
Family-friendly holiday rentals in Messalonskee Lake and Stream
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Top-rated family-friendly rentals in Messalonskee Lake and Stream
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Off-Grid Escape. Wood Fired Hot Tub. 4 Kayaks
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)
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Sister a-frame in Woods (A)
Escape to one of our two sister A frames. These cozy cottages are nestled in the Oakland, Maine woods. Close proximity to I-95, Messalonskee and prestigious Belgrade Lakes you will find home to a wide variety of wildlife and nature. Boating, fishing and ATV riding close by! The campus includes a loft with a view, walking trail, free/overflow parking. A luxury, campy feel makes this a perfect getaway for you and your family. Check out our other listings managed by Hall’s Homes RE online!
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Crow’s Nest Tiny House at Old Crow Ranch
The Crow's Nest Tiny House sits nestled on Old Crow Ranch, a 70-acre working livestock farm, a true example of thriving Maine farmland. You'll be surrounded by fields and pine woods in Durham, Maine. Just outside Freeport and only 30 minutes from Portland, this cozy space makes a calming retreat away from the city - for a night or for a week. Fall asleep listening to the peepers and gazing at the stars, drink your morning coffee while looking out at the cattle grazing in the fields.
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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!
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Brook Ridge Retreat
Work, play, & relax at Brook Ridge Retreat! Come visit your Colby or Thomas College student and have the comforts of home. Do some grilling or cook up a favorite meal in the full kitchen. Remotely connect to work or school at our custom-made desk and dedicated office area with wireless printer and available computer monitor. Splash in the brook or in the basin, and sit under the waterfalls. WiFi, firepit, Keurig or french press, electric fireplace, large decks, & big yard.
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Sunset Chalet Lakefront Hot Tub Game Room
Tucked along the peaceful shore of Belgrade Stream, Sunset Chalet is a private, waterfront escape designed for cozy connection and quiet joy. With a hot tub beneath the trees, a warm fire flickering inside, and a playful game room downstairs, it’s the perfect space to unwind and make memories. Whether you’re celebrating a honeymoon, anniversary, or enjoying a relaxed family getaway, Sunset Chalet offers a setting that feels both special and deeply comforting.
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Visit Beautiful Home on Snow Pond
Belgrade Lakes, Maine's premiere lakes region. Beautiful, four season home on 9 mile long, Messalonskee Lake also known as, Snow Pond. Come to experience life the way it should be. Sunrise view, from master bedroom and lakeside deck surrounded by undeveloped wooded shoreline. Swim, canoe and kayak from private dock. Loons, eagles, osprey, and beavers can be your neighbors for a relaxing week at the lake. Open concept kitchen dinning and living room.
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Price's Point - Cabin on the water
Brand new Cozy Cabin on a small 181 acre pond. Enjoy the cabin feel of knotty pine and a big country porch overlooking the water. Walk in access to the water or ice in the winter. Kayaking, canoeing, ice fishing, snowmobiling and more depending on the time of year. A peaceful location a mile down a private road but 10 minutes away from a grocery store etc. Eagles, loons and fish will be your neighbors as you are in the moment at Price's Point.
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SNOW SWEET, A Yurt for All Seasons
Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.
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Island Aframe Adventure in Maine
The Island A-Frame is a gentle reminder that enough really is enough. Enough comfort, enough nature, enough quiet, and enough adventure to leave you feeling full instead of fried. Tucked into a wooded corner of 1 Big Sustainable Island, this cozy A-frame invites you to slow down: sleep deeply, cook simple meals, sway in a hammock, warm yourself by the woodstove, and listen as loons and crackling fires take turns filling the air.
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Cozy Studio Flat, Belgrade Lakes Region
Kick back and relax in this calm, stylish, newly renovated second floor space over the garage. Enjoy four seasons in the Belgrade Lakes region of Central Maine. Hunting, fishing, hiking, biking, skiing, and snowmobiling, to name a few of the many activities available. We are 2 miles from Oakland Waterfront Park on Messalonskee Lake and just over an hour drive from both beaches and ski resorts.
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Lake Great Pond| Dog Friendly | Boat Launch
Welcome to Driftwood Cottage, nestled in a quiet lakeside community on Lake Great Pond. Perfect for families and pets, this home comfortably sleeps 8 and offers water access, a private boat slip, kayaks, and two fire pits. Enjoy lake views from the expansive deck in a peaceful lakeside community. Your ultimate Maine getaway awaits!
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Popular amenities for Messalonskee Lake and Stream family-friendly rentals
Family-friendly home rentals with a hot tub

Tiny house in the Birch Grove with private HOT TUB
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Maybelle the Tiny Cabin on 100 acres
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Hallowell Hilltop Home
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Cozy, Efficiency Apartment with Hot Tub
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Secluded Retreat w/ Luxe Hot Tub & Forest Views
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A comforting sweet off grid cabin near the beach!
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Lakefront: Private Hot Tub, Sauna & Free Massages!
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Cabin w/mtn views, hot tub, fire pit, dog friendly
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Family- and pet-friendly home rentals

epicurean feast with zen like surroundings
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McKeen's Riverside Retreat
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Maplenook Tiny Cabin - A Cozy Woodland Oasis
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Forest Bathing: Off-Grid Tiny Home, Pond w/ Kayak
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Peaceful & private waterfront cabin
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Peaceful Getaway at The Ledges
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Lakefront home w/Dock & Fire Pit + Pet Friendly
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Mill Pond Waterfront Cabin On The Way To Sugarloaf
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Family-friendly home rentals with a pool

Large Home with Great View next to horse farm
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Cozy Riverside Cottage
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House in the woods
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Dog Friendly Midcoast Cape
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Peaceful, Spacious Lodge with Golf & Sunset Views
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The Getaway - A River Paradise
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Retreat In The Orchards
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Gem of a Stay •Pool •1 King 2 Queen •Grill •EV
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Destinations to explore
- Rentals with a fire pit Messalonskee Lake and Stream
- Rentals with outdoor seating Messalonskee Lake and Stream
- Rentals with a kayak Messalonskee Lake and Stream
- Pet-friendly rentals Messalonskee Lake and Stream
- Rentals with a washing machine and dryer Messalonskee Lake and Stream
- Cabin rentals Messalonskee Lake and Stream
- Waterfront rentals Messalonskee Lake and Stream
- Rentals with a patio Messalonskee Lake and Stream
- Rentals with lake access Messalonskee Lake and Stream
- Apartment rentals Messalonskee Lake and Stream
- House rentals Messalonskee Lake and Stream
- Rentals with a fireplace Messalonskee Lake and Stream
- Family-friendly rentals Kennebec County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Pemaquid Beach
- Saddleback Ski Mountain Maine
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- The Camden Snow Bowl
- Rockland Breakwater Light
- Maine Maritime Museum
- Bradbury Mountain State Park
- Farnsworth Art Museum
- Mt. Abram
- Cellardoor Winery
- Camden Hills State Park
- Maine Lighthouse Museum
- Moose Point State Park
- Sunday River
- Reid State Park
- Pineland Farms
- Maine Mineral & Gem Museum
- Belgrade Lakes Golf Club
- Black Mountain of Maine
- Lost Valley Ski Area
- Sugarloaf Golf Club
- Range Ponds State Park





