Oakland Holiday Rentals

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Holiday Rentals in Oakland

Our top choices for Oakland holiday rentals

Affordable Suites of America Detroit-Warren

3.0 star property
7.4 out of 10, Good, (1352)
"Very nice suite. Room was clean and comfortable. In the room I was assigned, I would suggest changing out the tattered desk chair and the heavily soiled chair in LR area. Otherwise, the room was great."
The price is NZ$135
includes taxes & fees
11 Sept - 12 Sept
Affordable Suites of America Detroit-Warren

Spacious 5-bedroom house with Jacuzzi, Game room & WIFI in delightful Southfield

10.0 out of 10, Exceptional, (3)
"Our host was amazing w"
The price is NZ$1,880
includes taxes & fees
11 Sept - 12 Sept
Spacious 5-bedroom house with Jacuzzi, Game room & WIFI in delightful Southfield

Home in Royal Oak w/ pool & sauna & dream garage

9.2 out of 10, Wonderful, (20)
"The home was amazing! They have everything I needed especially when it comes to the kitchen with food seasoning, cooking utensils n supplies and cleaning supplies. Very roomy n clean"
Home in Royal Oak w/ pool & sauna & dream garage

Spacious Farmhouse with Breakfast- Ella’s Place

9.2 out of 10, Wonderful, (52)
"My sisters and I visit my mom in her twice a year"
The price is NZ$486
includes taxes & fees
23 Sept - 24 Sept
Spacious Farmhouse with Breakfast- Ella’s Place

private and spacious

10.0 out of 10, Exceptional, (74)
"Very nice place and quiet.Will book again if I’m on the area."
The price is NZ$218
includes taxes & fees
11 Sept - 12 Sept
private and spacious

NEW Lake Front W/ Private Dock, Hot Tub & Sauna!

9.8 out of 10, Exceptional, (15)
"Our group was 7 adults. The house was well stocked with essential items. We enjoyed the lake views and used the peddle boat and kayak. The beds were comfortable. Communication with the owner was awesome! Would recommend staying at this property. "
NEW Lake Front W/ Private Dock, Hot Tub & Sauna!

Luxury Guest place: very close to lake and downtown

7.6 out of 10, Good, (22)
"It was very nice,clean & was very spacious would definitely recommend just keep in mind its a little cold but one of the rooms has a heater so it worked out!"
The price is NZ$377
includes taxes & fees
11 Sept - 12 Sept
Luxury Guest place: very close to lake and downtown

Private home with indoor pool -book your holiday stay

Private home with indoor pool -book your holiday stay

2BR Family-Sized Lower Suite with Private Entrance & Big Backyard. Pet-Friendly!

9.4 out of 10, Exceptional, (45)
"Really relaxing very nice scenery Homeowners were really nice."
The price is NZ$335
includes taxes & fees
1 Oct - 2 Oct
2BR Family-Sized Lower Suite with Private Entrance & Big Backyard. Pet-Friendly!

6-Bedrooms, 1.5-Bath Ranch Style Unit

2.0 star property
10.0 out of 10, Exceptional, (1)
"The host was amazing! So welcoming and very generous. He made our stay so much better, I could not recommend this or any of his properties enough! Thanks John! "
The price is NZ$1,206
includes taxes & fees
14 Sept - 15 Sept
6-Bedrooms, 1.5-Bath Ranch Style Unit

Welcome to, Days Inn Paradise located in Clinton Townshipship Michigan.

10.0 out of 10, Exceptional, (7)
"amazing place would 10/10 recommend "
The price is NZ$316
includes taxes & fees
14 Sept - 15 Sept
Welcome to, Days Inn Paradise located in Clinton Townshipship Michigan.

Spacious 4 Bed Room Haven in Clawson Near Bham

5.2 out of 10, (10)
"This house is in a never nice area. But I had to many issues. For whatever reason I didn’t "
The price is NZ$457
includes taxes & fees
16 Sept - 17 Sept
Spacious 4 Bed Room Haven in Clawson Near Bham

Lakefront Tiki Retreat with Hot Tub!

10.0 out of 10, Exceptional, (21)
"Great place to stay with family! Loved all the amenities this vrbo has like the big deck, access to the lake, and the hot tub. "
Lakefront Tiki Retreat with Hot Tub!

Lake St Clair Waterfront Fisherman Welcome

2.0 star property
6.8 out of 10, (3)
"Good location, convenient for a fishing trip "
Lake St Clair Waterfront Fisherman Welcome

Charming old farmhouse, spacious 2-bedroom on 2+ acres

8.4 out of 10, Very good, (5)
"Charming Farmhouse Stay Near Big Red OrchardWe stayed at this beautifully renovated farmhouse while attending a wedding at Big Red Orchard — just 8 minutes away — and it was perfect for our weekend. The home is tastefully updated, with a large yard and frequent visits from local wildlife, which made the setting feel peaceful and relaxing.It was a very comfortable stay, and we honestly don’t understand the negative review left by the previous guest — our experience was completely different. The...
The price is NZ$490
includes taxes & fees
11 Sept - 12 Sept
Charming old farmhouse, spacious 2-bedroom on 2+ acres

Welcoming 3-bedroom house with AC/fenced in yard in Clinton Township

10.0 out of 10, Exceptional, (1)
"He brought out snacks for us, was a really friendly welcoming. Nice and clean house"
The price is NZ$660
includes taxes & fees
11 Sept - 12 Sept
Welcoming 3-bedroom house with AC/fenced in yard in Clinton Township

Secluded Getaway, Relax & Energize, Wildlife, Nature Trail, Fun Kids Playground!

9.6 out of 10, Exceptional, (47)
"This was easily the most well-kept VRBO rental we have experienced. Description is accurate, and communication was good. Much appreciated!"
Secluded Getaway, Relax & Energize, Wildlife, Nature Trail, Fun Kids Playground!

Up North feel in Clarkston, Lake cabin with kayaks

10.0 out of 10, Exceptional, (16)
"Beautiful, quiet property! We loved this home, very clean, and close to everything! We hope to come back again :)"
Up North feel in Clarkston, Lake cabin with kayaks

2BR Lake House 40ftDockAccess

8.8 out of 10, Excellent, (8)
"Was a good home base for trips to the zoo, Michigan science museum, and sea life aquarium with kids. 2 year old and 6 year old both caught fish off the dock."
2BR Lake House 40ftDockAccess

Calm & Cozy 3BR King Bed Free Wifi | Washer Dryer

9.6 out of 10, Exceptional, (14)
"Great cozy place"
The price is NZ$592
includes taxes & fees
11 Sept - 12 Sept
Calm & Cozy 3BR King Bed Free Wifi | Washer Dryer
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Oakland Hotel Reviews

Find out more about Oakland

Find out more about Oakland

Everything you need to know about Oakland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oakland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oakland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oakland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oakland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakland holiday rentals we have selected for you start as low as NZ$135 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oakland rentals

At Expedia, we put the best Oakland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oakland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oakland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oakland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Oakland?

Yes, there are holiday rentals close to the most popular sights in Oakland, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Oakland has to offer?

Spacious Farmhouse with Breakfast- Ella’s Place: This holiday home rental outside of Oakland is located near skiing, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Oakland?

Explore the area and family-friendly sights such as Canterbury Village, or get out into nature at a spot like Addison Oaks County Park. Other places in town to visit include Twin Lakes Golf Course and Paint Creek Trail.

What’s a holiday rental in Oakland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oakland. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for family trips.