Sheridan Holiday Rentals

April 2025

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May 2025

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Check prices for these dates

Tonight
24 Apr - 25 Apr
Tomorrow
25 Apr - 26 Apr
This weekend
25 Apr - 27 Apr
Next weekend
2 May - 4 May

Holiday Rentals in Sheridan

Cozy Wine Country Retreat: 2 King Beds, Private Deck, Fire Table, Near Wineries
Property grounds

Cozy Wine Country Retreat: 2 King Beds, Private Deck, Fire Table, Near Wineries

10.0 out of 10, Exceptional, (159)
"What an absolute gem you have tucked into a wooded natural wonderland. We enjoyed the quiet, the views, the property, the apartment, the EVERYTHING! Wonderful setup. Thank you. "
Cozy Wine Country Retreat: 2 King Beds, Private Deck, Fire Table, Near Wineries
Brand new lodging, perched high atop the Dundee Hills @ White Walnut Estate!
Property grounds

Brand new lodging, perched high atop the Dundee Hills @ White Walnut Estate!

10.0 out of 10, Exceptional, (16)
"We had a lovely getaway to White Walnut Estate. The setting was gorgeous, the apartment was beautiful and quiet, and of course the wine was delicious. We hope to make the visit a tradition. "
Brand new lodging, perched high atop the Dundee Hills @ White Walnut Estate!
3rd Street Flats
Living area

3rd Street Flats

3.5 star property
9.4 out of 10, Exceptional, (114)
"Great friendly staff. "
The price is HK$2,305
HK$2,570 total
includes taxes & fees
27 Apr - 28 Apr
3rd Street Flats
Large Condo with Creekside View Minutes From Downtown!
Fridge, microwave, oven, stovetop

Large Condo with Creekside View Minutes From Downtown!

9.2 out of 10, Wonderful, (27)
"Thanks much for allowing pets. The neighborhood was okay to walk the dog in. Park by river was the best though. "
The price is HK$698
HK$1,415 total
includes taxes & fees
28 Apr - 29 Apr
Large Condo with Creekside View Minutes From Downtown!
Incredible Luxury Loft in Historic Downtown McMinnville
2 bedrooms, desk, iron/ironing board, WiFi

Incredible Luxury Loft in Historic Downtown McMinnville

10.0 out of 10, Exceptional, (314)
"This is the second time we’ve stayed at this property, and we love it! Great location in downtown McMinville, near great restaurants and the Willamette wineries. Two beautiful bedrooms in a spacious loft, and a full kitchen. We will definitely be back."
Incredible Luxury Loft in Historic Downtown McMinnville
Spacious 5 Bedroom Wine Country Retreat & Hot tub
Pool

Spacious 5 Bedroom Wine Country Retreat & Hot tub

Spacious 5 Bedroom Wine Country Retreat & Hot tub
Charming 3 bdrm wine country "farmhouse" . Newly remodeled in downtown Carlton
Terrace/patio

Charming 3 bdrm wine country "farmhouse" . Newly remodeled in downtown Carlton

10.0 out of 10, Exceptional, (54)
"This was the perfect house for a group of 6 woman getting together for a wine weekend. The house is clean, has great amenities, and the beds are super comfortable. It is close proximity to the town of Carlton and an uber away from all the best wineries. "
Charming 3 bdrm wine country "farmhouse" . Newly remodeled in downtown Carlton
Cottage by the Woods - Quiet getaway - In Oregon wine country.
Fridge, microwave, oven, stovetop

Cottage by the Woods - Quiet getaway - In Oregon wine country.

