Holiday rentals in Pakenham Upper

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Top-rated holiday rentals in Pakenham Upper

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Top guest favourite
An entrance area features a warm decorative arrangement, including a wooden table adorned with blue and white porcelain vases and a floral display. Soft lighting highlights a colorful artwork on the wall above the table, while a staircase with ornate railing leads to the upper level.
Guest suite in Belgrave
4.92 out of 5 average rating, 404 reviews

Take in Valley Views from a Comfortable Guest Suite

Relax in comfort in this elegant, well-situated 1930’s home. Pour a glass of wine, light a fire, and enjoy the fresh air and surrounding forest setting from total privacy in the cosy living room before retiring to the spacious bedroom. Bottom floor of old hills house. Entire ground floor Available when needed. The home is located near Belgrave Township, close to the Puffing Billy railway and just a short drive from the gorgeous towns of Sassafras, Olinda, and Mt. Dandenong. A lovely English-style tavern with live music sits at the end of our quiet street. Killlik Rum distillery is also at the end of the street for food and cocktails. Parking out front on road (cul de sac) Bus stop on corner to access hills towns Belgrave station 10 minutes walk Steps up to the house. Two cats live on property (Buddy & Braveheart) but probably wont impact on guests unless they are cat lovers!

Top guest favourite
A spacious bed with crisp white linens is adorned with two decorative yellow cushions. Framed abstract art pieces hang above the headboard, while small potted plants and illuminated branches flank the bed, adding a gentle touch of warmth to the ambiance.
Home in Pakenham
4.9 out of 5 average rating, 100 reviews

Stylish unit with all the comforts of home

✨⭐️ Welcome to Pakenham ⭐️✨ Designed for families, friends, or small groups, our 2-bedroom unit offers all the comforts and conveniences of a real home, perfect for both short stays and extended visits. Nearby attractions include Gumbuya World (15 min) and Puffing Billy Railway (25 min) — ideal for family outings. You’ll also find the Mornington Peninsula, Yarra Valley, Phillip Island, and Melbourne CBD all within an hour’s drive — perfect for day trips if you need ideas to fill your calendar.

Guest favourite
A close-up of a kookaburra showcases its distinct features, including a large beak and soft, pale feathers. The image captures the bird's curious gaze, set against a blurred natural background that enhances its vibrant colors.
Cottage in Cockatoo
4.89 out of 5 average rating, 113 reviews

Laughing Kookaburra Cottage - surrounded by nature

Take a break, unwind and enjoy the beauty of the Dandenong Ranges and Yarra Valley. Well appointed home with ample parking, 2 queen size bedrooms, full kitchen, bluetooth stereo and DVD. Nearby to forest walks, the iconic Puffing Billy, cellar doors, restaurants and great coffee or simply relax on the large verandah and enjoy the serenity. Walk to Avalon Castle and Chae. Daily visits from resident kookaburras, king parrots and rosellas are sure to delight. As will our shy echidnas and wombats.

Top guest favourite
A spacious kitchen area is merged with a living space featuring high ceilings and large windows. A round dining table sits nearby, surrounded by wooden chairs. Comfortable seating areas with plush sofas and armchairs are arranged around a central rug, creating a welcoming atmosphere.
Religious building in Beaconsfield
4.97 out of 5 average rating, 261 reviews

The Chapel, 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 15 min walk, Monash Fwy close by) is ideally located on the gateway to Gippsland. This open aired chapel added to the main homestead 100 years ago, is attached to the main house. A beautiful relaxing space, which has its own private entry and is locked separately from the main house. Situated on a rise, in a quiet court with open garden views. Parking available.

Top guest favourite
A wooden deck features comfortable wicker seating with light-colored cushions, inviting relaxation. A small table complements the seating area, with a clay vase positioned in the foreground. Lush greenery surrounds the deck, providing serene mountain views extending to the distant landscape.
Cottage in Menzies Creek
4.99 out of 5 average rating, 176 reviews

Menzies Cottage

Menzies Cottage is an hour east of Melbourne & set high on a mountain-side in the beautiful Dandenong Ranges. Enjoy views out to the Wellington Road farmlands & Cardinia Reservoir. On a clear day you can see Arthur’s Seat, Port Phillip & Westernport Bays. Visit nearby Puffing Billy Steam Train, go bushwalking, feed the friendly farm animals or settle-in for a lazy afternoon before watching the sun set. The cottage is fully self contained & with your own private entrance, deck & enclosed garden.

Guest favourite
The exterior of the rustic barn presents a combination of weathered wood siding and a charming blue door. Planters decorate the entrance, and solar panels are visible on the roof. A wooden deck leads up to the entrance, surrounded by lush greenery.
Barn in Clematis
4.98 out of 5 average rating, 122 reviews

Rustic barn in the hills

Our rustic barn is the perfect place to stay while adventuring through the Mount Dandenong Ranges. After a long day of riding puffing billing or walking the many bush trails you’ll be met with a warm and inviting space that offers a full kitchen, large seating area in front of the fireplace, a large dining area, a deck surrounded by greenery and a characterful bathroom to warm up and refresh. The first bedroom is situated on a mezzanine level with the second small bedroom nestled underneath.

