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

ZZ ZANY ZOO II -  Townhome, with Carport & Garage

ZZ ZANY ZOO II - Townhome, with Carport & Garage

Medford
With a stay at this vacation home, you'll be centrally located in Medford, within a 10-minute drive of Providence Medford Medical Center and Rogue Valley ...
ZZ ZANY ZOO II - Townhome, with Carport & Garage
Pet-Friendly Medford Vacation Rental w/ Yard!

Pet-Friendly Medford Vacation Rental w/ Yard!

Medford
Located in Medford, this vacation home is a 4-minute drive from Providence Medford Medical Center and 6 minutes from Rogue Valley Mall.
Pet-Friendly Medford Vacation Rental w/ Yard!
Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.

Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.

Eagle Point
When you stay at this vacation home in Eagle Point, you'll be on the waterfront, within a 15-minute walk of Eagle Point Library and Butte Creek Mill.
Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.
Save an average of 15% on thousands of hotels when you're signed in
Beautiful & Comfortable Home in Central Point

Beautiful & Comfortable Home in Central Point

Central Point
The price is AU$454 per night from 5 Mar to 6 Mar
AU$454
includes taxes & fees
5 Mar - 6 Mar
Located in Central Point, this vacation home is within a 5-minute drive of Crater Rock Museum and Rogue Creamery.
Beautiful & Comfortable Home in Central Point
New townhome next to Eagle Point Golf Course, with grill, patio, and WiFi

New townhome next to Eagle Point Golf Course, with grill, patio, and WiFi

Eagle Point
When you stay at this vacation home in Eagle Point, you'll be next to a golf course, within a 5-minute drive of Eagle Point Library and Butte Creek Mill.
New townhome next to Eagle Point Golf Course, with grill, patio, and WiFi
Cheerful 3-Bedroom home in Central Point

Cheerful 3-Bedroom home in Central Point

Central Point
A stay at this vacation home places you in the heart of Central Point, within a 5-minute drive of Lillie Belle Farms and Rogue Creamery.
Cheerful 3-Bedroom home in Central Point
Restful River Retreat

Restful River Retreat

Gold Hill
The price is AU$306 per night from 5 Mar to 6 Mar
AU$306
includes taxes & fees
5 Mar - 6 Mar
Located in Gold Hill, this vacation home is on a river, within a 5-minute walk of Rogue River and Gold Hill Library.
Restful River Retreat
Comfy Cozy Casa

Comfy Cozy Casa

Medford
The price is AU$422 per night from 5 Mar to 6 Mar
AU$422
includes taxes & fees
5 Mar - 6 Mar
A stay at this vacation home places you in the heart of Medford, a 4-minute drive from Providence Medford Medical Center and 5 minutes from Rogue Valley ...
Comfy Cozy Casa
"Home on The Rogue" - Gateway to Crater Lake!

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

Trail
When you stay at this vacation home in Trail, you'll be on the waterfront and within the vicinity of Spirit of the Rogue Nature Center and Cole M. Rivers ...
"Home on The Rogue" - Gateway to Crater Lake!
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.

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
58 Holiday Homes
Lowest Price
AU$256
Highest Price
AU$454
Popular accommodation
ZZ ZANY ZOO II - Townhome, with Carport & Garage , Pet-Friendly Medford Vacation Rental w/ Yard!, Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk. , Beautiful & Comfortable Home in Central Point, New townhome next to Eagle Point Golf Course, with grill, patio, and WiFi, Cheerful 3-Bedroom home in Central Point, Restful River Retreat, Comfy Cozy Casa, "Home on The Rogue" - Gateway to Crater Lake!

Top trending hotels in Trail

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

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

Trail
With a stay at this cabin in Trail, you'll be on a river, just steps from Rogue River and a 3-minute drive from Shady Cove Library.
Romantic & private cabin on Rogue River, 1 hr from Crater Lake
"Home on The Rogue" - Gateway to Crater Lake!

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

Trail
When you stay at this vacation home in Trail, you'll be on the waterfront and within the vicinity of Spirit of the Rogue Nature Center and Cole M. Rivers ...
"Home on The Rogue" - Gateway to 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 AU$256 per night from 5 Mar to 6 Mar
AU$256
includes taxes & fees
5 Mar - 6 Mar
With a stay at this apartment in Trail, you'll be within a 5-minute drive of Shady Cove Library and Upper Rogue Regional County Park.
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
Fully equipped house on the river with a private fishing hole.

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

Trail
With a stay at this vacation home in Trail, you'll be on the waterfront, just steps from Rogue River and a 3-minute drive from Shady Cove Library.
Fully equipped house on the river with a private fishing hole.
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.