There are many advantages to vacationing in small towns, from friendly locals to surprisingly great food. You’ll also often stumble upon some of the cutest inns and B&Bs you’ll ever see. The only downside? These places can be tiny, and, depending on the season, they fill up fast.
That’s where rental companies like Airbnb and Vrbo come in. They have homes available in almost every U.S. town you can think of (or at least options close by), and some of them are cuter than any boutique hotel you’ll ever find. Need proof? We revisited our list of the most beautiful small towns in America, and searched for the best vacation rental in each of the 26 featured destinations. Our findings—a delightful medley of log cabins, tiny cottages, and beautiful mountain chalets—are gathered below.
As a bonus, all of these selections are run by Superhosts, who each have a rating of 4.8 or above, a record of zero cancellations, and at least a 90 percent response rate, meaning that even though they get tons of requests, they’ll get back to you ASAP.
While we have not stayed in every rental featured, unless otherwise stated, these listings are vetted based on Superhost status, amenities, location, previous guest reviews, and decor.
All products featured on Condé Nast Traveler are independently selected by our editors. However, when you buy something through our retail links, we may earn an affiliate commission.