Sheridan Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select Sheridan Vacation Homes

New 2 Bd Luxury Townhouse- King Bed, Downtown, near Hospital, Close to Wineries

10.0 out of 10, Exceptional, (11)
"Great host! Hand written letter, wine and chips! Lot's of items stocked in the kitchen. Comfy beds and clean home! Highly recommend!"
The price is CA $234
CA $642 total
includes taxes & fees
Sep 3 - Sep 4
New 2 Bd Luxury Townhouse- King Bed, Downtown, near Hospital, Close to Wineries

Blue Bird Cottage - a charming 2-bedroom house with WiFi, AC in adorable Carlton

9.0 out of 10, Wonderful, (2)
"Beautiful house and perfect location. Loved the decor and the extra amenities were so nice."
The price is CA $181
CA $565 total
includes taxes & fees
Sep 2 - Sep 3
Blue Bird Cottage - a charming 2-bedroom house with WiFi, AC in adorable Carlton

Beautiful Modern Farmhouse

10.0 out of 10, Exceptional, (19)
"Amazing time, lovely home would love to come back 😍"
Beautiful Modern Farmhouse

Oregon Winemakers Beautiful Colonial in Salem - Minutes to world class wineries

9.6 out of 10, Exceptional, (48)
"It was absolutely wonderful and the owner was always quick to respond and was extremely helpful. Definitely going to rent again in the future."
Oregon Winemakers Beautiful Colonial in Salem - Minutes to world class wineries

Stylish Salem Speakeasy Downtown

9.0 out of 10, Wonderful, (4)
"I absolutely recommend this beautiful place that was so perfect for a stay. It was the best vacation rental I’ve ever had and I loved everything about it. "
Stylish Salem Speakeasy Downtown

Beautifully Renovated 2 bedroom/1 bath Cottage-Like Hideaway!

9.2 out of 10, Wonderful, (27)
"Very comfortable stay."
Beautifully Renovated 2 bedroom/1 bath Cottage-Like Hideaway!

Wondrous Lakeside Historic Home, Acres of Streams, Trails, and Beauty, Hot Tub, Pet Friendly, & BBQ

9.0 out of 10, Wonderful, (2)
"The location of this property is ideal and very serene and peaceful. We loved hearing the birds and getting to see so many colorful varieties.The deck space is great, overlooking the pond and yard offering that country feel although you are only a few minutes from the city. The drive in to Salem was perfect. We loved being so close but also having this house to escape to.The space in the home is very large, lots of spaces to gather and visit. The kitchen has everything you could possibly...
Wondrous Lakeside Historic Home, Acres of Streams, Trails, and Beauty, Hot Tub, Pet Friendly, & BBQ

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

10.0 out of 10, Exceptional, (64)
"This house was beautiful and perfect for what we needed. We’ll definitely be staying again! "
Charming 3 bdrm wine country "farmhouse" . Newly remodeled in downtown Carlton

Alder House: Single Level Home in the Dundee Hills

10.0 out of 10, Exceptional, (28)
"Lovely house in a great neighborhood. Very clean and quiet place. "
The price is CA $293
CA $876 total
includes taxes & fees
Sep 2 - Sep 3
Alder House: Single Level Home in the Dundee Hills

Westerlook Farm - Willamette Valley Luxury Vacation Rental - 3 Master Suites

10.0 out of 10, Exceptional, (80)
"We came to wine country to reconnect and visit some wineries. We quickly realized our lodging was the main attraction. The inside so beautiful, clean, cozy. The view of the farm and animals outside, or better sitting out back and just enjoying the beauty, it was magical. Darci made it extra special with her amazing homemade farm breakfast baskets, and her hospitality. We are definitely coming back,"
Westerlook Farm - Willamette Valley Luxury Vacation Rental - 3 Master Suites

