Discover Your Perfect Cloverdale Vacation Homes

Best Vacation Homes in Cloverdale

10.0
Exceptional
(182 Reviews)
800 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Condo
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R3,980/Night For 7 Nights R27,868
10.0
Exceptional
(3 Reviews)
699.65 ft² 4 Guests 1 Bedroom 1 Bathroom
House
  • Fireplace/Heating
  • Parking
  • Internet
R2,800/Night For 7 Nights R19,599
10.0
Exceptional
(41 Reviews)
1 Bathroom
Family Friendly Hotel
  • Skiing
  • Fireplace/Heating
  • Balcony/Terrace
R3,515/Night For 7 Nights R24,609
10.0
Exceptional
(125 Reviews)
1200 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Pool
R5,065/Night For 7 Nights R35,465
10.0
Exceptional
(3 Reviews)
1700.7 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Parking
  • Internet
R3,766/Night For 7 Nights R26,361
10.0
Exceptional
(51 Reviews)
1300 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Fireplace/Heating
  • Pool
R5,253/Night For 7 Nights R36,775
10.0
Exceptional
(38 Reviews)
1800 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Cottage
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
R4,223/Night For 7 Nights R29,554
10.0
Exceptional
(34 Reviews)
1300 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Fireplace/Heating
  • Pool
R6,746/Night For 7 Nights R47,221

Cloverdale Luxury Rentals

10.0
Exceptional
(4 Reviews)
4040 ft² 10 Guests 5 Bedrooms 4 Bathrooms
Family Friendly Villa
  • Hot Tub
  • Spa
  • Fireplace/Heating
R24,813/Night For 7 Nights R173,690
10.0
Exceptional
(39 Reviews)
5069 ft² 18 Guests 7 Bedrooms 5 Bathrooms
Family Friendly House
  • Skiing
  • Fireplace/Heating
  • Pool
R24,321/Night For 7 Nights R170,252
New
4036.47 ft² 10 Guests 5 Bedrooms 1 Bathroom
Family Friendly Villa
  • Hot Tub
  • Skiing
  • Fireplace/Heating
R23,713/Night For 7 Nights R165,995
10.0
Exceptional
(2 Reviews)
2023.62 ft² 6 Guests 5 Bedrooms 2 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Pool
  • View
R18,594/Night For 7 Nights R130,153
8.0
Excellent
(2 Reviews)
3200 ft² 14 Guests 4 Bedrooms 5 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R17,941/Night For 7 Nights R125,585
New
1603.82 ft² 13 Guests 1 Bedroom 5 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
R17,401/Night For 7 Nights R121,803
10.0
Exceptional
(5 Reviews)
2486 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Balcony/Terrace
  • Kitchen
R15,079/Night For 7 Nights R105,560
10.0
Exceptional
(4 Reviews)
2024 ft² 6 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R14,155/Night For 7 Nights R99,093

Cloverdale Pet Friendly Vacation Rentals

10.0
Exceptional
(29 Reviews)
1800 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R3,486/Night For 7 Nights R24,397
10.0
Exceptional
(3 Reviews)
1001.04 ft² 6 Guests 2 Bedrooms 2 Bathrooms
House
  • Oceanfront
  • Hot Tub
  • Spa
R3,029/Night For 7 Nights R21,204
10.0
Exceptional
(16 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Hot Tub
  • Fireplace/Heating
  • Pool
R5,503/Night For 7 Nights R38,527
10.0
Exceptional
(1 Review)
1797.57 ft² 7 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Parking
R1,785/Night For 7 Nights R12,493
10.0
Exceptional
(14 Reviews)
1250 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Pet Friendly
R6,452/Night For 7 Nights R45,175
10.0
Exceptional
(14 Reviews)
730 ft² 4 Guests 1 Bedroom 1 Bathroom
Ocean View Cabin
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
R6,177/Night For 7 Nights R43,242
10.0
Exceptional
(4 Reviews)
5 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R3,358/Night For 7 Nights R23,512
9.8
Exceptional
(189 Reviews)
1001 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pool
R4,523/Night For 7 Nights R31,666

