Holiday Homes in Medway

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Find holiday rentals that suit your style

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Apartments
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Condos
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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Medway holiday homes

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

1. The Willows Circa 1917 | Historic Bowral Cottage

The Willows Circa 1917 | Historic Bowral Cottage
Bowral
The price is €370
includes taxes & fees
16 Nov - 17 Nov
The Willows Circa 1917 | Historic Bowral Cottage
A modern kitchen with stainless steel appliances, white cabinetry, and a large window offering a view of greenery.

2. Belle in Bowral - walk to town

Belle in Bowral - walk to town
Bowral
9.8 out of 10, Exceptional, (75 reviews)
"Overall best place of this type i have ever stayed at. "
Australia
PETER B.
The price is €309
includes taxes & fees
24 Nov - 25 Nov
Belle in Bowral - walk to town
A modern living room with a grey sofa, patterned armchair, and a coffee table.

3. Time2Reflect - the most relaxing Bowral getaway!

Time2Reflect - the most relaxing Bowral getaway!
Bowral
The price is €433
includes taxes & fees
16 Nov - 17 Nov
Time2Reflect - the most relaxing Bowral getaway!
A covered porch with wicker furniture, a table, and a hanging planter.

4. Charming 1-Bed Cottage in Historic Berrima

Charming 1-Bed Cottage in Historic Berrima
Berrima
10.0 out of 10, Exceptional, (1 review)
"A lovely place to stay. Well located and within a very easy walking distance to everything in Berrima."
Australia
Karen
The price is €580
includes taxes & fees
22 Nov - 23 Nov
Charming 1-Bed Cottage in Historic Berrima
A modern kitchen with white cabinets, a stainless steel refrigerator, and a wooden island with stools.

5. Wedding central. Close to caves, canyons, winery's, waterfalls & vineyards

Wedding central. Close to caves, canyons, winery's, waterfalls & vineyards
Moss Vale
9.4 out of 10, Exceptional, (3 reviews)
"Beautifully appointed- had everything one would need. The best stay. We enjoyed the time and will certainly book again. "
Australia
Heather R.
The price is €282
includes taxes & fees
24 Nov - 25 Nov
Wedding central. Close to caves, canyons, winery's, waterfalls & vineyards
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.

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

Lil’s Place | Short Walk to Bowral | Pet Friendly
Bowral
The price is €458
includes taxes & fees
25 Nov - 26 Nov
Lil’s Place | Short Walk to Bowral | Pet Friendly
A modern two-story house with a garage, a driveway, and a well-maintained lawn.

7. Red Gum Rise - Gateway to the Southern Highlands

Red Gum Rise - Gateway to the Southern Highlands
Braemar
The price is €359
includes taxes & fees
19 Nov - 20 Nov
Red Gum Rise - Gateway to the Southern Highlands
A modern living room with a fireplace, a sofa set, and a dining area.

8. Blossom Cottage - Argyle St, Heart of Moss Vale - Walk Everywhere & Pet Friendly

Blossom Cottage - Argyle St, Heart of Moss Vale - Walk Everywhere & Pet Friendly
Moss Vale
10.0 out of 10, Exceptional, (3 reviews)
"The property was nicer than it was in the photos. Very beautifully renovated. Lots of lovely touches which made it a pleasant stay."
Australia
Jacinta
The price is €310
includes taxes & fees
15 Nov - 16 Nov
Blossom Cottage - Argyle St, Heart of Moss Vale - Walk Everywhere & Pet Friendly
IMG 1943

9. 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
9.4 out of 10, Exceptional, (3 reviews)
"Gorgeous little cottage. Very comfy, excellent amenities. Very quiet."
Australia
Joseph Z.
The price is €193
includes taxes & fees
8 Dec - 9 Dec
Bundanoon Garden Retreat, Stay at the bottom of the garden in Bundanoon.
A balcony with green cushioned seating, a grill, and a view of neighboring houses.

10. Bluebell – centrally located apartment

Bluebell – centrally located apartment
Bowral
9.2 out of 10, Wonderful, (13 reviews)
"Highly recommend Bluebell as a location to stay if you are travelling down to Bowral/Southern Highlands. Very clean property and great hosts."
Australia
Kevin C.
The price is €520
includes taxes & fees
16 Nov - 17 Nov
Bluebell – centrally located apartment
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.

