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Oakland Vacation Rentals

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Oakland vacation rentals

A living room with a dark blue sofa, a wooden coffee table with a picture frame, a television on a stand, and a cabinet with framed photos.

1. private and spacious

private and spacious
rochester hills
9.8 out of 10, Exceptional, (98 reviews)
"Barbara was an excellent host. She’s about accommodating and informative. The property was in excellent condition and very clean."
United States
Matthew C.
private and spacious
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.

2. 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.
$288 nightly
The price is $288
Nov 2 - Nov 3
Total with taxes and fees
Spacious Farmhouse with Breakfast- Ella’s Place
A spacious living room with hardwood flooring, a dark sofa, a red couch, and a large window providing natural light.

3. 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, (29 reviews)
"Great quiet place with plenty of space, will stay here again and recommend!"
United States
Eric M.
$295 nightly
The price is $295
Oct 25 - Oct 26
Total with taxes and fees
Crooked Little Farmhouse! Spacious 2-bed on 2+ acres - Romeo, MI
Hotel exterior at night with illuminated entrance canopy and signage

4. 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.
$282 nightly
The price is $309
Nov 22 - Nov 23
Total with taxes and fees
Free Wi-Fi, Free Breakfast + Indoor Pool
A two-story building with a stone facade, a gabled roof, and a central entrance with a decorative archway.

5. Air-Conditioned Studio | Pool

Air-Conditioned Studio | Pool
Utica
9.4 out of 10, Exceptional, (13 reviews)
"The stay was great! "
Canada
Dustin L.
$142 nightly
The price is $153
Oct 27 - Oct 28
Total with taxes and fees
Air-Conditioned Studio | Pool
A modern hotel room with a kitchenette, a large bed, a seating area, and a TV.

6. 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
$247 nightly
The price is $260
Oct 26 - Oct 27
Total with taxes and fees
The 1842 Suite - Millpond Inn
A living room with a sofa, a white pouf, a tiled side table, and a potted plant.

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

Charming 3-bedroom house with WiFi, fitness room in Pontiac
Pontiac
9.2 out of 10, Wonderful, (15 reviews)
"It was amazing very clean nice neighborhood, will be booking again!"
United States
Ahshyla F.
$260 nightly
The price is $260
Oct 26 - Oct 27
Total with taxes and fees
Charming 3-bedroom house with WiFi, fitness room in Pontiac
A lakeside cabin with a dock, kayaks, and outdoor seating.

8. 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.
$245 nightly
The price is $245
Oct 25 - Oct 26
Total with taxes and fees
Lakefront Cottage in Clarkston • 2 Bedrooms • Minutes from Pine Knob • Sleeps 4
A backyard with a stone pathway leading to a wooden fence and a hot tub.

9. Clark Suite - Millpond Inn

Clark Suite - Millpond Inn
Clarkston
10.0 out of 10, Exceptional, (14 reviews)
"We enjoyed our stay here. A nice suite away from the busy road, but close to the interstate and main roads."
United States
Susan Y.
$271 nightly
The price is $285
Nov 18 - Nov 19
Total with taxes and fees
Clark Suite - Millpond Inn
A two-story building with a stone facade, a gabled roof, and a central entrance with a decorative archway.

10. 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
$152 nightly
The price is $165
Oct 27 - Oct 28
Total with taxes and fees
Accessible 1BR Suite w/ Kitchen | Free Breakfast!
A modern kitchen with white cabinets, a granite countertop, a coffee machine, and a window with blinds.

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

Warm & Spacious 2BR | Huge Backyard | Shelby Twp
Shelby Charter Township
10.0 out of 10, Exceptional, (6 reviews)
"It was a great spot and worked perfect for me."
United States
Brian M.
Warm & Spacious 2BR | Huge Backyard | Shelby Twp
A patio area with outdoor furniture, a covered table, and a stone centerpiece.

12. Cozy country home, pet friendly!

Cozy country home, pet friendly!
Dryden
8.4 out of 10, Very good, (24 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.
$232 nightly
The price is $232
Oct 25 - Oct 26
Total with taxes and fees
Cozy country home, pet friendly!
A modern living room with a sectional sofa, a patterned rug, a potted plant, and a wall-mounted light fixture.

13. Newly Renovated 4BR Family Home Near Auburn Hills

Newly Renovated 4BR Family Home Near Auburn Hills
Pontiac
10.0 out of 10, Exceptional, (1 review)
"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.
$345 nightly
The price is $345
Oct 26 - Oct 27
Total with taxes and fees
Newly Renovated 4BR Family Home Near Auburn Hills
A patio area with outdoor furniture, a table, and a blue umbrella.

14. 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)
"Perfect house in great location! Exceptionally clean, and well stocked. Backyard was very nice. Great access to area bike trails, shopping and restaurants. Host was very welcoming and always available to meet our needs. Would absolutely rent the property again!"
United States
Douglas L.
$370 nightly
The price is $389
Oct 25 - Oct 26
Total with taxes and fees
Happy Bungalow. Cozy Historic Charmer- Walk to Town, Parks and Trails!
A two-story building with a stone facade, a gabled roof, and a central entrance with a decorative archway.

15. 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.
$163 nightly
The price is $177
Nov 6 - Nov 7
Total with taxes and fees
Free Breakfast Buffet. Pool & Hot Tub Access. Great Location!
A covered patio with stone walls, a wooden post, a plastic chair, a patterned sofa, and a red plastic chair.

16. 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)
"Clean, nice place to stay!"
United States
David Y.
$247 nightly
The price is $247
Nov 2 - Nov 3
Total with taxes and fees
2BR Private Entrance Family-Size Walkout Suite Near Pine Knob
A modern living room with a fireplace, a television, and a sofa.

17. Clarkston Getaway - Near Downtown

Clarkston Getaway - Near Downtown
Clarkston
10.0 out of 10, Exceptional, (1 review)
"Absolutely beautiful house! Great property, perfect layout, all the furniture was so comfortable!"
United States
Melissa M.
$502 nightly
The price is $529
Oct 25 - Oct 26
Total with taxes and fees
Clarkston Getaway - Near Downtown
A hotel lobby with a fireplace, seating area, and a bar.

18. Accessible 1BR Suite w/ Free Breakfast, Pool & Gym

Accessible 1BR Suite w/ Free Breakfast, Pool & Gym
Auburn Hills
$289 nightly
The price is $317
Nov 22 - Nov 23
Total with taxes and fees
Accessible 1BR Suite w/ Free Breakfast, Pool & Gym
Hotel exterior at night with illuminated entrance canopy and signage

19. King Suite | Free Breakfast + Indoor Pool

King Suite | Free Breakfast + Indoor Pool
Auburn Hills
$282 nightly
The price is $309
Nov 22 - Nov 23
Total with taxes and fees
King Suite | Free Breakfast + Indoor Pool
A porch with wicker chairs and a large window.

20. 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.
New! Luxury 1BR Flat near Downtown Mount Clemens
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

Sonesta Select Detroit Auburn Hills

Sonesta Select Detroit Auburn Hills

10/10 Excellent
"Or"
Delleon 1-night trip
Posted less than an hour ago
Sonesta Select Detroit Auburn Hills

Find out more about Oakland

Everything you need to know about Oakland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oakland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oakland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Oakland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $82 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oakland rentals

At Expedia, we put the best Oakland vacation 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 vacation.

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 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.