Trail Holiday Rentals from AU$122: Search Short-Term Rentals

Q: 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. Make the most of games in this rental home to help you unwind.

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Our top choices for Trail holiday rentals

A wooden table with two chairs, each with a floral cushion, positioned by a window overlooking a forested area.

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

Trail

Cassandra R.

includes taxes & fees

30 Oct - 31 Oct

A swimming pool with a clear view of a forested hillside in the background.

2. River Retreat with Pool, Pond, and Trails/Gateway to Crater Lake

Trail

Kerrie P.

includes taxes & fees

30 Oct - 31 Oct

A patio with a glass table and chairs, overlooking a grassy area with trees and a body of water.

3. Private Rogue River Cabin For Two/Gateway to Crater Lake

Trail

Wendy G.

includes taxes & fees

30 Oct - 31 Oct

A view through a window with a stone-paved area and a grassy lawn leading to a wooded area with trees and a body of water.

4. Riverside 2 Bedroom Cabin on Rogue River/Gateway to Crater Lake

Trail

includes taxes & fees

2 Nov - 3 Nov

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.

5. The Shady Knoll ~ Crater Lake Basecamp ~ Hot tub ~ King Suite

Shady Cove

Troy P.

includes taxes & fees

1 Nov - 2 Nov

A swimming pool with two people floating on inner tubes.

6. Skyfall Landing

Eagle Point

sarah k.

includes taxes & fees

30 Oct - 31 Oct

A campfire, wooden chairs, and a bench in a forested area with a view of a bridge.

7. Union Creek Resort

Prospect

Kameron

includes taxes & fees

1 Nov - 2 Nov

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

Eagle Point

Diem

includes taxes & fees

10 Nov - 11 Nov

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Top Trail Hotel Reviews

Motel 6 Medford, OR - North

8/10 Good

"Clean rooms. Central to everyplace i needed to be. Plenty of well lit parking. My choice for a budget stay."

Red Lion Hotel Rogue Regency Medford Airport

10/10 Excellent

"The quietest hotel I've been in for quite a while. The beds were so very comfy. The weather had turned cold, so when we walked into our room, oh my heavens, the heat was already on! Front desk people were very curtieous and friendly. The hotel is going through some renovations, but it didn't affect any functions of the hotel and it's a hop-skip-jump from the airport! All in all, it's convenient, quiet, and a cozy place to stay."

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

10/10 Excellent

"Amazing property, amazing house! It was just my wife and I, but it felt like a home away from home. Very comfortable, had everything we needed. We definitely will be back again! Relaxed by the river, laid in the yard and watched meteor showers listening to the river. You can’t beat this place! Hosts were very responsive and helpful. Couldn’t have asked for anything more. "

River Retreat with Pool, Pond, and Trails/Gateway to Crater Lake

10/10 Excellent

"Beautiful property right on the river. The owner and family live on the property but lots of space that we barely saw another person. A definite plus that we could bring our dogs. Trails all around the property. The house was absolutely beautiful. Recently remodeled. Lots of wildlife on the property. Accessible river fishing on site. It was a nice quiet reset. Lots of great stargazing too."

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

8/10 Good

"This place is very nice, it has a lot of potential. It comes with full kitchen and laundry. It is in a beautiful setting and the host is so nice. It is not hard to get to the house even though gravel roads, but it is hard to figure out where to park and unlock the door, the instructions could use some additional detail (specify that it is ok to block the garage doors). The place is much larger than some others that we stayed, yet no real bed. There is plenty of room to move the dining table towards the kitchen and the bed towards the parking area, using the couch to create a bit of room separation and put a queen bed nearest the parking area. I am not trying to be critical there is a beautiful water feature, and the space is large, and comfortable, super clean. We would surely stay there again if ever in that area."

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$122 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?

"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. Make the most of games in this rental home to help you 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?

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.

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Our top choices for Trail holiday rentals

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

2. River Retreat with Pool, Pond, and Trails/Gateway to Crater Lake

3. Private Rogue River Cabin For Two/Gateway to Crater Lake

4. Riverside 2 Bedroom Cabin on Rogue River/Gateway to Crater Lake

5. The Shady Knoll ~ Crater Lake Basecamp ~ Hot tub ~ King Suite

6. Skyfall Landing

7. Union Creek Resort

8. Creekside Retreat House in Eagle Point

9. Crater Lake Themed Retreat in Eagle Point

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

11. This house is a 4 bedroom(s), 2 bathrooms, located in Eagle Point, OR.

12. Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails

13. 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.

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

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

16. Starwood Sanctuary

17. 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!

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

19. Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️

20. HOT TUB! Firepit - Bright Open-Near Airport & Freeway

Find holiday rentals that suit your style

Top Trail Hotel Reviews

Motel 6 Medford, OR - North

Red Lion Hotel Rogue Regency Medford Airport

Executive Residency by Best Western Medford

Springhill Suites By Marriott Medford Airport

Holiday Inn Express & Suites Medford-Central Point

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

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

River Retreat with Pool, Pond, and Trails/Gateway to Crater Lake

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

Find out more about Trail

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