Trail Vacation Rentals

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Our top choices for Trail vacation rentals

Dining

Apartment in Trail

Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
9.2 out of 10, Wonderful, (15 reviews)
"We enjoyed a quiet evening. Everything was kept tidy and was a good place for us to stop for the evening."
United States
Mary P.
$190 nightly
The price is $193
Jan 16 - Jan 17
Total with taxes and fees
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
Cottage (1 Bedroom) | Interior

Cottage in Central Point

On-site Winery & Tasting Room: Oregon Bungalow!
3.0 star property
8.4 out of 10, Very Good, (5 reviews)
"Loved our stay at the Bungalow. The owners were so welcoming, helpful and friendly. The bungalow was very clean and had well equipped. It wa a great location for everything we wanted to do. The bungalow was even nicer than the pictures. We would definitely recommend this stay! "
United States
Deborah
$187 nightly
The price is $190
Jan 16 - Jan 17
Total with taxes and fees
On-site Winery & Tasting Room: Oregon Bungalow!
Interior

Vacation Home in White City

Private Queen Room w/ Bathroom
10.0 out of 10, Exceptional, (8 reviews)
"Very nice place to stay."
United States
Anonymous traveler
$110 nightly
The price is $112
Jan 16 - Jan 17
Total with taxes and fees
Private Queen Room w/ Bathroom
Property grounds

Cabin in Gold Hill

Serene Historic Cabin, Nine Acre Estate, Just Off I-5
9.6 out of 10, Exceptional, (42 reviews)
"Very clean & comfortable beds!"
United States
Luke E.
$153 nightly
The price is $155
Jan 18 - Jan 19
Total with taxes and fees
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
Living area

Vacation Home in Medford

Starwood Sanctuary
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"It really was a sanctuary! I had car troubles on a trip and this was a lovely home away from home. It had everything I needed and then some. I don't even have a dog but I think it's awesome that you have a pet door to the backyard!"
United States
Nathan
$272 nightly
The price is $307
Jan 22 - Jan 23
Total with taxes and fees
Starwood Sanctuary
Property grounds

Cottage in Gold Hill

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!
10.0 out of 10, Exceptional, (22 reviews)
"Couldn't be happier with my experience. Loved the location, privacy, cleanliness, and prompt replies of the host. Will be making this my preferred lodging while traveling for work in the area. "
United States
Jeff L.
$199 nightly
The price is $200
Jan 25 - Jan 26
Total with taxes and fees
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!
Property grounds

Cottage in Gold Hill

R&R on the Rogue River! This 2 BR cottage in Gold Hill features a private hot tub with stunning scenic views. Enjoy a spacious, private setting perfect for relaxation, adventure, or remote work
9.2 out of 10, Wonderful, (17 reviews)
"comfortable"
United States
Cristie M.
$215 nightly
The price is $215
Jan 18 - Jan 19
Total with taxes and fees
R&R on the Rogue River! This 2 BR cottage in Gold Hill features a private hot tub with stunning scenic views. Enjoy a spacious, private setting perfect for relaxation, adventure, or remote work
Smart TV

Vacation Home in Medford

Comfy Cozy Casa
10.0 out of 10, Exceptional, (57 reviews)
"Great place to stay "
United States
Artem V.
$237 nightly
The price is $267
Jan 18 - Jan 19
Total with taxes and fees
Comfy Cozy Casa
Fridge, microwave, oven, stovetop

Vacation Home in Medford

Charming 2BR Cottage • Near Freeway-Cul-de-sac
9.4 out of 10, Exceptional, (14 reviews)
"This was our second time staying at this property and once again we had a great experience. The house is so cozy and comfortable. The neighborhood is very quite. And the location is great. We will definitely be back!"
United States
EmilieC
$190 nightly
The price is $205
Jan 19 - Jan 20
Total with taxes and fees
Charming 2BR Cottage • Near Freeway-Cul-de-sac
Dining

Vacation Home in Medford

Clearview Comfort 3BR Near Airport
3.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"The house is clean. There is 1 driveway parking, however street parking is available. Location is good, there are many dining and grocery options nearby."
United States
Phuc
$268 nightly
The price is $301
Jan 22 - Jan 23
Total with taxes and fees
Clearview Comfort 3BR Near Airport
Smart TV, offices

Apartment in Gold Hill

Ideal stopover location right off I-5, nestled in a scenic area by the Rogue River. Enjoy the peaceful sounds of the river while having quick access to major travel routes and nearby towns.
9.2 out of 10, Wonderful, (7 reviews)
"The location worked well for us, and the view of the river at the back of the property was beautiful!"
United States
Nick D.
$153 nightly
The price is $154
Jan 16 - Jan 17
Total with taxes and fees
Ideal stopover location right off I-5, nestled in a scenic area by the Rogue River. Enjoy the peaceful sounds of the river while having quick access to major travel routes and nearby towns.
Terrace/patio

