Shop travel

Where to?

Dates

Travellers

Room 1

Adults

ChildrenAges 0 to 17

Need to book 9 or more rooms?

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Trail holiday homes

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.

A bedroom with a bed, a desk with a computer, a ceiling fan, a painting, and a view of a dock.

A spacious living area with a dining table, sofa, and kitchen in the background.

A modern living room with a sofa, a fireplace, and a kitchen area with stools.

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

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

Shady Cove

9.8 out of 10, Exceptional, (18 reviews)

9.8/10

Exceptional

(18 reviews)

"Comfortable beds, nice layout!"

katie w.

The price is €272

€272

includes taxes & fees

13 Oct - 14 Oct

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

A swimming pool with two people floating on inner tubes.

A living room with a sectional sofa, a red ottoman, and a ceiling fan.

A building with a covered porch, stone steps, and a garden with rocks and plants.

A gazebo with string lights, a stone wall, and a metal fence.

2. Skyfall Landing

Skyfall Landing

Eagle Point

10.0 out of 10, Exceptional, (14 reviews)

10/10

Exceptional

(14 reviews)

"We like it because it was nice and quite staying out of the city it was great "

Jose P.

The price is €312

€312

includes taxes & fees

30 Sept - 1 Oct

Skyfall Landing

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

A spacious living room with a dining area, a ceiling fan, and a view to the outside.

A single-story house with a garage, a front yard with a lawn and shrubs, and a wooden fence.

A patio area with a wooden table and two chairs, a wall-mounted decorative basket, and a small potted plant.

3. 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, (25 reviews)

10/10

Exceptional

(25 reviews)

"The home was a wonderful stay for us!"

Charles S.

The price is €427

€427

includes taxes & fees

30 Sept - 1 Oct

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

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

A living room with a brown leather sofa, a beige armchair, a fireplace, a TV on a wooden stand, and a window with blinds.

A bedroom with a view of a river and trees, a bed with white and green pillows, and a wooden headboard.

A modern living room with a leather sofa, a dining area with a table and chairs, a kitchen with wooden cabinets, and a TV displaying 'NETFLIX'.

4. Creekside Retreat House in Eagle Point

Creekside Retreat House in Eagle Point

Eagle Point

9.6 out of 10, Exceptional, (5 reviews)

9.6/10

Exceptional

(5 reviews)

"I love the cleanliness of this place."

Diem

The price is €246

€246

includes taxes & fees

30 Sept - 1 Oct

Creekside Retreat House in Eagle Point

A river surrounded by lush greenery and trees.

A room with a large window, a desk with a potted plant, and a chair.

A covered porch with a table and chairs, a hose reel, and a potted plant.

A bedroom with a bunk bed, a desk with a chair, a chandelier, and a window with a view of greenery.

5. Restful River Retreat

Restful River Retreat

Gold Hill

9.4 out of 10, Exceptional, (43 reviews)

9.4/10

Exceptional

(43 reviews)

"Great host, beautiful location. "

Amy G.

The price is €206

€206

includes taxes & fees

30 Sept - 1 Oct

Restful River Retreat

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

A bedroom with a bed, a ceiling fan, a chair, a TV, and a bathroom visible through an open door.

A kitchen with white cabinets, a granite countertop, a double sink, and a window with a view.

A modern kitchen with white cabinets, a dining table with chairs, and a chandelier.

6. Starwood Sanctuary

Starwood Sanctuary

3.0 star property

Medford

9.4 out of 10, Exceptional, (3 reviews)

9.4/10

Exceptional

(3 reviews)

"I was able to have early check in. The private bathroom off the main room was tiny. Coffee and cocoa were nice. The beds were comfy but the accent lights didn’t work and the shampoo dispenser was broken. Price and location were nice.. may book again.. spider webs outside 🤔😊"

Erin

The price is €256

€256

includes taxes & fees

29 Sept - 30 Sept

Starwood Sanctuary

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

A kitchen with a dining area, a large clock, and a sign reading "FARMHOUSE".

A spacious living room with a dining table, two sofas, and large windows offering a view of the outdoors.

A modern kitchen with a dining area, a large window with a view, and a reclining sofa.

7. 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.

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

9.6 out of 10, Exceptional, (5 reviews)

9.6/10

Exceptional

(5 reviews)

"Loved the home! Amazing views, so relaxing with all the accommodations! This will be my go to place when I am in town."

liz

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

A modern kitchen with a central island, dark wooden beams, and a green wall with a deer head decoration.

A seating area with chairs and a table, surrounded by trees and a body of water.

A modern house entrance with a wooden door, a window with curtains, a mailbox, and a doormat.

8. Crater Lake Themed Retreat in Eagle Point

Crater Lake Themed Retreat in Eagle Point

Eagle Point

10.0 out of 10, Exceptional, (6 reviews)

10/10

Exceptional

(6 reviews)

"What a beautiful place. Had a great time staying here"

Hengda

The price is €214

€214

includes taxes & fees

30 Sept - 1 Oct

Crater Lake Themed Retreat in Eagle Point

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

A house surrounded by a lush green field with a horse grazing.

