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Captain's House near Henry Allen's Lobster Shack

This spacious, comfortable house is your home away from home to explore the beautiful coast of Maine! Famous Lookout Point is just a stroll down the road - you can swim at the public beach or walk to two small islands. Be sure to stop by Allen’s Seafood market and pick up clams or lobsters for your evening feast. Big rooms, beautiful windows with lots of light, and even a pool table for raucous games in the evening make this a perfect place for family and friend gatherings through the seasons.

Charming, Family-Friendly Historical In Town Home

STR25-25 Sadler House is an in-town historic home located just blocks from Main Street. We have made it truly convenient for families, with flexible sleeping arrangements in three cozy upstairs bedrooms, two full baths, a fully equipped kitchen, large dining table, living room, and sun room. Walk to shops, restaurants, museums and the harbor in minutes. Our house is the perfect home base for exploring all that the beautiful midcoast has to offer. Ask us about free delivery from Ruckus Donuts!

Luxe Eco Studio near Back Cove

2 miles from downtown, perfect for a couple or family looking for a restorative getaway. The owners, architect and landscaper, spent the last three years designing and building this light-filled spacious suite to meet the needs of the most discerning guest. Settle in with luxurious accommodations. Organic and down-topped king mattress, linen bedding, spacious marble rain shower, deep water soaking tub and heated slate floors are just a few amenities that will ensure a memorable Maine vacation!

Robinhood Cove home - Georgetown

Welcome to your Maine coastal escape in Georgetown! This spacious 6BR, 2BA home sits directly on Robinhood Cove with a wraparound porch and seasonal dock for kayaking, paddleboarding, or relaxing by the water. Inside, enjoy a full kitchen, dining room, two living rooms, and a kids’ room/office. Outside, gather around the firepit, grill on the BBQ, or unwind by the cove—all just 5 minutes from Reid State Park and the charm of Georgetown’s classic MidCoast beauty.

Après-Ski Escape | 9mi to Sunday River | HT+Sauna

Welcome to Starlight Chalet, our newly built vacation home nestled in the breathtaking landscapes of Maine, just 15 minutes away from the renowned Sunday River Ski Resort. This five-bedroom retreat is designed with a unique blend of modern elegance and spacious comfort, featuring stunning interiors that create the perfect setting for both relaxation and adventure. Experience the magic of the mountains at Starlight Chalet, where unforgettable memories await!

HotTub, Game Room, LakeFront,Paddleboards & Kayaks

Follow us @anchorunwind Discover our retreat, designed for families and couples to escape the city and reconnect with nature. Enjoy nearby trails, winter skiing, or paddle boarding right from our private dock—this getaway has it all. Our cozy lake house offers a peaceful escape, with the soothing sounds of a stream between Trickey Pond and Sebago Cove as your backdrop. The home sleeps up to 6 adults and 2 children comfortably.

Luxury Lake House w/ Home Theater, Hot Tub & Gym

This modern 4-bedroom retreat offers a private lake escape with resort-style features just steps from the water. From a saltwater hot tub under the stars to a theater-style game room and a fully equipped home gym, every space is designed for comfort, style, and play. With exclusive lake access, premium amenities, and a quiet neighborhood setting, it's the perfect getaway for families, couples, or small groups.

Modern lakefront log cabin with sunset views.

3 bedroom, 2 bath log cabin. **Fitness room** Media Room*** Hot Tub- Brand new...amazing jets! located on 6 acres private land with 200+ feet of lake frontage. **New dock** 4 kayaks 2 Paddle-boards Exclusive design propane heat with Jotul "wood burning stove look" radiant floor heat in bathroom edge-less shower hiking, fishing, snowmobiling 4 wheeling, skiing **PETS** $50/night/each pet

Lakeside Cabin: Ice Fishing & Snowmobile Fun

Welcome to Lucca’s Lakeside Cabin — a cozy, renovated retreat just a 90-second stroll from Lake Arrowhead. When the lake freezes, step out for ice fishing, skating, sledding, or hit nearby snowmobile trails through Maine’s winter woods. Unwind by the indoor or outdoor fire, sip cocoa on the screened-in deck, or curl up for a movie on our 100” projector. Classic Maine charm, all winter long. ❤️