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, (278)
"Very enjoyable stay"
Australia
John
The price is AU$238
includes taxes & fees
26 Nov - 27 Nov
The Sebel Bowral Heritage Park
A unique Southern Highlands experience
9.8 out of 10, Exceptional, (241)
"Enjoyed the stay greatly, thanks for such a pleasant place"
Australia
James L.
The price is AU$207
includes taxes & fees
4 Nov - 5 Nov
A unique Southern Highlands experience
Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST
8.6 out of 10, Excellent, (114)
"The property was in a great location. The bedrooms were nice and big and the house had a quaint vibe.The decor could use updating and it would be nice to see cobwebs removed from the corners of the ceiling. Overall, it was warm and cosy and we had a nice stay ."
Australia
Dani G.
Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST
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."
Australia
Mark B.
The price is AU$398
includes taxes & fees
4 Nov - 5 Nov
Misty farm in the mist in the hills among the wild life and the stars at night
Fabulous Villa in central Bowral, all modern conveniences with fenced yard
9.8 out of 10, Exceptional, (175)
"Very snug in a cold winter’s night, lovely to come back to after a day exploring Bowral."
United States
Meredith
Fabulous Villa in central Bowral, all modern conveniences with fenced yard
Crabapple Cottage -Lovely self contained cottage on Heritage property
9.8 out of 10, Exceptional, (193)
"Very cosy and great location and perfect for your dog"
Australia
Anonymous traveller
Crabapple Cottage -Lovely self contained cottage on Heritage property
FALLING WATERS COLO VALE
9.8 out of 10, Exceptional, (136)
"Very nice place .. Loved the Conarra Fireplace.. Bathtub .. Cosy cabin with chooks out the back and nice walks past the pond .. Recommend this place .. John.."
Australia
John
The price is AU$347
includes taxes & fees
5 Nov - 6 Nov
FALLING WATERS COLO VALE
Country Comfort Wonga
10.0 out of 10, Exceptional, (16)
"Nice quiet area, park across the road. Clean and homely! Was perfect for pur stay."
Australia
Shannon
The price is AU$283
includes taxes & fees
6 Nov - 7 Nov
Country Comfort Wonga
Iona Park, Moss Vale, Southern Highlands
9.0 out of 10, Wonderful, (2)
"Whilst Iona House is a nice home and we have enjoyed our stay it requires some serious attention and maintenance i.e. stove oven seal is broken. Dial to timer is not working so just start the oven is difficult.Instruction of use is required for the coffee machine. It required descaling before it could be used. This should have been carried out prior to our use.PowerPoints top left bathroom not working Billiard room half the cues are either broken or tips missing No Number marbles for Kelly pool...
Australia
Sandra R.
Iona Park, Moss Vale, Southern Highlands
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima
9.6 out of 10, Exceptional, (67)
"Lovely spot great accommodation and very dog friendly! Will be visiting again!"
Australia
JUDY D.
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima
Misty Pond – picturesque rural getaway
10.0 out of 10, Exceptional, (2)
The price is AU$1,641
includes taxes & fees
4 Nov - 5 Nov
Misty Pond – picturesque rural getaway
Luxury Heritage Cottage In The Heart Of Town
10.0 out of 10, Exceptional, (177)
"A warm inviting place to stay, close to shops and restaurants. Well equiped for longer stays."
Australia
Jacqueline C.
Luxury Heritage Cottage In The Heart Of Town
Greenview Bowral Southern Highlands
10.0 out of 10, Exceptional, (93)
"The perfect house to celebrate my husband’s 60th - loads of space to hang around the kitchen cooking and drinking and dancing. Couldnt fault it!"
Australia
Sue L.
Greenview Bowral Southern Highlands
Saint Eloi - Le studio
9.2 out of 10, Wonderful, (17)
"I enjoyed myself and it gave me a great opportunity to think and plan for the next phase of my life. I appreciated the privacy given to me by the hosts and if I do become a fanous novelist this is the place I will think of to get work done."
Australia
Naomi P.
The price is AU$462
includes taxes & fees
4 Nov - 5 Nov
Saint Eloi - Le studio
Secret Garden - historic charm meets Bowral vibe
10.0 out of 10, Exceptional, (2)
"Wonderful place to stay"
Australia
Lara H.
The price is AU$2,688
includes taxes & fees
4 Nov - 5 Nov
Secret Garden - historic charm meets Bowral vibe
Luxurious, Cosy & Relaxed Apartment with Spa
9.4 out of 10, Exceptional, (19)
"Quiet, cosy, comfortable accommodation close to Robertson town centre."
Australia
Nick M.
The price is AU$417
includes taxes & fees
9 Nov - 10 Nov
Luxurious, Cosy & Relaxed Apartment with Spa
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."
Australia
Sonia I.
The price is AU$3,467
includes taxes & fees
4 Nov - 5 Nov
Blackwood Manor Retreat - unforgettable moments for large families or groups.
Timbalah - a luxurious country retreat
9.2 out of 10, Wonderful, (119)
"Good communication and flexibility from hosts to accomodate our group. "
Australia
Rebecca C.
Timbalah - a luxurious country retreat
Hope - a large country house set on 28 acres
6.8 out of 10, (9)
"It’s good place to stay but the carpet needs to change"
Australia
Hani S.
The price is AU$2,576
includes taxes & fees
4 Nov - 5 Nov
Hope - a large country house set on 28 acres
Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!
9.6 out of 10, Exceptional, (8)
"We enjoyed the place, it was well presented and had everything we needed for a nice getaway. Host was very responsive n easy to reach n friendly. House was clean n beds comfortable, kids loved the gaming room esp as it was too windy to step put all weekend."
Australia
Rekha B.
The price is AU$938
includes taxes & fees
4 Nov - 5 Nov
Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!
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

Find out more about Woodlands

Everything you need to know about Woodlands holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Woodlands holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Woodlands holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Woodlands holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodlands. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodlands holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woodlands holiday rentals we have selected for you start as low as AU$207 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Woodlands rentals

At Expedia, we put the best Woodlands holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Woodlands rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Woodlands holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Woodlands. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST : This holiday home rental outside of Woodlands is located in the city centre, and has a fireplace, a balcony and a BBQ to put you at ease 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. You can relax into your holiday with a garden and a selection of books.

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. Artemis Wines and Bou-saada Vineyard and 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.