Vacation rentals in Pakenham Upper

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Pakenham Upper

Guests agree: these stays are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
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
4.92 out of 5 average rating, 118 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 favorite
Cottage in Cockatoo
4.91 out of 5 average rating, 133 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 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, 281 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.

Superhost
A wooden deck features a long table with seating, illuminated by string lights above. Views of surrounding trees provide a natural backdrop, while a cozy sleeping area can be seen through glass doors, enhancing the connection between indoor and outdoor spaces.
Tiny home in Gruyere
4.92 out of 5 average rating, 305 reviews

Wanderlust - I want something just like this

When you yearn for seclusion hidden away amidst nature, be lead down a path where at first you can barely see anything. Come further and the wonders start to reveal themselves. With each step you’ll leave the world further behind, a smile will brake out, and the peace that is wanderlust will consume you. Then you’ll reach your sanctuary, private, secluded, immersed in the sounds of nature and surrounded by jaw dropping views. It’s then you’ll say to yourself - I want something just like this.

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, 398 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 favorite
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 Kallista
4.93 out of 5 average rating, 307 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!

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
4.91 out of 5 average rating, 122 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 favorite
The entrance of Sunrise Cottage is framed by vibrant white flowers and lush greenery. Potted plants and a decorative urn are positioned near the doorway, while a cozy seating area is visible through the window, inviting leisurely moments in a tranquil setting.
Cottage in Kallista
4.92 out of 5 average rating, 347 reviews

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 photoshoots but not in the Cottage.

Guest favorite
A modern tiny house is positioned on a grassy area, surrounded by trees. The structure features large windows, with warm lights glowing from within. A spacious deck extends from the house, equipped with outdoor seating and a table. A fire pit sits nearby, adding to the outdoor appeal.
Tiny home in Three Bridges
4.94 out of 5 average rating, 129 reviews

Wombat Rest Tiny House

Welcome to Wombat Rest, a cosy off-grid tiny house nestled on an acre block in a quiet residential street of the Yarra Valley. Located 15 minutes from Warburton, this little gem is the perfect spot for retreating to the peace of the bush, only a short drive from beautiful Yarra Valley wineries. Our guests love relaxing in the hammock on the deck, listening to the birdsong, and snuggling up around an open fire. We can’t wait to welcome you to our forest retreat!

Top guest favorite
An exterior view of the cottage displays a vibrant yellow door framed by a cozy seating area featuring a small round table and two chairs. Potted plants provide greenery, while a wooden deck adds texture to the entrance. Soft light glows through the nearby window.
Guesthouse in Emerald
4.98 out of 5 average rating, 102 reviews

Clematis View Cottage

Take it easy at this unique and tranquil getaway. Clematis View Cottage is detached studio/apartment within the grounds of an old Dandenongs farmhouse set on over an acre of botanical gardens. The Paradise Valley Hotel offers great dining, a 5 minute walk from the studio and views to Port Phillip Bay at sunset offer a perfect end to your day. Clematis View Cottage is a wonderful base for popular tourist destinations in The Dandenongs or Yarra Valley

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
4.92 out of 5 average rating, 193 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
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
4.9 out of 5 average rating, 123 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 vacation rentals

  1. Airbnb
  2. Australia
  3. Victoria
  4. Shire of Cardinia
  5. Pakenham Upper