Best Vacation Homes in Sunnyside
Cottage
10.0(41 Reviews)
1 Bedroom
1 Bath
2 Guests
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
US $122/Night
7 Nights - US $853
House
10.0(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
1399.31 ft²
Hot Tub- Fireplace/Heating
- Parking
Internet
US $297/Night
7 Nights - US $2,081
Bed & Breakfast
9.0(102 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
- Kitchen
- Parking
Air Conditioner
US $122/Night
7 Nights - US $852
Apartment
10.0(35 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $183/Night
7 Nights - US $1,282
House
9.2(9 Reviews)
3 Bedrooms
2 Baths
8 Guests
1603.82 ft²
- Hot Tub
- Fireplace/Heating
- Parking
- Air Conditioner
US $232/Night
7 Nights - US $1,621
House
10.0(13 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $225/Night
7 Nights - US $1,575
House
10.0(7 Reviews)
2 Bedrooms
2 Baths
4 Guests
1725 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
US $207/Night
7 Nights - US $1,450
House
9.8(38 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
View
US $289/Night
7 Nights - US $2,025
Sunnyside Luxury Rentals
House
1 Bedroom
1 Bath
2 Guests
Child Friendly
TV
Security/Safety
US $1,949/Night
7 Nights - US $13,643
House
9.8(49 Reviews)
3 Bedrooms
4 Baths
8 Guests
6000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $1,082/Night
7 Nights - US $7,572
Villa
4 Bedrooms
4 Baths
9 Guests
5005.22 ft²
Skiing- Fireplace/Heating
- Balcony/Terrace
- View
US $1,073/Night
7 Nights - US $7,511
House
10.0(3 Reviews)
5 Bedrooms
3 Baths
15 Guests
- Hot Tub
- Fireplace/Heating
Pool- Kitchen
US $870/Night
7 Nights - US $6,088
House
10.0(4 Reviews)
6 Bedrooms
6 Baths
14 Guests
6100 ft²
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
US $757/Night
7 Nights - US $5,300
House
10.0(4 Reviews)
4 Bedrooms
3 Baths
9 Guests
5000 ft²
- Hot Tub
Spa- Fireplace/Heating
- Balcony/Terrace
US $750/Night
7 Nights - US $5,248
Cottage
1 Bedroom
1 Bath
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $578/Night
7 Nights - US $4,047
House
5 Bedrooms
3 Baths
26 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $562/Night
7 Nights - US $3,935
Sunnyside Pet Friendly Vacation Rentals
House
9.6(20 Reviews)
2 Bedrooms
1 Bath
5 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $259/Night
7 Nights - US $1,812
Bed & Breakfast
8.3(82 Reviews)
1 Bedroom
1 Bath
2 Guests
279.86 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $110/Night
7 Nights - US $770
House
2 Bedrooms
1 Bath
4 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $225/Night
7 Nights - US $1,577
US $523/Night
7 Nights - US $3,663
Apartment
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $91/Night
7 Nights - US $639
House
10.0(12 Reviews)
5 Bedrooms
1 Bath
6 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $93/Night
7 Nights - US $649
House
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $215/Night
7 Nights - US $1,502
House
9.8(46 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $498/Night
7 Nights - US $3,487
Sunnyside Large Vacation Homes
House
10.0(2 Reviews)
6 Bedrooms
4 Baths
11 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $473/Night
7 Nights - US $3,311
House
6 Bedrooms
3 Baths
12 Guests
2798.62 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
US $230/Night
7 Nights - US $1,610
House
9.8(46 Reviews)
7 Bedrooms
4 Baths
14 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $499/Night
7 Nights - US $3,496
House
9.2(46 Reviews)
4 Bedrooms
3 Baths
12 Guests
3021 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $273/Night
7 Nights - US $1,911
House
8.8(18 Reviews)
3 Bedrooms
2 Baths
12 Guests
1900 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $193/Night
7 Nights - US $1,349
House
8.6(17 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $213/Night
7 Nights - US $1,489
House
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $287/Night
7 Nights - US $2,007
House
9.4(3 Reviews)
2 Bedrooms
1 Bath
11 Guests
1024 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $132/Night
7 Nights - US $923
Why Choose Rent By Owner for your Sunnyside 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.
