Photo by Kaitlin Walters

Trail Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • 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

Vacation Rentals in Trail

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

Trail
9.8 out of 10, Exceptional, (164)
"The cabin met our needs for touring southern Oregon. "
United States
Dianne M.
*Riverfront* "Cabin on The Rogue", Gateway to Crater Lake! Sleeps 2-4

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

Trail
10.0 out of 10, Exceptional, (480)
"The back deck is heavenly, so relaxing and serene! "
United States
Jeanette M.
Romantic & private cabin on Rogue River, 1 hr from Crater Lake

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

Trail
9.2 out of 10, Wonderful, (14)
"We enjoyed a quiet evening. Everything was kept tidy and was a good place for us to stop for the evening."
United States
Mary P.
The price is ¥13,095
¥30,336 total
includes taxes & fees
Nov 14 - Nov 15
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!

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

Trail
9.8 out of 10, Exceptional, (100)
"House was as advertised "
United States
Jon B.
"Home on The Rogue" - Gateway to Crater Lake!

Riverfront Stunning Open Concept 3bdrm near outdoor activities

Trail
9.0 out of 10, Wonderful, (9)
"It was beyond our expectations! Beautiful. The only glitch was the water pressure in the bathroom and how long it took to get water to them. We would use again. Thank you for basket of goodies."
United States
Anonymous traveler
Riverfront Stunning Open Concept 3bdrm near outdoor activities

Eagle's Nest Cottage. Spacious 2 BR river retreat on the Rogue River. Enjoy ping-pong, BBQ, board games, and fishing. Remote work enabled with high-speed WiFi. Unplug and unwind!

Trail
10.0 out of 10, Exceptional, (29)
"We had a great time with our stay, being so close to Crater Lake and then having this house to come back to to relax. Definitely would stay again!"
United States
Mauri T.
Eagle's Nest Cottage. Spacious 2 BR river retreat on the Rogue River. Enjoy ping-pong, BBQ, board games, and fishing. Remote work enabled with high-speed WiFi. Unplug and unwind!

Stay in luxury, minutes from the Lake, perfect for entertaining.

Trail
9.6 out of 10, Exceptional, (9)
"Great place to host a family. Nice distance to Crater Lake and other local spots. No BBQ grill as listed and cleanliness was not top notch. Host was super responsive and a beautiful and relaxing setting. "
United States
Katherine P.
Stay in luxury, minutes from the Lake, perfect for entertaining.

Riverfront Gem with Big Deck, Fishing & Adventure. Comfy beds, upgraded beauty

Trail
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!"
United States
Katie S.
Riverfront Gem with Big Deck, Fishing & Adventure. Comfy beds, upgraded beauty

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

Trail
8.8 out of 10, Excellent, (3)
"We stayed at this property for its proximity to Crater Lake. It was definitely cozier than tent camping."
United States
Danielle
Cozy retreat on 3 acres near Lost Creek Lake. Pet Friendly

Peaceful Forest Recreation Retreat

Trail
Peaceful Forest Recreation Retreat

Union Creek Resort

3.0 star property
Prospect
8.0 out of 10, Very Good, (910)
"Beautiful location near Crater Lake. Lots of short scenic hikes nearby. "
United States
karen
Union Creek Resort

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

Central Point
9.8 out of 10, Exceptional, (100)
"I travel to Central Point regularly, and this was my second stay at this lovely gem. I'll be back again. Clean, bright, and comfortable. "
United States
Mike W.
The price is ¥15,098
¥27,212 total
includes taxes & fees
Nov 20 - Nov 21
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

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

Gold Hill
9.8 out of 10, Exceptional, (41)
"Adorable rustic cabin! Feels like you’re in the middle of nowhere but it’s still close to everything. Super quiet, cozy and peaceful. We loved sitting under the stars at night listening to the nightly sounds. "
United States
Angela F.
The price is ¥16,509
¥25,362 total
includes taxes & fees
Nov 13 - Nov 14
Serene Historic Cabin, Nine Acre Estate, Just Off I-5

Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️

Azalea
9.6 out of 10, Exceptional, (19)
"This is a great cozy private cabin with great scenery that made for a nice comfy weekend. "
United States
Lanny S.
The price is ¥18,912
¥37,492 total
includes taxes & fees
Nov 13 - Nov 14
Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️

Blue Gate Cottage on the Rogue River

Eagle Point
9.8 out of 10, Exceptional, (34)
"Walk around, the property was beautiful. The deer were amazing. Pillows and bed very comfortable. Overall, a very nice stay"
United States
Debbie R.
Blue Gate Cottage on the Rogue River

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)
The price is ¥24,727
¥45,078 total
includes taxes & fees
Nov 30 - Dec 1
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!

Comfy Cozy Casa

Medford
10.0 out of 10, Exceptional, (55)
"Great place to stay "
United States
Artem V.
The price is ¥17,717
¥43,157 total
includes taxes & fees
Nov 13 - Nov 14
Comfy Cozy Casa

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

Shady Cove
9.8 out of 10, Exceptional, (167)
"Great location, amazing accomodations!"
United States
Holly S.
Shady Cove River House -Fly Fish, Raft, Hike or Just Relax

East Medford Home Getaway

2.0 star property
Medford
9.0 out of 10, Wonderful, (2)
"Fresh. Clean. Linen. Need I say more?! This was the cleanest feeling place I have started in a while (hotels included) Every single blanket (including the throws) were fresh, not just the sheets. It was a very comfortable home, I wish we stayed there longer. I would give a true score 4.5 stars...mainly due to the neighbors..1 had yapping dogs that didn't want you to be outside, the other neighbor had a fruit tree dropping it's load so part of the backyard smelled like rotting produce and there...
United States
Elizabeth L.
East Medford Home Getaway

A beautiful Skyfall Landing

Eagle Point
10.0 out of 10, Exceptional, (9)
"Amazing place - hosts were the best. Definitely will be going back "
United States
nathan l.
The price is ¥18,164
¥47,992 total
includes taxes & fees
Nov 16 - Nov 17
A beautiful Skyfall Landing
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

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!

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Trail?

Yes, we offer vacation rentals in Trail near Spirit of the Rogue Nature Center, or you can select a more remote option if you're looking for extra privacy while you relax. Trail is known for its riverfront.

What's the top vacation rental that Trail has to offer?

"Home on The Rogue" - Gateway to Crater Lake!: This highly rated vacation home rental in Trail is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Trail?

Expedia has 7 vacation rentals for your stay in Trail.

What can I see and do in Trail?

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

What are vacation rentals like in Trail?

Vacation rentals are private properties you can reserve for a few days or a quick weekend in Trail. Vacation rentals provide amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a family trip or a small group gathering.