Oakland vacation rentals

We found 131 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Oakland that are perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation rentals have the best amenities for hanging out with the people that matter most, including parking and a TV. You'll be sure to find a rental for everyone's needs, including options that are accessible or non-smoking.
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Find out more about Oakland

Why visit Oakland

  • Outdoor Adventures: Oakland is perfect for nature lovers, featuring scenic lakes and urban parks for hiking and picnicking.
  • Family-Friendly Activities: The area offers a variety of attractions suitable for families, ensuring fun for all ages.
  • Proximity to New York City: Enjoy a quick drive to NYC for urban excitement and cultural experiences while staying in the suburbs.
  • Charming Vacation Rentals: Choose from cozy apartments and spacious homes, providing a comfortable base for your adventures.
  • Welcoming Community: Experience the friendly atmosphere of Oakland, making it a delightful place to create lasting memories.

Popular types of accommodation in Oakland

Discover the charm of Oakland vacation rentals, where you can choose from a variety of options like apartments, houses, and condos. Whether you're looking for cozy nj apartments or spacious Oakland, New Jersey homes for rent, we have something for everyone. Enjoy essential amenities and a comfortable living room to unwind after a day of exploring. Let us help you find the perfect place for your stay.

  • Apartments: The top choice for vacation rentals in Oakland, offering a comfortable and convenient stay with all the necessary amenities.
  • Houses: A popular option for those seeking more privacy, ideal for families or groups wanting a home-like experience.
  • Condos: A favored selection for travelers, providing modern living spaces often with shared facilities.
  • Cottages: A charming choice, perfect for those looking for a cozy and quaint atmosphere during their stay.
  • Cabins: A delightful option for nature lovers, offering a rustic retreat amidst Oakland's beautiful scenery.**

Top attractions near Oakland

Oakland, New Jersey, is perfect for outdoor and family adventures, offering attractions like local medical centers, scenic lakes, and urban parks. Visitors can enjoy a blend of culture and nature, making it an ideal getaway for families and those seeking adventure. Don't miss the opportunity to explore the beautiful surroundings and immerse yourself in the unique experiences that Oakland has to offer.

  • American Dream: A vibrant entertainment complex offering a mix of shopping, dining, and attractions, perfect for families seeking fun. With indoor amusement parks, water parks, and unique experiences, it's a one-stop destination for excitement just 17 miles away from Oakland.
  • World Headquarters of Jehovah's Witnesses: A significant site for visitors interested in the organization’s history and operations, located 10 miles from Oakland. The facility features beautifully landscaped grounds and offers guided tours, providing a peaceful atmosphere amidst a business setting.
  • Paterson Great Falls National Historical Park: Located 8 miles from Oakland, this breathtaking waterfall park is perfect for outdoor enthusiasts. Enjoy hiking trails, scenic views, and the romantic ambiance of cascading water, making it an ideal spot for adventure and relaxation.

Things to do recommended for couples

Planning a romantic getaway in Oakland? Discover the luxury of Essex County Country Club, just 15 miles away, or indulge in the elegance of Rock Spring Club, located 17 miles from town. Both offer a perfect setting for couples to unwind and connect.

Things to do recommended for families

Families will love exploring the scenic Ramapo Valley County Reservation, perfect for hiking and picnicking. The nearby Great Oak Park offers playgrounds and sports fields, while the local shops and eateries in town provide a delightful taste of community life.

Things to do recommended for groups

Explore the scenic Ramapo Valley County Reservation for hiking and picnicking, or visit the local farms for fresh produce and seasonal events. Don't miss a fun evening at a nearby bowling alley or a group dinner at a cozy, family-friendly restaurant.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Oakland

If you're traveling with a group, your family, or bringing your pets along, or if you're planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful booking tips for Vrbo.

  • Traveling to Oakland with a group: Take into account how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Oakland with young kids: Traveling with young children can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Oakland: For many families, a trip isn’t truly complete without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties come equipped with feeding bowls and pet beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Oakland: If you're seeking vacation rentals that offer discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Oakland

Oakland, New Jersey, offers a delightful blend of outdoor adventures and family-friendly experiences. Explore nearby Franklin Lakes for serene parks and picturesque oak trees, or venture into the bustling atmosphere of New York City just a short drive away. With its welcoming communities and budget-friendly options, Oakland is perfect for creating lasting memories with loved ones while enjoying the essence of suburban charm and urban excitement.

