Oakland holiday rentals

We found 150 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Oakland that are perfect for your trip. Holiday rentals offer the amenities that you expect for you and your friends, family or even pets, such as parking and a fireplace. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Oakland

Showing deals for:6 Nov - 13 Nov

Room
Private kitchen
Living area
Dining
Exceptional
(20 reviews)

Lily of the Valley Cottage ~ Cozy Lake Orion Gem

Lake Orion

6% off
AU$1,837
for 7 nights, 1 home
AU$262 per night
includes taxes & fees
Lily of the Valley Cottage ~ Cozy Lake Orion Gem
Interior
Enjoy your breakfast and coffee in this beautiful space!
Living area
Private kitchen
Exceptional
(44 reviews)

Peaceful Farmhouse & Trails

Ray

8% off
AU$4,378
for 7 nights, 1 home
AU$625 per night
includes taxes & fees
Peaceful Farmhouse & Trails
Outdoor dining
Room
Enjoy watching movies in this comfortable living room.
Enjoy 3 levels inside and out this home on a hill with game room and patio.
Exceptional
(21 reviews)

Entire tri-level home with a king master and patio

Pontiac

8% off
AU$2,593
for 7 nights, 1 home
AU$370 per night
includes taxes & fees
Entire tri-level home with a king master and patio
Kitchen open to dining/living room
Nightscape
Open concept living room with 55 inch Roku TV and Firefeature (no heat)
Full Bathroom: Shower/Tub combo with towels, body wash/shampoo/conditioner
Exceptional
(10 reviews)

Happy Little House! Clean, Cozy, Cute • King Bed

Auburn Hills

8% off
AU$2,175
for 7 nights, 1 home
AU$311 per night
includes taxes & fees
Happy Little House! Clean, Cozy, Cute • King Bed
Dining
Living area
Private kitchen
Room
Exceptional
(8 reviews)

Ranch home close to everything

Auburn Hills

9% off
AU$1,610
for 7 nights, 1 home
AU$230 per night
includes taxes & fees
Ranch home close to everything
Property grounds
Interior
Interior
Dining
Exceptional
(25 reviews)

Beautifully Restored Five Bedroom 1860 Barn

Metamora

9% off
AU$11,550
for 7 nights, 1 home
AU$1,650 per night
includes taxes & fees
Beautifully Restored Five Bedroom 1860 Barn
Interior
Interior
Living area
Private kitchen
Wonderful
(68 reviews)

Spacious Farmhouse with Breakfast- Ella’s Place

Auburn Hills

5% off
AU$1,434
for 7 nights, 1 home
AU$205 per night
includes taxes & fees
Spacious Farmhouse with Breakfast- Ella’s Place
  • 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, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Book 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. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Oakland

Are you looking for attractions to see while you're in town? Venture out of your holiday home and check out everything that makes Oakland a one-of-a-kind holiday spot. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Twin Lakes Golf Course (1.6 mi / 2.6 km)
  • Canterbury Village (6.5 mi / 10.4 km)
  • SEA LIFE Michigan Aquarium (8.3 mi / 13.4 km)
  • LEGOLAND® Discovery Center (8.4 mi / 13.6 km)
  • Pine Valley Golf Course (10.3 mi / 16.6 km)
  • Pine Knob Mansion (10.7 mi / 17.1 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 a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Addison Oaks County Park (1.9 mi / 3 km)
  • Union Lake (18 mi / 28.9 km)
  • Huron River (19.8 mi / 31.8 km)
  • Lake Orion (4.7 mi / 7.6 km)
  • Stony Lake Beach (7.8 mi / 12.6 km)
  • Seymour Lake Township Park (9.2 mi / 14.8 km)

Transport options to and around Oakland

Fly into Pontiac, MI (PTK-Oakland County Intl.), the closest airport, located 15.7 mi (25.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Detroit, MI (DET-Coleman A. Young Municipal), which is 26.3 mi (42.4 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Oakland?
The average price for a holiday home in Oakland can vary depending on factors including property type, length of stay and time of year. Whether you're looking for a sprawling villa with lots of bedrooms or an apartment for you and your other half, just add your dates of travel to find stays with unbeatable value.
How much does it cost to rent a beach house in Oakland?
Prices for beach houses in Oakland will vary depending on the type and size of the property and time of year you're travelling. Just enter your travel dates into Stayz and how many guests to see your home options and prices. From there you can use our filter tool to tailor your search results by amenities, ratings, nearby activities and more.
What are the top attractions for families in Oakland?
Keep your kids entertained at these awesome family-friendly attractions in Oakland:
  • Stony Lake Beach
  • Addison Oaks County Park
  • Seymour Lake Township Park
How old do you have to be to rent a holiday home in Oakland?
The age limit can differ across properties on Stayz, so be sure to look at the rules of the holiday home in Oakland you want to book. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in Oakland for?
It all depends on the Oakland property. To browse a list of options offering extended stays, simply enter your dates and guest number into Stayz. Look forward to having the place to yourself, as well as amenities such as air conditioning, a kitchen and an outdoor space where the kids can burn off energy. Keep your eyes open for long-term stays that offer discounted weekly or monthly prices.