Holiday rentals in Pony

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Top-rated holiday rentals in Pony

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Top guest favourite
Farm stay in Manhattan
4.99 out of 5 average rating, 174 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, 217 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
4.94 out of 5 average rating, 179 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, 145 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 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, 451 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
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
A modern cabin with a wooden exterior stands surrounded by lush greenery. The porch features a covered area with seating, and large windows provide natural light. The cabin is situated on a grassy lawn, offering a peaceful rural setting.
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
A rustic kitchen features wood-paneled walls and a long dining table with four wooden chairs. Large windows offer expansive views of the surrounding landscape, while a modern stove and stainless-steel appliances are neatly arranged along one wall.
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
A sleeping area features a twin loft bed above a queen bed, both equipped with comfortable bear mattresses. A neutral-colored blanket with a moose design is draped over the queen bed. The window is adorned with curtains displaying silhouettes of bears and trees.
Farm stay in Three Forks
4.98 out of 5 average rating, 105 reviews

Countryside Bunkhouse near Madison River

Whether fishing, hunting, hiking, river adventures, or peace and quiet is what you are seeking, this is the perfect place for you! The bunkhouse is a newly built out studio apartment above our barn. Enjoy fresh eggs complimentary from our chickens (in the spring, summer, and fall months), bring your pets (as long as they are friendly with other animals). Enjoy fly fishing or tubing down the famous Madison River.

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, 26 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
A modern kitchen area is highlighted by white cabinetry and a dark countertop. A Keurig coffee maker and a bowl of coffee pods are displayed, alongside a toaster. The open layout leads to a cozy living space with a gray couch and soft, natural lighting.
Cottage in Whitehall
4.9 out of 5 average rating, 463 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.

Popular amenities for Pony holiday rentals

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