Book Holiday Homes in Oakley

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Featured Holiday Homes in Oakley

Grand Mountain Retreat- 25 min to Ski Slopes- Sleeps 28- Views, Pickleball court

Grand Mountain Retreat- 25 min to Ski Slopes- Sleeps 28- Views, Pickleball court

Heber City UT
Stay at this family-friendly holiday home in Heber City. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Heber Valley Railroad and Southfield ...
Opens in a new windowGrand Mountain Retreat- 25 min to Ski Slopes- Sleeps 28- Views, Pickleball court
Townhome steps from lifts at PC Resort! Stylish 2BR/2BA +loft, deck, mtn views.

Townhome steps from lifts at PC Resort! Stylish 2BR/2BA +loft, deck, mtn views.

Park City UT
Stay at this family-friendly holiday home in Park City. Enjoy free Wi-Fi, a fitness centre and laundry facilities. Popular attractions Park City Mountain Resort ...
Opens in a new windowTownhome steps from lifts at PC Resort! Stylish 2BR/2BA +loft, deck, mtn views.
HOLIDAY SPECIALS BOOKING NOW!

HOLIDAY SPECIALS BOOKING NOW!

Park City UT
Stay at this family-friendly holiday home in Park City. Enjoy laundry facilities, concierge services and a pool table. Popular attractions Park City Mountain ...
Opens in a new windowHOLIDAY SPECIALS BOOKING NOW!
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Ski-In/Ski-Out, Hot Tub, Walk to Main Street

Ski-In/Ski-Out, Hot Tub, Walk to Main Street

4 out of 5
Park City UT
Stay at this ski holiday home in Park City. Enjoy free Wi-Fi, laundry facilities and ski-in/ski-out access. Popular attractions Park City Mountain Resort and ...
Opens in a new windowSki-In/Ski-Out, Hot Tub, Walk to Main Street
Ranch Cabin Mountain Views, Tennis Court, Fire Pit, Hot Tub, Family Reunions

Ranch Cabin Mountain Views, Tennis Court, Fire Pit, Hot Tub, Family Reunions

Heber City UT
Stay at this family-friendly holiday home in Heber City. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Heber Valley Railroad and Charleston ...
Opens in a new windowRanch Cabin Mountain Views, Tennis Court, Fire Pit, Hot Tub, Family Reunions
Walk to Ski and Downtown, On Bus Route

Walk to Ski and Downtown, On Bus Route

Park City UT
Stay at this holiday home in Park City. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Park City Mountain Resort and Main Street are located ...
Opens in a new windowWalk to Ski and Downtown, On Bus Route
"Charming 3 BR Old Town Retreat. Steps from Historic Main Street"

"Charming 3 BR Old Town Retreat. Steps from Historic Main Street"

Park City UT
Stay at this family-friendly holiday home in Park City. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Park City Mountain Resort and ...
Opens in a new window"Charming 3 BR Old Town Retreat. Steps from Historic Main Street"
Experience ski heaven at Canyons Village - just a stroll away

Experience ski heaven at Canyons Village - just a stroll away

Park City UT
Stay at this holiday home in Park City. Enjoy laundry facilities, patios and an in-room coffee maker. Popular attractions Park City Mountain Resort and Main ...
Opens in a new windowExperience ski heaven at Canyons Village - just a stroll away
*Free Ski Rentals* Perfect for Families – 200 Yards to Park City Mountain | Private Hot Tub |

*Free Ski Rentals* Perfect for Families – 200 Yards to Park City Mountain | Private Hot Tub |

Park City UT
Stay at this holiday home in Park City. Enjoy free Wi-Fi, daily housekeeping and laundry facilities. Popular attractions Park City Mountain Resort and Main Street ...
Opens in a new window*Free Ski Rentals* Perfect for Families – 200 Yards to Park City Mountain | Private Hot Tub |
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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.

Oakley Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Oakley vacation homes are the perfect way for you to wing it.

Holiday houses in Oakley let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Oakley in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Oakley adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Oakley with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Oakley vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Oakley Holiday Homes essential information

Accommodation
2591 Holiday Homes
Lowest Price
NZ$307
Highest Price
NZ$1,005
Popular accommodation
Grand Mountain Retreat- 25 min to Ski Slopes- Sleeps 28- Views, Pickleball court, Townhome steps from lifts at PC Resort! Stylish 2BR/2BA +loft, deck, mtn views., HOLIDAY SPECIALS BOOKING NOW!, Ski-In/Ski-Out, Hot Tub, Walk to Main Street, Ranch Cabin Mountain Views, Tennis Court, Fire Pit, Hot Tub, Family Reunions, Walk to Ski and Downtown, On Bus Route, "Charming 3 BR Old Town Retreat. Steps from Historic Main Street", Experience ski heaven at Canyons Village - just a stroll away, *Free Ski Rentals* Perfect for Families – 200 Yards to Park City Mountain | Private Hot Tub |

Top trending hotels in Oakley

Best Western Plus Landmark Inn

Best Western Plus Landmark Inn

2.5 out of 5
6560 N. Landmark Drive Park City UT
Fully refundableReserve now, pay when you stay
The price is NZ$307 per night from 5 Jan to 6 Jan
NZ$307
5 Jan - 6 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Park City. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
Opens in a new windowBest Western Plus Landmark Inn
Holiday Inn Express Hotel & Suites Park City by IHG

Holiday Inn Express Hotel & Suites Park City by IHG

2.5 out of 5
Park City UT
The price is NZ$336 per night from 19 Jan to 20 Jan
NZ$336
19 Jan - 20 Jan 2026
includes taxes & fees
Stay at this ski hotel in Park City. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
Opens in a new windowHoliday Inn Express Hotel & Suites Park City by IHG
Grand Hyatt Deer Valley

Grand Hyatt Deer Valley

4 out of 5
1702 Glencoe Mountain Way Park City UT
The price is NZ$1,005 per night from 4 Jan to 5 Jan
NZ$1,005
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this ski hotel in Park City. Enjoy free Wi-Fi, 3 hot tubs and breakfast (surcharge). Popular attractions Deer Valley Resort and Main Street are located ...
Opens in a new windowGrand Hyatt Deer Valley
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Black Rock Mountain Resort

Black Rock Mountain Resort

4 out of 5
909 Peace Tree Trail Heber City UT
The price is NZ$618 per night from 25 Dec to 26 Dec
NZ$618
25 Dec - 26 Dec
includes taxes & fees
Stay at this ski hotel in Heber City. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the pool and the restaurant in their reviews. ...
Opens in a new windowBlack Rock Mountain Resort
Don't see what you're looking for?
See all available properties in Oakley
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.