We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Trail Holiday Rentals

List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests
Distance from
1 mi
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
22 rentals in Trail.
Sort by:
Tripadvisor Sort
Romantic & private cabin, nestled on the Rogue River, an hour from Crater Lake, holiday rental in Trail

Romantic & private cabin, nestled on the Rogue River, an hour from Crater Lake

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
*Riverfront*  'Cabin on The Rogue',  Gateway to Crater Lake!  Sleeps 2-4, holiday rental in Trail

*Riverfront* 'Cabin on The Rogue', Gateway to Crater Lake! Sleeps 2-4

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
'Home on The Rogue' - Gateway to Crater Lake!, holiday rental in Trail

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

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Red Blanket Cabin Near Crater Lake National Park, holiday rental in Trail

Red Blanket Cabin Near Crater Lake National Park

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Studio Cottage On One Of The Top Ranked Steelhead Holes On The Upper Rogue, holiday rental in Trail

Studio Cottage On One Of The Top Ranked Steelhead Holes On The Upper Rogue

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Adventure on the Knoll - Central Location Now known as ZZ ZANY ZOO. Whimsical!, holiday rental in Trail

Adventure on the Knoll - Central Location Now known as ZZ ZANY ZOO. Whimsical!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Crater Lake cabin destination with a view., holiday rental in Trail

Crater Lake cabin destination with a view.

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Shady Cove River House -Fly Fish, Raft, Hike or Just  Relax, holiday rental in Trail

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

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Rogue River Escape - 19 Acres on the Rogue River, holiday rental in Trail

Rogue River Escape - 19 Acres on the Rogue River

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Bee Well in a Light-filled, detached Guesthouse, holiday rental in Trail

Bee Well in a Light-filled, detached Guesthouse

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Save time - get the best Trail rentals sent straight to your email!
Crater Lake BUNKHOUSE on 100 acre ranch near Rogue River, holiday rental in Trail

Crater Lake BUNKHOUSE on 100 acre ranch near Rogue River

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Private Home in the Foothills of Medford, holiday rental in Trail

Private Home in the Foothills of Medford

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Langel Creek Ranch Guest House, holiday rental in Trail

Langel Creek Ranch Guest House

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Heavenly Rogue River Retreat, holiday rental in Trail

Heavenly Rogue River Retreat

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Rogue River frontage: apartment, pool, dock, fishing, 5 acre park like setting, holiday rental in Trail

Rogue River frontage: apartment, pool, dock, fishing, 5 acre park like setting

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Rogue River frontage: private deck&hot tub, exciting interior, river dock, FUN!, holiday rental in Trail

Rogue River frontage: private deck&hot tub, exciting interior, river dock, FUN!

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Rogue River Guesthouse - River and Whitewater Views!, holiday rental in Trail

Rogue River Guesthouse - River and Whitewater Views!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Heavenly Rogue River Retreat, holiday rental in Trail

Heavenly Rogue River Retreat

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Cozy Home w/Yard - 3 Mi. to Downtown Medford!, holiday rental in Trail

Cozy Home w/Yard - 3 Mi. to Downtown Medford!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Island Zen in Southern Oregon, holiday rental in Trail

Island Zen in Southern Oregon

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Studio Apartment, holiday rental in Trail

Studio Apartment

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
A Charming Cabin Nestled Amongst the Trees, holiday rental in Trail

A Charming Cabin Nestled Amongst the Trees

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
PreviousNext
1
Frequently Asked Questions about Trail