Guesthouse vacation rentals in Madison County

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Madison County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Guest favorite
Guesthouse in Ennis
5 out of 5 average rating, 15 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!

Top guest favorite
Guesthouse in Dillon
4.95 out of 5 average rating, 206 reviews

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!

Top guest favorite
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.
Guesthouse in Ennis
5 out of 5 average rating, 29 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.

Guest favorite
A spacious wooden deck overlooks expansive mountain views and a verdant landscape. Two chairs are positioned on the deck, accompanied by a grill. The area is sheltered by log railings, providing a sense of enclosure while enhancing the connection to nature.
Guesthouse in Whitehall
4.99 out of 5 average rating, 93 reviews

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.

Guest favorite
Guesthouse in Ennis
5 out of 5 average rating, 8 reviews

Welcome to the LP Guest Cottage!

Montana Way Property Management welcomes you to the LP Guest Cottage. A cozy retreat in the heart of the picturesque Madison Valley! A scenic 5 mins (4.2mile) from downtown Ennis, MT this newly constructed cottage boasts a seamless blend of rustic charm and contemporary comfort. This charming 2 bedroom, 1.5 bathroom property offers everything for a successful get away to the Madison Valley. A private outdoor patio with benches & a gas BBQ grilled add to this modern mountain retreat.

Top guest favorite
Guesthouse in Ennis
4.97 out of 5 average rating, 58 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

Guest favorite
Guesthouse in Madison County
4.97 out of 5 average rating, 36 reviews

The Little Red Bunk House

The Little Red Bunk House is located in a quiet area of Cameron Montana close to Reynolds Pass with beautiful view's of the valley. It is 25 miles from West Yellowstone and Yellowstone National Park. The Madison river is about 7 miles from the little red bunk house. Henry’s Lake is about 7 miles to the south just over the Idaho border near Island Park. There are many hiking and biking trails in the area. The bunk house is decorated in a western style

Guest favorite
A wooden guesthouse is visible on a snowy landscape near a gently flowing creek. Surrounding trees and rocky terrain add to the natural setting. Soft sunlight illuminates the scene, highlighting the peaceful ambiance of the outdoor space.
Guesthouse in Pony
4.91 out of 5 average rating, 47 reviews

Pony Honeymoon Suite & Hunting Lodge

Located minutes from the YNOT WEDDING RANCH. Nestled at the foot of Hollowtop Mountain, the tallest and most distinctive peak in the Tobacco Root Mountains, few places can compete with Pony's stunning natural beauty. This beautiful elegant guesthouse sits on top of the creek. See, hear, breath ... Montana. YOU WON'T WANT TO LEAVE!

Guest favorite
A private deck is shown with two wooden chairs and a small table, offering a view of expansive green fields and distant mountains under a cloudy sky. The deck’s railing provides a modern touch, enhancing the scenic outdoor space.
Guesthouse in McAllister
5 out of 5 average rating, 14 reviews

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.

Guest favorite
Guesthouse in Ennis
4.9 out of 5 average rating, 31 reviews

Gallarus Guesthouse

Gallarus Guesthouse. Named after the Gallarus Oratory in Ireland, a shelter for pilgrims on their travels. We want to offer a comfortable space to unwind and relax after your adventures- be it hiking, road tripping, exploring Yellowstone, fishing the Madison or other adventures you find yourself on in our neck of the woods.

Top guest favorite
A lush garden area features well-maintained grass, diverse plantings, and stone pathways. A covered porch with seating is visible, alongside patio furniture. The surrounding greenery and colorful flowers create a serene outdoor environment, ideal for relaxation or social gatherings.
Guesthouse in Virginia City
4.96 out of 5 average rating, 74 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!

Guest favorite
Guesthouse in Ennis
5 out of 5 average rating, 5 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.

Popular amenities for Madison County guesthouse rentals