Holiday houses in Pakenham Upper

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Top-rated holiday rentals in Pakenham Upper

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Top Guest favourite
Home in Pakenham
4.91 out of 5 average rating, 112 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.

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, 279 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.

Guest favourite
A charming shipping container rests among tall eucalyptus trees, featuring a spacious wooden deck with multiple seating areas. The serene outdoor environment is complemented by natural landscaping and steps leading towards the container’s entrance, inviting guests to explore the peaceful surroundings.
Tiny home in Clematis
4.91 out of 5 average rating, 387 reviews

Tiny Home Farm Stay Converted Cosy Container

Have your own unique tiny home experience in this converted shipping container with large decking and outdoor area 2 night min stay weekends (Fri to Sun) Available 7 days a week Located in the foothills of the Dandenong ranges, close to many tourist attractions including Puffing Billy The site is shared with the owners dwelling, but you will still get the spacious feel as the 2 dwellings are set far apart Nestled on a 6.5 acre farm that houses an array of friendly farm animals No Children Policy

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
4.98 out of 5 average rating, 201 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.

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
4.99 out of 5 average rating, 392 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.

Top Guest favourite
The exterior of the modern cabin features corrugated black siding and a covered porch area. An outdoor bathtub sits elegantly on the porch, alongside a small table. Soft lighting illuminates the space, framed by surrounding trees and natural foliage.
Tiny home in Emerald
4.93 out of 5 average rating, 303 reviews

The Cabin farm stay in Emerald Alkira Glamping

OUTDOOR BATH BLISS! Dreaming of the perfect weekend escape? This stunning, modern cabin (ranked #2 on Airbnb’s most wish-listed stays!) is the kind of place that steals your heart the moment you arrive. Sink into your outdoor bath under the stars, surrounded by mountain air and serenity. With stylish interiors, a fully equipped outdoor kitchen, a separate shower and bathroom area, and friendly animals, it’s the ultimate cozy retreat, just an hour from Melbourne CBD. An unforgettable getaway!

Top Guest favourite
Guest suite in Ferntree Gully
4.91 out of 5 average rating, 151 reviews

One bedroom studio apartment in Ferntree Gully

This cosy self contained apartment is located just 5 minutes by car from the iconic 1000 stairs and just a 15 minute walk to ferntree gully train station. New listing with tv, heating and wifi. On street parking. Please note unfortunately we couldn't get more ceiling clearance when we renovated so if you are over 195cms tall this might not be the ideal place for you. Even without ceiling fans! Secure digital door lock with new code generated for each new guest for peace of mind.

Top Guest favourite
The living room features a classic fireplace surrounded by a stylish mantle and is warmed by a glowing fire. Large windows offer views of the garden, while plants adorn the space. Comfortable seating is complemented by a wooden coffee table and decorative rug.
Cottage in The Patch
4.94 out of 5 average rating, 122 reviews

The Artisan’s Cottage The Patch, Dandenong Ranges

Situated in the beautiful Dandenong Ranges, a one hour drive from Melbourne's CBD, The Artisan’s Cottage is a truly unique place to unwind. Set in almost one acre of rambling gardens, the cottage features a spacious bedroom with a queen sized bed, a beautifully appointed ensuite, a large living/dining room warmed by a wood fire and a well equipped kitchenette. The Artisan's Cottage is home to Penny Olive Sourdough bakery and Tiny Block Wine, run by your hosts Penny and Andrew.

Top Guest favourite
A spacious lawn area is surrounded by mature trees, including a large tree in the foreground. White outdoor chairs are arranged under the trees, while a wooden bench sits in the grassy area. The main building is visible, featuring large windows and a covered porch.
Place to stay in Harkaway
4.94 out of 5 average rating, 158 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.

Guest favourite
An outdoor fire pit is surrounded by wooden seating, situated on a gravel surface. Soft sunlight filters through surrounding trees, creating a serene atmosphere in the cottage's backyard. The nearby structure features a wooden exterior, complementing the natural surroundings.
Home in Guys Hill
4.93 out of 5 average rating, 148 reviews

The Poplars Farm Stay

Escape the city's hustle and bustle and unwind among wildlife and magnificent rural scenery. The Poplars is a beautifully restored 1930s pioneers’ cottage, set on a private farm with acres of serene gardens, towering Manna Gums, and abundant wildlife! From the moment you arrive, let your holiday begin effortlessly with one of our locally curated hampers—designed to help you settle in quickly, indulge in a gourmet breakfast, or celebrate a special occasion in style!

Top Guest favourite
Barn in Gembrook
4.95 out of 5 average rating, 113 reviews

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.

Guest favourite
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
4.92 out of 5 average rating, 192 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.

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