A spacious foyer with a wooden staircase, a chandelier, and a door leading to another room.

A covered porch with a white railing, a stone wall, and a view of a grassy yard.

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

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

Prospect

10.0 out of 10, Exceptional, (241 reviews)

10/10

Exceptional

(241 reviews)

"Had a wonderful time. Went by way too fast. Definitely will be going back will a longer stay! Thank you again for having us."

Corey T.

The price is €367

€367

includes taxes & fees

27 Sept - 28 Sept

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

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

A modern kitchen with a central island, stainless steel appliances, and a dining area with a round table and chairs.

A living room with a TV, a coffee table, a sofa, and a ceiling fan.

A living room with a brown leather sofa, a coffee table, and a painting of a cityscape.

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

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

Medford

9.2 out of 10, Wonderful, (15 reviews)

9.2/10

Wonderful

(15 reviews)

"This little house is prefect for a homey, comfort place. The location is great. We will definitely be back"

EmilieC

The price is €191

€191

includes taxes & fees

27 Sept - 28 Sept

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

A kitchen with wooden cabinets, a stainless steel refrigerator, and a gas stove.

A wooden cabin kitchen with a large window, a sink, and various kitchen utensils.

A cozy wooden cabin interior with a sofa, two chairs, a small table, and a window with a view of trees.

11. Blissful Solitude Cottage

Blissful Solitude Cottage

Douglas County

10.0 out of 10, Exceptional, (8 reviews)

10/10

Exceptional

(8 reviews)

"Clean, beautiful property "

Loyd H.

Blissful Solitude Cottage

A red deck with two Adirondack chairs and a stone fire pit in a forest setting.

A cozy room with a blue armchair, a small table with a lamp, a potted plant, and a red door.

A cozy living room with a TV, a sofa, a coffee table, and a bookshelf.

12. Orchard House, Orchard House Retreat

Orchard House, Orchard House Retreat

Douglas County

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"Great little well needed romantic getaway!"

Shawn M.

The price is €210

€210

includes taxes & fees

26 Oct - 27 Oct

Orchard House, Orchard House Retreat

A covered outdoor seating area with wooden tables and chairs, a barbecue grill, and a building in the background.

A rectangular swimming pool with clear blue water, surrounded by a wooden fence. There are two red umbrellas providing shade, and several lounge chairs are placed around the pool.

A sign indicating reserved parking for state disabled parking with a permit required.

13. 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, (4 reviews)

10/10

Exceptional

(4 reviews)

"Great vrbo for the price and for a cozy, laid back stay."

Heather W.

The price is €501

€501

includes taxes & fees

3 Oct - 4 Oct

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

A hotel room with a bed, a bedside table, a lamp, and a curtain.

A cozy living room with a plush armchair, a wooden bookshelf filled with books and decorative items, and a small table with a vase.

A cozy living room with a sofa, armchairs, a wooden coffee table, and a bookshelf.

A living room with a fireplace, wooden flooring, a checkered rug, a bookshelf, and a chair.

14. Whether you're here to explore the Rogue River, Crater Lake, or the Britt Festival, this location is the perfect home base for your Southern Oregon experience!

Whether you're here to explore the Rogue River, Crater Lake, or the Britt Festival, this location is the perfect home base for your Southern Oregon experience!

Central Point

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

The price is €257

€257

includes taxes & fees

27 Sept - 28 Sept

Whether you're here to explore the Rogue River, Crater Lake, or the Britt Festival, this location is the perfect home base for your Southern Oregon experience!

A living room with a wooden dining table, a sofa, and a TV mounted on the wall.

A single-story house with a garage, a front porch with a bench, and a small garden area.

A covered patio area with string lights, a table with chairs, and a view of the backyard.

A bedroom with a bed, a chair, a window with curtains, and a view of a house outside.

15. Comfy Cozy Casa

Comfy Cozy Casa

Medford

9.8 out of 10, Exceptional, (78 reviews)

9.8/10

Exceptional

(78 reviews)

"This is a great place to stay!! We will stay here then next time we are in Medford visiting family. The house was so clean. The amenities were great too! Real comfortable and welcoming place to stay! I highly recommend."

David S.

The price is €266

€266

includes taxes & fees

27 Sept - 28 Sept

Comfy Cozy Casa

A modern living room with a sofa, a coffee table, a TV, and a bed with a blanket.

A bedroom with a bed, a sofa, a coffee table, and a nightstand.

A modern living room with a sofa, armchair, and coffee table, a painting on the wall, and a large window with curtains.

A modern kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a large window.

16. Family & Dog Friendly-LG Kitchen-Gazebo &Fire Pit-

Family & Dog Friendly-LG Kitchen-Gazebo &Fire Pit-

Medford

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Beds were super comfortable and house was perfect! "

Jessica S.

