Holiday Rentals Trail from £63: Find Short-Term Rentals & Holiday Accommodations

Q: 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. Make the most of games in this rental home to help you unwind.

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Our top choices for Trail holiday rentals

A wooden table with two chairs, each with a floral cushion, positioned by a window overlooking a forested area.

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

Trail

Cassandra R.

includes taxes & fees

17 Nov - 18 Nov

A patio with a glass table and chairs, overlooking a grassy area with trees and a body of water.

2. Private Rogue River Cabin For Two/Gateway to Crater Lake

Trail

Wendy G.

includes taxes & fees

12 Nov - 13 Nov

A swimming pool with a clear view of a forested hillside in the background.

3. River Retreat with Pool, Pond, and Trails/Gateway to Crater Lake

Trail

Kerrie P.

includes taxes & fees

12 Nov - 13 Nov

A view through a window with a stone-paved area and a grassy lawn leading to a wooded area with trees and a body of water.

4. Riverside 2 Bedroom Cabin on Rogue River/Gateway to Crater Lake

Trail

includes taxes & fees

12 Nov - 13 Nov

A covered outdoor seating area with a dark-colored sofa and a glass-top coffee table, surrounded by a wooden deck and a grassy lawn.

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

Shady Cove

Troy P.

includes taxes & fees

7 Dec - 8 Dec

A swimming pool with two people floating on inner tubes.

6. Skyfall Landing

Eagle Point

sarah k.

includes taxes & fees

13 Nov - 14 Nov

A campfire, wooden chairs, and a bench in a forested area with a view of a bridge.

7. Union Creek Resort

Prospect

Brett

includes taxes & fees

12 Dec - 13 Dec

A modern living room with a sofa, a television, a fireplace, and a decorative wall.

8. Crater Lake Themed Retreat in Eagle Point

Eagle Point

Hengda

includes taxes & fees

14 Nov - 15 Nov

A modern kitchen with a large island, stainless steel appliances, and wooden cabinets.

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

Eagle Point

Jeffrey Moyse

includes taxes & fees

30 Nov - 1 Dec

An outdoor seating area with a fire pit, two Adirondack chairs, and a view of a lake surrounded by trees.

10. Creekside Retreat House - Christmas Decoration

Eagle Point

jeffery c.

includes taxes & fees

20 Nov - 21 Nov

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

Central Point

Kelly B.

includes taxes & fees

16 Nov - 17 Nov

A white house with a porch, two Adirondack chairs, a tree with hanging flowers, and a birdhouse.

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

Gold Hill

Garry A.

includes taxes & fees

12 Nov - 13 Nov

A covered porch with wooden railings, wicker furniture, and a white door.

13. Escape to Alta Vista Retreat, a peaceful mountain getaway offering stunning views and a relaxing hot tub. Enjoy a private, comfortable stay surrounded by nature, with plenty of space to unwind and reconnect.

Eagle Point

liz

includes taxes & fees

16 Nov - 17 Nov

A modern living room with a grey sofa, wooden flooring, a flat-screen TV, a desk with a chair, and a patterned rug.

14. Starwood Sanctuary

Medford

Erin

includes taxes & fees

7 Dec - 8 Dec

A cozy living room with a stone fireplace, a leather sofa, and a view of the outdoors through large windows.

15. Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails

Prospect

Anonymous traveller

includes taxes & fees

15 Nov - 16 Nov

A living room with a sofa, a coffee table with a book, a TV, and a dining area with a table and chairs.

16. 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

Nick D.

includes taxes & fees

16 Nov - 17 Nov

A river surrounded by lush greenery and trees.

17. Restful River Retreat

Gold Hill

Amy G.

includes taxes & fees

7 Dec - 8 Dec

A bedroom with a large bed, a green armchair, a bedside table with a lamp, and a wall-mounted tapestry.

18. 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

Mark B.

includes taxes & fees

7 Dec - 8 Dec

A modern kitchen with wooden cabinets, stainless steel appliances, granite countertops, and a wood floor.

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

Medford

EmilieC

includes taxes & fees

17 Nov - 18 Nov

A modern kitchen with white cabinets, a central island, and bar stools.

20. Comfy Cozy Casa

Medford

DANA W.

includes taxes & fees

16 Nov - 17 Nov

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Find holiday rentals that suit your style

Top Trail Hotel Reviews

A hotel room with two beds, a nightstand, wall-mounted lamps, and framed artwork.

Maple Leaf Motel

Shady Cove

10/10 Excellent

Suzanne

A wooden deck with outdoor seating overlooking a river, surrounded by trees and a natural landscape.

Riverfront Lodging

Shady Cove

10/10 Excellent

NOREEN

A modern two-story house with a wooden exterior and stone accents, surrounded by landscaped gardens with various plants and a flagpole.

Resort at Eagle Point

Eagle Point

10/10 Excellent

Arrived very late due to heavy traffic. Were met by the owner of the hotel who had let his employees go home as usual after their normal full shift. He checked us in and showed us every courtesy. This is way beyond anything we have ever experienced anywhere. Chalets very beyond beautiful and very very comfortable. Breakfast was also good and service was prompt and friendly. We will try very hard to stay here again soon. We have told all our Oregon and other friends of our wonderful stay.

WILLIAM

A spacious lobby with a reception desk, seating area, and a large window.

Best Western Crater Lake Highway White City/Medford

White City

10/10 Excellent

Susan

Union Creek Resort

Prospect

10/10 Excellent

We loved this place. It's a fantastic location close to Crater Lake. Although our cabin was close to the road it wasn't too noisy and the facilities inside surprised us. The bathroom was fine with a decent shower and the room facilities quite adequate. We stayed in cabin 9 which had 2 beds - a small double and a single, fridge and microwave and air conditioning, which was very welcome, if a little noisy. The outside seating area was lovely and the ice cream shop across the road not to be missed!...

Paul

A hotel room with a sofa, a small table, a bed with a red blanket, a mirror, and three framed pictures on the wall.

Comfort Inn Medford North

Medford

10/10 Excellent

Susan

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, 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 £63 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. Make the most of games in this rental home to help you unwind.

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.

Search Holiday Rentals in Trail

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Trail holiday rentals

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

2. Private Rogue River Cabin For Two/Gateway to Crater Lake

3. River Retreat with Pool, Pond, and Trails/Gateway to Crater Lake

4. Riverside 2 Bedroom Cabin on Rogue River/Gateway to Crater Lake

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

6. Skyfall Landing

7. Union Creek Resort

8. Crater Lake Themed Retreat in Eagle Point

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

10. Creekside Retreat House - Christmas Decoration

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

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

13. Escape to Alta Vista Retreat, a peaceful mountain getaway offering stunning views and a relaxing hot tub. Enjoy a private, comfortable stay surrounded by nature, with plenty of space to unwind and reconnect.

14. Starwood Sanctuary

15. Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails

16. 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.

17. Restful River Retreat

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

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

20. Comfy Cozy Casa

Find holiday rentals that suit your style

Top Trail Hotel Reviews

Maple Leaf Motel

10/10 Excellent

Find out more about Trail

Trail holiday rentals: An excellent choice for every season

How to find incredible deals on Trail rentals

Frequently Asked Questions

Can I find a holiday rental in Trail?

What are some of the best holiday rentals that Trail has to offer?

How many holiday rentals are there in Trail?

What can I see and do in Trail?

What are holiday rentals like in Trail?