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

Off-grid tiny home on 6 secluded acres w/ outdoor soaking tubs and sauna!

Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails

This house is a 3 bedroom(s), 2 bathrooms, located in Central Point, OR.

Charming white picket fenced home in quiet area

Cheerful 3-Bedroom home in Central Point

Shady Cove River House -Fly Fish, Raft, Hike or Just Relax

Cheerful new 2 bedroom home in cul de sac Netflix

This house is a 4 bedroom(s), 3 bathrooms, located in Central Point, OR.

Riverfront Stunning Open Concept 3bdrm near outdoor activities
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 | 62 Holiday Homes |
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Lowest Price | NZ$331 |
Highest Price | NZ$900 |
Popular accommodation | Off-grid tiny home on 6 secluded acres w/ outdoor soaking tubs and sauna!, Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails, This house is a 3 bedroom(s), 2 bathrooms, located in Central Point, OR., Charming white picket fenced home in quiet area, Cheerful 3-Bedroom home in Central Point, Shady Cove River House -Fly Fish, Raft, Hike or Just Relax, Cheerful new 2 bedroom home in cul de sac Netflix, This house is a 4 bedroom(s), 3 bathrooms, located in Central Point, OR., Riverfront Stunning Open Concept 3bdrm near outdoor activities |
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.