Woodlands Holiday Homes
New South Wales
Australia
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Holiday Homes in Woodlands

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Our top choices for Woodlands holiday homes

A covered patio with a wooden table and chairs, a potted plant, and a view of a white fence and trees.

A dining area with a wooden table set for four, surrounded by white chairs with woven seats.

A modern kitchen with white cabinetry, a stainless steel refrigerator, a gas stove, and a large island with bar stools. There are pendant lights above the island and a window providing natural light.

A spacious living room with a large window, a sofa, a coffee table, and a painting on the wall.

1. 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)

9.4/10

Exceptional

(10 reviews)

"7 adults were catered for perfectly. "

Melissa

The price is NZ$1,742

NZ$1,742

includes taxes & fees

14 Sept - 15 Sept

Hillside Farm – Rural getaway on 100 acres of sweeping farmland

A table with a bottle of wine, a glass, and a wooden board with grapes and cheese on a balcony with a view of trees and hills.

A modern kitchen with white cabinets, a wooden dining table with blue cushions, and a built-in island.

A spacious living room with a wooden floor, a ceiling fan, a flat-screen TV, and a white gate.

A kitchen with wooden flooring, white cabinets, a window with blinds, and a clock on the wall.

2. 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)

10/10

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. "

Luisa S.

The price is NZ$740

NZ$740

includes taxes & fees

7 Sept - 8 Sept

Family, Pet & EV Friendly Home in Bowral Centre

A compact kitchen with a central island, two bar stools, a window, and a door.

A covered patio area with a concrete floor, a small table with chairs, and a sliding glass door leading to a backyard.

A single-story house with a front door, a small porch, and a fenced backyard.

A dining area with a table and chairs, carpeted floor, and a ceiling light.

3. Cheerful cottage in peaceful setting yet close to the exciting Bowral Hub

Cheerful cottage in peaceful setting yet close to the exciting Bowral Hub

Welby

The price is NZ$250

NZ$250

includes taxes & fees

13 Sept - 14 Sept

Cheerful cottage in peaceful setting yet close to the exciting Bowral Hub

A bright room with white walls, two yellow chairs, a wicker sofa, and a table with a bowl of lemons.

A living room with a fireplace, two armchairs, a coffee table, a rug, and a television.

A cozy living room with a fireplace, a sofa, a small table with glasses, and a lamp.

A grove of tall, mature trees with a well-maintained garden in the foreground.

4. Canary Cottage - opposite Bowral Country Club

Canary Cottage - opposite Bowral Country Club

Bowral

9.6 out of 10, Exceptional, (8 reviews)

9.6/10

Exceptional

(8 reviews)

"Pretty area. Helpful contacts. Old fashioned but modern cottage. Realky liked our stay. "

Chris

The price is NZ$1,366

NZ$1,366

includes taxes & fees

7 Sept - 8 Sept

Canary Cottage - opposite Bowral Country Club

A balcony with green cushioned seating, a grill, and a view of neighboring houses.

A modern living room with a grey sofa, a white coffee table, and a patterned armchair. There is a kitchen in the background with a white countertop and a vase with flowers.

A hotel room with a bed, two windows, a painting, and a view of a building outside.

5. Bluebell – centrally located apartment

Bluebell – centrally located apartment

Bowral

9.0 out of 10, Wonderful, (11 reviews)

9.0/10

Wonderful

(11 reviews)

"The apartment is well equipped and the soft furnishings make it a very comfortable stay. The location is ideal for a short walk or drive into the main shopping precinct and the fabulous eateries on offer in Bowral. Tee property managers are very responsive and easy to deal with. Highly recommend Bluebell for a restful stay in Bowral!"

Bron K.

The price is NZ$1,095

NZ$1,095

includes taxes & fees

8 Sept - 9 Sept

Bluebell – centrally located apartment

A wooden deck with potted plants, a window, and a wooden bench.

A dining table set for a meal with wine glasses, bottles, and plates.

A modern living room with a sectional sofa, a fireplace, a large window, and a red door.

A garden pathway leading to a wooden deck with a metal roof, surrounded by lush greenery and various plants.

6. Lovett – a home full of quirkiness

Lovett – a home full of quirkiness

Mittagong

7.8 out of 10, Good, (7 reviews)

7.8/10

Good

(7 reviews)

"Excellent stay Great facilities "

Wendy T.

The price is NZ$1,285

NZ$1,285

includes taxes & fees

8 Sept - 9 Sept

Lovett – a home full of quirkiness

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

A modern kitchen with stainless steel appliances, white cabinetry, and a large window offering a view of greenery.

