Vacation rentals in Pakenham

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Top-rated vacation rentals in Pakenham

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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, 431 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
4.92 out of 5 average rating, 124 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, 290 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
The exterior of the tiny cabin is shown nestled within a green landscape, surrounded by trees. The cabin features a modern design with a combination of green and dark blue siding. Nearby, a stack of firewood is neatly arranged, and the rolling hills of the valley are visible in the background.
Tiny homes in Red Hill South
4.98 out of 5 average rating, 118 reviews

Cute tiny home inc outdoor bathing under the stars

Tiny in size but so much to love, our thoughtfully made off-grid cabin features panoramic winery valley views and unique personal touches making your stay extra special. Take it all in soaking in a warm bath on your own private deck, plus a Queen bed, you are surrounded by nature yet still walking distance to 3 award-winning wineries, a hatted restaurant feat. a wine list of "local stars, international pours and a local bracket of curious jewels". Close to beaches and wild coastal nature areas.

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
4.97 out of 5 average rating, 217 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.

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 homes in Gruyere
4.92 out of 5 average rating, 318 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 favourite
Cottage in Macclesfield
4.99 out of 5 average rating, 404 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 homes in Emerald
4.93 out of 5 average rating, 318 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 favourite
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, 132 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
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 Emerald
4.92 out of 5 average rating, 353 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 favourite
An off-grid tiny house is set against a backdrop of tall trees, with a wooden deck extending toward a grassy area. A fire pit is positioned nearby, surrounded by two chairs. Soft evening light highlights the exterior and landscape.
Tiny homes in Three Bridges
4.94 out of 5 average rating, 133 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 favourite
The Barn presents a modern white exterior with a spacious roof, complemented by large feature doors. Gentle hills and muted clouds form the backdrop, enhancing the rural landscape. Surrounding greenery and pathways add to the welcoming ambiance of the property.
Barn in Yering
4.98 out of 5 average rating, 272 reviews

The Barn Yarra Valley

Offering panoramic views of the Yarra Valley countryside, The Barn is set on 10 acres and surrounded by the ever changing mountain landscape. This is your place to relax and unwind in the heart of the Yarra Valley. The Barn is locally known as the ideal bridal preparation space for your wedding morning and accommodation. A perfect mix of large yet homely open plan living suitable for the getting ready venue before your Yarra Valley wedding.

Popular amenities for Pakenham vacation rentals

When is the best time to visit Pakenham?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Pakenham?

    Pakenham has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Pakenham?

    Experience the best of Pakenham with our house rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Pakenham?

    Four-legged friends are welcome in Pakenham. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Pakenham?

    Yes! Work meets play with ease at over 30 vacation rentals in Pakenham featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Pakenham have air conditioning?

    Absolutely! We offer over 50 house rentals with air conditioning in Pakenham. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Pakenham have a kitchen?

    Absolutely! We offer over 60 house rentals with a kitchen in Pakenham. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Pakenham have wifi?

    Absolutely! We offer over 60 house rentals with wifi in Pakenham. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Pakenham have free parking?

    Absolutely! We offer over 50 house rentals with free parking in Pakenham. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Pakenham

  • Total vacation rentals

    Explore 70 vacation rentals in Pakenham

  • Nightly prices starting at

    Pakenham vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Pakenham vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pakenham rentals

  • 4.7 Average rating

    Pakenham stays receive an average rating of 4.7 out of 5 from guests

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