Woodlands Holiday Rentals

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Holiday Rentals in Woodlands

The Sebel Bowral Heritage Park

4.0 star property
8.8 out of 10, Excellent, (275)
"Everything is of the highest quality. Absolutely superbe."
The price is AU$238
includes taxes & fees
6 Aug - 7 Aug
The Sebel Bowral Heritage Park

Mittagong Caravan Park

3.5 star property
9.0 out of 10, Wonderful, (156)
"Big cabin with a little lounge room. Easy parking. Liked the bunk beds with the double on the bottom. A nice 15 minute walk to town. Would have liked to stay longer!"
The price is AU$158
includes taxes & fees
6 Aug - 7 Aug
Mittagong Caravan Park

A unique Southern Highlands experience

9.8 out of 10, Exceptional, (231)
"Wonderful stay surrounded by a beautiful garden. Perfect for our night in Bowral."
The price is AU$207
includes taxes & fees
4 Aug - 5 Aug
A unique Southern Highlands experience

Cosy country stay in beautiful Berrima.

9.8 out of 10, Exceptional, (10)
Cosy country stay in beautiful Berrima.

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

9.8 out of 10, Exceptional, (6)
"We loved our stay at the Jean House. The house is very spacious and the games room is amazing. Host was very responsive."
The price is AU$714
includes taxes & fees
4 Aug - 5 Aug
Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!

Coppin Cottage Country Retreat🦜

9.8 out of 10, Exceptional, (119)
"My husband & I always stay there when in the Highlands.. it’s cozy, warm in winter and has a lovely big yard and the beautiful deciduous trees with the autumn colours were very prettyThe cottage is ideal for a short break away from busy life.. "
Coppin Cottage Country Retreat🦜

Fabulous Villa in central Bowral, all modern conveniences with fenced yard

9.8 out of 10, Exceptional, (168)
"Very snug in a cold winter’s night, lovely to come back to after a day exploring Bowral."
Fabulous Villa in central Bowral, all modern conveniences with fenced yard

Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST

8.6 out of 10, Excellent, (107)
"We had a wonderful stay in this beautiful home! Very central to town centre walking distance to everything! Would definitely recommend this place!"
Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST

Crabapple Cottage -Lovely self contained cottage on Heritage property

9.8 out of 10, Exceptional, (184)
"Pet friendly premises. Quiet and relaxing"
Crabapple Cottage -Lovely self contained cottage on Heritage property

Blackwood Manor Retreat - unforgettable moments for large families or groups.

10.0 out of 10, Exceptional, (3)
"Perfect for our large family for wedding preparation. Enough seperate and communal spaces for the bridal party to get ready in the annexe and aunties in the manor.Beautiful property."
The price is AU$3,393
includes taxes & fees
4 Aug - 5 Aug
Blackwood Manor Retreat - unforgettable moments for large families or groups.

Misty farm in the mist in the hills among the wild life and the stars at night

10.0 out of 10, Exceptional, (3)
"Once you get down the long dirt track, it’s a nice, peaceful location."
The price is AU$430
includes taxes & fees
2 Aug - 3 Aug
Misty farm in the mist in the hills among the wild life and the stars at night

Greenview Bowral Southern Highlands

10.0 out of 10, Exceptional, (91)
"The entire process from booking to the actual stay was seamless. There was plenty of room for our 20 guests, the hosts have thought of everything and the property manager was excellent. It made our wedding weekend fabulous!"
Greenview Bowral Southern Highlands

Secret Garden – Stay 3, Pay 2!

The price is AU$2,764
includes taxes & fees
4 Aug - 5 Aug
Secret Garden – Stay 3, Pay 2!

French/Italian Style Boutique The Loft Apartment @Chapmans + Breakfast + Pets

9.6 out of 10, Exceptional, (4)
"Excellent family friendly property. Amazing host, very generous with my kids, kind, respectful and considerate. Walk everywhere. Roomy quarters. Fluffy bath towels and toiletry items. Dog friendly. Recommend "
The price is AU$380
includes taxes & fees
3 Aug - 4 Aug
French/Italian Style Boutique The Loft Apartment @Chapmans + Breakfast + Pets

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

9.6 out of 10, Exceptional, (64)
"This was our fourth visit to Daphne Cottage. It was a terrific stay - the cottage is cosy and beautifully located and Phil, the owner, is excellent to deal with."
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima

Little Kingsley farmstay, cottage on a little farm 1hr from Sydney & Wollongong

10.0 out of 10, Exceptional, (72)
"We enjoyed our stay here. Highly recommend "
Little Kingsley farmstay, cottage on a little farm 1hr from Sydney & Wollongong

Iona Park, Moss Vale, Southern Highlands

9.0 out of 10, Wonderful, (2)
"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

FALLING WATERS COLO VALE

9.8 out of 10, Exceptional, (129)
" Nice place to stay before our wedding."
The price is AU$345
includes taxes & fees
5 Aug - 6 Aug
FALLING WATERS COLO VALE

The Nook – Stay 3, Pay 2!

8.8 out of 10, Excellent, (15)
"Great relaxing week away with family"
The price is AU$615
includes taxes & fees
4 Aug - 5 Aug
The Nook – Stay 3, Pay 2!

Plum Tree Cottage –pets welcome, WiFi

8.6 out of 10, Excellent, (32)
"Property was nice for our family gathering with all amenities we needed. We liked how it was within a 10 minute walk to town."
Plum Tree Cottage –pets welcome, WiFi
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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Top Woodlands Hotel Reviews

Frequently asked questions

Can I find a holiday rental in Woodlands?

Yes, there are holiday rentals close to the most popular sights in Woodlands, or you can select a more secluded option if you're looking for a relaxing stay. Woodlands is known for its wineries.

What are some of the best holiday rentals that Woodlands has to offer?

Cosy country stay in beautiful Berrima.: This holiday home rental outside of Woodlands offers a fireplace, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Woodlands?

Forty Foot Falls Walking Track Trailhead and Nattai National Park are a couple of lovely local spots to get outside and enjoy nature. Bou-saada Vineyard and Wines and Artemis Wines are other places to visit while you're in town.

What’s a holiday rental in Woodlands like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Woodlands. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family trips or small group gatherings.