
Holiday houses in Cobbosseecontee Lake
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Top-rated holiday rentals in Cobbosseecontee Lake
Guests agree: these stays are highly rated for location, cleanliness and more.

Privacy, River, Pond, A frame Hot Tub EPIC Views,
14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.
LocationValueOutdoor spaces

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.
LocationFamilyIndoor spaces

Cozy Cabin with Lake Access
This cozy cabin includes access to Lake Cobbossee, one of the most popular lakes in central Maine. It’s tucked away in a small private community where you can escape into peace and relaxation. The cabin is newly renovated and the yard is surrounded by trees, leaving you with plenty of privacy to roast s’mores and have cookouts with your family. It’s a short walk to the lake where you can drop in your kayak or throw a line out to one of the best fishing/recreational lakes in central Maine.
ValueFamilyOutdoor spaces

The Cottage at Red Top - Cozy Lakeside Year-Round
The Cottage at 60 Red Top Drive is a cozy, family friendly place to enjoy quality Maine lake-time. You will have direct access to Anabessacook Lake including a sandy beach area. There is also ample yard space for relaxing and playing games. Indoors, the cottage has plenty of room for the family to be comfortable and a full kitchen. The cottage is a private space on its own, or can be rented in combination with The Main House for an extended family getaway! Ice fishing is right outside!
LocationFamilyWi-Fi

Lakefront 4BR Home on Peninsula | Private Dock
New listing from Airbnb Superhost! Welcome to your private 4BR lakefront home on Cobbosseecontee Lake with panoramic lake views and all the comforts of home. This fully stocked Maine lakehouse features a private dock, waterfront access, spacious yard, deck, patio, grill, hammock, fast WiFi, and smart TVs. Perfect for families and groups looking to enjoy boating, fishing, kayaking, swimming, and relaxing just 20 minutes from Augusta and 40 minutes from Waterville in beautiful central Maine!
LocationFamilyNearby

The Copper Fox Treehouse
Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse
LocationFamilyParking

Cobbossee Lake Cottage – 3 Bedroom, 2 Bath
Welcome to your perfect Maine getaway! This charming lakefront cottage on beautiful Cobbosseecontee Lake offers the peace and relaxation you’re looking for, with all the comforts of home. Nestled among tall trees and lush green lawn, this three-bedroom, two-bath retreat is ideal for families, couples, or friends looking to unwind in nature. Whether you’re fishing, kayaking, swimming, or just taking in the tranquil surroundings, this is the lakeside vacation you’ve been dreaming of.
LocationFamilyBarbecue

The Maine Frame | Modern A-Frame Cabin in Freeport
• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!
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Lakeside retreat on quiet cove on Cobbessee Lake!
Nothing beats summer days on the lake in Maine. Not only is this lake home situated on a quiet cove on central Maine's Cobbossee Lake, but it is near amenities in Augusta and close to I-95! Enjoy two large docks, a large lawn and gently sloping swimming area, and a newly renovated five bedroom house with two full bathrooms. This is the Maine vacation home you are looking for! Two of the bedrooms and one bathroom are in the basement, which is still under some small construction.
LocationFamilyCleanliness

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.
LocationValueAccess

Cozy Keyes Cottage | Lakefront • Dock • Kayaks
Cozy Keyes Cottage is your peaceful lakefront escape on Cobbosseecontee Lake — a hidden gem in Winthrop, Maine. With a private dock, kayaks, a fire pit, and room for up to five guests, this well-appointed cottage blends comfort and charm with direct access to the water. Whether you’re sipping coffee while listening to the loons, paddling the cove, or gathering around the fire pit under the stars, this is where memories are made — in every season.
LocationFamilySolo travel

Original "Moonlight Bay"
This camp is right on the water and west facing for great sunsets . Cobbossee is one of best bass fishing lakes in the nation. Swim and boat in the Spring, Summer and Fall. Ice fish and snowshoe in the Winter. Easy parking and entrances. Nature at your fingertips and cozy warmth as you enjoy a front row lake view out of the living room window. The famous hit song "Moonlight Bay" was written on this lake a hundred years ago.
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Popular amenities for Cobbosseecontee Lake holiday rentals
Other great holiday rentals in Cobbosseecontee Lake

Large Private Lakefront Home with outdoor Hot Tub
ValueLocationHospitality

Large Private Waterfront Lakehouse in Maine
ValueLocationKitchen

Quaint & cozy cabin in beautiful wooded setting
ValueFamilyDecor

Waterfront cottage with spectacular sunset views!
LocationFamilyBiking

Jill's Place!
LocationFamilyHeating

Quiet Lakefront Home, Private Dock!
LocationFamilyCheck-in

Perfect Maine retreat!
ValueFamilyView

Nature Lovers Paradise Lake Island
ValueLocationPool
Destinations to explore
- Montreal Holiday rentals
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- Bar Harbor Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- The Hamptons Holiday rentals
- Sebago Lake
- Popham Beach, Phippsburg
- Sunday River Resort
- Willard Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- East End Beach
- Pleasant Mountain Ski Area
- Popham Beach State Park
- Wolfe's Neck Woods State Park
- The Camden Snow Bowl
- Maine Maritime Museum
- Rockland Breakwater Light
- Portland Museum of Art
- Bradbury Mountain State Park
- Bug Light Park
- Reid State Park
- Farnsworth Art Museum
- Camden Hills State Park
- Mt. Abram
- Maine Lighthouse Museum
- Cellardoor Winery
- Sunday River





