Family-friendly holiday rentals in Stillwater County

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Top-rated family-friendly rentals in Stillwater County

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Cabin in Big Timber

5 out of 5 average rating, 31 reviews

Cabin on Otter Creek

This is a comfortable log cabin with great attention to detail set on our cattle ranch in the Melville area where our families have lived for generations. Otter Creek is a small, beautiful stream and is just steps away from the back door. There are miles of hiking, bird watching and photographic opportunities; scenic and wildlife views surround you. This is for the nature lover, those who love the outdoors and all it offers. Kayaking, paddleboarding and nearby horseback riding can be arranged.

Guest favourite

Cabin in Roberts

4.99 out of 5 average rating, 131 reviews

Private Luxury Log Cabin near Red Lodge, MT

Private luxury one (queen) bedroom log cabin with a queen sofa bed, full bathroom (shower), radiant floor heat, ceiling fans, beautiful rustic furnishings, and a kitchenette. This beautiful cabin sits on 10 pristine acres that border Rock Creek (prime fly fishing) and Red Lodge ski mountain is only minutes away. Enjoy camping and hiking in the summer and drive over the scenic Beartooth Pass to get to Yellowstone Nat'l Park. This truly is a one-of-a-kind location to spend with friends & family!!

Superhost

Townhouse in Red Lodge

4.69 out of 5 average rating, 87 reviews

Villa South

Close to town and comfortable for everyone! The townhome is just up the hill from Red Lodge and only minutes from shops, restaurants, and all the fun Red lodge has to offer. Soak in the hot tub while looking out over the mountains and enjoy some time with your whole crew in this accommodating and recently renovated townhome. This property has 3 bedrooms including 2 queen rooms, a bunk room with a twin and full bed, and pullout sofa in the living room. Nice amenities will make this like home.

Superhost

Cabin in Roberts

4.98 out of 5 average rating, 44 reviews

Castaway Cabins #2, Near Red Lodge, MT

Welcome to Castaway Campground! All cabins are equipped with Keurig, fridge, microwave, heater, air conditioner, and fire pit. Cabins have access to the brand new community bathhouse. It consists of two private bathrooms each with a sink, toilet, and shower. Door Code 0123 Pound You have private access to Rock Creek, one of the finest trout streams in Montana. Great fly fishing for Rainbow and Brown trout! Also you may find things to do nearby: Red Lodge, Yellowstone Park, or Cooney Dam.

Guest favourite

Farm stay in Big Timber

4.88 out of 5 average rating, 111 reviews

Metcalf Ranch Cabin

We welcome you to the Metcalf Ranch, which was featured on the Montana segment of the Anthony Bourdain show, "No Reservations." Beautiful Lower Deer Creek is just a one minute walk away, and guests are invited to enjoy the creek and explore the 1000 acre ranch. We are just 10 minutes from Big Timber, which has restaurants, shopping, golf and a movie theater. You’ll love the cabin because of the solitude, the beauty, the location, the ambiance, and the ranch atmosphere. We allow pets.

Guest favourite

Cabin in Nye

4.75 out of 5 average rating, 73 reviews

Castle Creek Cabin - Outdoor Lover's Dream!

Four generations of our family have enjoyed this log house, nestled in the beautiful Stillwater River valley in the foothills of the Beartooth Mountains, surrounded by national forests. Rustic but updated, the cabin is comfortable for groups of 6 (two of the beds are singles and best for children), with 3 1/2 bedrooms, two bathrooms and a kitchen/dining area. Please keep in mind that this is an old mountain cabin. We've updated it to be comfortable but not intended to be luxurious.

Guest favourite

Home in Joliet

4.85 out of 5 average rating, 108 reviews

Rock Creek Paradise (Near Red Lodge, MT)

Described as "a little piece of heaven," this property is located on Rock Creek in Joliet, MT. Perfect for a family get-away - located 30 minutes from Billings and Red Lodge, MT, offering both city experiences and great outdoor activities. Fish out your back door on Rock Creek-both fly and reel enthusiasts love this creek. Ski in Red Lodge! Watch deer, turkey and other wildlife out your front window! Location is ideal for travel to Yellowstone Park, Custer Battlefield and Cody, WY.

Guest favourite

Home in Red Lodge

4.9 out of 5 average rating, 646 reviews

The Blue House on Broadway

My house is located right in Red Lodge, easy walking distance to shops and restaurants. The Ski Mountain is just 5 miles away. You will love Red Lodge! I don't charge a cleaning fee as I think that should be in the rental price - you can't opt out of cleaning!! I do just ask you to book in the correct number of guests that will be staying. I charge for any additional people over 2 which offsets the cleaning fee. There is only one bathroom so please take that onto account .

Guest favourite

Home in Red Lodge

4.84 out of 5 average rating, 129 reviews

The Oasis (now with Hot Tub!) in Red Lodge Montana

Excellent location with an easy stroll to Main Street for dining, pubs, and shopping. The popular Regis Cafe is right next door. Also enjoy a soak in our hot tub (shared). The Oasis offers a unique vacation experience . An authentic, mid-century home, offering a full retro kitchen, plus washer & dryer, 2 bedrooms with full beds, full bath, & spacious living rm. We provide fun games, puzzles & wifi (NO-TV). Boomers beware, you may think you're back in high school. Enjoy!

Superhost

Chalet in Red Lodge

4.89 out of 5 average rating, 84 reviews

Fin+Pin Lodge, historic downtown, wifi, deck, view

Fin+Pin Lodge is our cherished log home in the heart of Red Lodge. Enjoy 2 bedrooms that have private entrances to the beautiful deck and big yard. The kitchen and living room have another door to the deck. The kitchen is fully-equipped with everything you'll need. The view of the Beartooth Mountains from the deck is spectacular and makes for a great backdrop for BBQs or family moments! In the winter, cozy up in front of the beautiful gas fireplace.

Guest favourite

Farm in Absarokee

4.99 out of 5 average rating, 282 reviews

Indian Rock Ranch Cozy cabin w/ Mountain View

Located in the Stillwater Valley and Beartooth foothills, we are close to many Montana adventures, including wildlife viewing, fishing, hunting, hiking, Tippet Rise, whitewater rafting, horseback riding and downhill skiing. We are 30 minutes from Red Lodge. You’ll love our cabin for its clean, comfortable, relaxing and private atmosphere where the views are unbelievable. Our comfortable cabin is great for everyone!

Guest favourite

Cabin in Red Lodge

4.9 out of 5 average rating, 689 reviews

Cozy Cabin in Red Lodge Pet Friendly-no pet fee!

My place is close to downtown Red Lodge, hiking, biking, skiing and so much more!. You’ll love my place because of the proximity to all Red Lodge has to offer, while still being private and cozy.. My place is good for couples, solo adventurers, and furry friends (pets). **November 2021- Completely remodeled and updated bathroom! Refinished floors, all new light fixtures, ceiling fan, and updated keyless entry system!!!