Popular Areas for Sunnyside Vacation Rentals
Where are the best neighborhoods to stay in Sunnyside?
Exploring neighborhoods to stay in Sunnyside, Oregon, offers you a welcoming environment with a variety of convenient and charming options. Whether you're seeking a quiet retreat or a lively community atmosphere, Sunnyside provides diverse surroundings that cater to different preferences. By choosing the right neighborhood, you can enjoy easy access to local amenities and immerse yourself in the unique charm of this vibrant area. With trusted vacation rentals available, you can experience the comfort and reliability needed for a memorable stay in Sunnyside, Oregon.
Southgate
In this part of the region, you’ll find a welcoming atmosphere that provides convenient access to local amenities and scenic outdoor spaces. It’s an ideal choice for those seeking a comfortable stay close to the heart of the area.
View 232+ Rentals in SouthgateBest Times to Visit Sunnyside
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can significantly enhance your experience, as the best seasons to enjoy all that this destination has to offer often depend on your preferences for weather and outdoor activities in the region.
Peak Season Highlights
Summer (June to August)
During the warm summer months, you can enjoy longer daylight hours and optimal weather conditions, making it perfect for outdoor activities in this scenic area.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Fall (September to November)
Autumn brings vibrant foliage and pleasant temperatures, attracting visitors seeking a peaceful retreat amidst breathtaking fall scenery.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Off-Season Highlights
Winter (December to February)
The quieter winter period offers a cozy atmosphere and fewer crowds, ideal for those looking to enjoy tranquil surroundings and off-season rates.
Average Temperature Daytime: 40°F to 50°F - Nighttime: 30°F to 40°F
Early Spring (March to April)
Before the full bloom of spring, this is a serene time with mild weather and fewer visitors, allowing for a more relaxed experience in this destination.
Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F
Weekly Weather Forecast for Sunnyside
How to Book Your Sunnyside 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 Sunnyside
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 dining with a private patio or deck area
- Make the most of nearby walking trails and scenic nature walks
- Relax in your own outdoor seating area to take in the fresh air
- Take advantage of access to community parks or green spaces
- Experience outdoor fire pits perfect for evening gatherings
- Benefit from lush landscaping and well-maintained garden spaces
- Utilize outdoor grilling facilities for a cookout under the open sky
Top Attractions Around Sunnyside
What attractions are nearby?
Within this inviting destination, you can explore outdoor activities like hiking and fishing, enjoy nearby parks and scenic views, or indulge in local dining options, ensuring a memorable stay in the region.
Family Activities
- Pittock Mansion: Explore this historic mansion offering stunning views of the city and engaging exhibits perfect for family outings in the area.
- Portland Children's Museum: Ignite your children's creativity and curiosity at this interactive museum nestled conveniently nearby, ideal for a fun-filled day with the kids.
- Oregon Zoo: Discover diverse wildlife and enjoy outdoor family adventures at this popular zoo located just outside the region's core, suitable for all ages.
- Washington Park: Spend quality time together amid lush gardens and scenic trails, with attractions like beautiful picnic spots and easy hiking paths close to here.
Adult Activities
- Wine Tasting Tours: Explore the region's renowned wineries, offering guided tastings that showcase local flavors and viticulture, perfect for wine enthusiasts staying nearby.
- Hiking and Nature Walks: Discover scenic trails throughout the area, allowing you to immerse yourself in the natural beauty and tranquility of this destination.
- Golfing: Enjoy a round at the area's well-maintained golf courses, providing a relaxing way to experience the local landscape and improve your swing.
- Local Dining Experiences: Indulge in regional cuisine at charming restaurants and eateries, highlighting fresh, local ingredients and culinary craftsmanship here in the region.
Other Places to Stay in Sunnyside, OR
Kaiser Permanente Sunnyside Medical Center
Sunnyside Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Events: Check the area's event calendar to align your stay with local festivals or markets, enhancing your experience of this destination.
- Explore Nearby Outdoor Spaces: Take advantage of surrounding parks and trails to enjoy the region’s natural beauty right from your vacation rental.
- Utilize Local Resources: Visit nearby visitor centers or ask hosts for tips on hidden gems to make your trip more memorable in this area.
- Optimize Your Arrival Timing: Arrive during off-peak hours to avoid traffic and enjoy a smoother check-in process at your vacation rental here.
