Discover Your Perfect Oakland Vacation Homes

Best Vacation Homes in Oakland

Cabin
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2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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CA $364/Night 7 Nights - CA $2,550
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House
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like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 4 Baths 18 Guests 3401.4 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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CA $1,228/Night 7 Nights - CA $8,594
Hotel
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like-icon9.0
Exceptional
(407 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
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CA $152/Night 7 Nights - CA $1,067
House
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like-icon10.0
Exceptional
(24 Reviews)
3 Bedrooms 1 Bath 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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CA $292/Night 7 Nights - CA $2,046
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House
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like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 10 Guests 3003.13 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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CA $732/Night 7 Nights - CA $5,126
Villa
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like-icon10.0
Exceptional
(19 Reviews)
3 Bedrooms 2 Baths 7 Guests 2000 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
CA $814/Night 7 Nights - CA $5,699
House
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like-icon10.0
Exceptional
(17 Reviews)
3 Bedrooms 1 Bath 6 Guests 900 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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CA $227/Night 7 Nights - CA $1,591
House
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like-icon10.0
Exceptional
(15 Reviews)
6 Bedrooms 5 Baths 22 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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CA $1,316/Night 7 Nights - CA $9,209

Oakland Luxury Rentals

House
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like-icon10.0
Exceptional
(83 Reviews)
4 Bedrooms 3 Baths 18 Guests 3400 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
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CA $1,171/Night 7 Nights - CA $8,194
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House
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4 Bedrooms 4 Baths 12 Guests 3003.13 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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CA $1,103/Night 7 Nights - CA $7,722
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Villa
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3 Bedrooms 3 Baths 7 Guests 2002.09 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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CA $1,079/Night 7 Nights - CA $7,555
House
Map-icon
like-icon9.6
Exceptional
(40 Reviews)
4 Bedrooms 3 Baths 12 Guests 3000 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
CA $963/Night 7 Nights - CA $6,742
Other
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
CA $813/Night 7 Nights - CA $5,690
Bed & Breakfast
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2 Bedrooms 2 Baths 7 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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CA $804/Night 7 Nights - CA $5,627
House
Map-icon
like-icon9.6
Exceptional
(5 Reviews)
3 Bedrooms 2 Baths 13 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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CA $712/Night 7 Nights - CA $4,988
House
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3 Bedrooms 2 Baths 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
CA $702/Night 7 Nights - CA $4,912

Oakland Pet Friendly Vacation Rentals

Cabin
Map-icon
like-icon10.0
Exceptional
(41 Reviews)
3 Bedrooms 2 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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CA $422/Night 7 Nights - CA $2,956
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Hotel
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like-icon8.4
Excellent
(119 Reviews)
12 Baths 352.52 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $174/Night 7 Nights - CA $1,216
House
Map-icon
like-icon10.0
Exceptional
(21 Reviews)
3 Bedrooms 2 Baths 10 Guests 3000 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $592/Night 7 Nights - CA $4,146
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Hotel
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like-icon7.4
Very Good
(92 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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CA $95/Night 7 Nights - CA $666
Cabin
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
1 Bedroom 1 Bath 2 Guests 243 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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CA $196/Night 7 Nights - CA $1,373
Cabin
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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CA $196/Night 7 Nights - CA $1,373
Apartment
Map-icon
like-icon9.4
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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CA $86/Night 7 Nights - CA $604
House
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
1 Bedroom 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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CA $207/Night 7 Nights - CA $1,448

Oakland Large Vacation Homes

Other
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4 Bedrooms 3 Baths 17 Guests 3000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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CA $552/Night 7 Nights - CA $3,864
Villa
Map-icon
like-icon9.8
Exceptional
(18 Reviews)
3 Bedrooms 1 Bath 7 Guests 1463.89 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
CA $268/Night 7 Nights - CA $1,877
House
Map-icon
like-icon5.0
Average
(7 Reviews)
3 Bedrooms 2 Baths 12 Guests 2091 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
CA $753/Night 7 Nights - CA $5,270
Cabin
Map-icon
3 Bedrooms 1 Bath 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
CA $414/Night 7 Nights - CA $2,896

Why Choose Rent By Owner for your Oakland 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 Oakland

When should you plan your Vacation Rentals stay?

Timing your visit to this destination can enhance your experience, as the best seasons to enjoy the region's climate and local events often align with milder weather and fewer crowds, making it an ideal choice for booking your perfect vacation rentals here.

Peak Season Highlights

spring
Spring (March to May)

Experience the area's vibrant blooming season, making it perfect for outdoor activities and exploring local surroundings.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
autumn
Fall (September to November)

Enjoy the mild temperatures and colorful scenery, ideal for outdoor adventures and appreciating the region's natural beauty.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F

Off-Season Highlights

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Winter (December to February)

Visit during the cooler months when fewer travelers are around, offering a peaceful retreat with comfortable indoor amenities.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F
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Summer (June to August)

Experience the hottest part of the year, perfect for enjoying indoor comforts or planning visits during early mornings or late evenings.

