Discover Your Perfect Oakley Vacation Homes

Best Vacation Homes in Oakley

Boat Rental
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like-icon10.0
Exceptional
(28 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Parking
    Parking
  • Spa
    Spa
More amenities
R5,585/Night 7 Nights - R39,095
House
Map-icon
like-icon9.0
Exceptional
(1 Review)
1 Bedroom 2 Baths 6 Guests 1905.21 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
R3,762/Night 7 Nights - R26,336
Boat Rental
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like-icon10.0
Exceptional
(18 Reviews)
1 Bedroom 1 Bath
  • Parking
    Parking
  • Spa
    Spa
More amenities
R5,568/Night 7 Nights - R38,978
House
Map-icon
like-icon10.0
Exceptional
(17 Reviews)
5 Bedrooms 2 Baths 8 Guests 2500 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
R10,459/Night 7 Nights - R73,224
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House
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5 Bedrooms 3 Baths 14 Guests 10763.91 ft²
  • View
    View
  • Air Conditioner
    Air Conditioner
More amenities
R15,261/Night 7 Nights - R106,834
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 3 Baths 14 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R15,978/Night 7 Nights - R111,850
House
Map-icon
like-icon9.6
Exceptional
(4 Reviews)
4 Bedrooms 2 Baths 6 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R7,541/Night 7 Nights - R52,790
House
Map-icon
4 Bedrooms 2 Baths 8 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R4,381/Night 7 Nights - R30,667

Oakley Luxury Rentals

New
House
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5 Bedrooms 3 Baths 8 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R10,844/Night 7 Nights - R75,916
New
Other
Map-icon
4 Bedrooms 2 Baths 8 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R7,779/Night 7 Nights - R54,462
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House
Map-icon
1 Bedroom 2 Baths 4 Guests 1248.61 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
R6,393/Night 7 Nights - R44,747
New
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 2 Baths 4 Guests 1250 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
R5,550/Night 7 Nights - R38,844
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Apartment
Map-icon
1 Bedroom 1 Bath 2 Guests 796.53 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
R2,918/Night 7 Nights - R20,434
House
Map-icon
3 Bedrooms 2 Baths 7 Guests 3000 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R2,606/Night 7 Nights - R18,243
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Hotel
Map-icon
like-icon8.2
Excellent
(283 Reviews)
1 Bath
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R2,165/Night 7 Nights - R15,150
House
Map-icon
like-icon7.6
Very Good
(5 Reviews)
4 Bedrooms 2 Baths 8 Guests
  • Parking
    Parking
  • Spa
    Spa
More amenities
R14,912/Night 7 Nights - R104,393

Oakley Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
3 Bedrooms 1 Bath 7 Guests 1200 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R2,741/Night 7 Nights - R19,196
House
Map-icon
like-icon7.8
Very Good
(7 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R4,121/Night 7 Nights - R28,845
House
Map-icon
like-icon7.4
Very Good
(3 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
R6,148/Night 7 Nights - R43,041
House
Map-icon
3 Bedrooms 1 Bath 6 Guests 1168 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R4,209/Night 7 Nights - R29,463
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 4 Guests 1791 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R4,733/Night 7 Nights - R33,125
Boat Rental
Map-icon
1 Bedroom 1 Bath 2 Guests
  • Pet Friendly
    Pet Friendly
  • Child Friendly
    Child Friendly
More amenities
R1,990/Night 7 Nights - R13,929

Oakley Large Vacation Homes

House
Map-icon
5 Bedrooms 3 Baths 10 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
R4,403/Night 7 Nights - R30,818
House
Map-icon
7 Bedrooms 4 Baths 14 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
R3,629/Night 7 Nights - R25,400

Why Choose Rent By Owner for your Oakley 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 Oakley

When should you plan your Vacation Rentals stay?

Choosing the ideal time to vacation here can enhance your experience, as the region's climate and seasonal events vary throughout the year, so consider visiting during the shoulder seasons for a more relaxed and authentic stay in this destination.

Peak Season Highlights

summer
Summer (June to August)

During these warmer months, you'll experience the highest demand for vacation rentals near this destination, making it a lively time to visit. The region enjoys extended daylight hours, perfect for outdoor activities.

Average Temperature Daytime: 85°F - 95°F - Nighttime: 60°F - 65°F
autumn
Fall (September to November)

Early fall offers comfortable weather and vibrant scenery, attracting visitors looking to enjoy the region's natural beauty. Booking your accommodation well in advance ensures a smooth stay during this popular season.

Average Temperature Daytime: 70°F - 80°F - Nighttime: 50°F - 55°F

Off-Season Highlights

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Winter (December to February)

In the colder months, fewer travelers visit, providing an ideal opportunity to find more affordable vacation rentals and enjoy a quieter stay here. The area remains accessible for those seeking peaceful retreats.

Average Temperature Daytime: 50°F - 60°F - Nighttime: 35°F - 45°F
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Spring (March to May)

As the region transitions into bloom, this shoulder season offers milder weather and fewer crowds. It’s a great time to explore with less competition for vacation rentals and more relaxed surroundings.

