Vacation rentals in Wyman

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Top-rated vacation rentals in Wyman

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Guest favorite
A simple wooden hut is nestled among trees, featuring a single door with a grid pattern. A fire ring with flames sits in the foreground, surrounded by stones. The ground is covered with pine needles and foliage, enhancing the natural setting.
Tiny home in Wyman
5 out of 5 average rating, 12 reviews

#4 Hut in the woods

1 Primitive Hut that has a screen door that sleeps four with comfortable nylon covered mattresses ( bring your own bedding, Lights and bug spray) restrooms are in the bathhouse lounge area 250 feet or less away from the hut. 1 vehicle Portable charging station Fire ring Picnic table BBQ by gazebo-- In Rec room: Wifi Couches TV kitchen refrigerator Restrooms Coin showers Games We are located 6 miles north of Sugarloaf. Close to hiking, fishing, hunting and mountain biking and Flagstaff

Top guest favorite
A cozy chalet is situated in a snowy landscape, framed by tall, bare trees. The wooden exterior combines rustic charm with modern design. A covered entrance welcomes guests, leading to a snow-covered pathway surrounded by a serene, wintry environment.
Chalet in Kingfield
4.98 out of 5 average rating, 164 reviews

Pristine, Peaceful Kingfield Chalet

Just a short 15-20 minute drive from Sugarloaf and 3 minutes from historic downtown Kingfield, this chalet provides a peaceful, private respite after a busy day on the mountain. Our 2BR, 1BA eco-friendly chalet is tucked back from the road, with distant neighbors and fast WiFi. You can be surrounded by nature but only minutes from lovely restaurants, local shops, grocery store, gas station and tons of trails, rivers & lakes for snowshoeing, XC, snowmobiling, hiking, huts, MTB, kayaking & more.

Top guest favorite
An A-Frame cabin is nestled among lush trees, showcasing a large wooden deck that extends from the front. The exterior is characterized by a mix of wood and stone, with a steeply pitched roof. Surrounding natural greenery provides a sense of privacy.
Cabin in Kingfield
5 out of 5 average rating, 102 reviews

The Maine Frame // A Private Getaway

Enjoy your own personal A-Frame cabin tucked away in the mountains of the Carrabassett Valley. The Maine Frame is a private getaway with easy access to Sugarloaf Ski Resort, numerous hiking trails, unique local eateries, and multiple lakes and rivers for kayaking in Maine’s Western Mountains & Lakes Region. The cabin features high-speed internet for streaming movies on rainy nights, quick access to Kingfield for food and supplies, and a large wooden deck for lounging and entertaining at home.

Guest favorite
Home in Kingfield
4.86 out of 5 average rating, 7 reviews

Mountain Escape | Views • Firepit • Near Sugarloaf

Perched high on Ira Mountain, this home features breathtaking panoramic views from nearly every room. Whether you’re sipping coffee at sunrise or watching the sun dip behind the peaks from the expansive deck, the scenery will be a highlight of your stay. With two beautifully appointed bedrooms, each offering comfortable beds and peaceful surroundings to ensure a restful night’s sleep. With three full bathrooms, there’s plenty of space for families or groups to spread out and enjoy privacy.

Top guest favorite
A serene scene features a person fishing by the river, surrounded by lush greenery and mountain views in the distance. The interior showcases wooden beams and a spacious kitchen with stainless steel appliances, complemented by bar stools along a large island.
Home in Eustis
5 out of 5 average rating, 93 reviews

New Cabin. Mountain, River & Dam Views, Kayaks.

Newer home! See the beautiful leaves changing colors. Use the 2 Kayaks. Sugarloaf 20 mins away for Skiing biking & hiking or hop on the ATV & Snowmobile Trail right from the dooryard. Jacuzzi jetted tub, fireplace, D/W, pans, etc. High Speed wifi/internet - login to your streaming devices on the Smart TV (3TV’s). Window views of the historic Dam, River & Mountains. The Dead River just steps away to float, fish, & take in the cascading sounds of the Dam. Trails End Restaurant steps away!

Top guest favorite
A wooden dock extends into calm, reflective waters surrounded by a serene landscape. Potted flowers in vibrant colors add a touch of greenery, while the sky above features soft clouds and blue tones, enhancing the tranquil lakeside atmosphere.
Home in Eustis
4.98 out of 5 average rating, 61 reviews

Flagstaff Lakeside Cabin Retreat

This newly renovated house is located in a private community on Flagstaff Lake surrounded by beautiful mature red pine trees with your own private spot on the lake complete with a dock & swim 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 endless hiking & biking trails, 10 mi to Sugarloaf & 25 mi to Rangeley. This is the perfect spot to relax & launch your outdoor adventures from!

