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

Holiday Rentals in Trail

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Our top choices for Trail holiday rentals

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, (20 reviews)
"Cozy spot, clean and quiet. Cute place!"
United States
Cassandra R.
The price is €172
includes taxes & fees
10 Nov - 11 Nov
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!

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, (2 reviews)
"Perfect location for trip to Crater Lake National Park! Great communication also!!"
United States
Wendy G.
The price is €206
includes taxes & fees
10 Nov - 11 Nov
Private Rogue River Cabin For Two/Gateway to Crater Lake

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

River Retreat with Pool, Pond, and Trails/Gateway to Crater Lake
Trail
10.0 out of 10, Exceptional, (1 review)
"Beautiful property right on the river. The owner and family live on the property but lots of space that we barely saw another person. A definite plus that we could bring our dogs. Trails all around the property. The house was absolutely beautiful. Recently remodeled. Lots of wildlife on the property. Accessible river fishing on site. It was a nice quiet reset. Lots of great stargazing too."
United States
Kerrie P.
The price is €250
includes taxes & fees
10 Nov - 11 Nov
River Retreat with Pool, Pond, and Trails/Gateway to Crater Lake

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 €290
includes taxes & fees
10 Nov - 11 Nov
Riverside 2 Bedroom Cabin on Rogue River/Gateway to Crater Lake

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

The Shady Knoll ~ Crater Lake Basecamp ~ Hot tub ~ King Suite
Shady Cove
10.0 out of 10, Exceptional, (21 reviews)
"Great place to stay. Highly recommend!!"
United States
Troy P.
The price is €241
includes taxes & fees
10 Nov - 11 Nov
The Shady Knoll ~ Crater Lake Basecamp ~ Hot tub ~ King Suite

6. Skyfall Landing

Skyfall Landing
Eagle Point
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful and comfortable space"
United States
sarah k.
The price is €298
includes taxes & fees
10 Nov - 11 Nov
Skyfall Landing

7. Union Creek Resort

Union Creek Resort
3.0 star property
Prospect
8.0 out of 10, Very good, (1,120 reviews)
"Nice area with lots of hiking access, nice for a weekend getaway"
United States
Brett
The price is €77
includes taxes & fees
10 Nov - 11 Nov
Union Creek Resort

8. Crater Lake Themed Retreat in Eagle Point

Crater Lake Themed Retreat in Eagle Point
Eagle Point
10.0 out of 10, Exceptional, (8 reviews)
"What a beautiful place. Had a great time staying here"
Canada
Hengda
The price is €191
includes taxes & fees
12 Nov - 13 Nov
Crater Lake Themed Retreat in Eagle Point

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, (26 reviews)
"We had 8 adults here and had a great time. Very nice place."
United States
Katie H.
The price is €362
includes taxes & fees
10 Nov - 11 Nov
This house is a 4 bedroom(s), 2 bathrooms, located in Eagle Point, OR.

10. Creekside Retreat House - Christmas Decoration

Creekside Retreat House - Christmas Decoration
Eagle Point
9.8 out of 10, Exceptional, (6 reviews)
"Great location close to town was very clean peaceful setting with the creek"
United States
jeffery c.
The price is €191
includes taxes & fees
15 Nov - 16 Nov
Creekside Retreat House - Christmas Decoration

11. 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 €154
includes taxes & fees
10 Nov - 11 Nov
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

12. 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, (58 reviews)
"The property is beautiful, it’s quiet and excluded from reality. Definitely somewhere to come to get away from city life or just needing a break. Also, if you’re a dog person they have the best welcome pup Finnley who loves coming to say hi!"
United States
Garry A.
The price is €139
includes taxes & fees
10 Nov - 11 Nov
Serene Historic Cabin, Nine Acre Estate, Just Off I-5

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 €302
includes taxes & fees
10 Nov - 11 Nov
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.

14. 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 €228
includes taxes & fees
16 Nov - 17 Nov
Starwood Sanctuary

15. 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, (246 reviews)
"We appreciated that the lodging was remote enough to be quiet, and offered hiking opportunities within steps of the home. The kitchen was particularly well equipped, making it easy for meal preparation."
United States
Anonymous traveller
The price is €350
includes taxes & fees
11 Nov - 12 Nov
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails

16. 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 €143
includes taxes & fees
10 Nov - 11 Nov
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.

17. Restful River Retreat

Restful River Retreat
Gold Hill
9.4 out of 10, Exceptional, (44 reviews)
"Great host, beautiful location. "
United States
Amy G.
The price is €220
includes taxes & fees
17 Nov - 18 Nov
Restful River Retreat

18. Enjoy the tranquility of a scenic riverside neighborhood in Gold Hill. This area is peaceful, offers beautiful views, and is a convenient stopover location.

Enjoy the tranquility of a scenic riverside neighborhood in Gold Hill. This area is peaceful, offers beautiful views, and is a convenient stopover location.
Gold Hill
9.0 out of 10, Wonderful, (2 reviews)
"The room was so clean.it had everything you needed in the kitchen.was very comfy bed.easy walk down to the river.Great view.I would recommend it to everyone.Thanks for the pet treats.Also was a very guiet place to stay."
United States
Mark B.
The price is €132
includes taxes & fees
10 Nov - 11 Nov
Enjoy the tranquility of a scenic riverside neighborhood in Gold Hill. This area is peaceful, offers beautiful views, and is a convenient stopover location.

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

Charming 2BR Cottage • Near Freeway-Cul-de-sac
Medford
9.2 out of 10, Wonderful, (16 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 €180
includes taxes & fees
11 Nov - 12 Nov
Charming 2BR Cottage • Near Freeway-Cul-de-sac

20. Comfy Cozy Casa

Comfy Cozy Casa
Medford
9.8 out of 10, Exceptional, (82 reviews)
"The property was definitely as advertised and we would stay there again."
United States
DANA W.
The price is €265
includes taxes & fees
7 Dec - 8 Dec
Comfy Cozy Casa
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

Find out more about Trail

Everything you need to know about Trail holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Trail holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Trail holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Trail holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Trail. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Trail holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Trail holiday rentals we have selected for you start as low as €77 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Trail rentals

At Expedia, we put the best Trail holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Trail rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Trail holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Trail. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.