Medway Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Medway holiday rentals

Property grounds
A unique Southern Highlands experience

A unique Southern Highlands experience

A unique Southern Highlands experience
Bowral
9.8 out of 10, Exceptional, (247)
"Great Location, quite spacey inside the yurt and well provisioned."
Australia
Muhammad
The price is HK$912
HK$1,063 total
includes taxes & fees
28 Dec - 29 Dec
A unique Southern Highlands experience
TV, fireplace, DVD player
Romantic Stone Cottage Overlooking Pond. 5mins to Town

Romantic Stone Cottage Overlooking Pond. 5mins to Town

Romantic Stone Cottage Overlooking Pond. 5mins to Town
Burradoo
9.8 out of 10, Exceptional, (6)
"A beautifully appointed cabin only a stone’s through from town. The beds were so comfortable. We had a great stay."
Australia
Lisa
The price is HK$2,971
HK$3,378 total
includes taxes & fees
5 Jan - 6 Jan 2026
Romantic Stone Cottage Overlooking Pond. 5mins to Town
Property grounds
French/Italian Style Boutique The Loft Apartment @Chapmans + Breakfast + Pets

French/Italian Style Boutique The Loft Apartment @Chapmans + Breakfast + Pets

French/Italian Style Boutique The Loft Apartment @Chapmans + Breakfast + Pets
Moss Vale
9.2 out of 10, Wonderful, (5)
"Place was very clean, comfortable and had all the amenities you need. We were in the "loft" upstairs with the downstairs and upstairs areas considered separate listings however the hallways could still be accessible by anyone staying downstairs that should be considered when booking."
Australia
Stuart D.
The price is HK$845
HK$1,892 total
includes taxes & fees
30 Dec - 31 Dec
French/Italian Style Boutique The Loft Apartment @Chapmans + Breakfast + Pets
TV, fireplace
Sauna Haus with Scandinavian design

Sauna Haus with Scandinavian design

Sauna Haus with Scandinavian design
Bowral
9.8 out of 10, Exceptional, (54)
"A beautiful property in a beautiful setting, perfect for single or couple. "
Australia
Linda
The price is HK$1,303
HK$1,965 total
includes taxes & fees
6 Jan - 7 Jan 2026
Sauna Haus with Scandinavian design
TV, fireplace
FALLING WATERS COLO VALE

FALLING WATERS COLO VALE

FALLING WATERS COLO VALE
Colo Vale
9.8 out of 10, Exceptional, (137)
"Very nice place .. Loved the Conarra Fireplace.. Bathtub .. Cosy cabin with chooks out the back and nice walks past the pond .. Recommend this place .. John.."
Australia
John
The price is HK$1,303
HK$1,767 total
includes taxes & fees
5 Jan - 6 Jan 2026
FALLING WATERS COLO VALE
1 bedroom, desk, iron/ironing board, free WiFi
Spacious, quiet, private loft studio 7 minutes walk to Exeter village centre

Spacious, quiet, private loft studio 7 minutes walk to Exeter village centre

Spacious, quiet, private loft studio 7 minutes walk to Exeter village centre
Exeter
10.0 out of 10, Exceptional, (10)
"It was so warm and cozy. A great private getaway "
Australia
Trudy C.
The price is HK$1,136
HK$2,773 total
includes taxes & fees
12 Jan - 13 Jan 2026
Spacious, quiet, private loft studio 7 minutes walk to Exeter village centre
Exterior
The Sebel Bowral Heritage Park

The Sebel Bowral Heritage Park

The Sebel Bowral Heritage Park
4.0 star property
Bowral
8.8 out of 10, Excellent, (280)
"Very enjoyable stay"
Australia
John
The price is HK$1,223
HK$1,345 total
includes taxes & fees
20 Jan - 21 Jan 2026
The Sebel Bowral Heritage Park
Interior
'Casuarina' -Picturesque, Romantic Kangaroo Valley Cottage

