Photo by 4WD Swagman

Holiday Homes in Penrose

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Penrose

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

10.0 out of 10, Exceptional, (4)
"Very Nice "
The price is AU$955
includes taxes & fees
4 Feb - 5 Feb
Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!

Kerriedancer House, Southern Highlands

9.0 out of 10, Wonderful, (2)
"Beautiful property perfect for the family to stay for my sons wedding"
Kerriedancer House, Southern Highlands

Iona Park, Moss Vale, Southern Highlands

10.0 out of 10, Exceptional, (1)
"We had a large group of friends staying at Iona Park for a reunion and we were all absolutely blown away. From the moment you arrive, the facilities are jaw dropping. Both the inside, especially the pool room and library, and outside (double tennis court!) were stunning. The kitchen was well stocked and plenty big enough to accommodate all of us. The check-in process was very smooth and the hosts were a pleasure to deal with. I can’t recommend this stay highly enough!"
Iona Park, Moss Vale, Southern Highlands

Maison de Celine - walking distance to Bowral town

6.6 out of 10, (7)
"Great location and would be perfect for a family or two. Functional spaces, comfortable beds, fluffy towels, large yard, off street parking, fire pit and close to Bowral and Moss Vale. Remember to take your condiments (oil, sauce, sugar etc) as there may not be any essentials in the home. Beautiful mature garden beds with lots of different types of flowers. p.s. conservatory is great addition with vinyl windows. Access is through screen doors so cooler than you may anticipate. "
The price is AU$1,359
includes taxes & fees
4 Mar - 5 Mar
Maison de Celine - walking distance to Bowral town

The Stables ~ Peace, Tranquility, Nature, Horses.

9.4 out of 10, Exceptional, (14)
"Lovely, cozy, interesting. Very well located to Fitzroy Falls, which has some nice walks. Numerous wineries within 10 to 30 minutes drive. Host is intriguing, helpful, near by but not imposing. Kitchen is pretty limited - yay!Hooved neighbors were good listeners. "
The Stables ~ Peace, Tranquility, Nature, Horses.

Forest Brae – pet friendly and walk to town

10.0 out of 10, Exceptional, (5)
"Great location , very clean and spacious. Had an excellent stay with friends. "
The price is AU$1,235
includes taxes & fees
4 Feb - 5 Feb
Forest Brae – pet friendly and walk to town

Wahroonga - A beautiful country escape on 10 acres, views, pool, pet friendly.

10.0 out of 10, Exceptional, (201)
"A heartfelt thank you to our accommodation in Kangroo Valley and our host Kendal for a truly fantastic experience! It was amazing to have the extended family together while also enjoying some private space. The laughter, the beautiful setting, and even feeding the chooks made it all the more special. It was especially wonderful to have our family pet, Jack, included in the experience.Our stay was part of a family mystery called The Gilded Mask, where everyone dressed in 1800s attire, complete...
Wahroonga - A beautiful country escape on 10 acres, views, pool, pet friendly.

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

9.6 out of 10, Exceptional, (48)
"Lovely spot great accommodation and very dog friendly! Will be visiting again!"
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima

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

10.0 out of 10, Exceptional, (34)
"Extremely beautiful property with all the luxuries and comfort. Fabulous host too. "
Expansive Hamptons home on acreage, with pool, spa, gym, tennis court & views.

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

9.4 out of 10, Exceptional, (178)
"Very cosy and comfortable. Enjoyed the delicious carrot cake"
Sherwood Park - A rural atmosphere in town / set on 2 acres

Twin Peaks - Kangaroo Valley

10.0 out of 10, Exceptional, (2)
"We were traveling to Kangaroo Valley for a few days to attend a wedding, and could not have been happier with our stay! The location is amazing, and the property had everything we could have asked for. Could not recommend it enough to anyone looking to get away for a few days, or even for anyone looking for a place to stay for a night or two"
The price is AU$547
includes taxes & fees
4 Feb - 5 Feb
Twin Peaks - Kangaroo Valley

'Yarrowfells' - Rural Escape

9.4 out of 10, Exceptional, (118)
"Absolutely pristine property. Highly recommend! "
'Yarrowfells' - Rural Escape

Old Bank Stables – north facing sun patio, outdoor furniture and BBQ

8.4 out of 10, Very good, (7)
"The house itself was lovely and very clean inside but the location was at the rear of a retail shop front and the front of the house faced the rear car park. It was also meters to the railway line and the goods trains came through every half an hour during the night and could easily be heard from the bedrooms."
The price is AU$874
includes taxes & fees
17 Feb - 18 Feb
Old Bank Stables – north facing sun patio, outdoor furniture and BBQ

The Hideaway at Sutton Forest Retreat

8.6 out of 10, Excellent, (4)
"Great property for large gatherings. Our whole family got together to celebrate our parents 60th wedding anniversary. Enough rooms, nice bathrooms, comfortable beds, great kitchen and outdoor bbq area. Fire pit was used every night and plenty of firewood supplied. "
The price is AU$3,313
includes taxes & fees
4 Feb - 5 Feb
The Hideaway at Sutton Forest Retreat

Marden Meadows - Luxury home in Kangaroo Valley

10.0 out of 10, Exceptional, (117)
"Both the property and the surrounding area are just beautiful. Chris was a pleasure to deal with and we would happily stay here again. "
Marden Meadows - Luxury home in Kangaroo Valley

Braeside, Kangaroo Valley

10.0 out of 10, Exceptional, (23)
"We had a wonderful stay at Braeside, both kids and adults were occupied the entire time. The house was well equipped and clean, the beds comfortable and bedrooms a great size. An ensuite bathroom for every bedroom was a big plus. The pool was a highlight - it was big enough for the adults to relax and the kids to play. The kitchen was a great size too. Highly recommend."
Braeside, Kangaroo Valley

Meadow Mist - Kangaroo Valley

10.0 out of 10, Exceptional, (1)
"A wonderful property which exceeded our expectations- location perfect, facilities fantastic, everything you could ask for"
Meadow Mist - Kangaroo Valley

Refreshing Rainforest Retreat - Kangaroo Valley

9.4 out of 10, Exceptional, (3)
"The bush setting, very quitet location and a very comfortable cabin enabled us to have a great rest"
Refreshing Rainforest Retreat - Kangaroo Valley

Sky Ridge, Kangaroo Valley

9.0 out of 10, Wonderful, (13)
"Lovely stay, can't fault anything, everything you need for a weekend away from the city."
Sky Ridge, Kangaroo Valley

HabitAt Merrigang, Bowral

9.4 out of 10, Exceptional, (9)
"We had a good stay good location , all amenity’s where as described. 2 out of 3 bed very hard. Nice and quiet "
HabitAt Merrigang, Bowral
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.
Don't see what you're looking for?
See all available properties in Penrose
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Penrose

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

10.0 out of 10, Exceptional, (57)
"Large space even for our group of 18, close by to SydneyFun spaces for everyone to relax/socialiseOwner is really easy to contact if need Absolutely would recommend "
Cosy cottage for groups up to 20. Gather under the stars with family and friends

Mittagong Caravan Park

3.5 star property
9.0 out of 10, Wonderful, (151)
"Nicely organised. Loved it "
The price is AU$180
includes taxes & fees
20 Feb - 21 Feb
Mittagong Caravan Park

The Sebel Bowral Heritage Park

4.0 star property
8.8 out of 10, Excellent, (267)
"Loved the sparkling and flat water taps in the communal areas. The studio apartment was lovely. Easy walk to town. Would stay again "
The price is AU$238
includes taxes & fees
9 Feb - 10 Feb
The Sebel Bowral Heritage Park
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.