Holiday rentals with outdoor seating in Somerset County

High End Private Home on Sugarloaf Shuttle Route!

This expansive and family-oriented home is situated on Sugarloaf, offering 5 bedrooms, 4.5 bathrooms, two spacious living areas, and a generously sized kitchen and dining space. Located on the Winter shuttle route and within close proximity to hiking/biking trails, the Carrabassett River and golf course! Enjoy the gas fireplace after a day on the slopes or a game of ping pong with the family! Nestled in the mountains, this exquisite home presents an ideal setting for your upcoming vacation.

Saddleback On-Mountain Condo - Family Friendly!

Welcome to the Last Chair Lodge! This is our family-friendly mountainside retreat on the slopes of Saddleback Mountain Ski Area in Rangeley, ME. Ski -in/Ski-out in winter (natural snow dependent), in summer enjoy a peaceful, beautiful and comfortable mountain retreat. The view is breathtaking in all seasons. Come for outdoor adventures, time on the nearby lakes or just to unwind and soak in the scenery. Yes, we have A/C! We have fast fiber WiFi! HDTV w/several streaming services included.

The Chalet on the Ridge-19 Mins from Sugarloaf!

The 'Chalet on the Ridge' is a chalet style home that offers 4bdrm/3 baths (includes sleeping loft) with breathtaking views of the Bigelow Mountain range. It is a great spot to get away from it all to enjoy outdoor adventures, or just kick back for some R&R. The chalet is just 20 mins to Sugarloaf, 45 mins to Saddleback, and mins from the ITS trail access. Four seasons of activities await you-ski, snowmobile, hunt, fish, bike, golf, hike, swim, boat, dine out, stargaze, or sleep in.

Terrapin Station @ Porter Lake - Lakefront Living

Several acres directly on a secluded portion of Porter Lake so you can bring your boat or enjoy the local trails with your ATV in the summer. Enjoy ice fishing, snowmobiling and snowshoeing in the winter. This 1500 square foot cabin offers all the modern conveniences. Close to area hiking and mountain climbing in summer and Sugarloaf and Saddleback skiing in winter. Awesome colors of foliage changes during the fall. Optional hookup for motorhome and plenty of space for tenting.

Lakefront Cabin- Belgrade Lakes

Cozy cabin with wide private waterfront & dock. West - facing for nice sunny days and breathtaking sunsets. Lakeside firepit for roasting marshmallows, dock for sunbathing, wide deck for dining / lounging as loons and eagles mesmerize you. Master BR with King bed & twin bunks. Upstairs BR with Queen bed. Couches & airbeds just in case. Indoor and outdoor showers. High speed internet with streaming TV. Just 15 minutes from I-95 but East Pond feels like the middle of nowhere.

Cozy Waterfront Home With Breathtaking Views!!!

That's right, you're booking for an entire Waterfront home! Our home features a single floor with opened concept and one of a kind waterfront view. Rain or shine, the home offers a spectacular 180 view of nature that is breathtaking! Located in downtown Pittsfield, you are surrounded by all the amenities that you will need! Boating, fishing, hiking, golfing, parks, restaurants, skydiving, brewery, museum, library, farmer market, supermarket and many more to explore!

Cub Cabin- a Peaceful Paradise at Fox Carlton Pond

Welcome to Fox Carlton Pond! Settle into our Cub Cabin surrounded by the beauty of nature at a peaceful resort on our 5 acre private pond alongside the Sandy River. Our Cub Cabin is furnished with a bunk bed (see photos) with a double mattress on the bottom bunk that sleeps 2 and a single mattress on top bunk that sleeps 1. Enjoy walking trails, lawn games, fire pit, pickle ball, use of canoes, kayaks, peddle boat and docks for exploring, fishing and swimming.

Sugarloaf on Mountain - restored caboose

On mountain & on the shuttle route! walk to Hugs Rest! This beautifully restored caboose w/3 separate sleeping areas - a master bedroom w full bed - single comfortable bunk and a convertible couch to a full . Fully equipped w many ammenities- Flat Screen tv w chromebox- tiled shower -great bedding- full stove w oven - half fridge- pots pans & cooking supplies -deck w a pretty wooded back yard. :)

Cottage on the Kennebec

Beautiful Riverside cottage, private, remote, semi-secluded. Located on the Kennebec river. A roomy one room cottage with enclosed porch with a view of the river and the Appalachian Trail crossing. Surrounded by woods and bordered by a crystal clear stream. If you're into the outdoors this is the place for you. Hiking, biking, fishing, rafting right outside your door.