Photo by Kaitlin Walters

Trail Holiday Rentals

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Holiday Rentals in Trail

Romantic & private cabin on Rogue River, 1 hr from Crater Lake
Property grounds
Romantic & private cabin on Rogue River, 1 hr from Crater Lake
10.0 out of 10, Exceptional, 455 reviews
"This is a historical cabin on the Rogue River. Like most historical cabins it is small and dark. Fortunately the outdoor space is amazing. This is the perfect place to go for any season except for winter when it would be too dark. It does need some updating. The kitchen is outfitted to match the time of the cabin. Sorting out the fridge and the oven/stove was a little challenging. There is not much room for groceries and it is definitely a one person kitchen. There is a bar to sit at but would...
Romantic & private cabin on Rogue River, 1 hr from Crater Lake
'RIVER HAVEN' is a serene riverside cabin on the Rogue River
Exterior
'RIVER HAVEN' is a serene riverside cabin on the Rogue River
10.0 out of 10, Exceptional, 18 reviews
"We really enjoyed our stay at the cabin. Very relaxing to sit on the deck after a day of hiking. Plenty of beautiful hikes in the area as well as some wineries."
'RIVER HAVEN' is a serene riverside cabin on the Rogue River
Fully equipped house on the river with a private fishing hole.
Fridge, microwave, oven, stovetop
Fully equipped house on the river with a private fishing hole.
10.0 out of 10, Exceptional, 21 reviews
"Perfect place to stay for a relaxing adventure. It's about 1 hour away from the Crater Lake Lodge and an easy drive. The house is clean and comfortable. The outdoor area by the river is covered so you can enjoy even when it's raining. Our only critique was that there was only one kitchen towel for use. I would suggest a few more for guests that like to cook and do not want to waste paper towels."
Fully equipped house on the river with a private fishing hole.
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Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
Private kitchen
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
The price is HK$844
per night
19 Jun - 20 Jun
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
Riverfront Stunning Open Concept 3bdrm near outdoor activities
Property grounds
Riverfront Stunning Open Concept 3bdrm near outdoor activities
8.0 out of 10, Very good, 5 reviews
"This cabin by the river had great views and was clean. Even though the water in the river was high, both levels of the backyard were dry enough for use in May. It was relaxing to sit on the back porch and drink coffee in the morning or cider in the afternoon. Bring your sleeping mask since sunrise is early, but beautiful. Every room has wonderful views of outside. Plenty of room for a family of 4-5 without sleeping on a couch. We would stay here again."
Riverfront Stunning Open Concept 3bdrm near outdoor activities
Riverfront Oregon Retreat w/Hot tub & Pool
Outdoor pool
Riverfront Oregon Retreat w/Hot tub & Pool
4.0 out of 10, 2 reviews
"It was kind of a challenge to get there with GPS. Ultimately had to call Cody.This place has a lot of potential. Beautiful location. Great list of amenities. We just had a string of bad luck during our visit. -Hot tub is awesome. Nice addition of the outdoor tv -Propane table would be great if it had propane. The tank in the table was empty. There was a spare by the swing but it only had enough to run the table on low for 30 minutes. -Nature decided we were not going to have the option of using...
Riverfront Oregon Retreat w/Hot tub & Pool
Cozy retreat on 3 acres near Lost Creek Lake. Pet Friendly
Smart TV
Cozy retreat on 3 acres near Lost Creek Lake. Pet Friendly
Cozy retreat on 3 acres near Lost Creek Lake. Pet Friendly
Adorable 1 bedroom cottage on the river.
Property grounds
Adorable 1 bedroom cottage on the river.
Adorable 1 bedroom cottage on the river.
Comfy Cozy Casa
Fridge, microwave, oven, stovetop
Comfy Cozy Casa
10.0 out of 10, Exceptional, 25 reviews
"The home was beautiful and well stocked. Beds were comfy. I will recommend this home to friends."
The price is HK$1,133
per night
16 Jul - 17 Jul
Comfy Cozy Casa
Red Blanket Cabin Near Crater Lake National Park
Exterior
Red Blanket Cabin Near Crater Lake National Park
10.0 out of 10, Exceptional, 341 reviews
"This place has it all!"
Red Blanket Cabin Near Crater Lake National Park
Restful River Retreat
1 bedroom, free WiFi, bed sheets
Restful River Retreat
9.8 out of 10, Exceptional, 10 reviews
"Great find on our way home. The second bunk is higher than a normal bunk and none of our kids would sleep up there because it didn't feel protected enough to them. Would be great for ages 10+. The cookware is great, but it was sparse on basics. We would stopover again if it works with our itinerary."
The price is HK$859
per night
18 Jun - 19 Jun
Restful River Retreat
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
Property grounds
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
9.6 out of 10, Exceptional, 17 reviews
"Very relaxing, unique old Farmhouse appeal. We really enjoyed it."
The price is HK$929
per night
16 Jun - 17 Jun
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
Blue Gate Cottage on the Rogue River
Exterior
Blue Gate Cottage on the Rogue River
9.8 out of 10, Exceptional, 17 reviews
"So grateful for the quality of this place that takes pets! When someone is staying in the Lodge next door it’s good to at least meet each other, and cooperate to share the outdoor spaces. Plenty of room for everyone. Lovely part of the Rogue Valley."
Blue Gate Cottage on the Rogue River
Pet-Friendly Medford Vacation Rental w/ Yard!
Property grounds
Pet-Friendly Medford Vacation Rental w/ Yard!
9.0 out of 10, Wonderful, 2 reviews
"Property had some problems. Fan fell off ceiling in 1 bedroom. Fixed same day. Also wasps in front and patio. Still need to do patio. Talked to manager re no fan in 1 bedroom--said electrical problem Master bathroom toilet had some clogging issues."
Pet-Friendly Medford Vacation Rental w/ Yard!
Shady Cove River House -Fly Fish, Raft, Hike or Just Relax
Terrace/patio
Shady Cove River House -Fly Fish, Raft, Hike or Just Relax
9.8 out of 10, Exceptional, 137 reviews
"This property is a warm, welcoming home on the river. It was clean and lacked nothing we needed. It’s in a quiet neighborhood. Sitting out by the river was so relaxing. The host replied promptly to our inquiries. We highly recommend this property."
Shady Cove River House -Fly Fish, Raft, Hike or Just Relax
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
Exterior
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
10.0 out of 10, Exceptional, 192 reviews
"Loved the property; the quiet seclusion; the porches and proximity to Rogue River Gorge and Crater Lake."
The price is HK$1,711
per night
30 Jun - 1 Jul
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
Spectacular large home with seasonal pool.
Property grounds
Spectacular large home with seasonal pool.
9.8 out of 10, Exceptional, 7 reviews
"We had good room for our group. Everything was clean and everything worked well. We entertained family there one night. Thank you so much for helping our family get together and just enjoy ourselves worry-free."
Spectacular large home with seasonal pool.
Little Wolf Tiny Home cozy, pet friendly, secluded
Property grounds
Little Wolf Tiny Home cozy, pet friendly, secluded
The price is HK$617
per night
16 Jun - 17 Jun
Little Wolf Tiny Home cozy, pet friendly, secluded
The Eagles Nest!
Fridge, microwave, oven, stovetop
The Eagles Nest!
9.8 out of 10, Exceptional, 6 reviews
"Overall house as described, good neighborhood. Only complaint is mattress firmness."
The Eagles Nest!
Cozy getaway located near the Rogue River and the beautiful Crater Lake
Outdoor dining
Cozy getaway located near the Rogue River and the beautiful Crater Lake
Cozy getaway located near the Rogue River and the beautiful Crater Lake
Don't see what you're looking for?
See all available properties in Trail
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.

