Oakland Holiday Rentals

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Our top choices for Oakland holiday rentals

1. Spacious Farmhouse with Breakfast- Ella’s Place

Spacious Farmhouse with Breakfast- Ella’s Place
Auburn Hills
9.2 out of 10, Wonderful, (73 reviews)
"Staying here was AMAZING!!"
United States
Jordan S.
The price is NZ$477
includes taxes & fees
10 Nov - 11 Nov
Spacious Farmhouse with Breakfast- Ella’s Place

2. Crooked Little Farmhouse! Spacious 2-bed on 2+ acres - Romeo, MI

Crooked Little Farmhouse! Spacious 2-bed on 2+ acres - Romeo, MI
Bruce Township
9.4 out of 10, Exceptional, (31 reviews)
"Great quiet place with plenty of space, will stay here again and recommend!"
United States
Eric M.
The price is NZ$495
includes taxes & fees
8 Nov - 9 Nov
Crooked Little Farmhouse! Spacious 2-bed on 2+ acres - Romeo, MI

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

Happy Little House! Clean, Cozy, Cute • King Bed
Auburn Hills
10.0 out of 10, Exceptional, (12 reviews)
"Perfect spot for us while we were in town for a dance competition. The small kids in our party loved that there were some toys there to play with too! Appreciated how everything was labeled and well stocked/equipped. Would definitely stay again if in the area!"
United States
Christine P.
The price is NZ$682
includes taxes & fees
14 Nov - 15 Nov
Happy Little House! Clean, Cozy, Cute • King Bed

4. The 1842 Suite - Millpond Inn

The 1842 Suite - Millpond Inn
Clarkston
10.0 out of 10, Exceptional, (13 reviews)
"We really enjoyed our stay here. It was the perfect spot to relax!"
United States
Daniel
The price is NZ$448
includes taxes & fees
9 Nov - 10 Nov
The 1842 Suite - Millpond Inn

5. NEW! Relaxing & Peaceful 2 BR FLAT | Top Location

NEW! Relaxing & Peaceful 2 BR FLAT | Top Location
Shelby Township
10.0 out of 10, Exceptional, (3 reviews)
"Very nice property. Really great for visiting with family and friends. Yard is fenced, which is great when traveling with pets. Would definitely recommend if you need a property in this location."
United States
Carol C.
The price is NZ$703
includes taxes & fees
9 Nov - 10 Nov
NEW! Relaxing & Peaceful 2 BR FLAT | Top Location

6. Clark Suite - Millpond Inn

Clark Suite - Millpond Inn
Clarkston
10.0 out of 10, Exceptional, (16 reviews)
"Thank you for a great stay."
United States
Carl P.
The price is NZ$436
includes taxes & fees
9 Nov - 10 Nov
Clark Suite - Millpond Inn

7. Air-Conditioned Studio | Pool

Air-Conditioned Studio | Pool
Utica
9.4 out of 10, Exceptional, (13 reviews)
"The stay was great! "
Canada
Dustin L.
The price is NZ$268
includes taxes & fees
10 Nov - 11 Nov
Air-Conditioned Studio | Pool

8. Charming 3-bedroom house with WiFi, fitness room in Pontiac

Charming 3-bedroom house with WiFi, fitness room in Pontiac
Pontiac
9.4 out of 10, Exceptional, (16 reviews)
"It was amazing very clean nice neighborhood, will be booking again!"
United States
Ahshyla F.
The price is NZ$491
includes taxes & fees
30 Nov - 1 Dec
Charming 3-bedroom house with WiFi, fitness room in Pontiac

9. Lakefront Cottage in Clarkston • 2 Bedrooms • Minutes from Pine Knob • Sleeps 4

Lakefront Cottage in Clarkston • 2 Bedrooms • Minutes from Pine Knob • Sleeps 4
Village of Clarkston
10.0 out of 10, Exceptional, (1 review)
"Property was so clean and inviting! Perfect layout and amazing access to the private lake! Everything about this property was thoughtful for guests. Did not skip a beat at hosting! Thank you so much for the stay, we will be back hopefully!"
United States
Aubree C.
The price is NZ$411
includes taxes & fees
8 Nov - 9 Nov
Lakefront Cottage in Clarkston • 2 Bedrooms • Minutes from Pine Knob • Sleeps 4

10. Cozy country home, pet friendly!

Cozy country home, pet friendly!
Dryden
8.4 out of 10, Very good, (25 reviews)
"Cute & charming house in a peaceful country location. Very clean & comfortable. Host is very helpful. Would definitely stay here again."
United States
Sheila C.
The price is NZ$393
includes taxes & fees
8 Nov - 9 Nov
Cozy country home, pet friendly!

