Trail Holiday Rentals, Oregon: Private House Rentals

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

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

Go beyond your typical stay in Trail

Pool

Hot tub

Waterpark

Pet friendly

Condo

Apartment

Family friendly

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Trail hotels

A room with a large glass door leading to a patio with a view of a lake and a building with red roofs.

A reception area with a stone wall, wooden reception desk, potted plants, and a ceiling fan.

A pathway beside a body of water, lined with trees and a building.

A spacious living room with a stone wall, a large chandelier, and a view through a window.

1. Edgewater Inn Shady Cove

Shady Cove

Kristin

฿3,482

฿3,743 total

includes taxes & fees

1 Nov - 2 Nov

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

A cozy wooden cabin interior with a kitchen area, dining table, and a small seating area.

A wooden cabin-style room with a bed, a desk, and a chair.

A rustic interior with a stone fireplace, wooden walls, a television, and a sign indicating a smoking area.

2. Riverfront Lodging

Shady Cove

Walter

฿2,695

฿2,897 total

includes taxes & fees

1 Nov - 2 Nov

A river surrounded by dense trees and a grassy area with a clear view of the river.

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

A kitchen with a granite countertop, a table lamp, a potted plant, and a closed door with a 'CLOSED' sign.

A motel with a signboard, a fenced parking area, and a building with a porch.

3. Maple Leaf Motel

Shady Cove

฿3,599

฿3,870 total

includes taxes & fees

2 Nov - 3 Nov

A modern hotel lobby with multiple seating areas, including round tables and chairs, and a bar area with stools.

A modern hotel with a two-story structure, a covered entrance, and a parking lot.

A hotel room with two beds, a large window with sheer curtains, a mirror, and a view of another room.

A bar area with wooden slats, a flat-screen TV, and stools.

4. Springhill Suites By Marriott Medford Airport

Medford

Rijab

฿3,975

฿4,471 total

includes taxes & fees

29 Oct - 30 Oct

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

A modern living room with a stone fireplace, blue walls, and patterned furniture.

A hotel room with a large mirror, a sink, a bed, a desk, and a chair.

A kitchen counter with a stone backsplash, coffee makers, and various kitchen items.

5. Best Western Crater Lake Highway White City/Medford

White City

Dan

฿2,974

฿3,018 total

includes taxes & fees

8 Nov - 9 Nov

A modern bathroom with a bathtub, shower, and vanity.

A lobby with seating, a reception desk, and a flat-screen TV.

A hotel lobby with seating areas, a television, and a bowl of fruit on a table.

A hotel lobby with blue lockers, green seating, a flat-screen TV, and a coffee station.

6. Holiday Inn Express & Suites Medford-Central Point

Central Point

Jeanette

฿3,061

฿3,444 total

includes taxes & fees

8 Nov - 9 Nov

A Courtyard hotel with a covered entrance, a van, and a parking lot.

An outdoor patio area with tables and chairs, a pergola with lights, and a view of the cityscape in the background.

A modern hotel lobby with a reception desk, a seating area, and a large screen displaying information.

A modern living room with a sectional sofa, a coffee table, and a fireplace.

7. Courtyard by Marriott Medford Airport

Medford

฿3,689

฿4,174 total

includes taxes & fees

31 Oct - 1 Nov

A large, multi-story house with a prominent stone facade, a wooden deck, and a well-maintained lawn.

A patio area with outdoor seating and umbrellas, surrounded by a stone wall and various plants.

A bar area with wooden cabinets, a bar counter, and multiple stools.

A restaurant with multiple tables and chairs, large windows offering outdoor views, and a chandelier.

8. Resort at Eagle Point

Eagle Point

฿4,919

฿5,238 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with two beds, a desk with a flat-screen TV, a lamp, and a window with curtains.

An indoor swimming pool with clear blue water, large windows, and a view of greenery outside.

A billiards room with green-striped wallpaper, a framed black-and-white photo, and a large beer advertisement.

A compact kitchenette with a microwave, a small refrigerator, and a flat-screen TV mounted on the wall.

9. Red Lion Hotel Rogue Regency Medford Airport

Medford

Patrick

฿3,117

฿3,675 total

includes taxes & fees

10 Oct - 11 Oct

A hotel room with a bed, a nightstand, a lamp, a picture on the wall, and a window with blinds.

A multi-story hotel with a blue and beige exterior, a sign indicating it's a Best Western property, and a parking lot with handicapped parking spaces.

A compact room with a desk, chair, television, and a framed picture on the wall.

A bathroom with a large mirror, a sink, a towel rack, and a toilet paper holder.

10. Executive Residency by Best Western Medford

Medford

TRACY

฿2,831

฿3,185 total

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with a breakfast bar, a large window, and a poster advertising La Quinta.

A hotel room with a large bed, bedside lamps, a TV, and a desk with a phone.

A hotel room with a sofa, a desk, a chair, a lamp, a television, and a dresser.

A vending machine stocked with beverages and snacks, including Coca-Cola, Pepsi, and Gatorade.

11. Spark by Hilton Central Point Medford

Central Point

Misty

฿2,869

฿3,227 total

includes taxes & fees

22 Oct - 23 Oct

A modern hotel room with a dining table, a sofa, a TV, a desk, and a kitchen area with a refrigerator and dishwasher.

