Oakland holiday rentals

We found 139 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Oakland that are perfect for your trip. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as a garden and pool. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Oakland getaway

Learn about the unique charm of Oakland with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Oakland

Do you want to discover attractions to see during your stay? Venture out of your cosy holiday rental and check out everything that makes Oakland a one-of-a-kind holiday spot. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • For The Birds Nature Shop (1.1 mi / 1.7 km)
  • 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)
  • Lunenburg County Winery (14.6 mi / 23.4 km)

Exploring the natural features in Oakland

Whether you're looking for fun outdoor activities or just want to take in the scenery, Oakland is a great spot to appreciate mother nature. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • 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

Where are the best areas for renting a beach house in Oakland?
For renting a beach house in Oakland, Nova Scotia, the area surrounding the picturesque Oak Island is an excellent choice. This region offers a variety of holiday rentals that provide stunning views of the Atlantic Ocean and easy access to sandy beaches. Many properties here come equipped with modern amenities such as spacious decks, outdoor barbecue facilities, and well-appointed kitchens, making them great for families or groups seeking a relaxing coastal escape.In addition, the nearby coastal village of Mahone Bay features charming cottages and waterfront properties that reflect the area's maritime heritage. These rentals often include features like private gardens, fire pits, and close proximity to local shops and restaurants, allowing visitors to enjoy both comfort and convenience during their stay. The scenic waterfront in Mahone Bay is ideal for leisurely strolls, and the area is known for its vibrant arts scene and historical sites.For those interested in outdoor activities, the surrounding region offers plenty of opportunities for kayaking, sailing, and hiking along the stunning coastline, with several trails leading to breathtaking viewpoints.
What is the most popular type of holiday rental accomodation in Oakland?
In Oakland, holiday houses are the most popular type of holiday rental, with several available throughout the area. These properties typically provide spacious living arrangements, often featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or gardens for relaxation. Situated in a serene setting, they offer a superb escape for families or groups looking to explore the natural beauty of Nova Scotia.
Are there any family house rentals in Oakland?
In Oakland, Nova Scotia, there are several family-friendly house rentals available, making it an inviting destination for groups. Visitors can find homes that typically offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces superb for children to play. Many properties also come with essential amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay.The locale is close to various natural attractions, including beautiful parks and scenic trails, ideal for family outings. Additionally, the community often hosts local events and activities, providing an opportunity to immerse in the regional culture.
Are there any remote work holiday rentals in Oakland?
In Oakland, Nova Scotia, there are several holiday rentals suited for remote work, providing a comfortable and productive environment for travellers. Many of these properties come equipped with essential amenities such as high-speed internet, dedicated desks, and Wi-Fi access in rooms, ensuring that guests can work efficiently during their stay.The area itself offers a charming backdrop, with access to beautiful natural landscapes and local attractions that provide a nice balance between work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Oakland?
In Oakland, popular holiday rental amenities include decks or patios, which provide a lovely outdoor space for guests to relax and enjoy the scenic surroundings. Kitchens are a standard feature, allowing travellers to prepare their own meals, while balconies often offer great views of the area. Additionally, many rentals come equipped with books for leisure reading and coffee or tea makers to ensure guests can enjoy their favourite hot beverages.
What are the top attractions in Oakland?
In Oakland, Nova Scotia, visitors can experience the charm of the local community and its surrounding natural beauty. One of the main attractions is the scenic Lake Pisiquid, which offers opportunities for boating, fishing, and enjoying picturesque views. The nearby Blomidon Provincial Park, with its stunning cliffs and hiking trails, is great for outdoor enthusiasts looking to explore the rugged coastline and enjoy panoramic views of the Bay of Fundy.For a taste of local culture, the area hosts various events and festivals throughout the year, showcasing the unique heritage of Nova Scotia. The quaint village atmosphere is complemented by local markets and artisan shops, where visitors can find handcrafted goods and enjoy regional delicacies.
Are all fees included in the Oakland holiday homes prices shown on Stayz?
Stayz 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.
Are there any Oakland holiday homes with parking?
Stayz offers a wide selection of holiday homes in Oakland with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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.
Are there any discounts for Oakland holiday homes?
You can find great discounts on holiday homes in Oakland on Stayz, 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.
Can I change or cancel my Oakland holiday home booking on Stayz?
To find Oakland holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Oakland?
A long-stay holiday home in Oakland is the best way to experience local living. Plus, you can make the most of long-stay discounts. 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.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Oakland holiday home?
Book your Oakland holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Oakland?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Oakland to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.