Sunny home with enclosed yard, grill, fast WiFi, washer/dryer, & outdoor dining

9.4 out of 10, Exceptional, (18)
"Perfect Dundee location, easy walk to restaurants and very short drive to Dundee Hills wine tasting.Nice, comfortable, clean home.Highly recommend"
Sunny home with enclosed yard, grill, fast WiFi, washer/dryer, & outdoor dining

Charming PNW Modern Oasis – Great Location, Spacious 3-Bedroom Comfort

9.0 out of 10, Wonderful, (2)
"Fantastic property, very well done and great location! "
Charming PNW Modern Oasis – Great Location, Spacious 3-Bedroom Comfort

Picturesque Retreat On 80 Acres of Organic Farmland, Farm Animals Galore In Middle of Wine Country

10.0 out of 10, Exceptional, (71)
"Amazing views! Very spacious. Super nice modern farm stay. We loved everything about our experience. "
The price is CA $154
CA $429 total
includes taxes & fees
Sep 6 - Sep 7
Picturesque Retreat On 80 Acres of Organic Farmland, Farm Animals Galore In Middle of Wine Country

Enchanting and Fantastical Hobbit Home, *Pet Friendly*, Steps from Creeks, Pond, and Waterfall

6.0 out of 10, (2)
"Thank you for the fun stay. Lot of fun things to do in the area. The little place to stay was charming and quiet. The management company was very accommodating. Thank you!"
The price is CA $139
CA $379 total
includes taxes & fees
Sep 1 - Sep 2
Enchanting and Fantastical Hobbit Home, *Pet Friendly*, Steps from Creeks, Pond, and Waterfall

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

10.0 out of 10, Exceptional, (1)
"**Charming, Immaculate, & Thoughtfully Appointed**My friend and I absolutely loved our stay at Bluebird Cottage! From the moment we arrived, it was clear the hosts had gone above and beyond to make our visit special. Communication was excellent throughout, and their thoughtful touches—like a bottle of wine and locally made sample soaps—made us feel truly welcomed.The cottage itself was spotless and felt brand new, with modern appliances, fresh furniture, and a pristine washer/dryer setup. It...
The price is CA $181
CA $565 total
includes taxes & fees
Sep 1 - Sep 2
Charming 2-bedroom house in tranquil Carlton with WiFi, AC

Book now for fall 2025 specials! Fire-pit, garage games, wine country relaxing

10.0 out of 10, Exceptional, (40)
"awesome for a group"
Book now for fall 2025 specials! Fire-pit, garage games, wine country relaxing

Unrivaled Location, Hot Tub, Huge Patio w/ Gazebo and Couches, Pool Table, Ping Pong, Walk to Dundee

10.0 out of 10, Exceptional, (43)
"Great location for visiting wineries. Home was spacious and cozy. "
Unrivaled Location, Hot Tub, Huge Patio w/ Gazebo and Couches, Pool Table, Ping Pong, Walk to Dundee

Comfortable Elegance in the Heart of Downtown Newberg

10.0 out of 10, Exceptional, (181)
"This home was so beautiful with so many amazing antiques. We had a lovely visit with the homeowner upon arrival, and our stay was flawless. "
Comfortable Elegance in the Heart of Downtown Newberg

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

10.0 out of 10, Exceptional, (269)
"We had the whole family there to celebrate our 50th wedding anniversary. It was a great location with plenty of room for everyone "
Fern Hill Lodge - Luxury Log Retreat with Fishing Pond in Oregon Wine Country

Wine country home with game room & valley view - dog-friendly

9.0 out of 10, Wonderful, (57)
"Place worked out great for our short stay in Dundee. Easy walk to restaurants and the market. "
Wine country home with game room & valley view - dog-friendly
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Sheridan Hotel Reviews

Find out more about Sheridan

Find out more about Sheridan

Sheridan Vacation Homes information

Number of reviews
Accommodation
292 Vacation Homes
Lowest Price
CA $139
Highest Price
CA $293

Explore a world of travel with Expedia

Explore a world of travel with Expedia