  • Pompton Lakes: Nestled just 1 mile from Oakland, Pompton Lakes is a charming city that offers a delightful blend of outdoor activities and family-friendly experiences. Visitors can enjoy shopping at the local shopping center or mall, indulge in winter sports at nearby ski venues, and relax by the picturesque lake. The proximity to a national state park and beach makes it an ideal spot for nature lovers and those looking for a romantic getaway. With its scenic views and vibrant community, Pompton Lakes is a must-visit destination.
  • Haskell: Located 2 miles from Oakland, Haskell is a quaint village perfect for families and adventure seekers. The village is known for its ski fields and water park, offering thrilling experiences for visitors of all ages. The nearby theme park and beautiful beach provide ample opportunities for fun and relaxation. Whether you're looking to hit the slopes or splash around in the water park, Haskell is an exciting destination that promises memorable experiences for everyone.
  • Wanaque: Just 2 miles away from Oakland, Wanaque is a vibrant city that caters to families and outdoor enthusiasts alike. With attractions like a water park and ski fields, there's no shortage of adventure. Visitors can explore the local theme park or unwind by the serene lake. Wanaque offers a perfect mix of fun, excitement, and beautiful landscapes, making it an ideal choice for those looking to create lasting memories with loved ones.

Best time to go to Oakland

If you're planning a trip to Oakland, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like February, October and December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January29.3°F (-1.5°C)Light RainMostly SunnyAverageSlightly Low
February31.3°F (-0.4°C)Light RainMostly CloudySlightly LowSlightly Low
March38.7°F (3.7°C)Light RainMostly SunnyAverageSlightly Low
April50.0°F (10.0°C)Light RainMostly SunnySlightly HighAverage
May60.4°F (15.8°C)Light RainMostly SunnyAverageSlightly High
June68.9°F (20.5°C)Light RainMostly SunnySlightly HighAverage
July75.2°F (24.0°C)Light RainMostly SunnySlightly HighAverage
August73.2°F (22.9°C)Light RainMostly SunnyAverageSlightly High
September66.4°F (19.1°C)Light RainMostly SunnyAverageAverage
October55.2°F (12.9°C)Light RainMostly SunnySlightly LowAverage
November43.2°F (6.2°C)Light RainMostly SunnyAverageAverage
December35.4°F (1.9°C)Light RainMostly SunnySlightly LowSlightly High

Booking with Vrbo is a breeze

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking a longer stay to unlock even greater savings. To discover a Vrbo property that suits your budget, feel free to use our filters to narrow down your options by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a user-friendly platform for you to plan exciting new trips, pick up right where you left off, or easily view and manage your travel itineraries. You can conveniently access the properties you've saved and booked, organized under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Delight in the lush landscape of Oakland

The forests, lake and wildlife display a scene truly unique to Oakland. This city's hiking, shopping and restaurants draw many visitors. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Oakland

Are you looking for attractions to see during your stay? Venture out of your cozy vacation rental and experience everything that makes Oakland a fun place to get away. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Campgaw Mountain Ski Area (4.7 mi / 7.6 km)
  • Jumpnasium Kids Parties & More (9.4 mi / 15.2 km)
  • Paramus Golf Course (10 mi / 16.1 km)
  • Ridgewood Country Club (10.9 mi / 17.5 km)
  • Haworth Country Club (13.8 mi / 22.2 km)
  • The Funplex (15.2 mi / 24.4 km)

Exploring the natural features in Oakland

Whether you're looking for adventure or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Oakland. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Ramapo Valley County Reservation (4.7 mi / 7.5 km)
  • New Jersey Botanical Garden (7.8 mi / 12.6 km)
  • Paterson Great Falls National Historical Park (8.1 mi / 13 km)
  • Saddle River County Park (11.2 mi / 18.1 km)
  • Greenwood Lake (12.3 mi / 19.8 km)
  • Upper Greenwood Lake (12.7 mi / 20.4 km)

Transportation to and around Oakland

The nearest airport is in Caldwell, NJ (CDW-Essex County), located 9.5 mi (15.3 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Teterboro, NJ (TEB), which is 15.1 mi (24.3 km) away.

