Book Holiday Homes in Penrose

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Featured Holiday Homes in Penrose

Cosy country stay in beautiful Berrima.

Cosy country stay in beautiful Berrima.

Berrima NSW
With a stay at this vacation home in Bowral (Berrima), you'll be within a 5-minute drive of Harpers Mansion Maze and Harper's Mansion.
Opens in a new windowCosy country stay in beautiful Berrima.
Casa Antica, 200m walk to Bowral Township, family friendly and strictly NO PETS!

Casa Antica, 200m walk to Bowral Township, family friendly and strictly NO PETS!

Bowral NSW
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.
Opens in a new windowCasa Antica, 200m walk to Bowral Township, family friendly and strictly NO PETS!
Timbalah - A wonderful Southern Highlands retreat

Timbalah - A wonderful Southern Highlands retreat

Fitzroy Falls NSW
When you stay at this vacation home in Fitzroy Falls, you'll be next to a golf course, within a 5-minute drive of Fitzroy Falls & Visitor Centre and Morton National ...
Opens in a new windowTimbalah - A wonderful Southern Highlands retreat
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Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!

Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!

Bundanoon NSW
The price is AU$857 per night from 25 May to 26 May
AU$857
25 May - 26 May
includes taxes & fees
Located in Bundanoon, this vacation home is a 5-minute drive from Morton National Park and 8 minutes from Glow Worm Glen.
Opens in a new windowTranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!
Grey Gums - feel the serenity

Grey Gums - feel the serenity

Kangaroo Valley NSW
Located in Kangaroo Valley, this vacation home is in a rural location, within a 5-minute drive of Kangaroo River Nature Reserve and Pioneer Museum Park.
Opens in a new windowGrey Gums - feel the serenity
Guesthouse southern highlands sleeps 40 with functions up to 60 in large grounds

Guesthouse southern highlands sleeps 40 with functions up to 60 in large grounds

Bundanoon NSW
With a stay at this vacation home in Bundanoon, you'll be on a river, just steps from Morton National Park and a 3-minute drive from Glow Worm Glen.
Opens in a new windowGuesthouse southern highlands sleeps 40 with functions up to 60 in large grounds
Secret Garden - historic charm meets Bowral vibe

Secret Garden - historic charm meets Bowral vibe

Bowral NSW
The price is AU$2,688 per night from 18 May to 19 May
AU$2,688
18 May - 19 May
includes taxes & fees
With a stay at this vacation home in Bowral, you'll be within a 15-minute walk of Bowral Golf Course and Corbett Gardens.
Opens in a new windowSecret Garden - historic charm meets Bowral vibe
Sherwood Park - A rural atmosphere in town / set on 2 acres

Sherwood Park - A rural atmosphere in town / set on 2 acres

Bowral NSW
Located in Bowral, this vacation home is in a rural location, within a 10-minute drive of Bowral Golf Course and International Cricket Hall of Fame.
Opens in a new windowSherwood Park - A rural atmosphere in town / set on 2 acres
Belle in Bowral - walk to town

Belle in Bowral - walk to town

Bowral NSW
The price is AU$370 per night from 19 May to 20 May
AU$370
19 May - 20 May
includes taxes & fees
When you stay at this vacation home in Bowral, you'll be next to a golf course, within a 15-minute walk of Bowral Golf Course and Corbett Gardens.
Opens in a new windowBelle in Bowral - walk to 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
270 Holiday Homes
Lowest Price
AU$221
Highest Price
AU$2,688
Popular accommodation
Cosy country stay in beautiful Berrima., Casa Antica, 200m walk to Bowral Township, family friendly and strictly NO PETS!, Timbalah - A wonderful Southern Highlands retreat, Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!, Grey Gums - feel the serenity, Guesthouse southern highlands sleeps 40 with functions up to 60 in large grounds, Secret Garden - historic charm meets Bowral vibe, Sherwood Park - A rural atmosphere in town / set on 2 acres, Belle in Bowral - walk to town

Top trending hotels in Penrose

Aruna Estate

Aruna Estate

3.5 out of 5
200 Kareela Rd Penrose NSW
When you stay at Aruna Estate in Penrose, you'll be on a river, within a 5-minute drive of Penrose Park and Stingray Swamp Flora Reserve.
Opens in a new windowAruna Estate
Cosy cottage for groups up to 20. Gather under the stars with family and friends

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

Penrose NSW
When you stay at this cottage in Penrose, you'll be next to a golf course, just steps from Morton National Park and Sylvan Glen Golf Course.
Opens in a new windowCosy cottage for groups up to 20. Gather under the stars with family and friends
Historic homestead on 60 acres, private golf course, sleeps 40+

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

Penrose NSW
With a stay at this resort in Penrose, you'll be just steps from Morton National Park and Sylvan Glen Golf Course.
Opens in a new windowHistoric homestead on 60 acres, private golf course, sleeps 40+
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The Gibraltar

The Gibraltar

4 out of 5
Boronia Street (off Centennial Road) Bowral NSW
Fully refundableReserve now, pay when you stay
The price is AU$221 per night from 8 June to 9 June
AU$221
8 June - 9 June
includes taxes & fees
Located in Bowral, The Gibraltar is in the mountains, within a 5-minute drive of Corbett Gardens and Centennial Vineyards.
Opens in a new windowThe Gibraltar
Don't see what you're looking for?
See all available properties in Penrose
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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.

Top Picks

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^Subject to availability and chosen travel dates.