'Casuarina' -Picturesque, Romantic Kangaroo Valley Cottage

'Casuarina' -Picturesque, Romantic Kangaroo Valley Cottage
Kangaroo Valley
10.0 out of 10, Exceptional, (2)
"A beautifully tranquil getaway with stunning views and surrounding wildlife. A gorgeous little cabin, equipped with everything you would need. Will definitely visit again!"
United States
Kristi
The price is HK$956
HK$1,481 total
includes taxes & fees
25 Jan - 26 Jan 2026
'Casuarina' -Picturesque, Romantic Kangaroo Valley Cottage
Smart TV
Stay and Relax 1 - Promotion snacks on arrival

Stay and Relax 1 - Promotion snacks on arrival

Stay and Relax 1 - Promotion snacks on arrival
Colo Vale
10.0 out of 10, Exceptional, (3)
"Compact property, great facility, wonderful hosts. Undercover parking. Perfect for our needs over our week long stay!"
Australia
Jeannine H.
The price is HK$1,303
HK$1,720 total
includes taxes & fees
5 Jan - 6 Jan 2026
Stay and Relax 1 - Promotion snacks on arrival
Exterior
Luxurious, Cosy & Relaxed Apartment with Spa

Luxurious, Cosy & Relaxed Apartment with Spa

Luxurious, Cosy & Relaxed Apartment with Spa
Robertson
9.2 out of 10, Wonderful, (20)
"Presentation and location of the property was ideal. Host Ben responded promptly and was helpful."
Australia
Robert T.
The price is HK$1,564
HK$2,137 total
includes taxes & fees
6 Jan - 7 Jan 2026
Luxurious, Cosy & Relaxed Apartment with Spa
Outdoor dining
Beautiful 2-bedroom garden cottage in Bowral. Family friendly!

Beautiful 2-bedroom garden cottage in Bowral. Family friendly!

Beautiful 2-bedroom garden cottage in Bowral. Family friendly!
Bowral
10.0 out of 10, Exceptional, (1)
"The place was new, clean, functional and comfortable. Our dog loves the big back garden. We would highly recommend this place! "
United States
Carrie K.
The price is HK$1,694
HK$3,274 total
includes taxes & fees
6 Jan - 7 Jan 2026
Beautiful 2-bedroom garden cottage in Bowral. Family friendly!
Property grounds
Highland Heart Cottage, Newly Renovated, Spacious & Family Friendly

Highland Heart Cottage, Newly Renovated, Spacious & Family Friendly

Highland Heart Cottage, Newly Renovated, Spacious & Family Friendly
2.0 star property
Bowral
Highland Heart Cottage, Newly Renovated, Spacious & Family Friendly
Fridge, dishwasher, coffee/tea maker, cookware/dishes/utensils
The Artemis Cottage - Romantic Couples Retreat

The Artemis Cottage - Romantic Couples Retreat

The Artemis Cottage - Romantic Couples Retreat
Woodlands
9.0 out of 10, Wonderful, (2)
"Relaxing, private and loved loved loved the fire and shower 🚿 😍"
Australia
Bec M.
The price is HK$4,322
HK$4,322 total
includes taxes & fees
7 Jan - 8 Jan 2026
The Artemis Cottage - Romantic Couples Retreat
Dining
Violet's cottage

Violet's cottage

Violet's cottage
2.0 star property
Bowral
The price is HK$2,164
HK$2,389 total
includes taxes & fees
4 Jan - 5 Jan 2026
Violet's cottage
5 bedrooms, iron/ironing board, travel cot, free WiFi
Lauretana House & Cottage -Grand Homestead w/ Multiple Entertaining Areas, Pool, Moments from Bowral

Lauretana House & Cottage -Grand Homestead w/ Multiple Entertaining Areas, Pool, Moments from Bowral

Lauretana House & Cottage -Grand Homestead w/ Multiple Entertaining Areas, Pool, Moments from Bowral
Burradoo
9.6 out of 10, Exceptional, (4)
"The house was fabulous, very close to everything in the highlands and space for all three families.The teenagers slept in the cottage and loved it, we had lots of space in the main house to be together and we particularly loved to the fire Getaways where all easy to contact and answer my questions "
Australia
Soohie C.
The price is HK$6,787
HK$10,619 total
includes taxes & fees
9 Jan - 10 Jan 2026
Lauretana House & Cottage -Grand Homestead w/ Multiple Entertaining Areas, Pool, Moments from Bowral
Exterior
Burradoo Loft with king size bed. Close to Southern Highlands wineries.