Vacation Home in Douglas County

Blissful Solitude Cottage
10.0 out of 10, Exceptional, (4 reviews)
"My trip actually got canceled last minute, but the communication with the host was absolutely amazing and I will absolutely rebook as soon as possible"
United States
steve
$173 nightly
The price is $175
Jan 19 - Jan 20
Total with taxes and fees
Blissful Solitude Cottage
Terrace/patio

Vacation Home in Douglas County

Orchard House, Orchard House Retreat
10.0 out of 10, Exceptional, (1 review)
"Fantastic place to spend the holiday very serene very peaceful"
United States
Gin H.
$183 nightly
The price is $185
Jan 19 - Jan 20
Total with taxes and fees
Orchard House, Orchard House Retreat
Property grounds

Vacation Home in Gold Hill

Restful River Retreat
9.2 out of 10, Wonderful, (29 reviews)
"Beautiful place!"
United States
Lonna P.
$190 nightly
The price is $204
Jan 16 - Jan 17
Total with taxes and fees
Restful River Retreat
TV, offices

Vacation Home in Medford

Large kitchen! Quiet Cul-de-sac!
9.2 out of 10, Wonderful, (36 reviews)
"We loved the place, the amount of space, the fenced yard with doggy door and all the extra little amenities. It was a stopover on a long trip for us and it was so nice to just relax and have our own space away from each other."
United States
Hannah M.
$223 nightly
The price is $244
Feb 10 - Feb 11
Total with taxes and fees
Large kitchen! Quiet Cul-de-sac!
1 bedroom, iron/ironing board, travel crib, free WiFi

Apartment in Gold Hill

Enjoy the tranquility of a scenic riverside neighborhood in Gold Hill. This area is peaceful, offers beautiful views, and is a convenient stopover location.
9.0 out of 10, Wonderful, (2 reviews)
"The room was so clean.it had everything you needed in the kitchen.was very comfy bed.easy walk down to the river.Great view.I would recommend it to everyone.Thanks for the pet treats.Also was a very guiet place to stay."
United States
Mark B.
$143 nightly
The price is $143
Jan 17 - Jan 18
Total with taxes and fees
Enjoy the tranquility of a scenic riverside neighborhood in Gold Hill. This area is peaceful, offers beautiful views, and is a convenient stopover location.
Smart TV, fireplace, computer monitors, printers

Vacation Home in Shady Cove

The Shady Knoll - Peace & Quiet near the Rogue River!
9.8 out of 10, Exceptional, (10 reviews)
"We had everything we would possibly need.The house was very nicely laid out and we spent a lot of time on the back deck. Saw turkeys and a family of deer in the yard. Would definitely stay again. "
United States
Cheri I.
$227 nightly
The price is $230
Jan 19 - Jan 20
Total with taxes and fees
The Shady Knoll - Peace & Quiet near the Rogue River!
Interior

Apartment in Central Point

Little Wolf Tiny Home cozy, pet friendly, secluded
10.0 out of 10, Exceptional, (4 reviews)
"everything was advertised, nice and quite, well maintained and kept. Would stay again."
Canada
william L.
$142 nightly
The price is $144
Jan 16 - Jan 17
Total with taxes and fees
Little Wolf Tiny Home cozy, pet friendly, secluded
1 bedroom, iron/ironing board, free WiFi, bed sheets

Apartment in Medford

King Bed Guest Studio w/covered parking, private patio, Kitchenette,
9.8 out of 10, Exceptional, (12 reviews)
"Very relaxing place to stay"
United States
Janice W.
$126 nightly
The price is $138
Jan 19 - Jan 20
Total with taxes and fees
King Bed Guest Studio w/covered parking, private patio, Kitchenette,
Smart TV, fireplace, offices

Vacation Home in Medford

HOT TUB! Firepit - Bright Open-Near Airport & Freeway
9.8 out of 10, Exceptional, (9 reviews)
"Stayed in this place for one night while passing through and it was a great stay! It was clean, spacious and the beds were comfortable!"
United States
Marissa M.
$237 nightly
The price is $267
Jan 21 - Jan 22
Total with taxes and fees
HOT TUB! Firepit - Bright Open-Near Airport & Freeway
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.
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Top Trail Hotel Reviews

My Place Hotel-Medford OR

My Place Hotel-Medford OR

10/10 Excellent
"Great spot with a comfortable room."
Jeff 1-night trip
Posted 2 days ago
My Place Hotel-Medford OR

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 $155 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.

Explore a world of travel with Expedia

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 Trail vacation home rental 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. Kick off your shoes and enjoy yourself with a garden and a selection of games. Another good choice for your trip to Trail is Riverfront Stunning Open Concept 3bdrm near outdoor activities .

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.