Trail Holiday Rentals

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Check prices for these dates

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Holiday Rentals in Trail

Fridge, microwave, coffee/tea maker, toaster
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!

Apartment in Trail

9.2 out of 10, Wonderful, (14)
"We enjoyed a quiet evening. Everything was kept tidy and was a good place for us to stop for the evening."
United States
Mary P.
The price is HK$662
HK$1,525 total
includes taxes & fees
8 Dec - 9 Dec
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
Interior
On-site Winery & Tasting Room: Oregon Bungalow!

Cottage in Central Point

3.0 star property
8.4 out of 10, Very good, (5)
"Loved our stay at the Bungalow. The owners were so welcoming, helpful and friendly. The bungalow was very clean and had well equipped. It wa a great location for everything we wanted to do. The bungalow was even nicer than the pictures. We would definitely recommend this stay! "
United States
Deborah
The price is HK$903
HK$1,714 total
includes taxes & fees
8 Dec - 9 Dec
On-site Winery & Tasting Room: Oregon Bungalow!
Coffee and/or coffee maker
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

Cottage in Central Point

9.8 out of 10, Exceptional, (100)
"I travel to Central Point regularly, and this was my second stay at this lovely gem. I'll be back again. Clean, bright, and comfortable. "
United States
Mike W.
The price is HK$763
HK$1,375 total
includes taxes & fees
8 Dec - 9 Dec
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Interior
Private Queen Room w/ Bathroom

Holiday Home in White City

10.0 out of 10, Exceptional, (8)
"Very nice place to stay."
United States
Anonymous traveller
The price is HK$584
HK$869 total
includes taxes & fees
8 Dec - 9 Dec
Private Queen Room w/ Bathroom
Property grounds
Serene Historic Cabin, Nine Acre Estate, Just Off I-5

Cabin in Gold Hill

9.6 out of 10, Exceptional, (42)
"Such great communication, and overall a great stay!"
United States
Kathryn W.
The price is HK$834
HK$1,281 total
includes taxes & fees
19 Dec - 20 Dec
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
Outdoor dining
R&R on the Rogue River! This 2 BR cottage in Gold Hill features a private hot tub with stunning scenic views. Enjoy a spacious, private setting perfect for relaxation, adventure, or remote work

Cottage in Gold Hill

9.4 out of 10, Exceptional, (16)
"The place was super cute and updated. The hot tub had been cleaned and refilled with fresh water, which was very nice. I feel we had some trouble with the keypad which should be looked into. Other than that it was a great quiet weekend. Will rent again for sure."
United States
Michele R.
The price is HK$916
HK$1,727 total
includes taxes & fees
8 Dec - 9 Dec
R&R on the Rogue River! This 2 BR cottage in Gold Hill features a private hot tub with stunning scenic views. Enjoy a spacious, private setting perfect for relaxation, adventure, or remote work
Interior
Comfy Cozy Casa

Holiday Home in Medford

10.0 out of 10, Exceptional, (56)
"Great place to stay "
United States
Artem V.
The price is HK$1,051
HK$2,400 total
includes taxes & fees
4 Jan - 5 Jan 2026
Comfy Cozy Casa
Outdoor spa tub
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!

Cottage in Gold Hill

10.0 out of 10, Exceptional, (22)
"The hot tub was awesome, gorgeous of the river. Situated nicely between Medford and Grants pass with a short drive to either. Hosts were communicative and pleasant. All necessities that could be reasonably expected on site. Shower has great water pressure. "
United States
Alexis B.
The price is HK$1,000
HK$1,646 total
includes taxes & fees
8 Dec - 9 Dec
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!
Terrace/patio
Blissful Solitude Cottage

Holiday Home in Douglas County

10.0 out of 10, Exceptional, (4)
"My trip actually got canceled last minute, but the communication with the host was absolutely amazing and I will absolutely rebook as soon as possible"
United States
steve
The price is HK$727
HK$1,379 total
includes taxes & fees
8 Dec - 9 Dec
Blissful Solitude Cottage
1 bedroom, iron/ironing board, travel cot, free WiFi
Enjoy the tranquility of a scenic riverside neighborhood in Gold Hill. This area is peaceful, offers beautiful views, and is a convenient stopover location.

Apartment in Gold Hill

9.0 out of 10, Wonderful, (2)
"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 HK$583
HK$1,113 total
includes taxes & fees
8 Dec - 9 Dec
Enjoy the tranquility of a scenic riverside neighborhood in Gold Hill. This area is peaceful, offers beautiful views, and is a convenient stopover location.
Outdoor dining
Located in a scenic area perfect for travelers along I-5. You are right by the Rogue River, offering stunning views and tranquility, yet conveniently positioned for easy travel access.

