Woodlands Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Woodlands holiday rentals

The Artemis Cottage - Romantic Couples Retreat

The Artemis Cottage - Romantic Couples Retreat
Woodlands
9.0 out of 10, Wonderful, (2 reviews)
"Property was in a great location and all staff were friendly and accomodating"
Australia
Tom J.
The Artemis Cottage - Romantic Couples Retreat

Romantic Stone Cottage Overlooking Pond. 5mins to Town

Romantic Stone Cottage Overlooking Pond. 5mins to Town
Burradoo
9.8 out of 10, Exceptional, (6 reviews)
"The cottage was lovely & cosy"
Australia
Louise
The price is NZ$768
includes taxes & fees
15 Apr - 16 Apr
Romantic Stone Cottage Overlooking Pond. 5mins to Town

FALLING WATERS COLO VALE

FALLING WATERS COLO VALE
Colo Vale
9.8 out of 10, Exceptional, (149 reviews)
"Cosy cabin and beautiful roads to get into the property. Loved the fire and the very modern clean bathroom "
Australia
Zoe A.
The price is NZ$406
includes taxes & fees
20 Apr - 21 Apr
FALLING WATERS COLO VALE

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

Misty farm in the mist in the hills among the wild life and the stars at night
Robertson
10.0 out of 10, Exceptional, (6 reviews)
"Bruce was very helpful in every way, the barbecue was amazing and the rooms were very clean! Would stay again."
Australia
Naratorn
The price is NZ$466
includes taxes & fees
16 Apr - 17 Apr
Misty farm in the mist in the hills among the wild life and the stars at night

A unique Southern Highlands experience

A unique Southern Highlands experience
Bowral
9.8 out of 10, Exceptional, (257 reviews)
"Thanks Colin and Zhista, very private and relaxing stay in the centre of Bowral "
United States
Roger C.
The price is NZ$247
includes taxes & fees
20 Apr - 21 Apr
A unique Southern Highlands experience

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

French/Italian Style Boutique The Loft Apartment @Chapmans + Breakfast + Pets
Moss Vale
8.0 out of 10, Very good, (6 reviews)
"Place was very clean, comfortable and had all the amenities you need. We were in the "loft" upstairs with the downstairs and upstairs areas considered separate listings however the hallways could still be accessible by anyone staying downstairs that should be considered when booking."
Australia
Stuart D.
The price is NZ$443
includes taxes & fees
19 Apr - 20 Apr
French/Italian Style Boutique The Loft Apartment @Chapmans + Breakfast + Pets

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, (7 reviews)
"Highly recommended,few minutes drive into Bowral,and presentation warm and inviting."
Australia
Stephen F.
The price is NZ$302
includes taxes & fees
22 Apr - 23 Apr
Burradoo Loft with king size bed. Close to Southern Highlands wineries.

Spacious, quiet, private loft studio 7 minutes walk to Exeter village centre

Spacious, quiet, private loft studio 7 minutes walk to Exeter village centre
Exeter
10.0 out of 10, Exceptional, (11 reviews)
"Great location "
Australia
Christopher E.
The price is NZ$616
includes taxes & fees
12 May - 13 May
Spacious, quiet, private loft studio 7 minutes walk to Exeter village centre

Bundanoon Garden Retreat, Stay at the bottom of the garden in Bundanoon.

Bundanoon Garden Retreat, Stay at the bottom of the garden in Bundanoon.
Bundanoon
9.0 out of 10, Wonderful, (2 reviews)
"Gorgeous little cottage. Very comfy, excellent amenities. Very quiet."
Australia
Joseph Z.
The price is NZ$379
includes taxes & fees
19 Apr - 20 Apr
Bundanoon Garden Retreat, Stay at the bottom of the garden in Bundanoon.

