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.

1 of 1 pages1 / 1

Top guest favorite

Cottage in Cockatoo

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.

4.92 out of 5 average rating, 154 reviews

Guest favorite

A bright and inviting bedroom is visible through a window, featuring a white bed adorned with floral bedding. A bedside table with a lamp is positioned beside the bed, and a chest of drawers with decorative items can be seen. Soft curtains frame the window, enhancing the cozy atmosphere.

Apartment in The Patch

Charming pioneer cottage

* Pioneer cottage: nestled in sunny valley of the Dandenong Ranges. * Home-baked morning/ avo tea by open fire or in garden * Private wing * 2 bedrooms, dining room, sitting room, verandah * Piano * Sherbrooke forest and heritage Patch Post Office cafe - a walk away * Historic village, Kallista: 4 min drive * Local tourist spots: Puffing Billy, Treetops Adventures, wedding venues, wineries, tourist villages, cafes and craft shops within a ten minute drive. * Popular for cyclists/bush walkers

4.81 out of 5 average rating, 368 reviews

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

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.

4.99 out of 5 average rating, 437 reviews

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

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.

4.97 out of 5 average rating, 246 reviews

Top 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

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.

4.96 out of 5 average rating, 471 reviews

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

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.

4.92 out of 5 average rating, 369 reviews

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 Berwick

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!

4.93 out of 5 average rating, 155 reviews

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

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.

4.92 out of 5 average rating, 157 reviews

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

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.

4.92 out of 5 average rating, 205 reviews

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

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.

4.91 out of 5 average rating, 127 reviews

Superhost

A cozy seating area is featured beside large glass windows, allowing natural light to filter in. A plush, green couch is adorned with decorative cushions and a small coffee table with intricate detailing is positioned in front, while lush greenery is seen outside.

Cottage in Emerald

Tranquil Dandenong Ranges Escape -Violet's Cottage

Violet's Cottage in Emerald offers an intimate getaway in the heart of Dandenong Ranges. Set among towering trees and rich natural beauty, our secluded retreat ensures absolute tranquility. Here, the city's chaos fades away, replaced by melodic birdsong and captivating woodland explorations. Experience peace, reconnection with nature, and a much-needed pause in your bustling routine. Secure your rejuvenating escape today!

4.83 out of 5 average rating, 244 reviews

Top guest favorite

A charming bungalow is situated in the background, surrounded by a garden of vibrant lavender flowers. The bungalow features a porch with seating and is complemented by greenery, creating a peaceful retreat in nature.

Cottage in Gembrook

BB's Bungalow

Nestled in the hills where cows roam, trees soar and birds are plentiful. Forget your worries in beautiful, relaxing Gembrook. Escape and recharge at BB's Bungalow for the weekend or longer. Close to wineries, fields, berry farms and the Puffing Billy Railway. Only 2km to the township of Gembrook which is walkable but best travelled to by car.

4.92 out of 5 average rating, 114 reviews