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Top Holiday Rentals in Sheridan

Luxurious 2-bedroom haven with hot tub in the heart of Oregon wine country!

10.0 out of 10, Exceptional, (1)
The price is £379
includes taxes & fees
21 Jul - 22 Jul
Luxurious 2-bedroom haven with hot tub in the heart of Oregon wine country!

Newly remodeled dog-friendly 2 bedroom wine country home in the heart of Dundee

8.8 out of 10, Excellent, (6)
"Great house, great location, close to tons of really good food and wineries! Excellent warm welcome to the house and very clear and simple check in and check out process. Would visit again!"
The price is £418
includes taxes & fees
7 Jul - 8 Jul
Newly remodeled dog-friendly 2 bedroom wine country home in the heart of Dundee

Modern 3 Bedroom Farmhouse of Dundee - Amazing Views, Fire Pit and Comfort

10.0 out of 10, Exceptional, (19)
"Perfect place for family gathering!The house had everything we needed and was very comfortable "
The price is £295
includes taxes & fees
22 Jul - 23 Jul
Modern 3 Bedroom Farmhouse of Dundee - Amazing Views, Fire Pit and Comfort

Alder House: Single Level Home in the Dundee Hills

10.0 out of 10, Exceptional, (21)
"Lovely house in a great neighborhood. Very clean and quiet place. "
The price is £486
includes taxes & fees
30 Jun - 1 Jul
Alder House: Single Level Home in the Dundee Hills

Wrightway Hideaway: A two bedroom guest-suite in the Dundee foothills

2.0 star property
9.6 out of 10, Exceptional, (4)
"Beautifully maintained, quiet and comfortable; would've loved to stay longer!"
The price is £262
includes taxes & fees
29 Jun - 30 Jun
Wrightway Hideaway: A two bedroom guest-suite in the Dundee foothills

Spacious Single Party B&B – walking distance to downtown!

9.6 out of 10, Exceptional, (23)
"Fantastic private setting and beautiful outdoor space for a quiet relaxing evening after a busy wine day. Didnt miss having a full kitchen given all the other provided amenities. Grest attention to details! Will be back!!"
The price is £230
includes taxes & fees
2 Jul - 3 Jul
Spacious Single Party B&B – walking distance to downtown!

Red Hills Horizon: A Two Bedroom Suite with Hot Tub

9.4 out of 10, Exceptional, (3)
"Enjoyed our stay"
The price is £375
includes taxes & fees
3 Jul - 4 Jul
Red Hills Horizon: A Two Bedroom Suite with Hot Tub

Red Hills Vacation ~ Three Bedroom Guest Suite with a Private Hot Tub and Sauna

2.0 star property
The price is £571
includes taxes & fees
16 Jul - 17 Jul
Red Hills Vacation ~ Three Bedroom Guest Suite with a Private Hot Tub and Sauna

Private & Spacious Cottage Among the Vines of the Ribbon Ridge AVA

10.0 out of 10, Exceptional, (96)
"This property was beautiful, comfortable, and perfectly stocked and maintained. The correspondence prior to, during, and after our stay was flawless. We were new to the Willamette Valley and it stole our hearts. We will definitely return to this property."
The price is £570
includes taxes & fees
30 Jun - 1 Jul
Private & Spacious Cottage Among the Vines of the Ribbon Ridge AVA

Great Deals on Summer Stays!

10.0 out of 10, Exceptional, (69)
"Amazing views! Very spacious. Super nice modern farm stay. We loved everything about our experience. "
The price is £241
includes taxes & fees
7 Jul - 8 Jul
Great Deals on Summer Stays!

KD Country House: Designer Home Among Wineries w/Sauna!

2.0 star property
10.0 out of 10, Exceptional, (7)
"The property was all that and more! Great locale and the house was as awesome as the pics. I would highly recommend and would stay there again! "
The price is £991
includes taxes & fees
2 Jul - 3 Jul
KD Country House: Designer Home Among Wineries w/Sauna!

Durant Vineyard's Stoneycrest Cottage ~ stay amidst a destination for the senses

10.0 out of 10, Exceptional, (5)
"Beautiful escape, cozy and convenient to many of the best wineries"
The price is £539
includes taxes & fees
3 Jul - 4 Jul
Durant Vineyard's Stoneycrest Cottage ~ stay amidst a destination for the senses

Great Deals on Summer Stays!

10.0 out of 10, Exceptional, (14)
"Very nice lodging in a wonderful, centrally located location. Easy access to best wineries and tasting rooms with good restaurants in nearby towns."
The price is £337
includes taxes & fees
3 Jul - 4 Jul
Great Deals on Summer Stays!

The Apple Tree Cottage ~ a fully remodeled 2 bed / 2 bath home

9.8 out of 10, Exceptional, (9)
"Great place! Loved the apple trees in the backyard! "
The price is £343
includes taxes & fees
2 Jul - 3 Jul
The Apple Tree Cottage ~ a fully remodeled 2 bed / 2 bath home

Wynkoop: Taste of Europe | Walk to Wineries | Pet Friendly

10.0 out of 10, Exceptional, (21)
"Lovely property & very comfy beds with nice linens!"
The price is £242
includes taxes & fees
30 Jun - 1 Jul
Wynkoop: Taste of Europe | Walk to Wineries | Pet Friendly

Charming 2-bedroom house in tranquil Carlton with WiFi, AC

The price is £257
includes taxes & fees
21 Jul - 22 Jul
Charming 2-bedroom house in tranquil Carlton with WiFi, AC

Country View Cottages, charming Cottage Near Downtown Carlton

9.6 out of 10, Exceptional, (100)
"We were in the area for a reunion and visit family. This was a great centralized location. It was quiet, very clean and had everything we needed. We would return."
The price is £268
includes taxes & fees
14 Jul - 15 Jul
Country View Cottages, charming Cottage Near Downtown Carlton

Country View Cottages, Stylish, Comfy, Uncorked Cottage Near Downtown Carlton

9.6 out of 10, Exceptional, (113)
"We enjoyed everything about this nicely updated house. It was very clean and had everything we needed. "
The price is £268
includes taxes & fees
29 Jun - 30 Jun
Country View Cottages, Stylish, Comfy, Uncorked Cottage Near Downtown Carlton

Swanky Historic Farmhouse in Downtown Carlton

10.0 out of 10, Exceptional, (53)
"Ruth’s cottage is an amazing place in sleepy Carlton where you can walk to amazing food and wineries. Perfectly located to all the area has to offer. My husband and I are going back this weekend. "
The price is £290
includes taxes & fees
7 Jul - 8 Jul
Swanky Historic Farmhouse in Downtown Carlton

Cozy North Keizer Retreat

10.0 out of 10, Exceptional, (3)
"Great place. So well taken care of and clean. Quiet, safe neighborhood. Would gladly stay here again!"
The price is £226
includes taxes & fees
30 Jun - 1 Jul
Cozy North Keizer Retreat
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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Frequently asked questions

Can I find holiday rentals in Sheridan?

Yes, there are holiday rentals close to the most popular sights in Sheridan, or you can select a more secluded option if you're looking for a relaxing stay.

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

Peaceful Sophistication: This holiday home rental outside of Sheridan offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Sheridan?

Choose from 3 Expedia holiday rentals in Sheridan for a memorable holiday.

What can I see and do in Sheridan?

Buell County Park and Mill Creek County Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Sheridan City Park and Stuart Grenfell County Park.

What are holiday rentals like in Sheridan?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sheridan. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy front desks while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a family getaway.