Book Holiday Homes in Trail
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Trail

"Home on The Rogue" - Gateway to Crater Lake!

A beautiful Skyfall Landing

Fully equipped house on the river with a private fishing hole.

Spectacular large custom home with a pool!

The Shady Knoll - Peace & Quiet near the Rogue River!

Rogue River Escape - 19 acres on the Rogue River

Stay in luxury, minutes from the Lake, perfect for entertaining.

Cheerful 3-Bedroom home in Central Point

This house is a 3 bedroom(s), 2 bathrooms, located in Central Point, OR.
Trail Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Trail vacation homes are the perfect way for you to wing it.
Holiday houses in Trail let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Trail in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Trail adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Trail with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Trail vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Trail Holiday Homes essential information
Accommodation | 71 Holiday Homes |
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Lowest Price | NZ$377 |
Highest Price | NZ$639 |
Popular accommodation | "Home on The Rogue" - Gateway to Crater Lake!, A beautiful Skyfall Landing, Fully equipped house on the river with a private fishing hole., Spectacular large custom home with a pool!, The Shady Knoll - Peace & Quiet near the Rogue River!, Rogue River Escape - 19 acres on the Rogue River, Stay in luxury, minutes from the Lake, perfect for entertaining. , Cheerful 3-Bedroom home in Central Point, This house is a 3 bedroom(s), 2 bathrooms, located in Central Point, OR. |
More accommodations in Trail
Top trending hotels in Trail

"Home on The Rogue" - Gateway to Crater Lake!

Romantic & private cabin on Rogue River, 1 hr from Crater Lake

Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!

'RIVER HAVEN' is a serene riverside cabin on the Rogue River
More ways to explore Trail
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.