Greenwood Accommodations

House

4 season lakefront house on Twitchell Pond, private dock- near skiing

10.0

Exceptional

(35 Reviews)

2 Bedrooms 1 Bath 8 Guests 936 ft²

US $354/Night 7 Nights - US $2,480

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Quiet Waterfront Cabin w/Dock, Game Room, Hot Tub

House

Quiet Waterfront Cabin w/Dock, Game Room, Hot Tub

4 Bedrooms 4 Baths 13 Guests 3003.13 ft²

US $589/Night 7 Nights - US $4,123

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House

Welcoming 2-bedroom house with AC in Greenwood

10.0

Exceptional

(5 Reviews)

2 Bedrooms 1 Bath 6 Guests

US $348/Night 7 Nights - US $2,437

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House

Bullwinkle Lodge

3 Bedrooms 2 Baths 8 Guests 2195.84 ft²

US $830/Night 7 Nights - US $5,807

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Cabin

Toddy's camp on the pond

9.6

Exceptional

(10 Reviews)

2 Bedrooms 1 Bath 4 Guests 1000 ft²

US $203/Night 7 Nights - US $1,418

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Lakefront Escape w/Dock, Water Toys & Grill

House

Lakefront Escape w/Dock, Water Toys & Grill

5 Bedrooms 3 Baths 17 Guests 3498.27 ft²

US $738/Night 7 Nights - US $5,168

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Apartment

Inviting garage apartment with everything you need and easy access to Mt. Abram

1 Bedroom 1 Bath 2 Guests 728 ft²

US $256/Night 7 Nights - US $1,794

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House

The Bullwinkle Retreat

4 Bedrooms 3 Baths 10 Guests 2927.78 ft²

US $716/Night 7 Nights - US $5,010

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Highly Rated

House

Lakefront Escape w/Dock, Water Toys & Grill

9.8

Exceptional

(133 Reviews)

5 Bedrooms 3 Baths 18 Guests 3500 ft²

US $634/Night 7 Nights - US $4,441

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Lakefront Family Retreat: Skiing & Mountain Biking

House

Lakefront Family Retreat: Skiing & Mountain Biking

5 Bedrooms 4 Baths 12 Guests 3433.69 ft²

US $442/Night 7 Nights - US $3,094

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Price Dropped

House

Lakefront Family Retreat: Skiing & Mountain Biking

9.8

Exceptional

(10 Reviews)

5 Bedrooms 3 Baths 12 Guests 3436 ft²

US $734/Night 7 Nights - US $5,139

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House

Mullen Chalet

4 Bedrooms 1 Bath 8 Guests 1399.31 ft²

US $430/Night 7 Nights - US $3,013

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More Top-Rated Accommodations in Greenwood Area

Why Choose Rent By Owner for your Greenwood Accommodations?

What makes our Accommodations special?

Verified Listings

Book with confidence knowing every property meets our quality and safety standards.

Unbeatable Value

Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.

Diverse Options

From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Greenwood Accommodations

Where are the best neighborhoods to stay in Greenwood?

In Greenwood, Maine, you will find neighborhoods that offer a peaceful and scenic setting, perfect for relaxing getaways. The local area provides a charming atmosphere with easy access to nature and outdoor activities, making it an ideal choice for those seeking a tranquil retreat. Whether you're exploring the quiet streets or enjoying nearby natural beauty, staying in this area ensures a comfortable and memorable experience.

South Pond Shores

Located along the tranquil shores of South Pond, this area offers a peaceful retreat where you can enjoy the natural beauty and serenity of Greenwood's lakeside surroundings. Perfect for those seeking a relaxing escape, you'll find comfortable accommodations that make it easy to unwind and connect with the region's scenic charm.

View 150+ Rentals in South Pond Shores

Best Times to Visit Greenwood

When should you plan your Accommodations stay?

Choosing the optimal time to visit here can enhance your experience, as the region offers distinct seasonal beauty and activities that cater to various interests throughout the year.

Peak Season Highlights

Summer (June to August)

During the warmest months, you'll enjoy longer daylight hours and vibrant outdoor activities in this destination's scenic landscapes.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F

Fall (September to October)

The region transforms with stunning fall foliage, making it an ideal time for picturesque outings and outdoor adventures.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

Winter (December to February)

This quiet season offers peaceful landscapes and opportunities for cozy stays in this area’s welcoming accommodations.

Average Temperature Daytime: 20°F to 35°F - Nighttime: 0°F to 15°F

Spring (March to May)

As nature begins to awaken, you can enjoy less crowded settings and the fresh start of new growth here.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Greenwood

How to Book Your Greenwood Accommodations

What's our booking process?

Our platform allows you to browse a curated selection of accommodations. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

Search Properties

Use our filters to find the right property that fits your needs.

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Greenwood

More Top-Rated Accommodations in Greenwood Area

Common Accommodations Amenities

What amenities can you expect?

