Family-friendly holiday rentals in Greenville

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Top-rated family-friendly rentals in Greenville

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
Cabin in Rockwood
4.95 out of 5 average rating, 101 reviews

Lake House: Private Dock | Pet-Friendly | Kayaks

Welcome to Rockwood Hills, your ultimate getaway destination located on the picturesque Moosehead Lake. It's the perfect vacation haven with lakefront access: ✔ Direct lakefront access ✔ Complimentary kayaks and floats ✔ Convenient location near hiking trails ✔ Private boat dock and rentals available ✔ Lakeside fire-pit and firewood included ✔ Gas grill and outdoor games provided ✔ High-speed fiber internet ✔ Detailed guidebook for local insights ✔ Breathtaking view of the surrounding landscape

Guest favourite
A welcoming living area features a comfortable brown sofa and an elegant glass coffee table atop a patterned area rug. Natural wood paneling complements the space, which is illuminated by overhead lights. Two windows provide views of the outdoors, creating a bright atmosphere.
Flat in Greenville
4.93 out of 5 average rating, 223 reviews

Evergreen - Apartment in Downtown Greenville

2nd Floor Apartment in Downtown Greenville with direct ATV and snowmobile access. Hiking, skiing, fishing, hunting all within 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 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 neatly arranged seating area features a spacious grey couch and a plush ottoman, positioned on a fishing-themed area rug. A small coffee table sits nearby, with a soft light illuminating the room. Large windows allow natural light to enhance the light-colored walls.
Cabin in Greenville
5 out of 5 average rating, 17 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.

Top guest favourite
A spacious cabin is reflected in the calm water of a private pond. The wooden structure features a covered porch, with steps leading up to its entrance. Surrounding greenery includes trees and a variety of plants, enhancing the natural setting.
Cabin in Rockwood
4.96 out of 5 average rating, 224 reviews

Lucky Duck Lodge

Privacy and comfort are yours when you stay in this spacious four season cabin which offers 3 bedrooms, 2 bathrooms with its own private ponds. The cabin is supplied with linens, towels, well equipped kitchen, A/C, WiFi, screened in porch, cozy rock fireplace, picnic table, fire pit, grill and beautiful scenery. The rate includes up to 2 guests, each additional guest is $35.00/night. Pets are welcomed for a fee of $20 per pet per day(maximum of 2) and campfire wood is available $5 a bundle.

Guest favourite
The A-frame chalet features a green metal roof and a wooden exterior, set amidst lush greenery. A small balcony with flower pots is visible on the upper level, while a vintage vehicle is parked nearby on the grass.
Tiny home in Atkinson
4.95 out of 5 average rating, 156 reviews

Cozy Rural A-Frame in the Middle of Maine.

Get away from it all when you stay under the stars. This chalet is right on the ITS trail, nestled in the middle of a small lightly wooded lot in a rural setting. Enjoy the fire pit, bring your snowmobiles, bikes and trailers. The space is cozy with a 55" TV and small kitchen to prepare your meals. The bedroom is in the loft with catwalk opening up to a balcony. Enjoy access to year round outdoor activities as you are nearby Katahdin Iron Works/Jo Mary region and near Sebec and Schoodic lakes

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, 48 reviews

The Boathouse-*Waterfront* Large Dock*

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
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, 110 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.

Top guest favourite
A spacious living area features a stone fireplace integrated with natural wood accents. Light-colored furnishings include a plush sectional sofa adorned with a soft throw blanket. Large windows offer views of the outdoors, enhancing the bright and airy atmosphere of the room.
Home in Beaver Cove
4.92 out of 5 average rating, 123 reviews

Moosehead Lake, Snowmobile Trails, Hot Tub

Unwind, recharge and reconnect at our beautiful house on Moosehead Lake. A short path takes you down to the lake and a pebble stone beach to swim, use our 4 kayaks, soak in our 4 season outdoor hot tub, or just relax with a good book. Access both the snowmobile and ATV trails from the driveway! Plenty of parking for trailers for all of your powersport toys. The Beaver Cove Marina is a short drive away and provides convenient access to launch your boat for the day.

Superhost
The living room features a spacious couch and a cozy armchair, complemented by a soft rug displaying fern patterns. Natural light filters through the curtains, illuminating the area, which includes a small table and decorative cushions on the armchair.
Home in Greenville
4.68 out of 5 average rating, 242 reviews

Greenville Junct. Camp Close to Lake & ATV Trails

At the Bear's Den, you will find a 2 bedroom, 1 bathroom camp-style property located in Greenville Junction about 1 mile from downtown Greenville, 2 minutes driving(5 minutes walking) to a public beach and boat landing at Moosehead Lake, 20 minutes driving from Rockwood and Mount Kineo, and at the head of various ATV/Snowmobile access trails. This place is ideal for a families or friends gathering to enjoy what the area has to offer in all seasons!

Top guest favourite
A tranquil view of Moosehead Lake stretches across the image, with gentle ripples reflecting the sky. The distant silhouette of Mt. Kineo rises prominently above the water, surrounded by rolling hills and scattered trees, while a wooden dock extends into the lake.
Cottage in Rockwood
4.93 out of 5 average rating, 152 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!

Guest favourite
A wooden cabin with a green metal roof is situated in a wooded area. The front porch features ample seating and a welcoming sign that reads 'Moose Mountain Lodge.' Surrounding trees and a gravel area enhance the natural setting.
Cabin in Greenville
4.91 out of 5 average rating, 157 reviews

Moose Mountain Lodge - Vacation with Nature

Living within nature. Moose Mountain Lodge is tucked away in the woods on a sunny lot with great views where wildlife sightings far exceed the occasional car that may pass by on the road. It is not uncommon to wake up to 5-10 deer in the back yard or a moose walking down the road. All this and the center of Greenville, the heart of the Moosehead Lake Region is just 5.5 miles down the road. See below for a complete description.

Guest favourite
Home in Greenville
4.9 out of 5 average rating, 40 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 family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Greenville

  • Total holiday rentals

    Explore 170 holiday rentals in Greenville

  • Nightly prices starting at

    Greenville holiday rentals start at $103 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,640 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 100 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    160 of Greenville holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Greenville rentals

  • 4.8 Average rating

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