Best Vacation Homes in Sheridan
Apartment
10.0(355 Reviews)
2 Bedrooms
2 Baths
4 Guests
2000 ft²
Hot Tub
Fireplace/Heating
Kitchen
Parking
R7,350/Night
7 Nights - R51,450
House
10.0(1 Review)
1 Bedroom
4 Baths
8 Guests
2271.19 ft²
- Fireplace/Heating
View- Parking
Air Conditioner
R16,348/Night
7 Nights - R114,436
Bed & Breakfast
10.0(112 Reviews)
1 Bedroom
1 Bath
- Hot Tub
- Fireplace/Heating
Balcony/Terrace
Breakfast
R3,998/Night
7 Nights - R27,983
Apartment
10.0(171 Reviews)
2 Bedrooms
2 Baths
4 Guests
820 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
- View
R5,319/Night
7 Nights - R37,228
House
10.0(1 Review)
3 Bedrooms
3 Baths
7 Guests
1754.52 ft²
- Fireplace/Heating
- View
- Parking
Internet
R6,361/Night
7 Nights - R44,528
Cabin
10.0(101 Reviews)
1 Bedroom
1 Bath
4 Guests
320 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R2,718/Night
7 Nights - R19,034
House
10.0(96 Reviews)
2 Bedrooms
2 Baths
4 Guests
1100 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
R8,085/Night
7 Nights - R56,592
House
10.0(59 Reviews)
2 Bedrooms
1 Bath
4 Guests
1350 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R3,874/Night
7 Nights - R27,126
Sheridan Luxury Rentals
House
1 Bedroom
5 Baths
12 Guests
4294.8 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
R32,542/Night
7 Nights - R227,800
House
10.0(57 Reviews)
6 Bedrooms
5 Baths
12 Guests
4300 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R26,553/Night
7 Nights - R185,875
House
10.0(28 Reviews)
7 Bedrooms
6 Baths
14 Guests
3500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R21,599/Night
7 Nights - R151,185
House
9.2(57 Reviews)
5 Bedrooms
3 Baths
16 Guests
4800 ft²
Private Pool- Hot Tub
- Fireplace/Heating
Pool
R17,751/Night
7 Nights - R124,257
House
10.0(32 Reviews)
3 Bedrooms
3 Baths
6 Guests
2300 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R16,161/Night
7 Nights - R113,134
Cabin
10.0(145 Reviews)
5 Bedrooms
4 Baths
12 Guests
3300 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R15,619/Night
7 Nights - R109,327
Sheridan Pet Friendly Vacation Rentals
House
10.0(46 Reviews)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R3,182/Night
7 Nights - R22,281
House
9.8(6 Reviews)
5 Bedrooms
4 Baths
14 Guests
3498.27 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- View
R7,396/Night
7 Nights - R51,779
New
House
10.0(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R4,834/Night
7 Nights - R33,833
House
9.0(3 Reviews)
4 Bedrooms
3 Baths
8 Guests
1905.21 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Internet
R10,822/Night
7 Nights - R75,757
New
House
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
R4,867/Night
7 Nights - R34,080
House
10.0(100 Reviews)
4 Bedrooms
3 Baths
8 Guests
3900 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R10,371/Night
7 Nights - R72,593
House
10.0(57 Reviews)
4 Bedrooms
2 Baths
8 Guests
1900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R7,963/Night
7 Nights - R55,735
House
10.0(20 Reviews)
4 Bedrooms
3 Baths
10 Guests
2471 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R14,864/Night
7 Nights - R104,053
Sheridan Large Vacation Homes
House
10.0(40 Reviews)
5 Bedrooms
2 Baths
13 Guests
3280 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R14,007/Night
7 Nights - R98,055
Bed & Breakfast
9.5(12 Reviews)
7 Bedrooms
7 Baths
18 Guests
450.55 ft²
- Hot Tub
Spa- Fireplace/Heating
- Balcony/Terrace
R2,802/Night
7 Nights - R19,611
House
10.0(33 Reviews)
4 Bedrooms
3 Baths
10 Guests
2500 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R9,936/Night
7 Nights - R69,545
Apartment
9.3(53 Reviews)
16 Bedrooms
11 Baths
36 Guests
715.31 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
R4,927/Night
7 Nights - R34,492
House
10.0(20 Reviews)
5 Bedrooms
3 Baths
12 Guests
2700 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R9,637/Night
7 Nights - R67,452
House
10.0(3 Reviews)
5 Bedrooms
4 Baths
14 Guests
3600 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R7,882/Night
7 Nights - R55,174
House
9.2(31 Reviews)
4 Bedrooms
2 Baths
10 Guests
Oceanfront- Fireplace/Heating
- Ocean View
- View
R7,809/Night
7 Nights - R54,663
House
9.8(18 Reviews)
5 Bedrooms
3 Baths
9 Guests
2392 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R10,841/Night
7 Nights - R75,889
Why Choose Rent By Owner for your Sheridan Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Sheridan
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, so consider planning your trip during the region's peak seasons or quieter months for a more enjoyable stay in Sheridan, Oregon.
