Discover Your Perfect Oakland Vacation Homes

Best Vacation Homes in Oakland

New
House
Map-icon
3 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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AU $560/Night 7 Nights - AU $3,921
House
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 8 Guests
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
AU $218/Night 7 Nights - AU $1,526
star-icons-3
Hotel
Map-icon
like-icon9.2
Exceptional
(505 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $263/Night 7 Nights - AU $1,840
New
Apartment
Map-icon
2 Bedrooms 2 Baths 4 Guests 1130 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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AU $171/Night 7 Nights - AU $1,195
star-icons-3
House
like-icon9.6
Exceptional
(5 Reviews)
3 Bedrooms 2 Baths 6 Guests 1453.13 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
More amenities
AU $485/Night 7 Nights - AU $3,391
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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AU $389/Night 7 Nights - AU $2,721
Apartment
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests 791 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
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AU $196/Night 7 Nights - AU $1,375
Cottage
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 4 Guests 750 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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AU $243/Night 7 Nights - AU $1,704

Oakland Luxury Rentals

House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
5 Bedrooms 4 Baths 13 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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AU $1,786/Night 7 Nights - AU $12,503
Hotel
Map-icon
4 Baths
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
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AU $1,152/Night 7 Nights - AU $8,066
Hotel
Map-icon
like-icon8.0
Excellent
(1 Review)
4 Baths
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
AU $1,152/Night 7 Nights - AU $8,066
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
5 Bedrooms 3 Baths 10 Guests 2796 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $1,073/Night 7 Nights - AU $7,509
Condo
Map-icon
like-icon8.0
Excellent
(1 Review)
1 Bedroom 1 Bath 2 Guests 1092 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $1,026/Night 7 Nights - AU $7,180
House
Map-icon
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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AU $1,020/Night 7 Nights - AU $7,141
Hotel
Map-icon
3 Baths
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
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AU $865/Night 7 Nights - AU $6,054
Hotel
Map-icon
3 Baths
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
AU $865/Night 7 Nights - AU $6,054

Oakland Pet Friendly Vacation Rentals

Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $206/Night 7 Nights - AU $1,443
House
Map-icon
like-icon5.5
Average
(2 Reviews)
2 Bedrooms 1 Bath 4 Guests 96.88 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $590/Night 7 Nights - AU $4,130
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $172/Night 7 Nights - AU $1,201
star-icons-4
Apartment
Map-icon
like-icon1.0
Average
(1 Review)
2 Bedrooms 2 Baths 4 Guests 1205.56 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
AU $295/Night 7 Nights - AU $2,062
Condo
Map-icon
like-icon9.2
Exceptional
(5 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $122/Night 7 Nights - AU $855
Apartment
Map-icon
like-icon2.0
Average
(1 Review)
2 Bedrooms 1 Bath 4 Guests 1202 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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AU $268/Night 7 Nights - AU $1,878
Condo
Map-icon
2 Bedrooms 1 Bath 4 Guests 100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $651/Night 7 Nights - AU $4,560
Condo
Map-icon
2 Bedrooms 2 Baths 3 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $215/Night 7 Nights - AU $1,508

Oakland Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
5 Bedrooms 3 Baths 10 Guests 3600 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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AU $429/Night 7 Nights - AU $3,000
star-icons-4
House
Map-icon
4 Bedrooms 3 Baths 10 Guests 2454.17 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
AU $581/Night 7 Nights - AU $4,066
House
Map-icon
5 Bedrooms 4 Baths 10 Guests 3600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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AU $425/Night 7 Nights - AU $2,972
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 10 Guests 2450 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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AU $531/Night 7 Nights - AU $3,721
House
Map-icon
1 Bedroom 4 Baths 10 Guests 3595.15 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
AU $299/Night 7 Nights - AU $2,095
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 3 Baths 10 Guests 2169 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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AU $626/Night 7 Nights - AU $4,383
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 3 Baths 12 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $334/Night 7 Nights - AU $2,337
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
5 Bedrooms 4 Baths 10 Guests 4600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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AU $642/Night 7 Nights - AU $4,492

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 vacation in this area can make a significant difference in experiencing its best features, so consider visiting during the optimal seasons when the weather and local events align to create an unforgettable stay with your preferred vacation rentals.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy warm weather and longer daylight hours, making it ideal for outdoor activities and exploration around this destination.

Average Temperature Daytime: around 80°F to 85°F - Nighttime: around 60°F to 65°F
autumn
Fall (September to November)

Early fall offers comfortably mild temperatures and beautiful natural scenery as the leaves change, perfect for relaxing stays in the area’s vacation rentals.

Average Temperature Daytime: around 70°F to 75°F - Nighttime: around 50°F to 55°F

Off-Season Highlights

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Winter (December to February)

The winter season brings cooler temperatures and quieter surroundings, providing a peaceful retreat for those seeking tranquility away from peak tourist times.

Average Temperature Daytime: around 30°F to 40°F - Nighttime: around 20°F to 25°F
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Spring (March to May)

Springtime in this region sees gradually rising temperatures and blooming landscapes, offering a more subdued but charming experience for visitors booking through vacation rentals.

