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Holiday Rentals in Trail

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Holiday Rentals in Trail

Exterior
'RIVER HAVEN' is a serene riverside cabin on the Rogue River
10.0 out of 10, Exceptional, (16)
"Property as advertised. Nice house/ cabin on the river. Furnishings and bedding very nice and comfortable. Good communication with owner manager. Kitchen is well equipped. Enjoyed the barbecue and fire pit outside."
'RIVER HAVEN' is a serene riverside cabin on the Rogue River
Property grounds
Romantic & private cabin on Rogue River, 1 hr from Crater Lake
10.0 out of 10, Exceptional, (454)
"This was the perfect place to relax and re-set. A friend recommended and so glad we came!"
Romantic & private cabin on Rogue River, 1 hr from Crater Lake
Fridge, microwave, oven, stovetop
Fully equipped house on the river with a private fishing hole.
10.0 out of 10, Exceptional, (21)
"Perfect place to stay for a relaxing adventure. It's about 1 hour away from the Crater Lake Lodge and an easy drive. The house is clean and comfortable. The outdoor area by the river is covered so you can enjoy even when it's raining. Our only critique was that there was only one kitchen towel for use. I would suggest a few more for guests that like to cook and do not want to waste paper towels."
Fully equipped house on the river with a private fishing hole.
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Private kitchen
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
The price is €149
includes taxes & fees
20 May - 21 May
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
Property grounds
Riverfront Stunning Open Concept 3bdrm near outdoor activities
8.0 out of 10, Very good, (5)
"This cabin by the river had great views and was clean. Even though the water in the river was high, both levels of the backyard were dry enough for use in May. It was relaxing to sit on the back porch and drink coffee in the morning or cider in the afternoon. Bring your sleeping mask since sunrise is early, but beautiful. Every room has wonderful views of outside. Plenty of room for a family of 4-5 without sleeping on a couch. We would stay here again."
Riverfront Stunning Open Concept 3bdrm near outdoor activities
Smart TV
Cozy retreat on 3 acres near Lost Creek Lake. Pet Friendly
Cozy retreat on 3 acres near Lost Creek Lake. Pet Friendly
Property grounds
Adorable 1 bedroom cottage on the river.
Adorable 1 bedroom cottage on the river.
Exterior
Red Blanket Cabin Near Crater Lake National Park
10.0 out of 10, Exceptional, (336)
"Lovely cozy log cabin with all the creature comforts one could hope for. Well equipped kitchen, great DVD and vinyl collection, beautiful garden with outdoor fireplace, lovely soaking tub, sleep number beds. Great location for touring Crater Lake National Park and surrounding central Oregon."
Red Blanket Cabin Near Crater Lake National Park
Exterior
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
10.0 out of 10, Exceptional, (191)
"This is a whole house with a big backyard for wildlife viewing. It is conveniently located to local sites; a 3-ring binder is provided in the house with information. This house was spotlessly clean, comfortable and quiet. The hosts were very warm and helpful. This is a 5 star location."
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
Rogue River Escape - 19 acres on the Rogue River
9.8 out of 10, Exceptional, (111)
"The home is very clean and welcoming plenty of room for a family. The area is quiet and peaceful and is right on the rogue river. We were able to see lots of wildlife during our stay such as deer, wild turkeys, and rabbits. We truly enjoyed our stay and recommend this prpoerty who is looking for a quiet and secluded getaway."
Rogue River Escape - 19 acres on the Rogue River
Full-sized fridge, microwave, oven, stovetop
Renovated Home in Central Point
10.0 out of 10, Exceptional, (13)
"Very clean and comfortable house in a nice quiet neighborhood. Everything about our booking and check in process was seamless."
Renovated Home in Central Point
Fridge, microwave, stovetop, dishwasher
Chic Medford Retreat - Outdoor Pool & Sauna!
10.0 out of 10, Exceptional, (4)
"Absolutely perfect place to stay for a family. Everything was clean and we’ll done. So many fun thinks for kids to do. And parents will love the master bedroom."
Chic Medford Retreat - Outdoor Pool & Sauna!
Fridge, microwave, stovetop, dishwasher
Stunning Medford Escape w/ Panoramic Views!
10.0 out of 10, Exceptional, (24)
"Cathy is Great, The home is a giant older single story Family Home with a basement full of beds and air hocky table, Huge kitchen and dining room, Hot tub, Pool, alot of toys for the pool, garage, even entry gates to the property its fenced, and surrounded by wild turkeys and deer ! It was really nice ! and they allow your Dogs ! Thanks Again Cathy!"
Stunning Medford Escape w/ Panoramic Views!
Terrace/patio
Shady Cove River House -Fly Fish, Raft, Hike or Just Relax
9.8 out of 10, Exceptional, (135)
"Love the property cute and cozy. Kitchen was awesome. They didn’t miss any details. Outside was amazing to have river and peaceful surrounding while being in a quiet neighborhood. Close to town, store and restaurants. Will be back in springtime. "
Shady Cove River House -Fly Fish, Raft, Hike or Just Relax
Exterior
Blue Gate Cottage on the Rogue River
9.8 out of 10, Exceptional, (17)
"So grateful for the quality of this place that takes pets! When someone is staying in the Lodge next door it’s good to at least meet each other, and cooperate to share the outdoor spaces. Plenty of room for everyone. Lovely part of the Rogue Valley."
Blue Gate Cottage on the Rogue River
Property grounds
Hot Tub w/ River Views / Close to I-5 / Private Patio
10.0 out of 10, Exceptional, (12)
"The two bedroom apartment was perfect for my friend and I. Kitchen was well stocked and everything was clean and smelled fresh. Loved the beds and couch. The hot tub was cold upon arrival and was just warm enough in the morning.. but the property manager was sympathetic and gave us a full refund for the night! Will try to stay here again sometime but will send a reminder to please heat up the tub on the morning before check in. Overall pretty great and across from Del Rio Vineyard.. lovely."
The price is €218
includes taxes & fees
19 May - 20 May
Hot Tub w/ River Views / Close to I-5 / Private Patio
1 bedroom, free WiFi, bed sheets
Restful River Retreat
9.8 out of 10, Exceptional, (10)
"Great find on our way home. The second bunk is higher than a normal bunk and none of our kids would sleep up there because it didn't feel protected enough to them. Would be great for ages 10+. The cookware is great, but it was sparse on basics. We would stopover again if it works with our itinerary."
The price is €193
includes taxes & fees
17 May - 18 May
Restful River Retreat
Terrace/patio
Home Away From Home
10.0 out of 10, Exceptional, (4)
"The home still smells new! My spouse and I traveled with our 1.5 year-old daughter and dog to visit family for Thanksgiving, and this was the definition of cozy and pet-friendly. Fully fenced and well maintained yard, great neighborhood to walk, and nicely furnished. They even had a really nice waffle maker that we're considering buying now, after using it! I've been staying in Medford many years and this was one of the best places I've stayed."
Home Away From Home
Property grounds
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
10.0 out of 10, Exceptional, (13)
"A lovely semi-rural setting with helpful/responsive hosts. The cabin is basic but comfortable with excellent beds. Hunting-themed art and trophies on the walls. Lots of natural light during the day, but would have liked reading lamps for nighttime use. Loved the trees, grasses, and birds."
The price is €152
includes taxes & fees
17 May - 18 May
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
Fridge, microwave, oven, stovetop
Comfy Cozy Casa
10.0 out of 10, Exceptional, (25)
"The home was beautiful and well stocked. Beds were comfy. I will recommend this home to friends."
The price is €259
includes taxes & fees
19 May - 20 May
Comfy Cozy Casa
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See all available properties in Trail
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.

