Oakland holiday lettings

We found 97 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
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.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, 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:

  • Petite Riviere Vineyards (15 mi / 24.2 km)
  • Cocoa Organic Spa & Boutique (1.2 mi / 1.9 km)
  • Bluenose Golf Club (6.2 mi / 9.9 km)
  • Osprey Ridge Golf Course (8.2 mi / 13.2 km)
  • Chester Golf Club (8.8 mi / 14.1 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:

  • Oak Island (5.1 mi / 8.2 km)
  • Graves Island Provincial Park (10.4 mi / 16.8 km)
  • Hirtle's Beach (13.6 mi / 21.8 km)
  • Risser's Beach Provincial Park (15.7 mi / 25.3 km)
  • Sherbrooke Lake (19.5 mi / 31.4 km)
  • Mahone Bay Swimming Pool (1.5 mi / 2.5 km)

Frequently asked questions

How much does it cost to rent a holiday rental in Oakland?

Length of stay, property type and season are some factors that can influence the price of a holiday home. Simply add your travel dates to find your perfect escape. From quaint country cottages to sprawling luxury villas, all Vrbo holiday rentals offer incredible value.

How much does it cost to rent a beach house in Oakland?

The average price for a holiday rental close to the beach in Oakland depends on when you'll be there and the size and type of property you want. You can easily and quickly find prices on Vrbo by entering your travel dates. Then use the filter tool to select the number of bedrooms and amenities essential to you, like air conditioning, WiFi and a hot tub.

What are the top attractions for families in Oakland?

Keep the kids happy at these popular family-friendly attractions in Oakland:

  • Halifax and Southwestern Railway Museum
  • Battery Point Lighthouse
  • Osprey Ridge Golf Course

How old do you have to be to rent a holiday rental in Oakland?

The minimum required age is typically 16, 18 or 21. It can change between properties on Vrbo, so look at the rules of your preferred Oakland holiday rental before booking your escape.

How long can I rent a holiday rental in Oakland for?

It's down to the Oakland property. To see all available options offering extended stays, just enter your dates and number of guests into Vrbo. You can enjoy having the entire property to yourself, along with home comforts like a kitchen, air conditioning and a yard where the kids can run around and play. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.

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