Book Holiday Homes in Trail

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Featured Holiday Homes in Trail

Comfy Cozy Casa

Comfy Cozy Casa

Medford
The price is AU$512 per night from 28 Oct to 29 Oct
AU$512
28 Oct - 29 Oct
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 ...
Opens in a new windowComfy Cozy Casa
Restful River Retreat

Restful River Retreat

Gold Hill
The price is AU$360 per night from 24 Oct to 25 Oct
AU$360
24 Oct - 25 Oct
includes taxes & fees
Located in Gold Hill, this vacation home is on a river, within a 5-minute walk of Rogue River and Gold Hill Library.
Opens in a new windowRestful River Retreat
East Medford Home Getaway

East Medford Home Getaway

2 out of 5
Medford, OR
Located in Medford, this vacation home is a 5-minute drive from Medford Railroad Park and 5 minutes from Providence Medford Medical Center.
Opens in a new windowEast Medford Home Getaway
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HOT TUB! Firepit - Bright Open-Near Airport & Freeway

HOT TUB! Firepit - Bright Open-Near Airport & Freeway

Medford
The price is AU$452 per night from 3 Nov to 4 Nov
AU$452
3 Nov - 4 Nov
includes taxes & fees
With a stay at this vacation home in Medford, you'll be within a 5-minute drive of Providence Medford Medical Center and Cinemark Tinseltown Medford 15.
Opens in a new windowHOT TUB! Firepit - Bright Open-Near Airport & Freeway
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.
Opens in a new windowCozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.
Whether you're here to explore the Rogue River, Crater Lake, or the Britt Festival, this location is the perfect home base for your Southern Oregon experience!

Whether you're here to explore the Rogue River, Crater Lake, or the Britt Festival, this location is the perfect home base for your Southern Oregon experience!

Central Point
The price is AU$447 per night from 26 Oct to 27 Oct
AU$447
26 Oct - 27 Oct
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.
Opens in a new windowWhether you're here to explore the Rogue River, Crater Lake, or the Britt Festival, this location is the perfect home base for your Southern Oregon experience!
Renovated Home in Central Point

Renovated Home in Central Point

Central Point
With a stay at this vacation home in Central Point, you'll be within a 15-minute walk of Rogue Creamery and Central Point Library.
Opens in a new windowRenovated Home in Central Point
Family Friendly Great Location Inviting and Comfortable Lovely Clean Home

Family Friendly Great Location Inviting and Comfortable Lovely Clean Home

Central Point
Located in Central Point, this vacation home is within a 5-minute drive of Crater Rock Museum and Rogue Creamery.
Opens in a new windowFamily Friendly Great Location Inviting and Comfortable Lovely Clean Home
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.
Opens in a new windowCheerful 3-Bedroom home in Central Point
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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$305
Highest Price
AU$512
Popular accommodation
Comfy Cozy Casa, Restful River Retreat, East Medford Home Getaway, HOT TUB! Firepit - Bright Open-Near Airport & Freeway, Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk. , Whether you're here to explore the Rogue River, Crater Lake, or the Britt Festival, this location is the perfect home base for your Southern Oregon experience!, Renovated Home in Central Point, Family Friendly Great Location Inviting and Comfortable Lovely Clean Home, Cheerful 3-Bedroom home in Central Point

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.
Opens in a new windowRomantic & 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$305 per night from 24 Oct to 25 Oct
AU$305
24 Oct - 25 Oct
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.
Opens in a new windowLuxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
"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.
Opens in a new window"Home on The Rogue" - Gateway to Crater Lake!
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.
Opens in a new window'RIVER HAVEN' is a serene riverside cabin on the Rogue River
Don't see what you're looking for?
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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.

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