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Trail Holiday Rentals

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Holiday Rentals in Trail

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

Trail
9.2 out of 10, Wonderful, (14)
"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.
The price is NZ$343
includes taxes & fees
17 Nov - 18 Nov
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!

Union Creek Resort

3.0 star property
Prospect
8.0 out of 10, Very good, (910)
"Beautiful location near Crater Lake. Lots of short scenic hikes nearby. "
United States
karen
Union Creek Resort

On-site Winery & Tasting Room: Oregon Bungalow!

3.0 star property
Central Point
8.4 out of 10, Very good, (5)
"Was A nice oasis deer came and visited me in the morning, and the view was outstanding!"
United States
Samona
The price is NZ$376
includes taxes & fees
17 Nov - 18 Nov
On-site Winery & Tasting Room: Oregon Bungalow!

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

Central Point
9.8 out of 10, Exceptional, (100)
"I travel to Central Point regularly, and this was my second stay at this lovely gem. I'll be back again. Clean, bright, and comfortable. "
United States
Mike W.
The price is NZ$311
includes taxes & fees
17 Nov - 18 Nov
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

Private Queen Room w/ Bathroom

White City
10.0 out of 10, Exceptional, (8)
"Cozy room w/ bathroom is downstairs w/in the house which appeared to be brand new. Location easy to find. We stayed one night."
United States
Alice T.
The price is NZ$196
includes taxes & fees
17 Nov - 18 Nov
Private Queen Room w/ Bathroom

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

Gold Hill
9.8 out of 10, Exceptional, (41)
"Adorable rustic cabin! Feels like you’re in the middle of nowhere but it’s still close to everything. Super quiet, cozy and peaceful. We loved sitting under the stars at night listening to the nightly sounds. "
United States
Angela F.
The price is NZ$290
includes taxes & fees
17 Nov - 18 Nov
Serene Historic Cabin, Nine Acre Estate, Just Off I-5

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

Gold Hill
9.4 out of 10, Exceptional, (16)
"Peaceful location on the river."
United States
John H.
The price is NZ$392
includes taxes & fees
19 Nov - 20 Nov
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

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, (22)
"We enjoyed our stay very much my husband was very happy we got to barbecue and celebrate a day late for Father's day but it was worth the wait we enjoyed the hot tub The view the whole visit was great thank you so much"
United States
Mike B.
The price is NZ$374
includes taxes & fees
19 Nov - 20 Nov
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 2BR Cottage • Near Freeway-Cul-de-sac

Medford
9.4 out of 10, Exceptional, (14)
"The home was very welcoming and had all the amenities we needed."
United States
Tiffany G.
The price is NZ$330
includes taxes & fees
17 Nov - 18 Nov
Charming 2BR Cottage • Near Freeway-Cul-de-sac

Blissful Solitude Cottage

Douglas County
10.0 out of 10, Exceptional, (3)
"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
The price is NZ$312
includes taxes & fees
17 Nov - 18 Nov
Blissful Solitude Cottage

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.

Gold Hill
9.2 out of 10, Wonderful, (7)
"Was a wonderful get away the main reason for this stay was a rafting trip with Arrowhead White water rafting adventures! I strongly suggest looking into them if you are plating a little staycation the room was everything i was fingers crossed for on this vaction no complaints"
United States
Zachery D.
The price is NZ$270
includes taxes & fees
17 Nov - 18 Nov
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.

Little Wolf Tiny Home cozy, pet friendly, secluded

Central Point
10.0 out of 10, Exceptional, (3)
"Very peaceful and quiet."
United States
Liz N.
Little Wolf Tiny Home cozy, pet friendly, secluded

HOT TUB! Firepit - Bright Open-Near Airport & Freeway

Medford
9.8 out of 10, Exceptional, (8)
"Went and visited my family and my hometown had a great stay great location and will be staying again"
United States
Sheryl S.
The price is NZ$470
includes taxes & fees
18 Nov - 19 Nov
HOT TUB! Firepit - Bright Open-Near Airport & Freeway

King Bed Guest Studio w/covered parking, private patio, Kitchenette,

Medford
9.8 out of 10, Exceptional, (12)
"Great location and quiet neighborhood."
United States
Franke B.
King Bed Guest Studio w/covered parking, private patio, Kitchenette,

Comfy Cozy Casa

Medford
10.0 out of 10, Exceptional, (55)
"Great place to stay "
United States
Artem V.
The price is NZ$515
includes taxes & fees
17 Nov - 18 Nov
Comfy Cozy Casa

Enjoy the tranquility of a scenic riverside neighborhood in Gold Hill. This area is peaceful, offers beautiful views, and is a convenient stopover location.

Gold Hill
9.0 out of 10, Wonderful, (2)
"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.
The price is NZ$252
includes taxes & fees
17 Nov - 18 Nov
Enjoy the tranquility of a scenic riverside neighborhood in Gold Hill. This area is peaceful, offers beautiful views, and is a convenient stopover location.

A beautiful Skyfall Landing

Eagle Point
10.0 out of 10, Exceptional, (9)
"Amazing place - hosts were the best. Definitely will be going back "
United States
nathan l.
The price is NZ$558
includes taxes & fees
17 Nov - 18 Nov
A beautiful Skyfall Landing

Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️

Azalea
9.6 out of 10, Exceptional, (19)
"This is a great cozy private cabin with great scenery that made for a nice comfy weekend. "
United States
Lanny S.
The price is NZ$428
includes taxes & fees
17 Nov - 18 Nov
Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️

Restful River Retreat

Gold Hill
9.0 out of 10, Wonderful, (28)
"It was extremely clean and felt like being at home. Layout of house was very well thought out and felt very open. Beds were comfy! Our son loved the loft bed and our daughter was very happy on the spacious pull out couch futon. The sitting area looking over the river was a nice touch. Communication with Wendi was very precise and check in and out was very smooth. We will book again the next time we are able to pass through the area."
United States
Brian P.
The price is NZ$409
includes taxes & fees
23 Nov - 24 Nov
Restful River Retreat

Large kitchen! Quiet Cul-de-sac!

Medford
9.4 out of 10, Exceptional, (35)
"We had an easy check in, the house rules were simple & it had a full sized washer plus dryer."
United States
Janet K.
The price is NZ$460
includes taxes & fees
20 Nov - 21 Nov
Large kitchen! Quiet Cul-de-sac!
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

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, 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 NZ$196 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?

"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.

How many holiday rentals are there in Trail?

Expedia has 7 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.