A rental home—specifically, one with a pool you can spend all your downtime lazing next to—is the way to go in the Hamptons. This one, located right in the heart of Water Mill, offers a tranquil home base with plenty of farmstands within reach. There’s an outdoor kitchen, heaps of space inside, and sleek sun loungers everyone can relax on with a glass of wine—rosé, naturally.
Rooms: 4 bedrooms, 4.5 bathrooms
Amenities: AC, pool, outdoor furniture, backyard, washer/dryer, concierge service available during stay, fire pit
Location: Water Mill, New York
Rural Montana
Inspired by all things Western? Grab your cowboy boots and bolo tie and head right to the source. Whether you pick Bozeman, Big Sky, or Yellowstone, the vast region has everything from hot springs to horseback riding. Be sure to rent a car so you can cover the most ground—the rural setting may not be a traditional bachelorette backdrop, but you’ll never be bored.
Courtesy of the Airbnb photographer community
Located in Paradise Valley just 45 minutes from Bozeman and Yellowstone, this sprawling estate can sleep up to 10 people. The outside is the hook here: The property sits on 35 acres, with vast mountain views visible from every window and patio corner. Best of all, the hosts can help you book all your outdoor adventures via local guides before you arrive, making it easy to put together an itinerary.
Rooms: 4 bedrooms, 3 bathrooms
Amenities: Washer/dryer, record player, Bluetooth sound system, board games, fireplace, hot tub, outdoor furniture, housekeeping available for a cost
Location: Livingston, Montana
Acadia National Park
This one’s for the bride who prefers travel off the beaten path—literally. This Maine gem, with its coastline trails and nearby seaside towns, offers lots to do if you’re chasing an outdoorsy itinerary. Come for the fall foliage, the summer swims, or the snowy winter landscape; there’s never a bad time to visit Acadia National Park. Don’t forget the hiking boots.
Courtesy of Red Cottage
