Photo by Kaitlin Walters

Holiday Rentals in Trail

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Trail

Romantic & private cabin on Rogue River, 1 hr from Crater Lake

10.0 out of 10, Exceptional, (463)
"We loved it here and hope to come back. The river is the main character and the historic cabin makes this a perfect getaway. If you don’t appreciate a little rustic charm you may not enjoy it as much as we did. There are plenty of amenities like the hot tub and sauna. We enjoyed sitting on the deck every night and watched the spawning salmon. There were many books about the area. The host checked in on us which was so nice. We loved the area and can’t wait to return. "
Romantic & private cabin on Rogue River, 1 hr from Crater Lake

'RIVER HAVEN' is a serene riverside cabin on the Rogue River

10.0 out of 10, Exceptional, (30)
"My husband and I had a wonderful 5 days at River Haven! The cabin was adorable and so comfy. Kitchen had everything you would need if you plan on cooking. We spent most of our time outside on one of the 3 decks watching all the fisherman and rafters go by. My husband even tried fly fishing for the first time and really enjoyed it! We took a day trip up to crater lake and couldn’t believe how beautiful it was! And to top it all off we had the neighborhood Siamese cat, Dante, visit us every day....
'RIVER HAVEN' is a serene riverside cabin on the Rogue River

Riverfront Stunning Open Concept 3bdrm near outdoor activities

8.4 out of 10, Very good, (6)
"This property has a lot of potential. Another reviewer summed it up very well and I should have paid attention. No water pressure, literally a trickle comes out. Hot water comes in and out when showering. Spoke to owner and she said it is on propane so hot water should never run out. Never had more than five minutes of hot water and never out of the bathroom sink. Wifi never worked while we were there. Owner said it could be spotty after we checked in so to text for issues. There are NO...
Riverfront Stunning Open Concept 3bdrm near outdoor activities

Fully equipped house on the river with a private fishing hole.

10.0 out of 10, Exceptional, (25)
"Fabulous location on the river with clean, well kept and equipped house."
Fully equipped house on the river with a private fishing hole.

Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!

9.4 out of 10, Exceptional, (9)
"Everything was super clean and nice! The property manager was excellent with communication!"
The price is €155
includes taxes & fees
23 Nov - 24 Nov
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!

Cozy retreat on 3 acres near Lost Creek Lake. Pet Friendly

Cozy retreat on 3 acres near Lost Creek Lake. Pet Friendly

Riverfront Oregon Retreat w/Hot tub & Pool

4.0 out of 10, (2)
"You told me that you would make it right for all the issues we encountered at the house. I'm going to list them: 1. Hot tub was murky and foam was brown. You put chlorine in it. The water was clear the next day, which allowed us to see the sand & dirt on the bottom and the slimy ring around the tub.. 2. Internet service was sporadic at best. Every time I hooked up my tablet it worked for a short time (10-15 minutes) then I'd lose connection. I would have to reboot from the beginning, it would...
Riverfront Oregon Retreat w/Hot tub & Pool

Upgraded Riverfront Property. 3bd/2ba. Spa Bath. Fishing

8.0 out of 10, Very good, (5)
"This is a beautiful house right on the River. It is very spacious and beautifully decorated. The kitchen is not small! We were able to stop in here during our rafting trip for a lovely air conditioned lunch break when it was 100 degrees outside. Everything was great for us!"
Upgraded Riverfront Property. 3bd/2ba. Spa Bath. Fishing

Adorable 1 bedroom cottage on the river.

Adorable 1 bedroom cottage on the river.

ZZ ZANY ZOO II - Townhome, with Carport & Garage

10.0 out of 10, Exceptional, (76)
"The place was clean and comfortable. Greeted with wine, cheese, fruit and snacks. The host Kathie went above and beyond. I will definitely stay there again. Highly recommend. "
ZZ ZANY ZOO II - Townhome, with Carport & Garage

Pet-Friendly Medford Vacation Rental w/ Yard!

9.2 out of 10, Wonderful, (7)
"Great cozy location"
Pet-Friendly Medford Vacation Rental w/ Yard!

Comfy Cozy Casa

10.0 out of 10, Exceptional, (35)
"Came in town for a race event house was clean and organized."
The price is €282
includes taxes & fees
3 Dec - 4 Dec
Comfy Cozy Casa

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

10.0 out of 10, Exceptional, (209)
"It was amazing. Such a great place and the owners were super friendly and helpful. Highly recommend to anyone wanting to stay in the area"
The price is €391
includes taxes & fees
24 Nov - 25 Nov
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails

Large kitchen! Quiet Cul-de-sac!