A bedroom with a large bed, a bedside table, a lamp, and a window with a view of the outside.

A well-maintained backyard with a lawn, a tall tree, and a wooden fence.

7. Belle in Bowral - walk to town

Belle in Bowral - walk to town

Bowral

9.8 out of 10, Exceptional, (74 reviews)

9.8/10

Exceptional

(74 reviews)

"Overall best place of this type i have ever stayed at. "

PETER B.

The price is NZ$417

NZ$417

includes taxes & fees

7 Sept - 8 Sept

Belle in Bowral - walk to town

A house with a covered porch, outdoor seating, and a garden.

A modern kitchen with wooden cabinets, a built-in oven, a sink, and a window with a view of trees.

A two-story house with a covered porch, surrounded by lush greenery.

A bedroom with a large bed, two bedside tables with lamps, a window with a view of greenery, and a mirror on the wall.

8. Que Sera – pet friendly

Que Sera – pet friendly

Bowral

8.4 out of 10, Very good, (16 reviews)

8.4/10

Very good

(16 reviews)

"Beautiful house and area. We'll appointed and very comfortable. Bit of a problem with garbage from previous clients which was addressed but could not be done until Monday when our stay srated on Saturday. It was however addressed. Lovely place, very comfortable. Pet friendly great. Judith Wagner"

Judy W.

The price is NZ$1,962

NZ$1,962

includes taxes & fees

16 Sept - 17 Sept

Que Sera – pet friendly

A modern interior with a sliding door, a console table, and a dining area in the background.

A hotel room with a bed, a lamp, and a window with curtains.

A modern house with a covered porch, a green door, and a gravel driveway.

An outdoor seating area with a fire pit, black chairs, and a grassy lawn with trees.

9. 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$1,644

NZ$1,644

includes taxes & fees

7 Sept - 8 Sept

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

A modern building with a balcony, surrounded by well-maintained hedges and tall trees.

A spacious living room with a white sofa, wooden coffee table, and a large plant. It features a fireplace, large windows, and a view of the outdoors.

A modern kitchen with a central island, bar stools, and pendant lighting.

A spacious living area with a wooden dining table, black chairs, a fireplace, and a large window offering a view of the outdoors.

10. Albert Fields - stylish family-friendly retreat in the Southern Highlands

Albert Fields - stylish family-friendly retreat in the Southern Highlands

Bowral

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

The price is NZ$1,517

NZ$1,517

includes taxes & fees

7 Sept - 8 Sept

Albert Fields - stylish family-friendly retreat in the Southern Highlands

A conservatory with wicker furniture, hanging planters, and a view of greenery outside.

A dining area with a wooden table, chairs, a chandelier, and a bull painting on the wall.

A residential area with two white houses, a garden with various plants, and a dirt road.

A large tree, a gazebo, and a building in a garden.

11. Arafel Park - Southern Highlands

Arafel Park - Southern Highlands

Burradoo

9.8 out of 10, Exceptional, (40 reviews)

9.8/10

Exceptional

(40 reviews)

"This place is perfect for a special getaway with family or friends. The grounds are truly stunning and during our stay there were abundant roses flowering everywhere!"

Michelle J.

Arafel Park - Southern Highlands

A wooden deck with potted plants, a white railing, and a house with dark siding and white trim.

A modern kitchen with white cabinetry, a wooden dining table, and a large window.

A historic building with a storefront labeled "The Press Shop" and a visible entrance.

A bedroom with a bed, bedside table, lamp, and a large window with blinds.

12. Amber Cottage - country cottage

Amber Cottage - country cottage

Bowral

10.0 out of 10, Exceptional, (57 reviews)

10/10

Exceptional

(57 reviews)

"Was a great location and overall the facilities were great."

Brian F.

The price is NZ$1,802

NZ$1,802

includes taxes & fees

10 Sept - 11 Sept

Amber Cottage - country cottage

A spacious living room with a large sofa, a coffee table, and a TV. There are large windows and a balcony with outdoor furniture.

A spacious living area with a large sofa, a dining table, and a kitchen with white cabinetry and a stainless steel refrigerator.

A living room with a sofa, coffee table, and a TV mounted on a wall.

A modern kitchen with a central island, wooden flooring, and a view of greenery outside.

13. 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$1,642

NZ$1,642

includes taxes & fees

8 Sept - 9 Sept

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

A two-story building with a balcony, surrounded by well-manicured hedges and tall trees.

A modern living room with a fireplace, white furniture, and a stone accent wall.

