters, it’s perfect for adventure seekers and couples seeking a romantic backdrop.

Things to do recommended for couples

For a romantic getaway in Greenwood, indulge in skiing at Mt. Abram, where you can embrace the thrill of the slopes together. Alternatively, venture 8.7km to Sunday River for outdoor adventures or enjoy the excitement at the White Heat Ski Lift, perfect for couples seeking adventure.

Things to do recommended for families

Families exploring Greenwood, Maine, can unwind at Pondicherry Park, located 11.8km away. This tranquil recreational area offers wellness and relaxation, perfect for a family day out amidst nature's beauty.

Things to do recommended for groups

Your group can enjoy thrilling moments at Oxford Plains Speedway, just 8.7km from Greenwood, or embark on a scenic hike along the Bethel Pathway, 6.2km away. For a relaxing outdoor experience, visit Dyna at Vestasen, located 5.6km from the town.

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

When travelling with a group, family, pets, or seeking longer stays, it's important to filter your options according to your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Greenwood with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search to include all these options and more on Vrbo.
  • Traveling to Greenwood with young kids: Travelling with young children can present its challenges. It's essential to prioritise their comfort and safety, alongside ensuring access to suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Greenwood: For many, a family holiday wouldn't be the same without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Greenwood: If you're searching for holiday rentals offering discounts for stays of a month or more, 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 features such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Greenwood

Greenwood, Maine, is a delightful destination for those seeking a blend of adventure and relaxation. Nestled amidst charming cottages and the stunning gritstone edges near Houndwood, this family-friendly locale offers an inviting atmosphere. Explore the picturesque Greenwood Farmhouse and enjoy outdoor pursuits in the breathtaking Hope Valley. Whether skiing or simply soaking in the natural beauty, you'll find a perfect escape from the hustle and bustle of everyday life.

  • Bethel: Bethel is a charming city located 5.6km from Greenwood, renowned for its exceptional outdoor sports and adventure activities. This picturesque destination is particularly popular among skiing enthusiasts, with easy access to ski fields and resorts. Visitors can revel in the stunning natural beauty, characterised by serene lakes and majestic mountains. Bethel offers a delightful blend of adrenaline-pumping sports and tranquil scenic views, making it an ideal spot for those seeking both adventure and relaxation.
  • Bryant Pond: Just 2.5km from Greenwood, Bryant Pond is a delightful city that beckons outdoor lovers and adventure seekers. Known for its stunning landscapes, the area is a haven for skiing, with top-tier ski fields and resorts nearby. The natural surroundings, featuring beautiful lakes, mountains, and inviting beaches, provide ample opportunities for exploration and relaxation. Whether you're skiing in the winter or enjoying the serene beach in the summer, Bryant Pond promises an unforgettable experience for nature enthusiasts.
  • West Paris: Situated a mere 2.5km from Greenwood, West Paris is a captivating city that offers a blend of outdoor beauty and adventure. With its stunning scenery and proximity to national state parks, the area is perfect for those looking to immerse themselves in nature. Skiing is a popular activity here, with numerous ski resorts and fields easily accessible. The picturesque lakes and mountains create a serene backdrop for hiking, picnicking, and enjoying the great outdoors, providing a refreshing escape for visitors.

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 simple

Are you keen to save on your next getaway? We recommend being flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's clever Trip Board offers you a dedicated space to plan new trips, pick up from where you paused, or manage your existing plans. You can easily locate your previously saved and booked properties under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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)
  • Black Mountain (17.9 mi / 28.9 km)
  • Sunday River Golf Club (16.5 mi / 26.6 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:

  • Snow Falls (5.7 mi / 9.1 km)
  • Pennesseewassee lake (6.8 mi / 11 km)
  • Bethel Pathway (9.6 mi / 15.5 km)
  • Kezar Lake (14 mi / 22.6 km)
  • Sunday River (14.2 mi / 22.9 km)
  • Highland Lake (16.4 mi / 26.3 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 best area to stay in Greenwood when booking a holiday rental?
When considering a holiday rental in Greenwood, Maine, a popular area to stay is along the shores of Lake Christopher. This picturesque location offers a serene environment with stunning views and direct access to the lake, making it ideal for those seeking a peaceful retreat. You'll find a variety of properties available, ranging from charming cabins to spacious lodges, superb for families or groups.

Another excellent option is the area surrounding the Bethel village. This quaint town is just a short drive away and provides a vibrant atmosphere with local shops, eateries, and cultural activities. The nearby Sunday River Ski Resort is a major attraction, especially in the winter months, drawing visitors for skiing and snowboarding. In the summer, the beautiful hiking trails and scenic views of the surrounding mountains offer a different kind of adventure.
How much does it cost to rent a holiday home in Greenwood?
Prices for holiday 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 holiday 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 areas for renting a beach house in Greenwood?
For renting a beach house in Greenwood, Maine, the prime location would be around the shores of Lake Christopher. This area is known for its serene environment and beautiful lake views, making it a superb spot for those looking to enjoy a peaceful retreat. Many properties along the lakefront offer amenities such as private docks, spacious decks for outdoor dining, and large windows that provide ample natural light and stunning views of the water.