Cloverdale Large Vacation Homes

New
2642 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
R7,343/Night For 7 Nights R51,396
10.0
Exceptional
(1 Review)
5995.5 ft² 15 Guests 5 Bedrooms 4 Bathrooms
House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R7,417/Night For 7 Nights R51,920
10.0
Exceptional
(20 Reviews)
15 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R4,518/Night For 7 Nights R31,634
9.5
Exceptional
(4 Reviews)
2443.41 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Group Friendly House
  • Hot Tub
  • Skiing
  • Fireplace/Heating
R9,087/Night For 7 Nights R63,611
10.0
Exceptional
(8 Reviews)
2540 ft² 11 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R8,706/Night For 7 Nights R60,942
10.0
Exceptional
(2 Reviews)
1900 ft² 10 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R11,433/Night For 7 Nights R80,034
9.8
Exceptional
(62 Reviews)
1750 ft² 10 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
R7,720/Night For 7 Nights R54,049
9.8
Exceptional
(9 Reviews)
2400 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Ocean View Cottage
  • Spa
  • Fireplace/Heating
  • Ocean View
R8,559/Night For 7 Nights R59,911

Why Choose Rent By Owner for your Cloverdale 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 Cloverdale

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination ensures you experience its natural beauty and peaceful surroundings at their best, making it an ideal opportunity to explore local outdoor activities and enjoy your stay in the region.

Peak Season Highlights

summer
Summer (June to August)

During the warmest months, you'll experience the region at its most 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 brings vibrant foliage and cooler weather, perfect for scenic drives and enjoying the natural beauty of this destination.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Winter (December to February)

The quiet winter months offer a peaceful retreat with fewer visitors, ideal for those seeking solitude and tranquility.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
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Spring (March to May)

As the area awakens from winter, you can enjoy mild weather and blooming landscapes without the crowds of peak season.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Cloverdale

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 outdoor seating areas, perfect for relaxing amidst the scenic surroundings of this destination.
  • Take advantage of private patios or decks to soak in the natural beauty of the region.
  • Make use of beautiful garden spaces that offer a peaceful retreat outdoors.
  • Utilize outdoor grills to host memorable barbecues surrounded by the area's lush landscape.
  • Benefit from spacious yards ideal for outdoor activities or family gatherings.
  • Explore well-maintained walking paths or trails directly accessible from your rental.
  • Relax in outdoor hot tubs or fire pits, perfect for unwinding after a day exploring the region.
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Family Activities

  • Hoodoo Ski Area: Experience outdoor family fun by exploring winter sports and scenic views at the nearby Hoodoo Ski Area, just a short drive from your vacation rental here.
  • Sisters Outdoor Quilt Show: Attend this popular event in the area to enjoy vibrant arts and crafts displays, perfect for family outings during the summer months.
  • Deschutes National Forest: Discover outdoor adventures like hiking, picnicking, and wildlife watching within this expansive forest that surrounds the region.
  • The Village Green Park: Relax and play with your loved ones in this family-friendly park featuring playgrounds, open spaces, and community events throughout the year.
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Adult Activities

  • Wine Tasting Tours: Explore local wineries in the area and enjoy tasting sessions that highlight the region’s renowned Oregon wines.
  • Hiking and Nature Walks: Discover scenic trails nearby, perfect for immersing yourself in the natural beauty of the region surrounding here.
  • Fishing Experiences: Try your hand at fishing in local rivers or lakes, a relaxing activity available for adults seeking outdoor recreation.
  • : Tee off at nearby golf courses, offering picturesque views and challenging holes within the region's tranquil surroundings.

Cloverdale Travel Tips

How Can You Make the Most of Your Stay?

