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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Trail holiday rentals

Dining

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, 18, (18 reviews)
"Cozy spot, clean and quiet. Cute place!"
United States
Cassandra R.
The price is HK$714
HK$1,528 total
includes taxes & fees
5 Oct - 6 Oct
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
Exterior

2. Chinook Cabin / Rogue River Reserve

Chinook Cabin / Rogue River Reserve
Trail
The price is HK$1,765
HK$3,041 total
includes taxes & fees
15 Sept - 16 Sept
Chinook Cabin / Rogue River Reserve
Exterior

3. Steelhead Cabin at Rogue River Reserve / Fishing & Outdoor Retreat

Steelhead Cabin at Rogue River Reserve / Fishing & Outdoor Retreat
Trail
The price is HK$1,729
HK$3,005 total
includes taxes & fees
15 Sept - 16 Sept
Steelhead Cabin at Rogue River Reserve / Fishing & Outdoor Retreat
Living area

4. Coho Cabin / Rogue River Reserve

Coho Cabin / Rogue River Reserve
Trail
The price is HK$1,341
HK$2,316 total
includes taxes & fees
15 Sept - 16 Sept
Coho Cabin / Rogue River Reserve
Terrace/patio

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, 18, (18 reviews)
"Comfortable beds, nice layout!"
United States
katie w.
The price is HK$1,260
HK$2,266 total
includes taxes & fees
13 Oct - 14 Oct
The Shady Knoll ~ Crater Lake Basecamp ~ Hot tub ~ King Suite
Pool

6. Skyfall Landing

Skyfall Landing
Eagle Point
10.0 out of 10, 13, (13 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$1,546
HK$3,368 total
includes taxes & fees
21 Sept - 22 Sept
Skyfall Landing
Courtyard

7. Union Creek Resort

Union Creek Resort
3.0 star property
Prospect
8.0 out of 10, 1050, (1,050 reviews)
"It was a great spot to stay to check out crater lake."
United States
Kameron
The price is HK$1,126
HK$1,150 total
includes taxes & fees
12 Oct - 13 Oct
Union Creek Resort
Living area

8. Crater Lake Themed Retreat in Eagle Point

Crater Lake Themed Retreat in Eagle Point
Eagle Point
10.0 out of 10, 6, (6 reviews)
"What a beautiful place. Had a great time staying here"
Canada
Hengda
The price is HK$1,553
HK$1,804 total
includes taxes & fees
20 Sept - 21 Sept
Crater Lake Themed Retreat in Eagle Point
Property grounds

9. Creekside Retreat House in Eagle Point

Creekside Retreat House in Eagle Point
Eagle Point
9.6 out of 10, 5, (5 reviews)
"I love the cleanliness of this place."
United States
Diem
The price is HK$1,765
HK$2,138 total
includes taxes & fees
17 Sept - 18 Sept
Creekside Retreat House in Eagle Point
Outdoor dining

10. Relax, Reconnect, Explore Scenic Retreat + Pool, Treehouses & Adventure Nearby

Relax, Reconnect, Explore Scenic Retreat + Pool, Treehouses & Adventure Nearby
White City
10.0 out of 10, 4, (4 reviews)
"Great vrbo for the price and for a cozy, laid back stay."
United States
Heather W.
The price is HK$3,529
HK$4,545 total
includes taxes & fees
21 Sept - 22 Sept
Relax, Reconnect, Explore Scenic Retreat + Pool, Treehouses & Adventure Nearby
Living area

11. Starwood Sanctuary

Starwood Sanctuary
3.0 star property
Medford
9.4 out of 10, 3, (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$1,009
HK$2,185 total
includes taxes & fees
22 Sept - 23 Sept
Starwood Sanctuary
Property grounds

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, 56, (56 reviews)
"Perfect place for a quiet getaway "
United States
Jan G.
The price is HK$805
HK$1,254 total
includes taxes & fees
15 Sept - 16 Sept
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
Living area

13. 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, 241, (241 reviews)
"We stayed here one night at the end of May. We pick this location to be close to Crater Lake. It was a simple 30 minute drive up to the lake. The property was as described and worked well for us."
United States
Clark S.
The price is HK$1,866
HK$3,287 total
includes taxes & fees
7 Oct - 8 Oct
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
Terrace/patio

14. 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, 4, (4 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$2,799 total
includes taxes & fees
27 Sept - 28 Sept
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.
Property grounds

15. 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, 27, (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$1,792 total
includes taxes & fees
15 Sept - 16 Sept
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!
Coffee and/or coffee maker

16. 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, 128, (128 reviews)
"We had such an amazing relaxing weekend at this little hidden jewel, tucked away in Central Point. "
United States
Chris A.
The price is HK$635
HK$1,244 total
includes taxes & fees
15 Sept - 16 Sept
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Living area

17. Comfy Cozy Casa

Comfy Cozy Casa
Medford
9.8 out of 10, 77, (77 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$980
HK$2,312 total
includes taxes & fees
16 Sept - 17 Sept
Comfy Cozy Casa
Property grounds

18. Restful River Retreat

Restful River Retreat
Gold Hill
9.4 out of 10, 42, (42 reviews)
"Great host, beautiful location. "
United States
Amy G.
The price is HK$863
HK$1,821 total
includes taxes & fees
24 Sept - 25 Sept
Restful River Retreat
Living area

19. Relaxing Retreat in East Medford

Relaxing Retreat in East Medford
Medford
9.6 out of 10, 10, (10 reviews)
"Host is fabulous and so is the home"
United States
Scott F.
The price is HK$1,098
HK$2,715 total
includes taxes & fees
15 Sept - 16 Sept
Relaxing Retreat in East Medford
Terrace/patio

20. Beautiful & Comfortable Home in Central Point

Beautiful & Comfortable Home in Central Point
Central Point
9.6 out of 10, 4, (4 reviews)
"The house was lovely and the host was quick to communicate."
United States
Vince K.
The price is HK$1,404
HK$2,691 total
includes taxes & fees
15 Sept - 16 Sept
Beautiful & Comfortable Home in Central Point
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

Red Lion Hotel Rogue Regency Medford Airport

Red Lion Hotel Rogue Regency Medford Airport

8/10 Good
"Good value. Decent breakfast. Great location."
Steven 2-night trip
Posted 6 hours ago
Red Lion Hotel Rogue Regency Medford Airport

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 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.