A living room with a sofa, a remote control on a coffee table, a framed picture on the wall, and a kitchen area in the background.

A compact kitchen with a refrigerator, microwave, and dishwasher, a small dining table with chairs, and a large mirror on the wall.

12. Candlewood Suites Medford by IHG

Medford

Barbara

฿3,129

฿3,520 total

includes taxes & fees

30 Oct - 31 Oct

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

A hotel lobby with two blue armchairs, a fireplace, a flat-screen TV, and a bar area with bottles.

A hotel room with a flat-screen TV, a coffee maker, a refrigerator, a table with two chairs, a lamp, and a framed picture on the wall.

A Comfort Inn hotel with an indoor pool, a parking lot, and a flagpole.

13. Comfort Inn Medford North

Medford

stuart

฿2,335

฿2,674 total

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with a yellow spiral slide, clear blue water, and a tiled floor.

A lobby with a red sofa, patterned armchairs, a small table, and a reception desk.

A two-story building with a covered entrance, stone pillars, and a landscaped front yard.

A hotel room with a sofa, a single bed, a double bed, a small table, a microwave, and a coffee maker.

14. Super 8 by Wyndham Central Pt Medford

Central Point

Teressa

฿2,240

฿2,520 total

includes taxes & fees

9 Nov - 10 Nov

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

A staircase with wooden steps and handrails, surrounded by walls covered with vintage newspaper clippings.

A wooden-paneled room with a sectional sofa, a dining table, and a ceiling fan.

A wooden cabin room with a bed, a desk, a chair, a small TV, and a window with blinds.

15. Union Creek Resort

Prospect

Kameron

฿2,826

฿2,903 total

includes taxes & fees

26 Oct - 27 Oct

A hotel room with a bed, a desk, a chair, a TV, and a bathroom visible through an open door.

A reception area with a digital screen displaying weather information, a clock, and a sign promoting travel savings.

A hotel reception area with a counter, a television displaying a news channel, a clock, and a sign indicating the room number.

A motel with a 'Welcome' sign, a fire lane sign, and a 'No Parking' sign.

16. Motel 6 Medford, OR - North

Medford

Cristian

฿1,480

฿1,665 total

includes taxes & fees

25 Oct - 26 Oct

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

A covered patio with outdoor furniture, a grill, and a patterned rug.

17. Starwood Sanctuary

Medford

Erin

฿5,420

฿10,602 total

includes taxes & fees

18 Oct - 19 Oct

View all properties

Hotels recommended for families in Trail

Riverfront Lodging

Shady Cove

฿2,695

฿2,897 total

includes taxes & fees

1 Nov - 2 Nov

Edgewater Inn Shady Cove

Shady Cove

฿3,482

฿3,743 total

includes taxes & fees

1 Nov - 2 Nov

Maple Leaf Motel

Shady Cove

฿3,599

฿3,870 total

includes taxes & fees

2 Nov - 3 Nov

Resort at Eagle Point

Eagle Point

฿4,919

฿5,238 total

includes taxes & fees

18 Oct - 19 Oct

Best Western Crater Lake Highway White City/Medford

White City

฿2,974

฿3,018 total

includes taxes & fees

8 Nov - 9 Nov

Courtyard by Marriott Medford Airport

Medford

฿3,689

฿4,174 total

includes taxes & fees

31 Oct - 1 Nov

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

Stay near popular Trail attractions

Lost Creek Park

9.2/10 (5 reviews)

Explore the great outdoors at Lost Creek Park, a lovely green space in Trail. Wander the riverfront in this quaint area.

See properties

Cole M. Rivers Hatchery

10.0/10 (1 review)

Explore the great outdoors at Cole M. Rivers Hatchery, a lovely green space in Trail. Wander the riverfront in this quaint area.

See properties

Spirit of the Rogue Nature Center

10.0/10 (2 reviews)

Enjoy an outing to Spirit of the Rogue Nature Center during your stay in Trail. Wander the riverfront in this relaxing area.

See properties

Willy Rock

Commune with nature and explore the great outdoors at Willy Rock during your travels in Trail. Stroll along the riverfront or discover the area's volcano viewpoints.

See properties

Learn more about Trail

Love rivers and volcanoes? Get away to Trail!

See all hotels in Trail

A forested trail with dense ferns and tall trees.

Top Trail Hotel Reviews

Union Creek Resort

10/10 Excellent

"This is a rustic property. It was clean and well maintained. It was like stepping back in the past with no cell service or TV. There was limited WiFi. It was nice unplugging for a few days."

Courtyard by Marriott Medford Airport

8/10 Good

"Stayed one short night waiting for a flight the next morning. Very close to the airport. More than adequate for me"

Comfort Inn Medford North

8/10 Good

"We actually stayed going to and coming from Portland, so two nights. The first night our room was on the bottom floor, facing the front of the property. Room size was very nice, but we could easily hear traffic on the busy thoroughfare out front, and our room had a door for connecting to the next room (and the guests in the next room were quite loud at night, need better insulation.) For the return trip we requested a room facing the back of the property, and that was much quieter. The breakfast selections were very good, a reason we selected the property. There is also an indoor pool and jacuzzi. The staff were pleasant."