Discover Your Perfect Cherryville Vacation Homes

Best Vacation Homes in Cherryville

Cabin
Map-icon
like-icon10.0
Exceptional
(226 Reviews)
2 Bedrooms 1 Bath 5 Guests 800 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
AU $425/Night 7 Nights - AU $2,972
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House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 2 Baths 8 Guests 2002.09 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
AU $980/Night 7 Nights - AU $6,858
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Apartment
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1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
AU $458/Night 7 Nights - AU $3,206
Cabin
Map-icon
like-icon10.0
Exceptional
(23 Reviews)
1 Bedroom 1 Bath 5 Guests 866 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $391/Night 7 Nights - AU $2,736
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House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 4 Baths 10 Guests 4101.05 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
AU $1,302/Night 7 Nights - AU $9,114
Cabin
Map-icon
like-icon10.0
Exceptional
(17 Reviews)
2 Bedrooms 1 Bath 4 Guests 750 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $338/Night 7 Nights - AU $2,370
Apartment
Map-icon
like-icon10.0
Exceptional
(15 Reviews)
1 Bedroom 1 Bath 2 Guests 310 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $281/Night 7 Nights - AU $1,968
Apartment
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
1 Bedroom 1 Bath 4 Guests 370 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $341/Night 7 Nights - AU $2,388

Cherryville Luxury Rentals

House
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4 Bedrooms 2 Baths 8 Guests
  • View
    View
  • Parking
    Parking
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AU $9,041/Night 7 Nights - AU $63,290
House
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7 Bedrooms 3 Baths 16 Guests 10.76 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
AU $2,691/Night 7 Nights - AU $18,838
New
House
Map-icon
5 Bedrooms 4 Baths 14 Guests 3654 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $1,461/Night 7 Nights - AU $10,229
New
House
Map-icon
4 Bedrooms 3 Baths 12 Guests 3000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $945/Night 7 Nights - AU $6,618
House
Map-icon
like-icon9.2
Exceptional
(9 Reviews)
4 Bedrooms 4 Baths 10 Guests 4100 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $931/Night 7 Nights - AU $6,515
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 6 Guests 1453.13 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
AU $885/Night 7 Nights - AU $6,196
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House
Map-icon
3 Bedrooms 2 Baths 6 Guests 1905.21 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
AU $872/Night 7 Nights - AU $6,106
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
5 Bedrooms 2 Baths 11 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $820/Night 7 Nights - AU $5,743

Cherryville Pet Friendly Vacation Rentals

Apartment
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 2 Guests 740 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $213/Night 7 Nights - AU $1,493
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 2 Baths 6 Guests 1248.61 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $483/Night 7 Nights - AU $3,379
Cabin
Map-icon
like-icon9.8
Exceptional
(18 Reviews)
1 Bedroom 1 Bath 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $438/Night 7 Nights - AU $3,067
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 5 Guests 1097.92 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $311/Night 7 Nights - AU $2,180
House
Map-icon
like-icon9.2
Exceptional
(31 Reviews)
1 Bedroom 1 Bath 6 Guests 1248 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $662/Night 7 Nights - AU $4,633
House
Map-icon
like-icon10.0
Exceptional
(42 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $498/Night 7 Nights - AU $3,488
Cabin
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
4 Bedrooms 2 Baths 8 Guests 1752 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $664/Night 7 Nights - AU $4,647
Cabin
Map-icon
like-icon9.6
Exceptional
(28 Reviews)
4 Bedrooms 2 Baths 12 Guests 2374 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $532/Night 7 Nights - AU $3,727

Cherryville Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
4 Bedrooms 2 Baths 10 Guests 1656 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $580/Night 7 Nights - AU $4,058
New
star-icons-4
House
Map-icon
4 Bedrooms 3 Baths 12 Guests 3003.13 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $773/Night 7 Nights - AU $5,408
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
4 Bedrooms 7 Baths 10 Guests 2500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
AU $596/Night 7 Nights - AU $4,170
Cabin
Map-icon
5 Bedrooms 3 Baths 8 Guests 3300 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $776/Night 7 Nights - AU $5,435
Other
Map-icon
like-icon10.0
Exceptional
(1 Review)
7 Bedrooms 3 Baths 16 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
AU $2,919/Night 7 Nights - AU $20,436
House
Map-icon
like-icon9.4
Exceptional
(32 Reviews)
4 Bedrooms 2 Baths 15 Guests 2500 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
AU $367/Night 7 Nights - AU $2,572
Apartment
Map-icon
like-icon8.0
Excellent
(1 Review)
5 Bedrooms 3 Baths 10 Guests 3800 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
AU $389/Night 7 Nights - AU $2,723
House
Map-icon
like-icon5.0
Average
(8 Reviews)
4 Bedrooms 4 Baths 10 Guests 4100 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $489/Night 7 Nights - AU $3,426

Why Choose Rent By Owner for your Cherryville Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Cherryville

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, allowing you to enjoy the region's unique charm at its most inviting and ensuring your stay in these well-appointed vacation rentals is truly memorable.