Average Temperature Daytime: 85°F to 95°F - Nighttime: 65°F to 75°F

Weekly Weather Forecast for Oakland

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 patio or deck to relax and unwind amid scenic views.
  • Take advantage of well-maintained barbecue grills for outdoor cooking sessions with family and friends.
  • Experience the ease of accessible outdoor dining areas perfect for alfresco meals.
  • Make use of spacious yards or gardens ideal for outdoor activities and play.
  • Discover the convenience of outdoor fire pits, perfect for cozy evenings under the stars.
  • Benefit from access to scenic walking paths or trails nearby for outdoor exploration.
  • Relax in community swimming pools or outdoor recreational facilities offered at some properties here.
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Family Activities

  • Oakland Nature Park: Explore this scenic park featuring walking trails, picnic spots, and opportunities for wildlife viewing, making it perfect for family outings in the area.
  • Malcolm E. Smith Memorial Playground: Enjoy a day of outdoor fun with your loved ones at this well-maintained playground that provides a safe space for children to play and socialize.
  • Local Aquatic Center: Cool off and have fun swimming at this family-friendly facility that offers various pools and water activities suitable for all ages in the region.
  • Community Events and Festivals: Check out seasonal festivals and community events that offer entertainment, crafts, and activities to keep the entire family engaged during your stay here.
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Adult Activities

  • Visit the Oakland Nature Preserve: Engage with the natural beauty of the region by exploring its scenic trails and wildlife habitats, perfect for outdoor enthusiasts seeking tranquility.
  • Explore local art galleries: Discover the area's vibrant arts scene through visiting various galleries that showcase regional artists and creative expressions inspired by the region.
  • Enjoy golfing at nearby courses: Spend a relaxing day on well-maintained golf courses known for their picturesque settings and challenging layouts in the area.
  • Attend community events and festivals: Immerse yourself in the local culture by participating in seasonal festivals and community gatherings that highlight the area's traditions and hospitality.

Oakland Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take advantage of the area's diverse dining options to enjoy authentic flavors unique to this destination.
  • Visit Nearby Natural Spots: Discover outdoor activities and scenic views that showcase the region’s natural beauty during your stay.
  • Experience Cultural Events: Check out local festivals or community gatherings to gain a deeper understanding of the area's vibrant culture.
  • Plan Convenient Day Trips: Use the location as a base to explore nearby attractions and make the most of your time here.

Transportation Options

  • Drive and Rent a Car: Renting a vehicle offers the flexibility to explore the area at your own pace while staying comfortable during your stay here.
  • Public Transit Services: Local bus services provide an economical and convenient way to navigate this destination without the hassle of parking.
  • Taxi and Rideshare Options: Taxis and rideshare apps like Uber or Lyft ensure quick, reliable transportation to and from your vacation rental in the region.
  • Biking and Walking: For shorter distances, biking or walking is a healthy and eco-friendly choice to discover the nearby attractions and scenic areas.

Local Customs Options

  • Southern Hospitality: You will likely notice the welcoming nature and friendly greetings that characterize the local community here in Oakland, Texas, making your stay more enjoyable.
  • Festive Celebrations: Participating in regional festivals and traditional events is common, offering you an authentic taste of local customs during your visit.
  • Food Traditions: Local dining often features classic Southern recipes and seafood specialties that reflect the regional culinary heritage.
  • Respect for Nature: The area places a strong emphasis on conservation and outdoor traditions, encouraging respectful interaction with the natural environment that surrounds your vacation rental here.

Frequently Asked Questions About Oakland?

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 57 in the Oakland 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 Oakland. 

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

Cancellation policies vary depending on the listing. You should review the specific terms provided by the property owner before booking to understand any fees or restrictions applicable to your reservation.

5. How do I contact the property owner if I have questions about my booking?

You can reach out directly through the messaging system on the booking platform. Detailed contact information is typically available in the listing to ensure you can communicate with the host easily.

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 local taxes are often outlined in the listing details. It's recommended to read the full description and fee breakdown before finalizing your reservation.

7. Is the vacation rental suitable for families or groups visiting the region?

Many properties cater to different group sizes and family needs. Specific amenities and suitability are listed in each property’s details, so review these carefully to choose the best fit for your stay.

8. What amenities are typically included in vacation rentals in this destination?

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, air conditioning, and parking. Check the individual listing for a complete list of what is offered to ensure it meets your needs.

Oakland Top Rated Vacation Rentals

Hotel
Map-icon
like-icon8.6
Fabulous
(578 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $175/Night 7 Nights - CA $1,222
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Hotel
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like-icon8.1
Excellent
(91 Reviews)
3 Baths 409.03 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $169/Night 7 Nights - CA $1,180
Hotel
Map-icon
like-icon8.0
Excellent
(582 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
CA $151/Night 7 Nights - CA $1,058
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Hotel
Map-icon
like-icon7.8
Very Good
(103 Reviews)
2 Baths 230.65 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $136/Night 7 Nights - CA $954
Hotel
Map-icon
like-icon7.2
Very Good
(472 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
CA $101/Night 7 Nights - CA $705
Hotel
Map-icon
like-icon7.2
Very Good
(261 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
CA $106/Night 7 Nights - CA $739
Hotel
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like-icon7.1
Very Good
(134 Reviews)
2 Baths 301.39 ft²
  • Pool
    Pool
  • Breakfast
    Breakfast
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CA $110/Night 7 Nights - CA $772