Trail Holiday Rentals

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Our top choices for Trail holiday rentals

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
9.2 out of 10, Wonderful, (15 reviews)
"Loved the solitude and my Yorkie pups loved the coy pond.The sleeping accommodations are the reason for 4 stars not very comfortable.Host was VERY RESPONSIVE to our questions and needs."
United States
John D.
The price is AU$277
includes taxes & fees
14 Mar - 15 Mar
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!

Union Creek Resort

Union Creek Resort
3.0 star property
Prospect
8.2 out of 10, Very good, (916 reviews)
"The staff were very friendly although our room had a bit of damage to the shower."
United States
Gregorio
Union Creek Resort

On-site Winery & Tasting Room: Oregon Bungalow!

On-site Winery & Tasting Room: Oregon Bungalow!
3.0 star property
Central Point
8.4 out of 10, Very good, (5 reviews)
"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 AU$267
includes taxes & fees
13 Mar - 14 Mar
On-site Winery & Tasting Room: Oregon Bungalow!

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, Exceptional, (105 reviews)
"The stay was private and great "
United States
bradley s.
The price is AU$226
includes taxes & fees
18 Mar - 19 Mar
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

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, Exceptional, (44 reviews)
"Our stay was very enjoyable. "
United States
Robert C.
The price is AU$221
includes taxes & fees
15 Mar - 16 Mar
Serene Historic Cabin, Nine Acre Estate, Just Off I-5

Starwood Sanctuary

Starwood Sanctuary
3.0 star property
Medford
10.0 out of 10, Exceptional, (1 review)
"It really was a sanctuary! I had car troubles on a trip and this was a lovely home away from home. It had everything I needed and then some. I don't even have a dog but I think it's awesome that you have a pet door to the backyard!"
United States
Nathan
The price is AU$442
includes taxes & fees
22 Mar - 23 Mar
Starwood Sanctuary

Clearview Comfort 3BR Near Airport

Clearview Comfort 3BR Near Airport
3.0 star property
Medford
10.0 out of 10, Exceptional, (3 reviews)
"The house is clean. There is 1 driveway parking, however street parking is available. Location is good, there are many dining and grocery options nearby."
United States
Phuc
The price is AU$415
includes taxes & fees
16 Mar - 17 Mar
Clearview Comfort 3BR Near Airport

The Shady Knoll - Peace & Quiet near the Rogue River!

The Shady Knoll - Peace & Quiet near the Rogue River!
Shady Cove
10.0 out of 10, Exceptional, (11 reviews)
"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 AU$323
includes taxes & fees
17 Mar - 18 Mar
The Shady Knoll - Peace & Quiet near the Rogue River!

Private Queen Room w/ Bathroom

Private Queen Room w/ Bathroom
White City
10.0 out of 10, Exceptional, (8 reviews)
"Very nice place to stay."
United States
Anonymous traveller
The price is AU$159
includes taxes & fees
12 Apr - 13 Apr
Private Queen Room w/ Bathroom

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

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
Gold Hill
9.0 out of 10, Wonderful, (19 reviews)
"Location was everything! The hot tub and view were fabulous. Beds were comfortable and ample bedding/towels were provided. "
United States
Kei H.
The price is AU$314
includes taxes & fees
15 Mar - 16 Mar
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

Blissful Solitude Cottage

Blissful Solitude Cottage
Douglas County
10.0 out of 10, Exceptional, (6 reviews)
"It is a nice place to stay"
United States
Matthew O.
The price is AU$271
includes taxes & fees
18 Mar - 19 Mar
Blissful Solitude Cottage

Chic & cozy 1 bedroom guest-house

Chic & cozy 1 bedroom guest-house
Medford
9.8 out of 10, Exceptional, (16 reviews)
"Clean, cozy, and private.This was a pleasant and comfy experience.The pillows are exquisite!I liked it."
United States
Sebastian T.
The price is AU$256
includes taxes & fees
25 Mar - 26 Mar
Chic & cozy 1 bedroom guest-house

