Vacation rentals in Glen

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Top-rated vacation rentals in Glen

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Superhost

A rustic cabin is nestled among golden autumn trees, set against the backdrop of a sprawling mountain range. The log structure, featuring a slanted roof, blends harmoniously with the surrounding natural landscape, characterized by open plains and distant peaks bathed in soft natural light.

Home in Wisdom

4.87 out of 5 average rating, 47 reviews

The Wisdom House Vacation Rental...

Located in Montana's iconic Big Hole Valley, the Wisdom House Vacation Rental is situated in the heart of downtown Wisdom, within walking distance to everything! The only vacation rental in Wisdom of it's size, rent from 1 up to 4 full bedrooms (5 beds total) & 2 full bathrooms (w/ a tub) and a fully stocked kitchen. Share this large home with your friends, family or co-workers and cook your own meals on-site for the best value in the Big Hole! Walk 100 ft to everything in Wisdom. Cheers!

Guest favorite

The cottage features a charming exterior with dark wooden siding and a gabled roof. A covered porch invites visitors, while a landscaped yard adorned with natural stone elements and shrubs provides a serene entrance. Tall trees frame the surroundings, enhancing the peaceful setting.

Tiny home in Butte

5 out of 5 average rating, 56 reviews

“Historic and Cozy” Private Cottage Getaway

This unique cottage, part of one of Butte’s top historic mansions, features gorgeous pieces of petrified wood, stone work inside and out, personal creek and pond. This space would be a perfect romantic getaway for a honeymoon couple, or if you’re just needing to escape and relax! The cottage includes a king bed, fully equipped kitchen, full bathroom, large yard, access to a gym, patio with bbq area, and fire pit. This cottage is a dream, once named ‘The Playhouse’ by the original mansion owner.

Guest favorite

The exterior of the property showcases a two-story house with a covered patio and a hot tub. String lights adorn the patio area, enhancing the outdoor space. Lush green grass surrounds the home, with tall trees providing natural scenery.

Home in Butte

4.84 out of 5 average rating, 91 reviews

Large Home! Golf Course/Mountain Views, & Hot Tub

See this property in the heart of Western Montana. Enjoy all Montana has to offer with golf, fishing, hunting, biking, and hiking literally out your back door. This newly renovated upscale property includes a hot-tub, covered patio, outdoor bbq, formal dining area, soak tub, formal dining room, and amazing views from every room in the house. Whether you prefer an action packed weekend enjoying all Montana has to offer or just want to soak in the views this property has everything you need.

Superhost

A log cabin home features a large wrap-around porch with inviting seating, framed by lush green grass. The property offers expansive views of the surrounding valley under a clear blue sky, with mountains visible in the distance.

Cabin in Ennis

4.83 out of 5 average rating, 18 reviews

Madison Overlook Cabin

This home is the quintessential Montana log cabin. Perched on a plateau above the Madison River, it has commanding views of the entire valley. The imposing Sphinx Mountain looms in the distance and the gentle flowing Madison River is in your foreground. This home is perfectly situated for a Montana experience of a lifetime! It's just 15 miles south of the cowboy town of Ennis where you can find a grocery store, gift shops, galleries, bars, restaurants, fishing guide services and fly shops.

Top guest favorite

An outdoor deck features a wooden floor and wooden railing, providing a spacious area for relaxation. A glass-top dining table is surrounded by four chairs, and a charcoal grill is positioned nearby, with greenery visible in the background under a clear blue sky.

Home in Dillon

5 out of 5 average rating, 38 reviews

Cheerful 3 bedroom home with deck

This warm and inviting home is located in town and one house away from the Beaverhead Golf Course. Forbes magazine describes this location as the best trout-fishing state in the Union which is located minutes from the Beaverhead and Big Hole Rivers. If you are looking for a place to stay for a vacation to enjoy all the outdoor activities such as hiking the Pioneers, skiing Maverick Mountain or fly fishing the numerous surrounding rivers, you have found your diamond in the rough.

Guest favorite

A spacious house with a striking A-frame design features large glass windows and a deck with seating. In the foreground, two bright green Adirondack chairs are positioned around a fire pit, with logs and stones marking the perimeter.

