Holiday rentals in Upwey

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Top-rated holiday rentals in Upwey

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Guest favourite

Home in Belgrave

4.98 out of 5 average rating, 176 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

Guest suite in Belgrave

4.92 out of 5 average rating, 395 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!

Guest favourite

Guest house in Sassafras

4.98 out of 5 average rating, 381 reviews

A romantic forest getaway with luxury spa & sauna.

Located on 3 acres of private temperate rain forest, amidst enchanted 100+ year old cultivated gardens, with moss covered trails leading to Sassafras creek. The private and exclusive hideaway features exotic spa salts, scented oils and fragrant candles to provide the ultimate rejuvenation experience. Set your own scene and pamper yourselves. Before you spa, let the Tylo Cedar Dry Sauna loosen stubborn muscles and nourish blood flow to sensitive skin surfaces. Perfect partner celebration gift!

Guest favourite

Guest house in Ferntree Gully

4.94 out of 5 average rating, 238 reviews

Gully Private Retreat

You’ll love our cosy unit, set in a lovely garden - private, quiet, very well equipped, full kitchen, comfy QS bed, great shower, Smart TV, Netflix, Stan, AC/heat, private access. Close to trans, picturesque Dandenong Ranges & National Park, popular tourist attractions - Puffing Billy, scenic drives, Sky High Restaurant/lookout. Close to fantastic group of local shops, cafes, & restaurants only a short drive to hotels & clubs. Ideally suited for couples, business travellers or solo guests.

Top guest favourite

Cottage in Menzies Creek

4.99 out of 5 average rating, 164 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.

Top guest favourite

Cottage in Macclesfield

5 out of 5 average rating, 352 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.

Guest favourite

Guest suite in Ferntree Gully

4.91 out of 5 average rating, 140 reviews

One bedroom studio apartment in Ferntree Gully

This cosy self contained apartment is located just 5 minutes by car from the iconic 1000 stairs and just a 15 minute walk to ferntree gully train station. New listing with tv, heating and wifi. On street parking. Please note unfortunately we couldn't get more ceiling clearance when we renovated so if you are over 195cms tall this might not be the ideal place for you. Even without ceiling fans! Secure digital door lock with new code generated for each new guest for peace of mind.

Guest favourite

Home in Belgrave

4.96 out of 5 average rating, 114 reviews

The Gables 2

The Gables is a gracious old house on three beautiful acres in Belgrave, close to wedding venues, national park, Trees adventure and Puffing Billy. We do not allow events at all, but we have many brides who stay with their bridesmaids on the eve of their wedding and have beautiful pre-wedding photos taken here. We are limited in parking to only 5 cars. There is a bathroom for each double room. Please be aware that we live on the property in the cottage next door.

Top guest favourite

Guest suite in Belgrave

4.97 out of 5 average rating, 295 reviews

Gateway to the Hills® 1 Hr from Melb

This modern, light and spacious three-room apartment is close to Puffing Billy, Belgrave, Sherbrooke Forest, Dandenong Ranges National Park and local mountain bike trails. You’ll love it because of the unique house and views of natural bushland environment. We provide breakfast and many extra goodies that are located in the kitchenette for your convenience. Dietary needs are also catered for. Perfect for couples, solo adventurers, and business travellers.

Guest favourite

Guest house in Boronia

4.94 out of 5 average rating, 143 reviews

Cosy Parkside Retreat Dandenong Ranges Foothills

Detached 1 bedroom unit (queen bed) with en-suite bathroom. Fully equipped kitchen, seperate living and dining rooms. Tea & coffee supplied to get you started. Wifi, TV, DVDs & books. Easy 15 min walk to cafes, shopping centre and trains. Busses are at the end of street. Easy access to the Dandenong Ranges, Puffing Billy, Sherbrooke Forest and much more. The unit is in our back yard with a gate to access the native reserve with several walking tracks.

Top guest favourite

Farm stay in Upwey

4.97 out of 5 average rating, 183 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.

Superhost

Guest suite in Sassafras

4.84 out of 5 average rating, 346 reviews

Picturesque mountain escape for 2

Enjoy a mountain escape amongst the trees. The perfect spot for a relaxing break, you will wake up to the sound and sight of nature. Short drive to several nature walks, 1000 Steps, and lookouts. Have brunch at the famous Miss Marple’s Tearoom or have lunch with panoramic views at Sky High cafe/restaurant.