Holiday rentals in Cobbosseecontee Lake

Off-Grid Cabin with 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- beautiful swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

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!

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!

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

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.

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.

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!

Large Private Lakefront Home with outdoor Hot Tub

Loonsong Lake House - A Stunning 4 BR Lakehouse on Cobbosseecontee Lake. Designed as a place to relax, refresh, and connect. Enjoy beautiful sunsets and listen to the echo of loons singing across the water. With an outdoor Hot Tub, Private dock, grill, hammock and swim raft. Includes sun-filled, 3-story clerestory windowed LR, spacious curved beam sunroom and DR with a striking 2-sided stone fireplace reaching the cathedral ceiling. Kitchen well equipped for entertaining.

Waterfront cottage with spectacular sunset views!

Unwind and take in the sunset daily from this fantastic waterfront home featuring a panoramic view of the tranquil Horseshoe Pond. Fish from the dock, or take out a paddleboard or kayak (4 paddleboards and 3 kayaks included) and explore down Cobbosseecontee Stream (really a river, and it's 4 miles to Pleasant Pond in Richmond). Located just 6 minutes to I95/I295, 20 minutes to Augusta, 30 minutes to Lewiston/Auburn, and 50 minutes to downtown Portland. Relax here!

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.

Veedon Fleece on the Lake

- Cozy Cobbosseecontee Lake get-away just feet from the water! - Sleeps up to 8 people w/ 4 bdrms (1 queen size bed in each bedroom). - 2 full bathrooms (off bedrooms) and a 1/2 bathroom on the 1st floor. - Fully stocked kitchen ready for your cooking needs. - Fits 4 cars in the driveway. - Quaint and quiet location with wonderful year round neighbors. - $25/per night additional fee per pet.

Serene Lakeside Retreat

Relax with the family at this peaceful lakefront retreat on Cobbosseecontee Lake. Lovingly remodeled with care, this cozy 2-bedroom cottage blends Maine cabin charm with modern updates. Enjoy a full kitchen, spacious living area, two baths, a screened porch, and a deck with stunning lake views. Kayaks included! Unwind, explore, and make lifelong memories at this beautiful waterfront escape.