Holiday Rentals in Oakland

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Holiday Rentals in Oakland

Aparthotel in Warren

3.0 star property
7.4 out of 10, Good, (1379)
"It was a good experience "
United States
Rapheal
The price is €70
includes taxes & fees
24 Nov - 25 Nov
Affordable Suites of America Detroit-Warren

Holiday Home in Indian Land

9.6 out of 10, Exceptional, (5)
"Our host was amazing w"
United States
Taxes & Notary B.
The price is €990
includes taxes & fees
18 Dec - 19 Dec
Spacious 5-bedroom house with Jacuzzi, Game room & WIFI in delightful Southfield

Holiday Home in West Bloomfield Township

7.6 out of 10, Good, (22)
"Amazing "
United States
Demarco F.
The price is €197
includes taxes & fees
1 Dec - 2 Dec
Luxury Guest place: very close to lake and downtown

Holiday Home in Birmingham

10.0 out of 10, Exceptional, (7)
The price is €286
includes taxes & fees
24 Nov - 25 Nov
Luxury House 3BR Downtown Birmingham

Holiday Home in Sterling Heights

10.0 out of 10, Exceptional, (2)
The price is €333
includes taxes & fees
1 Dec - 2 Dec
Luxury House Perfect location-3BR Sterling Heights

Apartment in Utica

9.4 out of 10, Exceptional, (13)
"The stay was great! "
Canada
Dustin L.
The price is €130
includes taxes & fees
7 Dec - 8 Dec
Air-Conditioned Studio | Pool

Holiday Home in rochester hills

10.0 out of 10, Exceptional, (81)
"Very nice place and quiet.Will book again if I’m on the area."
United States
Edward
The price is €127
includes taxes & fees
24 Nov - 25 Nov
private and spacious

Holiday Home in Auburn Hills

9.2 out of 10, Wonderful, (57)
"My sisters and I visit my mom in her twice a year"
United States
Pamela N.
The price is €257
includes taxes & fees
1 Dec - 2 Dec
Spacious Farmhouse with Breakfast- Ella’s Place

Holiday Home in Royal Oak

9.2 out of 10, Wonderful, (20)
"It was the perfect location for all our needs. House was great place relax too"
United States
Tamara Y.
Home in Royal Oak w/ pool & sauna & dream garage

Apartment in Birmingham

2.0 star property
Guesthouse Studio in charming Birmingham

Holiday Home in White Lake Township

9.2 out of 10, Wonderful, (5)
"We had a good visit, house was as described, owner very responsive. "
United States
J S.
The price is €361
includes taxes & fees
14 Dec - 15 Dec
Charming 3-bedroom house in peaceful White Lake Township on Pontiac Lake

Holiday Home in New Baltimore

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! "
United States
Keegan D.
The price is €470
includes taxes & fees
24 Nov - 25 Nov
6-Bedrooms, 1.5-Bath Ranch Style Unit

Holiday Home in Metamora

9.8 out of 10, Exceptional, (19)
"We literally had deer eating grass outside our numerous windows while we had our morning coffee... Beautiful stay and amazing hospitality. Thanks for a memorable stay. Kevin"
Canada
Kevin B.
The price is €1,255
includes taxes & fees
11 Dec - 12 Dec
Beautifully restored 1890 barn sleeps 14

Holiday Home in Clinton Township

9.6 out of 10, Exceptional, (14)
"Great cozy place"
United States
Lawrence R.
Calm & Cozy 3BR King Bed Free Wifi | Washer Dryer

Holiday Home in Sterling Heights

9.0 out of 10, Wonderful, (2)
"It was a nice clean property and the host was great at answering all questions very quickly."
United States
Graeme B.
The price is €392
includes taxes & fees
24 Nov - 25 Nov
Spacious 4BR Home w/ WiFi & A/C – Family-Friendly Stay in Sterling Heights

Holiday Home in Bruce Township

9.2 out of 10, Wonderful, (9)
"We had such an amazing stay! Everything was very well organized and clean. We couldn’t have picked a better place to stay for our trip. We can’t wait to come and stay again!"
United States
Summer H.
The price is €263
includes taxes & fees
24 Nov - 25 Nov
Charming old farmhouse, spacious 2-bedroom on 2+ acres

Holiday Home in Clinton township

10.0 out of 10, Exceptional, (8)
"House was as advertised. Close to several local restaurants and bars. "
United States
James S.
The price is €167
includes taxes & fees
30 Nov - 1 Dec
Welcome to, Days Inn Paradise located in Clinton Townshipship Michigan.

Holiday Home in West Bloomfield Township

9.6 out of 10, Exceptional, (48)
"This was easily the most well-kept VRBO rental we have experienced. Description is accurate, and communication was good. Much appreciated!"
United States
Maureen F.
Secluded Getaway, Relax & Energize, Wildlife, Nature Trail, Fun Kids Playground!

Condo in Clawson

The price is €178
includes taxes & fees
21 Dec - 22 Dec
Cozy 1-bedroom condo near downtown Clawson with WiFi, AC

Cottage in Hazel Park

3.0 star property
3 Mi to Dtwn Royal Oak: Getaway w/ Fenced Yard!
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 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?

Luxury House Perfect location-3BR Sterling Heights : This holiday home rental outside of Oakland has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 Bald Mountain State Recreation Area and Twin Lakes Golf Course.

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.