Holiday rentals with lake access in Oakland

Most Sought After Property on Lake Damariscotta!

Nestled on 3 acres with 450 feet of premier Lake Damariscotta frontage, this home has everything you could possibly dream of for the ideal family vacation, special occasion or company retreat. A perfectly spacious home for ALL seasons in Maine. Enjoy an exclusive dock, prime fishing, wine & smore's by the fire, snowmobiling trails, morning kayak excursions, tasteful ambiance thoughtfully put together by the owners of Row C and so much more! "Doing Something Common Uncommonly Well!" Cheers!

The Haven Lakehouse on Wilson Lake

Beautiful Lake House located on Wilson Lake. A perfect spot to take in the gorgeous lake view with a large sandy beach area. The lake is great for swimming, boating, kayaking, and other water activities. Enjoy the 7 person hot tub that overlooks the lake. Large backyard to enjoy lawn games, BBQing, and relaxing by the outdoor firepit. The house has a cozy modern feel, making a perfect summer vacation or winter ice fishing trip on the lake. Located within an hour of Sugarloaf & Sunday River.

Sunday River & Lake Chalet, 2 Kitchens, Hot Tub

Family-friendly Chalet-Style cabin on three acres. Minutes away from world class skiing and across the street from Glover's Marsh Wildlife Sanctuary and beautiful North Pond, with lake access minutes away. Kayaks available for rent during summer months! Updated recently with upgrades including luxurious Egyptian cotton sheets, memory foam mattress toppers, & plush down alternative comforters. Hot Tub with Pavilion next to new stone firepit! Come relax and enjoy the beautiful Maine landscape!

Lakefront Cabin: view, sauna, & minutes to skiing

Fall in love with this charming 1BD/1BA lakefront cabin! Wake to stunning Rangeley Lake views & enjoy coffee on the deck. Unwind in the sauna. King bed, fully stocked kitchen, & cozy living space. Seasonal amenities (May-Nov) include a fire pit, grill, private dock, & swimming beach. Perfectly curated for couples or solo adventurers, this cabin offers the ideal blend of comfort, convenience, and breathtaking beauty. Minutes to Saddleback skiing, snowmobile trails, fishing, hiking, & town.

Private Lakehouse, Firepit & Stunning Sunset Views

Escape to Lakeshore Point, a serene lakeside retreat in Maine! Our charming lake house offers the perfect spot for families to unwind and enjoy warm, sunny days. Surrounded by lush greenery, take in stunning views of Canton Lake from your private beach access. With 200' of lakefront, enjoy swimming, kayaking, or simply relaxing by the shore. Begin your day with the sounds of nature and end it by the fire pit under the stars. Experience the beauty of Lakeshore Point this summer season!

Beautiful Lake House

Relax with the whole family at our newly renovated lake house. You’ll have your own private dock and gorgeous views of the lake. Home sits less 50’ from shoreline. Enjoy your time sitting next to the fire pit or grilling burgers. With close access to ITS 85, you’ll want to bring your snowmobile and ATV. There’s a public boat launch for those entertained by fishing and water sports. Whether you’re seeking serenity or activities there’s something here for everyone on Big Indian Lake.

Sunnyside Cottage, at Long Lake 5min from causeway

This property has an inviting beach area and prime location! We are located on Long Lake amongst a small group of cottages. A sandy common area and shallow swimming spot make our rental area ideal for swimmers of any ability. We are within walking distance to many great restaurants, an arcade, & shops. Wintering here is a blast with snowmobiling, ice fishing, skiing, indoor pool, & local restaurants nearby. We have the best spot for 4th of July firework viewing!

Lakeside Guest Suite

Open the slider doors of the suite and you are steps away from beautiful Thompson Lake. This rental unit is located on a highly desired family friendly private road. Enjoy peaceful walks down the street and return for a swim at this homes private beach. The suite includes a kitchenette with a mini fridge, induction burners, microwave, air fryer, coffee pot and more. there is an outdoor dining area and a grill for your use specifically .

Lake Access 3bd 2.5bath like NEW

This newly built custom home is incredibly peaceful while still being very convenient. Just steps away from one of the most fun restaurants with a Tiki outdoor bar, fire pits and amazing food! Also down the street from the best little sandwhich/pizza/convenient store on the west side of the lake! The Long Beach neighborhood is one of the most convenient stays on Sebago Lake, and the home is just a 3 minute walk to our sandy beach!