Home in Anaconda

4.92 out of 5 average rating, 13 reviews

Retreat + Get Away Lake House

This is a lovely property set among the backdrop of the beautiful Pintler/Anaconda Wilderness. Right next to Georgetown Lake for your summer or winter trip. Ski at the spectacular Discovery Ski Resort. Hike to Storm Lake Pass. Enjoy a zip line tour in nearby Anaconda. Golf at the famous Old Works Golf Course. This is a lakeside 3 bedroom, 2 1/2 bath home with a fully stocked kitchen, fireplace, pool/air hockey table, and TV. There is a 6 person outdoor cedar barrel sauna.

Guest favorite

Cabin in Anaconda

4.98 out of 5 average rating, 48 reviews

Georgetown Lake Escape With Starlink

Log cabin on the ridge a mile above the lake. Premier fishing, ice fishing, Discovery Ski Area, snowmobiling, ghost towns, pan for gold or sapphires, golf. world class kiteboarding. Jetted tub, radiant heat floors, forced air heat, automatic generator, upper balconies, and large deck with covered porch. Numerous amenities. The views and sunsets are breathtaking, and you have front row seats to animal sightings such as deer, elk, moose, bald eagles, and even bears.

Guest favorite

A spacious outdoor deck offers stunning views of the lake and mountains, featuring a round table surrounded by chairs and a grill for barbecuing. A large blue umbrella provides shade, while the surrounding trees enhance the natural setting.

Home in Anaconda

4.93 out of 5 average rating, 61 reviews

Quiet Georgetown Lake home with breathtaking views

Imagine waking up to million-dollar views & ending your day watching a mesmerizing sunset all from the comfort of this charming home. You will find endless recreational opportunities right out the backdoor. From incredible downhill & x-country skiing to a world-class golf course, endless hiking, 4 wheeling, snowmobiling, abundant wildlife & countless mountain lakes, rivers and streams, there is something for everyone!

Top guest favorite

The exterior of a custom-designed home is displayed, featuring a wooden façade with a gabled roof and large windows. A stone border surrounds the landscaped yard, which includes young trees. The sky is partially cloudy, creating a serene backdrop against the foothills.

Home in Anaconda

4.95 out of 5 average rating, 190 reviews

Perfect for Outdoor Enthusiasts and History Buffs

Great Vacation "Getaway" Luxurious, custom-designed and built private home with four bedrooms, three bathrooms, a large recreation room in the finished basement downstairs, hand-built furniture and stone fireplace designed by owner, and a magnificent view of the surrounding foothills, pasturelands and Pintlar Mountain Range of the Anaconda-Pintlar Wilderness Area. We now have a ramp for accessibility if needed.

Top guest favorite

A scenic view of the Madison River at dusk is framed by wooden railings. Soft lights illuminate the patio, casting a warm glow. The landscape features rolling hills and the silhouette of distant mountains under a twilight sky.

Townhouse in Madison County

4.94 out of 5 average rating, 124 reviews

Madison Suite the Bluffs Best Views on the River

Singles and Couples will be delighted with this spacious and unique space. Private 950 Sq Ft fully appointed apartment with commanding views of the Madison River to the West, Madison Valley to the North and Madison Range to the East. Strong WiFi signal and desk space for remote working (if necessary). Walk in closet with clothes drawers and hangers for all your needs.

Top guest favorite

A charming cabin exterior is seen, featuring wooden siding and a metal roof. Two comfortable chairs are positioned on the porch, surrounded by well-maintained flowerbeds and stone pathways. Lush greenery and colorful blossoms enhance the welcoming atmosphere of the entryway.

Guesthouse in Virginia City

4.96 out of 5 average rating, 68 reviews

Rank House Cabin

Wood floors, antique furnishings, gas stove heating in the main area, and 2 comfortable bathrooms make this historic cabin the perfect headquarters for your exploration of Southwest Montana. Nestled in historic Virginia City - hiking, horseback riding, fishing, and small-town nightlife are all within walking distance!

Guest favorite

Two individuals stand in a serene river, casting fishing lines into the water. Lush green vegetation surrounds the riverbank, and majestic snow-capped mountains rise in the background. The clear blue sky complements the tranquil scene, highlighting the natural beauty of the area.

Cottage in Whitehall

4.9 out of 5 average rating, 410 reviews

Newly Renovated, Charming, Downtown Cottage

This newly renovated, charming cottage is perfect for a quiet getaway or your week of outdoor adventure. Whether you are going zip-lining in Yellowstone National Park, enjoying the hot springs in Bozeman, or fly fishing in Livingston, this quaint vacation house is the perfect home base during your trip.