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 Vacation Rentals

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

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

Rental Home
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, vacation rental in Trail
*Riverfront*  'Cabin on The Rogue',  Gateway to Crater Lake!  Sleeps 2-4, vacation rental in Trail
*Riverfront*  'Cabin on The Rogue',  Gateway to Crater Lake!  Sleeps 2-4, vacation rental in Trail

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

Rental Home
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!, vacation rental in Trail
'Home on The Rogue' - Gateway to Crater Lake!, vacation rental in Trail
'Home on The Rogue' - Gateway to Crater Lake!, vacation rental in Trail

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

Rental Home
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, vacation rental in Trail
Red Blanket Cabin Near Crater Lake National Park, vacation rental in Trail
Red Blanket Cabin Near Crater Lake National Park, vacation rental in Trail

Red Blanket Cabin Near Crater Lake National Park

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails, vacation rental in Trail
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails, vacation rental in Trail
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails, vacation rental in Trail

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Adventure on the Knoll - Central Location Now known as ZZ ZANY ZOO. Whimsical!, vacation rental in Trail
Adventure on the Knoll - Central Location Now known as ZZ ZANY ZOO. Whimsical!, vacation rental in Trail
Adventure on the Knoll - Central Location Now known as ZZ ZANY ZOO. Whimsical!, vacation rental in Trail

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

Rental Home
3 bedrooms
2 bathrooms
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, vacation rental in Trail
Studio Cottage On One Of The Top Ranked Steelhead Holes On The Upper Rogue, vacation rental in Trail
Studio Cottage On One Of The Top Ranked Steelhead Holes On The Upper Rogue, vacation rental in Trail

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

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Inquire for holiday rates. Magnificent Log Home steps from the Rogue River., vacation rental in Trail
Inquire for holiday rates. Magnificent Log Home steps from the Rogue River., vacation rental in Trail
Inquire for holiday rates. Magnificent Log Home steps from the Rogue River., vacation rental in Trail

Inquire for holiday rates. Magnificent Log Home steps from the Rogue River.

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Crater Lake cabin destination with a view., vacation rental in Trail
Crater Lake cabin destination with a view., vacation rental in Trail
Crater Lake cabin destination with a view., vacation rental in Trail

Crater Lake cabin destination with a view.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Riverfront Getaway, Beautifully Remodeled Home, vacation rental in Trail
Riverfront Getaway, Beautifully Remodeled Home, vacation rental in Trail
Riverfront Getaway, Beautifully Remodeled Home, vacation rental in Trail

Riverfront Getaway, Beautifully Remodeled Home

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Save time - get the best Trail rentals sent straight to your email!
Rogue River Escape - 19 Acres on the Rogue River, vacation rental in Trail
Rogue River Escape - 19 Acres on the Rogue River, vacation rental in Trail
Rogue River Escape - 19 Acres on the Rogue River, vacation rental in Trail

Rogue River Escape - 19 Acres on the Rogue River

Rental Home
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, vacation rental in Trail
Shady Cove River House -Fly Fish, Raft, Hike or Just  Relax, vacation rental in Trail
Shady Cove River House -Fly Fish, Raft, Hike or Just  Relax, vacation rental in Trail

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

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Bee Well in a Light-filled, detached Guesthouse, vacation rental in Trail
Bee Well in a Light-filled, detached Guesthouse, vacation rental in Trail
Bee Well in a Light-filled, detached Guesthouse, vacation rental in Trail

Bee Well in a Light-filled, detached Guesthouse

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Great view’s of the Rogue Valley from the deck, pool & hot tub!, vacation rental in Trail
Great view’s of the Rogue Valley from the deck, pool & hot tub!, vacation rental in Trail
Great view’s of the Rogue Valley from the deck, pool & hot tub!, vacation rental in Trail

Great view’s of the Rogue Valley from the deck, pool & hot tub!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Private Home in the Foothills of Medford, vacation rental in Trail
Private Home in the Foothills of Medford, vacation rental in Trail
Private Home in the Foothills of Medford, vacation rental in Trail

Private Home in the Foothills of Medford

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Heavenly Rogue River Retreat, vacation rental in Trail
Heavenly Rogue River Retreat, vacation rental in Trail
Heavenly Rogue River Retreat, vacation rental in Trail

Heavenly Rogue River Retreat

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Crater Lake BUNKHOUSE on 100 acre ranch near Rogue River, vacation rental in Trail
Crater Lake BUNKHOUSE on 100 acre ranch near Rogue River, vacation rental in Trail
Crater Lake BUNKHOUSE on 100 acre ranch near Rogue River, vacation rental in Trail

Crater Lake BUNKHOUSE on 100 acre ranch near Rogue River

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check in
Check out
Payment Protection
Rogue River frontage: private deck&hot tub, exciting interior, river dock, FUN!, vacation rental in Trail
Rogue River frontage: private deck&hot tub, exciting interior, river dock, FUN!, vacation rental in Trail
Rogue River frontage: private deck&hot tub, exciting interior, river dock, FUN!, vacation rental in Trail

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

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Langel Creek Ranch Guest House, vacation rental in Trail
Langel Creek Ranch Guest House, vacation rental in Trail
Langel Creek Ranch Guest House, vacation rental in Trail

Langel Creek Ranch Guest House

Rental Home
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Rogue River frontage: apartment, pool, dock, fishing, 5 acre park like setting, vacation rental in Trail
Rogue River frontage: apartment, pool, dock, fishing, 5 acre park like setting, vacation rental in Trail
Rogue River frontage: apartment, pool, dock, fishing, 5 acre park like setting, vacation rental in Trail

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

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

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Rogue River Guesthouse - River and Whitewater Views!, vacation rental in Trail
Rogue River Guesthouse - River and Whitewater Views!, vacation rental in Trail
Rogue River Guesthouse - River and Whitewater Views!, vacation rental in Trail

Rogue River Guesthouse - River and Whitewater Views!

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

Heavenly Rogue River Retreat

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Island Zen in Southern Oregon, vacation rental in Trail
Island Zen in Southern Oregon, vacation rental in Trail
Island Zen in Southern Oregon, vacation rental in Trail

Island Zen in Southern Oregon

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
Studio Apartment, vacation rental in Trail
Studio Apartment, vacation rental in Trail
Studio Apartment, vacation rental in Trail

Studio Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
Goregous 2 Room View Apartment with separate entrance.  Sleeps 2 .  All Amenitie, vacation rental in Trail
Goregous 2 Room View Apartment with separate entrance.  Sleeps 2 .  All Amenitie, vacation rental in Trail
Goregous 2 Room View Apartment with separate entrance.  Sleeps 2 .  All Amenitie, vacation rental in Trail

Goregous 2 Room View Apartment with separate entrance. Sleeps 2 . All Amenitie

Rental Home
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
NEW! Stunning Medford Escape w/ Panoramic Views!, vacation rental in Trail
NEW! Stunning Medford Escape w/ Panoramic Views!, vacation rental in Trail
NEW! Stunning Medford Escape w/ Panoramic Views!, vacation rental in Trail

NEW! Stunning Medford Escape w/ Panoramic Views!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
PreviousNext
1
Frequently Asked Questions about Trail