Holiday Rentals in Oakland

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Our top choices for Oakland holiday rentals

10.0 out of 10, Exceptional, (1 review)
Luxury King Suite | Newly Renovated in Mt. Clemens
10.0 out of 10, Exceptional, (3 reviews)
"This property is perfect for a one week stay. Everything was convenient and the area was very nice. Property manager checked in to make sure everything was going ok. I would definitely stay here again!"
United States
Todd T.
The price is €214
includes taxes & fees
4 Mar - 5 Mar
New! Luxury 1BR Flat near Downtown Mount Clemens
10.0 out of 10, Exceptional, (9 reviews)
"House was as advertised. Close to several local restaurants and bars. "
United States
James S.
The price is €163
includes taxes & fees
2 Mar - 3 Mar
Welcome to, Days Inn Paradise located in Clinton Townshipship Michigan.

Holiday Home in rochester hills

private and spacious
10.0 out of 10, Exceptional, (86 reviews)
"Delightful host. Great place to stay!"
Canada
Graham
The price is €129
includes taxes & fees
2 Mar - 3 Mar
private and spacious
9.4 out of 10, Exceptional, (13 reviews)
"Great little house with spacious rooms!"
United States
Laura L.
The price is €244
includes taxes & fees
2 Mar - 3 Mar
Charming old farmhouse, spacious 2-bedroom on 2+ acres

Apartment in Shelby Charter Township

Warm & Spacious 2BR | Huge Backyard | Shelby Twp
10.0 out of 10, Exceptional, (4 reviews)
"It was a great spot and worked perfect for me."
United States
Brian M.
The price is €287
includes taxes & fees
2 Mar - 3 Mar
Warm & Spacious 2BR | Huge Backyard | Shelby Twp
10.0 out of 10, Exceptional, (1 review)
"The place was amazing and so comfortable! Loved the airiness feeling. The neighbor hood was family friendly and quiet. The host was amazing and super helpful. Place was super clean and had everything we needed...our dogs loved the fenced backyard...being able to roam freely. Check in and check out was super easy...lots of shopping and eateries up the street. Will definitely book here again! A"
United States
Angie G.
The price is €218
includes taxes & fees
3 Mar - 4 Mar
Modern Retreat in the Heart of Royal Oak
10.0 out of 10, Exceptional, (1 review)
The price is €293
includes taxes & fees
2 Mar - 3 Mar
Charming 3BR home w/ yard and fireplace in Troy
10.0 out of 10, Exceptional, (1 review)
"Super cute place. Exactly as pictured. The bed was comfortable and the host was very friendly. My only complaint was that the apartment was on the 3rd floor and there were only stairs. (The listing may have said this… I don’t remember) Normally, this wouldn’t be an issue for me, but I am currently 7 months pregnant and had a large suitcase. Definitely got my exercise! The only other thing I would note was that I wasn’t able to find the thermostat anywhere. It got a bit warm at night (again -...
United States
Crystal C.
The price is €225
includes taxes & fees
2 Mar - 3 Mar
New! Modern Upper Flat in Prime Royal Oak Location
9.8 out of 10, Exceptional, (8 reviews)
"Great place to stay on the lake! Loved it. Highly recommended!"
United States
Christian B.
The price is €213
includes taxes & fees
2 Mar - 3 Mar
Cozy 2-bedroom bungalow on Lake St Clair with plenty of room to dock your boat!
The price is €187
includes taxes & fees
2 Mar - 3 Mar
New! 1BR Corner Flat | King Bd | Central Royal Oak
9.8 out of 10, Exceptional, (6 reviews)
"What a great property. We really enjoyed the rooms, proximity to downtown Berkley, and the cool decor"
United States
Jennifer Q.
The price is €174
includes taxes & fees
2 Mar - 3 Mar
City Experience in the Heart of Downtown Berkley
10.0 out of 10, Exceptional, (3 reviews)
"I had a great stay! Emran made sure anytime I needed him he was quickly responding. The house was clean and nice as soon as we came in. Great host, great house, will be back again"
United States
Alana B.
The price is €207
includes taxes & fees
8 Mar - 9 Mar
Spacious 3BR Home / Smart TVs, Stocked Kitchen & Family Comfort

Apartment in Birmingham

Cozy Birmingham Retreat
9.6 out of 10, Exceptional, (4 reviews)
"Great spot. Would stay again. King size beds are in both room (hard to tell from the photos)"
United States
Mark
The price is €279
includes taxes & fees
2 Mar - 3 Mar
Cozy Birmingham Retreat
Modern 1BR Upper Flat in Royal Oak
10.0 out of 10, Exceptional, (1 review)
Pet-Friendly 1BR Flat with Dog Park & King Bed
10.0 out of 10, Exceptional, (1 review)
The price is €192
includes taxes & fees
4 Mar - 5 Mar
This apartment is a 2 bedroom(s), 1 bathrooms, located in Berkley, MI.
9.4 out of 10, Exceptional, (8 reviews)
"Nice stay "
United States
Amanda M.
The price is €273
includes taxes & fees
4 Mar - 5 Mar
The Drift House- Spacious Boho Family Retreat- 4 bds, 2 baths, 6 TVs, Movie Room
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.
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Top Oakland Hotel Reviews

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, apart-hotels, 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 €66 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.