Winchester Holiday Rentals, Oregon: Private House Rentals

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Our top choices for Winchester hotels

A stone fireplace with a flat-screen TV above it, a wooden bench, and a cushioned seating area.

An outdoor patio with stone walls, a dining area with tables and chairs, and a sofa with striped cushions.

An indoor swimming pool with a clear view of the outside, a no diving sign, and a lifeguard duty warning sign.

A Hampton Inn & Suites with a 'WELCOME' sign, stone facade, and a covered entrance.

1. Hampton Inn & Suites Roseburg

Roseburg

Dawn

Rp2.814.618

Rp3.082.007 total

includes taxes & fees

1 Nov - 2 Nov

A patio with wicker furniture, a pond, and autumn foliage.

A hotel with a large building, a grassy area, and a river with trees and hills in the background.

A stone wall with a fireplace and a wooden table with a bowl of decorative items.

2. The Lodge at Roseburg

Roseburg

James

Rp2.400.256

Rp2.628.281 total

includes taxes & fees

16 Oct - 17 Oct

A hotel lobby with a reception desk, seating area, and a dining section.

A modern living room with a blue sofa, a matching armchair, and a coffee table. There are two side tables with lamps, a fireplace, and a large window providing natural light.

A hotel lobby with a reception desk, a large clock, and a dining area with chairs and tables.

A Comfort Inn hotel entrance with a clear sky, parking lot, and a sign indicating a clearance of 11 feet 5 inches.

3. Comfort Inn Roseburg

Roseburg

Wilton

Rp1.847.177

Rp2.022.659 total

includes taxes & fees

1 Nov - 2 Nov

A hotel entrance with a covered walkway, a brick facade, and a parking area.

A lobby with a fireplace, striped sofas, a patterned rug, and a large window with curtains.

A hotel room with a bed, a TV, a desk, a microwave, a mini-fridge, a bathroom with a bathtub, a sink, and a mirror.

A modern kitchen with granite countertops, wooden cabinets, and a coffee station.

4. Best Western Garden Villa Inn

Roseburg

Dan

Rp1.749.627

Rp1.915.841 total

includes taxes & fees

18 Oct - 19 Oct

A hotel with a modern design, featuring a covered entrance, multiple floors, and a prominent sign.

A hotel reception desk with a modern design, a vending machine, and a view of the outside.

An outdoor patio with wicker furniture, a round table, and umbrellas.

An aerial view of a campground with RV parking, a swimming pool, and a bar area.

5. Holiday Inn Express & Suites Roseburg North by IHG

Roseburg

Ajitpal

Rp2.631.153

Rp2.881.112 total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with two beds, a sofa, a small table, and a window with curtains.

A living room with a sofa, armchair, and a small coffee table. There is a window with curtains, a lamp, and a staircase with a green wall.

A reception desk with a modern design, a framed artwork above it, and a fire alarm on the wall.

An indoor swimming pool with two sections, a lifeguard chair, and a safety sign.

6. SureStay by Best Western Roseburg

Roseburg

Kimberly

Rp1.747.658

Rp1.913.686 total

includes taxes & fees

18 Oct - 19 Oct

A riverside park with a wooden bench and a metal grill, a stone railing, and a bridge in the background.

A multi-story building with a curved facade, balconies, and a well-maintained lawn with trees.

A garden with various plants and trees, a well-maintained lawn, and a clear sky.

A swimming pool with a lifeguard chair, poolside chairs, and umbrellas.

7. Riverfront Inn Roseburg

Roseburg

Krista

Rp1.759.114

Rp1.926.111 total

includes taxes & fees

12 Oct - 13 Oct

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a few windows.

A hotel room with two beds, a desk, a TV, and a window with a view of trees.

Two electric vehicle charging stations mounted on a metal stand with a concrete wall in the background.

A breakfast area with wooden tables and chairs, a coffee machine, a microwave, and a refrigerator.

