Holiday rentals in Pony

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Top-rated holiday rentals in Pony

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Guest favourite
Cabin in Belgrade
5 out of 5 average rating, 11 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
A refinished cabin is set amidst expansive green fields, with rolling hills and mountains visible in the background. The structure features a covered porch and large windows, enhancing the connection to the surrounding natural landscape under a cloudy sky.
Cabin in Sheridan
5 out of 5 average rating, 113 reviews

Hardy Hill Cabin

Escape to this private, beautifully refinished historic cabin just 4 miles east of Sheridan. Nestled in the foothills with breathtaking mountain views, wide-open skies, and unforgettable Montana sunsets, it’s the perfect place to relax and unwind. Enjoy the convenience of self check-in with a private entrance/keypad door. Ideally located near rivers, streams, hiking trails, and mountain adventures, this cozy retreat offers the perfect balance of seclusion and easy access to outdoor recreation.

Top guest favourite
Farm stay in Manhattan
4.99 out of 5 average rating, 176 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, 221 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, 184 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
A serene landscape features a wide grassy area with grazing cattle, framed by distant rolling hills. A tranquil pond reflects the colorful hues of a sunset sky, casting a soft glow over the scenery. The open fields evoke a sense of peaceful rural living.
Home in Cardwell
4.92 out of 5 average rating, 24 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.

Top 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 comfortable living area is presented, featuring a plush armchair and a sectional sofa. Natural light floods the space through a large window, providing expansive views of the mountains and the surrounding landscape. The soft, neutral carpet adds warmth to the room.
Farm stay in Whitehall
5 out of 5 average rating, 41 reviews

Spacious-Quiet-Clean-Potato Farm Paradise

Forget your worries in this spacious and serene space. Room for family and fun! This is the perfect spot to rest & recharge. Truly get away from it all while relaxing on the deck or enjoying our picnic area. We do not have a TV because we believe our views and families are better. Enjoy the views and each other! It is regular to see deer and antelope on the property ranging around. Fully equipped kitchen to prepare all your meals with fresh well water.

Top guest favourite
A comfortable seating area features a modern sofa accented by plush pillows, situated beside a large glass window offering expansive views of the mountains and surrounding landscape. A decorative rug lies on the wood floor, adding warmth to the space.
Cabin in Dillon
4.93 out of 5 average rating, 454 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.**

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
A rustic wooden cottage features large glass windows, offering views of the surrounding landscape. Two wooden chairs are positioned on a tiled patio, inviting relaxation. A sign reading 'GALA COTTAGE' is affixed to the exterior, blending harmoniously with the natural tones of the building.
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, 29 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