A modern bedroom with a large window, a bed with a white duvet, a bedside table with a lamp, and a framed abstract painting on the wall.

A table with a wooden board holding snacks, two glasses of red wine, a bowl of olives, and a vase with green leaves.

14. Windermere – stunning and garden setting

Windermere – stunning and garden setting

Burradoo

10.0 out of 10, Exceptional, (21 reviews)

10/10

Exceptional

(21 reviews)

"This property was beautiful inside and out. The finishes and furnishings are superior. Kept in immaculate condition."

Susan G.

The price is NZ$1,760

NZ$1,760

includes taxes & fees

7 Sept - 8 Sept

Windermere – stunning and garden setting

A balcony with a sofa and a bed, offering a view of trees and hills.

A spacious living room with a fireplace, large windows, and a modern design.

A spacious room with a pool table, a chandelier, and a large painting.

A dining area with a glass table and patterned chairs, a bookshelf with books and decorative items, and a view of the outdoors through large windows.

15. Southern Grace - the perfect Southern Highlands escape, spacious, stylish and serene

Southern Grace - the perfect Southern Highlands escape, spacious, stylish and serene

Bowral

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Beautiful and luxurious accommodation. The only thing we would suggest is more appropriate coffee/tea cups and dinner ware. We enjoyed our stay very much and would come again."

Merrill E.

The price is NZ$2,874

NZ$2,874

includes taxes & fees

7 Sept - 8 Sept

Southern Grace - the perfect Southern Highlands escape, spacious, stylish and serene

A modern kitchen with a central island, a dining area with outdoor seating, and a large window offering a view of the outdoors.

A spacious living room with a fireplace, a large window with a mountain view, and a cozy seating area.

A spacious living room with a large sectional sofa, a glass coffee table, a fireplace, and a view of the outdoors.

16. Mount Gibraltar Retreat – stylish home in a serene natural setting

Mount Gibraltar Retreat – stylish home in a serene natural setting

Mittagong

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Fire pit surrounded by nature, was a highlight "

marjanco d.

The price is NZ$2,276

NZ$2,276

includes taxes & fees

7 Sept - 8 Sept

Mount Gibraltar Retreat – stylish home in a serene natural setting

An outdoor patio with a wooden pergola, a table set with fruits and flowers, and a bench.

A bedroom with a large bed, a window with a view, a painting on the wall, and a nightstand with a vase of flowers.

A round white table with a teapot, cups, and a vase with flowers.

A dining table set with white plates, clear wine glasses, and a vase with pink flowers.

17. That Pink House! – pets welcome

That Pink House! – pets welcome

Bowral

9.2 out of 10, Wonderful, (13 reviews)

9.2/10

Wonderful

(13 reviews)

"Our family of four had a lovely stay at this comfortable and clean property. The surrounding area is beautiful and we will definitely be back!"

Toni M.

The price is NZ$1,570

NZ$1,570

includes taxes & fees

6 Oct - 7 Oct

That Pink House! – pets welcome

A two-story house with a blue roof, a front porch with columns, and a driveway leading to a garage.

A living room with a black leather sofa, a patterned sofa, a coffee table, and a ceiling fan.

A spacious dining area with a round table and chairs, large windows, and a ceiling fan.

A bedroom with a bed, a chair, a small table, and three windows.

18. Stately Bowral Designer Home

Stately Bowral Designer Home

Bowral

9.0 out of 10, Wonderful, (2 reviews)

9.0/10

Wonderful

(2 reviews)

"Beautiful home in lovely quiet area of Bowral, minutes from shops, parks and local walks. "

Wayne H.

The price is NZ$860

NZ$860

includes taxes & fees

7 Sept - 8 Sept

Stately Bowral Designer Home

A kitchen with a central island, stainless steel appliances, and a view of greenery outside.

A dining area with a wooden table, black chairs, and a vase of flowers.

A covered porch with a dining table and chairs, a bench, and a potted plant.

A wicker chair with a blue and white patterned pillow, a woven tray with a white teapot and two ceramic cups, and a teal vase on a wooden table.

19. Secret Garden - historic charm meets Bowral vibe

Secret Garden - historic charm meets Bowral vibe

Bowral

9.4 out of 10, Exceptional, (9 reviews)

9.4/10

Exceptional

(9 reviews)

"Wonderful place to stay"

Lara H.

The price is NZ$3,631

NZ$3,631

includes taxes & fees

7 Sept - 8 Sept

Secret Garden - historic charm meets Bowral vibe

A dining area with a wooden table set for six, surrounded by dark blue chairs.

