Photo by 4WD Swagman

Search Vacation 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

Compare 276 Vacation Homes in Penrose with updated reviews, rates, and availability.

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

8.6 out of 10, Excellent, (98)
"A quaint roomy house which was close to the main precinct. House is well equipped and spacious. We enjoyed our stay over a Day on the Green weekend and bus transport to event made the location of house convenient. "
Casa Antica, 200m walk to Bowral Township, family friendly

Luxury Heritage Cottage In The Heart Of Town

10.0 out of 10, Exceptional, (155)
"This was the perfect place to stay for a weekend with our family of five. Beautifully renovated with all the extras, immaculate garden and close to the village of Mittagong. We'll definitely be back!"
Luxury Heritage Cottage In The Heart Of Town

Highlands Escape Moss Vale

9.4 out of 10, Exceptional, (33)
"We really enjoyed our stay here. It was simple but perfect and we had everything we needed. So cosy and comfortable! "
Highlands Escape Moss Vale

Belle in Bowral - walk to town

9.8 out of 10, Exceptional, (50)
"Very comfy beds. Well set up kitchen . Lovely modern bathroom. "
The price is AED 461
AED 762 total
includes taxes & fees
10 Mar - 11 Mar
Belle in Bowral - walk to town

Country Cottage Charm

9.0 out of 10, Wonderful, (2)
"Lovely property great spot! "
Country Cottage Charm

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

A unique Treehouse overlooking Kangaroo River.

9.4 out of 10, Exceptional, (69)
"Beautiful home great view s and fantastic views and deck area. The external bath 🛀 is a winner 🏆 Would definitely like to come back. "
A unique Treehouse overlooking Kangaroo River.

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 AED 3,115
AED 3,115 total
includes taxes & fees
25 Mar - 26 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.

Grey Gums - feel the serenity

10.0 out of 10, Exceptional, (134)
"Beautiful surroundings lovely house spacious clean excellent amenities "
Grey Gums - feel the serenity

Skyfall - Country estate, a family and entertaining paradise.

10.0 out of 10, Exceptional, (2)
"Lots for the kids to do with trampoline, pool, chess, table tennis, table soccer and billiard table."
Skyfall - Country estate, a family and entertaining paradise.

Shoalhaven River frontage

9.0 out of 10, Wonderful, (55)
"Great host. "
Shoalhaven River frontage

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

10.0 out of 10, Exceptional, (203)
"The property met all our needs , kids and adults. "
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, (51)
"Great location, great cottage, cottage was very clean, only negative is one car parking inside the property."
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima

York Cottage. A Country Retreat, Close to Bowral

8.4 out of 10, Very Good, (15)
"Wonderful weekend in a historical home. Thank yoi"
York Cottage. A Country Retreat, Close to Bowral

Robin Hill Manor – country style home

9.6 out of 10, Exceptional, (21)
"The single beds worked well for us and the six rooms. When we arrived the firer was set up for us but it lacked small pieces of wood to get it started and it took awhile for us to warm the rooms. The lounge and dining room chairs were very comfortable. We enjoyed our stay."
The price is AED 4,953
AED 4,953 total
includes taxes & fees
10 Mar - 11 Mar
Robin Hill Manor – country style home

Cooinda - spacious with rural views

9.2 out of 10, Wonderful, (16)
"We had an absolutely fantastic time at this property. They have everything to cater for a large group, plenty of blankets, two living areas, massive outdoors deck etc. Would highly recommend, communications with owner were fantastic, very helpful and incredibly understanding."
The price is AED 4,513
AED 4,513 total
includes taxes & fees
10 Mar - 11 Mar
Cooinda - spacious with rural views

Spacious Homely Quality Cosy Family Home. Walking distance to Bowral CBD

10.0 out of 10, Exceptional, (22)
"The house was as pretty as the photos. It was spacious, clean, well contained and very comfortable. Would highly recommend it for anyone wanting a special place to stay in Bowral."
Spacious Homely Quality Cosy Family Home. Walking distance to Bowral CBD

Braeside, Kangaroo Valley

10.0 out of 10, Exceptional, (24)
"Braeside was better than expected. The house was beautiful and had everything that you needed. The kitchen was well stocked with every utensil needed to cook a lovely meal. The pool was great. The grounds were just lovely,very serene. Great for watching the kangaroos hop by. We would definitely come back again. "
Braeside, Kangaroo Valley
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, (152)
"Nicely organised. Loved it "
The price is AED 369
AED 412 total
includes taxes & fees
10 Mar - 11 Mar
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 AED 501
AED 551 total
includes taxes & fees
12 Mar - 13 Mar
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.