Top guest favorite
A cozy cabin exterior is framed by tall trees, featuring a welcoming sign on the front. Two chairs are positioned on the wooden porch, inviting guests to relax in nature. The gabled roof and wood paneling contribute to the cabin's rustic charm.
Guesthouse in Eustis
4.98 out of 5 average rating, 55 reviews

Tall Pines Cozy Cabin

NO CLEANING FEE, NOTHING EXTRA FOR YOU! You will find this peaceful cozy cabin nestled among tall beautiful red pine trees. Located in a quiet private community in Eustis. This space is perfect for a single person or a couple. The cozy cabin is located next to our home but is a separate stand-alone unit. A lot to offer in a small space. Outside there is a gas grill and a covered porch with chairs to enjoy in the warmer months. Sit and take in the peaceful surroundings or a good book.

Top guest favorite
An open kitchen area showcases wooden cabinetry and modern stainless steel appliances. A spacious countertop is lined with cookware, while a cozy dining area with a large table can be seen at the far end. Natural light enters through multiple windows, enhancing the warm, inviting atmosphere.
Home in Stratton
4.98 out of 5 average rating, 125 reviews

Sugarloaf and Flagstaff Lake Area Vacation Rental

Nestled among the trees in a quiet, private neighborhood - great for walking, 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 outside. Close to hiking & biking trails, 7 mi to Sugarloaf, 1.5 mi to Flagstaff Lake, 20 min drive to Rangeley. Outdoor dining area, grill, firepit, deck, & covered porch. The perfect spot to launch your outdoor adventures from!

Top guest favorite
A cozy cabin is shown warmly nestled among tall trees, featuring a covered front porch with steps leading up. The rustic exterior is complemented by a metal roof, and large windows provide ample natural light. An inviting outdoor area is visible, surrounded by nature.
Cabin in Coplin
5 out of 5 average rating, 42 reviews

Cozy Coplin Camp: Hike, Bike, Kayak, Golf!

Welcome to our warm and inviting Coplin camp, perfectly situated for outdoor enthusiasts! Enjoy easy access to hiking, mountain biking, kayaking, and golf, with the stunning Sugarloaf Mountain and beautiful Flagstaff Lake just minutes away. Unwind in comfy spaces after your day’s adventures or take in the peaceful forest views. Ideal for families, couples, or friends seeking a memorable Maine getaway close to trails and water. Make your stay cozy, convenient, and full of adventure!

Top guest favorite
A tranquil outdoor space features a wooden pergola with seating and a grill, situated beside a hot tub. The fenced backyard is surrounded by tall trees, and the charming house is accentuated by a beautiful sunset sky.
Cabin in Kingfield
4.99 out of 5 average rating, 134 reviews

Cozy Cabin with Modern Amenities. Pet Friendly!

Kick back and relax in this beautifully renovated home with amenities you didn't know you were missing. Despite its small stature, every square inch is utilized, boasting 4 beds and 1.5 bathrooms, including a huge shower with multiple shower heads and hurricane force water pressure. Located on a quiet street just minutes from the Kingfield village, steps from the snowmobile trail system, and 20 minutes from Sugarloaf. Designed with dogs in mind, complete with a fenced in backyard.

Top guest favorite
A serene riverbank is framed by lush green trees and foliage. Clear water reflects the surrounding nature, with smooth stones scattered along the shore. Gentle ripples indicate flowing water, creating a tranquil atmosphere for outdoor activities.
Home in Carrabassett Valley
4.93 out of 5 average rating, 130 reviews

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.

Top guest favorite
A tranquil view of a lake at sunset, showcasing vibrant hues of orange and pink reflecting off the water. Silhouetted trees line the horizon, providing a serene backdrop to the colorful sky.
Cabin in Eustis
4.99 out of 5 average rating, 110 reviews

Flagstaff Oasis Endless Sunsets, Sauna May 2026!

Flagstaff Oasis is your winter retreat just 10 minutes from Sugarloaf! Ski all day, then come back and warm up by the fireplace. Enjoy direct snowmobile trail access with plenty of parking for sleds and trailers. After the adventure, gather at the firepit or relax in the cozy cabin with all-new appliances and a fully stocked kitchen. Peaceful, private, and set on Flagstaff Lake—perfect for skiing, sledding, and winter fun!

Popular amenities for Wyman vacation rentals

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