8. Super 8 by Wyndham Roseburg

Roseburg

Elena

Rp1.308.417

Rp1.432.716 total

includes taxes & fees

8 Nov - 9 Nov

A motel with a covered parking area, a fenced garden, and a sign for a nearby ATM.

A hotel room with a bed, a desk with a computer, a chair, a television, and a lamp.

A hotel room with a desk, chair, two lamps, a large mirror, a kitchenette with a microwave, and a striped carpet.

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

9. Quality Inn Central Roseburg

Roseburg

Rachel

Rp1.430.130

Rp1.565.993 total

includes taxes & fees

11 Nov - 12 Nov

A reception desk with a brown counter, framed pictures on the wall, and a laptop on the desk.

A hotel room with two beds, a desk, a chair, and a TV.

A row of white washing machines in a room with wooden flooring and a brown curtain.

A 6-story motel with a covered parking area and a prominent '6' sign.

10. Motel 6 Roseburg, OR

Roseburg

david

Rp1.067.496

Rp1.174.890 total

includes taxes & fees

2 Nov - 3 Nov

A covered bridge with a sign indicating a weight limit of 3 tons and a 10-foot clearance.

A reception desk with a plaque for Howard Johnson, framed certificates, and a flag.

A compact kitchen with wooden cabinets, a microwave, and a sink. There's a dining area with a table and a lamp. A patterned rug covers the floor.

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

11. Howard Johnson by Wyndham Roseburg

Roseburg

Susan

Rp1.079.310

Rp1.181.692 total

includes taxes & fees

9 Nov - 10 Nov

A hotel room with two beds, a desk with a television, a chair, a microwave, and a window with curtains.

A hotel room with a large bed, a desk with a computer, an air conditioning unit, and a television.

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

A two-story motel with a blue roof and beige siding, featuring a parking lot and a Pepsi vending machine.

12. Umpqua Valley Hotel

Roseburg

Harlen

Rp1.552.022

Rp1.699.463 total

includes taxes & fees

12 Oct - 13 Oct

A hotel entrance with a glass door, a sign indicating the entrance, and a blue awning.

A hotel room with a bed, a television, a desk, a chair, a sofa, and a red wall.

A swimming pool with a blue deck, surrounded by a black fence, and a small blue building nearby.

A motel with a large parking lot, a swimming pool, and a building with a sloped roof.

13. Rosewood Inn and Suites

Roseburg

Laura

Rp1.163.435

Rp1.273.960 total

includes taxes & fees

12 Oct - 13 Oct

A Best Western Plus hotel with a covered parking area, stone pillars, and a variety of trees.

A restaurant with multiple tables and chairs, a counter with coffee machines, and a television mounted on the wall.

An indoor swimming pool with clear water, tiled walls, and windows.

A cozy living room with a stone fireplace, a piano, and a large window offering a view of trees.

14. Best Western Plus Hartford Lodge

Sutherlin

Danielle

Rp2.255.095

Rp2.469.328 total

includes taxes & fees

1 Nov - 2 Nov

A two-story house with a porch, a flag, and a sign indicating it is for sale.

A backyard with a hammock, a statue, a stone bench, and a red umbrella.

A garden with various plants and flowers, a tree, and a building in the background.

A cozy room with a patterned armchair, a matching ottoman, a red and white patterned rug, a wooden bookshelf, and a large window with newspapers.

15. Historical John Rast House

Roseburg

Michael

Rp2.400.256

Rp3.165.251 total

includes taxes & fees

20 Oct - 21 Oct

A modern kitchen with stainless steel appliances, a wooden dining table, and a tufted ottoman.

A modern living room with a sofa, armchair, and a small table with books and a vase. A kitchen is visible in the background with a refrigerator and microwave.

A storefront with a black awning displaying the names 'Bell Sister Flats' and 'Paul L Bentley Architect A.I.A. P.C.' with contact numbers and a door marked '615'.

A modern hotel room with a large bed, a sofa, a fireplace, and a TV mounted on the wall.