Our Accommodations are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

Fully-equipped kitchens with modern appliances
Comfortable living areas with flat-screen TVs
Free Wi-Fi for staying connected
Air conditioning and heating for year-round comfort
In-unit washers and dryers for convenience
Luxurious bedrooms with premium bedding
Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

Enjoy outdoor dining areas perfect for meals amidst the scenic surroundings of the region.
Benefit from private patios or decks where you can relax and take in the natural beauty nearby.
Make use of spacious lawns or gardens ideal for outdoor activities or family gatherings.
Take advantage of fire pits or outdoor fireplaces for cozy evenings under the stars.
Explore hiking trails or nature walks accessible directly from your rental property.
Utilize outdoor sports facilities such as tennis courts or volleyball setups, if available.
Relax by the waterfront or lakeside areas often found in this destination for tranquil outdoor experiences.

Top Attractions Around Greenwood

What attractions are nearby?

During your stay here, you'll find a variety of outdoor activities nearby, including hiking, fishing, and boating, allowing you to enjoy the natural beauty that surrounds this charming region. Whether you're exploring scenic trails or relaxing lakeside, there are plenty of opportunities to connect with the outdoors and create memorable experiences in this inviting destination.

Family Activities

Greenwood Lake Enjoy a day of swimming, kayaking, or paddleboarding on Greenwood Lake, where the calm waters make for ideal family-friendly water activities.
Bradbury Mountain State Park Explore scenic hiking trails suitable for all ages, offering spectacular views and outdoor adventures just minutes from this area.
Trickey Pond Spend quality time fishing or picnicking by Trickey Pond, a peaceful spot perfect for families seeking relaxation in nature.
Local Heritage Museum Discover the region’s history through engaging exhibits and interactive displays that entertain and educate children of all ages.

Adult Activities

Fishing on Greenwood Lake: Enjoy a relaxing day casting your line in Greenwood Lake, renowned for its excellent fishing opportunities and tranquil surroundings.
Hiking in local trails: Explore scenic hiking trails nearby, offering breathtaking views of the region's natural beauty and a perfect way to connect with nature.
Boating and kayaking: Rent a boat or kayak to glide across the calm waters, experiencing the area's serene lakes firsthand and appreciating its picturesque landscapes.
Golfing at local courses: Tee off at nearby golf courses that cater to all skill levels, providing a leisurely sport amidst charming countryside scenery.

Other Places to Stay in Greenwood, ME

Greenwood Travel Tips

How Can You Make the Most of Your Stay?

Plan your outdoor adventures early: Take advantage of the area’s beautiful natural surroundings by exploring local parks and trails, ensuring you discover the best spots for hiking and enjoying the scenery while staying in Greenwood.
Choose accommodations with convenient access: Opt for properties that offer easy access to main roads and attractions to maximize your time and minimize travel concerns during your stay here.
Attend seasonal events and local gatherings: Immerse yourself in the regional culture by checking out community events which can enrich your experience and help you connect with locals during your trip.
Prepare for the climate: Pack appropriate clothing and essentials for the area's weather patterns, ensuring a comfortable and enjoyable visit regardless of the season.

Transportation Options

Greenwood County Airport You can conveniently access this regional airport for domestic flights, making it easy to reach the area from various parts of the country.
Public Bus Services Local bus services operate within the region, providing an affordable and eco-friendly transportation option for exploring Greenwood and its surroundings.
Rental Car Services Numerous rental agencies are available here, offering flexible transportation choices to navigate around the region at your own pace.
Taxis and Ride-Sharing Taxis and ride-sharing options are readily accessible here, ensuring quick and reliable transfers within the destination.

Local Customs Options

Respect for Local Nature You will notice a strong local custom of preserving the natural beauty here, encouraging visitors to maintain outdoor cleanliness and avoid disrupting wildlife.
Community Gatherings Participating in seasonal events and gatherings is common, providing a warm opportunity to connect with residents and experience local traditions firsthand.
Respect for Religious Sites Visitors are expected to show reverence when visiting nearby churches or spiritual sites, reflecting the area's cultural heritage.
Emphasis on Outdoor Activities Engaging in outdoor pursuits like fishing, boating, or hiking embodies the regional lifestyle and is highly encouraged during your stay.

Frequently Asked Questions about Greenwood Accommodations

1. What are the top Accommodations in Greenwood?

There are a lot of options in Greenwood. If you plan on staying in the Greenwood area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Accommodations in Greenwood:

2. How many Accommodations are available in Greenwood?

Currently, the total number of properties listed by RBO in 2026 is over 58 in the Greenwood area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in Greenwood. 

3. What is the cancellation policy for accommodations in this area?

Cancellation policies vary depending on the specific property listed, so it’s best to review the individual listing details or contact the property owner directly to understand the terms and any applicable fees.

4. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning, service charges, or security deposits are typically specified in the property listing. Contact the host if you have any questions about extra costs associated with your stay.

5. What amenities can I expect at accommodations in this region?

The amenities offered differ by property; common features include Wi-Fi, kitchen facilities, parking, and outdoor spaces. Review each listing carefully or reach out to the owner for detailed information about specific amenities.

6. How do I secure my reservation for a stay here?

Reservations can usually be confirmed through the booking platform once you select your dates and complete the required payment process. For special requests or assistance, contact the property owner directly.

7. Is it possible to modify or extend my booking in this destination?

Modifications depend on the property's availability and the host’s policies. It’s recommended to contact the owner as soon as possible to discuss any changes or extensions to your reservation.