10.0 out of 10, Exceptional, (84)
"I stayed with family and friends for a quick weekend trip to Oregon Wine country and had a wonderful time. The home is beautiful and cozy, and the property is full of plants and trees. We took advantage of the trampoline in the backyard for a little excercise and star gazing. I would highly recommend staying here. "
The price is HK$1,242
HK$1,804 total
includes taxes & fees
28 Apr - 29 Apr
Cottage by the Woods - Quiet getaway - In Oregon wine country.
Views and Wineries Surround You On 15 Acres In This Wine Country Get Away
Outdoor spa tub

Views and Wineries Surround You On 15 Acres In This Wine Country Get Away

10.0 out of 10, Exceptional, (77)
"I would highly recommend this property. The home and property were outstanding. Very comfortable bedrooms and common areas and plenty of areas (firepit, sitting areas, etc) to congregate as a group to exchange stories and talk about the day.Nice home base for visiting the areas wonderful wineries. The owner introduced us to the animals (horses, goats, chickens and dogs). Lots of animals, but still very quiet place to relax. And fresh eggs to boot!Great views as well."
Views and Wineries Surround You On 15 Acres In This Wine Country Get Away
Comfortable Elegance in the Heart of Downtown Newberg
Exterior

Comfortable Elegance in the Heart of Downtown Newberg

10.0 out of 10, Exceptional, (165)
"We were very pleased with University House. The house was immaculate and well-decorated with family treasures. We had everything we needed for a comfortable stay. The location is perfect for trips to wineries or day trips to the coast, Portland, or hiking. Leigh is a very attentive host and I would give her 10 stars if I could!"
Comfortable Elegance in the Heart of Downtown Newberg
Legendary Escape w/ Countless Amenities, Pool, Hot Tub, Billiards, Ping Pong, & More on 82 Acres
Smart TV, fireplace, ping pong

Legendary Escape w/ Countless Amenities, Pool, Hot Tub, Billiards, Ping Pong, & More on 82 Acres

9.4 out of 10, Exceptional, (47)
"Every one had a good time. Kids had lot of fun, enough place outdoor to play around. Nicely fenced & gated so we didn't have to much of monitoring. Grown ups too enjoyed. Good size rooms Kitchen, family room & backyard so all could sit together. We also had good sighting of group of deer walking past the house. We loved that experience We missed few things1. Table Tennis bat could be of good quality, playing with them was challenging2. One pickleball bat was broken but we bought one and...
Legendary Escape w/ Countless Amenities, Pool, Hot Tub, Billiards, Ping Pong, & More on 82 Acres
Charming Farmhouse Near Downtown
Terrace/patio

Charming Farmhouse Near Downtown

10.0 out of 10, Exceptional, (133)
"Property was as described. Nicely appointed. Conveniently located. It was rainy, so we didn't get to enjoy the back patio. Host lives on property and was attentive without being obtrusive. "
Charming Farmhouse Near Downtown
Beautiful Guest House with Views in Heart of Premiere Oregon Wine Country
Fridge, microwave, dishwasher, coffee/tea maker

Beautiful Guest House with Views in Heart of Premiere Oregon Wine Country

9.8 out of 10, Exceptional, (16)
"House was great only complaint was showed a kitchen which it does not have a full kitchen has a kitchinette....No Oven. Messaged owner and she apologized and refunded portion of stay. WE WOULD DEFINATELY STAY AGAIN. "
The price is HK$1,047
HK$2,426 total
includes taxes & fees
10 May - 11 May
Beautiful Guest House with Views in Heart of Premiere Oregon Wine Country
Country Luxury in Private Manor, Pet Friendly, Hot Tub, Indoor Basketball Ct, Billiards, on 2 Acres
Exterior

Country Luxury in Private Manor, Pet Friendly, Hot Tub, Indoor Basketball Ct, Billiards, on 2 Acres

10.0 out of 10, Exceptional, (40)
"We were a family of 9 staying at this beautiful home. The house was as beautiful as the online pictures. We had a great time. Questions were promptly and politely answered. Would definitely recommend this rental and hope to be back one day!"
Country Luxury in Private Manor, Pet Friendly, Hot Tub, Indoor Basketball Ct, Billiards, on 2 Acres
Old Farm: A Modern-day 5-bedroom Farmhouse on Vineyard with Hot Tub!
Fridge, microwave, oven, stovetop

Old Farm: A Modern-day 5-bedroom Farmhouse on Vineyard with Hot Tub!

