
Guest house holiday rentals in Southern Highlands
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Top-rated guest house rentals in Southern Highlands
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Family-friendly guest house rentals

Sydney waterfront boatshed
A scenic, somewhat unique place to stay right on the Georges River. We really enjoyed our stay. Great value for money.

BEACH PARADISE heart of Jervis Bay!
My partner and I loved our stay. The location was fantastic! 5min walk to the beach (and a coffee truck) and ~20min walk along a scenic ocean walking trail directly to the Husskison Shops. The studio was spacious and had a unique charm that made it feel very homey. Would stay again :)

Fire @ Ethel & Ode's
Amazing view. Peaceful neighbourhood. Highly recommended.

woodland retreat - guest studio
It was thoughtful, personal hosted accommodation. Fiona was flexible and made allowances for personal circumstances.

Private studio in native garden, close to beach.
Perfect place for a couple to stay. It is close to bike paths along the coast, dog friendly beach, coffee shops, ovals and playgrounds. Accomodation was small and simple but just what we needed as we spent most of our time outside exploring. The garden is beautiful and secure and shared with the home owner. We would happily stay here again.

Suburban Bush Retreat Guest House
We had a lovely time at Rod and Lynsey’s place. All of the needs for young families was very well thought out from night lights to access to a huge trampoline and simple things like washing machine detergent and milk for breakfast after a late night arrival. They also offered tips to travel more easily into Sydney city and there bar area was a fun and relaxing retreat for parents. Thanks very much, we look forward to visiting at the same time next year!

Waterfront on Botany Bay.
Had a lovely time. Host was very friendly and the fish and chips are amazing here! Thank you :)

Alfred Studio
Staying at Alfred Studio with Jane and Gavin as our hosts was an amazing experience. A lovely secluded and private little studio which was a 5-10mins drive to everything. We found it to be a great little hub to base out of for our daily excursions to Berrima, Bowral etc. The amenities were fantastic, clean and just all in all a great place to stay. We enjoyed feeding some Cockatoos as well in the lovely backyard. The only negative we had was some trouble connecting to the wifi but this in no way was a deal breaker to us or should be to anyone. 10/10 place to stay and great communication from Jane and Gavin. We will definitely be back, and recommend this property to all. Thanks again for your hospitality :)
Guest house rentals with a patio

Bulli Beach Getaway.
We loved our overnight stay here. The place was sparkling clean, very close to the beach and located in a quiet pleasant area. lots of natural light and homey finishes. Recommended to anyone looking for an easy South Coast getaway

Little Lake Sands - Pet Friendly.
Teresa is a fabulous host. The extra touches are truly thoughtful and made us and our dog feel very welcome.

Seabreeze Studio (Private Hot Tub / Water Views)
Great place to stay and in such a nice location. Hot tub was fantastic!

Coull Cottage 2-bedroom guesthouse in Picton CBD
Wonderful Stay – Clean, Cosy, and Family-Friendly We loved our stay here! The house was impeccably clean and felt instantly welcoming. The beds were super comfy, with electric blankets and flannel sheets that made for a cosy night’s sleep. The bathroom was fully stocked with everything you could need – just bring your toothbrush and toothpaste. The pantry was well supplied with all the staples, which made settling in easy. It’s just a short walk to the main street for a great coffee or bite to eat, and the tree swing in the yard was a highlight for the kids. A perfect spot for a weekend away – we’ll definitely be back

Chic Artist Studio in the Beautiful Bowral.
We loved staying at Adrian's place. It was beautifully set up and an easy walk into Bowral.

Modern Studio with Outdoor Bath and Cabin Sauna
We had a lovely stay here. The outdoor bath and sauna were a great feature, especially on a cold Winter’s night. The place was decorated tastefully and Timothy was extremely helpful and responsive.

Private 2 Bedroom Cottage
Great little place to stay and very reasonably priced if you're in Bowral. Great for a couple or a small family away for a few days. Nice and private from the main house around the back and easy access into Bowral just a km or so down the road. All ammenities you need, comfy bed and spotless bathroom.

Modern chic studio in the escarpment of Keiraville
Very cosy, private and comfortable place. beautiful surrounding views and great host :)
Guest house rentals with a washing machine and dryer

Wollongong Studio 10mins walk to Hospital, Parking
Such a lovely stay at Pauline’s guest house. Perfect spot for a weekend away in Wollongong, very local, peaceful and easy to get around. Thank you for having us!

Cottage at Number 20 - Only minutes to Bowral
Joan's unit is just less than 5 minutes drive from the main area. Upon entering the unit for the first time, it felt very cozy and the cleanliness was immaculate. Given that it is the cold season, Joan helped to warm the unit prior to our check-in. Will definitely recommend this unit to anyone visiting Bowral.

Self Contained Cottage in Bowral with Fireplace
Thanks Debbie for a lovely two night stay at Tucked Away. The cottage is beautiful and felt like home away from home. Thank you for the additional special touches that made our stay more comfortable such as the breakfast provisions and the local recommendations. Can’t wait to visit again soon!

Contemporary Rural Luxury in Lush Garden
We booked this stay very last-minute after a bad experience elsewhere, and it ended up being such a lovely surprise! The host was lovely and greeted us upon arrival, running us through everything we needed to know about the property. The house was incredibly warm and cozy despite the freezing weather outside, and the modern facilities made everything so comfortable and easy. I usually get homesick when away, but this place honestly felt like home. The shower was amazing, the whole space was spotless and beautifully set up, and it had absolutely everything we needed—even thoughtful little snacks, which were a lifesaver with our toddler in tow. We also adored Pickle and Lily, the sweetest, friendliest dogs and the grounds were picturesque. We all had a great night’s sleep and left feeling rested and grateful. Highly recommend!

Modern 1Bdr Cottage - Walk to Beach
We stayed here for 5 days and would highly recommend. It is located just a stones throw from the beach, and has great public transport routes to get to the CBD. Jenny was a very responsive and informative host and the whole check in/out process was easy. The place was clean and just like the photos!

Jones Beach Bungalow
Great little place, kiama downs is very relaxing and Liz was very accomodating (got us a trundle bed)

Longreach Riverside Retreat Cottage
Thank you Maree.. we had a wonderful time and great experience. With lot of open spaces , pet friendly arrangements and friendly in house pets.. Our 2 year old labrador felt equally welcome and had an excellent time too.. We would love to come back and highly recommend to anyone who would like to spend some peaceful , yet entraining time in bush-lands.

Gorgeous Villa Starbright @Berry Showground
Lise is an excellent host! The place was wonderful and had everything we needed, including little odds and ends you wouldn't always think about! It was super clean, whilst also being cosy and intimate, which made for a very relaxing stay. We would definitely stay here again for our next trip back down to Berry!
Destinations to explore
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- Rentals with breakfast Southern Highlands
- Family-friendly rentals Southern Highlands
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- Rentals with a patio Southern Highlands
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- Wollongong Beach
- Hyams Beach
- Werri Beach
- South Beach
- Bulli Beach
- Austinmer Beach
- Coledale Beach
- Warilla Beach
- Wombarra Beach
- Windang Beach
- Bombo Beach
- Minnamurra Beach
- Easts Beach
- Sea Cliff Bridge
- The Boneyard Beach
- Jones Beach
- Towradgi Beach
- Bowral Golf Club
- Red Sands beach
- Corrimal Beach
- Scarborough Beach
- Jamberoo Action Park
- Kiama Surf Beach
- Cherry Tree Hill Wines