Werona Cottage – enchanting home

Werona Cottage – enchanting home
Burrawang
10.0 out of 10, Exceptional, (2 reviews)
"The house is really comfy, cute little town, close to all southern highlands attractions. Dont plan to cook much, the oven is challenging."
Australia
Gavin C.
The price is NZ$992
includes taxes & fees
28 Apr - 29 Apr
Werona Cottage – enchanting home

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$543
includes taxes & fees
28 Apr - 29 Apr
Saint Eloi - Le studio

Sauna Haus with Scandinavian design

Sauna Haus with Scandinavian design
Bowral
9.8 out of 10, Exceptional, (57 reviews)
"A beautiful property in a beautiful setting, perfect for single or couple. "
Australia
Linda
The price is NZ$460
includes taxes & fees
22 Apr - 23 Apr
Sauna Haus with Scandinavian design

Misty farm possum cottage surrounding farmland

Misty farm possum cottage surrounding farmland
Robertson
10.0 out of 10, Exceptional, (2 reviews)
"We very much enjoyed sitting under the stars next to the fire"
Australia
Adrian B.
The price is NZ$479
includes taxes & fees
15 Apr - 16 Apr
Misty farm possum cottage surrounding farmland

Belle in Bowral - walk to town

Belle in Bowral - walk to town
Bowral
9.8 out of 10, Exceptional, (71 reviews)
"enjoyed our stay...very much at home feel.extra touches appreciated...."
Australia
alan t.
The price is NZ$503
includes taxes & fees
21 Apr - 22 Apr
Belle in Bowral - walk to town

Luxurious, Cosy & Relaxed Apartment with Spa

Luxurious, Cosy & Relaxed Apartment with Spa
Robertson
9.4 out of 10, Exceptional, (23 reviews)
"Fabulous host and beautiful home — highly recommend! Super comfortable beds and furniture, a host who truly went out of his way, we even had a Christmas treebeautiful surroundings, and gorgeous dogs. Would absolutely stay again."
Australia
Anonymous traveller
The price is NZ$488
includes taxes & fees
16 Apr - 17 Apr
Luxurious, Cosy & Relaxed Apartment with Spa

Rockwall - Pet-Friendly - Fire Pit

Rockwall - Pet-Friendly - Fire Pit
Bundanoon
9.6 out of 10, Exceptional, (30 reviews)
"Great location and plenty of room for families"
Australia
Sian N.
The price is NZ$621
includes taxes & fees
20 Apr - 21 Apr
Rockwall - Pet-Friendly - Fire Pit

Family, Pet & EV Friendly Home in Bowral Centre

Family, Pet & EV Friendly Home in Bowral Centre
Bowral
10.0 out of 10, Exceptional, (18 reviews)
"We all really enjoyed our day, the listing was very accurate and Ian was fantastic"
Australia
Jess d.
The price is NZ$775
includes taxes & fees
20 Apr - 21 Apr
Family, Pet & EV Friendly Home in Bowral Centre

Banyula Annex - superb contemporary styling and modern amenities

Banyula Annex - superb contemporary styling and modern amenities
Burradoo
9.6 out of 10, Exceptional, (18 reviews)
"We had a great stay - close to beautiful restaurants and cafe. Dog friendly walk to Wingecarribee River from the property"
Australia
Rosy G.
The price is NZ$781
includes taxes & fees
15 Apr - 16 Apr
Banyula Annex - superb contemporary styling and modern amenities

Bitola – a stylish home in a great area

Bitola – a stylish home in a great area
Burrawang
10.0 out of 10, Exceptional, (19 reviews)
"Burrawang is a beautiful little village in the Southern Highlands, a great Pub, butcher and a lovely cafe... worth a visit"
Australia
Donna H.
The price is NZ$1,641
includes taxes & fees
15 Apr - 16 Apr
Bitola – a stylish home in a great area

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, (9 reviews)
"7 adults were catered for perfectly. "
Australia
Melissa
The price is NZ$1,582
includes taxes & fees
11 May - 12 May
Hillside Farm – Rural getaway on 100 acres of sweeping farmland
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.
Save an average of 15% on thousands of hotels when you're signed in

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 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$247 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?

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.