Trail Vacation Rentals from $86: Search Short-Term Rentals

Q: What's the top vacation rental that Trail has to offer?

"Home on The Rogue" - Gateway to Crater Lake! : This highly rated vacation home rental in Trail is located on a river and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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Our top choices for Trail vacation 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.

$178 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

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

Trail

Wendy G.

$216 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

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

Trail

Kerrie P.

$267 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

$313 nightly

Nov 9 - Nov 10

Total with taxes and fees

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.

$261 nightly

Nov 8 - Nov 9

Total with taxes and fees

A swimming pool with two people floating on inner tubes.

6. Skyfall Landing

Eagle Point

sarah k.

$328 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

7. Union Creek Resort

Prospect

Brett

$85 nightly

Nov 10 - Nov 11

Total with taxes and fees

An outdoor seating area with a fire pit, two Adirondack chairs, and a view of a lake surrounded by trees.

8. Creekside Retreat House - Christmas Decoration

Eagle Point

Diem

$189 nightly

Nov 15 - Nov 16

Total with taxes and fees

A modern living room with a sofa, a television, a fireplace, and a decorative wall.

9. Crater Lake Themed Retreat in Eagle Point

Eagle Point

Hengda

$189 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern kitchen with a large island, stainless steel appliances, and wooden cabinets.

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

Eagle Point

Katie H.

$373 nightly

Nov 8 - Nov 9

Total with taxes and fees

A white house with a porch, two Adirondack chairs, a tree with hanging flowers, and a birdhouse.

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

Gold Hill

Garry A.

$146 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

Central Point

Kelly B.

$146 nightly

Nov 8 - Nov 9

Total with taxes and fees

A covered porch with wooden railings, wicker furniture, and a white door.

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.

Eagle Point

liz

$340 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern living room with a grey sofa, wooden flooring, a flat-screen TV, a desk with a chair, and a patterned rug.

14. Starwood Sanctuary

Medford

Erin

$233 nightly

Nov 8 - Nov 9

Total with taxes and fees

A cozy living room with a stone fireplace, a leather sofa, and a view of the outdoors through large windows.

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

Prospect

Anonymous traveler

$362 nightly

Nov 8 - Nov 9

Total with taxes and fees

A bedroom with a large bed, a green armchair, a bedside table with a lamp, and a wall-mounted tapestry.

16. 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

Mark B.

$139 nightly

Nov 8 - Nov 9

Total with taxes and fees

A compact living space with a dining area featuring two white chairs and a round table, a wooden bookshelf, and a kitchen visible through an open doorway.

17. Situated in a Gold Hill neighborhood that offers the convenience of I-5 access and the beauty of Rogue River views. A perfect, quick stopover point.

Gold Hill

Wendi M.

$150 nightly

Nov 8 - Nov 9

Total with taxes and fees

A river surrounded by lush greenery and trees.

18. Restful River Retreat

Gold Hill

Amy G.

$217 nightly

Nov 17 - Nov 18

Total with taxes and fees

A modern kitchen with wooden cabinets, stainless steel appliances, granite countertops, and a wood floor.

19. Charming 2BR Cottage • Near Freeway-Cul-de-sac

Medford

EmilieC

$176 nightly

Nov 11 - Nov 12

Total with taxes and fees

A modern kitchen with white cabinets, a central island, and bar stools.

20. Comfy Cozy Casa

Medford

DANA W.

$238 nightly

Nov 10 - Nov 11

Total with taxes and fees

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Top Trail Hotel Reviews

Best Western Crater Lake Highway White City/Medford

10/10 Excellent

"Short stay on our road trip, was an excellent night. Very clean, breakfast was great in the morning."

Holiday Inn Express & Suites Medford-Central Point

10/10 Excellent

"The room was very clean and the staff was very helpful. We just need a place to stay that was close to the airport for our early morning flight and it was very close and easy to get to the airport. We wish we could've taken advantage of their amenities, but everything was better than expected."

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

10/10 Excellent

"Beautiful place! The deck overlooking the river is so peaceful with plenty of seating options and wildlife views. All the furnishings and furniture in the house is relaxing and comfortable. Host is very responsive and helpful. Would definitely stay here again!"

"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."

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!

10/10 Excellent

"View was amazing! The location and parking are easy and the amenities were solid. I’d recommend anyone stay here!"

Find out more about Trail

Everything you need to know about Trail vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Trail vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Trail vacation 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 low season months. For more hustle and bustle, you may prefer to visit Trail in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $86 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Trail rentals

At Expedia, we put the best Trail vacation 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 vacation.

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 vacation rental in Trail?

Yes, we offer vacation rentals in Trail near Spirit of the Rogue Nature Center, or you can select a more remote option if you're looking for extra privacy while you relax. Trail is known for its riverfront.

What's the top vacation rental that Trail has to offer?

"Home on The Rogue" - Gateway to Crater Lake!: This highly rated vacation home rental in Trail is located on a river and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Trail?

Expedia has 7 vacation 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 vacation rentals like in Trail?

Vacation rentals are private properties you can reserve for a few days or a quick weekend in Trail. Vacation rentals provide amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for Trail vacation rentals

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

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

3. River Retreat with Pool, Pond, and Trails/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 - Christmas Decoration

9. Crater Lake Themed Retreat in Eagle Point

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

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

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

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. Starwood Sanctuary

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

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

17. Situated in a Gold Hill neighborhood that offers the convenience of I-5 access and the beauty of Rogue River views. A perfect, quick stopover point.

18. Restful River Retreat

19. Charming 2BR Cottage • Near Freeway-Cul-de-sac

20. Comfy Cozy Casa

Find vacation rentals that suit your style

Top Trail Hotel Reviews

Best Western Crater Lake Highway White City/Medford

Holiday Inn Express & Suites Medford-Central Point

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

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!

Private Rogue River Cabin For Two/Gateway to 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!

Find out more about Trail

Frequently asked questions

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