A mountain range with a prominent peak, dense forest, and a clear sky.

Trail Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Trail holiday rentals

A wooden table with two chairs, each with a floral cushion, positioned by a window overlooking a forested area.

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

Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
Trail
9.0 out of 10, Wonderful, (18 reviews)
"Cozy spot, clean and quiet. Cute place!"
United States
Cassandra R.
The price is HK$667
HK$1,529 total
includes taxes & fees
5 Oct - 6 Oct
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
A small, dark-colored cabin with a white door, surrounded by trees and grass.

2. Private Rogue River Cabin For Two/Gateway to Crater Lake

Private Rogue River Cabin For Two/Gateway to Crater Lake
Trail
10.0 out of 10, Exceptional, (1 review)
"Coho cabin at Rogue reserve was incredible! The cabin is newly remodeled and the property is peacefully beautiful. We sat outside in the evening watching the salmon in the Rogue river. Ryan and his family are wonderful, everything we needed was in the cabin and they even brought us homemade backed goodies. It is an incredible place in Oregon."
United States
deborah n.
The price is HK$1,073
HK$2,005 total
includes taxes & fees
1 Oct - 2 Oct
Private Rogue River Cabin For Two/Gateway to Crater Lake
A small, single-story building with a dark exterior, a front porch, and a clear view of the surrounding trees.

3. River Retreat with Pool, Pond, and Trails/Gateway to Crater Lake

River Retreat with Pool, Pond, and Trails/Gateway to Crater Lake
Trail
The price is HK$1,384
HK$2,607 total
includes taxes & fees
1 Oct - 2 Oct
River Retreat with Pool, Pond, and Trails/Gateway to Crater Lake
A bedroom with a bed, a ceiling fan, an air conditioner, and two windows with blinds.

4. Riverside 2 Bedroom Cabin on Rogue River/Gateway to Crater Lake

Riverside 2 Bedroom Cabin on Rogue River/Gateway to Crater Lake
Trail
The price is HK$1,412
HK$2,588 total
includes taxes & fees
5 Oct - 6 Oct
Riverside 2 Bedroom Cabin on Rogue River/Gateway to Crater Lake
A covered outdoor seating area with a dark-colored sofa and a glass-top coffee table, surrounded by a wooden deck and a grassy lawn.

5. The Shady Knoll ~ Crater Lake Basecamp ~ Hot tub ~ King Suite

The Shady Knoll ~ Crater Lake Basecamp ~ Hot tub ~ King Suite
Shady Cove
9.8 out of 10, Exceptional, (18 reviews)
"Comfortable beds, nice layout!"
United States
katie w.
The price is HK$1,260
HK$2,242 total
includes taxes & fees
5 Oct - 6 Oct
The Shady Knoll ~ Crater Lake Basecamp ~ Hot tub ~ King Suite
A swimming pool with two people floating on inner tubes.

6. Skyfall Landing

Skyfall Landing
Eagle Point
10.0 out of 10, Exceptional, (14 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 HK$1,059
HK$2,668 total
includes taxes & fees
7 Oct - 8 Oct
Skyfall Landing
A campfire, wooden chairs, and a bench in a forested area with a view of a bridge.

7. Union Creek Resort

Union Creek Resort
3.0 star property
Prospect
8.0 out of 10, Very good, (1,079 reviews)
"It was a great spot to stay to check out crater lake."
United States
Kameron
The price is HK$659
HK$677 total
includes taxes & fees
18 Oct - 19 Oct
Union Creek Resort
A white house with a porch, two Adirondack chairs, a tree with hanging flowers, and a birdhouse.

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

Serene Historic Cabin, Nine Acre Estate, Just Off I-5
Gold Hill
9.6 out of 10, Exceptional, (56 reviews)
"Perfect place for a quiet getaway "
United States
Jan G.
The price is HK$805
HK$1,255 total
includes taxes & fees
4 Oct - 5 Oct
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
A modern kitchen with a large island, stainless steel appliances, and wooden cabinets.

9. 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, (25 reviews)
"The home was a wonderful stay for us!"
United States
Charles S.
The price is HK$1,353
HK$3,694 total
includes taxes & fees
1 Oct - 2 Oct
This house is a 4 bedroom(s), 2 bathrooms, located in Eagle Point, OR.
A living room with a wooden dining table, a sofa, and a TV mounted on the wall.

10. Comfy Cozy Casa

Comfy Cozy Casa
Medford
9.8 out of 10, Exceptional, (78 reviews)
"This is a great place to stay!! We will stay here then next time we are in Medford visiting family. The house was so clean. The amenities were great too! Real comfortable and welcoming place to stay! I highly recommend."
United States
David S.
The price is HK$1,059
HK$2,392 total
includes taxes & fees
5 Oct - 6 Oct
Comfy Cozy Casa
A modern living room with a sofa, a television, a fireplace, and a decorative wall.

11. Crater Lake Themed Retreat in Eagle Point

Crater Lake Themed Retreat in Eagle Point
Eagle Point
10.0 out of 10, Exceptional, (6 reviews)
"What a beautiful place. Had a great time staying here"
Canada
Hengda
The price is HK$1,412
HK$1,696 total
includes taxes & fees
1 Oct - 2 Oct
Crater Lake Themed Retreat in Eagle Point
A river surrounded by lush greenery and trees.

12. Restful River Retreat

Restful River Retreat
Gold Hill
9.4 out of 10, Exceptional, (43 reviews)
"Great host, beautiful location. "
United States
Amy G.
The price is HK$863
HK$1,813 total
includes taxes & fees
5 Oct - 6 Oct
Restful River Retreat
A covered porch with wooden railings, wicker furniture, and a white door.

