Book Holiday Homes in Penrose
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Penrose

Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima

Timbalah - a luxurious country retreat

That Pink House! – pets welcome

Iona Park, Moss Vale, Southern Highlands

Expansive Hamptons home on acreage, with pool, spa, gym, tennis court & views.

Belle in Bowral - walk to town

Misty Pond – picturesque rural getaway

Villa Luita – luxurious country retreat with an incredible pool house

Welcome to Hollyday! 1920s Californian Bungalow in the heart of beautiful Bowral
Penrose 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 Penrose vacation homes are the perfect way for you to wing it.
Holiday houses in Penrose 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 Penrose 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 Penrose adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Penrose 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 Penrose 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.
Penrose Holiday Homes essential information
Accommodation | 295 Holiday Homes |
|---|---|
Lowest Price | NZ$195 |
Highest Price | NZ$1,880 |
Popular accommodation | Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima, Timbalah - a luxurious country retreat, That Pink House! – pets welcome, Iona Park, Moss Vale, Southern Highlands, Expansive Hamptons home on acreage, with pool, spa, gym, tennis court & views., Belle in Bowral - walk to town, Misty Pond – picturesque rural getaway, Villa Luita – luxurious country retreat with an incredible pool house, Welcome to Hollyday! 1920s Californian Bungalow in the heart of beautiful Bowral |
Top trending hotels in Penrose

Cosy cottage for groups up to 20. Gather under the stars with family and friends

Historic homestead on 60 acres, private golf course, Sleeps 40+

Berrima Bakehouse Motel

Park Proxi Gibraltar Bowral
More ways to explore Penrose
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.