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

Burradoo Loft with king size bed. Close to Southern Highlands wineries.
Burradoo
10.0 out of 10, Exceptional, (3)
"Highly recommended,few minutes drive into Bowral,and presentation warm and inviting."
Australia
Stephen F.
The price is HK$1,200
HK$1,372 total
includes taxes & fees
23 Jan - 24 Jan 2026
Burradoo Loft with king size bed. Close to Southern Highlands wineries.
Outdoor dining
Family, Pet & EV Friendly Home in Bowral Centre

Family, Pet & EV Friendly Home in Bowral Centre

Family, Pet & EV Friendly Home in Bowral Centre
Bowral
10.0 out of 10, Exceptional, (16)
"We all really enjoyed our day, the listing was very accurate and Ian was fantastic"
Australia
Jess d.
The price is HK$1,955
HK$3,253 total
includes taxes & fees
15 Jan - 16 Jan 2026
Family, Pet & EV Friendly Home in Bowral Centre
Private kitchen
Stylish Tiny Home with Fire Pit - Central Moss Vale

Stylish Tiny Home with Fire Pit - Central Moss Vale

Stylish Tiny Home with Fire Pit - Central Moss Vale
Moss Vale
8.0 out of 10, Very good, (1)
The price is HK$1,507
HK$1,819 total
includes taxes & fees
29 Dec - 30 Dec
Stylish Tiny Home with Fire Pit - Central Moss Vale
4 bedrooms, in-room safe, desk, blackout curtains
Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!

Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!

Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!
Bundanoon
9.6 out of 10, Exceptional, (10)
"Overall experience is excellent Property is spacious Artistically well Family friendly and comfortable Beautiful out scenerioPricy but worth it Recommend to other people to at least get there for at least a day to experience nature beauty "
United States
Karuna K.
The price is HK$4,223
HK$4,822 total
includes taxes & fees
4 Jan - 5 Jan 2026
Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!
Exterior detail
Pet-Friendly Highlands Home with Fireplace

Pet-Friendly Highlands Home with Fireplace

Pet-Friendly Highlands Home with Fireplace
Bundanoon
10.0 out of 10, Exceptional, (1)
"Lovely bathrooms, a great wood heater all round very comfortable."
Australia
Kel S.
The price is HK$1,772
HK$3,665 total
includes taxes & fees
19 Jan - 20 Jan 2026
Pet-Friendly Highlands Home with Fireplace
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 Medway Hotel Reviews

Peppers Manor House

Peppers Manor House

10/10 Excellent
"Cleanliness, layout, staff even the breakfast… "
Simon 1-night trip
Posted 4 days ago
Peppers Manor House

Find out more about Medway

Search for holiday rentals in Medway on Expedia! You can easily find your home rentals, villas, holiday apartments in Medway using one of the methods below:

  • View our selection of featured holiday rentals in Medway
  • Use the map to find apartments and other holiday homes in the Medway neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Medway while they last

Look no further and take a look at our great range of rental properties in Medway!

Frequently asked questions

Can I find a holiday rental in Medway?

Yes, there are holiday rentals close to the most popular sights in Medway, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Medway has to offer?

Luxury Heritage Cottage In The Heart Of Town: This holiday home rental outside of Medway is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Medway?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Medway stay.

What can I see and do in Medway?

While exploring the area, visit family-friendly sights like Bendooley Estate Book Barn, or get outside and enjoy nature at Glow Worm Glen. In the wider area, you’ll find Berrima Gaol and Harper's Mansion.

What are holiday rentals like in Medway?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Medway. Holiday rentals offer extras like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for families.