Default HTG hotel image

Oakland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Oakland vacation 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 CA $99
CA $373 total
includes taxes & fees
Nov 10 - Nov 11
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, (32 reviews)
"Great quiet place with plenty of space, will stay here again and recommend!"
United States
Eric M.
The price is CA $153
CA $393 total
includes taxes & fees
Nov 10 - Nov 11
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 CA $331
CA $529 total
includes taxes & fees
Nov 14 - Nov 15
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 CA $222
CA $365 total
includes taxes & fees
Nov 10 - Nov 11
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 CA $146
CA $503 total
includes taxes & fees
Nov 10 - Nov 11
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 CA $188
CA $343 total
includes taxes & fees
Nov 10 - Nov 11
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 CA $180
CA $210 total
includes taxes & fees
Nov 15 - Nov 16
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 CA $184
CA $389 total
includes taxes & fees
Nov 16 - Nov 17
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 CA $305
CA $322 total
includes taxes & fees
Nov 10 - Nov 11
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 CA $184
CA $312 total
includes taxes & fees
Nov 13 - Nov 14
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 CA $197
CA $227 total
includes taxes & fees
Nov 15 - Nov 16
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 CA $110
CA $335 total
includes taxes & fees
Nov 11 - Nov 12
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 CA $197
CA $228 total
includes taxes & fees
Nov 12 - Nov 13
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 CA $264
CA $391 total
includes taxes & fees
Nov 10 - Nov 11
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 CA $93
CA $312 total
includes taxes & fees
Nov 10 - Nov 11
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 CA $286
CA $475 total
includes taxes & fees
Nov 10 - Nov 11
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 CA $93
CA $312 total
includes taxes & fees
Nov 10 - Nov 11
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 CA $112
CA $336 total
includes taxes & fees
Nov 13 - Nov 14
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 CA $312
CA $587 total
includes taxes & fees
Nov 11 - Nov 12
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 CA $370
CA $424 total
includes taxes & fees
Dec 6 - Dec 7
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Oakland Hotel Reviews

Find out more about Oakland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oakland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Oakland?

Yes, we have vacation rentals near well known attractions in Oakland, or you can go with a secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Oakland?

Private and spacious : Visitors like this Oakland vacation home rental. It 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 vacation rental in Oakland like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Oakland. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family trip.