Peak Season Highlights
Summer (June to August)
During the summer months, you can experience warm weather ideal for outdoor activities in this area. The region sees a bustling atmosphere, making it perfect for those seeking lively surroundings and longer daylight hours.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Fall (September to November)
The fall season offers a beautiful backdrop of changing foliage that enhances your stay here. It is a popular time for travelers looking to enjoy cooler temperatures and scenic drives through the region.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Off-Season Highlights
Winter (December to February)
In winter, the area experiences cooler temperatures, making it suitable for cozy getaways and indoor activities. Fewer visitors mean more tranquility during this quieter period.
Average Temperature Daytime: 40°F to 50°F - Nighttime: 30°F to 40°F
Spring (March to May)
Spring brings milder weather and blossoming landscapes, offering a peaceful retreat before the busy summer season begins. It’s an ideal time to enjoy the natural beauty with fewer crowds.
Average Temperature Daytime: 55°F to 65°F - Nighttime: 40°F to 50°F
Weekly Weather Forecast for Sheridan
How to Book Your Sheridan Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Sheridan
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor seating areas, perfect for relaxing and soaking in the scenic views of the region.
- Take advantage of spacious yards or gardens to explore local flora or host outdoor gatherings.
- Make the most of private patios or decks designed for outdoor dining and entertainment.
- Benefit from nearby walking trails or nature paths that allow you to explore the area's natural beauty.
- Utilize outdoor grills or BBQ facilities to prepare meals amid the fresh air of this destination.
- Relax by outdoor fire pits, ideal for unwinding after a day of exploring the region’s attractions.
- Experience access to shared community outdoor amenities, such as swimming pools or tennis courts, where available.
Top Attractions Around Sheridan
What attractions are nearby?
Enjoy a variety of outdoor activities, local wineries, and charming small-town experiences easily accessible from your stay in Sheridan, Oregon, providing a perfect blend of relaxation and adventure in this welcoming destination.
Family Activities
- Sheridan Community Pool: Enjoy a fun-filled day swimming and relaxing at the community pool, perfect for family bonding in this charming Oregon town.
- Forest Grove Railroad Museum: Discover local history with interactive exhibits and historic train displays that captivate children and adults alike in the nearby area.
- McKay Creek Nature Preserve: Explore scenic walking trails and observe native wildlife in a peaceful setting just minutes from your lodging in the region.
- Heritage Center & Museum: Immerse your family in Sheridan's rich local heritage through engaging exhibits and educational programs suitable for all ages.
Adult Activities
- Wine Tasting Tours: Explore the region's renowned wineries to indulge in tastings and learn about local viticulture.
- Outdoor Recreation: Enjoy hiking, biking, or fishing in the scenic landscapes surrounding this charming destination.
- Visit Local Art Galleries: Discover the area's vibrant arts scene through curated exhibitions and handcrafted works.
- Historic Downtown Strolls: Take a leisurely walk through the historic streets to appreciate unique shops and eateries in the region.
Sheridan Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Flavors: Indulge in the region’s culinary offerings by visiting local markets and eateries to experience authentic flavors during your stay.
- Visit Nearby Attractions: Make the most of your trip by discovering scenic spots and cultural sites that showcase the natural beauty and history here.
- Plan Outdoor Activities: Take advantage of the area's outdoor opportunities, such as hiking or exploring parks, to enjoy the region's stunning landscapes.
- Engage with the Community: Connect with local residents or participate in community events to gain a deeper understanding of the area’s unique character.
Transportation Options
- Personal Vehicle: Having your own car offers the most flexibility for exploring the region around Sheridan and enjoying your stay at local vacation rentals.