9.2 out of 10, Wonderful, (30)
"Clean and comfortable house. Had all the essentials for our work crew. Thanks for accommodating us. "
The price is €241
includes taxes & fees
9 Dec - 10 Dec
Large kitchen! Quiet Cul-de-sac!

Cheerful 3-Bedroom home in Central Point

10.0 out of 10, Exceptional, (17)
"This house is in a very nice, quiet neighborhood but really centrally located to surrounding amenities. A beautiful and clean home - love the way it is decorated!! Jill was a great host. Her response time to any communication was almost instant."
Cheerful 3-Bedroom home in Central Point

Cozy Central Point Bungalow on Working Winery!

10.0 out of 10, Exceptional, (4)
"Very much needed"
Cozy Central Point Bungalow on Working Winery!

Serene Historic Cabin, Nine Acre Estate, Just Off I-5

9.6 out of 10, Exceptional, (23)
"Adorable house, amazing family renting the house, beautiful property with turkeys running around. Perfect space for my husband and I with our daughter and grandson. We will hopefully be staying here again. "
The price is €154
includes taxes & fees
27 Nov - 28 Nov
Serene Historic Cabin, Nine Acre Estate, Just Off I-5

Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

10.0 out of 10, Exceptional, (84)
"Nice little studio; very clean and well equipped. The shared yard was large and well fenced. Walking distance to the Thai Garden—a great restaurant "
The price is €157
includes taxes & fees
26 Nov - 27 Nov
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

Spectacular large home with seasonal pool.

9.8 out of 10, Exceptional, (10)
"Such a warm, inviting and cozy home! My family had such a wonderful time! We really enjoyed the beautiful pool, the large kitchen, and the open floor plan that made the family room our great meeting & games place! The owners are wonderful human beings! We can’t wait to visit again!"
Spectacular large home with seasonal pool.

King Bed Guest Studio w/covered parking, private patio, Kitchenette,

10.0 out of 10, Exceptional, (11)
"Very relaxing place to stay"
The price is €123
includes taxes & fees
8 Dec - 9 Dec
King Bed Guest Studio w/covered parking, private patio, Kitchenette,
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.
Don't see what you're looking for?
See all available properties in Trail
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Trail you may be interested in

Fully equipped house on the river with a private fishing hole.

10.0 out of 10, Exceptional, (25)
"Fabulous location on the river with clean, well kept and equipped house."
Fully equipped house on the river with a private fishing hole.

Romantic & private cabin on Rogue River, 1 hr from Crater Lake

10.0 out of 10, Exceptional, (463)
"We loved it here and hope to come back. The river is the main character and the historic cabin makes this a perfect getaway. If you don’t appreciate a little rustic charm you may not enjoy it as much as we did. There are plenty of amenities like the hot tub and sauna. We enjoyed sitting on the deck every night and watched the spawning salmon. There were many books about the area. The host checked in on us which was so nice. We loved the area and can’t wait to return. "
Romantic & private cabin on Rogue River, 1 hr from Crater Lake

'RIVER HAVEN' is a serene riverside cabin on the Rogue River

10.0 out of 10, Exceptional, (30)
"My husband and I had a wonderful 5 days at River Haven! The cabin was adorable and so comfy. Kitchen had everything you would need if you plan on cooking. We spent most of our time outside on one of the 3 decks watching all the fisherman and rafters go by. My husband even tried fly fishing for the first time and really enjoyed it! We took a day trip up to crater lake and couldn’t believe how beautiful it was! And to top it all off we had the neighborhood Siamese cat, Dante, visit us every day....
'RIVER HAVEN' is a serene riverside cabin on the Rogue River
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.

Frequently asked questions

Can I find a holiday rental in Trail?

Yes, there are holiday rentals in Trail close to Spirit of the Rogue Nature Center, or you can select a more secluded option if you're looking for a relaxing stay. Trail is known for its riverfront.

What are some of the best holiday rentals that Trail has to offer?

Fully equipped house on the river with a private fishing hole.: This highly rated holiday home rental in Trail is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind. Some other top choices in Trail are 'RIVER HAVEN' is a serene riverside cabin on the Rogue River and Riverfront Stunning Open Concept 3bdrm near outdoor activities .

How many holiday rentals are there in Trail?

Expedia has 6 holiday rentals for your stay in Trail.

What can I see and do in Trail?

Rogue River and Rogue River-Siskiyou National Forest are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Spirit of the Rogue Nature Center. Umpqua National Forest and Cole M. Rivers Hatchery are other places to visit while you're in town.

What are holiday rentals like in Trail?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Trail. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a small group gathering.