Travellers can also explore nearby Lake Pennesseewassee, where additional rental options can be found. Here, you can expect properties that come with well-equipped kitchens, barbecue grills, and often kayaks or paddleboards for guests to use, enhancing the lakefront experience. The charming town centre of Greenwood is just a short drive away, offering local shops and restaurants, adding convenience for holidaymakers.
Where are the best Greenwood ski resort rentals?
For skiing near Greenwood, Maine, the popular area to consider is Sunday River, which is a short drive away. The town of Bethel is an excellent choice for holiday rentals, offering various accommodations that cater to winter sports enthusiasts. Many properties here are equipped with amenities such as full kitchens, spacious living areas, and access to outdoor decks or patios, great for relaxing after a day on the slopes.

In Bethel, you can find charming lodges and cosy cabins that provide a warm and friendly space. Many of these rentals come with features like fireplaces, ski storage, and hot tubs, allowing guests to unwind in comfort. Additionally, some properties offer proximity to local shops and restaurants, making it convenient for travellers to enjoy the local culinary scene after a day of skiing.
What is the most popular type of holiday rental accomodation in Greenwood?
In Greenwood, holiday houses are the most popular type of rental accommodation, with about 19 available throughout the area. These properties typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor areas ideal for enjoying the beautiful surroundings. Additionally, there are about 11 chalets, which provide a charming and rustic atmosphere, often equipped with amenities like fireplaces and hot tubs for a warm and cosy stay.
Are there any family house rentals in Greenwood?
In Greenwood, Maine, there are numerous family-friendly holiday rentals, with around 27 options available. This charming area is superb for families looking to enjoy the outdoors, with the nearby Lake Pennesseewassee offering opportunities for swimming, fishing, and kayaking. Many of the properties feature spacious living areas, full kitchens ideal for preparing family meals, and outdoor spaces where children can play and adults can relax.
Can I find long-stay holiday rentals in Greenwood?
A long-stay holiday rental in Greenwood 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 Greenwood?
In Greenwood, Maine, there are several pet-friendly house rentals available, with around 19 options for travellers to choose from. The area is known for its beautiful natural surroundings, making it a great choice for those wishing to enjoy a getaway with their pets. Many holiday homes in Greenwood come equipped with amenities such as spacious outdoor areas, fully equipped kitchens, and comfortable living spaces, ensuring a pleasant stay for both pets and their owners.
Are there any remote work holiday rentals in Greenwood?
In Greenwood, Maine, there are numerous remote work-friendly holiday rentals available, with around 37 options to choose from. This picturesque area offers a serene environment ideal for productivity, surrounded by natural beauty and outdoor activities. Many of the properties feature specific amenities catered to remote workers, including dedicated desks, comfortable desk chairs, and reliable Wi-Fi, ensuring a conducive workspace. Some rentals also come equipped with laptop workspaces and computer monitors, providing the necessary setup for a seamless work-from-home experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Greenwood holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Greenwood 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 Greenwood?
In Greenwood, popular holiday rental amenities typically include fully equipped kitchens, which are essential for preparing meals during your stay. These kitchens generally feature a refrigerator, stovetop, cookware, dishware, and utensils, allowing guests to enjoy the convenience of home cooking. Additionally, many rentals are equipped with coffee makers, superb for starting your day with a fresh brew.
When is the best time to visit Greenwood for a holiday rental?
December is the most popular time to visit Greenwood, Maine, drawing holiday travellers eager to immerse themselves in a winter wonderland. The peak season spans from December through February, providing a magical atmosphere great for outdoor enthusiasts and families alike. During these months, visitors can partake in various activities such as skiing, snowshoeing, and ice fishing, all while surrounded by the stunning landscapes of this charming region.

In December, temperatures typically hover around -3 to 2 degrees Celsius, creating ideal conditions for enjoying the festive spirit. The town is beautifully adorned with holiday decorations, and local events often feature seasonal festivities, making it an excellent time for families to bond and create lasting memories.

For those looking for a more budget-friendly experience, consider visiting in April when the crowds have dispersed, and the landscape begins to transition into spring. This month offers a quieter atmosphere, allowing for leisurely hikes and the chance to witness nature awakening, with budding trees and blooming flowers adding a touch of colour to the scenery.
How early should I book a Greenwood holiday rental?
Book your Greenwood 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 Greenwood home rental booking on Vrbo?
To find Greenwood 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 cabin or a beach house, 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 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.
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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, 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 organising 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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