Holiday rentals in Pony

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Top-rated holiday rentals in Pony

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Top guest favourite
The exterior of the modern, cylindrical structure is displayed, featuring large windows and a patio area. A hot tub and a grill are positioned beside two outdoor chairs, overlooking expansive views of the surrounding landscape and mountains.
Farm stay in Manhattan
4.99 out of 5 average rating, 172 reviews

Sunrise Silo - Luxury silo near Bozeman, Montana.

Newly constructed, 675 sq ft Sunrise Silo sleeps 4, with a queen bed in the loft and a main floor pull-out sleeper sofa. Sunrise Silo is a unique example of how rustic charm pairs perfectly with modern amenities and an indulgent experience. The stunning, unobstructed views of the Bridger Mountains and surrounding Gallatin Valley will ensure this becomes your favorite Montana vacation destination. Enjoy a rural setting while having easy access to adventure and entertainment opportunities.

Guest favourite
Yurt in Bozeman
5 out of 5 average rating, 216 reviews

WILD+WANDER Luxury Yurt near Bozeman, Montana

Get away from it all when you stay under the stars at Wild+Wander. This light-filled, 30 ft yurt has all the comforts of home while escaping from the everyday. A perfect couples' retreat, this yurt features a full kitchen, bedroom and bath, hot tub, stove, and charm that you can't find anywhere else. Nestled in the hills, the yurt sits on 5 acres of panoramic mountain views. Protected from the noise and lights of town, yet only 20 minutes from main street, this property is a hidden sanctuary.

Top guest favourite
A wooden deck features a comfortable chair and a uniquely shaped outdoor sauna, crafted from natural materials. The sauna is positioned adjacent to the house, with a large glass door allowing visibility of its interior. Surrounding grasses and trees complete the serene setting.
Cottage in Cardwell
4.94 out of 5 average rating, 176 reviews

The Ranch Cottage Hideaway with Sauna!

This three bedroom three bath cottage is part of a Montana working ranch that sits where the original homesteaders once staked their claim. Nestled along the South Boulder River this location is a great jumping off point for all your Southwest Montana adventures. Relax in your own private sauna with the beautiful backdrop of the Tobacco Root Mountains. Only two hours from Yellowstone National Park, minutes away from Lewis and Clark Caverns, and 75 feet from your new favorite fishing hole.

Top guest favourite
Cabin in Twin Bridges
4.95 out of 5 average rating, 121 reviews

COZY Cabin

Relax in this quiet, peaceful setting near the Big Hole, Beaverhead and Ruby Rivers. This tranquil spot is truly hard to find anywhere. Fox, deer, antelope can be spotted from your own deck. The views are spectacular and the cabin is very serene. Have breakfast on your deck, enjoy a barbecue meal or sit by the fire inside of this perfect setting. It has a single bedroom with 1 queen bed, tv, dresser and a walk in closet. The living room has a gas fireplace, large tv and futon.

Guest favourite
Tiny home in Whitehall
4.95 out of 5 average rating, 144 reviews

Tiny house and RV hook-up in Big Sky Country

Keep it simple at this rural, peaceful and centrally-located place. The house is located between an abundance of mature trees providing a "tucked-in" feeling. There is ample parking and a large grassy area great for outdoor activities. A full hook-up camp spot is available for an additional fee. The location is close to the Town of Whitehall, the Jefferson River, Lewis and Clark Caverns, Copper K Barn wedding venue, Ringing Rocks, and numerous ATV, horseback, and hiking trails.

Top guest favourite
The sheep wagon is positioned on a wooden deck, featuring a rounded wooden exterior and vintage wheels. A small set of stairs leads to the entrance. Flower pots adorn the deck, while the picturesque landscape includes green grass and a clear blue sky.
Tiny home in Sheridan
4.99 out of 5 average rating, 403 reviews

Ruby Meadows Ranch Sheep Wagon

For the adventure traveler, try a night or two in a sheep wagon. Home on wheels to early sheep herders in the mountains of Montana, this hand built wagon sits on our 30 acre homestead. Finished under canvas with tongue and groove pine, this very small space offers a unique lodging experience. Inside is a nice queen size bed, 2 bench seats, and a pull out dining table. Enjoy mountain views from the outside bench, rocker & fire pit. Bathroom facilities in our nearby shop.