Apartment in Gold Hill

9.0 out of 10, Wonderful, (4)
"Loved the river view. Very clean and good sized. Great host. Would definitely stay again."
United States
Daniel B.
The price is HK$675
HK$1,204 total
includes taxes & fees
8 Dec - 9 Dec
Located in a scenic area perfect for travelers along I-5. You are right by the Rogue River, offering stunning views and tranquility, yet conveniently positioned for easy travel access.
Interior
Little Wolf Tiny Home cozy, pet friendly, secluded

Apartment in Central Point

10.0 out of 10, Exceptional, (4)
"everything was advertised, nice and quite, well maintained and kept. Would stay again."
Canada
william L.
The price is HK$596
HK$1,118 total
includes taxes & fees
8 Dec - 9 Dec
Little Wolf Tiny Home cozy, pet friendly, secluded
1 bedroom, travel cot, free WiFi, bed sheets
Restful River Retreat

Holiday Home in Gold Hill

9.0 out of 10, Wonderful, (28)
"Beautiful place!"
United States
Lonna P.
The price is HK$701
HK$1,615 total
includes taxes & fees
8 Dec - 9 Dec
Restful River Retreat
Fridge, microwave, oven, stovetop
Charming 2BR Cottage • Near Freeway-Cul-de-sac

Holiday Home in Medford

9.4 out of 10, Exceptional, (14)
"This was our second time staying at this property and once again we had a great experience. The house is so cozy and comfortable. The neighborhood is very quite. And the location is great. We will definitely be back!"
United States
EmilieC
The price is HK$642
HK$1,487 total
includes taxes & fees
8 Dec - 9 Dec
Charming 2BR Cottage • Near Freeway-Cul-de-sac
Outdoor dining
HOT TUB! Firepit - Bright Open-Near Airport & Freeway

Holiday Home in Medford

9.8 out of 10, Exceptional, (9)
"Stayed in this place for one night while passing through and it was a great stay! It was clean, spacious and the beds were comfortable!"
United States
Marissa M.
The price is HK$685
HK$2,072 total
includes taxes & fees
10 Dec - 11 Dec
HOT TUB! Firepit - Bright Open-Near Airport & Freeway
Outdoor pool
A beautiful Skyfall Landing

Holiday Home in Eagle Point

10.0 out of 10, Exceptional, (9)
"The property was great! The pool was amazing and Jennifer was a wonderful host. I will definitely come back. "
United States
Jared F.
The price is HK$1,121
HK$2,655 total
includes taxes & fees
8 Dec - 9 Dec
A beautiful Skyfall Landing
Exterior
Cozy Tiny House! Small But Mighty ~ Comfy & Gorgeous Location

Holiday Home in Central Point

10.0 out of 10, Exceptional, (10)
"I had a lovely stay at the Bee home! I loved the location and how peaceful it was! The place had everything one would need in a clean and compact package. I was able to see the meteor shower on my second night there. I would definitely stay there again!"
United States
Shannon S.
The price is HK$740
HK$1,185 total
includes taxes & fees
8 Dec - 9 Dec
Cozy Tiny House! Small But Mighty ~ Comfy & Gorgeous Location
TV
King Bed Guest Studio w/covered parking, private patio, Kitchenette,

Apartment in Medford

9.8 out of 10, Exceptional, (12)
"Our stay was ok. The place was clean and roomy. Trying to wash dishes in the bathroom sink was awkward. "
United States
Karyn S.
The price is HK$591
HK$1,074 total
includes taxes & fees
10 Dec - 11 Dec
King Bed Guest Studio w/covered parking, private patio, Kitchenette,
Terrace/patio
The Shady Knoll - Peace & Quiet near the Rogue River!

Holiday Home in Shady Cove

10.0 out of 10, Exceptional, (7)
"Really nice and quiet. Plus shady cove is a nice town. Great spot for fishing, hiking and some golf. As advertised. "
United States
Timothy G.
The price is HK$895
HK$1,912 total
includes taxes & fees
9 Dec - 10 Dec
The Shady Knoll - Peace & Quiet near the Rogue River!
Outdoor dining
Starry Skies Campout

Camping in Douglas County

The price is HK$490
HK$656 total
includes taxes & fees
8 Dec - 9 Dec
Starry Skies Campout
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

Springhill Suites By Marriott Medford Airport

Springhill Suites By Marriott Medford Airport

10/10 Excellent
"Yes, every thing was great "
Eureka 1-night trip
Posted 3 days ago
Springhill Suites By Marriott 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!

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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. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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.