Top guest favourite
The retreat is nestled beneath a large tree, illuminated softly by outdoor lighting at dusk. The brick structure features large windows that allow warm light to emanate from within. Surrounding greenery and a stone pathway contribute to the serene outdoor environment.
Cottage in Macclesfield
5 out of 5 average rating, 364 reviews

Writer's Block is a peaceful and romantic retreat

Writer’s Block retreat is the perfect romantic getaway for couples or writers and artists. 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-minute scenic drive to local wineries and farmers' markets. Fully functional kitchen and laundry.

Guest favourite
A comfortable bedroom features a metal bed with light bedding and a decorative throw. A nightstand and lamp sit beside the bed. Natural light is provided by a large window with curtains, revealing views of greenery outside. An armchair adds to the inviting atmosphere.
Farm stay in Gembrook
4.94 out of 5 average rating, 129 reviews

Country Romance awaits- Emerald Unit

A hidden treasure only 60kms from Melbourne CBD. This unique setting above Shetland pony stables, is a 2 bedroom fully self contained unit and will suit couples and families. One bathroom with a spa bath & over head shower. Wood fire, aircon, TV, DVD, amd bluetooth speaker. Clean and comfortable with great views. Full breakfast provided for self catering in your own kitchen first night only Unwind, relax and There is no wifi here. Changes may occur to cost depended on the amount of beds n

Top guest favourite
A cozy suite is displayed featuring a queen size bed with a textured blanket. A sitting area includes two chairs beside a small round table, surrounded by warm-colored walls. The kitchenette is visible in the background, equipped with essential appliances and illuminated by natural light.
Place to stay in Harkaway
4.94 out of 5 average rating, 142 reviews

The Workshop @ Kilfera

Looking for a weekend getaway or simply a place to lay your head after a busy day of catching up with family and friends? Come and stay at the Workshop@Kilfera on the fringe of Melbourne. A fun, unique and quirky suite for two on a private property in beautiful Harkaway, only minutes from restaurants and tourist attractions. Enjoy the peaceful setting surrounded by gorgeous nature. Listen to the birds chirping and the rustling of wind through the 100 year old Cypress trees.

Top guest favourite
A dining area features a table with two modern chairs, positioned beside floor-to-ceiling glass windows that frame a lush green landscape. A vivid striped rug adds color to the space, while natural light fills the room, enhancing the connection to the outdoor scenery.
Guest suite in Belgrave
4.97 out of 5 average rating, 298 reviews

Gateway to the Hills® 1 Hr from Melb

This modern, light and spacious three-room apartment is close to Puffing Billy, Belgrave, Sherbrooke Forest, Dandenong Ranges National Park and local mountain bike trails. You’ll love it because of the unique house and views of natural bushland environment. We provide breakfast and many extra goodies that are located in the kitchenette for your convenience. Dietary needs are also catered for. Perfect for couples, solo adventurers, and business travellers.

Superhost
A full-size converted bus is parked on a grassy area, surrounded by native trees. The exterior features a faded blue and orange color scheme, with the words 'I BOUGHT A BUS' prominently displayed on the front. Bright sunlight illuminates the scene, contributing to a cheerful atmosphere.
Home in Pakenham Upper
4.91 out of 5 average rating, 185 reviews

Bus in Toomuc Valley

Full size Sydney yellow bus converted in style. A comfortable bed, with self contained kitchen, refrigerator, TV, couch, laundry, and. great for horse enthusiasts. Small paddock beside bus for your horse. Ride through to Chambers Reserve and the many horse trails. Enjoy farm life, complete with baby wombats to feed. Every cent of funds go to the wildlife Shelter. Peaceful bush surrounds, perfect for artists, nature lovers, and good old relaxing.

Guest favourite
A cozy tiny house is situated on a gentle hill, surrounded by lush greenery. The structure features a covered outdoor deck and large windows reflecting natural light. Nearby trees provide a serene backdrop, enhancing the sense of tranquility in the landscape.
Tiny home in Beaconsfield Upper
4.89 out of 5 average rating, 114 reviews

Escape to a Haven in the Hills

Jabulani Getaway is a beautiful Tiny House that is situated on a stunning equestrian property in the foothills of the Dandenong Ranges. Combining luxury and comfort this little oasis on the fringe of Melbourne offers the experience of connecting with nature while being only 10 minutes from restaurants and tourist attractions. Relax at sunset on the deck, overlooking our resident kangaroos, wallabies, and beautiful horses grazing peacefully.

Popular amenities for Pakenham Upper holiday rentals

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