Best Vacation Homes in Oakland
Apartment
10.0(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
550 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
US $122/Night
7 Nights - US $854
House
1 Bedroom
3 Baths
8 Guests
2895.49 ft²
Pool- Parking
Air Conditioner
Internet
US $4,950/Night
7 Nights - US $34,650
US $168/Night
7 Nights - US $1,178
House
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
Child Friendly
US $346/Night
7 Nights - US $2,420
House
4 Bedrooms
2 Baths
5 Guests
2432.64 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $243/Night
7 Nights - US $1,701
New
Hotel
1 Bath
- Fireplace/Heating
Breakfast- Parking
- Air Conditioner
US $1,020/Night
7 Nights - US $7,141
House
4 Bedrooms
4 Baths
8 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $9,000/Night
7 Nights - US $63,000
New
House
6 Bedrooms
7 Baths
16 Guests
Private Pool
Hot Tub
Spa- Fireplace/Heating
US $3,725/Night
7 Nights - US $26,077
Oakland Luxury Rentals
House
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
Pet Friendly- Air Conditioner
- Internet
US $804/Night
7 Nights - US $5,626
Hotel
9.0(506 Reviews)
1 Bath
- Hot Tub
- Fireplace/Heating
- Pool
- Breakfast
US $446/Night
7 Nights - US $3,121
Hotel
6.7(498 Reviews)
10 Baths
363.82 ft²
- Fireplace/Heating
- Breakfast
- Parking
- Air Conditioner
US $259/Night
7 Nights - US $1,815
Hotel
9.0(274 Reviews)
1 Bath
409.03 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $245/Night
7 Nights - US $1,716
US $204/Night
7 Nights - US $1,425
Hotel
8.9(75 Reviews)
8 Baths
313.69 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $186/Night
7 Nights - US $1,303
Hotel
9.0(1002 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $185/Night
7 Nights - US $1,292
Hotel
8.2(1001 Reviews)
1 Bath
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
US $182/Night
7 Nights - US $1,276
Oakland Pet Friendly Vacation Rentals
Apartment
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $336/Night
7 Nights - US $2,354
Hotel
8.7(209 Reviews)
6 Baths
541.78 ft²
Oceanfront- Fireplace/Heating
- Pool
Ocean View
US $168/Night
7 Nights - US $1,176
Cabin
1 Bedroom
1 Bath
3 Guests
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $279/Night
7 Nights - US $1,954
Hotel
8.6(244 Reviews)
10 Baths
288.47 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $160/Night
7 Nights - US $1,120
Cabin
1 Bedroom
1 Bath
3 Guests
- Spa
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $277/Night
7 Nights - US $1,938
Apartment
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $149/Night
7 Nights - US $1,040
House
1 Bedroom
1 Bath
4 Guests
258 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $225/Night
7 Nights - US $1,578
House
10.0(1 Review)
4 Bedrooms
2 Baths
2 Guests
2200 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $865/Night
7 Nights - US $6,056
Oakland Large Vacation Homes
New
House
6 Bedrooms
5 Baths
9 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $3,907/Night
7 Nights - US $27,348
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
30 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $241/Night
7 Nights - US $1,689
House
8.0(16 Reviews)
4 Bedrooms
4 Baths
18 Guests
4000 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,005/Night
7 Nights - US $7,032
House
9.4(3 Reviews)
5 Bedrooms
2 Baths
10 Guests
2362 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $566/Night
7 Nights - US $3,962
House
3.6(5 Reviews)
3 Bedrooms
2 Baths
15 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Child Friendly
US $295/Night
7 Nights - US $2,065
House
4 Bedrooms
4 Baths
12 Guests
- Child Friendly
US $603/Night
7 Nights - US $4,221
Why Choose Rent By Owner for your Oakland Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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?
Finding the ideal time to visit this destination ensures you can enjoy the region’s most pleasant weather and local events, helping you make the most of your stay in Oakland, New Jersey, USA.
Peak Season Highlights
Summer (June to August)
During the summer months, this region experiences warm weather that is perfect for enjoying outdoor activities and exploring the local area.
Average Temperature Daytime: around 80°F - Nighttime: about 60°F
Fall (September to November)
The fall season offers cooler temperatures and vibrant foliage, making it an ideal time to experience the area's natural beauty.
Average Temperature Daytime: approximately 70°F - Nighttime: around 50°F
Off-Season Highlights
Winter (December to February)
The winter months bring cooler weather, which generally results in fewer visitors and more relaxed visits to the region.
Average Temperature Daytime: about 40°F - Nighttime: near 25°F
Spring (March to May)
In spring, the area begins to warm up with blossoming flowers, offering a quieter period before the busy summer season.
Average Temperature Daytime: roughly 60°F - Nighttime: around 40°F
Weekly Weather Forecast for Oakland
How to Book Your Oakland Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Oakland
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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 dining areas or patios to soak up the fresh air during your stay.
- Take advantage of private or shared gardens for relaxing or leisurely walks amidst greenery.
- Look for properties with outdoor pools to cool off during warm summer days in this scenic area.
- Opt for accommodations that offer fire pits or outdoor fireplaces for cozy evenings under the stars.
- Experience outdoor recreational spaces like yards or lawns perfect for activities with family and friends.
