Book Holiday Homes in Trail

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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!

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

Trail
Book a stay at this family-friendly vacation home in Trail. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Spirit of the Rogue Nature ...
"Home on The Rogue" - Gateway to Crater Lake!
A beautiful Skyfall Landing

A beautiful Skyfall Landing

Eagle Point
The price is NZ$639 per night from 13 Aug to 14 Aug
NZ$639
13 Aug - 14 Aug
includes taxes & fees
Book a stay at this business-friendly vacation home in Eagle Point. Enjoy free WiFi, breakfast (surcharge), and concierge services. Popular attractions Takelma ...
A beautiful Skyfall Landing
Fully equipped house on the river with a private fishing hole.

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

Trail
Stay at this vacation home in Trail. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Shady Cove Library and Upper Rogue Regional County ...
Fully equipped house on the river with a private fishing hole.
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Spectacular large custom home with a pool!

Spectacular large custom home with a pool!

Central Point
Book a stay at this family-friendly vacation home in Central Point. Enjoy free WiFi, private pools, and a water park. Popular attractions Bi-Mart Amphitheater ...
Spectacular large custom home with a pool!
The Shady Knoll - Peace & Quiet near the Rogue River!

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

Shady Cove
The price is NZ$558 per night from 11 Aug to 12 Aug
NZ$558
11 Aug - 12 Aug
includes taxes & fees
Stay at this vacation home in Shady Cove. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Shady Cove Library and Upper Rogue Regional County ...
The Shady Knoll - Peace & Quiet near the Rogue River!
Rogue River Escape - 19 acres on the Rogue River

Rogue River Escape - 19 acres on the Rogue River

Shady Cove
Book a stay at this family-friendly vacation home in Shady Cove. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Shady Cove Library and ...
Rogue River Escape - 19 acres on the Rogue River
Stay in luxury, minutes from the Lake, perfect for entertaining.

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

Trail
Stay at this vacation home in Trail. Enjoy laundry facilities, an in-room coffeemaker, and in-room fireplaces. Popular attractions Shady Cove Library and Upper ...
Stay in luxury, minutes from the Lake, perfect for entertaining.
Cheerful 3-Bedroom home in Central Point

Cheerful 3-Bedroom home in Central Point

Central Point
Book a stay at this ski vacation home in Central Point. Enjoy free WiFi, a water park, and a garden. Popular attractions Central Point Library and Rogue Valley ...
Cheerful 3-Bedroom home in Central Point
This house is a 3 bedroom(s), 2 bathrooms, located in Central Point, OR.

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

Central Point
Stay at this vacation home in Central Point. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Central Point Library and Rogue ...
This house is a 3 bedroom(s), 2 bathrooms, located in Central Point, OR.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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
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.

Top trending hotels in Trail

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

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

Trail
Book a stay at this family-friendly vacation home in Trail. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Spirit of the Rogue Nature ...
"Home on The Rogue" - Gateway to Crater Lake!
Romantic & private cabin on Rogue River, 1 hr from Crater Lake

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

Trail
Stay at this cabin in Trail. Enjoy free WiFi, a sauna, and patios. Popular attractions Shady Cove Library and Upper Rogue Regional County Park are located ...
Romantic & private cabin on Rogue River, 1 hr from Crater Lake
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!

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

Trail
The price is NZ$377 per night from 26 Aug to 27 Aug
NZ$377
26 Aug - 27 Aug
includes taxes & fees
Stay at this apartment in Trail. Enjoy laundry facilities, an in-room coffeemaker, and air conditioning. Popular attractions Shady Cove Library and Upper Rogue ...
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
Save an average of 15% on thousands of hotels when you're signed in
'RIVER HAVEN' is a serene riverside cabin on the Rogue River

'RIVER HAVEN' is a serene riverside cabin on the Rogue River

Trail
Stay at this vacation home in Trail. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Shady Cove Library and Upper Rogue Regional County ...
'RIVER HAVEN' is a serene riverside cabin on the Rogue River
Don't see what you're looking for?
See all available properties in Trail
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.