  • Visit local shops and galleries: Explore the charming boutiques and art galleries scattered throughout the area to immerse yourself in its creative community.
  • Plan outdoor adventures: Take advantage of nearby trails and parks to enjoy hiking or biking in the scenic landscape surrounding this destination.
  • Sample regional cuisine: Dine at local eateries to experience authentic flavors that highlight the area's unique culinary traditions.
  • Attend community events: Check the local calendar for festivals, markets, or gatherings to connect with residents and discover the area's vibrant culture.

Transportation Options

  • Rental Car Services: Local providers offer convenient car rentals to explore the scenic area at your own pace, making it easy to access the nearby attractions of Sisters and beyond.
  • Shuttle Services: Shuttle options are available for transportation between the airport and your vacation rental, providing a reliable way to start your adventure without the hassle of driving.
  • Public Transit: Regional bus services connect this destination with surrounding towns, offering an affordable transportation choice for exploring the region comfortably.
  • Taxi and Rideshare: Taxis and rideshare apps provide on-demand transportation within the area, ensuring quick and flexible travel around Cloverdale and its picturesque surroundings.

Local Customs Options

  • Local Gatherings and Community Events: Participating in community events is a common tradition here, reflecting the area's friendly and welcoming spirit.
  • Western-Style Hospitality: Expect warm welcomes and friendly interactions that showcase the region’s Western hospitality during your stay in this destination.
  • Respect for Nature and Outdoor Etiquette: Visitors are encouraged to respect the natural environment by following outdoor etiquette, preserving the scenic beauty of the area.
  • Cultural Heritage Celebrations: The region takes pride in celebrating its local history through festivals and traditions that highlight its rich cultural heritage.

Frequently Asked Questions About Cloverdale?

2. How many vacation rentals have private pools in Cloverdale?

3. Which vacation homes in Cloverdale are best for families?

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

4. How many Rentbyowner vacation rentals are available in Cloverdale?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 256 in the Cloverdale 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 Cloverdale. 

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

Cancellation policies vary depending on the property listing. To ensure clarity, review the specific cancellation terms directly on the rental listing or contact the host before booking.

6. How do I confirm my reservation for a vacation rental nearby?

Reservations are confirmed once you complete the booking process and receive a confirmation email from the property owner or manager. Make sure to read all instructions provided during the booking to secure your stay.

7. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning, service charges, or security deposits may apply. Details about fees are outlined in the listing description, so reviewing them beforehand will help you plan accordingly.

8. What amenities are typically available at vacation rentals in this region?

Most properties offer amenities like Wi-Fi, parking, and fully equipped kitchens. Specific amenities can vary by listing, so it’s best to check each property’s details to find accommodations that match your needs.

9. Is there anything I need to know about checking in and out of vacation rentals in this destination?

Check-in and check-out times are specified in each listing. Contact the host if you have special requests or need assistance during your arrival or departure to ensure a smooth stay.

Cloverdale Top Rated Vacation Rentals

10.0
Exceptional
(54 Reviews)
6 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pool
R6,639/Night For 7 Nights R46,484
10.0
Exceptional
(28 Reviews)
1215 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Fireplace/Heating
  • Pool
R7,411/Night For 7 Nights R51,871
10.0
Exceptional
(13 Reviews)
1215 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Fireplace/Heating
  • Pool
R5,631/Night For 7 Nights R39,411
10.0
Exceptional
(2 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R4,061/Night For 7 Nights R28,424
10.0
Exceptional
(1 Review)
1557 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pool
R7,598/Night For 7 Nights R53,181
10.0
Exceptional
(1 Review)
6 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Hot Tub
  • Spa
  • Fireplace/Heating
R4,196/Night For 7 Nights R29,374
9.8
Exceptional
(880 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Spa
  • Fireplace/Heating
R3,533/Night For 7 Nights R24,740
9.8
Exceptional
(130 Reviews)
1000 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pool
R7,079/Night For 7 Nights R49,546