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Woodlands Holiday Rentals

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Our top choices for Woodlands holiday rentals

1. The Artemis Cottage - Romantic Couples Retreat

The Artemis Cottage - Romantic Couples Retreat
Woodlands
9.4 out of 10, Exceptional, (3 reviews)
"Property was in a great location and all staff were friendly and accomodating"
Australia
Tom J.
The price is NZ$1,023
includes taxes & fees
30 Aug - 31 Aug
The Artemis Cottage - Romantic Couples Retreat

2. A unique Southern Highlands experience

A unique Southern Highlands experience
Bowral
9.8 out of 10, Exceptional, (278 reviews)
"We stayed here one night and it was so beautiful and cozy. It had everything we needed for our stay and conveniently located near Bowral town"
United States
Sophia G.
The price is NZ$246
includes taxes & fees
2 Sept - 3 Sept
A unique Southern Highlands experience

3. The Sebel Bowral Heritage Park

The Sebel Bowral Heritage Park
4.0 star property
Bowral
8.8 out of 10, Excellent, (285 reviews)
"Large one bedroom apartment a short drive to town. I was impressed that the sofa bed was made up for the third person without me having to request this."
Australia
Deborah
The price is NZ$343
includes taxes & fees
6 Sept - 7 Sept
The Sebel Bowral Heritage Park

4. Burradoo Loft with king size bed. Close to Southern Highlands wineries.

Burradoo Loft with king size bed. Close to Southern Highlands wineries.
Burradoo
10.0 out of 10, Exceptional, (12 reviews)
"so good, I look forward to coming again, "
Australia
Steve S.
The price is NZ$301
includes taxes & fees
31 Aug - 1 Sept
Burradoo Loft with king size bed. Close to Southern Highlands wineries.

5. FALLING WATERS COLO VALE

FALLING WATERS COLO VALE
Colo Vale
9.8 out of 10, Exceptional, (158 reviews)
"Lovely stay for a wedding at Growwild Wildflower Farm."
Australia
Julie
The price is NZ$404
includes taxes & fees
7 Sept - 8 Sept
FALLING WATERS COLO VALE

6. Belle in Bowral - walk to town

Belle in Bowral - walk to town
Bowral
9.8 out of 10, Exceptional, (74 reviews)
"Overall best place of this type i have ever stayed at. "
Australia
PETER B.
The price is NZ$502
includes taxes & fees
1 Sept - 2 Sept
Belle in Bowral - walk to town

7. Alderwood Cottage - Heart of The Highlands

Alderwood Cottage - Heart of The Highlands
Glenquarry
9.8 out of 10, Exceptional, (17 reviews)
"Great place, our 2nd stay there.On our favourites list"
Australia
Scott M.
The price is NZ$573
includes taxes & fees
30 Aug - 31 Aug
Alderwood Cottage - Heart of The Highlands

8. Family, Pet & EV Friendly Home in Bowral Centre

Family, Pet & EV Friendly Home in Bowral Centre
Bowral
10.0 out of 10, Exceptional, (20 reviews)
"Fantastic location with a wonderful view. Very spacious bedrooms and the property had all the amenities required for a wonderful stay. Host was very responsive and able to assist with all my enquiries. "
Australia
Luisa S.
The price is NZ$776
includes taxes & fees
30 Aug - 31 Aug
Family, Pet & EV Friendly Home in Bowral Centre

9. Romantic Stone Cottage Overlooking Pond. 5mins to Town

Romantic Stone Cottage Overlooking Pond. 5mins to Town
Burradoo
9.8 out of 10, Exceptional, (7 reviews)
"The cottage was lovely & cosy"
Australia
Louise
The price is NZ$819
includes taxes & fees
7 Sept - 8 Sept
Romantic Stone Cottage Overlooking Pond. 5mins to Town

10. Violet's cottage

Violet's cottage
Bowral
9.0 out of 10, Wonderful, (2 reviews)
"What a gem—Noah’s charming little cottage is beautifully furnished and impeccably maintained, with all the modern comforts.Can't wait to be back !"
Australia
Bruce V.
The price is NZ$513
includes taxes & fees
31 Aug - 1 Sept
Violet's cottage

