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Oakland Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Oakland vacation 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, (73 reviews)
"Staying here was AMAZING!!"
United States
Jordan S.
The price is ￥11,056
￥45,389 total
includes taxes & fees
Nov 3 - Nov 4
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.

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, (30 reviews)
"Great quiet place with plenty of space, will stay here again and recommend!"
United States
Eric M.
The price is ￥17,009
￥46,460 total
includes taxes & fees
Oct 29 - Oct 30
Crooked Little Farmhouse! Spacious 2-bed on 2+ acres - Romeo, MI
An outdoor patio area with a round table and chairs, a grill, and string lights along a wooden fence.

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 ￥28,348
￥50,271 total
includes taxes & fees
Nov 4 - Nov 5
Happy Little House! Clean, Cozy, Cute • King Bed
A modern hotel room with a kitchenette, a large bed, a seating area, and a TV.

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 ￥23,466
￥41,284 total
includes taxes & fees
Nov 4 - Nov 5
The 1842 Suite - Millpond Inn
A living room with a sofa, a white pouf, a tiled side table, and a potted plant.

5. 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 ￥22,521
￥47,719 total
includes taxes & fees
Nov 9 - Nov 10
Charming 3-bedroom house with WiFi, fitness room in Pontiac
A two-story building with a stone facade, a gabled roof, and a central entrance with a decorative archway.

6. 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 ￥18,382
￥23,288 total
includes taxes & fees
Nov 2 - Nov 3
Air-Conditioned Studio | Pool
A two-story building with a stone facade, a gabled roof, and a central entrance with a decorative archway.

7. 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 ￥20,068
￥25,135 total
includes taxes & fees
Nov 2 - Nov 3
Accessible 1BR Suite w/ Kitchen | Free Breakfast!
A deck with outdoor furniture and a view of a lake.

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 ￥35,435
￥38,585 total
includes taxes & fees
Oct 31 - Nov 1
Lakefront Cottage in Clarkston • 2 Bedrooms • Minutes from Pine Knob • Sleeps 4
A calm lake with a forest reflection, clear skies, and a misty shoreline.

9. 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 ￥41,032
￥51,168 total
includes taxes & fees
Nov 1 - Nov 2
Free Wi-Fi, Free Breakfast + Indoor Pool
A landscaped garden with a stone wall, green grass, and trees.

10. 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 ￥22,762
￥38,196 total
includes taxes & fees
Nov 3 - Nov 4
2BR Private Entrance Family-Size Walkout Suite Near Pine Knob
A backyard with a stone pathway leading to a wooden fence and a hot tub.

11. 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 ￥25,513
￥45,281 total
includes taxes & fees
Nov 3 - Nov 4
Clark Suite - Millpond Inn
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, (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 ￥20,474
￥36,538 total
includes taxes & fees
Oct 29 - Oct 30
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.
The price is ￥31,892
￥54,256 total
includes taxes & fees
Nov 3 - Nov 4
Newly Renovated 4BR Family Home Near Auburn Hills
A modern living room with a flat-screen TV, a grey sofa, a coffee table, and a large window with blinds.

14. The Monochrome Suite | Walking Steps from Park

The Monochrome Suite | Walking Steps from Park
Utica
The price is ￥13,229
￥32,985 total
includes taxes & fees
Nov 3 - Nov 4
The Monochrome Suite | Walking Steps from Park
A two-story building with a stone facade, a gabled roof, and a central entrance with a decorative archway.

15. 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 ￥21,754
￥26,980 total
includes taxes & fees
Nov 2 - Nov 3
Equipped Suite | Free Daily Breakfast, 24h Business Center + Seasonal Pool
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dark countertop.

16. 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 ￥17,681
￥51,670 total
includes taxes & fees
Nov 1 - Nov 2
2BR Lake House 40ftDockAccess
Hotel exterior at night with illuminated entrance canopy and signage

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

Accessible 1BR Suite w/ Free Breakfast, Pool & Gym
Auburn Hills
The price is ￥42,714
￥52,082 total
includes taxes & fees
Nov 1 - Nov 2
Accessible 1BR Suite w/ Free Breakfast, Pool & Gym
A patio area with outdoor furniture, a table, and a blue umbrella.

18. 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 ￥35,435
￥65,988 total
includes taxes & fees
Nov 11 - Nov 12
Happy Bungalow. Cozy Historic Charmer- Walk to Town, Parks and Trails!
A modern living room with a fireplace, a television, and a sofa.

19. Clarkston Getaway - Near Downtown

Clarkston Getaway - Near Downtown
Clarkston
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely beautiful house! Great property, perfect layout, all the furniture was so comfortable!"
United States
Melissa M.
The price is ￥28,821
￥85,750 total
includes taxes & fees
Nov 3 - Nov 4
Clarkston Getaway - Near Downtown
Hotel exterior at night with illuminated entrance canopy and signage

20. King Suite | Free Breakfast + Indoor Pool

King Suite | Free Breakfast + Indoor Pool
Auburn Hills
The price is ￥41,032
￥51,168 total
includes taxes & fees
Nov 8 - Nov 9
King Suite | 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.
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Top Oakland Hotel Reviews

Hyatt Place Detroit/Auburn Hills

Hyatt Place Detroit/Auburn Hills

10/10 Excellent
"Everything was great I wasn't able to get to the pool while I was there because I had pain in my leg but looks nice It was very quiet and peaceful so I was happy about that Staff was very accommodating and helpful when I got there to check in my room was on the 4th floor I asked if there was any rooms available on 1st floor because it's painful to walk so arranged it to where not only was I on the 1st floor I was by the door so it was very accommodating and helpful The room size was amazing even though I was a solo traveler it made me good to have room to relax I didn't just have to lay in bed I could relax on the couch made me feel like I was home even though im homeless right now. The receptionist were great I went down to extend my stay and she was very helpful and accommodating and nice about my pain and that I was grieving gave me words of encouragement 😊"
Migdalia 2-night trip
Posted 16 hours ago
Hyatt Place Detroit/Auburn Hills

Find out more about Oakland

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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?

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.