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Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Trail vacation homes

Fridge, microwave, oven, stovetop
Charming 2BR Cottage • Near Freeway-Cul-de-sac

Charming 2BR Cottage • Near Freeway-Cul-de-sac

Charming 2BR Cottage • Near Freeway-Cul-de-sac
Medford
9.4 out of 10, Exceptional, (14)
"This was our second time staying at this property and once again we had a great experience. The house is so cozy and comfortable. The neighborhood is very quite. And the location is great. We will definitely be back!"
United States
EmilieC
$185 nightly
The price is $199
Dec 15 - Dec 16
Total with taxes and fees
Charming 2BR Cottage • Near Freeway-Cul-de-sac
Interior
Private Queen Room w/ Bathroom

Private Queen Room w/ Bathroom

Private Queen Room w/ Bathroom
White City
10.0 out of 10, Exceptional, (8)
"Very nice place to stay."
United States
Anonymous traveler
$110 nightly
The price is $112
Dec 11 - Dec 12
Total with taxes and fees
Private Queen Room w/ Bathroom
Outdoor dining
HOT TUB! Firepit - Bright Open-Near Airport & Freeway

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

HOT TUB! Firepit - Bright Open-Near Airport & Freeway
Medford
9.8 out of 10, Exceptional, (9)
"Stayed in this place for one night while passing through and it was a great stay! It was clean, spacious and the beds were comfortable!"
United States
Marissa M.
$231 nightly
The price is $260
Dec 11 - Dec 12
Total with taxes and fees
HOT TUB! Firepit - Bright Open-Near Airport & Freeway
Terrace/patio
Blissful Solitude Cottage

Blissful Solitude Cottage

Blissful Solitude Cottage
Douglas County
10.0 out of 10, Exceptional, (4)
"My trip actually got canceled last minute, but the communication with the host was absolutely amazing and I will absolutely rebook as soon as possible"
United States
steve
$173 nightly
The price is $175
Dec 11 - Dec 12
Total with taxes and fees
Blissful Solitude Cottage
Outdoor pool
A beautiful Skyfall Landing

A beautiful Skyfall Landing

A beautiful Skyfall Landing
Eagle Point
10.0 out of 10, Exceptional, (9)
"The property was great! The pool was amazing and Jennifer was a wonderful host. I will definitely come back. "
United States
Jared F.
$330 nightly
The price is $335
Dec 14 - Dec 15
Total with taxes and fees
A beautiful Skyfall Landing
Terrace/patio
The Shady Knoll - Peace & Quiet near the Rogue River!

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

The Shady Knoll - Peace & Quiet near the Rogue River!
Shady Cove
10.0 out of 10, Exceptional, (7)
"Really nice and quiet. Plus shady cove is a nice town. Great spot for fishing, hiking and some golf. As advertised. "
United States
Timothy G.
$234 nightly
The price is $238
Dec 11 - Dec 12
Total with taxes and fees
The Shady Knoll - Peace & Quiet near the Rogue River!
1 bedroom, travel crib, free WiFi, bed sheets
Restful River Retreat

Restful River Retreat

Restful River Retreat
Gold Hill
9.0 out of 10, Wonderful, (28)
"Beautiful place!"
United States
Lonna P.
$192 nightly
The price is $206
Dec 11 - Dec 12
Total with taxes and fees
Restful River Retreat
Interior
Comfy Cozy Casa

Comfy Cozy Casa

Comfy Cozy Casa
Medford
10.0 out of 10, Exceptional, (56)
"Great place to stay "
United States
Artem V.
$254 nightly
The price is $286
Dec 12 - Dec 13
Total with taxes and fees
Comfy Cozy Casa
Fridge, microwave, oven, stovetop
Large kitchen! Quiet Cul-de-sac!

Large kitchen! Quiet Cul-de-sac!

Large kitchen! Quiet Cul-de-sac!
Medford
9.2 out of 10, Wonderful, (36)
"We loved the place, the amount of space, the fenced yard with doggy door and all the extra little amenities. It was a stopover on a long trip for us and it was so nice to just relax and have our own space away from each other."
United States
Hannah M.
$232 nightly
The price is $254
Jan 6 - Jan 7, 2026
Total with taxes and fees
Large kitchen! Quiet Cul-de-sac!
Exterior
Cozy Tiny House! Small But Mighty ~ Comfy & Gorgeous Location

Cozy Tiny House! Small But Mighty ~ Comfy & Gorgeous Location

Cozy Tiny House! Small But Mighty ~ Comfy & Gorgeous Location
Central Point
10.0 out of 10, Exceptional, (10)
"I had a lovely stay at the Bee home! I loved the location and how peaceful it was! The place had everything one would need in a clean and compact package. I was able to see the meteor shower on my second night there. I would definitely stay there again!"
United States
Shannon S.
$150 nightly
The price is $152
Dec 11 - Dec 12
Total with taxes and fees
Cozy Tiny House! Small But Mighty ~ Comfy & Gorgeous Location
Outdoor spa tub
Charming 2-bedroom riverfront cottage! Enjoy a wood stove, W/D, and private hot tub overlooking the Rogue River. Perfect Gold Hill getaway for couples or a small family retreat.

Charming 2-bedroom riverfront cottage! Enjoy a wood stove, W/D, and private hot tub overlooking the Rogue River. Perfect Gold Hill getaway for couples or a small family retreat.

