

Summer 2.0
Why does summer have to end after Labor Day? It’s 2020, time is irrelevant. From backyard camping to road trips, people are embracing all types of travel. This fall, take advantage of creative accommodations and lower rates on vacation rentals and cars, so you can savor summer a bit longer. We’ve handpicked some of our favorites to get you started.
Planning your next trip
Navigating travel during this time takes some skill. We’re rounded up our top resources to help you confidently plan your next escape.
Breckenridge,
Colorado
Despite its popularity for skiing, Breckenridge offers plenty of year-round activities. If you’re arriving by car, be sure to cruise along the Boreas Pass. If you’re looking for a hike, consider Bankers Tank – this 5.1-mile, moderate trail provides excellent views. Your Instagram can thank us later.
Featured rentals near Breckenridge
Ready to relax in a beautiful cabin? Here are a few of our favorites. Results will vary by dates and availability, search now to explore all your options.
Explore more rentals near Breckenridge
Properties can get booked up fast. If the above rentals are not available, try changing the dates or search for similar properties.
Folly Beach,
South Carolina
Visiting in the fall not only helps with crowds but also offers much-needed relief from the sticky summer heat. Despite cooling temperatures, the water remains warm enough to enjoy a rejuvenating beach day. Whether you’re looking to completely unplug and relax, or indulge in the rich history of neighboring Charleston, Folly Beach offers the perfect escape.
Featured rentals near Folly Beach
Ready to relax in a charming rental by the beach? Here are a few of our favorites. Results will vary by dates and availability, search now to explore all your options.
Explore more rentals near Folly Beach
Properties can get booked up fast. If the above rentals are not available, try changing the dates or search for similar properties.
Gatlinburg,
Tennessee
Did someone say leaf peeping? Gatlinburg and the surrounding Smokey Mountains are ready to fulfill all your foliage-finding dreams. If you’re arriving in Gatlinburg via car, consider exploring scenic routes such as Roaring Fork Motor Nature Trail or Little River Road. If you’re over the car and ready to stretch your legs, embrace the crisp air on Porters Creek or Baskins Creek Falls trails.
Featured rentals near Gatlinburg
Ready to find the perfect rental for a nature escape? Here are a few of our favorites. Results will vary by dates and availability, search now to explore all your options.
Explore more rentals near Gatlinburg
Properties can get booked up fast. If the above rentals are not available, try changing the dates or search for similar properties.
Ocean City,
Maryland
Known for its beaches, Ocean City typically sees crowds decline as summer comes to a close. Don’t be mistaken though, the lingering warm weather provides a great opportunity to relax with the bonus of fewer people. If you’re looking for a unique day trip, consider visiting Assateague Island. Known for its wild horses, it’s only a 20-minute drive from Ocean City.
Featured rentals near Ocean City
Ready to unplug and unwind at a rental by the water? Here are a few of our favorites. Results will vary by dates and availability, search now to explore all your options.
Explore more rentals near Ocean City
Properties can get booked up fast. If the above rentals are not available, try changing the dates or search for similar properties.
Scottsdale,
Arizona
Arizona in the summer means non-stop air conditioning. As temperatures begin to cool, there’s no better way to take in the fresh air than when hiking. The McDowell Sonoran Preserve has over 225 miles of trails waiting to be discovered. If you want to take in a different view of Scottsdale, consider embarking on a hot air balloon ride.
Featured rentals near Scottsdale
Ready to escape and find the perfect rental? Here are a few of our favorites. Results will vary by dates and availability, search now to explore all your options.
Explore more rentals near Scottsdale
Properties can get booked up fast. If the above rentals are not available, try changing the dates or search for similar properties.
The Hamptons,
New York
While the Hamptons are known as a summer escape, the off-season is the perfect way to avoid crowds and enjoy quieter beaches. If you’re looking to hang onto the final days of summer, consider visiting scenic Flying Point Beach. Of course, no visit to the Hamptons is complete without seeing the Montauk Lighthouse.
Featured rentals near The Hamptons
Ready to truly relax in a stunning rental? Here are a few of our favorites. Results will vary by dates and availability, search now to explore all your options.
Explore more rentals near The Hamptons
Properties can get booked up fast. If the above rentals are not available, try changing the dates or search for similar properties.












