Holiday houses in Pakenham

Writer's Block is a peaceful and romantic retreat

Writer’s Block retreat is the perfect romantic getaway for couples and creatives. It was selected as 1 of 11 finalists in the 2022 Airbnb Best Nature Stay for Aus & NZ. Set on 27 acres and surrounded by gums and chestnut trees, this private rural retreat is within a 10-minute drive to cafes, restaurants, shops, picturesque walks and the famous Puffing Billy. The Yarra Valley is only a 30-min drive to local wineries & markets. Fully functional kitchen & laundry. With a spectacular outdoor bath.

The loft, Villa Maria Circa 1890 Eco Friendly

Villa Maria Beaconsfield Circa 1890 This charming old homestead and country chapel, 100 metres from the Old Princess Hwy (train station 13 min walk, Monash Fwy close by) is ideally located on the gateway to Gippsland. This open aired apartment is craftsman built, detailed and has architectural shaped ceilings. A beautiful relaxing space, which has its own parking, private entry foyer and is locked separately form the main house. Situated on a rise, in a quiet court with open undulating views.

Tantilize: Luxury Romantic Retreat

Snuggle up in luxury! At Tantilize we go over and above to help you spoil your someone special. Tantilize caters for wedding nights, birthdays, anniversaries, and other special occasions. Whether you are just enjoying pampering time together, or granting your loved one a memorable gift stay for 1 or more nights, Tantilize will not disappoint! We regularly receive compliments on our special touches and attention to detail to make sure your stay is an experience you will both never forget.

Spacious modern family home

Newly built modern cosy home facing beautiful hills in the distance, in a location close to all amenities & venues in Pakenham such as the Lois Maghanoy Centre for Performing Arts, Cardinia Cultural Centre. You'll enjoy the natural beauty on your walk passing creeks & parks to the sound of birds in the surrounding area. Your family will enjoy the light-filled open-planned dining and living area with a large 65” TV, games to play and a kitchen with utensils & a coffee machine/milk frother.

'The Sett'. Your private luxury mountain retreat.

The Sett. Finalist for Airbnb’s Best New Host 2025 award, The Sett is a private couples’ retreat in the Dandenong Ranges. Enjoy your own private entrance, a cosy gas fire, a luxury bathroom with botanical Salus soap and body cream, and a welcoming space with large windows that frame the forest surrounds. Thoughtful touches make every stay special. To keep the retreat fresh, The Sett does not include full cooking facilities. A kettle, coffee machine, toaster and airfryer are provided.

Resort Experience: Pool, BBQ, Fireplace, Games

BEST VACATION EXPERIENCE – ALL YEAR ROUND Welcome to your perfect family and friends escape! This cozy, resort-style home offers a warm living space with a fireplace, large entertainment room with games and karaoke, a beautiful pool and a BBQ. The fully equipped kitchen, sleeping space for 8, and thoughtful family-friendly touches make it ideal for any group. Close to shops and trails—perfect for adventure or relaxation. Enjoy pool days, BBQ nights, and cozy memories together!

Sunrise Cottage (at Mont du Soleil Estate)

Sunrise Cottage part of the 'Mont du Soleil' Estate, located in Emerald on 40 acres, in the heart of the beautiful Dandenongs. A truly unique property inspired by the buildings & grounds of Provence & Tuscany. You’ll love the unique design & ambience of the property, the stunning views, peace and tranquility; yet less than an hour by car from Melbourne CBD. Featured on Neighbours Xmas special December 2024. Note: We host photo shoots on the property but NOT in the Cottage.

Barn with free Breakfast

Nestled on 10 acres in Gembrook, this private barn is spacious & exudes rustic charm. Within an hour's drive of Melbourne, you'll stay amongst gums where the birdsong is often the only sounds you'll hear. Native wildlife is abundant and often passing through. The township of Gembrook is only a 5 minute drive & boasts fine dining at the Independent, cafes, and more. Puffing Billy is a regular visitor to the railway station. Free cooked breakfast inc in your stay.

Ground Floor of New, Modern, Clean, Unique, 2 Beds

Enjoy an unforgettable stay at our 2 bedroom space with private entrance at the backyard connected with the main house in Pakenham. Take in stunning hilltop views in our elevated home, beautiful sunsets and if you’re lucky, spot kangaroos at dusk. Perfect for a relaxing escape which is just an hour drive from the city. In your free time, explore the Mount Dandenong ranges just a short drive away or Gumbuya World for the kids!

Yarramunda Bed & Breakfast: Wagyu House

Wagyu House is a private and spacious one-bedroom home overlooking the scenic Yarra Ranges. Located a mere fifty minutes from Melbourne CBD, Wagyu House is your opportunity to unwind in luxurious executive accommodation… explore one of the world's premier wine-growing regions... indulge in local produce... and experience the unforgettable Yarra Valley. *Wedding parties, please view our terms and conditions below.

Precinct Cottage (Olinda - Old Police station)

Stay in the heart of Olinda Village at the Old (heritage) Olinda Police Station. From the moment you step into the Cottage grounds you are surrounded by history and the sights and sounds of nature. All local attractions are only moments away. You can retreat to the cottage to enjoy the luxury accommodation and facilities, experience the local village or explore the great surroundings on your door step.

Forest Retreat

On the doorstep of the Dandenong ranges, our 4 bedroom, 2 bathroom, newly renovated home comes with an outdoor shower, massage room, entertainment area and wood fire sauna amongst the trees. Enjoy forest therapy without a neighbour in sight for your holiday away. Follow us on IG @forestretreatupwey