Woodlands Vacation Rentals

Vacation Rentals in Woodlands

Front of property
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
BBQ/picnic area
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 $138
$152 total
includes taxes & fees
May 20 - May 21
The Sebel Bowral Heritage Park
Property grounds
A unique Southern Highlands experience
9.8 out of 10, Exceptional, (203)
"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 $117
$136 total
includes taxes & fees
May 20 - May 21
A unique Southern Highlands experience
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Terrace/patio
Crabapple Cottage -Lovely self contained cottage on Heritage property
9.8 out of 10, Exceptional, (146)
"Such a delightful, cosy and stylish cottage in a very convenient location - delicious food and unique shopping only a stone’s throw away."
Crabapple Cottage -Lovely self contained cottage on Heritage property
Property grounds
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima
9.8 out of 10, Exceptional, (17)
"Daphne cottage was perfect, cozy with everything you could need for a weekend getaway. Walking distance to town and across the road from the Market Place which has beautiful meals."
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima
Fridge, microwave, oven, stovetop
Fabulous Villa in central Bowral, all modern conveniences with fenced yard
9.8 out of 10, Exceptional, (131)
"A lovely house in beautiful Bowral. Very clean and homely."
Fabulous Villa in central Bowral, all modern conveniences with fenced yard
Property grounds
Stately Bowral Designer Home
9.6 out of 10, Exceptional, (39)
"Lovely home, comfortable, easy to find and central location."
The price is $267
$486 total
includes taxes & fees
May 20 - May 21
Stately Bowral Designer Home
4 bedrooms, iron/ironing board, internet, bed sheets
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
Fridge, microwave, oven, stovetop
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
Interior
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
TV, fireplace
Sauna Haus with Scandinavian design
10.0 out of 10, Exceptional, (30)
"Wonderful property, stayed short weekend. Perfect location."
The price is $167
$254 total
includes taxes & fees
May 21 - May 22
Sauna Haus with Scandinavian design
Outdoor dining
Sasarfras, Robertson
10.0 out of 10, Exceptional, (106)
"We had a lovely weekend at Sassafras. The farmhouse was welcoming. On arriving the rooms were all heated and the woodfire had been lit. Thank you for taking care of us Jess"
Sasarfras, Robertson
Outdoor dining
Luxury Heritage Cottage In The Heart Of Town
10.0 out of 10, Exceptional, (127)
"A lovely place to stay, very clean, welcoming and homely, loved the organic fresh eggs left. Nice and close to shops but plenty of privacy. Would love to stay again if we're ever back in the area."
Luxury Heritage Cottage In The Heart Of Town
Pool | Outdoor pool
'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
Fridge, microwave, oven, stovetop
Heart of the Southern Highlands, 14 to 16 guests. Specialising in large groups.
9.8 out of 10, Exceptional, (105)
"A wonderful property for a group of people - excellent facilities - the property is in excellent condition and so easy to feel comfortable and at home. Would recommend this property and a big thank you to Carol who helped us in so many ways. Regards from the Golfing Ladies"
The price is $374
$579 total
includes taxes & fees
May 20 - May 21
Heart of the Southern Highlands, 14 to 16 guests. Specialising in large groups.
7 bedrooms, iron/ironing board, bed sheets
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 $1,654
$1,654 total
includes taxes & fees
May 28 - May 29
Hope - SPECIAL OFFER! 3rd night FREE!
Property grounds
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 $167
$213 total
includes taxes & fees
May 20 - May 21
Tiny house with acres of views.
Property grounds
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
Fridge, microwave, oven, stovetop
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
Property grounds
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
Don't see what you're looking for?
See all available properties in Woodlands
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.

Woodlands Vacation Rental Travel Info

Number of vacation rentals
34
Popular accommodation
Woodlands private vacation homes
Known landmarks
Centennial Vineyards, Berrima Courthouse and Artemis Wines
International airport
Sydney, NSW (SYD-Kingsford Smith Intl.)

Other types of properties in Woodlands you may be interested in

Indoor pool, outdoor pool
Park Proxi Gibraltar Bowral
3.5 star property
8.6 out of 10, Excellent, (914)
"Lovely spacious room with a very comfortable bed. Luxurious bathroom."
The price is $139
$153 total
includes taxes & fees
May 20 - May 21
Park Proxi Gibraltar Bowral
Courtyard Executive Family Room | Iron/ironing board, free WiFi, bed sheets
Berrima Bakehouse Motel
3.5 star property
9.2 out of 10, Wonderful, (1001)
"Beautiful setting, very quiet and convenient"
The price is $106
$117 total
includes taxes & fees
May 20 - May 21
Berrima Bakehouse Motel
Reception hall
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 $140
$154 total
includes taxes & fees
May 19 - May 20
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.

Everything you need to know about Woodlands vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Woodlands vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Woodlands vacation 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 low season months. For more hustle and bustle, you may prefer to visit Woodlands in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $117 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Woodlands rentals

At Expedia, we put the best Woodlands vacation 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 vacation.

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 vacation rental in Woodlands?

Yes, we offer vacation rentals close to popular sights in Woodlands, or you can go with a secluded option if you're looking for a relaxing stay. Woodlands is known for its wineries.

What are some of the best vacation home rentals in Woodlands?

Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima: This vacation home rental near 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 vacation rental in Woodlands like?

Vacation rentals are private properties you can stay in for a long or short time in Woodlands. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family trip or a small group gathering.

Recent reviews of Woodlands properties
Expedia verified reviews

Park Proxi Gibraltar Bowral

Park Proxi Gibraltar Bowral

5/5 Excellent
Luxury in Bowral
"Lovely spacious room with a very comfortable bed. Luxurious bathroom."
A verified traveler stayed at Park Proxi Gibraltar Bowral
Posted 3 days ago
Park Proxi Gibraltar Bowral