10.0 out of 10, Exceptional, (35)
"Beautiful property! The house was welcoming and the front and backyard were perfect for our dogs to explore. We had a very small wedding ceremony with family and friends and we had everything we needed. The concierge service was very responsive throughout the entire stay so I appreciated them answering all my questions! "
Old Farm: A Modern-day 5-bedroom Farmhouse on Vineyard with Hot Tub!
Charming 2-bedroom cottage in the heart of Salem
Exterior

Charming 2-bedroom cottage in the heart of Salem

2.0 star property
9.6 out of 10, Exceptional, (8)
"A very charming, comfortable, and quiet place to stay wit everyone one needs to enjoy Salem. I highly reccommend the cottage, especially for those who love nature and history"
Charming 2-bedroom cottage in the heart of Salem
Fern Hill Lodge - Luxury Log Retreat with Fishing Pond in Oregon Wine Country
Exterior

Fern Hill Lodge - Luxury Log Retreat with Fishing Pond in Oregon Wine Country

10.0 out of 10, Exceptional, (263)
"The lodge sits on a quiet and serene property with beautiful views. We enjoyed seeing the wildlife (deer and birds). The home provided everything our group needed. It is spacious and comfortable. The outdoor space was a treat as we were spoiled with gorgeous weather. Will definitely consider again for future stays! Thank you!"
Fern Hill Lodge - Luxury Log Retreat with Fishing Pond in Oregon Wine Country
The Hedges House - Studio
Exterior

The Hedges House - Studio

9.4 out of 10, Exceptional, (23)
"I love this little studio. It is clean and very comfortable. There is a park half a block away that I could walk my dog to. Very nice place"
The price is HK$504
HK$1,124 total
includes taxes & fees
29 Apr - 30 Apr
The Hedges House - Studio
Mid-Century Cottage - Private Entry- Firepit - Outdoor Seating
Property grounds

Mid-Century Cottage - Private Entry- Firepit - Outdoor Seating

9.6 out of 10, Exceptional, (80)
"Great location for a trip to the McMinville area for wineries and Portland for family time. Listing matches the actual property, everything was perfect. We appreciated the local recommendations in the host guide. Highly recommend! "
The price is HK$1,009
HK$1,817 total
includes taxes & fees
5 May - 6 May
Mid-Century Cottage - Private Entry- Firepit - Outdoor Seating
Dundee Hills. 3 Master Suites! Exquisite Oregon Wine Country Experience
Exterior

Dundee Hills. 3 Master Suites! Exquisite Oregon Wine Country Experience

10.0 out of 10, Exceptional, (128)
"Great house for a couples getaway. Three bedrooms with attached bathrooms. Beautiful views of the rolling hills and located in the heart of all the local wineries. "
Dundee Hills. 3 Master Suites! Exquisite Oregon Wine Country Experience
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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Other types of properties in Sheridan you may be interested in

The Hotel Salem
Front of property

The Hotel Salem

3.0 star property
9.0 out of 10, Wonderful, (1004)
"The Hotel Salem was reasonably priced, the room large, the shower strong, and the breakfast was really excellent! Highly recommended!"
The price is HK$1,078
HK$1,218 total
includes taxes & fees
27 Apr - 28 Apr
The Hotel Salem
The Independence
Front of property – evening/night

The Independence

3.0 star property
9.6 out of 10, Exceptional, (749)
"Wonderful stay"
The price is HK$1,337
HK$1,478 total
includes taxes & fees
28 Apr - 29 Apr
The Independence
La Quinta Inn & Suites by Wyndham Salem OR
Premium bedding, desk, laptop workspace, blackout curtains

La Quinta Inn & Suites by Wyndham Salem OR

3.0 star property
8.4 out of 10, Very good, (546)
"Nice area"
The price is HK$917
HK$1,031 total
includes taxes & fees
5 May - 6 May
La Quinta Inn & Suites by Wyndham Salem OR
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.

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?

Spacious 5 Bedroom Wine Country Retreat & Hot tub: This holiday home rental outside of Sheridan is located in the city centre, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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?

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