Montana Vacation Rentals Spacious mountain lodges, rustic log cabins, and everything in between. All of MontanaFlathead Lake Whitefish North Star Ranch Rest Haven People 1+ 2+ 3+ 4+ 5+ 6+ 7+ 8+ 9+ 10+ 11+ 12+ USA > Montana Plan Your Montana Vacation If you’re craving wide-open skies and room to breathe, Montana is calling. From the awe-inspiring peaks of Glacier National Park to the quiet charm of small western towns, it’s a place where nature feels larger than life, and every trail, river, and ridge invites you to explore at your own pace. Come experience the vast beauty and genuine warmth that make Big Sky Country truly unforgettable. Favorite Montana Destinations Glacier National Park, MTWhitefish, MTFlathead Lake, MT Find Your Montana Rental Featured Property 355CHALET Whitefish, MT 6 Guests 5 Bdrms 5 Baths From $522/night incl. feesnext avail Nov 2–5 · 3-night min Featured Property 355LODGE201 Whitefish, MT 4 Guests 1 Bdrm 1 Bath From $182/night incl. feesnext avail Nov 2–5 · 3-night min Premium Property 389MOOSE Whitefish, MT 10 Guests 4 Bdrms 0 Baths From $834/night incl. feesnext avail Dec 1–3 · 2-night min Featured Property 103SLOPE Whitefish, Montana 12 Guests 4 Bdrms 4 Baths From $564/night incl. feesnext avail Nov 2–5 · 3-night min New Property 1016MTNPARK Whitefish, MT 6 Guests 3 Bdrms 3 Baths From $279/night incl. feesnext avail Dec 1–31 · 30-night min Featured Property 355LODGE101 Whitefish, MT 4 Guests 1 Bdrm 1 Bath From $182/night incl. feesnext avail Nov 2–5 · 3-night min Featured Property 355CABIN2 Whitefish, MT 2 Guests 2 Bdrms 1 Bath From $239/night incl. feesnext avail Nov 2–5 · 3-night min Featured Property 751LENJOY Whitefish, Montana 6 Guests 3 Bdrms 2 Baths From $91/night incl. feesnext avail Mar 31 – Apr 28, 2027 · 28-night min Featured Property 355LODGE203 Whitefish, MT 4 Guests 1 Bdrm 1 Bath From $182/night incl. feesnext avail Nov 2–5 · 3-night min Featured Property 2755US93 Whitefish, MT 4 Guests 4 Bdrms 2 Baths From $569/night incl. feesnext avail Nov 1–4, 2027 · 3-night min Featured Property 355LODGE202 Whitefish, MT 4 Guests 1 Bdrm 1 Bath From $182/night incl. feesnext avail Nov 2–5 · 3-night min Featured Property 3827ALPINE Whitefish, MT 14 Guests 3 Bdrms 2 Baths From $500/night incl. feesnext avail Nov 2–5 · 3-night min Search while moving Featured Montana Vacation Rentals Featured Property 355CHALET Whitefish, MT 6 Guests 5 Bdrms 5 Baths From $522/night incl. feesnext avail Nov 2–5 · 3-night min Featured Property 355LODGE201 Whitefish, MT 4 Guests 1 Bdrm 1 Bath From $182/night incl. feesnext avail Nov 2–5 · 3-night min Featured Property 103SLOPE Whitefish, Montana 12 Guests 4 Bdrms 4 Baths From $564/night incl. feesnext avail Nov 2–5 · 3-night min Featured Property 355LODGE101 Whitefish, MT 4 Guests 1 Bdrm 1 Bath From $182/night incl. feesnext avail Nov 2–5 · 3-night min Featured Property 355CABIN2 Whitefish, MT 2 Guests 2 Bdrms 1 Bath From $239/night incl. feesnext avail Nov 2–5 · 3-night min Featured Property 751LENJOY Whitefish, Montana 6 Guests 3 Bdrms 2 Baths From $91/night incl. feesnext avail Mar 31 – Apr 28, 2027 · 28-night min Featured Property 355LODGE203 Whitefish, MT 4 Guests 1 Bdrm 1 Bath From $182/night incl. feesnext avail Nov 2–5 · 3-night min Featured Property 2755US93 Whitefish, MT 4 Guests 4 Bdrms 2 Baths From $569/night incl. feesnext avail Nov 1–4, 2027 · 3-night min Property Management You Can Trust Owning a vacation rental shouldn’t be stressful. Let SkyRun ease your worries and increase your revenue with our vacation rental management solutions. Why choose SkyRun? As locally owned businesses, our homeowners are not just a number to us, they’re our neighbors. But as a franchise, we have access to tools and tech that help you stay ahead of the game. That’s why thousands of second homeowners trust us with their properties. Learn More SkyRun’s staff has always treated my properties as if they were their own, and that’s such a comforting feeling. I’m very happy with the income stream generated through SkyRun’s property management! KarenWondervu, CO Beyond the great service, SkyRun has delivered rental/financial results that have exceeded my expectations. The unit has received fantastic ratings from guests and that is a testament to the service SkyRun provides. MikePark City, UT Over the years, we have had about a half dozen other management companies. Since working with SkyRun, we have had more rentals in two years than the other management companies combined over 10 years. They are great to work with! KathySnowmass, CO SkyRun is responsive and professional and we feel that we are truly a team in managing our property. We have had a great experience so far and look forward to continued success! SharieVail, CO Sign up for emails Trip inspiration, special offers, and vacation planning tips. Name(Required) First Last Email By submitting this form, I agree to SkyRun’s Privacy Policy Δ