The Oakland House is a resort colony of eight vintage cottages, budget-friendly communal Acorn guest house with six private rooms, 130-year old inn with rooms/suites and restaurant with full bar on the first floor. Located on 60 acres on Eggemoggin Reach, overlooking picturesque Pumpkin Island to the right and the iconic Deer Isle Bridge to the left, we offer a restorative haven for guests. Welcoming guests with a dog to Birches or Grindstone Cottages. Our barn is great for small group gatherings and our shorefront is beautiful for weddings. Since 1889.