The price is €313

€313

includes taxes & fees

30 Sept - 1 Oct

Family & Dog Friendly-LG Kitchen-Gazebo &Fire Pit-

A modern living room with a grey wall, a wooden TV stand, a sofa, a coffee table with a plant, and a decorative lamp.

A modern kitchen with a dining area, a TV, and a large window.

A kitchen with white cabinets, a granite countertop, a double sink, and a window.

An outdoor patio with a grill, seating area, and a patterned rug.

17. Quiet 3BR Home w/ Fenced Yard Near Airport

Quiet 3BR Home w/ Fenced Yard Near Airport

Medford

8.6 out of 10, Excellent, (4 reviews)

8.6/10

Excellent

(4 reviews)

"Easy check in.. would reccommend more lighting outside for safety and ability to see the front entrance. "

Jinger S.

The price is €332

€332

includes taxes & fees

30 Sept - 1 Oct

Quiet 3BR Home w/ Fenced Yard Near Airport

A hot tub under a wooden pergola with a view of trees and hills.

A living room with a sofa, coffee table, TV, and a small side table with a globe and books.

A modern kitchen with dark blue cabinets, a wooden dining table, bar stools, and a ceiling fan.

A neatly arranged bedroom with a bed, bedside tables, a lamp, and a window with blinds.

18. Charming 2-bedroom riverfront cottage! Enjoy a wood stove, W/D, and private hot tub overlooking the Rogue River. Perfect Gold Hill getaway for couples or a small family retreat.

Charming 2-bedroom riverfront cottage! Enjoy a wood stove, W/D, and private hot tub overlooking the Rogue River. Perfect Gold Hill getaway for couples or a small family retreat.

Gold Hill

9.4 out of 10, Exceptional, (8 reviews)

9.4/10

Exceptional

(8 reviews)

"Great place to stay! The back deck overlooking the river was great for morning coffee and evening chats and the jacuzzi was a wonderdul treat :)"

Lauren

The price is €248

€248

includes taxes & fees

30 Sept - 1 Oct

Charming 2-bedroom riverfront cottage! Enjoy a wood stove, W/D, and private hot tub overlooking the Rogue River. Perfect Gold Hill getaway for couples or a small family retreat.

A patio area with a blue sofa set, a small table with a vase of flowers, and a striped rug.

A kitchen with wooden cabinets, a dining table with chairs, and a window with blinds.

A living room with a sofa, armchairs, a coffee table, and a TV.

A modern living room with a white sofa, a dark wooden console table, and a wall-mounted clock.

19. Beautiful & Comfortable Home in Central Point

Beautiful & Comfortable Home in Central Point

Central Point

9.6 out of 10, Exceptional, (4 reviews)

9.6/10

Exceptional

(4 reviews)

"The house was lovely and the host was quick to communicate."

Vince K.

The price is €317

€317

includes taxes & fees

27 Sept - 28 Sept

Beautiful & Comfortable Home in Central Point

A kitchen with wooden cabinets, a white microwave, a stove, and a sink.

A residential house with a garage, a large tree, and a well-maintained lawn with rocks and mulch.

A backyard with a wooden fence, a tree, and four blue Adirondack chairs arranged around a small fire pit.

A small, compact room with a single bed, a window with curtains, and a built-in shelf unit.

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

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

Medford

9.8 out of 10, Exceptional, (9 reviews)

9.8/10

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!"

Marissa M.

The price is €279

€279

includes taxes & fees

30 Sept - 1 Oct

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.

View all properties

Find holiday rentals that suit your style

Apartments

search for apartments

Private holiday homes

search for private holiday homes

Cabins

search for cabins

Cottages

search for cottages

Condos

search for condos

Save an average of 15% on thousands of hotels when you're signed in

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Trail holiday homes

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

2. Skyfall Landing

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

4. Creekside Retreat House in Eagle Point

5. Restful River Retreat

6. Starwood Sanctuary

7. 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.

8. Crater Lake Themed Retreat in Eagle Point

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

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

11. Blissful Solitude Cottage

12. Orchard House, Orchard House Retreat

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

14. Whether you're here to explore the Rogue River, Crater Lake, or the Britt Festival, this location is the perfect home base for your Southern Oregon experience!

15. Comfy Cozy Casa

16. Family & Dog Friendly-LG Kitchen-Gazebo &Fire Pit-

17. Quiet 3BR Home w/ Fenced Yard Near Airport

18. Charming 2-bedroom riverfront cottage! Enjoy a wood stove, W/D, and private hot tub overlooking the Rogue River. Perfect Gold Hill getaway for couples or a small family retreat.

19. Beautiful & Comfortable Home in Central Point

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

Find holiday rentals that suit your style

Top Trail Hotel Reviews

Find out more about Trail

Explore a world of travel with Expedia