Book Holiday Homes in Penrose

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Featured Holiday Homes in Penrose

Casa Antica, 200m walk to Bowral Township, family friendly

Casa Antica, 200m walk to Bowral Township, family friendly

Bowral
A stay at this vacation home places you in the heart of Bowral, within a 10-minute walk of Corbett Gardens and International Cricket Hall of Fame.
Casa Antica, 200m walk to Bowral Township, family friendly
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima

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

Berrima
With a stay at this vacation home in Bowral (Berrima), you'll be within a 10-minute walk of Berrima Gaol and Berrima Courthouse.
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima
Greenview Bowral Southern Highlands

Greenview Bowral Southern Highlands

Bowral
Located in Bowral, this vacation home is next to a golf course, a 3-minute walk from Centennial Vineyards and within a 5-minute drive of Bendooley Estate Book ...
Greenview Bowral Southern Highlands
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Maison de Celine - Walking distance to Bowral town

Maison de Celine - Walking distance to Bowral town

Bowral
Located in Bowral, this vacation home is within a 5-minute drive of Bowral Golf Course and Corbett Gardens.
Maison de Celine - Walking distance to Bowral town
The Bunkhouse - quality, contemporary home

The Bunkhouse - quality, contemporary home

Exeter
Located in Exeter, this vacation home is a 1-minute drive from St. Maur Wines and 8 minutes from Eling Forest Vineyard and Winery.
The Bunkhouse - quality, contemporary home
Kerriedancer House, Southern Highlands

Kerriedancer House, Southern Highlands

Sutton Forest
Located in Sutton Forest, this vacation home is in a rural location, within a 10-minute drive of Southern Highland Wines and St. Maur Wines.
Kerriedancer House, Southern Highlands
10 Acres, Magnificant Views, Indoor Heated Pool

10 Acres, Magnificant Views, Indoor Heated Pool

Kangaroo Valley
Located in Kangaroo Valley, this vacation home is in a rural location, a 1-minute drive from Morton National Park and 8 minutes from Cambewarra Range Nature ...
10 Acres, Magnificant Views, Indoor Heated Pool
Verwood Estates: heated pool/spa, sauna, tennis, billiards, cellardoor

Verwood Estates: heated pool/spa, sauna, tennis, billiards, cellardoor

Sutton Forest
Located in Sutton Forest, this vacation home is on a lake, a 3-minute drive from Eling Forest Vineyard and Winery and 7 minutes from St. Maur Wines.
Verwood Estates: heated pool/spa, sauna, tennis, billiards, cellardoor
Luxury Heritage Cottage In The Heart Of Town

Luxury Heritage Cottage In The Heart Of Town

Mittagong
A stay at this vacation home places you in the heart of Mittagong, within a 5-minute drive of Destination Southern Highlands and Mount Gibraltar Reserve.
Luxury Heritage Cottage In The Heart Of Town
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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.

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
277 Holiday Homes
Lowest Price
AU$181
Highest Price
AU$4,146
Popular accommodation
Casa Antica, 200m walk to Bowral Township, family friendly, Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima, Greenview Bowral Southern Highlands, Maison de Celine - Walking distance to Bowral town, The Bunkhouse - quality, contemporary home, Kerriedancer House, Southern Highlands, 10 Acres, Magnificant Views, Indoor Heated Pool, Verwood Estates: heated pool/spa, sauna, tennis, billiards, cellardoor, Luxury Heritage Cottage In The Heart Of Town

Top trending hotels in Penrose

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

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

Penrose
The price is AU$4,146 per night from 3 Apr to 4 Apr
AU$4,146
per night
3 Apr - 4 Apr
With a stay at this resort in Penrose, you'll be within a 15-minute drive of Morton National Park and Santi Forest Monastery.
Historic homestead on 60 acres, private golf course, Sleeps 40+
Park Proxi Gibraltar Bowral

Park Proxi Gibraltar Bowral

3.5 out of 5
Boronia Street (off Centennial Road), Bowral, NSW
Fully refundableReserve now, pay when you stay
The price is AU$203 per night from 22 Apr to 23 Apr
AU$203
per night
22 Apr - 23 Apr
Located in Bowral, Park Proxi Gibraltar Bowral is in the mountains, within a 5-minute drive of Corbett Gardens and Centennial Vineyards.
Park Proxi Gibraltar Bowral
Berrima Bakehouse Motel

Berrima Bakehouse Motel

3.5 out of 5
19 Old Hume Highway, (entrance via Wingecarribee St), Berrima, NSW
The price is AU$181 per night from 2 Apr to 3 Apr
AU$181
per night
2 Apr - 3 Apr
With a stay at Berrima Bakehouse Motel in Bowral (Berrima), you'll be steps from Berrima Gaol and 3 minutes by foot from Berrima Courthouse.
Berrima Bakehouse Motel
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Berida Hotel

Berida Hotel

4 out of 5
6 David Street, Bowral, NSW
Fully refundableReserve now, pay when you stay
The price is AU$230 per night from 3 Apr to 4 Apr
AU$230
per night
3 Apr - 4 Apr
A stay at Berida Hotel places you in the heart of Bowral, steps from Bowral Golf Course and a 2-minute drive from Corbett Gardens.
Berida Hotel
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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.

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^Subject to availability and chosen travel dates.