16. Bell Sister Flats

Roseburg

Daniel

Rp5.080.166

Rp6.934.739 total

includes taxes & fees

12 Oct - 13 Oct

A glass table with wine glasses and a decorative bowl, set on a patio with a view of hills and a sofa with colorful cushions.

A sunroom with large windows, wicker furniture, a table, and a lamp.

A dining area with a table set for two, a fireplace, and a view of the outdoors.

A room with a large bay window, a wooden chair, a small table with a glass, and a view of a landscape.

17. C.H. Bailey House

Roseburg

RaShel

Rp3.245.984

Rp3.294.674 total

includes taxes & fees

1 Nov - 2 Nov

A cozy interior with wooden walls, a large wooden wheel, a chandelier, and a view of the outside.

A yellow sign with the word "RANCH" in black letters, indicating a motel or lodging establishment.

A cozy room with a large wooden wheel, a table with books, and various decorative items.

A wooden staircase with a television on a wooden stand and a trash bin.

18. The Ranch Motel

Oakland

Jillian

Rp1.463.512

Rp1.485.464 total

includes taxes & fees

2 Nov - 3 Nov

A green building with a '101 B' address sign, a 'VISA' sign, and a 'NO SOLICITORS' sign.

A small, furnished room with a television, microwave, and refrigerator, a small table with chairs, and a window with curtains.

A street with a speed limit sign, a 'No Pets Allowed' sign, and a car parked on the side.

A hotel room with a bed, a desk with a chair, a television, a microwave, and a refrigerator.

19. Safari Inn

Winston

SHERIE A

Rp1.252.930

Rp1.359.429 total

includes taxes & fees

13 Oct - 14 Oct

A motel with a central entrance, a parking lot, and a large evergreen tree in the foreground.

A room with a large window, a radiator, a table with chairs, and framed pictures on the wall.

A hotel room with two beds, a desk, a mirror, and a TV.

A reception area with a brown counter, framed pictures on the wall, and a seating area with chairs and a rug.

20. Motel 6 Sutherlin, OR

Sutherlin

Brian

Rp996.258

Rp1.096.493 total

includes taxes & fees

19 Oct - 20 Oct

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Top Winchester Hotel Reviews

Holiday Inn Express & Suites Roseburg North by IHG

10/10 Excellent

"Nice"

SureStay by Best Western Roseburg

8/10 Good

"This motel is a great place for people to stay multiple days. They are pet friendly. Accommodations are average. Breakfast is sufficient. Prices are reasonable. Some minor maintenance fixes are needed. Location is good with shopping closeby. I would stay there again"

Comfort Inn Roseburg

10/10 Excellent

"Nice room, little cute hotel. Nothing fancy but everything worked and the people there were nice. Plus free breakfast."

Best Western Garden Villa Inn

8/10 Good

"Staff was excellent, helpful & very friendly. Ice machine was out in the parking lot away from the hotel. Breakfast was delicious. The one negative we had was there was not a cable guide for the TV. Unfortunately, I forgot to request a first floor room due to my mobility issues. When we got to the hotel there were only second floor room available with no elevator. The staff transfered us to a first floor room the next morning. They gave us a room with a raised toilet & extra safety bars, which I appreciated. We will be staying there again."

The Ranch Motel

10/10 Excellent

"The staff were so friendly and the room clean and great value Thank you"

Rice Hill Inn

10/10 Excellent

"Very good place to stay. Easy parking,"

Motel 6 Roseburg, OR

10/10 Excellent

"Very convient, close to I5, with food next door."

Motel 6 Sutherlin, OR

10/10 Excellent

"zzzzz"

Howard Johnson by Wyndham Roseburg

10/10 Excellent

"Staff was more than accommodating."

More cheap stays in Winchester

Motel 6 Roseburg, OR

3100 Nw Aviation Dr Roseburg OR

Rp1.067.496

Rp1.174.890 total

2 Nov - 3 Nov

includes taxes & fees

7.8/10 Good! (1,004 reviews)