Holiday rentals in Pony

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Top-rated holiday rentals in Pony

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Guest favourite
A cozy bedroom features a spacious bed adorned with decorative pillows and a soft throw blanket. Warm wooden paneling complements a patterned area rug. Light enters through a window with sheer curtains, while framed art and photographs decorate the walls, adding character to the room.
Cabin in Whitehall
4.92 out of 5 average rating, 37 reviews

Valley Views Roadhouse Cabin

Kick back and relax in this calm, stylish space. Come visit the Roadhouse Cabin for one night or several. Don’t come expecting Pottery Barn or Hampton Inn. Do expect a comfy queen bed, memory foam futon, cool, artsy, handmade, recycled, reused gems. Low fragrance and fragrance-free cleaning and personal care products and of course, the BIG Sky. Star gazing here is phenomenal. The cabin is a fun and easy place with a great mix of old and new, amazing views of the mountains, sunrises, and sunsets.

Top guest favourite
Cabin in Belgrade
5 out of 5 average rating, 10 reviews

NEW! Luxury Mirror Cabin: Hot Tub, Gym & Sauna!

Experience an unforgettable Montana getaway in this unique and luxury ÖÖD Mirror Cabin. With expansive reflective windows on three sides, the cabin blends into the landscape while making the interior feel open, airy, and connected to nature, combining modern Scandinavian design with Montana’s wide-open skies and rural beauty. Enjoy a private 6-person hot tub, private sauna, and a custom deck hammock perfect for stargazing. Just 10 minutes to BZN Airport, yet immersed in the Montana countryside!

Top guest favourite
Farm stay in Manhattan
4.99 out of 5 average rating, 175 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
A yurt is set among tall grasses, with the sun setting in the background. Features of the yurt include a round structure with windows, framed by evergreen trees. The scene captures a blend of natural beauty and serenity in a wide-open landscape.
Yurt in Bozeman
5 out of 5 average rating, 219 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
The exterior of the cottage features a covered porch supported by wooden beams. Comfortable seating arrangements are positioned in front of large windows. An outdoor sauna is visible adjacent to the house, with a landscape of grass and mulch completing the inviting setting.
Cottage in Cardwell
4.95 out of 5 average rating, 182 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.

Guest favourite
A charming log cabin is presented with a wooden deck and steps leading to the entrance. The porch features a table and chairs, inviting outdoor relaxation. Surrounding grass and slight elevation emphasize the cabin's serene setting, complemented by distant rolling hills under a cloudy sky.
Cabin in Twin Bridges
4.95 out of 5 average rating, 124 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.

Top guest favourite
Home in Cardwell
4.91 out of 5 average rating, 23 reviews

The L hanging K place

Relax with the whole family or your friends and rejuvenate at this peaceful ranch house where the owner lives above you. Enjoy listening to the ducks and geese on the pond, spotting the deer and occasional elk out your window. Delight in the beautiful sunrises and sunset. Also don’t forget to check out the stars at night. You can sit around the campfire and enjoy each others company or cozy up to the fire place and read your favorite book. The out side landscape is still in progress.

Guest favourite
A rustic wooden cabin stands among mature trees, featuring a welcoming front porch with steps leading to a gravel parking area. The structure's large windows reflect the surrounding greenery, enhancing the peaceful rural atmosphere. A distant view of rolling hills can be seen beyond the trees.
Tiny home in Whitehall
4.95 out of 5 average rating, 148 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
A wooden sign marked 'River Stone Cabin' is affixed to a tree in a lush green yard. The cabin structure is visible in the background, surrounded by tall trees and mountainous terrain under clear blue skies.
Cabin in Cardwell
4.97 out of 5 average rating, 274 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, 110 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 exterior of a bright-red Northern Pacific caboose is displayed on a grassy area, showcasing its original features. The structure includes a cupola, multiple windows, and vintage railroad details, all set against a clear blue sky with fluffy clouds.
Tiny home in Pony
4.93 out of 5 average rating, 28 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.

Guest favourite
Cabin in Pony
4.91 out of 5 average rating, 23 reviews

Uncle Buddy's Cabin

Uncle Buddy's is an adorable log cabin nestled in a quiet neighborhood in Pony. Well suited for one couple, but can accommodate up to 4, the cabin faces towards the West with a beautiful view of Hollowtop Mountain and the Tobacco Root mountains. It holds a small kitchen with a fridge, cooktop, and microwave plus a full bathroom.

Popular amenities for Pony holiday rentals

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