Restful River Retreat

Restful River Retreat
Gold Hill
9.0 out of 10, Wonderful, (30 reviews)
"Beautiful spot! Very well appointed space. The jacuzzi tub is fantastic. Close to good food carts, restaurants, and attractions."
United States
Jessica
The price is AU$292
includes taxes & fees
16 Mar - 17 Mar
Restful River Retreat

Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️

Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️
Azalea
9.4 out of 10, Exceptional, (22 reviews)
"Always a pleasure to stay at this property. It is cozy fun place with beautiful surroundings. Anthony is a great host! "
United States
Kai V.
The price is AU$421
includes taxes & fees
26 Mar - 27 Mar
Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️

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 AU$285
includes taxes & fees
15 Mar - 16 Mar
Charming 2BR Cottage • Near Freeway-Cul-de-sac

Enjoy the tranquility of a scenic riverside neighborhood in Gold Hill. This area is peaceful, offers beautiful views, and is a convenient stopover location.

Enjoy the tranquility of a scenic riverside neighborhood in Gold Hill. This area is peaceful, offers beautiful views, and is a convenient stopover location.
Gold Hill
9.0 out of 10, Wonderful, (2 reviews)
"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 AU$204
includes taxes & fees
13 Mar - 14 Mar
Enjoy the tranquility of a scenic riverside neighborhood in Gold Hill. This area is peaceful, offers beautiful views, and is a convenient stopover location.

Ideal stopover location right off I-5, nestled in a scenic area by the Rogue River. Enjoy the peaceful sounds of the river while having quick access to major travel routes and nearby towns.

Ideal stopover location right off I-5, nestled in a scenic area by the Rogue River. Enjoy the peaceful sounds of the river while having quick access to major travel routes and nearby towns.
Gold Hill
9.2 out of 10, Wonderful, (7 reviews)
"The location worked well for us, and the view of the river at the back of the property was beautiful!"
United States
Nick D.
The price is AU$219
includes taxes & fees
13 Mar - 14 Mar
Ideal stopover location right off I-5, nestled in a scenic area by the Rogue River. Enjoy the peaceful sounds of the river while having quick access to major travel routes and nearby towns.

Little Wolf Tiny Home cozy, pet friendly, secluded

Little Wolf Tiny Home cozy, pet friendly, secluded
Central Point
10.0 out of 10, Exceptional, (4 reviews)
"everything was advertised, nice and quite, well maintained and kept. Would stay again."
Canada
william L.
The price is AU$205
includes taxes & fees
13 Mar - 14 Mar
Little Wolf Tiny Home cozy, pet friendly, secluded

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
10.0 out of 10, Exceptional, (22 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 AU$299
includes taxes & fees
21 Mar - 22 Mar
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!

A beautiful Skyfall Landing

A beautiful Skyfall Landing
Eagle Point
10.0 out of 10, Exceptional, (9 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 AU$516
includes taxes & fees
16 Mar - 17 Mar
A beautiful Skyfall Landing
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

Find out more about Trail

Everything you need to know about Trail holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Trail holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Trail holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Trail holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Trail. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Trail holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Trail holiday rentals we have selected for you start as low as AU$221 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Trail rentals

At Expedia, we put the best Trail holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Trail rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Trail holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Trail. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Riverfront Stunning Open Concept 3bdrm near outdoor activities : This highly rated holiday home rental in Trail offers a patio, a garden and a BBQ to help you feel perfectly comfortable 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. Some other top choices in Trail are "Home on The Rogue" - Gateway to Crater Lake! and Eagle's Nest Cottage. Spacious 2 BR river retreat on the Rogue River. Enjoy ping-pong, BBQ, board games, and fishing. Remote work enabled with high-speed WiFi. Unplug and unwind!.

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?

Joseph H Stewart County Park and Rogue River are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Spirit of the Rogue Nature Center. Rogue River-Siskiyou National Forest and Umpqua National Forest 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.