Oakland vacation rentals

We found 141 vacation rentals — enter your dates for availability
Discover a selection of vacation rentals in Oakland that are perfect for your trip. Vacation homes offer the amenities you expect for you and your friends, family, or even pets, such as a garden and pool. At the end of the day, you're sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.
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Find out more about Oakland

Why visit Oakland

  • Outdoor adventures: Oakland is perfect for nature lovers, offering hiking, beach activities, and stunning lakes and islands.
  • Scenic beauty: Explore the picturesque Oakland Hills for breathtaking views and relaxing beach experiences.
  • Cultural experiences: Enjoy local entertainment at the Berkeley Playhouse and participate in community open house events.
  • Family-friendly atmosphere: Oakland provides a welcoming environment, ideal for family outings and recreational activities.
  • Comfortable accommodations: Choose from charming vacation homes, cozy cottages, and stylish apartments that cater to all travelers.

Popular types of accommodation in Oakland

If you're wondering about the best vacation rentals in Oakland, look no further. Our most sought-after accommodations include charming houses, cozy cottages, and stylish apartments. Whether you're looking for a contemporary cottage with its own patio, a pet-friendly option, or a spacious family room, Oakland has something to suit every traveler’s needs. Enjoy your stay with the comfort and convenience you deserve.

  • Houses: The top choice for visitors in Oakland, offering a home-like experience for families, couples, or friends seeking comfort and privacy.
  • Cottages: Charming and cozy, these rentals provide a quintessential Canadian experience amidst nature, perfect for a relaxing getaway.
  • Apartments: Ideal for those who prefer a more urban setting, these accommodations offer convenience and easy access to local attractions.
  • Cabins: Nestled in nature, cabins are a popular choice for travelers looking for a rustic retreat in the heart of Oakland.
  • Villas: Spacious and luxurious, villas offer an upscale option for those seeking an indulgent vacation experience.**

Top attractions near Oakland

Oakland, Nova Scotia, is ideal for outdoor enthusiasts and beach lovers, featuring stunning islands and lakes to explore. Visitors can enjoy a variety of attractions that combine outdoor adventures with cultural experiences. Don't miss the open house events, outdoor play options, and the Berkeley Playhouse for a taste of local entertainment. Whether you're traveling solo or with family, Oakland offers a perfect blend of relaxation and adventure.

  • Oak Island: A captivating island known for its beautiful beaches and outdoor vibes, located 5 miles from Oakland. Explore its stunning landscapes and enjoy activities like beachcombing and hiking.
  • The Moorings Gallery: An art gallery situated 1 mile from Oakland, offering a rich cultural experience. Discover local artwork and unique exhibitions that reflect the vibrant artistic community.
  • St John's Anglican Church: A historic church located 6 miles from Oakland, known for its cultural significance. Admire its beautiful architecture and tranquil surroundings, perfect for reflection.

Things to do recommended for couples

For a romantic getaway in Oakland, Nova Scotia, indulge in a rejuvenating treatment at Cocoa Organic Spa & Boutique, savor delicious meals at Shore Club Dance Hall, and enjoy wine tasting at Petite Riviere Vineyards. Each destination offers a lovely atmosphere perfect for couples seeking connection and relaxation.

Things to do recommended for families

Families visiting Oakland, Nova Scotia, can have a splashing good time at the Mahone Bay Swimming Pool, just 2 miles away. This family-friendly spot offers sports activities and a vibrant outdoor atmosphere, perfect for a day of fun and relaxation together.

Things to do recommended for groups

Groups visiting Oakland, Nova Scotia can enjoy a unique shopping experience at Have A Yarn, explore the lively Bridgewater Mall for entertainment and dining, or hit the greens at Bluenose Golf Club for some outdoor fun and sports activities.

*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

No matter if you're traveling with friends, family, or pets, or if you're seeking extended stays, it's important to prioritize your needs when filtering options. Here are some helpful booking tips for Vrbo.

  • Traveling to Oakland with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group activities. Luckily, you can easily narrow down your options for all of these amenities and more on Vrbo.
  • Traveling to Oakland with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private 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 satisfying unless their furry companion is along for the adventure. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Oakland: If you're seeking vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filter, 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 as well.