Charming 2-bedroom riverfront cottage! Enjoy a wood stove, W/D, and private hot tub overlooking the Rogue River. Perfect Gold Hill getaway for couples or a small family retreat.
Gold Hill
8.8 out of 10, Excellent, (3)
"The property was clean and comfortable. It was welcoming to pets which we appreciated very much!"
United States
Evangeline W.
$250 nightly
The price is $251
Dec 11 - Dec 12
Total with taxes and fees
Charming 2-bedroom riverfront cottage! Enjoy a wood stove, W/D, and private hot tub overlooking the Rogue River. Perfect Gold Hill getaway for couples or a small family retreat.
Fridge, microwave, oven, stovetop
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!

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
10.0 out of 10, Exceptional, (1)
$289 nightly
The price is $294
Dec 12 - Dec 13
Total with taxes and fees
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!
Property grounds
Orchard House, Orchard House Retreat

Orchard House, Orchard House Retreat

Orchard House, Orchard House Retreat
Douglas County
$184 nightly
The price is $186
Dec 11 - Dec 12
Total with taxes and fees
Orchard House, Orchard House Retreat
Exterior
Family & Dog Friendly-LG Kitchen-Gazebo &Fire Pit-

Family & Dog Friendly-LG Kitchen-Gazebo &Fire Pit-

Family & Dog Friendly-LG Kitchen-Gazebo &Fire Pit-
Medford
10.0 out of 10, Exceptional, (1)
"Loved that the home was so close by to where my daughter’s wedding was being held and it was just down the street from my High School, North Medford (Medford Senior High)! The home was beautiful and very comfortable and very accommodating to my whole family! We even got some decorating ideas for our own home! We would definitely recommend staying there and we would definitely stay again! My grandsons wanted to use the hot tub but it wasn’t mentioned in the included amenities so I told them no,...
United States
Naumaan N.
$415 nightly
The price is $454
Jan 5 - Jan 6, 2026
Total with taxes and fees
Family & Dog Friendly-LG Kitchen-Gazebo &Fire Pit-
Outdoor spa tub
Unwind in this stylish, fully remodeled farmhouse with mountain views and a private hot tub

Unwind in this stylish, fully remodeled farmhouse with mountain views and a private hot tub

Unwind in this stylish, fully remodeled farmhouse with mountain views and a private hot tub
Eagle Point
10.0 out of 10, Exceptional, (1)
$339 nightly
The price is $340
Dec 11 - Dec 12
Total with taxes and fees
Unwind in this stylish, fully remodeled farmhouse with mountain views and a private hot tub
Fridge, microwave, oven, stovetop
The Fairway Townhouse | Minutes from Golf Course | Sleeps Up To 7

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

The Fairway Townhouse | Minutes from Golf Course | Sleeps Up To 7
Eagle Point
9.6 out of 10, Exceptional, (5)
$290 nightly
The price is $293
Dec 18 - Dec 19
Total with taxes and fees
The Fairway Townhouse | Minutes from Golf Course | Sleeps Up To 7
Terrace/patio
Beautiful & Comfortable Home in Central Point

Beautiful & Comfortable Home in Central Point

Beautiful & Comfortable Home in Central Point
Central Point
10.0 out of 10, Exceptional, (2)
"The house was lovely and the host was quick to communicate."
United States
Vince K.
$318 nightly
The price is $358
Dec 11 - Dec 12
Total with taxes and fees
Beautiful & Comfortable Home in Central Point
Fridge, microwave, oven, stovetop
Quiet 3BR Home w/ Fenced Yard Near Airport

Quiet 3BR Home w/ Fenced Yard Near Airport

Quiet 3BR Home w/ Fenced Yard Near Airport
2.0 star property
Medford
$343 nightly
The price is $383
Jan 2 - Jan 3, 2026
Total with taxes and fees
Quiet 3BR Home w/ Fenced Yard Near Airport
Outdoor dining
Relax, Reconnect, Explore Scenic Retreat + Pool, Treehouses & Adventure Nearby

Relax, Reconnect, Explore Scenic Retreat + Pool, Treehouses & Adventure Nearby

Relax, Reconnect, Explore Scenic Retreat + Pool, Treehouses & Adventure Nearby
White City
$571 nightly
The price is $580
Dec 17 - Dec 18
Total with taxes and fees
Relax, Reconnect, Explore Scenic Retreat + Pool, Treehouses & Adventure Nearby
Fridge, microwave, oven, stovetop
This is a 3 bedroom 2 bath home with large backyard. In the back of the property features a 1 bedroom fully equipped guest house with a gate from the backyard for easy access.

This is a 3 bedroom 2 bath home with large backyard. In the back of the property features a 1 bedroom fully equipped guest house with a gate from the backyard for easy access.

This is a 3 bedroom 2 bath home with large backyard. In the back of the property features a 1 bedroom fully equipped guest house with a gate from the backyard for easy access.
Central Point
10.0 out of 10, Exceptional, (1)
$528 nightly
The price is $537
Dec 16 - Dec 17
Total with taxes and fees
This is a 3 bedroom 2 bath home with large backyard. In the back of the property features a 1 bedroom fully equipped guest house with a gate from the backyard for easy access.
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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Top Trail Hotel Reviews

My Place Hotel-Medford OR

My Place Hotel-Medford OR

10/10 Excellent
"Great place for the price "
robby 1-night trip
Posted 3 days ago
My Place Hotel-Medford OR

Find out more about Trail

Trail Vacation Homes information

Number of reviews
171
Accommodation
64 Vacation Homes
Lowest Price
$112
Highest Price
$580

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