Holiday rentals with a fireplace in Jefferson

Large Beautiful Highland Lake House

Private lake front home great for families and couples, large yard, sandy walk into the lake, fire pit, hammock, basketball, HD TVs, Wifi, ping pong, and much more. 5+ bedrooms sleeps 13. All new GE kitchen appliances installed 4/1/2022. Twenty+ 5-Star Reviews (out of 5 stars) on another popular rental site! Portland, ME has been named Best Restaurant City of the Year, Best City to Live, Safest City, and Best Craft Beer City in the World! Portland is only 5 miles away from the lake house!

River Escape - Studio Apt. with River Access

Large sunny basement studio apt. in private home with access to clean river! River down the hill 1/2 mile. 2 miles from town. Propane woodstove, lg. tile shower, deep claw-foot tub, soft water. new pillowtop queen bed. Open fields & path to river. Extra room with full fold out couch. Kid & pet friendly! Spectacular view from upper deck. Steps to bathroom and some to enter apt. Fresh flowers provided. Pick asparagus in spring! Warm cookies! Kayak nearby. Generator for storms. My artwork.

Renovated home with amazing waterfront views

Welcome to Dancing Pines Cottage! We are located across from West Harbor Pond with beautiful water views in each room. Relax on the deck or bbq on the patio or take a short drive into charming Boothbay Harbor town for lobster rolls. We have three bedrooms and a den/office and 2 full bathrooms and can accommodate up to 7 guests. The house is private and has ample parking. One week rentals for June, July, and August (Saturday-Saturday). Starting January 2025 we will no longer allow pets.

Bear Cub Lodge

Nestled in Starks, Maine, this rustic-modern log cabin offers a serene retreat. Primarily crafted from trees on the property, This brand new build boasts a handcrafted log exterior and modern interior comforts. Large windows, a crackling fireplace, and a spacious kitchen invite relaxation. Outside, a sprawling covered deck offers stunning views. Whether for a peaceful escape or outdoor adventures, this cabin strikes the perfect balance of rustic allure and modern convenience.

Naughty Dog Private Island Log Cabin

Be all alone on this remote island with 1400 acres of Annabessacook Lake as your backyard. It's the Micro Island featured in Jon B. 2022 videos. Enjoy pristine surroundings, a rustic, off-the-grid log cabin, with solar lighting and a hot shower. Swimming, boating, fishing, birding, and relaxing by the fire - do it all (or not). Prepare for adventure! Pack light: Bring your vacay clothes, pups, favorite food, & be ready for a blissful, private island.

Freeport Escape – LLBean | Fire Pit | 3 King | A/C

The Freeport Escape – A charming early 1900s home with modern amenities. Located in the heart of Freeport, walkable to shopping, restaurants, breweries, and the Amtrak station. Set on a private corner lot, enjoy the fire pit, porch grilling, and spacious outdoor area. Cozy up by the indoor fireplace in cooler months. Perfect for families, couples, and friends. 🛏️ 3 King Beds | Family-Friendly | ❄️ A/C | 🔥 Fire Pit | 🪵 Indoor Fireplace 📍 STRR-2022-82

Rustic charm close to Portland

Peaceful and private. My home is a country getaway with unique charm and has a feeling like no other. Just voted the safest town to live in Maine, located close to downtown Portland, the Portland Jet Port, Freeport, beautiful Maine beaches, apple orchards, a Gorgeous wedding venue a mile away called Caswell Farm and close to trails for hiking, my home has many options. It's a great spot for a group of 6 or a couple of 2 to unwind.

Lakeside 3 BR Cabin in Boothbay Harbor

This swanky mid-60's cabin sits on a hill overlooking West Harbor pond in the town of Boothbay Harbor. It offers privacy yet is close to everything downtown Boothbay Harbor has to offer. It is great for couples, solo adventurers, business travelers and families (with kids), and large enough to accommodate bigger groups. If you would like to bring along your canine pal feel free, they are welcome (sorry no cats).

Classic Lakefront Maine Cabin

This lakeside 3 bedroom retreat with huge quarried stone fireplace defines a "Maine cabin". My grandfather built the Big House in 1944 with rustic knotty pine walls, high ceilings, a modern kitchen, a spacious screened porch ten feet from the water, and spectacular lake views from every room in the house. Truly a rare and unique property in an age where newer buildings have large setbacks from the lake's edge.