
Fall vacation rentals
Find and book stunning fall vacation rentals and cabins in beautiful autumn destinations including Orlando, Barbados, Tennessee, Colorado, and Georgia.

Fall vacation rentals
The season of fall, with its golden days and crisp, clear nights, is a wonderful time to travel. Gone are the lingering crowds of summer, and many popular destinations take on a different feel bathed in softer sunlight, and the changing leaves and dipping temperatures give things a distinctly cozy feel. If you’re looking for somewhere to stay for your autumnal adventure, we have some beautiful fall vacation rentals, in a great range of destinations.
From stunning cabins high in the mountains to chic condos in coastal locations and family-favorite resort homes near world-class attractions, our unbeatable choice gives you a fantastic choice of places to stay. During your stay, you can also enjoy our homes’ incredible amenities, including relaxing hot tubs, fun games rooms, and much more.
Popular vacation rentals

Breckenridge 28

Sun Valley 8

Big Sky 99

Hot Springs 4

Park City 100

Reunion Resort 992

Hectors House

Lake Tahoe 54

Cave Creek 2

Fredericksburg 47

Tybee Island 72

Monterey 22
Luxury Vacation Rentals
A curated portfolio of the best vacation homes and villas in the world’s top destinations
Travel Planners
Experienced vacation rental and villa experts to help you find the perfect home
Concierge & Support
Enjoy 5-star hotel concierge services and dedicated local support with every stay

Fall cabin rentals
Is there anything more synonymous with fall vacations than cabins? Grand wooden homes, surrounded by picture-perfect landscape views, wilderness retreats from which to watch the season slip by as the leaves turn to crimson on the mountainside.
Our fall cabin rentals are simply stunning. In destinations including Colorado, Tennessee, Utah, and California, these homes not only look incredible but also offer everything you could need for an amazing fall vacation. In-home amenities in our fall cabin rentals include hot tubs and games rooms, and many are also pet-friendly.
Explore fall cabin rentals

Margaritaville 121

Breckenridge 8

Sun Valley 40

Margaritaville 169

Pigeon Forge 135

Gatlinburg 61

Fredericksburg 70

Breckenridge 12

Pigeon Forge 171

Big Sky 106

Taos Ski Valley 3

Wears Valley 19

Fall vacation rentals in Orlando
Orlando needs no introduction. It is one of America’s most popular destinations, drawing crowds year after year to the world-famous theme parks of Disney World and Universal Studios. Fall is a brilliant time to take an Orlando vacation, as the peak season has passed, and with it have gone both the clamoring crowds and the searing temperatures of summer.
Our fall vacation rentals in Orlando offer you the chance to stay close to all the attractions of Orlando, and, with many rentals being in the city’s fabulous resorts, you’ll also get to enjoy the on-site amenities on offer, such as golf courses, Disney World shuttles, pools, spas, and more.
If you're heading to Orlando to enjoy the Halloween festivities, you'll find that our vacation rentals are the perfect places to celebrate the spooky season. Whether you're attending Boo Bash at Disney World or Universal's famed Halloween Horror Nights, our Orlando vacation rentals are scarily good options for families, groups, and more.
Discover fall vacation rentals in Orlando

Reunion Resort 9000

Formosa Gardens 1

Festival Resort 33

Margaritaville 49

Encore Resort 461

Bears Den 8

Solterra Resort 540

Reunion Resort 480

Windsor Hills Resort 488

Reunion Resort 264

Storey Lake Resort 206

Bears Den 27

Fall city rentals
Fall is a great time to visit cities that are packed with tourists during the summer months. Destinations such as Miami, Los Angeles, San Diego, and Destin come into their own in the fall, when attractions such as beaches and theme parks quieten down after the peak season, and temperatures dip to become more comfortable for exploring the sights. Our fall city rentals, with options including beachfront condos, large homes for groups, and townhouses, offer luxurious places to stay while you enjoy the city.
Discover fall city rentals

Cape Coral 45

Los Angeles 10

Villa Sha

Miami Beach 70

San Diego 139

Ducissa

Beverly Hills 1

Reunion Resort 2100

Nashville 119

Reunion Resort 15000

Phoenix 17
