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Trail Holiday Rentals

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Holiday Rentals in Trail

"Home on The Rogue" - Gateway to Crater Lake!

9.8 out of 10, Exceptional, (98)
"House was as advertised "
"Home on The Rogue" - Gateway to Crater Lake!

Romantic & private cabin on Rogue River, 1 hr from Crater Lake

10.0 out of 10, Exceptional, (476)
"Gorgeous cozy cabin on the Rogue River. It’s about an hour from Crater Lake. Perfect location, the cabin is rustic, old fashioned and cozy. The river views are amazing. Sitting on the deck looking at the river was the most peaceful moments I have had in a long time. There is a convenient store about a mile away with a Mexican family that makes delicious burritos. I recommend and would definitely go back. I fell in love with this place. "
Romantic & private cabin on Rogue River, 1 hr from Crater Lake

Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!

9.2 out of 10, Wonderful, (14)
"Host was very responsive and the house was wonderful!"
The price is NZ$335
includes taxes & fees
2 Oct - 3 Oct
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!

Stay in luxury, minutes from the Lake, perfect for entertaining.

9.6 out of 10, Exceptional, (9)
"It was a great place to stay. "
Stay in luxury, minutes from the Lake, perfect for entertaining.

'RIVER HAVEN' is a serene riverside cabin on the Rogue River

10.0 out of 10, Exceptional, (45)
"What a great place! So peaceful and comfortable. We will definitely be back!"
'RIVER HAVEN' is a serene riverside cabin on the Rogue River

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!

10.0 out of 10, Exceptional, (28)
"Beautiful location on the river. Thoroughly enjoyed our stay here while visiting Crater Lake."
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!

Riverfront Stunning Open Concept 3bdrm near outdoor activities

8.8 out of 10, Excellent, (8)
"Enjoyed this nice house and yard on the Rogue river with my 75 year old mother . She loved the river view from her bed ! . Very relaxing stay watching the river pass by out the glass doors of main room as we sipped coffee and cocoa ( it was a little too chilly to stay outside ) . Super easy access to Medford airport , which was important to us . Easy and great contact with the owners when we had questions / concerns . Response was quick and polite and genuine . Would definitely recommend for...
Riverfront Stunning Open Concept 3bdrm near outdoor activities

Cozy retreat on 3 acres near Lost Creek Lake. Pet Friendly

8.8 out of 10, Excellent, (3)
"We stayed at this property for its proximity to Crater Lake. It was definitely cozier than tent camping."
Cozy retreat on 3 acres near Lost Creek Lake. Pet Friendly

Riverfront Gem with Big Deck, Fishing & Adventure. Comfy beds, upgraded beauty

8.0 out of 10, Very good, (5)
"We really enjoyed our stay. Very clean and a great location. SUPER cute bathroom! We would stay again!"
Riverfront Gem with Big Deck, Fishing & Adventure. Comfy beds, upgraded beauty

Union Creek Resort

3.0 star property
8.0 out of 10, Very good, (880)
"Very cozy and great location to see Crater Lake."
Union Creek Resort

Serene Historic Cabin, Nine Acre Estate, Just Off I-5

9.6 out of 10, Exceptional, (38)
"The charm was amazing! The dog fin is the best! Quiet and serenity! "
The price is NZ$285
includes taxes & fees
5 Oct - 6 Oct
Serene Historic Cabin, Nine Acre Estate, Just Off I-5

A beautiful Skyfall Landing

10.0 out of 10, Exceptional, (9)
"We like it because it was nice and quite staying out of the city it was great "
The price is NZ$751
includes taxes & fees
11 Oct - 12 Oct
A beautiful Skyfall Landing

Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

9.8 out of 10, Exceptional, (99)
"This was just what we needed as our halfway point of our trip. Area was quiet and close torestaurants. L9ved our stay here. It was a very hot day, but we were able to remain cool here."
The price is NZ$305
includes taxes & fees
5 Oct - 6 Oct
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

Red Blanket Cabin Near Crater Lake National Park

10.0 out of 10, Exceptional, (386)
"If I were in this area again I would definitely stay here again. Very well stocked and very clean. Love all the hiking and waterfalls nearby!"
Red Blanket Cabin Near Crater Lake National Park

Comfy Cozy Casa

10.0 out of 10, Exceptional, (55)
"Great place to stay "
The price is NZ$623
includes taxes & fees
21 Oct - 22 Oct
Comfy Cozy Casa

Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️

9.4 out of 10, Exceptional, (16)
"Always a great stay"
The price is NZ$409
includes taxes & fees
13 Oct - 14 Oct
Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️

Blue Gate Cottage on the Rogue River

9.8 out of 10, Exceptional, (31)
"We loved the area and the cabin"
Blue Gate Cottage on the Rogue River

Relax, Reconnect, Explore Scenic Retreat + Pool, Treehouses & Adventure Nearby

The price is NZ$903
includes taxes & fees
13 Oct - 14 Oct
Relax, Reconnect, Explore Scenic Retreat + Pool, Treehouses & Adventure Nearby

Shady Cove River House -Fly Fish, Raft, Hike or Just Relax

9.8 out of 10, Exceptional, (162)
"Beautiful outside area for our family. "
Shady Cove River House -Fly Fish, Raft, Hike or Just Relax

Rogue River frontage: private deck & hot tub, exciting interior, river dock, FUN

9.4 out of 10, Exceptional, (51)
"I cannot express how lovely this getaway was, and the location was one of the key reasons. Will definitely be returning!"
Rogue River frontage: private deck & hot tub, exciting interior, river dock, FUN
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

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 favorite 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 depends 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 NZ$285 per night. Entering your travel dates in the search wizard you might find 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?

"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?

Lost Creek 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.