11. French Boutique The Loft Apartment @Chapmans+Pets+B'fast

French Boutique The Loft Apartment @Chapmans+Pets+B'fast
Moss Vale
8.4 out of 10, Very good, (7 reviews)
The price is NZ$471
includes taxes & fees
2 Sept - 3 Sept
French Boutique The Loft Apartment @Chapmans+Pets+B'fast

12. Centennial View Apartment – stylish comfort and stunning scenery for the perfect holiday escape

Centennial View Apartment – stylish comfort and stunning scenery for the perfect holiday escape
Bowral
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful accommodation. Beautiful location and very peaceful. The host Susan was very friendly and welcoming. I would definitely stay here again."
Australia
Liz B.
The price is NZ$553
includes taxes & fees
10 Sept - 11 Sept
Centennial View Apartment – stylish comfort and stunning scenery for the perfect holiday escape

13. Designer Guesthouse

Designer Guesthouse
Berrima
The price is NZ$554
includes taxes & fees
2 Sept - 3 Sept
Designer Guesthouse

14. Highland Heart Cottage, Newly Renovated, Spacious & Family Friendly

Highland Heart Cottage, Newly Renovated, Spacious & Family Friendly
Bowral
10.0 out of 10, Exceptional, (3 reviews)
"Great short stay with the family in an exceptional property. Highly recommended and Noah was a great host."
United States
Luke V.
The price is NZ$622
includes taxes & fees
2 Sept - 3 Sept
Highland Heart Cottage, Newly Renovated, Spacious & Family Friendly

15. Saint Eloi - Le studio

Saint Eloi - Le studio
Bowral
8.8 out of 10, Excellent, (19 reviews)
"Was as the photos suggested Hosts were great and on site but out of sight Close to town Warm and cosy Great for a couples weekend away "
Australia
Bryn
The price is NZ$719
includes taxes & fees
3 Sept - 4 Sept
Saint Eloi - Le studio

16. Blue Hen – A charming and central cottage

Blue Hen – A charming and central cottage
Mittagong
8.0 out of 10, Very good, (4 reviews)
"One of the cleanest place "
Australia
Vladyslav
The price is NZ$1,175
includes taxes & fees
11 Sept - 12 Sept
Blue Hen – A charming and central cottage

17. Arcadia Cottage - spacious, stylish Highlands stay for families and groups near Bowral

Arcadia Cottage - spacious, stylish Highlands stay for families and groups near Bowral
Bowral
The price is NZ$1,619
includes taxes & fees
31 Aug - 1 Sept
Arcadia Cottage - spacious, stylish Highlands stay for families and groups near Bowral

18. Mirambeena - Welcoming retreat in Berrima with gardens, firepit & easy family comfort

Mirambeena - Welcoming retreat in Berrima with gardens, firepit & easy family comfort
Berrima
The price is NZ$1,575
includes taxes & fees
31 Aug - 1 Sept
Mirambeena - Welcoming retreat in Berrima with gardens, firepit & easy family comfort

19. Hillside Farm – Rural getaway on 100 acres of sweeping farmland

Hillside Farm – Rural getaway on 100 acres of sweeping farmland
Mittagong
9.4 out of 10, Exceptional, (10 reviews)
"7 adults were catered for perfectly. "
Australia
Melissa
The price is NZ$1,716
includes taxes & fees
22 Sept - 23 Sept
Hillside Farm – Rural getaway on 100 acres of sweeping farmland

20. Stately Bowral Designer Home

Stately Bowral Designer Home
Bowral
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful home in lovely quiet area of Bowral, minutes from shops, parks and local walks. "
Australia
Wayne H.
The price is NZ$820
includes taxes & fees
9 Sept - 10 Sept
Stately Bowral Designer Home
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Woodlands holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Woodlands. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Woodlands. Seeing all the best attractions is bound to make you fall in love with Woodlands. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Woodlands short-term rentals, that won’t be hard to do.

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?

Timbalah - A wonderful Southern Highlands retreat: This holiday home rental outside of Woodlands is located next to a golf course, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Woodlands?

Nattai National Park and Forty Foot Falls Walking Track Trailhead 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.