Fall Travel Deals for Every Kind of Getaway

Whether you're booking early or packing last-minute, discover deals on thousands of stays—weekly, monthly, and everything in between.

Fall Travel Deals

Last Minute Deals

Top Last Minute travel deals

Showing deals for:May 1 - May 3

Fall Travel Deals

New-listing discounts

Top New Listing Rentals

Showing deals for:May 22 - May 24

Fall Travel Deals

Weekly stay discounts

Top Weekly Stay Discounts this Season

Showing deals for:May 23 - May 30

Fall Travel Deals

Monthly stay discounts

Top Monthly Stay Discounts this Season

Showing deals for:May 23 - Jun 20

Fall Travel Deals

Vacation Rentals in Miramar

Top Miramar Vacation Rental Deals

Showing deals for:May 22 - May 24

Fall Travel Deals

Vacation Rentals in Gulf Shores

Top Gulf Shores Vacation Rental Deals

Showing deals for:May 22 - May 24

Fall Travel Deals

Vacation Rentals in Maui

Top Maui Vacation Rental Deals

Showing deals for:May 22 - May 24

Fall vacations in 2026

Fall vacations with family and friends mean pumpkin carving, apple bobbing, and spooky nights out. Still fancy hot, sunny days though? You can do that, too, thanks to the warm weather down south.

Whatever experience you fancy for your fall vacations, where you stay is what makes the difference. Take your pick from chic apartments, charming townhouses, and sleek condos, each boasting amenities that cater to every need. Whether it's a fireplace for those brisk evenings or a balcony to admire the fall foliage, spacious homes promise private, stress-free fall vacations.

With Vrbo, treat yourself to whole homes just for you. While booking on other platforms can be tricky, on Vrbo it's a treat. Here, upfront pricing means no scary hidden fees. Add in booking protection, 24/7 support, and member rewards, and you've got the recipe for spellbinding fall vacations.

Fall vacations in the mountains

Fall vacations in Lake Tahoe promise spectacular leaves, fresh mountain air, and cozy nights by the fire. Take your pick from an array of cozy cabins and luxury lodges, each promising a home away from home. Imagine waking up among towering pine trees as you get ready for a day of adventure on the Tahoe Rim Trail. You could even catch the first snowfall and hit the slopes at Heavenly Ski Resort. With the days drawing in, gather around the fire pit and roast marshmallows under the stars in the comfort of your private rental.

Heading east, Asheville takes on a different charm in fall. Here, Vrbo's selection of quaint cottages and mountain retreats promise intimate fall vacations with loved ones. Hike through misty valleys to the Catawba Falls or wander around the Botanical Gardens. A craft beer brewery tour is another popular experience in Asheville. After a busy day sightseeing, return to your home base to unwind by the fireplace. Whether it's a family gathering or a weekend trip with friends, fall vacations in Ashville are nothing short of bliss.

Fall vacations on the coast

If you're not quite ready to let go of summer yet, book fall vacations in sunnier climes like Orlando and Charleston. Down in Florida, pick a family villa close to Magic Kingdom. You'll look forward to diving into your private pool after a day on the rides. Or how about a luxury condo, steps away from Universal Studios? Nearby, SeaWorld, Disney World, and the Orlando Science Center are calling.

As the leaves begin to change, Charleston invites you to bask in warm, autumnal sunshine. Book a historic home in the renowned French Quarter, or an elegant apartment with views out over Charleston Harbor. Set sail on a sunset cruise and take in twilight views of the city and the majestic Arthur Ravenel Jr. Bridge. Close by, you'll find oceanfront homes around Folly Beach and Sullivan's Island, where you'll enjoy white sands and the sound of the Atlantic on your doorstep. That's what autumn vacations in South Carolina are all about.

Fall vacations in the Big Apple

Fall vacations in New York City offer urban charm, pumpkin lattes, and Halloween parties. Cozy up by the fireplace in a Brooklyn townhouse or snuggle up in a toasty private apartment overlooking Central Park. Just imagine the fall foliage. With short-term rentals across different neighborhoods, from the artsy streets of Bushwick to the tranquil Hudson Valley, your intimate home in New York City is just a click away. Uncover Williamsburg's trendy vibes along Bedford Avenue, where your modern loft is just steps away from bustling markets and waterfront parks. Fall vacations here are about connecting with loved ones, discovering charming local cafés, and unwinding in your private retreat after a day of adventure.

Fall vacations in Tuscany

In Tuscany, fall vacations mean stepping back in time and exploring with loved ones. Picture yourself in a rustic farmhouse in Chianti, sipping on the region's famed wines as you gaze out over rolling vineyards. In Florence's historic homes, you'll have Renaissance art on your doorstep. Meanwhile, a villa in Siena will take you back to Italy's medieval splendor. Embrace the charm of Val d'Orcia's panoramic landscapes from your private terrace or celebrate local festivals from a historic apartment in Lucca.

Book with Confidence

We're committed to protecting your stay and your peace of mind. Every booking is automatically backed by our VrboCare guarantee. Before, during and after your stay, we're on call to make sure things go smoothly. If there’s a significant issue your host can't resolve, we'll help you find a similar place or get your reservation refunded. That's our promise. Find more about VrboCare.