Other types of properties in Trail you may be interested in

Fully equipped house on the river with a private fishing hole.
Fridge, microwave, oven, stovetop
Fully equipped house on the river with a private fishing hole.
10.0 out of 10, Exceptional, 21 reviews
"Perfect place to stay for a relaxing adventure. It's about 1 hour away from the Crater Lake Lodge and an easy drive. The house is clean and comfortable. The outdoor area by the river is covered so you can enjoy even when it's raining. Our only critique was that there was only one kitchen towel for use. I would suggest a few more for guests that like to cook and do not want to waste paper towels."
Fully equipped house on the river with a private fishing hole.
Romantic & private cabin on Rogue River, 1 hr from Crater Lake
Property grounds
Romantic & private cabin on Rogue River, 1 hr from Crater Lake
10.0 out of 10, Exceptional, 455 reviews
"This is a historical cabin on the Rogue River. Like most historical cabins it is small and dark. Fortunately the outdoor space is amazing. This is the perfect place to go for any season except for winter when it would be too dark. It does need some updating. The kitchen is outfitted to match the time of the cabin. Sorting out the fridge and the oven/stove was a little challenging. There is not much room for groceries and it is definitely a one person kitchen. There is a bar to sit at but would...
Romantic & private cabin on Rogue River, 1 hr from Crater Lake
'RIVER HAVEN' is a serene riverside cabin on the Rogue River
Exterior
'RIVER HAVEN' is a serene riverside cabin on the Rogue River
10.0 out of 10, Exceptional, 18 reviews
"We really enjoyed our stay at the cabin. Very relaxing to sit on the deck after a day of hiking. Plenty of beautiful hikes in the area as well as some wineries."
'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.

Search for holiday rentals in Trail on Expedia! You can easily find your home rentals, villas, holiday apartments in Trail using one of the methods below:

  • View our selection of featured holiday rentals in Trail
  • Use the map to find apartments and other holiday homes in the Trail neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Trail while they last

Look no further and take a look at our great range of rental properties in Trail!

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 Lost Creek Park 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.

Recent reviews of Trail properties
Expedia verified reviews

My Place Hotel-Medford OR

My Place Hotel-Medford OR

5/5 Excellent
"This is also the best place to stay in Medford "
A verified traveller from Waialua stayed at My Place Hotel-Medford OR
Posted 12 hours ago
My Place Hotel-Medford OR