Default HTG hotel image

Holiday Homes in Medway

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Medway holiday homes

1. The Willows Circa 1917 | Historic Bowral Cottage

The Willows Circa 1917 | Historic Bowral Cottage
Bowral
The price is AU$602
includes taxes & fees
11 Nov - 12 Nov
The Willows Circa 1917 | Historic Bowral Cottage

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 AU$490
includes taxes & fees
24 Nov - 25 Nov
Belle in Bowral - walk to town

3. Time2Reflect - the most relaxing Bowral getaway!

Time2Reflect - the most relaxing Bowral getaway!
Bowral
The price is AU$704
includes taxes & fees
11 Nov - 12 Nov
Time2Reflect - the most relaxing Bowral getaway!

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 AU$502
includes taxes & fees
12 Nov - 13 Nov
Charming 1-Bed Cottage in Historic Berrima

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 AU$432
includes taxes & fees
11 Nov - 12 Nov
Wedding central. Close to caves, canyons, winery's, waterfalls & vineyards

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

Lil’s Place | Short Walk to Bowral | Pet Friendly
Bowral
The price is AU$742
includes taxes & fees
25 Nov - 26 Nov
Lil’s Place | Short Walk to Bowral | Pet Friendly

7. Red Gum Rise - Gateway to the Southern Highlands

Red Gum Rise - Gateway to the Southern Highlands
Braemar
The price is AU$548
includes taxes & fees
12 Nov - 13 Nov
Red Gum Rise - Gateway to the Southern Highlands

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 AU$504
includes taxes & fees
15 Nov - 16 Nov
Blossom Cottage - Argyle St, Heart of Moss Vale - Walk Everywhere & Pet Friendly

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 AU$293
includes taxes & fees
15 Nov - 16 Nov
Bundanoon Garden Retreat, Stay at the bottom of the garden in Bundanoon.

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 AU$843
includes taxes & fees
11 Nov - 12 Nov
Bluebell – centrally located apartment

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 AU$719
includes taxes & fees
11 Nov - 12 Nov
Family, Pet & EV Friendly Home in Bowral Centre

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 AU$1,058
includes taxes & fees
18 Nov - 19 Nov
Wingana Homestead - Scenic Views, Bundanoon

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 AU$644
includes taxes & fees
11 Nov - 12 Nov
Pet-Friendly Highlands Home with Fireplace

14. Sutton Forest Retreat

Sutton Forest Retreat
Sutton Forest
The price is AU$9,293
includes taxes & fees
11 Nov - 12 Nov
Sutton Forest Retreat

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 AU$1,110
includes taxes & fees
11 Nov - 12 Nov
Kookaburra Cottage – cosy and comfortable Highlands retreat

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 AU$1,282
includes taxes & fees
22 Nov - 23 Nov
Ballogie Lodge - a quality timeless retreat

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 AU$844
includes taxes & fees
11 Nov - 12 Nov
The Bunkhouse - quality, contemporary home

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 AU$1,049
includes taxes & fees
11 Nov - 12 Nov
Canary Cottage - opposite Bowral Country Club

19. Arafel Park - Southern Highlands

Arafel Park - Southern Highlands
Burradoo
9.8 out of 10, Exceptional, (43 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.
The price is AU$1,803
includes taxes & fees
19 Nov - 20 Nov
Arafel Park - Southern Highlands

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 AU$1,352
includes taxes & fees
11 Nov - 12 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Medway Hotel Reviews

Find out more about Medway

Medway Holiday Homes information

Number of reviews
201
Accommodation
240 Holiday Homes
Lowest Price
AU$293
Highest Price
AU$9,293

Explore a world of travel with Expedia