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Holiday Rentals in Winston

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Holiday Rentals in Winston

The Watusi Place - A Modern Umpqua Valley Getaway

10.0 out of 10, Exceptional, (39)
"We stayed here for a night since we had a nearby disc golf tournament. Leah was a great host and the house was super clean and comfy. Quiet neighborhood, cool back porch to hang out. Highly recommend! Thank you Leah!"
The price is €308
includes taxes & fees
13 Aug - 14 Aug
The Watusi Place - A Modern Umpqua Valley Getaway

Large 7 bd 5 bath house. A few miles from wildlife safari. Gourmet kitchen

9.6 out of 10, Exceptional, (58)
"This was amazing stay. Great location, close to every place we wanted to go. It was very nice and clean. We will definitely be staying again. "
Large 7 bd 5 bath house. A few miles from wildlife safari. Gourmet kitchen

Family-Friendly Winston Vacation Rental w/ Deck!

10.0 out of 10, Exceptional, (18)
"Very nice place. They have thought of everything. Thanks "
Family-Friendly Winston Vacation Rental w/ Deck!

Family-friendly Winston Vacation Rental w/ Deck!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This house was beautiful, affordable, and very spacious! It had every single amenity you would need and many extras too! The host was extremely attentive and informative with check on and out process and also making sure we could contact her at any time if needed. I definitely recommend this house and will stay here again when in the area."
Family-friendly Winston Vacation Rental w/ Deck!

Lakefront Cabin in the Forest ✨️ A Vacation Wonderland ✨️

9.4 out of 10, Exceptional, (14)
"Perfect"
The price is €258
includes taxes & fees
12 Aug - 13 Aug
Lakefront Cabin in the Forest ✨️ A Vacation Wonderland ✨️

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

9.8 out of 10, Exceptional, (82)
"Love this little abode and recommend "
The price is €187
includes taxes & fees
31 Aug - 1 Sept
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath

Country Farm Condo, near 7 Feathers Casino/Canyonville on OR Hwy 5; Dog friendly

9.8 out of 10, Exceptional, (74)
"As advertised. Perfect for a quick overnight or extended stay. Would not hesitate to stay again. "
The price is €117
includes taxes & fees
10 Aug - 11 Aug
Country Farm Condo, near 7 Feathers Casino/Canyonville on OR Hwy 5; Dog friendly

Home Sweet Home

10.0 out of 10, Exceptional, (2)
"Truly enjoyed staying at "Home Sweet Home". Beds are very comfortable, home was very clean, hosts were quick to respond and give info through texts. Would definitely recommend staying here. Looking for a great place to stay while check out the wineries? You found the place."
Home Sweet Home

The Urban Boho Charmer with Private Backyard, BBQ & Hammock

9.6 out of 10, Exceptional, (27)
"We have stayed at this property now multiple times and it has been clean, easy, great location, everything works and we will definitely be back"
The price is €192
includes taxes & fees
11 Aug - 12 Aug
The Urban Boho Charmer with Private Backyard, BBQ & Hammock

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

10.0 out of 10, Exceptional, (43)
"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 €204
includes taxes & fees
10 Aug - 11 Aug
Adorable 2 bedroom 1 bath house pet friendly nearby shopping and hospital

Firewater Lodge Cabin Experience

10.0 out of 10, Exceptional, (61)
"This place was amazing and we will be going back for sure. Peaceful and relaxing setting. Home is beautiful and has everything you will need. "
Firewater Lodge Cabin Experience

Tiny House nestled into the Forest on 160 acre Playground.

9.4 out of 10, Exceptional, (9)
"It was such a nice little spot to get away."
The price is €140
includes taxes & fees
9 Aug - 10 Aug
Tiny House nestled into the Forest on 160 acre Playground.

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

9.8 out of 10, Exceptional, (29)
"This place is a great place to stay. Clean, property manager is great, location is a close drive to anything you need. This was our second time there. Will be back again if we are in the area. "
The price is €269
includes taxes & fees
15 Aug - 16 Aug
Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun

Family home

9.6 out of 10, Exceptional, (4)
"I would suggest to everyone to stay here!"
Family home

Blue Downtown Stay ~ Eco & Pet Friendly Tiny Twins

9.6 out of 10, Exceptional, (18)
"Inviting and comfortable "
Blue Downtown Stay ~ Eco & Pet Friendly Tiny Twins

Lil Cedar Lodge

The price is €97
includes taxes & fees
13 Aug - 14 Aug
Lil Cedar Lodge

Xenia House-Roseburg Retreat with a View! Near Wildlife Safari

9.6 out of 10, Exceptional, (20)
"Very clean and we loved how well stocked it was! Thankful for the garage to park in! Easy to find and easy to check in!"
Xenia House-Roseburg Retreat with a View! Near Wildlife Safari

Luxury Riverfront Escape- Hot tub & Fire Pit

9.6 out of 10, Exceptional, (11)
"We fit a lot in during our 4 day stay! A trip to Bandon to enjoy the ocean, wine tasting at Cooper Ridge and Knostman Family Winery, and waterfalls. We enjoyed the fire pit and hot tub each night. The house was nicely decorated and met all of our needs! We walked the neighborhood and spent time at the river. Abby was spot on with her communication. We highly recommend booking a stay at the Monroe River House!"
Luxury Riverfront Escape- Hot tub & Fire Pit

Bell Sister Flats

2.0 star property
The price is €489
includes taxes & fees
8 Aug - 9 Aug
Bell Sister Flats

A Restful Studio Near a Creek and Forest - Pets

10.0 out of 10, Exceptional, (34)
"Peaceful and clean."
The price is €161
includes taxes & fees
18 Aug - 19 Aug
A Restful Studio Near a Creek and Forest - Pets
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 Winston Hotel Reviews

Frequently asked questions

Are there holiday rentals in Winston?

Yes, there are holiday rentals in Winston close to Wildlife Safari, or you can select a more secluded option if you're looking for a relaxing stay. Winston is known for its restaurants.

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

The Watusi Place - A Modern Umpqua Valley Getaway: This highly rated holiday home rental in Winston is located in a rural location, 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. You and your friends and family can relax into your holiday with amenities such as a selection of games. Another good choice for your trip to Winston is Large 7 bd 5 bath house. A few miles from wildlife safari. Gourmet kitchen .

How many holiday rentals will I find in Winston?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Winston stay.

What’s there to see and do in Winston?

Family-friendly attractions include Wildlife Safari, whereas South Umpqua River is a spot to enjoy the outdoors. In the wider area, you’ll find Abacela Winery and Douglas County Museum of History and Natural History.

What’s a holiday rental in Winston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winston. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a small group gathering.