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

Holiday Homes in Trail

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Our top choices for Trail holiday homes

1. 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, (17 reviews)
"Comfortable beds, nice layout!"
United States
katie w.
The price is NZ$498
includes taxes & fees
23 Aug - 24 Aug
The Shady Knoll ~ Crater Lake Basecamp ~ Hot tub ~ King Suite

2. Private Queen Room w/ Bathroom

Private Queen Room w/ Bathroom
White City
10.0 out of 10, Exceptional, (10 reviews)
"Very nice place to stay."
United States
Anonymous traveller
The price is NZ$189
includes taxes & fees
26 Aug - 27 Aug
Private Queen Room w/ Bathroom

3. A beautiful Skyfall Landing

A beautiful Skyfall Landing
Eagle Point
10.0 out of 10, Exceptional, (12 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 NZ$797
includes taxes & fees
31 Aug - 1 Sept
A beautiful Skyfall Landing

4. 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, (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 NZ$608
includes taxes & fees
14 Sept - 15 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.

5. 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, (23 reviews)
"The home was a wonderful stay for us!"
United States
Charles S.
The price is NZ$829
includes taxes & fees
15 Sept - 16 Sept
This house is a 4 bedroom(s), 2 bathrooms, located in Eagle Point, OR.

6. 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 NZ$466
includes taxes & fees
23 Aug - 24 Aug
Starwood Sanctuary

7. Crater Lake Themed Retreat in Eagle Point

Crater Lake Themed Retreat in Eagle Point
Eagle Point
10.0 out of 10, Exceptional, (4 reviews)
"The property was clean, had everything we needed, and a friendly host."
United States
Kylie K.
The price is NZ$394
includes taxes & fees
14 Sept - 15 Sept
Crater Lake Themed Retreat in Eagle Point

8. Creekside Retreat House in Eagle Point

Creekside Retreat House in Eagle Point
Eagle Point
9.6 out of 10, Exceptional, (4 reviews)
"I love the cleanliness of this place."
United States
Diem
The price is NZ$454
includes taxes & fees
29 Aug - 30 Aug
Creekside Retreat House in Eagle Point

9. Restful River Retreat

Restful River Retreat
Gold Hill
9.2 out of 10, Wonderful, (38 reviews)
"Great host, beautiful location. "
United States
Amy G.
The price is NZ$389
includes taxes & fees
19 Aug - 20 Aug
Restful River Retreat

10. Comfy Cozy Casa

Comfy Cozy Casa
Medford
9.8 out of 10, Exceptional, (74 reviews)
"Great place to stay "
United States
Artem V.
The price is NZ$533
includes taxes & fees
17 Aug - 18 Aug
Comfy Cozy Casa

11. Quiet 3BR Home w/ Fenced Yard Near Airport

Quiet 3BR Home w/ Fenced Yard Near Airport
Medford
8.6 out of 10, Excellent, (4 reviews)
"Easy check in.. would reccommend more lighting outside for safety and ability to see the front entrance. "
United States
Jinger S.
The price is NZ$676
includes taxes & fees
14 Sept - 15 Sept
Quiet 3BR Home w/ Fenced Yard Near Airport

12. Relaxing Retreat in East Medford

Relaxing Retreat in East Medford
Medford
9.6 out of 10, Exceptional, (9 reviews)
"Host is fabulous and so is the home"
United States
Scott F.
The price is NZ$599
includes taxes & fees
16 Aug - 17 Aug
Relaxing Retreat in East Medford

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

Charming 2BR Cottage • Near Freeway-Cul-de-sac
Medford
9.4 out of 10, Exceptional, (14 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 NZ$432
includes taxes & fees
14 Sept - 15 Sept
Charming 2BR Cottage • Near Freeway-Cul-de-sac

14. Blissful Solitude Cottage

Blissful Solitude Cottage
Douglas County
10.0 out of 10, Exceptional, (8 reviews)
"Clean, beautiful property "
United States
Loyd H.
The price is NZ$339
includes taxes & fees
16 Aug - 17 Aug
Blissful Solitude Cottage

15. Orchard House, Orchard House Retreat

Orchard House, Orchard House Retreat
Douglas County
10.0 out of 10, Exceptional, (2 reviews)
"Fantastic place to spend the holiday very serene very peaceful"
United States
Gin H.
The price is NZ$370
includes taxes & fees
14 Sept - 15 Sept
Orchard House, Orchard House Retreat

16. 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!

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 review)
The price is NZ$480
includes taxes & fees
16 Aug - 17 Aug
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!

17. Charming 2-bedroom riverfront cottage! Enjoy a wood stove, W/D, and private hot tub overlooking the Rogue River. Perfect Gold Hill getaway for couples or a small family retreat.

Charming 2-bedroom riverfront cottage! Enjoy a wood stove, W/D, and private hot tub overlooking the Rogue River. Perfect Gold Hill getaway for couples or a small family retreat.
Gold Hill
9.4 out of 10, Exceptional, (6 reviews)
"The property was clean and comfortable. It was welcoming to pets which we appreciated very much!"
United States
Evangeline W.
The price is NZ$465
includes taxes & fees
13 Sept - 14 Sept
Charming 2-bedroom riverfront cottage! Enjoy a wood stove, W/D, and private hot tub overlooking the Rogue River. Perfect Gold Hill getaway for couples or a small family retreat.

18. 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, Exceptional, (4 reviews)
"Great vrbo for the price and for a cozy, laid back stay."
United States
Heather W.
The price is NZ$959
includes taxes & fees
22 Aug - 23 Aug
Relax, Reconnect, Explore Scenic Retreat + Pool, Treehouses & Adventure Nearby

19. Beautiful & Comfortable Home in Central Point

Beautiful & Comfortable Home in Central Point
Central Point
9.6 out of 10, Exceptional, (4 reviews)
"The house was lovely and the host was quick to communicate."
United States
Vince K.
The price is NZ$590
includes taxes & fees
1 Sept - 2 Sept
Beautiful & Comfortable Home in Central Point

20. Remodeled 3 BR/2.5 BA Retreat near Eagle Point. Includes main house and a private cottage. Group-friendly kitchen, famous waffle bar, hot tub, and electric fireplace. Great space for cooking and connecting.

Remodeled 3 BR/2.5 BA Retreat near Eagle Point. Includes main house and a private cottage. Group-friendly kitchen, famous waffle bar, hot tub, and electric fireplace. Great space for cooking and connecting.
Eagle Point
The price is NZ$746
includes taxes & fees
26 Aug - 27 Aug
Remodeled 3 BR/2.5 BA Retreat near Eagle Point. Includes main house and a private cottage. Group-friendly kitchen, famous waffle bar, hot tub, and electric fireplace. Great space for cooking and connecting.
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

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Trail Holiday Homes information

Number of reviews
223
Accommodation
72 Holiday Homes
Lowest Price
NZ$189
Highest Price
NZ$959