Holiday rentals in Upwey

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Upwey

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

%{current} / %{total}1 / 1
Top guest favourite
A spacious living area features a modern fireplace at the center, surrounded by seating options including a gray sofa and a yellow armchair. Large windows allow natural light to brighten the room, with indoor plants and a patterned rug enhancing the inviting ambiance.
Home in Belgrave
4.98 out of 5 average rating, 183 reviews

Jacky Winter Gardens - Modern, Artistic Cabin Close to Creek

Recharge by the open fireplace of this beautiful cabin, sequestered in the Dandenong Ranges. Rustic on the outside, modern on the inside, this serene space inspires relaxation in proximity to wild nature, far from the stresses of daily life. Designed by interior architects Hearth Studio, Jacky Winter Gardens brings together the calming waters of Clematis Creek, the rich soil of the gardens, the pure air of the Dandenong Ranges and every modern convenience you can imagine to give you a wholly satisfying holiday experience. Our mission is to offer private and secluded luxury accommodation for visitors to the hills, including singles, couples and small groups, as well as showcase the work of our artists and incorporate it into the day-to-day life of the house. Through our monthly artist-in-residence program we also support other commercial artists working in any discipline. We’ve feathered our nest with work from some of The Jacky Winter Group’s world-renowned stable of artists. From custom-made glasswork and wallpaper, to games and framed prints, you’ll become acquainted with new artists, or perhaps be reunited with some you already know. The beautiful Clematis Creek meanders along the bottom of the gardens, and its cheerful burbling is the aural backdrop to your stay. If you want to get closer to the water there is easy and safe access down to the creekbank, which makes it the ideal spot for meditation or private reflection. Located just 45-minutes from Melbourne by car, and situated within walking distance to the town centre with its wonderful Cameo Cinemas, Jacky Winter Gardens straddles the two worlds of nature and civilisation, achieving a perfect holiday balance for solo travellers, couples and small groups. You can find more information and photos of the property online at our dedicated property site which isn't difficult to find ;) During their stay, guests have private and exclusive access to the entire house, gardens, and studio. None, but available on phone, email, and in person (when possible) to answer any questions! The house is a luxury creative retreat set amidst a half-acre of stunning flora, a creek, and natural bushland. The wild yet tranquil beauty of the Dandenong Ranges has attracted artists to the area for more than a century. Jacky Winter Gardens is situated in Belgrave, Victoria, a short walk from the train station and centre of town. Full directions will be provided upon booking. Car – Belgrave is a 45-minute drive from Melbourne. Train – From Flinders Street Station, catch the Belgrave train to Belgrave Station (it takes just over an hour). Jacky Winter Gardens is a ten-minute walk along a paved walkway from the train station. Jacky Winter Gardens is the perfect retreat for solo travellers or couples, but we are able to accommodate up to five guests: two in the master bedroom, two in the living room on the double-bed fold-out sofa, and one in the studio on a single sofa bed. Jacky Winter Gardens is now dog and child friendly. We also accept single night bookings when available. ***Please message us if you wish to bring your pet or want to stay for a single night before booking*** Each additional guest (beyond the first two) will incur a tariff of 25.00 per night. Unfortunately, due to site limitations, there is no wheelchair access at this time. Due to our location in a high fire risk area, we also have detailed Fire Safety policies which are outlined on our website, which once again is not hard to find.

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, 428 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 living area is featured with a comfortable couch and a sleek coffee table, surrounded by light walls and decorative wallpaper. Natural light enters through large windows, illuminating the space. A kitchen area with modern appliances is visible, along with a television for entertainment.
Guest house in Sherbrooke
5 out of 5 average rating, 111 reviews

Entire private guest Cottage w/ patio & BBQ

Romantic getaway near Melbourne in the luxurious Dandenong Ranges. Escape to peace and tranquility beneath the 100-year-old Beech tree umbrellas on your private Deck, stunning private cottage in a beautiful setting of Sherbrooke, close walking distance from - woods cafes -walking trails -Nicholas Gardens -Poets Lane & Marybrook Manor wedding Receptions perfect for couples, solo retreats Enjoy the soothing sounds of nature while you enjoy your morning coffee in this home away from home!

Guest favourite
A spacious living area is featured with a contemporary design, highlighting a large flat-screen TV mounted on the wall. Comfortable seating is arranged around a decorative coffee table, complemented by a colorful area rug. Large windows provide natural light and views of the surrounding greenery.
Home in Belgrave
4.93 out of 5 average rating, 257 reviews

Tranquil hideaway - escape to the rainforest

Welcome to Steep Creek Retreat, a peaceful oasis. You'll be treated to a warm and comfortable 3 bedroom house nestled in the rainforest, with views of Belgrave Lake Park, trees and ferns, possums, birds and the most wonderful forest sights and sounds. Feed rainbow lorikeets on the verandah, sit by the fire, relax in the bath, scramble down to the park and Monbulk Creek walks, or stroll to Puffing Billy or Belgrave's bands, bars and night life. When you're here, it feels like another world.