Peak Season Highlights

summer
Summer (June to August)

During these months, you'll find the region vibrant and lively, making it ideal for outdoor activities and exploring local scenery.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 50°F to 60°F
autumn
Fall (September to November)

Autumn offers stunning foliage and cooler weather, perfect for enjoying the natural beauty and peaceful surroundings of this destination.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Winter (December to February)

The winter months bring cooler temperatures and quieter landscapes, providing a tranquil retreat for those seeking solitude or seasonal outdoor adventures.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 30°F to 40°F
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Spring (March to May)

Early spring is a quiet period with blooming flora and mild weather, offering a peaceful setting to enjoy the area's natural charm.

Average Temperature Daytime: 55°F to 65°F - Nighttime: 40°F to 50°F

Weekly Weather Forecast for Cherryville

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.

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 spacious outdoor patios or decks to relax while taking in the scenic views of the area.
  • Benefit from private or shared yards perfect for outdoor activities and family gatherings.
  • Take advantage of outdoor dining areas equipped with tables and grills to savor meals al fresco.
  • Make use of fire pits or outdoor fireplaces for cozy evenings under the stars.
  • Access nearby hiking trails or nature walks that start right from your rental property.
  • Utilize outdoor recreational equipment such as bikes, kayaks, or fishing gear often provided for guest use.
  • Capitalize on ample parking spaces and easy access to the region’s natural attractions and outdoor hotspots.
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Family Activities

  • Hoodland Trail System: Explore the scenic walking and biking trails around Sandy, perfect for family adventures in nature.
  • Sandy River:** Enjoy a relaxing day at this popular river spot, ideal for picnicking, fishing, or simply unwinding by the water.
  • Sandy Community Center:** Participate in family-friendly activities and events hosted here, offering entertainment for all ages.
  • Sandy Historical Museum:** Discover local history through engaging exhibits that provide educational fun for children and adults alike.
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Adult Activities

  • Hiking at Mount Hood National Forest: Explore scenic trails and enjoy breathtaking views nestled just outside the region, perfect for outdoor enthusiasts seeking adventure.
  • Fishing in nearby rivers and lakes: Relax by tranquil waters renowned for excellent fishing opportunities, ideal for those wanting a peaceful day in nature.
  • Golfing at local courses: Play a round of golf on beautifully maintained courses that offer stunning vistas and a challenging experience for enthusiasts.
  • Wine tasting at regional vineyards: Discover the flavors of local wineries, where you can sample unique wines crafted from the area's abundant grape varieties.

Cherryville Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the local outdoor activities: Take advantage of the scenic trails and natural beauty that surround this destination to make your stay active and memorable.
  • Visit nearby attractions: Discover popular spots in the area that showcase the region's unique charm, enhancing your overall experience.
  • Plan ahead for amenities: Ensure your vacation rentals are equipped with essentials and special features to suit your needs and maximize comfort.
  • Connect with local resources: Reach out to community centers or visitor information centers to get insider tips on the best ways to enjoy your time here.

Transportation Options

  • Personal Vehicle: Renting or bringing your own car offers the most flexibility for exploring the scenic region around Sandy, Oregon, and accessing your vacation rentals with ease.
  • Public Transit: Local bus services provide convenient transportation options to navigate the area and reach key destinations within Cherryville and nearby communities.
  • Shuttle Services: Airport shuttles and private ride services are available for hassle-free travel from Portland International Airport directly to your vacation rental here.
  • Bicycle Rentals: For eco-friendly travel and enjoying the natural beauty of the region, bike rentals offer a healthy and scenic way to explore outdoor attractions near your accommodation.

Local Customs Options

  • Community Festivals: Participating in local festivals offers a unique way to experience the region's culture and connect with friendly residents during your stay.
  • Respect for Nature: The area emphasizes environmental preservation, so you'll find that outdoor activities are encouraged to be eco-friendly and sustainable.
  • Food Traditions: Enjoying locally sourced cuisine reflects the region’s commitment to fresh, seasonal ingredients and culinary heritage.
  • Historical Appreciation: Visitors often engage in respectful observance of the area's historical sites and stories, which are celebrated through community events and local landmarks.

Frequently Asked Questions About Cherryville?

2. Which vacation homes in Cherryville are best for families?

If you are looking for a family-friendly vacation home in Cherryville, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cherryville:

3. How many Rentbyowner vacation rentals are available in Cherryville?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 82 in the Cherryville 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 Cherryville. 

4. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the specific listing. To understand the terms and any applicable fees, please review the cancellation policy outlined in the property details or contact the property owner directly.

5. How do I confirm my booking and what are the payment options?

Once you select your preferred vacation rental, you'll be prompted to complete the booking through the secure platform. Payments are typically accepted via credit card or other specified methods, as detailed during the booking process. For any questions, reaching out to the host can provide further clarification.

6. Are there any house rules or restrictions I should be aware of before booking?

Yes, each rental in the region has its own set of house rules and restrictions. These are usually listed on the property page, and it's important to review them before confirming your reservation to ensure a smooth stay.

7. What amenities are included in vacation rentals here?

Amenities vary between properties but often include essentials like Wi-Fi, parking, kitchen facilities, and more. Specific amenities for each rental are detailed in the listing, so reviewing those details will help you find the perfect accommodation.

8. Is there a minimum stay requirement for bookings in this destination?

Minimum stay requirements depend on the individual property and the time of year. Details about minimum nights are typically shown on the listing page, and contacting the host directly can clarify any special conditions or flexible arrangements.

Cherryville Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 8 Guests 2000 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
AU $221/Night 7 Nights - AU $1,547