Book Holiday Homes in Trail

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Featured Holiday Homes in Trail

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

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

Shady Cove
A stay at this vacation home places you in the heart of Shady Cove, steps from Rogue River and 12 minutes by foot from Upper Rogue Regional County Park.
Shady Cove River House -Fly Fish, Raft, Hike or Just Relax
A beautiful Skyfall Landing

A beautiful Skyfall Landing

Eagle Point
The price is AU$673 per night from 1 Sept to 2 Sept
AU$673
1 Sept - 2 Sept
includes taxes & fees
Located in Eagle Point, this vacation home is on a lake, within a 5-minute drive of Rogue River and Takelma Park.
A beautiful Skyfall Landing
"Home on The Rogue" - Gateway to Crater Lake!

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

Trail
Located in Trail, this vacation home is on the waterfront, a 5-minute drive from Rogue River and 9 minutes from Spirit of the Rogue Nature Center.
"Home on The Rogue" - Gateway to Crater Lake!
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Comfy Cozy Casa

Comfy Cozy Casa

Medford
The price is AU$606 per night from 8 Sept to 9 Sept
AU$606
8 Sept - 9 Sept
includes taxes & fees
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 Cinemark Tinseltown ...
Comfy Cozy Casa
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
The price is AU$435 per night from 8 Sept to 9 Sept
AU$435
8 Sept - 9 Sept
includes taxes & fees
With a stay at this vacation home in Central Point, you'll be within a 10-minute walk of Rogue Creamery and Central Point Library.
This house is a 3 bedroom(s), 2 bathrooms, located in Central Point, OR.
The Fairway Townhouse | Minutes from Golf Course | Sleeps Up To 7

The Fairway Townhouse | Minutes from Golf Course | Sleeps Up To 7

Eagle Point
The price is AU$495 per night from 18 Aug to 19 Aug
AU$495
18 Aug - 19 Aug
includes taxes & fees
When you stay at this vacation home in Eagle Point, you'll be in the mountains, within a 5-minute drive of Eagle Point Library and Butte Creek Mill.
The Fairway Townhouse | Minutes from Golf Course | Sleeps Up To 7
The Shady Knoll - Peace & Quiet near the Rogue River!

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

Shady Cove
The price is AU$484 per night from 17 Aug to 18 Aug
AU$484
17 Aug - 18 Aug
includes taxes & fees
With a stay at this vacation home in Shady Cove, you'll be steps from Rogue River and a 3-minute drive from Upper Rogue Regional County Park.
The Shady Knoll - Peace & Quiet near the Rogue River!
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 Rogue Creamery and Central Point Library.
Cheerful 3-Bedroom home in Central Point
This house is a 4 bedroom(s), 3 bathrooms, located in Central Point, OR.

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

Central Point
The price is AU$819 per night from 2 Sept to 3 Sept
AU$819
2 Sept - 3 Sept
includes taxes & fees
With a stay at this vacation home in Central Point, you'll be within a 10-minute walk of Rogue Creamery and Central Point Library.
This house is a 4 bedroom(s), 3 bathrooms, located in Central Point, OR.
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See all available properties in Trail
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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
70 Holiday Homes
Lowest Price
AU$339
Highest Price
AU$819
Popular accommodation
Shady Cove River House -Fly Fish, Raft, Hike or Just Relax, A beautiful Skyfall Landing, "Home on The Rogue" - Gateway to Crater Lake!, Comfy Cozy Casa, This house is a 3 bedroom(s), 2 bathrooms, located in Central Point, OR., The Fairway Townhouse | Minutes from Golf Course | Sleeps Up To 7, The Shady Knoll - Peace & Quiet near the Rogue River!, Cheerful 3-Bedroom home in Central Point, This house is a 4 bedroom(s), 3 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
Located in Trail, this vacation home is on the waterfront, a 5-minute drive from Rogue River and 9 minutes from Spirit of the Rogue Nature Center.
"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
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
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$339 per night from 9 Sept to 10 Sept
AU$339
9 Sept - 10 Sept
includes taxes & fees
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
'RIVER HAVEN' is a serene riverside cabin on the Rogue River

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

Trail
With a stay at this vacation home in Trail, you'll be on the waterfront, just steps from Rogue River and a 4-minute drive from Shady Cove Library.
'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.