
Vacation rentals in Pakenham
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Top-rated vacation rentals in Pakenham
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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!

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.

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.

Luxe Livings | Getaway Townhouse @Central Location
CLOSE TO SHOPS Live like a local at our beautiful modernistic, newly built home located at Lakeside Pakenham, Southeast Melbourne perfect for your family getaway or work trip. A spacious entire house comfortably blending modern convenience central location. An open plan living with 3BEDS 2.5 BATHS, Train station is less than 5 mins walking distances with just a few steps to the local supermarket, Woolworth , café, restaurants, direct chemist, many more making it convenient during your stay.

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.

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.

Spacious modern family home
Newly built modern cosy home facing beautiful hills in the distance, in a location close to all amenities & venues in Pakenham such as the Lois Maghanoy Centre for Performing Arts, Cardinia Cultural Centre. You'll enjoy the natural beauty on your walk passing creeks & parks to the sound of birds in the surrounding area. Your family will enjoy the light-filled open-planned dining and living area with a large 65” TV, games to play and a kitchen with utensils & a coffee machine/milk frother.

Beautiful guesthouse in Monbulk Breakfast included
This private and cosy space is a newly renovated free standing guesthouse in the heart of Monbulk. Just a few minute walk to the shops in town you have everything from cafes and restaurants to Aldi or Woolworths. The space is perfect for one or two people and close to public transport and local wedding venues in the local area. Breakfast supplies are provided such as granola, milk, yoghurts, butter , bread , tea and coffee. Make yourself feel at home and relax in this cozy space.

Resort Experience: Pool, BBQ, Fireplace, Games
BEST VACATION EXPERIENCE – ALL YEAR ROUND Welcome to your perfect family and friends escape! This cozy, resort-style home offers a warm living space with a fireplace, large entertainment room with games and karaoke, a beautiful pool and a BBQ. The fully equipped kitchen, sleeping space for 8, and thoughtful family-friendly touches make it ideal for any group. Close to shops and trails—perfect for adventure or relaxation. Enjoy pool days, BBQ nights, and cozy memories together!

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.

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!

The Little Warneet Escape
Take it easy at this unique and tranquil getaway. Nestled in the beautiful coastal town of Warneet. Our recently renovated guesthouse is a perfect spot for a recharging break. With the inlet at the end of the street, you can experience the abundance of flora and fauna. Easy access for those who enjoy walking, kayaking and fishing. On site parking for both cars and boat. Perfect day trips around the area include the Mornington Peninsula and Phillip Island.
Popular amenities for Pakenham vacation rentals
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Quick stats about vacation rentals in Pakenham
Total rentals
60 properties
Nightly prices starting at
$14 CAD before taxes and fees
Total number of reviews
940 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Melbourne Vacation rentals
- Yarra River Vacation rentals
- South-East Melbourne Vacation rentals
- Gippsland Vacation rentals
- South Coast Vacation rentals
- Canberra Vacation rentals
- Southbank Vacation rentals
- Jindabyne Vacation rentals
- Docklands Vacation rentals
- St Kilda Vacation rentals
- Apollo Bay Vacation rentals
- Launceston Vacation rentals
- Phillip Island
- Crown Melbourne
- Melbourne Convention and Exhibition Centre
- Marvel Stadium
- St Kilda beach
- Rod Laver Arena
- Peninsula Hot Springs
- Sorrento Back Beach
- Queen Victoria Market
- Smiths Beach
- Puffing Billy Railway
- Mount Martha Beach North
- Somers Beach
- Royal Melbourne Golf Club
- AAMI Park
- Portsea Surf Beach
- Point Nepean National Park
- Royal Botanic Gardens Victoria
- Palais Theatre
- Melbourne Zoo
- SEA LIFE Melbourne Aquarium
- Flagstaff Gardens
- Werribee Open Range Zoo
- Gumbuya World