- Find rentals with covered porches or decks to enjoy the outdoor surroundings regardless of the weather.
- Some properties feature nearby parks or walking trails, ideal for exploring the natural beauty of this destination.
Top Attractions Around Oakland
What attractions are nearby?
Situated in this vibrant region, you can enjoy a variety of outdoor activities, exploring scenic parks and engaging in local recreational options during your stay.
Family Activities
- Oakland Nature Preserve: Explore scenic trails and enjoy outdoor adventures amidst the natural beauty of this local preserve, perfect for family outings in the area.
- Clifton Commons: Spend a fun-filled day shopping and dining at the nearby shopping center, offering a variety of family-friendly options in this destination.
- Bear Mountain Park: Experience outdoor recreation with picnic areas, playgrounds, and walking paths that cater to families seeking leisure in the region.
- Adventure Aquarium: Venture into an engaging aquatic world filled with exhibits and interactive displays that captivate children visiting from here or nearby communities.
Adult Activities
- Explore the Trails at Ramapo Valley County Reservation: Immerse yourself in the natural beauty of the area by hiking or birdwatching in this scenic outdoor space near your vacation rental.
- Visit the Oakland Museum of Natural History: Discover fascinating exhibits that highlight the region's local flora, fauna, and geological history, perfect for enriching your stay.
- Enjoy a Round of Golf at Sunrise Mountain Golf Course: Spend a relaxing afternoon practicing your swing or playing a round at this nearby, well-maintained golf course.
- Experience Local Dining Options: Savor diverse culinary experiences at restaurants and cafes in the region, ideal for unwinding after a day of exploring.
Other Places to Stay in Oakland, NJ
Crystal Lake Beach Club
Oakland Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining Options: Take advantage of the area's diverse eateries to experience authentic regional flavors and make your stay memorable.
- Plan Outdoor Activities: The region offers a variety of outdoor pursuits, so consider scheduling time for parks or scenic spots to enjoy the natural beauty here.
- Visit Nearby Attractions: Familiarize yourself with well-known attractions close to your vacation rentals to maximize your exploring time in this destination.
- Check Transportation Options: Research local transit and driving routes ahead of time to navigate easily and make the most of your visit here.
Transportation Options
- Oakland Transit Center: This local hub offers convenient bus services connecting you to the surrounding area and beyond, making it easy to explore without a car.
- New Jersey Transit Trains: Providing reliable rail connections into nearby cities, these trains are a practical option for commuting or day trips from this destination.
- Taxi and Ride-Sharing Services: On-demand taxis and ride-sharing options like Uber and Lyft are readily available for quick, hassle-free transportation within the region.
- Car Rentals: Renting a vehicle here gives you flexibility to visit attractions or venture further into the scenic region at your own pace.
Local Customs Options
- Local Harvest Festivals: During the harvest season, you can experience community celebrations that highlight the region's agricultural traditions and local produce.
- Traditional American Dinner Customs: Dining etiquette here often reflects classic American hospitality, making your meals in vacation rentals feel warm and welcoming.
- Seasonal Yard Decorations: You might notice homes embracing seasonal decorations, especially during holidays like Halloween and Thanksgiving, adding charm to your stay.
- Community Volunteer Events: Participating in local volunteer activities presents an authentic way to engage with residents and appreciate the area's community spirit.
Oakland Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Oakland?
There are a lot of options in Oakland. If you plan on staying in the Oakland area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Oakland:
- Cozy, quiet and modern duplex apartment in a perfect location!
- Hilton Garden Inn Wayne
- Holiday Inn Express Haskell - Wayne Area by IHG
- Residence Inn by Marriott Wayne
- Garner Hotel Mahwah by IHG
- Hilton Garden Inn Wayne
- Residence Inn Wayne
- Hampton Inn & Suites Mahwah
- Homewood Suites by Hilton Mahwah
- Homewood Suites by Hilton Mahwah
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 50 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 Oakland, New Jersey?
Cancellation policies vary by listing. You should review the specific terms on the property page or contact the property owner directly to understand any fees, timeframes, and refund conditions associated with your booking.
5. How do I ensure the rental property I choose in Oakland, New Jersey, meets my needs?
You can filter listings based on amenities, number of bedrooms, and additional preferences. Reading the detailed description and reviews from previous guests will help you determine if the property aligns with your requirements.
6. Are there any additional costs when booking a vacation rental here?
Additional charges such as cleaning fees, service fees, or taxes are typically listed during the booking process or in the property details. It’s advisable to review all costs before confirming your reservation.
7. What should I know about check-in and check-out procedures in Oakland vacation rentals?
Check-in and check-out times, along with specific procedures, are specified in each listing. Contact the property owner if you need any special arrangements or further clarification prior to your arrival.
8. Is it safe to stay at vacation rentals in this area, and what measures are in place?
Safety measures are outlined in each listing and may include secure access, contactless check-in, and other amenities. For additional reassurance, read guest reviews and communicate with the property owner before your stay.
Oakland Top Rated Vacation Rentals
Cottage
1 Bedroom
1 Bath
2 Guests
500 ft²
- Private Pool
- Pool
- Kitchen
- Air Conditioner
US $550/Night
7 Nights - US $3,850
