Holiday Homes in Winchester

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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan

Featured Holiday Homes in Winchester

Charming Historic lodge #2
Bar (on property)

Charming Historic lodge #2

9.6 out of 10, Exceptional, (13)
"Wonderful hosts. "
The price is AU$187
includes taxes & fees
11 Oct - 12 Oct
Charming Historic lodge #2
A Restful Studio Near a Creek and Forest - Pets
Terrace/patio

A Restful Studio Near a Creek and Forest - Pets

10.0 out of 10, Exceptional, (37)
"Peaceful and clean."
The price is AU$253
includes taxes & fees
13 Oct - 14 Oct
A Restful Studio Near a Creek and Forest - Pets
Tiny House nestled into the Forest on 160 acre Playground.
Exterior

Tiny House nestled into the Forest on 160 acre Playground.

9.4 out of 10, Exceptional, (10)
"Just as described, clean & comfortable loft bed. Owner great with communication & so nice. Would stay again "
The price is AU$242
includes taxes & fees
12 Oct - 13 Oct
Tiny House nestled into the Forest on 160 acre Playground.
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
Terrace/patio

Luxury, Full Service Bed and Breakfast - you are the only guest in our home!

10.0 out of 10, Exceptional, (23)
"My parents stayed here for our son's graduation. They were very impressed with the hosts and warm welcome they received"
The price is AU$272
includes taxes & fees
1 Nov - 2 Nov
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
The Urban Boho Charmer with Private Backyard, BBQ & Hammock
Exterior

The Urban Boho Charmer with Private Backyard, BBQ & Hammock

9.6 out of 10, Exceptional, (33)
"Nice place, great location."
The price is AU$328
includes taxes & fees
8 Oct - 9 Oct
The Urban Boho Charmer with Private Backyard, BBQ & Hammock
Blue Downtown Stay ~ Eco & Pet Friendly Tiny Twins
Interior

Blue Downtown Stay ~ Eco & Pet Friendly Tiny Twins

9.4 out of 10, Exceptional, (19)
"Just the right size and location for a wine country getaway weekend. Had everything we needed, and more. Will not hesitate to book again next trip, if it's available."
The price is AU$267
includes taxes & fees
19 Oct - 20 Oct
Blue Downtown Stay ~ Eco & Pet Friendly Tiny Twins
Historic Lodge across the street from the Umpqua River
Bar (on property)

Historic Lodge across the street from the Umpqua River

9.6 out of 10, Exceptional, (29)
"Rooms were basic, but very clean. great location near many hikes and waterfalls. Trading post with gas was directly across the street which was a bonus! Restaurants in Glide only a few miles away! Joanne was very pleasant."
The price is AU$266
includes taxes & fees
11 Oct - 12 Oct
Historic Lodge across the street from the Umpqua River
Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun
Fridge, microwave, oven, stovetop

Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun

9.8 out of 10, Exceptional, (33)
"This place is great. We have stayed multiple times. Will continue to come back here when in the area. "
The price is AU$448
includes taxes & fees
7 Oct - 8 Oct
Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun
Home Sweet Home
Private kitchen

Home Sweet Home

9.6 out of 10, Exceptional, (5)
The price is AU$345
includes taxes & fees
12 Oct - 13 Oct
Home Sweet Home
Xenia Retreat- North Roseburg Area Family Retreat with Seasonal Pool
Fridge, microwave, oven, stovetop

Xenia Retreat- North Roseburg Area Family Retreat with Seasonal Pool

9.4 out of 10, Exceptional, (13)
"great property"
The price is AU$690
includes taxes & fees
7 Oct - 8 Oct
Xenia Retreat- North Roseburg Area Family Retreat with Seasonal Pool
Red Tiny Twins, Downtown Eco & Pet Friendly Stay
Exterior

Red Tiny Twins, Downtown Eco & Pet Friendly Stay

9.8 out of 10, Exceptional, (17)
"Enjoyed the accommodations. just as advertised would stay again."
The price is AU$267
includes taxes & fees
18 Oct - 19 Oct
Red Tiny Twins, Downtown Eco & Pet Friendly Stay
The Watusi Place - A Modern Umpqua Valley Getaway
Outdoor dining

The Watusi Place - A Modern Umpqua Valley Getaway

10.0 out of 10, Exceptional, (46)
"This house is great for a family trip to the Wildlife Safari! The location is perfect and the property is suited to accommodate all ages with plenty of room to spread out. Family games, a place to grill, large kitchen and attention to detail from the cleaning team. "
The price is AU$597
includes taxes & fees
9 Oct - 10 Oct
The Watusi Place - A Modern Umpqua Valley Getaway
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
Interior

<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath

9.8 out of 10, Exceptional, (88)
"It was wonderful to go back in time, furniture, turn table all brought back delightful memories of my childhood. Thanks for sharing your place with us. "
The price is AU$332
includes taxes & fees
19 Oct - 20 Oct
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
Adorable 2 bedroom 1 bath house pet friendly nearby shopping and hospital
Fridge, microwave, oven, stovetop

Adorable 2 bedroom 1 bath house pet friendly nearby shopping and hospital

9.6 out of 10, Exceptional, (49)
"Bill's house was comfortable, and the house and property were consistent with the listing. The house and furnishings worked well for my family for our one-night stay."
The price is AU$356
includes taxes & fees
12 Oct - 13 Oct
Adorable 2 bedroom 1 bath house pet friendly nearby shopping and hospital
Private bungalow with AC in charming Roseburg
Outdoor dining

Private bungalow with AC in charming Roseburg

2.0 star property
Private bungalow with AC in charming Roseburg
Charming Historical lodge across from Umpqua river
Bar (on property)

Charming Historical lodge across from Umpqua river

9.6 out of 10, Exceptional, (32)
"Great overnight stop for our Crater Lake Visit. Easy check in and host was very friendly and proactive with communicaitons."
The price is AU$264
includes taxes & fees
10 Oct - 11 Oct
Charming Historical lodge across from Umpqua river
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 Winchester Hotel Reviews

Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg

10/10 Excellent
"Nice staff"
Felix 1-night trip
Posted 3 days ago
Super 8 by Wyndham Roseburg

Find out more about Winchester

Find out more about Winchester

Winchester Holiday Homes information

Number of reviews
11,554
Accommodation
47 Holiday Homes
Lowest Price
AU$90
Highest Price
AU$700

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