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

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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 homes

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.

1. 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 £217
includes taxes & fees
13 Oct - 14 Oct
The Shady Knoll ~ Crater Lake Basecamp ~ Hot tub ~ King Suite
A swimming pool with two people floating on inner tubes.

2. Skyfall Landing

Skyfall Landing
Eagle Point
10.0 out of 10, Exceptional, (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 £319
includes taxes & fees
21 Sept - 22 Sept
Skyfall Landing
A modern kitchen with a large island, stainless steel appliances, and wooden cabinets.

3. 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.
This house is a 4 bedroom(s), 2 bathrooms, located in Eagle Point, OR.
A modern living room with a sofa, a television, a fireplace, and a decorative wall.

4. 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 £179
includes taxes & fees
15 Sept - 16 Sept
Crater Lake Themed Retreat in Eagle Point
A covered porch with wooden railings, wicker furniture, and a white door.

5. 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 £259
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.
A modern living room with a grey sofa, wooden flooring, a flat-screen TV, a desk with a chair, and a patterned rug.

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 £204
includes taxes & fees
23 Sept - 24 Sept
Starwood Sanctuary
A river surrounded by lush greenery and trees.

7. Restful River Retreat

Restful River Retreat
Gold Hill
9.4 out of 10, Exceptional, (42 reviews)
"Great host, beautiful location. "
United States
Amy G.
The price is £176
includes taxes & fees
9 Oct - 10 Oct
Restful River Retreat
An outdoor seating area with a fire pit, two Adirondack chairs, and a view of a lake surrounded by trees.

8. Creekside Retreat House in Eagle Point

Creekside Retreat House in Eagle Point
Eagle Point
9.6 out of 10, Exceptional, (5 reviews)
"I love the cleanliness of this place."
United States
Diem
The price is £206
includes taxes & fees
17 Sept - 18 Sept
Creekside Retreat House in Eagle Point
A living room with a wooden dining table, a sofa, and a TV mounted on the wall.

9. Comfy Cozy Casa

Comfy Cozy Casa
Medford
9.8 out of 10, Exceptional, (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 £208
includes taxes & fees
15 Sept - 16 Sept
Comfy Cozy Casa
A modern kitchen with wooden cabinets, stainless steel appliances, granite countertops, and a wood floor.

10. 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 £160
includes taxes & fees
21 Sept - 22 Sept
Charming 2BR Cottage • Near Freeway-Cul-de-sac
A cozy living room with a stone fireplace, a leather sofa, and a view of the outdoors through large windows.

11. 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 £305
includes taxes & fees
4 Oct - 5 Oct
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
A patio area with a blue sofa set, a small table with a vase of flowers, and a striped rug.

12. 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 £264
includes taxes & fees
15 Sept - 16 Sept
Beautiful & Comfortable Home in Central Point
A room with a grey sofa, a black console table with baskets, a lit floor lamp, and a white door with a cross design.

13. Relaxing Retreat in East Medford

Relaxing Retreat in East Medford
Medford
9.6 out of 10, Exceptional, (10 reviews)
"Host is fabulous and so is the home"
United States
Scott F.
The price is £273
includes taxes & fees
12 Oct - 13 Oct
Relaxing Retreat in East Medford
A covered outdoor seating area with wooden tables and chairs, a barbecue grill, and a building in the background.

14. 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 £421
includes taxes & fees
21 Sept - 22 Sept
Relax, Reconnect, Explore Scenic Retreat + Pool, Treehouses & Adventure Nearby
A modern kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a large window.

15. Family & Dog Friendly-LG Kitchen-Gazebo &Fire Pit-

Family & Dog Friendly-LG Kitchen-Gazebo &Fire Pit-
Medford
10.0 out of 10, Exceptional, (2 reviews)
"Beds were super comfortable and house was perfect! "
United States
Jessica S.
The price is £282
includes taxes & fees
22 Sept - 23 Sept
Family & Dog Friendly-LG Kitchen-Gazebo &Fire Pit-
A hotel room with a bed, a bedside table, a lamp, and a curtain.

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 £210
includes taxes & fees
27 Sept - 28 Sept
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!
A modern living room with a grey wall, a wooden TV stand, a sofa, a coffee table with a plant, and a decorative lamp.

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

Quiet 3BR Home w/ Fenced Yard Near Airport
Medford
8.6 out of 10, 4, (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 £265
includes taxes & fees
22 Sept - 23 Sept
Quiet 3BR Home w/ Fenced Yard Near Airport
A red deck with two Adirondack chairs and a stone fire pit in a forest setting.

18. 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 £169
includes taxes & fees
15 Sept - 16 Sept
Orchard House, Orchard House Retreat
A covered porch with wooden railings, wicker furniture, and a white door.

19. 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 £330
includes taxes & fees
27 Sept - 28 Sept
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.

20. 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 £133
includes taxes & fees
15 Sept - 16 Sept
Blissful Solitude Cottage
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 4 hours ago
Red Lion Hotel Rogue Regency Medford Airport

Find out more about Trail

Trail Holiday Homes information

Number of reviews
3
Accommodation
67 Holiday Homes
Lowest Price
£204
Highest Price
£204