Trail Holiday Rentals from €100: 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. Kick off your shoes and enjoy yourself with a garden and a selection of games. Some other top choices in Trail are Fully equipped house on the river with a private fishing hole. and 'RIVER HAVEN' is a serene riverside cabin on the Rogue River .

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Holiday Rentals in Trail

Relax by the serene lake surrounded by lush greenery and tall trees, with a comfortable deck area and cozy fire pit.

"Highly recommend this home. The owners made the check-in process very easy, the home was immaculate and more spacious than we expected."

Enjoy a serene riverside retreat with a deck, perfect for relaxing amidst lush surroundings.

"Quiet and peaceful location with all the amenities. The Mrs and I thoroughly enjoyed our weekend and will definitely be back again."

Enjoy cooking in this well-equipped kitchen with a stainless steel sink, microwave, and coffee maker.

"Host was very responsive and the house was wonderful!"

includes taxes & fees

31 Jul - 1 Aug

Kitchen features a central island, black refrigerator, microwave, and dishwasher, with a window above the sink.

"Beautiful location on the river. Thoroughly enjoyed our stay here while visiting Crater Lake."

Cozy cabin with a welcoming front porch and patriotic charm.

"Great place to unwind. Relaxing riverside cabin. Clean, comfortable and stocked with the necessities."

Enjoy meals in this elegant dining room with a large chandelier, wooden dining table, and six chairs.

"Great for our family gathering. We were able to enjoy being together also, easy access to visiting Crater Lake National Park."

Relax on the covered deck with seating and enjoy the view of the surrounding trees and residential area.

"It was beyond our expectations! Beautiful. The only glitch was the water pressure in the bathroom and how long it took to get water to them. We would use again. Thank you for basket of goodies."

Relax in this inviting living room with a comfortable sofa, fireplace, and large window offering a view of the outdoors.

Escape to a serene forest setting surrounded by a flowing river and lush foliage.

"Beautiful location and comfortable cabins"

Relax by the pool surrounded by a deck and seating area with outdoor furniture.

"We like it because it was nice and quite staying out of the city it was great "

includes taxes & fees

11 Aug - 12 Aug

Guests can relax on the porch with Adirondack chairs amidst a serene natural setting.

"It is a very unique property with good location and things you need!"

includes taxes & fees

20 Jul - 21 Jul

Relax on the cabin's inviting porch, surrounded by lush greenery and serene natural surroundings.

"We loved the area and the cabin"

Relax in a serene backyard oasis with a pool, lounge chairs, and lush greenery.

"Very impressive and quiet. We were looking forward to sitting in the hot tub that evening but there was no water in it! So simply took a shower."

Prepare your morning coffee in this well-equipped kitchen.

"This was a very nice studio, the owners were very nice and easy to work with. "

includes taxes & fees

5 Aug - 6 Aug

Sit on the porch and enjoy the serene surroundings.

"This home was a wonderful stay! The cabin was well stocked, had beautiful surroundings and deer who came to visit. We were able to rent snowmobiles from diamond lake lodge and go to crater lake which was amazing. We used the grill and enjoyed records from their vast collection. Highly recommend!! "

Stylish hallway leads to a bathroom with a dresser and geometric-patterned shower curtain.

"Very nice place to stay."

"Very cute and cozy place to stay in the country. We met a bunch of wild turkey and deer in trip back and forth to home. The place was clean, inviting and privare. Enjoyed our stay!"

Relax by the fire pit in a cozy outdoor seating area surrounded by Adirondack chairs.

"Beautiful home and beautiful stay"

Relax in a serene space with a sofa, rug, and stunning chandelier.

"Very peaceful and quiet."

includes taxes & fees

21 Jul - 22 Jul

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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, apart-hotels, 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 €100 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.

Recent reviews of Trail properties

Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

5/5 Excellent

"Loved my stay "

A verified traveller stayed at Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

Posted 7 hours ago

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

5/5 Excellent

"This was an awesome place to stay. The picture of the river from the deck is 100% accurate. We enjoyed sitting and relaxing on the deck each morning. A couple suggestions: use fragrance free laundry soap for those of us that have sensitivities - luckily I bring my own pillow case just in case. And in the same theme, use a more subtle air freshener or none at all. We ended up moving that out of the cabin all together. Since those are personal quirks for me, they do not affect my review. We would most definately stay again. "

A verified traveller stayed at Romantic & private cabin on Rogue River, 1 hr from Crater Lake

Posted 5 days ago

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. Some other top choices in Trail are Fully equipped house on the river with a private fishing hole. and 'RIVER HAVEN' is a serene riverside cabin on the Rogue River.

How many holiday rentals are there in Trail?

Expedia has 6 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. Joseph H Stewart State Park 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.

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Holiday Rentals in Trail

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Check prices for these dates

Holiday Rentals in Trail

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

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

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

Fully equipped house on the river with a private fishing hole.

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

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

Riverfront Stunning Open Concept 3bdrm near outdoor activities

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

Union Creek Resort

A beautiful Skyfall Landing

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

Blue Gate Cottage on the Rogue River

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

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

Outstanding view of all the Rogue Valley and 1.5 from Eagle point golf course.

Red Blanket Cabin Near Crater Lake National Park

Private Queen Room w/ Bathroom

Hiking Trail On-site: Mtn-view Eagle Point Retreat

Spectacular large custom home with a pool!

Little Wolf Tiny Home cozy, pet friendly, secluded

Find out more about Trail

Recent reviews of Trail properties

Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

Best Western Crater Lake Highway White City/Medford

My Place Hotel-Medford OR

Motel 6 Medford, OR - North

Springhill Suites By Marriott Medford Airport

Rogue Regency Inn and Suites

Comfort Inn Medford North

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

Edgewater Inn Shady Cove

Frequently asked questions