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
4.93 out of 5 average rating, 308 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
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, 310 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!

Top guest favourite
The interior of the tiny home features an open-plan living area with a comfortable sofa beside large windows. A modern kitchen with sleek cabinetry and a gas stove is visible, along with a dining area and a staircase leading to the loft bedroom. Natural light enhances the space.
Tiny home in Wandin East
4.97 out of 5 average rating, 154 reviews

Yarra Valley Tiny Farm

Enjoy this peaceful and romantic Tiny home get away on an 80 acre strawberry farm with scenic views of the Yarra Valley. Situated in the heart of the best wine region in Victoria. You can enjoy your quiet stay with the company of farm animals outside your window. There are many animals on the farm which you can feed, including a donkey, goats and pony. Strawberry and blackberry picking is included for all guests during the seasons; strawberries (November-June); blackberries (February)

Guest favourite
Cottage in The Basin
4.93 out of 5 average rating, 443 reviews

Mountain View Spa Cottage

This cozy cottage offers breathtaking views of the Dandenong Ranges and the lush Yarra Valley. Featuring a luxurious king-sized bed and a private spa (can be adjusted to cool in summer and hot in winter), it's the perfect romantic getaway. Enjoy a glass of wine on the veranda while taking in the stunning scenery, or relax in the spa after a day of exploring the local attractions. With its charming decor, this cottage is the ultimate retreat for couples.

Guest favourite
A spacious kitchen area is highlighted by a large window framing expansive views of rolling hills and Cardinia Reservoir. A round dining table with chairs complements the warm wooden tones of the cabinets and floor. Natural light enhances the cozy setting.
Cottage in Kallista
4.97 out of 5 average rating, 125 reviews

A Cottage with a View at Tudor Ridge

A cottage with a view at Tudor Ridge. Fully self contained stone farmhouse with two fireplaces. Two bedrooms with ensuite, one with Spa, also with kitchen and laundry. (For 2 guests, we lock off the second bedroom). The farmhouse was built back in the early 1900s as one of the original houses in the Kallista area. It boasts some of Melbournes most magnificant views. Views are to Cardinia Dam, down the Mornington Peninsula and to the Bays.

Guest favourite
A charming cottage is framed by vibrant autumn foliage and lush greenery. The gravel pathway leads to the inviting entrance, accented by a stone feature. The peaceful surroundings highlight the natural beauty of the property in the Dandenong Ranges.
Cottage in Sassafras
4.95 out of 5 average rating, 100 reviews

Dingleigh of Sassafras - Reader's Cottage

A forest hideaway in the Dandenong Ranges. Nestled between ferns and maples, Dingleigh of Sassafras is one of the original cottages on the property, lovingly restored and updated. Walking proximity to Sassafras, local shops, famous gardens & the national park. Dingleigh and its gardens offer an ideal location for wedding preparations and small wedding ceremonies. Photo shoots and video locations are also available upon request.

Guest favourite
A light-filled living area features a spacious sofa adorned with pillows and a coordinating coffee table. A wood stove adds warmth, while a television is mounted on the wall. Large windows provide views of the surrounding greenery.
Farm stay in Upwey
4.97 out of 5 average rating, 193 reviews

Harvest Homestead Farm & Flowers in the Dandenongs

Escape to this charming farmstay cottage in Upwey, at the base of Dandenong Ranges National Park, just 45 mins from Melbourne city. Located on the property is a regenerative micro flower farm, Ferny Creek, an enclosed permaculture orchard, vegetable gardens and a few farm animals. Perfect for families and nature lovers seeking a unique experience that combines the tranquility of a countryside retreat yet so close to Melbourne.

Guest favourite
A spacious bedroom features a comfortable bed dressed in crisp linens. Two nightstands with lamps flank the bed, while a decorative throw adds texture. Natural light filters through a large window, enhancing the serene atmosphere created by greenery visible outside.
Home in Sherbrooke
4.9 out of 5 average rating, 254 reviews

Position Perfect! In the heart of Sherbrooke

Less than an hours drive from Melbourne CBD, situated in heart of Sherbrooke, this Eco accommodation is perfect for your next weekend or mid week get away. We are located just a short stroll to Burnham Beeches, Alfred Nicolas Gardens, Poets Lane, Woods Cafe, Marybrook Manor and Sherbrooke Falls. Perfect for two couples, this immaculate light and spacious fully self contained recently renovated 2 bedroom home.

Popular amenities for Upwey holiday rentals

  1. Airbnb
  2. Australia
  3. Victoria
  4. Yarra Ranges
  5. Upwey