Frequently asked questions

What is the best area to stay in Oakland, New Jersey, United States of America when booking a vacation rental?
When looking for the best area to stay in Oakland, New Jersey, you might consider the charming neighborhoods that offer a blend of natural beauty and local attractions. One standout area is near the picturesque Ramapo Valley County Reservation, where you can enjoy hiking trails, scenic views, and a serene atmosphere. This location not only provides access to outdoor activities but also places you close to the lively downtown area, where you can explore quaint shops and delightful dining options.

Another appealing neighborhood is close to the historic Oakland Museum, which offers insights into the town's rich history and culture. Staying in this area allows you to soak in the local heritage while being just a short drive from nearby attractions such as the expansive Ringwood State Park, great for nature lovers.

In terms of vacation rentals, there are a variety of properties available in these neighborhoods, ranging from cozy single-family homes to larger accommodations suitable for families or groups.
How much does it cost to rent a vacation home in Oakland?
Prices for vacation rentals in Oakland vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Oakland to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Oakland vacation house rentals?
You can find great discounts on house rentals in Oakland on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Oakland?
In Oakland, vacation houses are the most popular type of rental accommodation, with several available throughout the area. These homes typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces such as patios or gardens, making them ideal for families or groups. Many of these properties are situated in quiet neighborhoods, providing a peaceful retreat while still being close to local parks and attractions.
Can I find long-stay vacation rentals in Oakland?
A long-stay vacation rental in Oakland is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any remote work vacation rentals in Oakland?
In Oakland, New Jersey, there are several vacation rentals suitable for remote work. Many of these properties come equipped with essential amenities such as reliable Wi-Fi and comfortable workspaces, ensuring that you can stay productive during your stay. The area offers a quiet suburban environment, making it conducive for focused work, while also being close to local parks and recreational areas for relaxation after working hours. Additionally, you can find properties that feature cozy living spaces and modern kitchens, providing a comfortable home away from home. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Oakland vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Oakland with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Oakland?
In Oakland, New Jersey, travelers can expect a variety of popular rental amenities that enhance their stay. Many vacation rentals feature air conditioning to ensure comfort during warmer months, fitness facilities for those looking to maintain their exercise routines, and fully equipped kitchens that allow guests to prepare their own meals. WiFi is also commonly available, enabling easy connectivity for work or leisure.
When is the best time to visit Oakland for a vacation rental?
The peak season for visiting Oakland, New Jersey, typically spans from May to July. This vibrant period attracts families and outdoor enthusiasts eager to enjoy the warm weather and various local attractions. Visitors can relish in outdoor activities such as hiking in the nearby Ramapo Mountains or spending leisurely afternoons at the picturesque parks that define the area.

July stands out as the most popular month, where you'll find a lively community atmosphere filled with summer events, festivals, and opportunities for water sports at local lakes. The weather during this time is generally warm, with temperatures ranging from the mid-70s to low 90s Fahrenheit, creating an ideal setting for outdoor exploration and relaxation.

For those looking to save while still enjoying a lovely getaway, October is a fantastic option. This month offers a quieter ambiance, great for scenic walks and enjoying the beautiful fall foliage that blankets the region. With fewer tourists around, you can appreciate the local charm and perhaps find more favorable rental rates.

Ultimately, the best time to book a vacation rental in Oakland depends on whether you wish to immerse yourself in the energetic summer vibe or prefer a more tranquil experience surrounded by nature's autumn hues.
How early should I book a Oakland vacation rental?
Book your Oakland vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Oakland, New Jersey, United States of America?
In Oakland, New Jersey, visitors can explore a variety of attractions that highlight the area's natural beauty and community spirit. One of the main draws is the Ramapo Valley County Reservation, which offers numerous hiking trails and scenic views, great for outdoor enthusiasts. The nearby Shepherd Lake County Park provides opportunities for fishing, swimming, and picnicking, making it a great spot for family outings.

For those interested in history, the historic district features charming homes and landmarks that reflect the town's rich heritage. Additionally, the local shops and eateries in the downtown area provide a taste of the community's culture and cuisine.

Nearby, the Wanaque Reservoir is a beautiful place for nature walks and birdwatching, further enhancing Oakland's appeal as a destination for those who enjoy the outdoors.
Can I change or cancel my Oakland home rental booking on Vrbo?
To find Oakland vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Oakland vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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