13. Escape to Alta Vista Retreat, a peaceful mountain getaway offering stunning views and a relaxing hot tub. Enjoy a private, comfortable stay surrounded by nature, with plenty of space to unwind and reconnect.

Escape to Alta Vista Retreat, a peaceful mountain getaway offering stunning views and a relaxing hot tub. Enjoy a private, comfortable stay surrounded by nature, with plenty of space to unwind and reconnect.
Eagle Point
9.6 out of 10, Exceptional, (5 reviews)
"Loved the home! Amazing views, so relaxing with all the accommodations! This will be my go to place when I am in town."
United States
liz
The price is HK$1,165
HK$2,800 total
includes taxes & fees
1 Oct - 2 Oct
Escape to Alta Vista Retreat, a peaceful mountain getaway offering stunning views and a relaxing hot tub. Enjoy a private, comfortable stay surrounded by nature, with plenty of space to unwind and reconnect.
A cozy living room with a stone fireplace, a leather sofa, and a view of the outdoors through large windows.

14. 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, (241 reviews)
"Had a wonderful time. Went by way too fast. Definitely will be going back will a longer stay! Thank you again for having us."
United States
Corey T.
The price is HK$1,797
HK$3,042 total
includes taxes & fees
18 Oct - 19 Oct
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
Coffee and/or coffee maker

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

Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Central Point
9.8 out of 10, Exceptional, (129 reviews)
"Wonderful stay and will definitely do so again!!!"
United States
Kelly B.
The price is HK$769
HK$1,394 total
includes taxes & fees
4 Oct - 5 Oct
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
An outdoor seating area with a fire pit, two Adirondack chairs, and a view of a lake surrounded by trees.

16. Creekside Retreat House in Eagle Point

Creekside Retreat House in Eagle Point
Eagle Point
9.8 out of 10, Exceptional, (6 reviews)
"I love the cleanliness of this place."
United States
Diem
The price is HK$1,412
HK$1,696 total
includes taxes & fees
1 Oct - 2 Oct
Creekside Retreat House in Eagle Point
A modern kitchen with wooden cabinets, stainless steel appliances, granite countertops, and a wood floor.

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

Charming 2BR Cottage • Near Freeway-Cul-de-sac
Medford
9.2 out of 10, Wonderful, (15 reviews)
"This little house is prefect for a homey, comfort place. The location is great. We will definitely be back"
United States
EmilieC
The price is HK$824
HK$1,714 total
includes taxes & fees
4 Oct - 5 Oct
Charming 2BR Cottage • Near Freeway-Cul-de-sac
A modern living room with a grey sofa, wooden flooring, a flat-screen TV, a desk with a chair, and a patterned rug.

18. Starwood Sanctuary

Starwood Sanctuary
3.0 star property
Medford
9.4 out of 10, Exceptional, (3 reviews)
"I was able to have early check in. The private bathroom off the main room was tiny. Coffee and cocoa were nice. The beds were comfy but the accent lights didn’t work and the shampoo dispenser was broken. Price and location were nice.. may book again.. spider webs outside 🤔😊"
United States
Erin
The price is HK$1,010
HK$2,186 total
includes taxes & fees
11 Oct - 12 Oct
Starwood Sanctuary
A living room with a sofa, a coffee table with a book, a TV, and a dining area with a table and chairs.

19. Ideal stopover location right off I-5, nestled in a scenic area by the Rogue River. Enjoy the peaceful sounds of the river while having quick access to major travel routes and nearby towns.

Ideal stopover location right off I-5, nestled in a scenic area by the Rogue River. Enjoy the peaceful sounds of the river while having quick access to major travel routes and nearby towns.
Gold Hill
9.4 out of 10, Exceptional, (9 reviews)
"The location worked well for us, and the view of the river at the back of the property was beautiful!"
United States
Nick D.
The price is HK$690
HK$1,238 total
includes taxes & fees
15 Oct - 16 Oct
Ideal stopover location right off I-5, nestled in a scenic area by the Rogue River. Enjoy the peaceful sounds of the river while having quick access to major travel routes and nearby towns.
A hot tub with a wooden bench and a table, surrounded by a railing, overlooking a river and hilly landscape.

20. Charming 2 BR riverside stopover in Gold Hill. Private hot tub, river access, and just down the road from Del Rio Vineyards. Perfect base for exploring the Rogue Valley. Pet-friendly!

Charming 2 BR riverside stopover in Gold Hill. Private hot tub, river access, and just down the road from Del Rio Vineyards. Perfect base for exploring the Rogue Valley. Pet-friendly!
Gold Hill
9.8 out of 10, Exceptional, (27 reviews)
"Couldn't be happier with my experience. Loved the location, privacy, cleanliness, and prompt replies of the host. Will be making this my preferred lodging while traveling for work in the area. "
United States
Jeff L.
The price is HK$1,165
HK$1,856 total
includes taxes & fees
1 Oct - 2 Oct
Charming 2 BR riverside stopover in Gold Hill. Private hot tub, river access, and just down the road from Del Rio Vineyards. Perfect base for exploring the Rogue Valley. Pet-friendly!
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.
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Top Trail Hotel Reviews

Executive Residency by Best Western Medford

Executive Residency by Best Western Medford

10/10 Excellent
"Best Western took over this hotel recently. They've been upgrading each room. Thats why inside elevator and corridors are dirty but our room was brand new with small kitchen. No pots & pan nor dishes are available. No breakfast even though Hotels.com mentioned they did."
Yuko 3-night trip
Posted 3 hours ago
Executive Residency by Best Western Medford

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!

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?

"Home on The Rogue" - Gateway to Crater Lake!: This highly rated holiday home rental in Trail is located on a river, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Trail?

Expedia has 7 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.