Oakland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 17 - Oct 19
In two months
Nov 28 - Nov 30
In three months
Dec 26 - Dec 28
In four months
Jan 23 - Jan 25

Vacation Rentals in Oakland

Affordable Suites of America Detroit-Warren
Front of property

Affordable Suites of America Detroit-Warren

3.0 star property
7.4 out of 10, Good, (1362)
"Horrible "
The price is ￥10,863
￥11,840 total
includes taxes & fees
Nov 2 - Nov 3
Affordable Suites of America Detroit-Warren
Spacious 5-bedroom house with Jacuzzi, Game room & WIFI in delightful Southfield
Fridge, microwave, oven, stovetop

Spacious 5-bedroom house with Jacuzzi, Game room & WIFI in delightful Southfield

10.0 out of 10, Exceptional, (3)
"Our host was amazing w"
The price is ￥117,605
￥164,373 total
includes taxes & fees
Oct 5 - Oct 6
Spacious 5-bedroom house with Jacuzzi, Game room & WIFI in delightful Southfield
Luxury House 3BR Downtown Birmingham
Microwave, oven, dishwasher, coffee/tea maker

Luxury House 3BR Downtown Birmingham

10.0 out of 10, Exceptional, (3)
"The home and area was beautiful "
The price is ￥18,877
￥40,175 total
includes taxes & fees
Oct 7 - Oct 8
Luxury House 3BR Downtown Birmingham
Home in Royal Oak w/ pool & sauna & dream garage
Exterior

Home in Royal Oak w/ pool & sauna & dream garage

9.2 out of 10, Wonderful, (20)
"Everything about this stay was seamless and easy. Thank you so much!"
Home in Royal Oak w/ pool & sauna & dream garage
Luxury Guest place: very close to lake and downtown
Interior

Luxury Guest place: very close to lake and downtown

7.6 out of 10, Good, (22)
"It was very nice,clean & was very spacious would definitely recommend just keep in mind its a little cold but one of the rooms has a heater so it worked out!"
The price is ￥13,247
￥32,984 total
includes taxes & fees
Oct 6 - Oct 7
Luxury Guest place: very close to lake and downtown
private and spacious
Smart TV

private and spacious

10.0 out of 10, Exceptional, (77)
"Very nice place and quiet.Will book again if I’m on the area."
The price is ￥15,234
￥19,092 total
includes taxes & fees
Oct 5 - Oct 6
private and spacious
Spacious Farmhouse with Breakfast- Ella’s Place
Interior

Spacious Farmhouse with Breakfast- Ella’s Place

9.2 out of 10, Wonderful, (53)
"My sisters and I visit my mom in her twice a year"
The price is ￥10,352
￥42,500 total
includes taxes & fees
Oct 13 - Oct 14
Spacious Farmhouse with Breakfast- Ella’s Place
Private home with indoor pool -book your holiday stay
Indoor pool, a heated pool

Private home with indoor pool -book your holiday stay

Private home with indoor pool -book your holiday stay
2BR Family-Sized Lower Suite with Private Entrance & Big Backyard. Pet-Friendly!
Property grounds

2BR Family-Sized Lower Suite with Private Entrance & Big Backyard. Pet-Friendly!

9.4 out of 10, Exceptional, (48)
"We rented this as we were attending a concert at Pine Knob. It close to the venue and cheaper than surrounding hotels. The place was nicely appointed, had a full kitchen and comfy beds. Great for two couples! The backyard setting was peaceful and relaxing."
The price is ￥17,089
￥27,539 total
includes taxes & fees
Oct 5 - Oct 6
2BR Family-Sized Lower Suite with Private Entrance & Big Backyard. Pet-Friendly!
6-Bedrooms, 1.5-Bath Ranch Style Unit
Fridge, microwave, oven, stovetop

6-Bedrooms, 1.5-Bath Ranch Style Unit

2.0 star property
10.0 out of 10, Exceptional, (1)
"The host was amazing! So welcoming and very generous. He made our stay so much better, I could not recommend this or any of his properties enough! Thanks John! "
The price is ￥66,236
￥85,224 total
includes taxes & fees
Nov 2 - Nov 3
6-Bedrooms, 1.5-Bath Ranch Style Unit
Welcome to, Days Inn Paradise located in Clinton Townshipship Michigan.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (7)
"amazing place would 10/10 recommend "
The price is ￥18,988
￥27,634 total
includes taxes & fees
Oct 5 - Oct 6
Welcome to, Days Inn Paradise located in Clinton Townshipship Michigan.
NEW Lake Front W/ Private Dock, Hot Tub & Sauna!
Fridge, microwave, oven, stovetop

NEW Lake Front W/ Private Dock, Hot Tub & Sauna!