Where to stay near Oakland

Oakland, Nova Scotia, offers a delightful blend of outdoor adventures and scenic beauty, perfect for families and nature lovers alike. Explore the picturesque Oakland Hills for breathtaking views, or unwind at family-friendly beaches. The heart of Oakland boasts a welcoming atmosphere, where you can enjoy recreational activities and connect with friendly locals. Whether you're hiking or relaxing by the shore, your visit promises memorable experiences in this charming coastal community.

  • Lunenburg: Located 5 miles from Oakland, Lunenburg is a vibrant city known for its stunning coastal scenery and rich maritime history. Visitors flock to Lunenburg for its outdoor activities, family-friendly experiences, and picturesque views. Stroll along the boardwalk, enjoy the recreational areas, and explore the local shopping center. Key attractions include beautiful beaches, the nearby national park, and the bustling tourist precinct that showcases the town’s unique culture and heritage.
  • Mahone Bay: Just 1 mile from Oakland, Mahone Bay is a charming coastal town famous for its postcard-perfect waterfront and vibrant community. This destination is ideal for those seeking outdoor adventures and family fun, especially at the picturesque beaches. Enjoy leisurely walks along the boardwalk, shop at the local shopping center, or visit the nearby shopping mall for a variety of retail options. With its scenic islands and vibrant tourist precinct, Mahone Bay offers a delightful blend of relaxation and exploration.
  • Pleasantville: Situated 9 miles away from Oakland, Pleasantville is a lovely city known for its outdoor activities and family-oriented atmosphere. Visitors can enjoy golfing at the local golf course or unwind at the recreational area. The city features beautiful beaches perfect for family outings and a serene urban park that invites relaxation. Pleasantville’s blend of city-themed experiences and natural attractions makes it a great spot for those looking to balance leisure and adventure during their visit.

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 months are August and August. Peak season runs in July, July to August, August to September and September, while off-peak times, like January to February, February, December to January and December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.4°F (-2.0°C)Light RainMostly CloudyLowAverage
January28.4°F (-2.0°C)Light RainMostly CloudyLowAverage
February27.5°F (-2.5°C)Light RainMostly CloudyLowAverage
February27.5°F (-2.5°C)Light RainMostly CloudyLowAverage
March32.0°F (0.0°C)Light RainMostly CloudyAverageAverage
March32.0°F (0.0°C)Light RainMostly CloudyAverageAverage
April40.3°F (4.6°C)Light RainMostly CloudyAverageSlightly Low
April40.3°F (4.6°C)Light RainMostly CloudyAverageSlightly Low
May48.4°F (9.1°C)Light RainMostly CloudyAverageSlightly Low
May48.4°F (9.1°C)Light RainMostly CloudyAverageSlightly Low
June56.5°F (13.6°C)Light RainMostly SunnyAverageSlightly High
June56.5°F (13.6°C)Light RainMostly SunnyAverageSlightly High
July64.8°F (18.2°C)Light RainMostly SunnyHighSlightly High
July64.8°F (18.2°C)Light RainMostly SunnyHighSlightly High
August66.4°F (19.1°C)Light RainMostly SunnyHighSlightly High
August66.4°F (19.1°C)Light RainMostly SunnyHighSlightly High
September61.3°F (16.3°C)Light RainMostly SunnyHighAverage
September61.3°F (16.3°C)Light RainMostly SunnyHighAverage
October52.5°F (11.4°C)Light RainMostly SunnyAverageAverage
October52.5°F (11.4°C)Light RainMostly SunnyAverageAverage
November43.0°F (6.1°C)Light RainMostly CloudyAverageSlightly Low
November43.0°F (6.1°C)Light RainMostly CloudyAverageSlightly Low
December34.9°F (1.6°C)Light RainMostly CloudyLowAverage
December34.9°F (1.6°C)Light RainMostly CloudyLowAverage

Booking with Vrbo is a breeze

Are you hoping to cut costs on your upcoming journey? Being flexible with your travel dates can really pay off, as prices often vary. Additionally, booking a longer stay typically leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers an easy-to-use platform for planning your travel. You can create new trips, continue from where you last left off, or organize and review your existing plans. All the properties you’ve saved or booked are neatly organized into categories: Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Choose a vacation rental for your Oakland getaway

