Holiday Homes in Medway

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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Holiday Homes in Medway

Cosy country stay in beautiful Berrima.
Property grounds

Cosy country stay in beautiful Berrima.

9.8 out of 10, Exceptional, (9)
Cosy country stay in beautiful Berrima.
Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST
Fridge, microwave, oven, stovetop

Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST

8.6 out of 10, Excellent, (107)
"We had a wonderful stay in this beautiful home! Very central to town centre walking distance to everything! Would definitely recommend this place!"
Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST
Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!
Smart TV, fireplace, computer monitors

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

9.8 out of 10, Exceptional, (6)
"We loved our stay at the Jean House. The house is very spacious and the games room is amazing. Host was very responsive."
The price is AU$794
includes taxes & fees
24 July - 25 July
Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!
Iona Park, Moss Vale, Southern Highlands
Fridge, microwave, oven, stovetop

Iona Park, Moss Vale, Southern Highlands

9.0 out of 10, Wonderful, (2)
"We had a large group of friends staying at Iona Park for a reunion and we were all absolutely blown away. From the moment you arrive, the facilities are jaw dropping. Both the inside, especially the pool room and library, and outside (double tennis court!) were stunning. The kitchen was well stocked and plenty big enough to accommodate all of us. The check-in process was very smooth and the hosts were a pleasure to deal with. I can’t recommend this stay highly enough!"
Iona Park, Moss Vale, Southern Highlands
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima
Interior

Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima

9.6 out of 10, Exceptional, (62)
"Lovely spot great accommodation and very dog friendly! Will be visiting again!"
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima
Greenview Bowral Southern Highlands
Interior

Greenview Bowral Southern Highlands

10.0 out of 10, Exceptional, (91)
"The entire process from booking to the actual stay was seamless. There was plenty of room for our 20 guests, the hosts have thought of everything and the property manager was excellent. It made our wedding weekend fabulous!"
Greenview Bowral Southern Highlands
The Nook – Stay 3, Pay 2!
Smart TV, fireplace, streaming services

The Nook – Stay 3, Pay 2!

8.8 out of 10, Excellent, (15)
"Great relaxing week away with family"
The price is AU$629
includes taxes & fees
19 Aug - 20 Aug
The Nook – Stay 3, Pay 2!
The Stables ~ Peace, Tranquility, Nature, Horses.
Terrace/patio

The Stables ~ Peace, Tranquility, Nature, Horses.

9.4 out of 10, Exceptional, (14)
"Was a very clean safe and unique stay with interactions with farm animals contributed to the occasion. Loved the fire."
The Stables ~ Peace, Tranquility, Nature, Horses.
Sherwood Park - A rural atmosphere in town / set on 2 acres
Property grounds

Sherwood Park - A rural atmosphere in town / set on 2 acres

9.4 out of 10, Exceptional, (182)
"This was our second stay at Sherwood House and it was great for our family. Highly recommend."
Sherwood Park - A rural atmosphere in town / set on 2 acres
Belle in Bowral - walk to town
Outdoor dining

Belle in Bowral - walk to town

9.8 out of 10, Exceptional, (54)
"Great location. Perfect accommodation for a Centennial Vineyard concert short stay."
The price is AU$423
includes taxes & fees
28 July - 29 July
Belle in Bowral - walk to town
York Cottage. A Country Retreat, Close to Bowral
Property grounds

York Cottage. A Country Retreat, Close to Bowral

8.4 out of 10, Very good, (15)
"Wonderful weekend in a historical home. Thank yoi"
York Cottage. A Country Retreat, Close to Bowral
Misty Pond – picturesque rural getaway
Property grounds

Misty Pond – picturesque rural getaway

The price is AU$1,735
includes taxes & fees
24 July - 25 July
Misty Pond – picturesque rural getaway
Expansive Hamptons home on acreage, with pool, spa, gym, tennis court & views.
Outdoor pool, a heated pool

Expansive Hamptons home on acreage, with pool, spa, gym, tennis court & views.

10.0 out of 10, Exceptional, (35)
"Stunning house, could not have imagined a more perfect place to spend a great time with friends. "
Expansive Hamptons home on acreage, with pool, spa, gym, tennis court & views.
Welcome to Hollyday! 1920s Californian Bungalow in the heart of beautiful Bowral
Dining

Welcome to Hollyday! 1920s Californian Bungalow in the heart of beautiful Bowral

10.0 out of 10, Exceptional, (1)
"I can't find fault with Hollyday. Beautifully appointed. Immaculately clean. Very warm on a cold weekend. This property had everything we needed to enjoy and relax during our stay while being conveniently located. There was a glitch soon after we arrived, but this was dealt with quickly by the hosts while maintaining communication with us. We'd love to return one day."
Welcome to Hollyday! 1920s Californian Bungalow in the heart of beautiful Bowral
Highlands Escape Moss Vale
Outdoor dining

Highlands Escape Moss Vale

9.4 out of 10, Exceptional, (39)
"Great property, Justin and Andrew very Friendly and the most comfortable bed we have ever slept in! "
Highlands Escape Moss Vale
Saint Eloi - le jardin
Property grounds

Saint Eloi - le jardin

9.6 out of 10, Exceptional, (5)
"Thanks Shelly we had a lovely “Mums” weekend away. Your home is gorgeous and a perfect fit our group of 6! "
Saint Eloi - le jardin
Villa Luita – luxurious country retreat with an incredible pool house
Terrace/patio

Villa Luita – luxurious country retreat with an incredible pool house

10.0 out of 10, Exceptional, (3)
"The property was exactly as advertised, so spacious and comfortable. Great for a weekend getaway and so close to the town centre.When the property manager was contacted they responded promptly.The only downside was no reception available for any of us and the wifi was down.Other than that was a fantastic getaway and would definitely stay at this property again."
Villa Luita – luxurious country retreat with an incredible pool house
"Escape to The Corner Cottage: A Charming Hamptons-inspired Haven
4 bedrooms, iron/ironing board, WiFi, bed sheets

"Escape to The Corner Cottage: A Charming Hamptons-inspired Haven

8.8 out of 10, Excellent, (3)
"Beautiful house very warm and welcoming everything you need was there, close to all amenities I would recommend and stay again "
"Escape to The Corner Cottage: A Charming Hamptons-inspired Haven
Lake David Luxury Lakehouse-"Winter Special" stay 2 nights get 3rd Night 50% Off
Outdoor dining

Lake David Luxury Lakehouse-"Winter Special" stay 2 nights get 3rd Night 50% Off

9.8 out of 10, Exceptional, (18)
"The property is absolutely beautiful and has everything you need for your stay. It was so hard to find a place that would work for a large group of adults as most places that fit this many people rely on bunk beds or multiple beds in a room, but this place was perfect. "
Lake David Luxury Lakehouse-"Winter Special" stay 2 nights get 3rd Night 50% Off
Secret Garden – Stay 3, Pay 2!
Dining

Secret Garden – Stay 3, Pay 2!

The price is AU$2,764
includes taxes & fees
28 July - 29 July
Secret Garden – Stay 3, Pay 2!
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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