A mountain range with a prominent peak, dense forest, and a clear sky.

Trail Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Trail vacation rentals

Dining

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

Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
Trail
9.2 out of 10, Wonderful, (17 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.
$212 nightly
The price is $215
Jul 20 - Jul 21
Total with taxes and fees
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
Courtyard

Union Creek Resort

Union Creek Resort
3.0 star property
Prospect
8.0 out of 10, Very Good, (979 reviews)
"Location Location ❤️comfortable bed"
United States
Maureen
$200 nightly
The price is $203
Aug 3 - Aug 4
Total with taxes and fees
Union Creek Resort
Terrace/patio

The Shady Knoll ~ Crater Lake Basecamp ~ Hot tub ~ King Suite

The Shady Knoll ~ Crater Lake Basecamp ~ Hot tub ~ King Suite
Shady Cove
10.0 out of 10, Exceptional, (15 reviews)
"Comfortable beds, nice layout!"
United States
katie w.
$331 nightly
The price is $336
Jul 26 - Jul 27
Total with taxes and fees
The Shady Knoll ~ Crater Lake Basecamp ~ Hot tub ~ King Suite
Outdoor pool

A beautiful Skyfall Landing

A beautiful Skyfall Landing
Eagle Point
10.0 out of 10, Exceptional, (9 reviews)
"We like it because it was nice and quite staying out of the city it was great "
United States
Jose P.
$501 nightly
The price is $508
Jul 20 - Jul 21
Total with taxes and fees
A beautiful Skyfall Landing
Property grounds

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

Serene Historic Cabin, Nine Acre Estate, Just Off I-5
Gold Hill
9.6 out of 10, Exceptional, (50 reviews)
"Our stay was very enjoyable. "
United States
Robert C.
$168 nightly
The price is $170
Jul 22 - Jul 23
Total with taxes and fees
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
Coffee/tea maker, fridge, microwave, oven

This house is a 4 bedroom(s), 2 bathrooms, located in Eagle Point, OR.

This house is a 4 bedroom(s), 2 bathrooms, located in Eagle Point, OR.
Eagle Point
10.0 out of 10, Exceptional, (21 reviews)
"The home was a wonderful stay for us!"
United States
Charles S.
$457 nightly
The price is $488
Jul 21 - Jul 22
Total with taxes and fees
This house is a 4 bedroom(s), 2 bathrooms, located in Eagle Point, OR.
Interior

Private Queen Room w/ Bathroom

Private Queen Room w/ Bathroom
White City
10.0 out of 10, Exceptional, (9 reviews)
"Very nice place to stay."
United States
Anonymous traveler
$110 nightly
The price is $112
Jul 28 - Jul 29
Total with taxes and fees
Private Queen Room w/ Bathroom
Premium House, 3 Bedrooms, Pets Allowed | Living area | Flat-screen TV

Starwood Sanctuary

Starwood Sanctuary
3.0 star property
Medford
10.0 out of 10, Exceptional, (2 reviews)
"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
$280 nightly
The price is $315
Aug 2 - Aug 3
Total with taxes and fees
Starwood Sanctuary
Outdoor dining

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

Relax, Reconnect, Explore Scenic Retreat + Pool, Treehouses & Adventure Nearby
White City
10.0 out of 10, Exceptional, (2 reviews)
"Great property for my wife's 40th Bday. Thanks so much awesome host and all the amenities."
United States
Ryan D.
$571 nightly
The price is $580
Jul 26 - Jul 27
Total with taxes and fees
Relax, Reconnect, Explore Scenic Retreat + Pool, Treehouses & Adventure Nearby
Smart TV, books

Crater Lake Themed Retreat in Eagle Point

Crater Lake Themed Retreat in Eagle Point
Eagle Point
10.0 out of 10, Exceptional, (3 reviews)
"What an absolutely incredible host! Apple responded promptly to any and all inquiries. She was flexible and accommodating, she even acknowledged my birthday! The listing was as stated and totally clean! The fire pit overlooking the creek is a gem! We totally enjoyed our stay! Thank you so much for letting us stay at your home!"
United States
Nm L.
$204 nightly
The price is $217
Jul 27 - Jul 28
Total with taxes and fees
Crater Lake Themed Retreat in Eagle Point
Coffee/tea maker, fridge, microwave, oven

The Fairway Townhouse | Minutes from Golf Course | Sleeps Up To 7

The Fairway Townhouse | Minutes from Golf Course | Sleeps Up To 7
Eagle Point
9.8 out of 10, Exceptional, (6 reviews)
"Location worked well as our base stay for day trips to Crater Lake NP. Townhouse was clean and well furnished. Still construction in the neighborhood but didn't bother us as we were gone during the day. "
United States
Colleen L.
$345 nightly
The price is $347
Jul 23 - Jul 24
Total with taxes and fees
The Fairway Townhouse | Minutes from Golf Course | Sleeps Up To 7
Outdoor dining

Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️

Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️
Azalea
9.4 out of 10, Exceptional, (23 reviews)
"Wonderful and peaceful place to stay! Breakfast accommodations were above and beyond and such a pleasant surprise! Highly recommend this cute place!"
United States
Connie H.
$305 nightly
The price is $310
Aug 3 - Aug 4
Total with taxes and fees
Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️
Property grounds

Creekside Retreat House in Eagle Point

Creekside Retreat House in Eagle Point
Eagle Point
9.6 out of 10, Exceptional, (4 reviews)
"I love the cleanliness of this place."
United States
Diem
$203 nightly
The price is $216
Aug 3 - Aug 4
Total with taxes and fees
Creekside Retreat House in Eagle Point
Coffee and/or coffee maker

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

Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Central Point
9.8 out of 10, Exceptional, (120 reviews)
"We had such an amazing relaxing weekend at this little hidden jewel, tucked away in Central Point. "
United States
Chris A.
$143 nightly
The price is $161
Aug 2 - Aug 3
Total with taxes and fees
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Terrace/patio

Unwind in this stylish, fully remodeled farmhouse with mountain views and a private hot tub

Unwind in this stylish, fully remodeled farmhouse with mountain views and a private hot tub
Eagle Point
9.6 out of 10, Exceptional, (4 reviews)
"Loved the home! Amazing views, so relaxing with all the accommodations! This will be my go to place when I am in town."
United States
liz
$343 nightly
The price is $344
Jul 22 - Jul 23
Total with taxes and fees
Unwind in this stylish, fully remodeled farmhouse with mountain views and a private hot tub
Property grounds

Restful River Retreat

Restful River Retreat
Gold Hill
9.2 out of 10, Wonderful, (36 reviews)
"Great host, beautiful location. "
United States
Amy G.
$203 nightly
The price is $218
Jul 22 - Jul 23
Total with taxes and fees
Restful River Retreat
Smart TV

Comfy Cozy Casa

Comfy Cozy Casa
Medford
9.8 out of 10, Exceptional, (69 reviews)
"Great place to stay "
United States
Artem V.
$316 nightly
The price is $356
Aug 17 - Aug 18
Total with taxes and fees
Comfy Cozy Casa
Property grounds

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!

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
10.0 out of 10, Exceptional, (24 reviews)
"What are darling little gem! The hot tub was such a wonderful treat—overlooking the river and mountains. We even got to see a few small town trains go by. The pillows and beds are the most comfortable I’ve ever slept on away from home. Fun vintage/retro decor. I will be recommending this to friends who ever travel this way!"
United States
Blake S.
$244 nightly
The price is $248
Jul 23 - Jul 24
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!
Coffee/tea maker, fridge, microwave, oven

Charming 2BR Cottage • Near Freeway-Cul-de-sac

Charming 2BR Cottage • Near Freeway-Cul-de-sac
Medford
9.4 out of 10, Exceptional, (14 reviews)
"This little house is prefect for a homey, comfort place. The location is great. We will definitely be back"
United States
EmilieC
$220 nightly
The price is $237
Jul 20 - Jul 21
Total with taxes and fees
Charming 2BR Cottage • Near Freeway-Cul-de-sac
4 bedrooms, iron/ironing board, travel crib, WiFi (free)

This is a 3 bedroom 2 bath home with large backyard. In the back of the property features a 1 bedroom fully equipped guest house with a gate from the backyard for easy access.

This is a 3 bedroom 2 bath home with large backyard. In the back of the property features a 1 bedroom fully equipped guest house with a gate from the backyard for easy access.
Central Point
10.0 out of 10, Exceptional, (1 review)
$538 nightly
The price is $546
Jul 21 - Jul 22
Total with taxes and fees
This is a 3 bedroom 2 bath home with large backyard. In the back of the property features a 1 bedroom fully equipped guest house with a gate from the backyard for easy access.
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
"Room is very dated straight out of the 70’s. Bathroom has been updated. No ice service within a close distance from room. Breakfast was good in the main building. Tv kept losing signal many times. Am not sure how old the facility is but it needs a refresh. All in all it served my purpose. Had a roll in handicap shower. Shower curtain too far off floor lets water escape out of the shower area into the rest of bathroom which makes tile floor very slippery refrigerator worked well and so did the microwave ignore this review I rated the wrong property"
Dale 1-night trip
Posted 2 hours 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 $161 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?

'RIVER HAVEN' is a serene riverside cabin on the Rogue River: This Trail vacation home rental 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 the selection of games in this rental home to help you unwind. Another good choice for your trip to Trail is "Home on The Rogue" - Gateway to Crater Lake!.

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?

Lost Creek Park and Rogue River are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Spirit of the Rogue Nature Center. Rogue River-Siskiyou National Forest and Umpqua National Forest 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.