Transportation Options
- Personal Vehicles: Renting or using your own car offers the flexibility to explore this area and its surroundings at your own pace, especially with numerous parking options near local vacation rentals.
- Public Transit: Buses serve the region, providing an economical way to get around while enjoying scenic views between destinations within the area.
- Rideshare Services: Companies like Uber and Lyft operate here, offering convenient transportation directly from your vacation rental to nearby attractions and amenities.
- Bike Rentals: Cycling is a popular option locally, with bike rentals available for exploring the quieter, picturesque neighborhoods and natural routes in this destination.
Local Customs Options
- Local Wine Tasting Etiquette: When visiting nearby vineyards, you'll find that modest tasting fees and respectful sampling are appreciated by the region's winemakers.
- Farmers' Market Traditions: Supporting local farmers by purchasing fresh produce directly reflects the area's emphasis on sustainability and community involvement.
- Outdoor Recreation Respect: Engaging in outdoor activities such as hiking or fishing often involves adhering to Leave No Trace principles to preserve the area's natural beauty.
- Festival Celebrations: Participating in seasonal festivals is common here, where embracing local customs and sharing in communal meals fosters a welcoming atmosphere.
Frequently Asked Questions About Sunnyside?
1. What are the top vacation rentals in Sunnyside?
There are a lot of options in Sunnyside. If you plan on staying in the Sunnyside area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Sunnyside:
- ‘The Owl’s Nest’ w/Hot Tub & Forest Views!
- Crossroads Country Cottage
- All the Views: A Private BnB with VIEWS
- Stunning Ranch Home in Walkable Gorgeous Happy Valley Neighborhood
- Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
- Sunset Vista in Happy Valley
- Sleek Urban Retreat in Happy Valley
- Simply Chic townhome 15 mins to PDX airport.
- Spacious 6-bedroom house with AC, fitness room in gated quiet area Happy Valley
- Mt Scott Forest Estate— Theater, Sauna, Game Room, Firepit, 15 Min PDX, Sleeps 9
2. How many vacation rentals have private pools in Sunnyside?
There are 2 vacation rentals with private pools near Sunnyside. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Sunnyside are best for families?
If you are looking for a family-friendly vacation home in Sunnyside, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Sunnyside:
4. How many Rentbyowner vacation rentals are available in Sunnyside?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 142 in the Sunnyside 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 Sunnyside.
5. What is the cancellation policy for vacation rentals in this area?
Cancellation policies can vary depending on the individual property listing. You should review the specific cancellation terms provided in the listing details or contact the property owner directly to understand the options available.
6. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning, service charges, or security deposits are often listed within each property listing. It's recommended to check the detailed fee breakdown and reach out to the host if you have specific questions.
7. How do I confirm and secure my reservation in this destination?
Reservations are typically confirmed once you complete the booking process through the listing platform. Be sure to read all instructions carefully and communicate with the property owner if needed to ensure your reservation is secured.
8. What amenities can I expect in vacation rentals here?
Amenities vary between properties, but many offer essentials like Wi-Fi, kitchens, and parking. Details about amenities are included in each listing, so review them thoroughly to find accommodations that meet your needs.
9. Is it necessary to contact the property owner before booking?
While many bookings are made directly through the platform, reaching out to the owner can provide helpful information about the property, availability, and any special requirements you may have. This ensures a smooth and informed booking process.
Sunnyside Top Rated Vacation Rentals
Hotel
9.6(266 Reviews)
1 Bath
- Pool
- Balcony/Terrace
Breakfast- Kitchen
US $197/Night
7 Nights - US $1,377
Hotel
8.9(68 Reviews)
1 Bath
570.49 ft²
Private Pool- Pool
- Pet Friendly
- Parking
US $259/Night
7 Nights - US $1,813
Hotel
7.9(308 Reviews)
1 Bath
227.84 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $141/Night
7 Nights - US $986
Hotel
7.8(1007 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $125/Night
7 Nights - US $874
US $117/Night
7 Nights - US $820
Hotel
7.6(266 Reviews)
1 Bath
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $357/Night
7 Nights - US $2,499
Hotel
7.1(575 Reviews)
3 Baths
333.68 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $80/Night
7 Nights - US $561
Hotel
6.8(1000 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $96/Night
7 Nights - US $675
