Book Holiday Homes in Trail

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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
The Original ZZ ZANY ZOO Townhome, with Carport & Garage 
 #1

The Original ZZ ZANY ZOO Townhome, with Carport & Garage #1

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 ...
The Original ZZ ZANY ZOO Townhome, with Carport & Garage #1
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails

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

Prospect
The price is AU$660 per night from 14 Apr to 15 Apr
AU$660
includes taxes & fees
14 Apr - 15 Apr
When you stay at this vacation home in Prospect, you'll be in the mountains, within a 5-minute drive of Rogue River and Mill Creek Falls.
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
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Comfy Cozy Casa

Comfy Cozy Casa

Medford
The price is AU$419 per night from 7 Apr to 8 Apr
AU$419
includes taxes & fees
7 Apr - 8 Apr
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
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.
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
Beautiful & Comfortable Home in Central Point

Beautiful & Comfortable Home in Central Point

Central Point
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
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$335 per night from 18 Apr to 19 Apr
AU$335
includes taxes & fees
18 Apr - 19 Apr
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
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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
66 Holiday Homes
Lowest Price
AU$116
Highest Price
AU$660
Popular accommodation
ZZ ZANY ZOO II - Townhome, with Carport & Garage , The Original ZZ ZANY ZOO Townhome, with Carport & Garage #1, Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails, Comfy Cozy Casa, Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk. , Shady Cove River House -Fly Fish, Raft, Hike or Just Relax, Beautiful & Comfortable Home in Central Point, Cheerful 3-Bedroom home in Central Point, Restful River Retreat

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!
Beautiful private campground on retreat property

Beautiful private campground on retreat property

Trail
The price is AU$116 per night from 5 Apr to 6 Apr
AU$116
includes taxes & fees
5 Apr - 6 Apr
Located in Trail, this campground is within a 5-minute drive of Joseph H. Stewart State Recreation Area and Joseph H Stewart State Park.
Beautiful private campground on retreat property
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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$252 per night from 5 Apr to 6 Apr
AU$252
includes taxes & fees
5 Apr - 6 Apr
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!
Don't see what you're looking for?
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.

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^Subject to availability and chosen travel dates.