Top guest favourite
Cabin in Bozeman
4.98 out of 5 average rating, 146 reviews

Cowboy Up Cabin

Take it easy at the Cowboy Up Cabin! Our quaint, cozy cabin is situated on 10 acres and adjacent to our home and shop that's under construction. You'll get to enjoy the deer and turkeys that frequent the property while relaxing on your private front porch. We are just down the road from the Gallatin River Lodge, 20 minutes from downtown Bozeman, and 12 minutes to the Bozeman Yellowstone International Airport. A great place and central location for your Bozeman getaway!

Top guest favourite
The cabin is shown from the outside, featuring a striking modern design with large glass windows reflecting the sky. The structure is framed by natural landscaping, offering a harmonious blend with the serene surroundings as the sun sets in the background.
Cabin in Dillon
4.93 out of 5 average rating, 447 reviews

Alturas 1 - 1BR Modern Cabin, Big Beautiful Views

This is a beautiful cabin with modern touches, clean lines, and spectacular mountain views via massive windows. The cabin takes its name from one of the peaks you'll see right out your window, Alturas 1 (Our 2 BR cabin is named for the next peak to the north... Alturas 2. Alturas 1 is a 1 BR cabin with a convertible sofa in the front room to accommodate up to 3 guests. **(PET OWNERS, please read pet section in the "the space" section.**

Superhost
A spacious lodge is seen in the distance, surrounded by rolling hills and mountains. Vintage farm equipment is placed in the foreground, complementing the rural landscape. The property sits on a green, well-maintained lawn with clear blue skies above.
Home in Cardwell
4.83 out of 5 average rating, 103 reviews

*Large Group Lodge with Breathtaking Montana Views

Discover true peace at our private Montana lodge, nestled deep in the countryside with no neighbors for miles. Perfect for family reunions or group escapes, it features 6 king beds and 4 fulls with plenty of space for all. Explore nearby outdoor adventures in Bozeman, Helena, or Butte, then return to your secluded retreat. Watch wildlife, soak in the mountain air, and end the day with breathtaking sunsets from the expansive front deck.

Top guest favourite
Cabin in Cardwell
4.97 out of 5 average rating, 272 reviews

River Stone Cabin

The River Stone Cabin is a modern Montana cabin with internet access that sits next to the South Boulder River. The Cabin is comfortable and warm with bright spaces for friends and family. The location is rural with many guests seeing a variety of wildlife. We are pet friendly with a fee. The Cabin can serve as a convenient base for visiting parks and local attractions or simply as a great place of sanctuary to relax and unplug.

Top guest favourite
Tiny home in Whitehall
4.97 out of 5 average rating, 109 reviews

Luxury Solar Powered Tiny Cabin-Full Kitchen-Sauna

Stay in our Gala Cabin on a WORKING (formerly Amish) farm in rural southwest Montana—complete with access to a wood-fired barrel sauna. This is a true farm experience—rustic, grounded, and one-of-a-kind. The cabin is off-grid (solar), so power is limited at times. Expect open land, animals, and the rhythms of farm life (including guardian dogs at night). Located 17 minutes south of I-90 near hot springs and hiking.

Top guest favourite
The bright-red caboose is positioned on a grassy area, showcasing its vintage exterior. A series of windows and a cupola can be seen on top, while the iconic railroad logo is displayed on the side. The clear blue sky complements the colorful structure.
Tiny home in Pony
4.96 out of 5 average rating, 25 reviews

Red Caboose in Pony

Inside this restored 1968 bright-red Northern Pacific caboose, located on the eastern edge of Montana’s Tobacco Root Mountains, you’ll find a cozy living space for up to 4 people, a full bathroom, kitchenette, one full-sized bed, one full-sized fold-out couch, and a loft. This caboose sits on original 1889 Statehood railroad tracks, on a 3 acre property in Pony, Montana.

Popular amenities for Pony holiday rentals

  1. Airbnb
  2. United States
  3. Montana
  4. Madison County
  5. Pony