Vacation rentals in Pakenham Upper

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Top-rated vacation rentals in Pakenham Upper

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Top guest favorite
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, 103 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 favorite
Cottage in Cockatoo
4.9 out of 5 average rating, 121 reviews

Laughing Kookaburra Cottage | surrounded by nature

Take a break and soak up the beauty of the Dandenong Ranges and Yarra Valley in our cosy cottage. With two queen bedrooms, a full kitchen and plenty of parking, it’s an easy place to unwind. Wander nearby forest trails, ride Puffing Billy, visit cellar doors or enjoy good local food and coffee. Or stay in, put on some music, and relax on the verandah while kookaburras, parrots, echidnas and wombats wander by. Right next door to Avalon Castle and an easy walk to Chae. Linen and towels provided.

Top guest favorite
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, 190 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 favorite
A bright loft living area features a comfortable gray sofa and a wooden coffee table. A decorative rug lies on the polished wooden floor. Two large windows allow natural light to fill the space, showcasing greenery outside. A TV is positioned on a dark wooden console.
Guesthouse in Emerald
4.94 out of 5 average rating, 130 reviews

Emerald Lake Loft, K Bed, Wellness Space & Massage

Emerald Lake Loft is a relaxing 1 bedroom (King Bed) guesthouse, 700m from Emerald Lake Park, Puffing Billy, cafes/restaurants & all stunning Emerald has to offer. We offer an onsite massage experience (extra) if interested by a qualified Remedial Massage Therapist and use of our Wellness Space (extra) inc. HotTub, Sauna, Outdoor Shower & Ice Bath. Once you book the space it won't be shared with anyone else. It's a kitchenette not a full kitchen, being a loft there's stairs to the guesthouse.

Top guest favorite
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, 377 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 favorite
A bright entrance leads into a spacious living area furnished with blue sofas. Natural light streams through a doorway into a bedroom area, where a soft bed with patterned bedding is visible. Light wooden flooring extends throughout the clean, modern space.
Apartment in Beaconsfield
4.96 out of 5 average rating, 426 reviews

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.

Top guest favorite
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, 151 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 favorite
A cozy outdoor seating area features two wooden chairs and a fire pit surrounded by gravel. The cottage's rustic exterior, composed of light green and pale wood siding, is visible in the background, framed by lush greenery and sunlight filtering through the trees.
Home in Guys Hill
4.92 out of 5 average rating, 143 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 favorite
A rustic doorway framed by natural stone greets visitors. A welcome mat is placed at the entrance, leading into a warm interior visible through the open door. Wooden chairs and a dining area are subtly hinted at inside, with natural light illuminating the space.
Barn in Gembrook
4.94 out of 5 average rating, 100 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. Breakfast is included in your stay.

Top guest favorite
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, 299 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.

Guest favorite
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, 188 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.

Top guest favorite
Cabin in Gembrook
5 out of 5 average rating, 282 reviews

Off-grid Cabin in the Woods Andersons Eco Retreat

Anderson’s Eco Retreat, Off grid Cabin in the Woods. A slow stay for adults only. Wrap yourself in nature! Towering trees, bird songs, the fresh forest breeze. Private & secluded. Take a dip in the spring fed swimming hole. Submerge into a deep soaking tub surrounded by windows & trees. Curl up in front of the warm crackling wood fire with your special someone. A peaceful sanctuary for those looking to detox from life for a while.

Popular amenities for Pakenham Upper vacation rentals

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