Oakland Hills holiday rentals
We found 147 holiday rentals — enter your dates for availability
Discover a selection of 63 homes and other holiday rentals in Oakland Hills that are perfect for your trip. Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as Wi-Fi and parking. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Oakland Hills
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
54 reviews(54 reviews)
CLEAN updated on canal huge lot by beaches
Sleeps 6 · 2 bedrooms · 2 bathrooms
8.08.0 out of 10
Very goodvery good
4 reviews(4 reviews)
Golf lovers serene escape - Cozy 3 bed/2 bath, and close to the beach
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
Getaway Home with Hot Tub and Close to the Beach!
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
Ester Special from 18 April-30 April . -20% Your Dream Getaways Villa.
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
15 reviews(15 reviews)
Clean Updated on canal near beaches in Rotonda West
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday home accommodation in Oakland Hills?
According to our research, houses are the most in-demand property type in Oakland Hills. But as you know, everyone’s idea of the perfect trip differs. Stayz has holiday homes with every size, shape and budget in mind, and we’ll help you to find your perfect match.
How much does it cost to rent a holiday home in Oakland Hills?
Property type, season and length of stay are some of the things that can determine the price of a holiday home. Simply enter your dates of travel to find your perfect escape. From cosy chalets to sprawling villas, all Stayz holiday homes provide amazing value.
How much does it cost to rent a beach house in Oakland Hills?
Prices for beach houses in Oakland Hills may differ depending on the size and type of the property and when you’re travelling. Just enter your travel dates into Stayz and how many guests to view your home options and prices. From there you can use the filters to narrow down your search by amenities, ratings, nearby activities and more.
Are there pet-friendly holiday homes in Oakland Hills?
With 45 holiday homes that allow pets, your furry companion can join in on your Oakland Hills getaway. Use our filter tool to search our pet-friendly holiday homes and find your pawfect holiday home on Stayz.
Can I rent a house with a pool in Oakland Hills?
Add a whole other level of fun to your holiday by booking your group into one of the 31 houses with a private pool in Oakland Hills. Use our handy search filter to find the kind of property you want on Stayz, and then spend your days playing and splashing in a swimming pool that’s for your exclusive use.
What are popular home amenities in Oakland Hills?
The most popular home amenities guests are looking for in Oakland Hills include a firepit, a nearby waterfront and a garden. Whether you’re on the road with family, your besties or even pets, Stayz holiday homes feature the best amenities for hanging out with the people that matter most.
Are there large group holiday homes in Oakland Hills?
You can choose from three holiday properties in Oakland Hills that can accommodate 10 or more people. Whether you’re organising a trip with extended family or an event like a birthday party, there’s plenty of room to get your group together under the same roof.
Are there holiday homes in Oakland Hills that welcome kids?
Oakland Hills has 45 family-friendly holiday homes to pick from. And discovering a stay that welcomes little ones is simple with our “Properties good for families” filter. Besides having the entire place to yourselves, you’ll also get access to conveniences and perks like dining rooms, full kitchens and private pools.
Can I find two-bedroom holiday homes in Oakland Hills?
Oakland Hills has 14 two-bedroom properties for you to pick from. Experience a holiday home with all the space and comfort you’re looking for at a price that’s hard to resist on Stayz.
Are there holiday homes with WiFi in Oakland Hills?
Whether you’d like to keep up with the headlines, send a few emails or update your social media accounts, there are 24 holiday homes with WiFi in Oakland Hills. Check the “WiFi” box when searching on Stayz and stay connected on your holiday.
How can I find holiday homes with air conditioning in Oakland Hills?
Oakland Hills has 43 holiday homes where you can unwind in air-conditioned comfort. To find a stay on Stayz that has this perk, enter your preferred travel dates and use the convenient filters to select the “air conditioning” box.
How old do you have to be to rent a holiday home in Oakland Hills?
You’ll have to check with the Oakland Hills holiday home you’re looking at on Stayz as the minimum age differs. However, it’s normally 16, 18 or 21.
How long can I rent a holiday home in Oakland Hills for?
It’s down to the Oakland Hills property. To look at a list of options offering extended stays, just enter your travel dates and guest number into the Stayz search page. You can look forward to having the entire place to yourself, along with amenities such as a fully-equipped kitchen, air conditioning and a yard where the kids can burn off energy. Keep an eye out for long-term stays that offer weekly or monthly discounts.