Average Temperature Daytime: around 50°F to 60°F - Nighttime: around 35°F to 45°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 outdoor seating areas perfect for relaxing and dining amidst scenic views.
  • Take advantage of private patios or decks to unwind after a day of exploring.
  • Make use of well-maintained gardens and landscaped yards for leisurely strolls.
  • Benefit from access to outdoor grills for preparing delicious meals al fresco.
  • Relax in the comfort of outdoor fire pits during cooler evenings under the stars.
  • Utilize dedicated spaces for recreational activities like badminton, bocce, or cornhole.
  • Appreciate ample parking and easy access to nearby outdoor trails for hiking or biking.
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Family Activities

  • Oakland Family Fun Center: Enjoy a day of indoor entertainment with arcade games, laser tag, and mini-golf, perfect for entertaining children of all ages in the area.
  • Fletcher Park: Spend quality time outdoors exploring playgrounds, walking trails, and picnic areas within this scenic park in the region.
  • Great Lakes Science Center: Discover interactive exhibits and engaging science demonstrations that make learning fun for your family during your stay here.
  • Local Farmers Market: Experience the vibrant local culture by visiting the farmers market, where fresh produce and handcrafted goods create a delightful family outing.
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Adult Activities

  • Visit the Lake Metroparks Farmpark: Experience hands-on activities and learn about local agriculture, making it a perfect outdoor excursion in this region.
  • Explore the Cleveland Metroparks Zoo: Spend an engaging day discovering exotic animals and scenic landscapes that are easily accessible from here.
  • Enjoy a round of golf at North Ridgeville Golf Club: Perfect your swing amidst lush greens, offering a relaxing activity for golf enthusiasts visiting the area.
  • Discover local art at the Elyria Arts Center: Immerse yourself in regional culture through exhibitions and creative workshops within convenient reach of your stay.

Oakland Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take time to enjoy the regional flavors and heartfelt dining experiences that showcase the authentic taste of this destination.
  • Plan Outdoor Activities: Make the most of the area's natural beauty by engaging in outdoor pursuits like hiking or visiting parks near your vacation rental.
  • Discover Hidden Gems: Seek out lesser-known spots and local favorites to enrich your stay and gain a deeper appreciation for the region's character.
  • Utilize Local Resources: Leverage nearby visitor centers and guides to find curated recommendations and maximize your time here.

Transportation Options

  • Oakland Transit Services: Local bus routes provide convenient and affordable transportation options within the area, making it easy to explore your surroundings without a car.
  • Rental Cars: Numerous rental agencies operate near here, offering flexibility for day trips or longer excursions through the scenic region.
  • Taxi and Rideshare Services: Taxis and rideshare apps like Uber and Lyft are readily available for quick and reliable transportation throughout your stay.
  • Bicycle Rentals: Bike-sharing programs and rentals are popular choices for exploring the nearby attractions and the area's outdoor scenery at your own pace.

Local Customs Options

  • Local Craftsmanship: You will notice a strong appreciation for handmade goods and local artisans, reflecting the region's dedication to preserving its cultural heritage.
  • Community Events: Participating in neighborhood festivals and farmers markets allows you to experience the area's lively spirit and welcoming atmosphere.
  • Traditional Cuisine: Savoring regional dishes at local eateries offers a taste of authentic flavors unique to this destination’s culinary customs.
  • Respect for Nature: Engaging in outdoor activities with an awareness of environmental preservation highlights the community's commitment to sustainability here.

Frequently Asked Questions About Oakland?

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

There are 15 vacation rentals with private pools near Oakland. Top-rated RBO homes that have access to a swimming pool include:

3. 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:

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 153 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. 

5. What is the cancellation policy for vacation rentals in Oakland, Ohio?

The cancellation policy varies depending on the individual listing. You should review the specific rental's cancellation terms on the property page or contact the owner directly to understand the options available.

6. How do I secure my booking for a vacation rental in Oakland, Ohio?

Booking is typically completed through the listing platform which ensures your reservation is confirmed once you follow the booking process and complete the required payment. Details are provided on each rental's page.

7. Are there any house rules I should be aware of before booking?

House rules can differ from one property to another. It’s best to read the listing thoroughly and communicate with the host if you have any questions about restrictions or expectations during your stay.

8. What amenities are usually included in vacation rentals in this area?

Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. For specifics, refer to each listing’s description and amenities section to ensure it meets your needs.

9. How close are vacation rentals to popular attractions or essential services?

Most rentals provide details about their location’s proximity to local attractions and services. Check the map and description on each listing to find a property that suits your preferences for accessibility.

Oakland Top Rated Vacation Rentals

Hotel
Map-icon
like-icon9.0
Exceptional
(720 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
AU $213/Night 7 Nights - AU $1,490
Hotel
Map-icon
like-icon9.0
Exceptional
(406 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $179/Night 7 Nights - AU $1,250
star-icons-3
Hotel
Map-icon
like-icon9.0
Exceptional
(297 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $454/Night 7 Nights - AU $3,176
star-icons-3
Hotel
Map-icon
like-icon8.9
Fabulous
(87 Reviews)
1 Bath 342.29 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $270/Night 7 Nights - AU $1,891
star-icons-3
Hotel
Map-icon
like-icon8.9
Fabulous
(24 Reviews)
1 Bath 393.3 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
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AU $201/Night 7 Nights - AU $1,405
Hotel
Map-icon
like-icon8.8
Fabulous
(1003 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
AU $224/Night 7 Nights - AU $1,566
star-icons-3
Hotel
Map-icon
like-icon8.8
Fabulous
(413 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $170/Night 7 Nights - AU $1,188
star-icons-3
Hotel
Map-icon
like-icon8.8
Fabulous
(328 Reviews)
1 Bath
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $153/Night 7 Nights - AU $1,069