Cottage holiday rentals in Upwey

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Top-rated cottage rentals in Upwey

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Top Guest favourite

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.

ValueLocationAccess

4.92 out of 5 average rating, 152 reviews

Top Guest favourite

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.

LocationValueBarbecue

4.99 out of 5 average rating, 437 reviews

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

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.

ValueFamilyGetting around

4.97 out of 5 average rating, 246 reviews

Guest favourite

The modern bungalow is surrounded by lush greenery, with large windows allowing natural light. A mature tree stretches its branches near the structure, while a stone border and landscaped plants provide a welcoming entry to the property.

Cottage in Emerald

Your stay at "Whispering Trees"

Emerald is a beautiful scenic town popular for its picturesque lake and parks and Puffing Billy. Nestled in between the quaint towns of Cockatoo and Belgrave, Emerald is a frequently visited town among tourists to the Dandenong Ranges region. Whispering Trees is a beautiful modern bungalow on our 1 acre property which is completely separate from the main house and within walking distance to the township. We think our bungalow is best suited for couples and solo adventurers and small families.

ValueFamilyAmenities

4.92 out of 5 average rating, 203 reviews

Guest favourite

A pathway made of natural stone leads to the vibrant blue entrance of the cottage, surrounded by lush greenery. The structure features a charming facade with wooden accents and a vintage-style door, welcoming guests into a serene forest environment.

Cottage in Olinda

Wild Orchid Olinda ~ Luxurious Private Cottage

Wild Orchid Olinda is a private, luxurious, stand-alone, completely self-contained cottage located in Olinda the heart of the beautiful Dandenong Ranges Nestled into Doongalla Forest, surrounded by towering Mountain Ash and tree ferns situated just minutes’ walk to the local villages Olinda and Mt Dandenong cafes, restaurants, and artisan boutiques. The perfect combination of seclusion and civilisation, close to everything, yet away from it all Featuring forest balcony, spa bath & wood fire

FamilyLocationDecor

4.97 out of 5 average rating, 117 reviews

Top Guest favourite

A spacious wooden deck features a rectangular dining table surrounded by four matching chairs. Lush vineyards stretch into the distance, framed by rolling hills under a clear blue sky. A potted plant adds greenery to the scene, creating a serene outdoor space.

Cottage in Gruyere

Yarra Valley Vineyard Cottage, premier location

Beautiful, bright and lovely cottage nestled within a stunning Yarra Valley vineyard and farm. Neighbouring wineries, such as Coldstream Hills, Yarra Yering, Medhurst and Oakridge, are two minutes away, and Healesville is an easy 8 minute drive. If you want a a relaxing getaway, you will love the interior space with its well-equipped kitchen and spacious dining area. Herb gardens edge the back deck, and the front verandah catches the afternoon sunset. The cottage is a gorgeous getaway.

LocationValueHot tub

4.98 out of 5 average rating, 220 reviews

Top Guest favourite

An outdoor spa is positioned amid the lush greenery of the forest. Sunlight filters through the leaves, highlighting a golden tap that adds a touch of elegance. Natural stones form a rustic border, enhancing the tranquil atmosphere of the secluded setting.

Cottage in Mount Toolebewong

Mountain Farm Retreat - The Cottage

Welcome to our serene mountain farm retreat in our cosy cottage. This romantic escape is 10 minutes drive from Healesville. Be seduced by the secluded softness of a cool climate rainforest where privacy, peace and relaxation are the order of the day. Relax in sumptuous interiors by a wood fire or in the outdoor two person spa framed by forest views and fairy lights. Wine on arrival, fresh spring water, sourdough and free range eggs from our farm are provided to enhance your stay.

LocationValueComfort

4.99 out of 5 average rating, 134 reviews

Guest favourite

A comfortable living area features a spacious grey sofa and a wooden coffee table. A flat-screen television is positioned on a rustic media unit. Natural light enters through large windows dressed in sheer curtains, highlighting polished wooden floors and a pleasant room ambiance.

Cottage in Seville

Beautiful Yarra Valley Haven

Set in the heart of the Yarra Valley, this idylic 1920s cottage is the perfect haven to escape city life. The cottage is beautifully decorated in a heritage style with porches to enjoy the view, drink coffee, or enjoy a glass of wine. There is a quaint garden with fruit trees and a rustic fireplace for evenings in. Super-fast wifi for working holidays. A short walk from supermarkets, cafes, and the Warburton trail. A quick drive from many wineries, restaurants and galleries.

LocationValueWi-Fi

4.92 out of 5 average rating, 278 reviews

Guest favourite

The living room features a classic fireplace surrounded by a stylish mantle and is warmed by a glowing fire. Large windows offer views of the garden, while plants adorn the space. Comfortable seating is complemented by a wooden coffee table and decorative rug.

Cottage in The Patch

The Artisan’s Cottage The Patch, Dandenong Ranges

Situated in the beautiful Dandenong Ranges, a one hour drive from Melbourne's CBD, The Artisan’s Cottage is a truly unique place to unwind. Set in almost one acre of rambling gardens, the cottage features a spacious bedroom with a queen sized bed, a beautifully appointed ensuite, a large living/dining room warmed by a wood fire and a well equipped kitchenette. The Artisan's Cottage is home to Penny Olive Sourdough bakery and Tiny Block Wine, run by your hosts Penny and Andrew.

FamilyLocationWalkability

4.94 out of 5 average rating, 133 reviews

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 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.

LocationValueCheck-in

4.92 out of 5 average rating, 369 reviews

Top Guest favourite

Cottage in Kalorama

Cosy 2 Bedroom Cottage with spabath and fireplace

Welcome to our cozy 2-bedroom cottage. Nestled in a tranquil setting, our retreat is the perfect haven for those seeking a peaceful escape. The wood fireplace invites you to unwind, while the bedrooms promise restful nights. The spa bath adds a touch of luxury, and the backyard is perfect for morning coffee or evening chats. Whether you seek a romantic escape or family getaway, this cottage is a haven of comfort and charm, promising a peaceful experience. Pets are welcome.

LocationFamilyCheck-in

4.94 out of 5 average rating, 123 reviews

Top Guest favourite

Cottage in The Basin

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.

LocationValueWalkability

4.93 out of 5 average rating, 492 reviews