Woodlands Holiday Rentals

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Holiday Rentals in Woodlands

Our top choices for Woodlands holiday rentals

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 NZ$298
includes taxes & fees
22 Sept - 23 Sept
The Sebel Bowral Heritage Park

A unique Southern Highlands experience

9.8 out of 10, Exceptional, (231)
"Cute and cozy place to stay near Central Bowral. Beautiful gardens surrounding the yurt. Hosts very friendly and helpful. "
The price is NZ$226
includes taxes & fees
4 Sept - 5 Sept
A unique Southern Highlands experience

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

9.8 out of 10, Exceptional, (171)
"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

Timbalah - a luxurious country retreat

9.2 out of 10, Wonderful, (114)
"Good communication and flexibility from hosts to accomodate our group. "
Timbalah - a luxurious country retreat

Crabapple Cottage -Lovely self contained cottage on Heritage property

9.8 out of 10, Exceptional, (185)
"Pet friendly premises. Quiet and relaxing"
Crabapple Cottage -Lovely self contained cottage on Heritage property

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

Secret Garden - historic charm meets Bowral vibe

The price is NZ$3,004
includes taxes & fees
8 Sept - 9 Sept
Secret Garden - historic charm meets Bowral vibe

FALLING WATERS COLO VALE

9.8 out of 10, Exceptional, (130)
" Nice place to stay before our wedding."
The price is NZ$379
includes taxes & fees
2 Sept - 3 Sept
FALLING WATERS COLO VALE

Sauna Haus with Scandinavian design

9.8 out of 10, Exceptional, (50)
"Wonderful property, stayed short weekend. Perfect location."
The price is NZ$425
includes taxes & fees
2 Sept - 3 Sept
Sauna Haus with Scandinavian design

Studio Rouge in heart of old Bowral only minutes walk to shops and restaurants

10.0 out of 10, Exceptional, (118)
"Great stay in Bowral. The property was really well presented and comfortable. Easy walk to the Main Street. Will definitely stay there again. "
Studio Rouge in heart of old Bowral only minutes walk to shops and restaurants

Luxury Heritage Cottage In The Heart Of Town

10.0 out of 10, Exceptional, (170)
"We had a very enjoyable holiday. The cottage was cosy and comfortable and beautifully renovated. Even though we couldn't enjoy the grounds due to the weather they looked amazing. Great location close to shops, cafes and the lake"
Luxury Heritage Cottage In The Heart Of Town

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

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

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

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

9.6 out of 10, Exceptional, (64)
"Cottage was absolutely great for what we needed to stay two nights in BerrimaCottage very cleanBackyard to the river was lovely,it even had a pond for ducks The Hosts were absolutely so helpful and very friendly "
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima

Duncraig House –open fireplace, spa, pet friendly

9.4 out of 10, Exceptional, (19)
"Lovely house, well equipped (only issue was empty bbq gas bottles) beautiful surrounds. Slept 10 adults comfortably. Highly recommend. "
The price is NZ$2,065
includes taxes & fees
1 Sept - 2 Sept
Duncraig House –open fireplace, spa, pet friendly

Country Comfort Wonga

10.0 out of 10, Exceptional, (13)
"Nice quiet area, park across the road. Clean and homely! Was perfect for pur stay."
The price is NZ$310
includes taxes & fees
5 Sept - 6 Sept
Country Comfort Wonga

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 NZ$3,849
includes taxes & fees
1 Sept - 2 Sept
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 NZ$475
includes taxes & fees
8 Sept - 9 Sept
Misty farm in the mist in the hills among the wild life and the stars at night

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 NZ$795
includes taxes & fees
2 Sept - 3 Sept
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

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 favorite 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 depends 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 NZ$226 per night. Entering your travel dates in the search wizard you might find 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?

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. 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.