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.

$185 nightly

Nov 16 - Nov 17

Total with taxes and fees

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.

$283 nightly

Nov 15 - Nov 16

Total with taxes and fees

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.

$225 nightly

Nov 16 - Nov 17

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

$307 nightly

Nov 16 - Nov 17

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.

$271 nightly

Dec 1 - Dec 2

Total with taxes and fees

A swimming pool with two people floating on inner tubes.

6. Skyfall Landing

Eagle Point

sarah k.

$337 nightly

Nov 15 - Nov 16

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 15 - Nov 16

Total with taxes and fees

A covered outdoor seating area with wooden tables and chairs, a barbecue grill, and a building in the background.

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

White City

Heather W.

$543 nightly

Nov 21 - Nov 22

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.

9. Creekside Retreat House - Christmas Decoration

Eagle Point

jeffery c.

$187 nightly

Nov 20 - Nov 21

Total with taxes and fees

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

10. Crater Lake Themed Retreat in Eagle Point

Eagle Point

Hengda

$196 nightly

Nov 15 - Nov 16

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.

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

Prospect

Anonymous traveler

$373 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

12. 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

$350 nightly

Nov 15 - Nov 16

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.

13. Starwood Sanctuary

Medford

Erin

$238 nightly

Dec 6 - Dec 7

Total with taxes and fees

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

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

Gold Hill

Garry A.

$150 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

Central Point

Kelly B.

$150 nightly

Nov 16 - Nov 17

Total with taxes and fees

16. Remodeled 3 BR/2.5 BA Retreat near Eagle Point. Includes main house and a private cottage. Group-friendly kitchen, famous waffle bar, hot tub, and electric fireplace. Great space for cooking and connecting.

Eagle Point

Timothy C.

$437 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

17. Comfy Cozy Casa

Medford

DANA W.

$251 nightly

Nov 16 - Nov 17

Total with taxes and fees

A bedroom with a bed, bedside table, lamp, window, and a view of the outdoors.

18. Mount McLoughlin Mountain View Ranch; Near Crater Lake; sleeps up to 12

Prospect

Curtis G.

$488 nightly

Nov 17 - Nov 18

Total with taxes and fees

A covered outdoor seating area with wicker furniture and a view of a forested area.

19. The Sleepy Canoe - A Cozy River front house near everything in Southern Oregon

Gold Hill

Laurie s.

$375 nightly

Nov 15 - Nov 16

Total with taxes and fees

A hot tub with a wooden bench and a table, surrounded by a railing, overlooking a river and hilly landscape.

20. 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

Sabrina D.

$236 nightly

Nov 16 - Nov 17

Total with taxes and fees

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Top Trail Hotel Reviews

Red Lion Hotel Rogue Regency Medford Airport

10/10 Excellent

"We stay here when traveling to visit family in California. While dated, they are working on repairs. The beds are comfy and the breakfasts are plentiful well stocked."

'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!"

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

8/10 Good

"The exterior was covered in spider webs. The interior also had spider webs in several areas. Window seals were packed with dead bugs. When I reached out to the host about either sending someone or we offered to clean if given 1 nights refund and we we're told the YMCA takes care of the exterior and the host lives an hour away. I was denied my request for a 1 night refund to clean. When we went to use washer and dryer there was a load of towels still in the dryer and when we went to use the dishwasher it was also full with a load of dishes. The sprinklers ran a lot making it hard to use the yard for games or just relaxing."

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

9. Creekside Retreat House - Christmas Decoration

10. Crater Lake Themed Retreat in Eagle Point

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

12. 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.

13. Starwood Sanctuary

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

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

16. Remodeled 3 BR/2.5 BA Retreat near Eagle Point. Includes main house and a private cottage. Group-friendly kitchen, famous waffle bar, hot tub, and electric fireplace. Great space for cooking and connecting.

17. Comfy Cozy Casa

18. Mount McLoughlin Mountain View Ranch; Near Crater Lake; sleeps up to 12

19. The Sleepy Canoe - A Cozy River front house near everything in Southern Oregon

20. 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!

Find vacation rentals that suit your style

Top Trail Hotel Reviews

Red Lion Hotel Rogue Regency Medford Airport

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

"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!

Riverfront "Cabin on The Rogue", Gateway to Crater Lake! Sleeps 2-4

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

Find out more about Trail

Frequently asked questions

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