Holiday Homes in Trail

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Trail holiday homes

Starwood Sanctuary

Starwood Sanctuary
3.0 star property
Medford
10.0 out of 10, Exceptional, (1 review)
"It really was a sanctuary! I had car troubles on a trip and this was a lovely home away from home. It had everything I needed and then some. I don't even have a dog but I think it's awesome that you have a pet door to the backyard!"
United States
Nathan
The price is €269
includes taxes & fees
28 Apr - 29 Apr
Starwood Sanctuary

Clearview Comfort 3BR Near Airport

Clearview Comfort 3BR Near Airport
3.0 star property
Medford
10.0 out of 10, Exceptional, (3 reviews)
"The house is clean. There is 1 driveway parking, however street parking is available. Location is good, there are many dining and grocery options nearby."
United States
Phuc
The price is €228
includes taxes & fees
28 Apr - 29 Apr
Clearview Comfort 3BR Near Airport

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

Charming 2BR Cottage • Near Freeway-Cul-de-sac
Medford
9.4 out of 10, Exceptional, (14 reviews)
"This little house is prefect for a homey, comfort place. The location is great. We will definitely be back"
United States
EmilieC
Charming 2BR Cottage • Near Freeway-Cul-de-sac

Private Queen Room w/ Bathroom

Private Queen Room w/ Bathroom
White City
10.0 out of 10, Exceptional, (8 reviews)
"Very nice place to stay."
United States
Anonymous traveller
Private Queen Room w/ Bathroom

Restful River Retreat

Restful River Retreat
Gold Hill
9.2 out of 10, Wonderful, (32 reviews)
"Beautiful spot! Very well appointed space. The jacuzzi tub is fantastic. Close to good food carts, restaurants, and attractions."
United States
Jessica
The price is €179
includes taxes & fees
28 Apr - 29 Apr
Restful River Retreat

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
10.0 out of 10, Exceptional, (228 reviews)
"Ranch was a great location for Crater Lake National Park. House had everything we needed for a great stay. "
United States
Greg G.
The price is €346
includes taxes & fees
3 May - 4 May
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails

Blissful Solitude Cottage

Blissful Solitude Cottage
Douglas County
10.0 out of 10, Exceptional, (7 reviews)
"It is a nice place to stay"
United States
Matthew O.
The price is €155
includes taxes & fees
28 Apr - 29 Apr
Blissful Solitude Cottage

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, (14 reviews)
"Comfortable beds, nice layout!"
United States
katie w.
The price is €230
includes taxes & fees
28 Apr - 29 Apr
The Shady Knoll - Peace & Quiet near the Rogue River!

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 reviews)
"Location worked well as our base stay for day trips to Crater Lake NP. Townhouse was clean and well furnished. Still construction in the neighborhood but didn't bother us as we were gone during the day. "
United States
Colleen L.
The Fairway Townhouse | Minutes from Golf Course | Sleeps Up To 7

Orchard House, Orchard House Retreat

Orchard House, Orchard House Retreat
Douglas County
10.0 out of 10, Exceptional, (1 review)
"Fantastic place to spend the holiday very serene very peaceful"
United States
Gin H.
The price is €162
includes taxes & fees
28 Apr - 29 Apr
Orchard House, Orchard House Retreat

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

Family & Dog Friendly-LG Kitchen-Gazebo &Fire Pit-
Medford
10.0 out of 10, Exceptional, (1 review)
"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.
The price is €484
includes taxes & fees
25 May - 26 May
Family & Dog Friendly-LG Kitchen-Gazebo &Fire Pit-

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 reviews)
"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.
The price is €155
includes taxes & fees
25 May - 26 May
Cozy Tiny House! Small But Mighty ~ Comfy & Gorgeous Location

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

HOT TUB! Firepit - Bright Open-Near Airport & Freeway
Medford
9.8 out of 10, Exceptional, (9 reviews)
"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.
HOT TUB! Firepit - Bright Open-Near Airport & Freeway

Comfy Cozy Casa

Comfy Cozy Casa
Medford
10.0 out of 10, Exceptional, (60 reviews)
"Great place very clean and comfortable "
United States
Todd E.
The price is €245
includes taxes & fees
4 May - 5 May
Comfy Cozy Casa

Beautiful & Comfortable Home in Central Point

Beautiful & Comfortable Home in Central Point
Central Point
9.4 out of 10, Exceptional, (3 reviews)
"The house was lovely and the host was quick to communicate."
United States
Vince K.
The price is €301
includes taxes & fees
28 Apr - 29 Apr
Beautiful & Comfortable Home in Central Point

Relaxing Retreat in East Medford

Relaxing Retreat in East Medford
Medford
9.6 out of 10, Exceptional, (5 reviews)
"Very comfortable home. The location was perfect. "
United States
Jim L.
Relaxing Retreat in East Medford

A beautiful Skyfall Landing

A beautiful Skyfall Landing
Eagle Point
10.0 out of 10, Exceptional, (9 reviews)
"We like it because it was nice and quite staying out of the city it was great "
United States
Jose P.
The price is €340
includes taxes & fees
20 May - 21 May
A beautiful Skyfall Landing

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, (2 reviews)
"I enjoyed the privacy, and liked how quiet it is.Great place for dogs"
United States
Deborah J.
The price is €294
includes taxes & fees
3 May - 4 May
Unwind in this stylish, fully remodeled farmhouse with mountain views and a private hot tub

Quiet 3BR Home w/ Fenced Yard Near Airport

Quiet 3BR Home w/ Fenced Yard Near Airport
Medford
9.0 out of 10, Wonderful, (2 reviews)
"Well stocked kitchen. Fenced backyard. Clean rooms. Quiet neighborhood. Close to mall. Would suggest extra lighting in living room. "
United States
Laura H.
The price is €316
includes taxes & fees
28 Apr - 29 Apr
Quiet 3BR Home w/ Fenced Yard Near Airport

This house is a 4 bedroom(s), 2 bathrooms, located in Eagle Point, OR.

This house is a 4 bedroom(s), 2 bathrooms, located in Eagle Point, OR.
Eagle Point
10.0 out of 10, Exceptional, (21 reviews)
"Well stocked "
United States
Suzanne S.
The price is €460
includes taxes & fees
25 May - 26 May
This house is a 4 bedroom(s), 2 bathrooms, located in Eagle Point, OR.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Trail Hotel Reviews

Find out more about Trail

Trail Holiday Homes information

Number of reviews
427
Accommodation
67 Holiday Homes
Lowest Price
€155
Highest Price
€346