11. 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)
"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. "
Australia
Luisa S.
The price is €453
includes taxes & fees
15 Nov - 16 Nov
Family, Pet & EV Friendly Home in Bowral Centre
A living room with a fireplace, sofas, and a large window with curtains.

12. Wingana Homestead - Scenic Views, Bundanoon

Wingana Homestead - Scenic Views, Bundanoon
Wingecarribee
10.0 out of 10, Exceptional, (1 review)
"This property was simply amazing. From early communications with the host, through to check in and check out, the whole booking process was smooth and accomodating. The property itself was immaculate. Well prepared and clean with everything ready for a family of 8. A truly enjoyable and wonderful stay. We hope to stay again in the future."
United States
Jeremy K.
The price is €651
includes taxes & fees
18 Nov - 19 Nov
Wingana Homestead - Scenic Views, Bundanoon
Exterior detail

13. Pet-Friendly Highlands Home with Fireplace

Pet-Friendly Highlands Home with Fireplace
Bundanoon
8.0 out of 10, Very good, (3 reviews)
"Lovely bathrooms, a great wood heater all round very comfortable."
Australia
Kel S.
The price is €434
includes taxes & fees
9 Dec - 10 Dec
Pet-Friendly Highlands Home with Fireplace
A modern kitchen with white cabinetry, a stainless steel refrigerator, a gas stove, and a large island with bar stools.

14. Sutton Forest Retreat

Sutton Forest Retreat
Sutton Forest
The price is €5,716
includes taxes & fees
15 Nov - 16 Nov
Sutton Forest Retreat
A dining area with a wooden table set for six, surrounded by dark blue chairs.

15. Kookaburra Cottage – cosy and comfortable Highlands retreat

Kookaburra Cottage – cosy and comfortable Highlands retreat
Bowral
7.0 out of 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"
Australia
Julie G.
The price is €685
includes taxes & fees
16 Nov - 17 Nov
Kookaburra Cottage – cosy and comfortable Highlands retreat
A modern kitchen with white cabinetry, a central island, and a dining area with wooden furniture.

16. Ballogie Lodge - a quality timeless retreat

Ballogie Lodge - a quality timeless retreat
Bundanoon
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful and comfortable home - very spacious with a warm country feel to it."
Australia
Diane G.
The price is €789
includes taxes & fees
24 Nov - 25 Nov
Ballogie Lodge - a quality timeless retreat
A modern kitchen with white cabinetry, a central island, and a dining area with a wooden table and white chairs.

17. The Bunkhouse - quality, contemporary home

The Bunkhouse - quality, contemporary home
Exeter
8.8 out of 10, Excellent, (3 reviews)
"This was ideal for our weekend stay with friends, the house is beautiful, very clean, comfy beds, perfect. We would definitely stay there again. Thanks again."
Australia
Sandra C.
The price is €519
includes taxes & fees
16 Nov - 17 Nov
The Bunkhouse - quality, contemporary home
A bright room with white walls, two yellow chairs, a wicker sofa, and a table with a bowl of lemons.

18. Canary Cottage - opposite Bowral Country Club

Canary Cottage - opposite Bowral Country Club
Bowral
9.6 out of 10, Exceptional, (9 reviews)
"Pretty area. Helpful contacts. Old fashioned but modern cottage. Realky liked our stay. "
Australia
Chris
The price is €645
includes taxes & fees
16 Nov - 17 Nov
Canary Cottage - opposite Bowral Country Club
A conservatory with wicker furniture, hanging planters, and a view of greenery outside.

19. Arafel Park - Southern Highlands

Arafel Park - Southern Highlands
Burradoo
9.8 out of 10, Exceptional, (44 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!"
Australia
Michelle J.
Arafel Park - Southern Highlands
A two-story building with a balcony, surrounded by well-manicured hedges and tall trees.

20. Windermere – stunning and garden setting

Windermere – stunning and garden setting
Burradoo
10.0 out of 10, Exceptional, (23 reviews)
"Fantastic property beautiful inside and very cosy "
United States
Lynora
The price is €833
includes taxes & fees
16 Nov - 17 Nov
Windermere – stunning and garden setting
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 reviews in Medway

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

Links House

Links House
Burradoo

8/10 Good

Excellent stay. Nothing was too much trouble for Chris and her staff. Very good attention to detail and any requests we had were instantly met. Fantastic cooked breakfast in a gorgeous dining room each morning set us up for the day. We loved Bowral and the Links Hotel and hope to return again.
Ireland
Jackie
Reviewed May 2, 2015
Links House