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, (254)
"Great accommodation, great location. Good size for families. "
The price is NZ$247
per night
3 Jun - 4 Jun
The Sebel Bowral Heritage Park
A unique Southern Highlands experience
9.8 out of 10, Exceptional, (205)
"I really enjoyed my stay in this beautiful spot, the cottage had all I could ask for, in a lovely garden and the hosts were friendly and helpful. It is a little further out of town, I enjoyed the walk but some might prefer to travel by car. I was there for parkrun after all, which was only another 1km up the road in the Botanic gardens, so I was perfectly placed 🙂"
The price is NZ$221
per night
27 Jun - 28 Jun
A unique Southern Highlands experience
Mittagong Caravan Park
3.5 star property
9.0 out of 10, Wonderful, (140)
"Perfect for an overnight stop and could self cater, thanks "
Mittagong Caravan Park
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Crabapple Cottage -Lovely self contained cottage on Heritage property
9.8 out of 10, Exceptional, (149)
"Crabapple Cottage was a cozy home away from home. It had everything you needed for a short stay. The host Phil, was very accommodating and gave great tips for places to eat and visit. The weekend went to quick, we will definitely be back and highly recommend Crabapple Cottage."
Crabapple Cottage -Lovely self contained cottage on Heritage property
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima
9.8 out of 10, Exceptional, (20)
"We loved our Berrima getaway. The cottage was perfect for us and our little dog Coco. Would definitely return."
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima
Fabulous Villa in central Bowral, all modern conveniences with fenced yard
9.8 out of 10, Exceptional, (132)
"A lovely house in beautiful Bowral. Very clean and homely."
Fabulous Villa in central Bowral, all modern conveniences with fenced yard
Casa Antica, 200m walk to Bowral Township, family friendly
8.8 out of 10, Excellent, (82)
"Had a lovely stay here. Perfect for a cosy girls weekend"
Casa Antica, 200m walk to Bowral Township, family friendly
Windermere – Stay 3 Pay 2
10.0 out of 10, Exceptional, (6)
"We enjoyed our stay at Windermere. It was comfortable, clean and spacious with a well equipped kitchen. Highly recommend"
The price is NZ$1,403
per night
4 Jun - 5 Jun
Windermere – Stay 3 Pay 2
Timbalah - a luxurious country retreat
9.4 out of 10, Exceptional, (91)
"We loved the character of the property and thoroughly enjoyed our stay on a very rainy weekend to celebrate several birthdays across a group of families. The layout of the living spaces was really comfortable and conducive to us all gathering together at one time or splitting into smaller groups to chat or play a game. There were a few leaks which wasn't totally surprising given the weather but none of them affected our stay. The fireplace was lovely, at times we found it a little challenging to...
Timbalah - a luxurious country retreat
Greenview Bowral Southern Highlands
10.0 out of 10, Exceptional, (77)
"Amazing house. Perfect for our extended family. Only wish we could have stayed longe!"
Greenview Bowral Southern Highlands
Eden Farm – luxurious farmhouse accommodation with an abundance of space and charm
The price is NZ$2,423
per night
30 May - 31 May
Eden Farm – luxurious farmhouse accommodation with an abundance of space and charm
'Yarrowfells' - Rural Escape
9.6 out of 10, Exceptional, (109)
"The house was amazing and we really felt cozy on the property. It’s land size makes it a lot of fun to just walk around and enjoy. The outside verander area could have been better cleaned but overall it is a great place to unwind and relax."
'Yarrowfells' - Rural Escape
Stately Bowral Designer Home
9.6 out of 10, Exceptional, (39)
"Lovely home, comfortable, easy to find and central location."
The price is NZ$787
per night
2 Jun - 3 Jun
Stately Bowral Designer Home
FALLING WATERS COLO VALE
9.8 out of 10, Exceptional, (101)
"We stayed two nights and enjoyed the bush setting. Pity it wasn’t cold enough to have the fire on. Lounge comfortable. Has Foxtel but no wifi. Kitchen a bit small if you like to cook. Small fenced area attached to house so easy to toilet the dog. Host helped with fixing gas for hot water. Nice bath tub. Air conditioner and extra blankets available."
The price is NZ$368
per night
30 May - 31 May
FALLING WATERS COLO VALE
Hope - SPECIAL OFFER! 3rd night FREE!
6.6 out of 10, (8)
"It’s good place to stay but the carpet needs to change"
The price is NZ$2,640
per night
30 May - 31 May
Hope - SPECIAL OFFER! 3rd night FREE!
Loch Lomond Lodge – central and charming
10.0 out of 10, Exceptional, (1)
"The place was spacious well maintained. Safely fenced in and great space for our pets. Conveniently located to supermarkets and short distance to Bowral city centre."
The price is NZ$1,612
per night
6 Jun - 7 Jun
Loch Lomond Lodge – central and charming
Tiny house with acres of views.
10.0 out of 10, Exceptional, (39)
"This is our second visit here. It's a great place to stay for the weekend for two of us. The house is light and sunny, surprisingly spacious, clean, tidy and comfortable. It has everything we need for an overnight stay, and the peaceful country setting is beautiful. Hopefully we'll be back next year."
The price is NZ$344
per night
3 Jun - 4 Jun
Tiny house with acres of views.
Verwood Estates: heated pool/spa, sauna, tennis, billiards, cellardoor
9.2 out of 10, Wonderful, (19)
"Natalie was an amazing, friendly host and my group had the greatest time. We had additional people after making the initial booking and she was so helpful in helping us accomodate the new changes. The facilities at Verwood Estate were beautiful and well looked after. Would definitely come back."
Verwood Estates: heated pool/spa, sauna, tennis, billiards, cellardoor
Sherwood Park - A rural atmosphere in town / set on 2 acres
9.4 out of 10, Exceptional, (174)
"This house had everything we needed for a few old friends and their families to get together for a wonderful weekend in the country. The house was spotless, roomy, and provided great breakfasts, and the outdoor areas were huge and perfect for kids games."
Sherwood Park - A rural atmosphere in town / set on 2 acres
Iona Park, Moss Vale
10.0 out of 10, Exceptional, (1)
"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
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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.

Other types of properties in Woodlands you may be interested in

Park Proxi Gibraltar Bowral
3.5 star property
8.6 out of 10, Excellent, (917)
"Great overall experience.. staff are amazing!! Tho cleanliness is questionable overall.. The pool had some stuff in there that looked discussing and they can just make sure its always clean."
The price is NZ$259
per night
30 May - 31 May
Park Proxi Gibraltar Bowral
Berrima Bakehouse Motel
3.5 star property
9.2 out of 10, Wonderful, (999)
"Seamless check in and check out. The rooms were clean, well appointment, modern bathroom facilities, bed very comfortable. Pubs and cafes next door. Great location. Overall, very happy with our stay. "
The price is NZ$189
per night
30 May - 31 May
Berrima Bakehouse Motel
Berida Hotel
4.0 star property
8.4 out of 10, Very good, (1000)
"Great service and location. Dining and drinks options were great."
The price is NZ$309
per night
23 Jun - 24 Jun
Berida Hotel
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.

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?

Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima: This holiday home rental outside of Woodlands is equipped with a fireplace, air conditioning and WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave.

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.

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