Learn about the unique charm of Oakland with a stay in a private vacation home. There's no shortage of things to see and do in the area.If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Oakland

Are you hoping to discover things to do while you're in town? Venture out of your vacation home and check out everything that makes Oakland a one-of-a-kind vacation spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Have A Yarn (1.3 mi / 2.1 km)
  • Osprey Ridge Golf Course (8.2 mi / 13.2 km)
  • Chester Golf Club (8.8 mi / 14.1 km)
  • Fancy Lake Provincial Park (12.3 mi / 19.8 km)
  • For The Birds Nature Shop (1.1 mi / 1.7 km)
  • Cocoa Organic Spa & Boutique (1.2 mi / 1.9 km)

Exploring the natural features in Oakland

Whether you're an outdoor enthusiast or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Oakland. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Mahone Bay Swimming Pool (1.5 mi / 2.5 km)
  • Oak Island (5.1 mi / 8.2 km)
  • Woodland Gardens (9.7 mi / 15.6 km)
  • Big Mushamush Lake (9.8 mi / 15.7 km)
  • Ovens Natural Park (10.3 mi / 16.6 km)
  • Graves Island Provincial Park (10.4 mi / 16.8 km)

Frequently asked questions

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.
Where are the best areas for renting a beach house in Oakland?
For renting a beach house in Oakland, Nova Scotia, travelers should consider the picturesque area around Martinique Beach, which is known for its long stretches of sandy shoreline and stunning ocean views. Within this vicinity, you'll find a variety of vacation rentals that often feature spacious decks, outdoor grills, and fully equipped kitchens, making them superb for families or groups looking to enjoy seaside relaxation. Many properties here also offer amenities like direct beach access, outdoor showers for rinsing off after a day in the sun, and cozy fire pits for evening gatherings under the stars.Additionally, the nearby coastal communities of Lawrencetown and East Petpeswick provide further options for beach house rentals. These areas are popular for their beautiful beaches and great surfing opportunities. Rentals in these locations typically include amenities such as large living areas, modern furnishings, and proximity to local shops and restaurants, enhancing convenience for travelers.The surrounding region also boasts scenic hiking trails and opportunities for kayaking and paddleboarding, making it ideal for those seeking both adventure and relaxation.
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 options available throughout the area. These homes typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups. Many of these properties also offer outdoor spaces such as patios or gardens, great for relaxing after a day of exploring the beautiful Nova Scotia landscape.
Are there any family house rentals in Oakland?
In Oakland, Nova Scotia, there are several family-friendly house rentals available, making it an excellent choice for groups seeking a memorable getaway. Visitors can find accommodations featuring spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces superb for children to play and explore. Many properties also provide amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay for everyone.The surrounding area offers a charming backdrop, with access to local parks and natural attractions that are ideal for family outings. Whether it's enjoying the great outdoors or immersing in the community's friendly atmosphere, families will find plenty to do and see in Oakland.
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, Nova Scotia, there are several vacation rentals available that cater to remote work needs. Travelers can expect accommodations equipped with essential amenities such as free Wi-Fi, dedicated work desks, and comfortable desk chairs to ensure a productive environment. Many properties also offer spacious living areas, allowing for a comfortable balance between work and relaxation. The scenic surroundings of Oakland, known for its natural beauty and tranquil atmosphere, can provide a peaceful backdrop for those working remotely. 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, Nova Scotia, popular vacation rental amenities include decks or patios, kitchens, and balconies, which allow guests to enjoy the scenic surroundings. Many rentals also offer thoughtful touches like books for leisure reading and coffee or tea makers to help guests unwind.
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, Nova Scotia, Canada?
In Oakland, Nova Scotia, travelers can enjoy a mix of natural beauty and local culture. The nearby Shubenacadie River offers scenic views and opportunities for outdoor activities, such as kayaking and fishing. The community is also close to the scenic Bay of Fundy, renowned for its dramatic tides and stunning coastal landscapes.For those interested in history, the area features the nearby Grand Pré National Historic Site, which commemorates the Acadian history and heritage. Visitors can explore the charming town of Wolfville, just a short drive away, which is known for its vibrant arts scene, boutique shops, and eateries.The Annapolis Valley region, where Oakland is located, is famous for its wineries and orchards, making it a great destination for wine and cider tasting tours.
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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