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Oakland Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Oakland holiday 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)
"Delightful host. Great place to stay!"
Canada
Graham
The price is HK$1,020
HK$1,238 total
includes taxes & fees
20 Oct - 21 Oct
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.
The price is HK$551
HK$2,254 total
includes taxes & fees
19 Oct - 20 Oct
Spacious Farmhouse with Breakfast- Ella’s Place
A backyard with a stone pathway leading to a wooden fence and a hot tub.

3. 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.
The price is HK$1,044
HK$1,992 total
includes taxes & fees
19 Oct - 20 Oct
Clark Suite - Millpond Inn
A dining area with a round table set for four, a sofa, and a TV mounted on the wall.

4. 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.
NEW! Relaxing & Peaceful 2 BR FLAT | Top Location
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.
The price is HK$967
HK$1,216 total
includes taxes & fees
18 Oct - 19 Oct
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
The price is HK$1,169
HK$2,042 total
includes taxes & fees
27 Oct - 28 Oct
The 1842 Suite - Millpond Inn
Hotel exterior at night with illuminated entrance canopy and signage

7. 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 HK$2,003
HK$2,503 total
includes taxes & fees
23 Oct - 24 Oct
Free Wi-Fi, Free Breakfast + Indoor Pool
A living room with a television, a fireplace, and a sofa.

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.
The price is HK$1,766
HK$1,923 total
includes taxes & fees
25 Oct - 26 Oct
Lakefront Cottage in Clarkston • 2 Bedrooms • Minutes from Pine Knob • Sleeps 4
A two-story building with a stone facade, a gabled roof, and a central entrance with a decorative archway.

9. 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 HK$1,039
HK$1,294 total
includes taxes & fees
18 Oct - 19 Oct
Accessible 1BR Suite w/ Kitchen | Free Breakfast!
A patio area with outdoor furniture, a covered table, and a stone centerpiece.

10. Cozy country home, pet friendly!

Cozy country home, pet friendly!
Dryden
8.4 out of 10, Very good, (24 reviews)
"Enjoyed the peace and quite! Lovely location. The house was well appointed!"
United States
Mary C.
The price is HK$1,020
HK$1,821 total
includes taxes & fees
16 Oct - 17 Oct
Cozy country home, pet friendly!
A single bed with a wooden frame and white bedding in a room with light-colored walls and a wooden floor.

11. Newly Renovated 4BR Family Home Near Auburn Hills

Newly Renovated 4BR Family Home Near Auburn Hills
Pontiac
The price is HK$1,589
HK$2,704 total
includes taxes & fees
19 Oct - 20 Oct
Newly Renovated 4BR Family Home Near Auburn Hills
A modern kitchen with a central island, bar stools, and a stone accent wall.

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

Accessible 1BR Suite w/ Free Breakfast, Pool & Gym
Auburn Hills
The price is HK$1,860
HK$2,268 total
includes taxes & fees
1 Nov - 2 Nov
Accessible 1BR Suite w/ Free Breakfast, Pool & Gym
A two-story building with a stone facade, a gabled roof, and a central entrance with a decorative archway.

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 HK$1,039
HK$1,300 total
includes taxes & fees
1 Nov - 2 Nov
Free Breakfast Buffet. Pool & Hot Tub Access. Great Location!
A landscaped garden with a stone wall, green grass, and trees.

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)
"Clean, nice place to stay!"
United States
David Y.
The price is HK$1,169
HK$1,938 total
includes taxes & fees
2 Nov - 3 Nov
2BR Private Entrance Family-Size Walkout Suite Near Pine Knob
A bathroom with a large bathtub, a television, and a tiled backsplash.

15. Birch Hill Suites Detroit

Birch Hill Suites Detroit
3.0 star property
Warren
7.2 out of 10, Good, (1,596 reviews)
"the affordable place to live while going through homelessness. The front desk people are respectful and have strong communication skills."
United States
Alexis
The price is HK$516
HK$570 total
includes taxes & fees
18 Oct - 19 Oct
Birch Hill Suites Detroit
A modern living room with a fireplace, a television, and a sofa.

16. 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.
The price is HK$1,181
HK$4,384 total
includes taxes & fees
18 Oct - 19 Oct
Clarkston Getaway - Near Downtown
A porch with wicker chairs and a large window.

17. 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 HK$714
HK$2,032 total
includes taxes & fees
19 Oct - 20 Oct
New! Luxury 1BR Flat near Downtown Mount Clemens
A living room with a sofa, armchair, coffee table, and a lamp. There is a plant and a window with blinds.

18. Parsonage Suite - Millpond Inn

Parsonage Suite - Millpond Inn
Clarkston
10.0 out of 10, Exceptional, (11 reviews)
"Nice place to stay, would stay again!"
United States
sbass98
The price is HK$1,585
HK$2,769 total
includes taxes & fees
19 Oct - 20 Oct
Parsonage Suite - Millpond Inn
A rustic interior with a large wooden ceiling, a cozy seating area with a dark sofa and armchair, and a large window with string lights.

19. Beautifully Restored Five Bedroom 1860 Barn

Beautifully Restored Five Bedroom 1860 Barn
Metamora
9.8 out of 10, Exceptional, (27 reviews)
"Very nice place and host was very accommodating. "
United States
Michael T.
The price is HK$8,116
HK$11,961 total
includes taxes & fees
16 Oct - 17 Oct
Beautifully Restored Five Bedroom 1860 Barn
A two-story building with a stone facade, a gabled roof, and a central entrance with a decorative archway.

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

Cozy 1BR Suite w/ Full Kitchen & Free Breakfast
Utica
The price is HK$1,040
HK$1,327 total
includes taxes & fees
18 Oct - 19 Oct
Cozy 1BR Suite w/ Full Kitchen & Free Breakfast
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 Troy

Wingate by Wyndham Troy

8/10 Good
"Carpets could use a good shampooing and the vents need dusting, but other than that it was a pleasant stay. The staff was terrific."
Joshua 2-night trip
Posted 2 hours ago
Wingate by Wyndham Troy

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 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.