Family-friendly holiday rentals in Wilton

Riverfront Luxury in the woods, Million $ Views.

Secluded A-frame nestled along Crooked River, breathtaking views and world-class fly fishing beckon. Swim in the river or explore scenic hiking trails right from your doorstep. Inside, savor modern comforts including central AC. 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. Book your unforgettable getaway today and immerse yourself in this one-of-a-kind retreat!

Escape and Engage at Bray Barn Farm!

Spacious, quiet carriage house in the Western Maine foothills nestled between farmhouse and barn. 15 acres of gardens, meadows and woods. Great for meandering and wandering about, walking the labyrinth, resting in the shade garden and orchid, and visiting with the donkeys and goats. Sleeps five. Great for time with family and friends, as well as solitude. We gladly accept all persons 21 and older. We welcome children and infants. 4 miles north of Farmington towards Sugarloaf.

Colby's Cabin

Beautiful, off-the-grid, rustic log cabin with outhouse on 10 acres in the wilderness of western Maine. Located just minutes from Webb Lake, Tumbledown Mountain & Mt. Blue State Park. Trails close by. In Maine’s finest hiking, hunting, fishing, boating, , skiing, hiking territory. A perfect place for adventure, romance, celebration or serenity. An escape from the electronic world, the cabin has solar and battery lights but no power generator. (See Winter Conditions below)

Cozy comfortable mobile home on private farm.

My place is close to the great outdoors! Hiking, biking, horseback riding, swimming and all water sports. We are an easy drive to three wonderful ski areas.. You’ll love my place because of the coziness, the location, the views and all the outdoor activities in the western mountains of Maine.. My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). In season you can enjoy fresh vegetables from our gardens.

Saddleback Ski Lodge - Ski-in-Ski out Condo

Ski in, ski out beautiful townhouse at on the highest road on Saddleback Mountain Ski Resort. Sun filled, 55" and 40" HDTVs with directv, extra playroom w couch and Giant lovesac beanbag. Master bedroom with king bed, bunk room w double and trundle, upstairs queen. Nice deck w amazing lake views and beyond. Come in the spring/summer for hiking the AT, biking & access to Trophy rivers for native brook trout fly fishing or Fall for unbelievable fall colors.

The Cape Ann Ranch

Our beautiful one level home in the Western Foothills of Maine is situated on two acres, equal distance between Sunday River Resort , Mt. Abram Ski and Bike Resort , Black Mountain is 45 minutes away. Explore all our area has to offer. Skiing, Snowmobiling, ATV, hiking trails for all abilities, boating, fishing and swimming in our lakes, ponds and rivers and biking. Breweries, Town festivals, art shows, music concerts and so much more.

Beautiful Renovated Schoolhouse w/Private Entrance

Come stay in our renovated school house! This guest suite has great history. It has a spacious room with private entrance and private bathroom. Original wood floors, ornate copper ceilings, private driveway and private deck. Minutes from great hiking, waterfalls, lakes and ponds, and gorgeous scenic views. I have a 5 star cleanliness rating and can ensure that every surface is thoroughly sanitized between guests.

The Winter House

This is called the Winter house, it is our new home for winter time. Queen bedroom, living/ kitchen area fully stocked, grill, 2 kayaks new furniture, mattress and linens The Floor to Ceiling windows in the Great room are amazing with the beautiful view. Every room has a view of the Lake.

The Lookout at The Cross Farm

An ultra modern Icelandic style house with 2+ bedrooms. The property is on 80+ acres with nice trails for walking and biking, but no motorized off-road vehicles are allowed. A vacation here is a green vacation, through a large solar array we produce more than 100% of our power needs.