Average Temperature Daytime: 60°F - 70°F - Nighttime: 45°F - 50°F

Weekly Weather Forecast for Oakley

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 a private outdoor pool for relaxing and cooling off during your stay in the region.
  • Take advantage of spacious patios or decks perfect for outdoor dining and entertaining.
  • Make use of perhaps a barbecue grill to prepare delicious meals amid the pleasant climate here.
  • Benefit from access to well-maintained gardens or landscaped yards that enhance your outdoor experience.
  • Utilize outdoor fire pits or fireplaces for cozy evenings under the stars.
  • Explore safe and inviting pathways or trails suitable for walking, jogging, or biking nearby.
  • Relax in shaded areas or gazebos designed to provide comfort while enjoying the fresh air in this destination.
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Family Activities

  • Downtown Oakley Community Park: Enjoy a family picnic or playtime on the playgrounds within this well-maintained park in the area.
  • The Outlet Shoppers at Vasco Road: Explore a variety of kid-friendly stores and find great deals, making shopping an enjoyable outing for the whole family.
  • East County Sports Complex: Engage in outdoor sports or catch a local game at this popular sports facility nearby.
  • Brentwood Regional Park: Discover scenic walking trails, open spaces, and family-friendly amenities perfect for outdoor adventures here.
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Adult Activities

  • Fishing at Bethel Island: Enjoy an afternoon casting your line at this popular fishing spot nearby, where you can relax and try to catch local freshwater species.
  • Exploring Black Diamond Mines Regional Preserve: Discover scenic hiking trails and learn about the area's history through interpretive exhibits in this expansive regional park.
  • Golfing at Hiddenbrooke Golf Club: Tee off on a well-maintained course offering stunning views of the region's natural beauty, perfect for a day of leisure and sport.
  • Wine Tasting Experiences: Indulge in local wine tastings at nearby wineries that highlight the region’s diverse viticulture, ideal for wine enthusiasts seeking relaxation and flavor exploration.

Oakley Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor activities: Take advantage of the area's scenic parks and trails to enjoy the natural beauty that surrounds your stay in this destination.
  • Plan your visit around regional events: Check the local calendar for events or festivals to experience authentic community celebrations during your trip.
  • Utilize nearby amenities: Make the most of convenient grocery stores, dining options, and service providers close to your vacation rental to enhance your convenience.
  • Discover hidden local spots: Engage with residents or do some research to find lesser-known attractions that showcase the true character of the region.

Transportation Options

  • Oakley Transit: The local bus service provides convenient transportation options within the area, making it easy to explore your surroundings without a car.
  • Amtrak Station in nearby Antioch: Offering reliable rail travel, this station connects you to major cities and adds flexibility to your trip here.
  • Rental Car Services: Multiple providers operate in the vicinity, allowing you to rent a vehicle for seamless travel around the region and beyond.
  • Taxis and Rideshare Services: Available conveniently, these services offer quick, on-demand transportation for your activities throughout the destination.

Local Customs Options

  • Western Cowboy Traditions: You might notice local residents embracing the region's cowboy heritage through casual attire and community events that celebrate this rugged, pioneering spirit.
  • Farmers' Market Etiquette: When visiting here, it's common to greet vendors with friendliness and support local agriculture by purchasing fresh, regional produce at the farmers' markets.
  • Community Festivals: Participating in or observing seasonal festivals offers insight into the area's cultural pride and appreciation for traditional celebrations.
  • Environmental Respect: You will find that sustainable practices and conservation efforts are valued, reflecting a commitment to preserving the natural beauty of the region.

Frequently Asked Questions About Oakley?

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 37 in the Oakley 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 Oakley. 

4. What is the cancellation policy for vacation rentals in Oakley, California?

Cancellation policies vary depending on the specific listing. You should review the cancellation details on the property’s page or contact the host directly to understand the terms applicable during your booking.

5. How do I find available vacation rentals in Oakley for my travel dates?

You can easily search for availability by entering your desired travel dates on the booking website. Filters allow you to refine your options based on preferences and ensure you select the best property for your stay in this area.

6. Are pets allowed in vacation rentals in Oakley, California?

Pet policies differ among listings, so it’s important to check each property's description or contact the owner directly to confirm if bringing pets is permitted during your visit.

7. What amenities are typically included in Oakley's vacation rentals?

Most vacation rentals here offer amenities such as Wi-Fi, fully equipped kitchens, and parking facilities. Specific offerings vary per property, so reviewing individual listings will provide detailed information suited to your needs.

8. How do I proceed with booking a vacation rental in Oakley through this platform?

Once you find a suitable property, you can complete the booking through the website by following the checkout process. If you have any questions or need assistance, contacting the property owner or support team ensures a smooth reservation experience.

Oakley Top Rated Vacation Rentals

Apartment
Map-icon
1 Bedroom 1 Bath 2 Guests 800 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
R2,358/Night 7 Nights - R16,504