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Holiday rentals in Greenville

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Top-rated holiday rentals in Greenville

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Cabin in Greenville
5 out of 5 average rating, 21 reviews

The Tackle Box-fun fishing theme

Not your regular rental cabin. Come stay in "The Tackle Box". A fishing themed cabin only 8 mins to downtown Greenville. This fun spot is conveniently located on your way into the Moosehead Lake Region on Rt. 15. Go explore all that the area has to offer and then come back to camp and relax by the firepit for s'mores. Don't feel like getting out? We have wi-fi, a tv and good ol' board games. Whether it's just you or with 5 of your friends, you will remember your unique stay at The Tackle Box.

Guest favourite
A spacious studio apartment is presented with a large bed and seating area featuring a brown sofa. A cozy dining space with wooden chairs is visible, along with a fully equipped kitchen and stacked firewood. A bathroom area is accessible through a doorway.
Flat in Greenville
4.95 out of 5 average rating, 192 reviews

Pinecone - Apartment in Downtown Greenville

1st floor Apartment in Downtown Greenville w/ direct ATV & snowmobile access. Hiking, skiing, fishing, hunting all a short drive. If you are a boater, there is a boat ramp one street over. When you aren't out exploring the north woods take a walk into town for breakfast, lunch, dinner and shopping! Located in the east cove, this studio apartment puts you in the middle of all the action! Especially during Fly-In and 4th of July celebrations, don't worry about parking since you're a walk away!

Top guest favourite
A rustic cabin stands adjacent to a calm lake, surrounded by lush greenery. A dock extends into the water, providing access for boating or fishing. The scene is illuminated by bright sunlight, reflecting off the clear water, enhancing the serene natural setting.
Cabin in Greenville
4.96 out of 5 average rating, 51 reviews

The Boathouse-* Waterfront*Dock*Family Friendly

Located on 32 private acres, this adorable former boathouse features a king bedroom upstairs with an outdoor deck, stunning views of Moosehead Lake and Big Moose Mountain, and a cozy little bunk room for kids, friends, or guests. Downstairs you’ll find a full kitchen, living, and dining area with an attached screen porch and easy access to the dock below. Bring your favorite toys for the season and come enjoy all this wonderful property has to offer in the gorgeous Moosehead Lake region.

Guest favourite
A historic covered bridge is depicted, nestled in a snowy landscape. Tall trees with bare branches frame the image, while a gentle river flows beneath the bridge, partially frozen. The bright blue sky enhances the serene winter scene.
Flat in Sangerville
4.84 out of 5 average rating, 196 reviews

Rustic Country Apartment on The Moosehead Trail.

We recently acquired the house we live in which has an efficiency apartment in the back. It is cozy and private. The house is old and unique. It was previously a long term rental. We wanted to provide a restful space in the heart of Maine Highlands, the crossroads of Central Maine. We enjoy the scenic area with beautiful lakes rivers, multiuse trail systems and trail head of the 100 mile wilderness of the Appalachian Trail, Moosehead lake, Maine's largest lake, and State Parks.

Guest favourite
An open-concept living area features high cathedral ceilings with exposed wooden beams, enhancing the spacious feel. A dining table is situated beneath a light fixture, surrounded by wooden chairs, while a comfortable seating area includes a gray sofa facing a flat-screen TV.
Flat in Greenville
4.95 out of 5 average rating, 113 reviews

NEW! Historic post and beam in-town Moosehead Lake

We know how important it is to feel comfortable & relaxed when you arrive back from a long day of sightseeing, exploring and guided tours. This idea is what inspired us to build our upscale apartment and provide everyone that stays a place to recharge, relax and enjoy. Whether you’re here to hike, boat, ski at the nearby Big Squaw Mountain Resort, spend the day hiking dozens of local trails, or shopping downtown, this new apartment puts you in the middle of all the action.

Guest favourite
A spacious living area is highlighted by large glass windows that provide natural light and views of surrounding greenery. A stone fireplace is centered on a wall, with a flat-screen television above it. Modern furniture includes a leather sofa and a small dining table.
Cabin in Northwest Piscataquis
4.95 out of 5 average rating, 22 reviews

Moose Haus in Greenville

Welcome to our charming three-level cottage near downtown Greenville and Moosehead Lake! Enjoy ATV trails from driveway. No trailering needed. This cozy retreat features five bedrooms, two bathrooms, and a fully equipped kitchen. Relax in the inviting living space or gather around one of two fireplaces. Enjoy movie nights in the media room and explore skiing and golf nearby. Challenge friends to darts or corn hole and create lasting memories! Book your escape today!

Guest favourite
A spacious hot tub, filled with bubbling water, is positioned under a wooden cover. Expansive views of lush green trees and distant mountains can be seen in the background, highlighting the tranquil outdoor setting.
Cabin in Greenville
4.95 out of 5 average rating, 21 reviews

*Lake Views*Hot Tub*Fireplace*Game Room*Private

This lakefront vacation home combines rustic charm with modern comfort, making it one of the best options for Maine vacation rentals, Moosehead Lake cabin rentals, and lake cabins. Inside, enjoy stunning lake and mountain views while you relax by the wood-burning fireplace, perfect for cozy evenings in a winter vacation cabin, or whip up delicious meals in the fully equipped kitchen, or enjoy a short stroll to Moosehead Lake during a breathtaking summer sunset!

