Photo by Kaitlin Walters

Holiday Homes in Trail

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Featured Holiday Homes in Trail

Comfy Cozy Casa
10.0 out of 10, Exceptional, 25 reviews
"The home was beautiful and well stocked. Beds were comfy. I will recommend this home to friends."
The price is NZ$526
per night
25 Jun - 26 Jun
Comfy Cozy Casa
Restful River Retreat
9.8 out of 10, Exceptional, 11 reviews
"The place was gorgeous…the neighborhood was kinda sketchy but overall was mellow and chill."
The price is NZ$337
per night
25 Jun - 26 Jun
Restful River Retreat
Pet-Friendly Medford Vacation Rental w/ Yard!
9.4 out of 10, Exceptional, 3 reviews
"Visiting family in the area and we had plenty of room at the house and a nice yard. Great neighborhood too!"
Pet-Friendly Medford Vacation Rental w/ Yard!
Shady Cove River House -Fly Fish, Raft, Hike or Just Relax
9.8 out of 10, Exceptional, 137 reviews
"This property is a warm, welcoming home on the river. It was clean and lacked nothing we needed. It’s in a quiet neighborhood. Sitting out by the river was so relaxing. The host replied promptly to our inquiries. We highly recommend this property."
Shady Cove River House -Fly Fish, Raft, Hike or Just Relax
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
10.0 out of 10, Exceptional, 193 reviews
"The house and property are quite special. Everything in the house is new and in pristine condition. Beds are comfortable and bathrooms are beautiful. There are so many extra touches: Spa robes, welcome coffee supplies, surround sound, comfortable furniture. The grounds are lovely with wild and manicured flowers in June. We enjoyed morning walks on the trails and I even took advantage of the herb garden to whip up some pasta."
The price is NZ$650
per night
30 Jun - 1 Jul
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
Spectacular large home with seasonal pool.
9.8 out of 10, Exceptional, 8 reviews
"Beautiful home and beautiful stay"
Spectacular large home with seasonal pool.
'RIVER HAVEN' is a serene riverside cabin on the Rogue River
10.0 out of 10, Exceptional, 19 reviews
"We really enjoyed our stay at the cabin. Very relaxing to sit on the deck after a day of hiking. Plenty of beautiful hikes in the area as well as some wineries."
'RIVER HAVEN' is a serene riverside cabin on the Rogue River
Cheerful 3-Bedroom home in Central Point
10.0 out of 10, Exceptional, 17 reviews
"This house is in a very nice, quiet neighborhood but really centrally located to surrounding amenities. A beautiful and clean home - love the way it is decorated!! Jill was a great host. Her response time to any communication was almost instant."
The price is NZ$614
per night
29 Jun - 30 Jun
Cheerful 3-Bedroom home in Central Point
HIDDEN RIVER GEM
HIDDEN RIVER GEM
Renovated Home in Central Point
10.0 out of 10, Exceptional, 13 reviews
"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
The Eagles Nest!
9.8 out of 10, Exceptional, 6 reviews
"Overall house as described, good neighborhood. Only complaint is mattress firmness."
The Eagles Nest!
Cozy getaway located near the Rogue River and the beautiful Crater Lake
10.0 out of 10, Exceptional, 1 review
"Great property, clean, well stocked,great communication from the owner"
Cozy getaway located near the Rogue River and the beautiful Crater Lake
Fully equipped house on the river with a private fishing hole.
10.0 out of 10, Exceptional, 21 reviews
"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.
Stunning Medford Escape w/ Panoramic Views!
10.0 out of 10, Exceptional, 24 reviews
"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!
Rogue River Escape - 19 acres on the Rogue River
9.8 out of 10, Exceptional, 112 reviews
"Place was fabulous for 5 of us. Lots of room - both inside and out. Very beautiful and quiet property. Great for relaxing with family and friends. Owners were very responsive and great to deal with. Answered the couple of questions we had within minutes! Would definitely stay again!"
Rogue River Escape - 19 acres on the Rogue River
Riverfront Stunning Open Concept 3bdrm near outdoor activities
8.0 out of 10, Very good, 5 reviews
"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
Beautiful Clean and Modern Home In Medford.
10.0 out of 10, Exceptional, 4 reviews
"Nice neighborhood. Clean & spacious, worked out perfectly for our group. All amenities are close by, a great location to explore nearby attractions. Well maintained, beautiful property, I would consider going there again if my travel plans take me to Medford."
Beautiful Clean and Modern Home In Medford.
Cheerful new 2 bedroom home in cul de sac Netflix
9.8 out of 10, Exceptional, 7 reviews
"Just overnight and this was a comfortable little cottage."
The price is NZ$371
per night
23 Jul - 24 Jul
Cheerful new 2 bedroom home in cul de sac Netflix
Top Rated! Bring the kids, BIG backyard! Sleeps 12. King En-suite & 3 TV’s.
10.0 out of 10, Exceptional, 3 reviews
"Super clean and comfortable home. Will stay there again."
Top Rated! Bring the kids, BIG backyard! Sleeps 12. King En-suite & 3 TV’s.
Spacious 2 home property on the rogue river! Sleeps 14 w/ Swim Spa
Spacious 2 home property on the rogue river! Sleeps 14 w/ Swim Spa
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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 property types in Trail

Romantic & private cabin on Rogue River, 1 hr from Crater Lake
10.0 out of 10, Exceptional, 455 reviews
"This is a historical cabin on the Rogue River. Like most historical cabins it is small and dark. Fortunately the outdoor space is amazing. This is the perfect place to go for any season except for winter when it would be too dark. It does need some updating. The kitchen is outfitted to match the time of the cabin. Sorting out the fridge and the oven/stove was a little challenging. There is not much room for groceries and it is definitely a one person kitchen. There is a bar to sit at but would...
Romantic & private cabin on Rogue River, 1 hr from Crater Lake
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
The price is NZ$310
per night
1 Jul - 2 Jul
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
Fully equipped house on the river with a private fishing hole.
10.0 out of 10, Exceptional, 21 reviews
"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.
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.

Trail Holiday Homes information

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