A modern living room with a grey sofa, a white radiator, and a patterned rug.

A living room with a fireplace, a sofa, a coffee table, and a TV.

A bedroom with a wooden bed, two bedside tables, a hanging light fixture, a window with shutters, and a painting on the wall.

20. Kookaburra Cottage – cosy and comfortable Highlands retreat

Kookaburra Cottage – cosy and comfortable Highlands retreat

Bowral

7.0 out of 10, Good, (2 reviews)

7.0/10

Good

(2 reviews)

"The property was very cold on arrival which was a bit off putting . The dried /artificial flowers everywhere were totally unnecessary and actually left you feeling that it was all a bit soulless. Beds were clean and comfortable,but over all it was a bit disappointed"

Julie G.

The price is NZ$1,445

NZ$1,445

includes taxes & fees

7 Sept - 8 Sept

Kookaburra Cottage – cosy and comfortable Highlands retreat

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

The Imperial Motel

10/10 Excellent

"Great place to stay in beautiful Bowral!"

Courtney 1-night trip

Posted 12 hours ago

The Imperial Motel

Moss Vale Holiday Park

8/10 Good

"Easy check-in and close to club and golf course"

Steven 1-night trip

Posted 14 hours ago

Moss Vale Holiday Park

Berida Hotel

8/10 Good

"We always stay at Berida Hotel as we love the ambience & old world charm.. Only issue is the bathrooms are always very cold & in winter is uncomfortable.. need a small infrared heater for comfort!!! Restaurant is a must … fabulous!!! Staff fantastic!!"

Denise 1-night trip

Posted 1 day ago

Berida Hotel

Mittagong Motel

10/10 Excellent

"The property is extremely well maintained and provides great value for money. The cleanliness was impressive as were the beds and pillows and easy parking. The complimentary breakfast to take to your room was welcome. Overall, would recommend this motel."

douglas 1-night trip

Posted 3 days ago

Mittagong Motel

The Dormie House - On The Golf Course

10/10 Excellent

"Initial room was very small. There was no issues to upgrade to the bigger room. Staff were very helpful."

Ralfs 4-night trip

Posted 3 days ago

The Dormie House - On The Golf Course

Oxley Motel

10/10 Excellent

"Friendly owner. Very welcoming. We had difficulty getting tv stations & they came to help out. Very comfortable stay."

Kaye 1-night trip

Posted 3 days ago

Oxley Motel

The Bowral Hotel

8/10 Good

"Room was immaculate and spacious. Staff at the bar were friendly and quick even though there was a huge dinner rush. Outside of the hotel is a bit shabby but room and amenities were perfect"

Julie Malone 1-night trip

Posted 3 days ago

The Bowral Hotel

Peppers Manor House

10/10 Excellent

"We had a really lovely weekend at Peppers. The gardens were beautiful, room comfortable and staff very friendly and helpful. We’ll be making it a regular escape from the city."

Judith 2-night trip

Posted 6 days ago

Peppers Manor House

Berrima Bakehouse Motel

10/10 Excellent

"Great food"

Maree 1-night trip

Posted 6 days ago

Berrima Bakehouse Motel

Find out more about Woodlands

Woodlands Holiday Homes information

Number of reviews	284
Accommodation	233 Holiday Homes
Lowest Price	NZ$250
Highest Price	NZ$3,631

Explore a world of travel with Expedia

More ways to book

Book Holiday Homes in Woodlands on Expedia.com.au

Holiday Homes in Woodlands

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Woodlands holiday homes

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

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

3. Cheerful cottage in peaceful setting yet close to the exciting Bowral Hub

4. Canary Cottage - opposite Bowral Country Club

5. Bluebell – centrally located apartment

6. Lovett – a home full of quirkiness

7. Belle in Bowral - walk to town

8. Que Sera – pet friendly

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

10. Albert Fields - stylish family-friendly retreat in the Southern Highlands

11. Arafel Park - Southern Highlands

12. Amber Cottage - country cottage

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

14. Windermere – stunning and garden setting

15. Southern Grace - the perfect Southern Highlands escape, spacious, stylish and serene

16. Mount Gibraltar Retreat – stylish home in a serene natural setting

17. That Pink House! – pets welcome

18. Stately Bowral Designer Home

19. Secret Garden - historic charm meets Bowral vibe

20. Kookaburra Cottage – cosy and comfortable Highlands retreat

Find holiday rentals that suit your style

Top Woodlands Hotel Reviews

The Imperial Motel

Find out more about Woodlands

Woodlands Holiday Homes information

Explore a world of travel with Expedia