Guest favourite
The cabin is framed by vibrant autumn foliage, showcasing a blend of warm orange and yellow leaves. A gravel driveway leads to the main building, which features a modern roof and porch. A separate garage is visible, complementing the serene, wooded landscape.
Cabin in Greenville Junction
4.9 out of 5 average rating, 89 reviews

Up Country Cabin · Moosehead Lake: A/C + Ping Pong

Welcome to Up Country Cabin, a hidden gem on Moosehead Lake's south side. This is your gateway to the perfect getaway, where comfort and adventure unite: ✔ Lake Access Nearby ✔ King Bedrooms ✔ Air Conditioning ✔ Pet-Friendly Retreat ✔ Ping Pong Table ✔ Gas BBQ Grill ✔ Gas Burning Wood Stove ✔ Fire-Pit Gathering Area 🔥 ✔ Trail Access for Snowmobiles & ATV's ✔ Ample Parking ✔ Easy Check-In/Out Experience it all at Up Country Cabin – book your stay now.

Top guest favourite
Cottage in Rockwood
4.93 out of 5 average rating, 153 reviews

Misty Morning Cottages #6 on Moosehead Lake

NEW in 2025! WIFI is now available in ALL 6 of our cottages AND Roku TVs with Hulu + Live TV, Disney + and ESPN +. Guests can safely log into their own streaming options as well with the Roku TVs and they will automatically be logged out the day of their departure. Misty Morning Cottages is located directly on Moosehead Lake and Route 6/15 where all 6 of our cottages have amazing views of Mt. Kineo, the Spencer Mountains and much more!

Top guest favourite
Cabin in Greenville
4.99 out of 5 average rating, 73 reviews

Secluded Cabin*ATV/Snowmobile*Lake Access*

Nestled among the tranquil woods, this charming cabin provides a serene retreat from the busyness of everyday life.Surrounded by towering trees and lush foliage, the cabin blends harmoniously with its natural surroundings. Its exterior features rustic wooden siding, large windows that invite in the soft sunlight, and a welcoming front porch that offers a peaceful spot to enjoy the serene beauty of the woods.

Top guest favourite
A living area features a brown leather sofa and two wooden chairs arranged around a coffee table. Natural light floods in through sliding glass doors, which open to a deck. A wood-burning stove is positioned beside a wall-mounted flat-screen TV.
Flat in Greenville
4.9 out of 5 average rating, 30 reviews

Fun at Moosehead Lake

No matter the season, Fun on Moosehead Lake Vacation Rental is the perfect family getaway! Enjoy the private beach, onsite golf course, fishing, skiing, snowmobiling, ATVing, hiking & so much more as you stay at this newly renovated condo located on spectacular Moosehead Lake in Greenville. This 2nd floor unit overlooks the beautiful Big Moose Mountain. Explore, relax, and repeat!

Guest favourite
Home in Greenville
4.91 out of 5 average rating, 44 reviews

Modern Camp - Lake Access - Snowmobiling, Fishing

Escape to a haven of tranquility nestled within a 5-minute walk to Moosehead Lake, Maine's largest and most enchanting body of water. *Our retreat offers access to a private wharf. *Embark on adventures with nearby snowmobile and ATV trails, indulge in boating escapades, and revel in the serene surroundings of a quiet corner lot in a charming neighborhood in Greenville.

Popular amenities for Greenville holiday rentals

When is the best time to visit Greenville?

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Avg. price$253 SGD$264 SGD$239 SGD$258 SGD$258 SGD$251 SGD$270 SGD$267 SGD$258 SGD$263 SGD$221 SGD$235 SGD
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Greenville?

    Yes! Work meets play with ease at over 80 vacation rentals in Greenville featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Greenville?

    Four-legged friends are welcome in Greenville. Choose from more than 120 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Greenville?

    Experience the best of Greenville with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Greenville have self check-in?

    Absolutely! We offer over 30 house rentals with self check-in in Greenville. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Greenville have wifi?

    Absolutely! We offer over 70 house rentals with wifi in Greenville. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Greenville have a bbq area?

    Absolutely! We offer over 50 house rentals with a bbq area in Greenville. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Greenville have a gym?

    Absolutely! We offer over 10 hotel rentals with a gym in Greenville. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Greenville?

    Greenville has more than 70 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Greenville

  • Total holiday rentals

    Explore 220 holiday rentals in Greenville

  • Nightly prices starting at

    Greenville holiday rentals start at $88 SGD per night before taxes and fees

  • Verified guest reviews

    Over 6,240 verified reviews to help you choose

  • Family-friendly holiday rentals

    170 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    210 of Greenville holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Greenville rentals

  • 4.8 Average rating

    Greenville stays are highly rated by guests – averaging 4.8 out of 5!

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