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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Oakland holiday rentals

A spacious living area with a high ceiling, exposed ductwork, and a variety of seating options including a checkered armchair, a white armchair, and a black ottoman.

1. Spacious Farmhouse with Breakfast- Ella’s Place

Spacious Farmhouse with Breakfast- Ella’s Place
Auburn Hills
9.2 out of 10, Wonderful, (74 reviews)
"The property was really nice and comfortable"
United States
Keniyah
The price is £204
includes taxes & fees
16 Nov - 17 Nov
Spacious Farmhouse with Breakfast- Ella’s Place
An aerial view of a residential area with houses, a road, and a fenced field.

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, (32 reviews)
"Great quiet place with plenty of space, will stay here again and recommend!"
United States
Eric M.
The price is £211
includes taxes & fees
16 Nov - 17 Nov
Crooked Little Farmhouse! Spacious 2-bed on 2+ acres - Romeo, MI
A circular seating area with red chairs around a fire pit, surrounded by a gravel path and lush greenery.

3. 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 £267
includes taxes & fees
17 Nov - 18 Nov
NEW! Relaxing & Peaceful 2 BR FLAT | Top Location
A circular seating area with red chairs around a fire pit, surrounded by a gravel path and lush greenery.

4. Warm & Spacious 2BR | Huge Backyard | Shelby Twp

Warm & Spacious 2BR | Huge Backyard | Shelby Twp
Shelby Charter Township
10.0 out of 10, Exceptional, (7 reviews)
"It was a great spot and worked perfect for me."
United States
Brian M.
Warm & Spacious 2BR | Huge Backyard | Shelby Twp
A backyard with a stone pathway, a wooden fence, and a hot tub.

5. 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 £189
includes taxes & fees
15 Dec - 16 Dec
The 1842 Suite - Millpond Inn
A backyard with a stone pathway leading to a wooden fence and a hot tub.

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 £183
includes taxes & fees
1 Dec - 2 Dec
Clark Suite - Millpond Inn
A spacious living area with a stone fireplace, comfortable seating, and a flat-screen TV mounted on the wall.

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 £110
includes taxes & fees
19 Nov - 20 Nov
Air-Conditioned Studio | Pool
A spacious living area with a stone fireplace, comfortable seating, and a flat-screen TV mounted on the wall.

8. 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 £120
includes taxes & fees
19 Nov - 20 Nov
Accessible 1BR Suite w/ Kitchen | Free Breakfast!
A kitchen with a black countertop, stainless steel sink, and white cabinets. There are two wooden shelves above the countertop, holding various kitchen items.

9. 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 £211
includes taxes & fees
18 Nov - 19 Nov
Charming 3-bedroom house with WiFi, fitness room in Pontiac
A porch with wicker chairs and a large window.

10. 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 £177
includes taxes & fees
16 Nov - 17 Nov
New! Luxury 1BR Flat near Downtown Mount Clemens
A modern kitchen with white cabinets, a wooden dining table, and a large window.

11. 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.
Contemporary 1BR, Fast WiFi, Pet-Friendly
A deck with outdoor furniture and a view of a lake.

12. 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 £174
includes taxes & fees
16 Nov - 17 Nov
Lakefront Cottage in Clarkston • 2 Bedrooms • Minutes from Pine Knob • Sleeps 4
A garden with a pumpkin centerpiece, surrounded by colorful flowers and rocks.

13. Cozy country home, pet friendly!

Cozy country home, pet friendly!
Dryden
8.4 out of 10, Very good, (26 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 £169
includes taxes & fees
17 Nov - 18 Nov
Cozy country home, pet friendly!
A modern bathroom with white marble tiles, a glass shower enclosure, and a visible kitchen area with white cabinets and a black refrigerator.

14. 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 £173
includes taxes & fees
16 Nov - 17 Nov
Cozy & Quiet Studio Flat in Historic Mount Clemens
An outdoor patio with stone pillars, a fire pit, and a covered grill area.

15. 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 £195
includes taxes & fees
6 Dec - 7 Dec
Free Wi-Fi, Free Breakfast + Indoor Pool
A neatly made bed with white and brown pillows, a beige blanket, and a painting of clouds above.

16. Pet-Friendly 1BR Flat with Dog Park & King Bed

Pet-Friendly 1BR Flat with Dog Park & King Bed
Mount Clemens
10.0 out of 10, Exceptional, (2 reviews)
"Exactly as described. Host was very communicative, and easy to reach. Ended up extending our stay a few days."
United States
erin h.
Pet-Friendly 1BR Flat with Dog Park & King Bed
A spacious living area with a stone fireplace, comfortable seating, and a flat-screen TV mounted on the wall.

17. Equipped Suite | Free Daily Breakfast, 24h Business Center + Seasonal Pool

Equipped Suite | Free Daily Breakfast, 24h Business Center + Seasonal Pool
Utica
9.4 out of 10, Exceptional, (3 reviews)
"Thanks"
United States
shaunta g.
The price is £131
includes taxes & fees
19 Nov - 20 Nov
Equipped Suite | Free Daily Breakfast, 24h Business Center + Seasonal Pool
A narrow kitchen with wooden cabinets, a marble countertop, and a patterned rug.

18. 2BR Lake House 40ftDockAccess

2BR Lake House 40ftDockAccess
Waterford Township
7.6 out of 10, Good, (10 reviews)
"Loved the property and the ability to rent kayaks/paddle boards. Cute and nice place."
United States
Milo M.
The price is £229
includes taxes & fees
18 Nov - 19 Nov
2BR Lake House 40ftDockAccess
A wooden staircase leading to a door with a doormat.

19. 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 £256
includes taxes & fees
16 Nov - 17 Nov
Newly Renovated 4BR Family Home Near Auburn Hills
A two-story house with a front porch, a mailbox, and a small garden with various plants.

20. 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 £322
includes taxes & fees
17 Nov - 18 Nov
Happy Bungalow. Cozy Historic Charmer- Walk to Town, Parks and Trails!
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

A spacious lobby with a wooden floor, a reception desk, a seating area, and a wall-mounted TV.
Candlewood Suites Detroit - Auburn Hills by IHG

Candlewood Suites Detroit - Auburn Hills by IHG

Candlewood Suites Detroit - Auburn Hills by IHG
Auburn Hills

10/10 Excellent

brand new hotel. rooms are fantastic pool is great. staff are super friendly, highly recommend
United Kingdom
Elliot
Reviewed June 22, 2025
Candlewood Suites Detroit - Auburn Hills by IHG

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 £110 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.