9.8 out of 10, Exceptional, (17)
"We stayed here and it was perfect for our family girls trip! "
NEW Lake Front W/ Private Dock, Hot Tub & Sauna!
Luxe Condo Overlooking Park
TV, fireplace, offices

Luxe Condo Overlooking Park

2.0 star property
8.6 out of 10, Excellent, (8)
"Excellent property. Spacious, clean and comfortable. Beautiful park as a backyard "
The price is ￥25,758
￥49,456 total
includes taxes & fees
Oct 6 - Oct 7
Luxe Condo Overlooking Park
The Boat House at Clinton River Boathouse & Marina!
Private kitchen

The Boat House at Clinton River Boathouse & Marina!

10.0 out of 10, Exceptional, (3)
"Enjoyed every minute of the stay, everything worked perfectly. One of the nicest places we’ve ever stayed and look very forward to going back next chance we get. "
The Boat House at Clinton River Boathouse & Marina!
Charming old farmhouse, spacious 2-bedroom on 2+ acres
Oven, stovetop, dishwasher

Charming old farmhouse, spacious 2-bedroom on 2+ acres

8.4 out of 10, Very Good, (5)
"Charming Farmhouse Stay Near Big Red OrchardWe stayed at this beautifully renovated farmhouse while attending a wedding at Big Red Orchard — just 8 minutes away — and it was perfect for our weekend. The home is tastefully updated, with a large yard and frequent visits from local wildlife, which made the setting feel peaceful and relaxing.It was a very comfortable stay, and we honestly don’t understand the negative review left by the previous guest — our experience was completely different. The...
The price is ￥15,897
￥42,833 total
includes taxes & fees
Oct 7 - Oct 8
Charming old farmhouse, spacious 2-bedroom on 2+ acres
Spacious 4BR Home w/ WiFi & A/C – Family-Friendly Stay in Sterling Heights
Game room

Spacious 4BR Home w/ WiFi & A/C – Family-Friendly Stay in Sterling Heights

9.0 out of 10, Wonderful, (2)
"It was a nice clean property and the host was great at answering all questions very quickly."
The price is ￥44,157
￥66,383 total
includes taxes & fees
Oct 5 - Oct 6
Spacious 4BR Home w/ WiFi & A/C – Family-Friendly Stay in Sterling Heights
4 Beds, Pizza Oven, Hot Tub, Mini- Golf, Lake View, Bowling, Projector & More!
Terrace/patio

4 Beds, Pizza Oven, Hot Tub, Mini- Golf, Lake View, Bowling, Projector & More!

8.4 out of 10, Very Good, (39)
"The location was a great space to spend quality time with friends because of the space and location."
4 Beds, Pizza Oven, Hot Tub, Mini- Golf, Lake View, Bowling, Projector & More!
Secluded Getaway, Relax & Energize, Wildlife, Nature Trail, Fun Kids Playground!
Fridge, microwave, oven, stovetop

Secluded Getaway, Relax & Energize, Wildlife, Nature Trail, Fun Kids Playground!

9.6 out of 10, Exceptional, (47)
"This was easily the most well-kept VRBO rental we have experienced. Description is accurate, and communication was good. Much appreciated!"
Secluded Getaway, Relax & Energize, Wildlife, Nature Trail, Fun Kids Playground!
Calm & Cozy 3BR King Bed Free Wifi | Washer Dryer
Private kitchen

Calm & Cozy 3BR King Bed Free Wifi | Washer Dryer

9.6 out of 10, Exceptional, (14)
"The house was very comfortable and just the right size for us. Great fenced in yard for dogs, and lovely, quiet neighborhood!"
The price is ￥22,020
￥51,752 total
includes taxes & fees
Oct 7 - Oct 8
Calm & Cozy 3BR King Bed Free Wifi | Washer Dryer
★Enclosed Patio★ Gas Fireplace EV Charger BBQ 4Bed 2Bath- Entire House Royal Oak
Property grounds

★Enclosed Patio★ Gas Fireplace EV Charger BBQ 4Bed 2Bath- Entire House Royal Oak

9.8 out of 10, Exceptional, (41)
"The home was amazing back sun room was my favorite room was able to play classic games to pass the time. Would most definitely recommend to anyone. "
★Enclosed Patio★ Gas Fireplace EV Charger BBQ 4Bed 2Bath- Entire House Royal Oak
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

Holiday Inn Express and Suites Detroit/Sterling Heights by IHG

Holiday Inn Express and Suites Detroit/Sterling Heights by IHG

10/10 Excellent
"Great stay, lovely room and staff. Seamless check in and check out."
William 2-night trip
Posted 3 days ago
Holiday Inn Express and Suites Detroit/Sterling Heights by IHG

Find out more about Oakland

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!

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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?

Luxury House 3BR Downtown Birmingham: Visitors like this Oakland vacation home rental. It is equipped with a fireplace, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, an oven, and a microwave.

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.