Holiday houses in Otisfield

Ol' Charlie - The Cabin Camper

Ol' Charlie is a 1977 vintage camper lovingly restored with warm hemlock wood accents. This unforgettable escape is nestled in a woodsy treeline, and a wonderful way to reconnect with nature. Featuring rustic decor, comfy queen bed, and all the simple amenities needed to help you unwind. The soft string lights give that cabin in the woods feel, along with the Adirondack chairs and fire pit. This is a special place you will want to return to time and time again. We look forward to hosting you!

Privacy, River, Pond, A frame Hot Tub EPIC Views,

14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.

Secluded Cabin: View, Hot Tub, 10 min Walk to Lake

Architect-designed alpine cabin with panoramic White Mountain views, including Mount Washington Relax in the hot tub, watch the sunset over the mountains, and enjoy a peaceful forest setting close to lakes, hiking trails, and skiing. 4WD or AWD REQUIRED Nov 1st-April 15th Starting May–Fall 2026, there may occasionally be (weekday only) construction noise up the road (250ft) from neighbors building their home. Work would occur roughly 8am–4/5pm and not every day. Cannot see it from the house.

Home Away from Home with Mountain Views

Surrounded by an abundance of lakes, ponds, and streams, a spectacular spot for outdoor enthusiasts as well as those seeking a more relaxed, leisurely stay. Enjoy local shopping boutiques and eateries in town. Central to four major ski areas: Pleasant Mt, Mt Abram, Lost Valley, and Sunday River. Be our wedding guests. Central to several venues: Moonlit Ridge, Moose Lake Ranch, Granite Ridge Estates, 1890 Wedding Barn, Whitney Farm Estates, Oxbow Wedding Garden. Perfect home for families.

Barn on Pleasant- Walk to Highland Beach

Welcome to our charming loft in a peaceful neighborhood, ideal for comfort and convenience. This well-maintained property provides a cozy living space. The loft features a kitchenette, a beautiful stone fireplace and a big, comfy reclining couch. Visit Bridgton this summer walking distance highland lake, shops, and restaurants. Just minutes from Pleasant Mountain for hiking, skiing, 30 minutes from North Conway, and an hour from Portland a perfect central location to relax after exploring.

The Modern Lakehouse

This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.

Farmhouse at Oxbow Beer Garden

Come and enjoy a relaxing staying at this unique farmhouse in the foothills of Western Maine. This 200 year old home is adjacent to Oxbow Beer Garden (bar & restaurant) and centrally located to many beautiful lakes and mountains. In the winter months this home is a great launching place for skiers and snowmobilers alike, with ski-on ski-off access to Oxbow’s Nordic trails and the local snowmobile trail network. The warmer months offer countless local options for fishing, hiking and more!

Peaceful Pines II

Relax and recharge at this peaceful Thompson Lake getaway. Just a short walk to the shared beach, with canoe, paddle boards, and life jackets provided for guest enjoyment upon request. Use of all watercraft and lake amenities is at guests’ own risk. Enjoy lake days, evening BBQs, and nights around the propane fire table. Inside you’ll find a king bedroom, queen loft, and full bath with walk-in shower. Though part of a lakeside community, the neighborhood is wonderfully quiet and peaceful.

Tap House Loft~Sunny & Spacious, Private Hot Tub

Conveniently located in the heart of Downtown Bridgton, the Tap House Loft is ready for you, your friends and your family to enjoy! Walk to vibrant Main Street, Pondicherry Park, the Magic Lantern Theater, Highland Lake and all the downtown shops, gallerias and restaurants...or simply relax in the peace and quiet of our newly restored, historic warehouse. Located above the Sundown Lounge, this 900 sq ft space offers a large Master Suite with French Doors leading to a deck and hot tub.

Mirror Pond Cottage

A sweet space on a pond, this cottage is perfect for those looking for a quiet getaway. We offer swimming, kayaks and a canoe, life jackets along with a raft to float on. Endless fun in the water, with no motors to be heard. This is a quiet spot and we would hate to be responsible for ruining that. We are family friendly and kids are welcome, but please leave the party at the casino (5 minutes away)! The waterfront is sandy and shallow, perfect for young ones to splash around in.

Writers Cabin in the Woods with Sauna!

Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board.

Modern secluded cottage in the woods of Maine

Arcibello-Italian for very lovely Guest House: Secluded, modern, romantic, tranquil, newly constructed award winning design. Surround yourself in nature outdoors and original artwork indoors. 10 min. walk to Thompson Lake or 1 mile drive to our beach and boat launch. We have 2 kayaks for water activities or bring your snow shoes or cross-country skis in season. Drive to quaint local towns like Norway or Bridgton for food, shopping and hiking. Premium linens and eco-friendly products.