- Public Transit: Local bus services connect visitors to key points of interest in the area, making it a convenient transportation option during your visit.
- Taxi and Rideshare: Taxis and rideshare services like Uber and Lyft provide quick, reliable transportation for short trips within the region.
- Rental Bikes: Cycling is an eco-friendly and enjoyable way to explore the neighborhood and scenic spots near your vacation rental here.
Local Customs Options
- Native American Heritage: The area honors its rich Native American history through various local customs and cultural practices that you can observe during your stay.
- Western-Style Hospitality: Embracing the region's pioneering spirit, residents here uphold a tradition of friendly and welcoming hospitality towards visitors.
- Community Celebrations: Participating in seasonal festivals and gatherings is a cherished custom that reflects the area's strong sense of community and tradition.
- Local Craftsmanship: Appreciating handcrafted goods and artisanal work highlights a deep-rooted respect for craftsmanship common in this destination.
Frequently Asked Questions About Sheridan?
1. What are the top vacation rentals in Sheridan?
There are a lot of options in Sheridan. If you plan on staying in the Sheridan area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Sheridan:
- Incredible Luxury Loft in Historic Downtown McMinnville
- Contemporary Home Near Linfield, Near Historic Downtown
- Boutique Stay in Wine Country 2 King Beds, Deck, Fire Table, Near Wineries
- Mountain Style Lodge with stunning view of woods and creek, close to downtown.
- Bella Collina Bed & Breakfast
- Luxury Wine Country Yurt Great for any Season
- Views and Wineries Surround You On 15 Acres In This Wine Country Get Away
- Historic 1910 Bungalow & Carriage House Dog Friendly 1 Block to Wine & Dine
- Chic Farmhouse w/Creek in Heart of Wine Country!
- AMITY WINE COTTAGE – Wonderful Vintage Charm and Décor in Oregon Wine Country
2. Which vacation homes in Sheridan are best for families?
If you are looking for a family-friendly vacation home in Sheridan, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Sheridan:
3. How many Rentbyowner vacation rentals are available in Sheridan?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 170 in the Sheridan area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Sheridan.
4. What is the cancellation policy for vacation rentals in Sheridan, Oregon?
Cancellation policies vary by property. You should review the specific rental listing details or contact the host directly to understand the terms and any applicable fees before confirming your booking.
5. Are there any additional fees I should be aware of when booking a vacation rental in this area?
Additional fees such as cleaning, service charges, or taxes are typically listed on the property page. It's recommended to read the full fee breakdown or reach out to the property owner for clarification prior to booking.
6. How do I find vacation rentals with flexible dates in Sheridan, Oregon?
You can filter your search using the available date options and filters on the booking platform to find properties that accommodate flexible travel plans in this destination.
7. What amenities are usually included in vacation rentals here?
Amenities vary by property but commonly include essentials like Wi-Fi, parking, kitchen facilities, and outdoor spaces. To confirm specific amenities, please check each listing carefully or contact the host directly.
8. Is there any guidance on check-in and check-out times for these rentals?
Check-in and check-out times are set by individual hosts. Details are provided in the property listing, and you can also communicate directly with the owner to arrange suitable times during your stay.
Sheridan Top Rated Vacation Rentals
Other
9.6(14 Reviews)
3 Bedrooms
1 Bath
6 Guests
1 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R5,623/Night
7 Nights - R39,370
Hotel
8.6(609 Reviews)
1 Bath
- Hot Tub
- Fireplace/Heating
- Pool
- Breakfast
R1,852/Night
7 Nights - R12,970
Hotel
8.5(244 Reviews)
1 Bath
265.51 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
R3,401/Night
7 Nights - R23,813
New
Cabin
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R3,131/Night
7 Nights - R21,918
House
10.0(9 Reviews)
3 Bedrooms
3 Baths
6 Guests
1840 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R8,636/Night
7 Nights - R60,448
Other
9.8(44 Reviews)
5 Bedrooms
4 Baths
10 Guests
4000 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R8,921/Night
7 Nights - R62,442
House
9.6(21 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Private Pool
- Spa
- Fireplace/Heating
- Pool
R7,745/Night
7 Nights - R54,218
House
8.6(21 Reviews)
3 Bedrooms
2 Baths
6 Guests
1350 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
R4,120/Night
7 Nights - R28,840
