Guesthouse holiday rentals in Madison County

A welcoming living area is presented with a cozy sectional sofa and an accent chair. A flat-screen TV is mounted on the wall above a rustic fireplace. A round table with two white chairs is positioned nearby, complemented by warm wood tones in the flooring and ceiling.

5.0 out of 5 average rating, 17 reviews

Golden Views in every direction!

Beautiful views of the Madison Range from this very well appointed guest apartment. Fishing access is close at hand and town is only a few miles away. This guest suite is above the owners garage which is detached from the owners home. This custom apartment has a very private side entrance with plenty of parking and room to take in the "Big Sky" views. Each bedroom has its own private bathroom which makes this the perfect place for all to stay and have their own space. No detail has been missed!

FamilyLocationView

5.0 out of 5 average rating, 7 reviews

Guesthouse in McAllister

Brand new bunkhouse. Equine Facility and more

If you love Montana, Mountains, Fishing, Horses, Hiking, Hunting and everything else Montana has to offer than look no further. Cozy bunkhouse nestled in the middle of a gorgeous state of the art equine facility. Brand new.. if you want to come and relax, hunt, hike, fish, snowmobile or whatever look no further! This is a working horse facility. Bring your horses we have a separate barn and can board them additionally. Quaint outdoor area, grill out and relax and enjoy the views!!. AC to.

LocationFamilyOutdoor spaces

4.96 out of 5 average rating, 227 reviews

A sunlit room features natural wood paneling and a peaked ceiling. A small dining table with two chairs is positioned near a window, while a cozy couch and a stylish lamp are visible in the space. Decorative plants enhance the inviting atmosphere.

Guesthouse in Dillon

Blue Pine Guesthouse MT

This unique getaway is just blocks from downtown Dillon. It’s one of a kind blue pine interior is gorgeous & spacious. The perfect place to enjoy Southwestern Montana from. Dillon offers world renowned fly fishing in the summer, ski slopes 45 minutes away at Maverick mountain in the winter. There’s also the famous Elkhorn hot springs to visit for a $5 day. Enjoy Beaverhead-Deerlodge national forest and Clark Canyon reservoir. Come decompress in this small Montana town surrounded by nature!

LocationValueSleep quality

4.5 out of 5 average rating, 18 reviews

Madison Valley Vista Designer Suite

Kick back and relax in this calm, stylish, two-story suite with an unparalleled view of the Madison River Valley and the Madison Range. Polished concrete, radiant heat floors, spiral staircase, high-end finishes, down-stuffed couch, organic sheets and towels and comfy foam mattresses, will make for a wonderful stay. Ten minutes from Ennis, fifty minutes from Yellowstone, forty minutes from stunning Cliff and Wade Lakes, twenty minutes from Virginia City, and five minutes from river access.

LocationAccuracyNearby

The exterior of the guesthouse is framed by a well-maintained green lawn and a porch with seating. Two trees and decorative shrubs add to the landscaped yard. The house features large windows that invite natural light, offering views of the surrounding fields.

5.0 out of 5 average rating, 33 reviews

Charming guesthouse in Ennis, MT

Keep it simple at this peaceful & centrally-located charming guesthouse overlooking the Madison Valley. Easy access to Varney Bridge & the Madison River make this quant guesthouse the prefect location to start you Montana adventure, whether it be Fly Fishing the famous Madison River or exploring Yellowstone National Park. An outdoor patio with gas BBQ grill allows for enjoying the amazing Montana Summer and Fall weather. The private yard while surely be visited by deer and other wildlife.

FamilyLocationOutdoor spaces

4.98 out of 5 average rating, 102 reviews

A log cabin features a covered front porch with wooden railings, surrounded by trees. Large windows provide natural light, and a barbecue grill is positioned nearby. The structure's style reflects rustic charm in a serene outdoor setting.

Guesthouse in Whitehall

Bluebird Cabin

Located just 1 mile off of the highway for the peace & quiet you seek. Breath taking views of the mountains. Minutes from access to the Jefferson river for floating & fishing. Surrounded by mountain access for hiking, off road riding, public land for hunting and close proximity to SO much more! Whitehall just 12 minutes away has dining and shopping. Bozeman & Helena are about 1 hour away, Butte 1/2 hour. The bluebird cabin is perfect for an overnight or extended stay. No pets/no smoking.

LocationFamilyNearby

A rustic interior features wooden paneling and beams across the ceiling. A cozy seating area includes a dark sofa and armchair. A queen-sized bed with a light-colored quilt is positioned nearby, while a focused dining space displays a charming table and decorative placemats.

4.97 out of 5 average rating, 76 reviews

Littlefoot Cabin - Ennis Cabin Getaway

Take it easy at this unique and tranquil getaway. This cozy, rustic little cabin is located just eight miles south of the town of Ennis just minutes from the Varney Bridge boat launch (3.5 miles) on the World class fishing Madison River. You will be close to ATV/UTV trails and Virginia City is just over the hill (Approx. 20 miles). West Yellowstone is 60 minutes away. Relax at Norris Hot Springs. One dog allowed per booking. Please disclose at time of booking. Thank you

LocationValueHeating

5.0 out of 5 average rating, 15 reviews

A large ranch-style building is shown, featuring various wooden elements and multiple garage doors. The structure is set against a backdrop of blue skies and distant mountains, with a spacious gravel parking area in front.

Guesthouse in McAllister

5 Star - Golden Eagle Loft

Forget your worries in this spacious Five Star serene space. New construction loft above our garage offers amazing mountain views, private access and only 15 minutes from McAllister Montana and the famous McAllister Steakhouse. We welcome hunters, fisherman, adventurers, snowmobilers, business travelers and of course, families.

LocationGetting aroundHiking

Guesthouse in Virginia City

The exterior of a historic cabin is displayed, surrounded by lush, manicured gardens. A welcoming porch with a roof extends out front, complemented by green foliage and a wooden fence. A seating area is visible, inviting relaxation in a serene outdoor setting.

4.96 out of 5 average rating, 80 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!

LocationFamilyHospitality

Guesthouse in Pony

New place to stay

Honeymoon Suite & Hunting Lodge

Take it Easy at this Unique and Tranquil Getaway in the register ghost town of Pony. Incredible Mountain and Water Views! 30 minutes from Ennis, 50 minutes from Bozeman, 5 minutes from YNOT Wedding Venue. Hike, Fish, Explore or just Chill in this Gold Mining Town of the 1800's! Unit is on second floor above garage.

5.0 out of 5 average rating, 10 reviews

Fresh Frank Guesthouse: Mountain Views & Fishing

Wake up to stunning Madison Range views in the world-class fishing town of Ennis, Montana. Just one mile from downtown and less than a mile from the Burnt Tree fishing access on the Madison River, this second-story guesthouse blends serenity and convenience with modern amenities and rustic-chic charm.

LocationValueSleep quality