Vacation rentals in Trail

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Trail

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Yurt in Eagle Point

4.97 out of 5 average rating, 216 reviews

Starlight Meadow Yurt

The yurt is a modern, light, space with a deck. It's nestled between a mixed conifer forest and Starlight Meadow. We're at the end of a private road on 20 acres. The property is gated for your comfort and peace of mind. There's a large trampoline at the edge of the meadow perfect for stargazing and sunsets. The creek flows October thru June depending on rainfall. Six miles from Shady Cove where you'll find restaurants and a grocery store. 40 miles to Crater Lake. 26 to Ashland. Treat yourself!

Nov 7 – 14

R2,256 ZAR per night
Guest favorite

Home in Trail

4.95 out of 5 average rating, 210 reviews

Log Cabin w/Treehouse & Zip Line on Rogue River

Serene, large log home in the woods w/matching tree house fort. Located in Trail, Oregon on 120 acres of forest views and has a 1/2 mile of river frontage on the wild and scenic Rogue River. The property is near to several lakes, waterfalls and scenic hiking trails and is located directly on the way to Crater Lake National Park. Home is located at the end of the road and provides lots of privacy, peace and quiet. The nearby river can be heard from the cabin providing a peaceful environment.

Dec 3 – 10

R8,161 ZAR per night
Guest favorite

Tiny home in Shady Cove

4.95 out of 5 average rating, 194 reviews

Modern Tiny House w/ Hot Tub

Located on a hillside in Shady Cove. This is a spacious brand new 300 sq foot tiny home. The tiny house is located on our private property. We request for our guests to be respectful of our home, our neighbors, and surroundings. It is important that our guests treat the outdoor space as if they were camping and not leave any food outside as there is some wildlife in the area. Included is a covered gazebo with curtains on a private deck with a spa, and gas fire pit that also heats your legs.

Sep 7 – 14

R2,515 ZAR per night

Popular amenities for Trail vacation rentals

Other great vacation rentals in Trail

Guest favorite

Cabin in Prospect

4.99 out of 5 average rating, 157 reviews

Red Blanket Cabin near Crater Lake

Mar 11 – 18

R3,704 ZAR per night
Guest favorite

Tiny home in Grants Pass

4.96 out of 5 average rating, 193 reviews

Tiny Cabin in the Woods w/ Hot Tub and Firepit

Jul 22 – 29

R2,896 ZAR per night
Guest favorite

Cottage in Azalea

4.95 out of 5 average rating, 106 reviews

Orchard House -Amongst the Forest

Nov 2 – 9

R2,013 ZAR per night
Guest favorite

Guesthouse in Central Point

4.94 out of 5 average rating, 698 reviews

BEE WELL Organic Spa Garden Studio

Sep 13 – 20

R1,574 ZAR per night
Guest favorite

Guesthouse in Medford

4.97 out of 5 average rating, 129 reviews

The Loft at Highcrest

Jul 6 – 13

R1,974 ZAR per night
Guest favorite

Cabin in Grants Pass

4.92 out of 5 average rating, 156 reviews

Charming 2br cabin 300ft from the Rogue River.

May 2 – 9

R2,307 ZAR per night
Guest favorite

Cottage in Glendale

4.92 out of 5 average rating, 290 reviews

★ Cowcreek Cottage off of I5★

Apr 27 – May 4

R1,618 ZAR per night
Guest favorite

Treehouse in Jacksonville

4.98 out of 5 average rating, 183 reviews

Tree Top Studio

Aug 13 – 20

R3,987 ZAR per night
Guest favorite

Cottage in Medford

4.91 out of 5 average rating, 278 reviews

Stunning Private Orchard Property

Dec 9 – 16

R2,820 ZAR per night
Guest favorite

Guesthouse in Medford

4.98 out of 5 average rating, 574 reviews

Orchard Home Cottage * ~ Private, Cozy, Peaceful *

Jun 3 – 10

R1,632 ZAR per night
Guest favorite

Guesthouse in Trail

4.84 out of 5 average rating, 31 reviews

Adorable 1 bedroom cottage on the river.

Jun 13 – 20

R1,996 ZAR per night
Superhost

Cabin in Trail

4.81 out of 5 average rating, 47 reviews

Private Riverfront Home. 3bd2ba beautiful property

Feb 27 – Mar 6

R3,825 ZAR per night

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Jackson County
  5. Trail