Vacation rentals with outdoor seating in Madison County

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Top-rated outdoor seating rentals in Madison County

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

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Guest favorite

Home in Dillon

4.99 out of 5 average rating, 110 reviews

Private Blacktail Retreat

Blacktail Retreat is a charming new construction cabin perfect for anyone wanting to get away from it all & indulge in Montana Big Sky views. The cabin is situated 4 miles south of Dillon w/great views & tons of elbow room. Nestled in the Beaverhead Valley, the cabin offers incredible views of several mountain ranges & is only minutes from world class fishing on the Beaverhead & Big Hole Rivers. This space is great for all travelers & has some of the coolest sunsets! (Inquire for 1 night stays.)

Guest favorite

Condo in Big Sky

4.97 out of 5 average rating, 180 reviews

Walk to resort! 2bed/2bath newly renovated condo.

Our condo is the perfect basecamp for your Big Sky adventures! Comfortable for a family or 2 couples, it’s equipped with everything to enjoy your stay. We totally remodeled in 2018, so everything is new. Enjoy a fully equipped kitchen, washer/dryer, pull-out couch, cozy gas fireplace, two bedrooms with queen beds & 2 full baths. We’re right at the end of skier parking - walk out our building, cross the road and hop on the free shuttle! We invite you to enjoy our condo when we’re not there!

Guest favorite

Guesthouse in Dillon

4.95 out of 5 average rating, 134 reviews

Dylan’s Blue Pine Guesthouse

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!

Guest favorite

Condo in Big Sky

4.93 out of 5 average rating, 134 reviews

Ski, bike, hike, or work remotely at Lone Peak

Enjoy a cozy, comfortable mountain getaway at this centrally located unit just minutes from Big Sky Resort. This condo’s convenient location and easy access to the slopes make it the ideal outpost for all of your seasonal Big Sky adventures! This unit features 2 bedrooms each with queen beds, 2 bathrooms and a sleeper sofa in the living room. There is a designated workspace in the master with high speed internet. The kitchen is fully equipped with everything you need for a cozy night in.

Guest favorite

Cottage in Cardwell

4.92 out of 5 average rating, 119 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 favorite

Cottage in Dillon

4.96 out of 5 average rating, 123 reviews

The Bunkhouse -- Country Charm, Close to Town

Accommodations way out in the country, but not far from town! Our two bed, two bath is ideal for families, the angler craving a location convenient to several rivers, a business traveler looking for home-like accommodations and others just passing through! Enjoy access to our small farm, welcome yourself to seasonal herbs fresh from the garden and eggs from the hen house. Enjoy a spacious and private deck with beautiful views of the Pioneer Mountains and famous Montana big skies.

Guest favorite

Condo in Big Sky

5 out of 5 average rating, 145 reviews

Slope-Side Stillwater Studio At Resort Base Area

This home is located in the base area at Big Sky Resort. This cozy studio hosts all the modern amenities guests are looking for; including WiFi, Smart TV, full bathroom with basic necessities, king bed with twin trundle, coin-operated laundry on-site, and more! The fully equipped kitchen with brand new appliances is great for making meals, quick lunches, or enjoying cocktails after a long day of exploring. Only a one hour drive to Yellowstone Park via the West Yellowstone entrance!

Guest favorite

Tiny home in Whitehall

4.96 out of 5 average rating, 112 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.

Guest favorite

Guesthouse in Dillon

4.97 out of 5 average rating, 264 reviews

The Postmaster's Loft

The Postmaster's Loft is a private studio apartment. Your entrance is located at the top of the stairs that wrap around the back of the detached garage. As you enter, you will see a full kitchen (oven/stovetop, dishwasher, refrigerator) to your left and a bathroom (including washer/dryer) to your right. The living space includes a king bed, armchair, dining table, nightstands, and television - everything you need to feel right at home. The location is ideal for walkability.

Guest favorite

Tiny home in Sheridan

4.99 out of 5 average rating, 352 reviews

Ruby Meadows Ranch Sheep Wagon

For the adventure traveler, try a night or two in a sheep wagon. Home on wheels to early sheep herders in the mountains of Montana, this hand built wagon sits on our 30 acre homestead. Finished under canvas with tongue and groove pine, this very small space offers a unique lodging experience. Inside is a nice queen size bed, 2 bench seats, and a pull out dining table. Enjoy mountain views from the outside bench, rocker & fire pit. Bathroom facilities in our nearby shop.

Guest favorite

Guesthouse in Ennis

4.99 out of 5 average rating, 132 reviews

Montana Getaway with mountain views

Enjoy a peaceful Montana getaway with views of the Madison Range. We are situated on three acres where there is the main house and a garage with a unit above that is our guest house. Our guest house features a full kitchen, everything you need to eat in, a great place to rest after exploring the area. We are 2.5 miles to town center where you can find unique shopping and dining, 14 miles to the historic Virginia City, 10 miles to Ennis Lake, and 74 miles to West Yellowstone.

Guest favorite

Home in Big Sky

4.9 out of 5 average rating, 188 reviews

New modern house with unreal view of Lone Peak!!

Featured as one ofAirBnB's most wish-listed ski homes! Breathtaking view of Lone Peak. Stacking windows that open to the deck with hot tub, grill and slide for the kids! Pure oxygen pumped into two main bedrooms. Indoor and outdoor fireplace. Pure oxygen piped into two main bedrooms! Open floor plan with 25' vaulted ceilings. Custom bunk beds. 1 mile drive to Big Sky parking lot and .3 mile ski/walk down to White Otter 2 lift from house (can't ski back).