Other types of properties in Trail you may be interested in

Fridge, microwave, oven, stovetop
Fully equipped house on the river with a private fishing hole.
10.0 out of 10, Exceptional, (21)
"Perfect place to stay for a relaxing adventure. It's about 1 hour away from the Crater Lake Lodge and an easy drive. The house is clean and comfortable. The outdoor area by the river is covered so you can enjoy even when it's raining. Our only critique was that there was only one kitchen towel for use. I would suggest a few more for guests that like to cook and do not want to waste paper towels."
Fully equipped house on the river with a private fishing hole.
Property grounds
Romantic & private cabin on Rogue River, 1 hr from Crater Lake
10.0 out of 10, Exceptional, (454)
"This was the perfect place to relax and re-set. A friend recommended and so glad we came!"
Romantic & private cabin on Rogue River, 1 hr from Crater Lake
Exterior
'RIVER HAVEN' is a serene riverside cabin on the Rogue River
10.0 out of 10, Exceptional, (16)
"Property as advertised. Nice house/ cabin on the river. Furnishings and bedding very nice and comfortable. Good communication with owner manager. Kitchen is well equipped. Enjoyed the barbecue and fire pit outside."
'RIVER HAVEN' is a serene riverside cabin on the Rogue River
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.

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 €149 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?

'RIVER HAVEN' is a serene riverside cabin on the Rogue River: This highly rated holiday home rental in Trail is located on a river, and has a balcony, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind. Some other top choices in Trail are Fully equipped house on the river with a private fishing hole. and Riverfront Stunning Open Concept 3bdrm near outdoor activities .

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. 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.

Recent reviews of Trail properties
Expedia verified reviews