Holiday Homes in Trail
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
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 SuiteShady Cove
10.0 out of 10, Exceptional, (21 reviews)
"Great place to stay. Highly recommend!!"
Troy P.
The price is €244
includes taxes & fees
1 Dec - 2 Dec
2. Skyfall Landing
Skyfall LandingEagle Point
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful and comfortable space"
sarah k.
The price is €299
includes taxes & fees
14 Nov - 15 Nov
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, (26 reviews)
"I belong to a sister group with Eagle Point and Showa, Japan. We visit EP every year and wanted a house for the chaperones. The location is perfect and the house is spacious, clean and feels very welcoming. I will be staying there again next year."
Jeffrey Moyse
4. Creekside Retreat House - Christmas Decoration
Creekside Retreat House - Christmas DecorationEagle Point
9.8 out of 10, Exceptional, (6 reviews)
"Great location close to town was very clean peaceful setting with the creek"
jeffery c.
The price is €181
includes taxes & fees
20 Nov - 21 Nov
5. Crater Lake Themed Retreat in Eagle Point
Crater Lake Themed Retreat in Eagle PointEagle Point
10.0 out of 10, Exceptional, (8 reviews)
"What a beautiful place. Had a great time staying here"
Hengda
6. 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."
liz
The price is €318
includes taxes & fees
14 Nov - 15 Nov
7. 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 trailsProspect
10.0 out of 10, Exceptional, (247 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."
Anonymous traveller
The price is €343
includes taxes & fees
15 Nov - 16 Nov
8. Starwood Sanctuary
Starwood SanctuaryMedford
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 🤔😊"
Erin
The price is €229
includes taxes & fees
6 Dec - 7 Dec
9. Relax, Reconnect, Explore Scenic Retreat + Pool, Treehouses & Adventure Nearby
Relax, Reconnect, Explore Scenic Retreat + Pool, Treehouses & Adventure NearbyWhite City
10.0 out of 10, Exceptional, (4 reviews)
"Great vrbo for the price and for a cozy, laid back stay."
Heather W.
The price is €545
includes taxes & fees
13 Dec - 14 Dec
10. Restful River Retreat
Restful River RetreatGold Hill
9.4 out of 10, Exceptional, (44 reviews)
"Great host, beautiful location. "
Amy G.
The price is €219
includes taxes & fees
17 Nov - 18 Nov
11. Comfy Cozy Casa
Comfy Cozy CasaMedford
9.8 out of 10, Exceptional, (82 reviews)
"The property was definitely as advertised and we would stay there again."
DANA W.
The price is €256
includes taxes & fees
16 Nov - 17 Nov
12. Family & Dog Friendly-LG Kitchen-Gazebo &Fire Pit-
Family & Dog Friendly-LG Kitchen-Gazebo &Fire Pit-Medford
10.0 out of 10, Exceptional, (3 reviews)
"Beds were super comfortable and house was perfect! "
Jessica S.
The price is €222
includes taxes & fees
16 Nov - 17 Nov
13. Blissful Solitude Cottage
Blissful Solitude CottageDouglas County
10.0 out of 10, Exceptional, (8 reviews)
"It is a nice place to stay"
Matthew O.
The price is €161
includes taxes & fees
14 Nov - 15 Nov
14. Charming 2BR Cottage • Near Freeway-Cul-de-sac
Charming 2BR Cottage • Near Freeway-Cul-de-sacMedford
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"
EmilieC
15. Orchard House, Orchard House Retreat
Orchard House, Orchard House RetreatDouglas County
10.0 out of 10, Exceptional, (3 reviews)
"Great little well needed romantic getaway!"
Shawn M.
16. Relaxing Retreat in East Medford
Relaxing Retreat in East MedfordMedford
9.6 out of 10, Exceptional, (10 reviews)
"This house is well equipped and very clean. The Host, Deanna, was very accommodating and communicated well. We enjoyed our 3 day stay very much. We would come back to this house again in the future while in Medford."
Kathryn F.
The price is €289
includes taxes & fees
14 Nov - 15 Nov
17. Mount McLoughlin Mountain View Ranch; Near Crater Lake; sleeps up to 12
Mount McLoughlin Mountain View Ranch; Near Crater Lake; sleeps up to 12Prospect
10.0 out of 10, Exceptional, (2 reviews)
"This home and location was perfect for our family. Would visit again without hesitation."
Curtis G.
The price is €477
includes taxes & fees
17 Nov - 18 Nov
18. Quiet 3BR Home w/ Fenced Yard Near Airport
Quiet 3BR Home w/ Fenced Yard Near AirportMedford
8.4 out of 10, Very good, (5 reviews)
"Easy check in.. would reccommend more lighting outside for safety and ability to see the front entrance. "
Jinger S.
The price is €285
includes taxes & fees
6 Dec - 7 Dec
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
10.0 out of 10, Exceptional, (1 review)
"Great house and a beautiful location. Host was incredibly easy to work with."
Timothy C.
The price is €389
includes taxes & fees
14 Nov - 15 Nov
20. Beautiful & Comfortable Home in Central Point
Beautiful & Comfortable Home in Central PointCentral Point
9.8 out of 10, Exceptional, (7 reviews)
"The house was lovely and the host was quick to communicate."
Vince K.
The price is €305
includes taxes & fees
14 Nov - 15 Nov
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.
Find holiday rentals that suit your style
Apartments
Condos
Save an average of 15% on thousands of hotels when you're signed in
Top Trail Hotel Reviews
Executive Residency by Best Western Medford
10/10 Excellent
Find out more about Trail
Trail Holiday Homes information
Number of reviews | 242 |
|---|---|
Accommodation | 70 Holiday Homes |
Lowest Price | €161 |
Highest Price | €545 |