
Family-friendly holiday rentals in Messalonskee Lake
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Top-rated family-friendly rentals in Messalonskee Lake
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BREEZE, in a tree The Appleton Retreat
BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE guests may reserve the wood fired cedar hot tub and the sauna, which are close by and private, at an additional charge. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Off-Grid A-Frame - Peaceful w/ Wood Fired Hot Tub
Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- excellent swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Island Tree House: Lake Front, Kayaks, & Fire Pit
Rest easy in the Oaktagon Tree House of 1 Big Sustainable Island. This off-the-grid unique home is perched on a 14 acre island 1/2 mile from shore on Lake Annabessacook. The 900 sq. ft. octagonal home, built around a live Red Oak tree, is designed to make your stay comfortable in the midst of the forest canopy. Since 2015, every treehouse island adventure includes enjoying the sights and sounds of Maine's natural beauty from a canoe or kayak: fresh air, clean water, and the songs of the loons.

Carriage House
Renovated circa 1920 carriage house in a quaint New England college town. Eight-minute walk to busy downtown with restaurants, bars, shops, and grocery store. Elegant contemporary style. Open concept downstairs with sofa, daybed (napping in the sun!), and chef-designed kitchen. Second level with two queen beds and small balcony. Adjoins miles of walking trails and forest, full of wildlife. Less than 5-minute drive to a 1.5 mile running trail along the Sandy River, with refreshing swimming.

Camp at Shale Creek Homestead
Stay with us at Shale Creek homestead! No cleaning fee!! Come enjoy the charm of rural Maine! Countless beautiful ponds and lakes minutes away. Spectacular views of the Milky Way on clear nights and much more! Short drives to the Belfast/costal areas and Augusta. A manageable distance from the mountains of western Maine. Beautiful Branch pond at the end of the street. Lake St. George and China Lake under 10 minutes away. A Great location to enjoy Maine Kayak rentals available on site

The cottage at Marble Farm.
This beautiful private cottage is the perfect place to unwind after a long day of adventure! New, bright and comfortable, this secluded cottage is conveniently located just 40 minutes from Sugarloaf, 50 minutes from Saddleback and 10 minutes to downtown Farmington. Feel free to walk, fat bike or x-country ski on nearly 4 miles of groomed private trails located just outside your front door! Contains a full kitchen for meal prep, as well as high speed internet, and climate control.

The Cottage at the McCobb House
Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

Cozy House in Waterville
Our private Cozy House has just been renovated! We put in a new kitchen, bathroom, laundry room, and a big 4k smart tv. It's in a friendly neighborhood located in the heart of Waterville only five minutes from Colby College, Thomas College (by car) and just a few minutes from downtown Waterville. Everything is very close to our location. There's a Hannafords nearby, Maine General Hospital and many restaurants, schools and stores. We are located on a private dead-end driveway .

Charming Cottage With Spectacular Water View
Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

Waterfront Cottage
The Waterfront Cottage sits directly on the shores of Snow Pond, 15 minutes from Colby College and downtown Waterville and 1/2 mile from the Snow Pond Center for the Arts. Enjoy the BEST sunset views from the private dock and listen to the waves and loons at night. The private front deck is the perfect spot for a sunset cocktail after a day of swimming and kayaking from the sandy beach. You also have a private outdoor hot soaking tub and water view barrel sauna. Paradise!

Hallowell Hilltop Home and Hot Tub
Discover this newly renovated 2-bedroom, 1-bathroom home in a quiet family-friendly neighborhood in Hallowell. This home's rustic-modern design, natural light, and all-new amenities make it a perfect getaway. Relax in the hot tub, grill on the deck, enjoy the backyard or visit downtown Hallowell and explore its restaurants, cafes, live music and antique shops. This home is also minutes away from several hiking and walking trails that can all be found in our guidebook.

Room B with private entrance, bathroom & hot tub
Room B has a full size bed with luxury mattress and private bathroom with towel warmer & glass shower. The room includes a desk, TV, minifridge, microwave, coffee maker, dresser, reading chair & private entrance. In the summer we have bicycles to use on the rail trail and kayaks for the Kennebec River. Year round hot tub. Downtown is just a block away where there are numerous restaurants and pubs with live music. Hiking trails & waterfalls nearby.
Popular amenities for Messalonskee Lake family-friendly rentals
Family-friendly home rentals with a hot tub

Raven's Crossing - Kate's Cottage

Tiny A-Frame Romantic Getaway

Birch Hill Cabin w/Hot Tub

Solar Suite surrounded by Nature

LUX Designer Private Waterfront

Secluded Retreat w/ Luxe Hot Tub & Forest Views

Cozy Cabin with Modern Amenities. Pet Friendly!

Cozy Log Cabin incredible views - ski & hike
Family- and pet-friendly home rentals

Rustic Family Cabin on China Lake

Gorgeous Studio on the Kennebec

The heart of the Belgrade lakes

The Cabin -Skowhegan

Simple Boothbay Log Cabin on Water

Colby's Cabin

Moore's place

Wild Acres Yurt on 36 acres.
Family-friendly home rentals with a pool

Large Home with Great View next to horse farm

Luxe Liberty: Getaway with Heated Indoor Pool!

Mercer Apartment in the Valley-Peaceful Country

Stay Together in Style

House in the woods

Retreat In The Orchards

Home away from home

Feels Like Home—Clean, Cozy, and Welcoming
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- House rentals Messalonskee Lake
- Rentals with a fire pit Messalonskee Lake
- Rentals with a kayak Messalonskee Lake
- Rentals with a fireplace Messalonskee Lake
- Waterfront rentals Messalonskee Lake
- Rentals with a patio Messalonskee Lake
- Rentals with lake access Messalonskee Lake
- Rentals with outdoor seating Messalonskee Lake
- Pet-friendly rentals Messalonskee Lake
- Rentals with a washing machine and dryer Messalonskee Lake
- Cabin rentals Messalonskee Lake
- Family-friendly rentals Kennebec County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Pemaquid Beach
- Saddleback Ski Mountain Maine
- Pemaquid Point Lighthouse
- Belgrade Lakes Golf Club
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Hermon Mountain Ski Area
- Dragonfly Farm & Winery
- Fox Ridge Golf Club
- Black Mountain of Maine
- Sandy Point Beach
- Maine Maritime Museum
- Sugarloaf Golf Club
- Eaton Mountain Ski Resort
- Bradbury Mountain State Park
- Brunswick Golf Club
- The Camden Snow Bowl
- Wadsworth Cove Beach
- Farnsworth Art Museum
- Narrow Place Beach
- Spragues Beach
- Titcomb Mountain
- Lost Valley Ski Area
- Rockland Breakwater Light