Holiday rentals in Jackman

Gorgeous lakefront, sunsets, kayaks, fire pit

Enjoy breathtaking sunset views from this cozy, quiet waterfront home. Relax and play at our serene lake house, 40 feet from the water. Embden is the 3rd cleanest lake in Maine and our lot is wooded for nice privacy. Fire pit, lounge chairs and hammock at the water's edge. Kayak, paddleboard, swim, yard games, fish or relax! Great golf close by! In the winter warm up by the fire after playing outside (sugarloaf 35 mins) ski, snowmobile, ice fish for salmon! Our driveway accommodates trailers.

Mountainside - Ski In/Out Condo

You'll be close to everything in this modern condo. Top of Mountainside Road - walk 1 min to the trail & ski down to Whiffletree lift. Easy to stop for lunch or quick warm up. Après - stroll down to the Village for food & fun! 3 bedrooms (2 queen beds & 4 bunks) Open Kitchen, living & dining room w/ fireplace. Large mudroom for all your gear. Deck overlooking Bigelow Range. Last 6+ years 4.9 star reviews & managed by rental agent. Now Book direct with owner, a Sugarloafer since 1977!

A Perfect Home For Family Summer Vacations!

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.

Cozy, Comfortable, welcoming With private suite

Keep it simple at this peaceful and centrally located place. This rental property is in walking distance of the historic area of downtown Skowhegan yet secluded enough to enjoy privacy while on your vacation. Local groceries stores, well-known eateries, and small business shops are just minutes away. Close location to lakes, fairgrounds (active depending on time of stay), movie theaters (Drive-in & Spotlight Cinemas), and more. You need quiet time, enjoy the private suite you’ll love it .

Private lakefront cabin Flagstaff Oasis.

Flagstaff Oasis is the private, lakefront cabin you have been looking for. Enjoy the endless sunsets from your private dock and outdoor firepit. The cabin sits in a quiet neighborhood, 10 minutes from Sugarloaf for skiers with miles of dirt roads and hiking trails. The lake is perfect for swimming, canoeing and kayaking. Enjoy the all new appliances and fully stocked kitchen and outdoor grill. ATV trails are within a mile and fishing is outstanding in the area. No Jet Skis on Lake!

Centrally located 1 bedroom condo on mountain!

This one bedroom condo boasts a prime location at the heart of Sugarloaf. Situated along the shuttle route, it's only a brief walk from the Snubber Midstation lift. Walk to the Shipyard Brew Haus for a refreshing drink, or access the Sugarloaf Fitness Center located across the street, for an additional fee. The condo itself includes a fully equipped kitchen, a cozy living room with a gas fireplace and pull out couch, a full bathroom, and a washer/dryer for your convenience.

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.

Tree House - Mooselookmeguntic Lake

Spend summer by the lake! Mooselookmeguntic is one of Maine's premier lakes. There is a public boat launch at Haines Landing and this camp has a great dock - so feel free to bring your boat. Situated in a quiet cove looking at Toothaker Island and south facing, this custom cabin offers it all! Two tiered decks, platform by the water, open floor plan, wood stove, 3 bedrooms (sleeps 5) and minutes to Oquossoc and Rangeley. WEEKLY RENTALS ONLY

The Bunkhouse *Waterfront* Sleeps 17

Welcome to The Bunk House on Moosehead Lake – an inviting retreat crafted for ultimate enjoyment! Boasting four bedrooms with accommodations for up to seventeen guests and an extra bunk bed on the first floor, this charming property is ideal for larger families or groups seeking a shared space. Nestled on 32 private acres with waterfront views and direct access to the lake, it provides a perfect setting for togetherness under one roof.