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Oakland Vacation Rentals

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Oakland vacation rentals

Smart TV

1. private and spacious

private and spacious
rochester hills
9.8 out of 10, Exceptional, (96 reviews)
"Delightful host. Great place to stay!"
Canada
Graham
The price is ￥19,969
￥24,239 total
includes taxes & fees
Sep 16 - Sep 17
private and spacious
Interior

2. Spacious Farmhouse with Breakfast- Ella’s Place

Spacious Farmhouse with Breakfast- Ella’s Place
Auburn Hills
9.2 out of 10, Wonderful, (72 reviews)
"Property was absolutely adorable and the host was very prompt and answering any questions and very kind would definitely recommend this property"
United States
Kim S.
The price is ￥11,982
￥45,008 total
includes taxes & fees
Sep 28 - Sep 29
Spacious Farmhouse with Breakfast- Ella’s Place
Smart TV

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, (26 reviews)
"We had a great stay"
United States
Lauren O.
The price is ￥16,590
￥45,315 total
includes taxes & fees
Sep 17 - Sep 18
Crooked Little Farmhouse! Spacious 2-bed on 2+ acres - Romeo, MI
Coffee/tea maker, fridge, microwave, oven

4. 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.
The price is ￥18,052
￥60,275 total
includes taxes & fees
Sep 15 - Sep 16
Warm & Spacious 2BR | Huge Backyard | Shelby Twp
Smart TV

5. 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, (1 review)
Pet-Friendly 1BR Flat with Dog Park & King Bed
Dining

6. 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 ￥16,061
￥57,801 total
includes taxes & fees
Oct 5 - Oct 6
NEW! Relaxing & Peaceful 2 BR FLAT | Top Location
WiFi, bed sheets

7. Private bedroom in Warren with central air

Private bedroom in Warren with central air
Warren
Private bedroom in Warren with central air
Outdoor spa tub

8. Clark Suite - Millpond Inn

Clark Suite - Millpond Inn
Clarkston
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful property and fantastic stay. Host communication was excellent!"
United States
Andrea B.
The price is ￥20,430
￥38,983 total
includes taxes & fees
Oct 6 - Oct 7
Clark Suite - Millpond Inn
Outdoor dining

9. Cozy country home, pet friendly 20.00 per pet fee

Cozy country home, pet friendly 20.00 per pet fee
Dryden
8.4 out of 10, Very Good, (23 reviews)
"Enjoyed the peace and quite! Lovely location. The house was well appointed!"
United States
Mary C.
The price is ￥19,969
￥35,791 total
includes taxes & fees
Sep 15 - Sep 16
Cozy country home, pet friendly 20.00 per pet fee
1 bedroom, desk, iron/ironing board, travel crib

10. The 1842 Suite - Millpond Inn

The 1842 Suite - Millpond Inn
Clarkston
10.0 out of 10, Exceptional, (12 reviews)
"We really enjoyed our stay here. It was the perfect spot to relax!"
United States
Daniel
The price is ￥22,888
￥39,960 total
includes taxes & fees
Oct 6 - Oct 7
The 1842 Suite - Millpond Inn
Exterior

11. 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 ￥19,143
￥23,057 total
includes taxes & fees
Sep 20 - Sep 21
Air-Conditioned Studio | Pool
Exterior

12. 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 ￥20,584
￥24,639 total
includes taxes & fees
Sep 20 - Sep 21
Free Breakfast Buffet. Pool & Hot Tub Access. Great Location!
1 bedroom, desk, iron/ironing board, travel crib

13. Charming 1BR Getaway with King Bed in Royal Oak

Charming 1BR Getaway with King Bed in Royal Oak
Royal Oak
The price is ￥21,444
￥48,054 total
includes taxes & fees
Sep 15 - Sep 16
Charming 1BR Getaway with King Bed in Royal Oak
Exterior

14. Cozy 1BR Suite w/ Full Kitchen & Free Breakfast

Cozy 1BR Suite w/ Full Kitchen & Free Breakfast
Utica
The price is ￥20,584
￥25,154 total
includes taxes & fees
Sep 20 - Sep 21
Cozy 1BR Suite w/ Full Kitchen & Free Breakfast
Property grounds

15. 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, (59 reviews)
"Clean, nice place to stay!"
United States
David Y.
The price is ￥26,671
￥42,186 total
includes taxes & fees
Sep 20 - Sep 21
2BR Private Entrance Family-Size Walkout Suite Near Pine Knob
Dining

16. New! 1BR Corner Flat | King Bd | Central Royal Oak

New! 1BR Corner Flat | King Bd | Central Royal Oak
Royal Oak
10.0 out of 10, Exceptional, (1 review)
"Very nice apartment. It was easy to find, clean and the host was very responsive. The bed was very comfortable. I would definitely stay here again! "
United States
Crystal C.
New! 1BR Corner Flat | King Bd | Central Royal Oak
Property grounds

17. Spacious 3BR Home / Smart TVs, Stocked Kitchen & Family Comfort

Spacious 3BR Home / Smart TVs, Stocked Kitchen & Family Comfort
Warren
10.0 out of 10, Exceptional, (8 reviews)
"Host was very responsive. Rooms were comfortable. Would stay again. "
United States
Vicki H.
The price is ￥16,590
￥36,559 total
includes taxes & fees
Sep 21 - Sep 22
Spacious 3BR Home / Smart TVs, Stocked Kitchen & Family Comfort
Interior

18. 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.
The price is ￥26,882
￥47,619 total
includes taxes & fees
Sep 15 - Sep 16
Charming 3-bedroom house with WiFi, fitness room in Pontiac
Coffee/tea maker, fridge, microwave, oven

19. Welcome to, Days Inn Paradise located in Clinton Townshipship Michigan.

Welcome to, Days Inn Paradise located in Clinton Townshipship Michigan.
Clinton township
10.0 out of 10, Exceptional, (21 reviews)
"The place was absolutely magnificent "
United States
Dionna M.
The price is ￥19,969
￥29,001 total
includes taxes & fees
Sep 15 - Sep 16
Welcome to, Days Inn Paradise located in Clinton Townshipship Michigan.
Smart TV, fireplace

20. Clarkston Getaway - Near Downtown

Clarkston Getaway - Near Downtown
Clarkston
The price is ￥23,241
￥76,786 total
includes taxes & fees
Sep 16 - Sep 17
Clarkston Getaway - Near Downtown
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

Wingate by Wyndham Utica

Wingate by Wyndham Utica

8/10 Good
"The breakfast has some great options including quick, make your own waffles. There were your normal grab and go items such as fruit, muffins, yogurt along with oatmeal, cold cereal, bread and toast options, bacon, and eggs."
Nicholas 1-night trip
Posted 1 hour ago
Wingate by Wyndham Utica

Find out more about Oakland

Search for holiday rentals in Oakland on Expedia! You can easily find your home rentals, villas, holiday apartments in Oakland using one of the methods below:

  • View our selection of featured holiday rentals in Oakland
  • Use the map to find apartments and other holiday homes in the Oakland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oakland while they last

Look no further and take a look at our great range of rental properties in Oakland!

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?

Welcome to, Days Inn Paradise located in Clinton Townshipship Michigan. : Visitors like this Oakland vacation home rental. It is equipped with a selection of games, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 Bald Mountain State Recreation Area.

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.