11. Accessible 1BR Suite w/ Kitchen | Free Breakfast!

Accessible 1BR Suite w/ Kitchen | Free Breakfast!
Utica
8.0 out of 10, Very good, (1 review)
"We had a great stay! I was concerned before arriving after reading some of the reviews, especially regarding the breakfast. Some said it wasn't there at all, and some left negative comments. I'm not sure about them, but for us, it worked out great. Breakfast is available Monday through Friday, but not on the weekends. There was a great variety and I was surprised at how tasty everything was. We stayed several days so it changed throughout. The scrambled eggs, omelets, and waffles were all tasty....
United States
Cammi
The price is NZ$287
includes taxes & fees
18 Nov - 19 Nov
Accessible 1BR Suite w/ Kitchen | Free Breakfast!

12. Cozy & Clean 2nd Floor Apt. - King Bed | Workspace

Cozy & Clean 2nd Floor Apt. - King Bed | Workspace
Mount Clemens
9.4 out of 10, Exceptional, (3 reviews)
"I enjoyed my stay, every much. If you like peace and quiet this place is the perfect location "
United States
Eva T.
The price is NZ$400
includes taxes & fees
8 Nov - 9 Nov
Cozy & Clean 2nd Floor Apt. - King Bed | Workspace

13. Free Breakfast Buffet. Pool & Hot Tub Access. Great Location!

Free Breakfast Buffet. Pool & Hot Tub Access. Great Location!
Utica
8.0 out of 10, Very good, (1 review)
"Maintenence of property was poor! The heated pool was cold and hot tub was barely warm! The laundry facilities were functional."
United States
David L B.
The price is NZ$288
includes taxes & fees
16 Nov - 17 Nov
Free Breakfast Buffet. Pool & Hot Tub Access. Great Location!

14. 2BR Private Entrance Family-Size Walkout Suite Near Pine Knob

2BR Private Entrance Family-Size Walkout Suite Near Pine Knob
Clarkston
9.4 out of 10, Exceptional, (62 reviews)
"Great location for a concert at pine knob. We were a group of 4 and it easily accommodated all of us. We'd definitely stay again!"
United States
Alexis A.
The price is NZ$406
includes taxes & fees
8 Nov - 9 Nov
2BR Private Entrance Family-Size Walkout Suite Near Pine Knob

15. New! Luxury 1BR Flat near Downtown Mount Clemens

New! Luxury 1BR Flat near Downtown Mount Clemens
Mount Clemens
10.0 out of 10, Exceptional, (4 reviews)
"Excellent accommodations. Excellent amenities. Excellent location. Excellent host. We would definitely stay here again."
United States
Linda P.
The price is NZ$428
includes taxes & fees
9 Nov - 10 Nov
New! Luxury 1BR Flat near Downtown Mount Clemens

16. Newly Renovated 4BR Family Home Near Auburn Hills

Newly Renovated 4BR Family Home Near Auburn Hills
Pontiac
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed our stay. The property was clean and safe and the host was kind and helpful. We were happy with our visit."
United States
Jennifer W.
The price is NZ$596
includes taxes & fees
9 Nov - 10 Nov
Newly Renovated 4BR Family Home Near Auburn Hills

17. Cozy & Quiet Studio Flat in Historic Mount Clemens

Cozy & Quiet Studio Flat in Historic Mount Clemens
Mount Clemens
10.0 out of 10, Exceptional, (1 review)
"The property was as advertised. Host was readily available if needed. If any issues arose, they were immediately taken care of."
United States
David W.
The price is NZ$419
includes taxes & fees
9 Nov - 10 Nov
Cozy & Quiet Studio Flat in Historic Mount Clemens

18. Contemporary 1BR, Fast WiFi, Pet-Friendly

Contemporary 1BR, Fast WiFi, Pet-Friendly
Mount Clemens
10.0 out of 10, Exceptional, (3 reviews)
"The manager was very easy to talk to and was able to answer my questions in a very fast, efficient manner."
United States
Myia F.
The price is NZ$442
includes taxes & fees
10 Nov - 11 Nov
Contemporary 1BR, Fast WiFi, Pet-Friendly

19. Happy Bungalow. Cozy Historic Charmer- Walk to Town, Parks and Trails!

Happy Bungalow. Cozy Historic Charmer- Walk to Town, Parks and Trails!
Auburn Hills
10.0 out of 10, Exceptional, (31 reviews)
"Very well managed property, good location, very clean, nice decor and cozy vibe, great outdoor area with plenty of seating and fire pit. Just a really nice property with a great host, we would definitely rent it again."
United States
Gregory T.
The price is NZ$737
includes taxes & fees
11 Nov - 12 Nov
Happy Bungalow. Cozy Historic Charmer- Walk to Town, Parks and Trails!

20. Free Wi-Fi, Free Breakfast + Indoor Pool

Free Wi-Fi, Free Breakfast + Indoor Pool
Auburn Hills
10.0 out of 10, Exceptional, (1 review)
"Had a good time. Nice place"
United States
Deke C.
The price is NZ$536
includes taxes & fees
6 Dec - 7 Dec
Free Wi-Fi, Free Breakfast + Indoor Pool
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.

Find holiday rentals that suit your style

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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$268 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?

Private and spacious : This holiday home rental outside of Oakland is equipped with a patio, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave and a coffee maker.

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.