House holiday rentals in Flagstaff Lake

Quiet and Private in Oxford Hills – Dog Friendly!

Experience this 2BR/2BA retreat, perfect for couples and small families. Nestled among nature, this hillside getaway offers privacy, modern comforts, and a peaceful ambiance. Unwind by the fireplace, fire pit, relax on the deck, or explore the great outdoors with your furry friend—yes, we're pet-friendly! Whether you're seeking outdoor adventure or relaxation, this hideaway is the perfect home base for your next getaway. Families of 5 or 6 can be accommodated with the queen size pull out sofa.

Flagstaff Lakeside Cabin Retreat

This newly renovated house is located in a private community on Flagstaff Lake surrounded by beautiful mature red pine trees. You will have your own private spot on the lake with a dock & swimming ladder. Amenities include a fire pit, picnic table, large deck, & propane grill. Kayaks & paddle-boards are available for an extra fee. You are close to hiking & biking trails, 10 miles from Sugarloaf & 25 miles from Rangeley. This is the perfect spot to relax & launch your outdoor adventures from!

Heavenly 4bd farmhouse in Maine.

Medicine Hill is a 125 acre farm on the Sandy river complete with an old fashioned swimming hole and an entire island to explore. We grow a wide variety of vegetables, herbs & flowers. Our animals include sheep, chickens & rabbits. You will have full access to all areas of the farm! Spend time fishing or relaxing on the river. Or literally just sitting on the porch taking it all in. 4 bedrooms have incredible views and are surrounded by trees or fields. And if the Chef is available..eat!

Private Lakehouse, Firepit & Amazing 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!

Bigelow Alpine Lodge

This historic building was built in 1892 and has kept a lot of its original charm but now has been transformed into a gorgeous newly renovated 3 bedroom, 2.5 bath spacious home. The backyard overlooking the north branch of the Dead River leads you directly to Flagstaff Lake for ample outdoor recreation. Walking distance to our local grocery store, restaurants and shops. Spacious dining/living room, open kitchen with full amenities to make this the perfect getaway for your group!

Sugarloaf and Flagstaff Lake Area Vacation Rental

Nestled among the trees in a quiet, private neighborhood, yet close to area restaurants & amenities, this is the perfect house for the outdoor enthusiast. The open floor plan & entertainment system are ideal for relaxing after a full day. Close to hiking & biking trails, 7 mi to Sugarloaf Mountain, 1.5 mi to Flagstaff Lake boat launch, 20 min drive to Rangeley. Outdoor dining area, firepit , deck, & covered porch. It’s the perfect spot to launch your outdoor adventures from!

River House in West Forks trail access ITS 86 & 87

The River House is located in downtown West Forks near Berry's Store. Close to whitewater rafting, hiking trails, & fishing. Big backyard great for lawn games, fire pit for nightly campfires. Plenty of room for ATV trailer parking and a huge backyard right on the Dead River. Intersection of ITS 86 and 87 across the street, easy trail access. Six restaurants within five miles, also accessible by trails. All new bedding, mattresses, appliances, and furniture.

4 Bed 1 Bath on River: Skiing & Mountain bike!

Quiet get away for the family on the river. Hear the sound of the flowing water right outside the windows. 4 Bedroom, 1 Bath, mudroom, radiant floor heat and propane gas stove, full kitchen, with deck and grill. Only a mile from Sugarloaf mountain and the Outdoor center and 24 miles from Flagstaff Lake. Activities include: cross country skiing, skate skiing, downhill skiing, skating and mountain biking, hiking, fishing and golfing.

Lakefront summer getaway cabin for 6

Located along Main Street, this beautifully restored lake front home had a private dock and yard facing the lake. Come enjoy summer on the lake with our canoes, kayaks and corn hole. In the winter come to ice skate in the front yard and ski at Sunday River (20mins) or Mt Abrams (5mins). House offers high speed internet, a smart TV and modern amenities. Custom dining nook, custom kitchen and modern, yet cozy finishes throughout.