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Woodlands Vacation Rentals

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Check prices for these dates, December 15 – 16, 2026

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Our top choices for Woodlands vacation rentals

1. The Sebel Bowral Heritage Park

Exterior

2. A unique Southern Highlands experience

A wooden cabin with a metal roof, surrounded by lush greenery and flowering plants.

3. FALLING WATERS COLO VALE

A cozy living room with a brown leather sofa, a white coffee table, and a patterned rug.

4. JezOmi Hideaway - Private, spacious, close to town

An outdoor patio with a fire pit, a table with chairs, and a wooden deck.

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

A two-story building with a green roof, surrounded by a well-maintained lawn and flowering plants.

6. The Willows Circa 1917 | Historic Bowral Cottage

A bedroom with a bed, bedside tables, a wardrobe, and a sliding glass door leading to an outdoor area.

7. Red Gum Rise - Gateway to the Southern Highlands

A modern two-story house with a garage, a driveway, and a well-maintained lawn.

8. Garden loft studio 7 minutes walk to Exeter village centre

A spacious bedroom with a large bed, a desk, and a view of the outdoors.

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

A garden with a stone pathway, various shrubs, and trees.

10. Belle in Bowral - walk to town

A modern living room with a grey sofa, a dining area, and a kitchen with stainless steel appliances.

11. Spacious private Idaho, close to wineries, waterfalls, walks and wedding venues

A porch with wicker furniture, including a swing chair and a bench, and a sign for 'SAXONVALE QUARTER HORSES'.

12. Designer Guesthouse

A wooden console table with a book titled 'RALPH LAUREN,' a candle holder, and a basket with magazines.

13. Time2Reflect - the most relaxing Bowral getaway!

A modern living room with a grey sofa, patterned armchair, and a coffee table.

14. Little Possum Retreat | Spa, Fire, Pet Friendly & Walkable

A room with a fireplace, a window, and a view of trees outside.

15. The Cricket House - Family & Pet-Friendly Home

A two-story house with a brick exterior, large windows, and a paved driveway.

16. Lil’s Place | Short Walk to Bowral | Pet Friendly

A covered outdoor deck with wooden flooring, wicker furniture, and a glass door leading to an interior living area with a sofa and a bookshelf.

17. Banyula Annex - superb contemporary styling and modern amenities

A spacious living room with a large sofa, a dining table with chairs, and a fireplace.

18. Tiny Phoebe - Southern Highlands

A bathtub in a forest setting with two people.

19. Misty farm possum cottage surrounding farmland

A field of purple flowers with trees in the background.

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

A wooden house with a covered porch, a sliding glass door, and a view of a garden.

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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Find vacation rentals that suit your style

Cabins

Apartments

Condos

Cottages

Villas

Top Woodlands Hotel Reviews

Berrima Bakehouse Motel

A garden with a wall covered in climbing roses, a wooden fence, and various other plants.

Links House

A cozy room with a sofa, a round table with two glasses of wine, and a lamp.

Berida Hotel

A room with a brick wall, a large arched window, a chandelier, a plant, and a desk with a computer.

The Gibraltar Bowral

A modern spa area with wooden flooring, large windows, and wicker loungers.

Oxley Motel

A hotel room with two beds, a desk, a chair, and a window with curtains.

The Bowral Hotel

A modern bedroom with a large bed, a nightstand, a dresser, and a bathroom visible through an open door.

Osborn House

A modern indoor pool with a glass ceiling, lounge chairs, and potted plants.

The Sebel Bowral Heritage Park

Exterior

Peppers Craigieburn

A large estate with a central circular garden, a grand staircase leading to a covered porch, and multiple buildings with varied roof designs.

The Laurels B&B Kangaroo Valley

A bedroom with a wooden bed, a window, and a view of greenery.

The Bundanoon Guest House

A fireplace with a mantel, surrounded by seating and a dining area.

The Dormie House - On The Golf Course

A neatly made bed with a white headboard and two green pillows, a framed artwork above the bed, and a bedside table with a lamp.

The Vale Penrose

A modern kitchen with a large island, a dining area with wooden furniture, and a view of a green landscape.

Poplars at Mittagong

A park with cherry blossoms, a wooden bench, and a gazebo.

Find out more about Woodlands

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 $140 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?

Timbalah - A wonderful Southern Highlands retreat: This vacation home near Woodlands is located next to a golf course and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 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.