Cottage vacation rentals in Upwey

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Top-rated cottage rentals in Upwey

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Top guest favorite

A close-up of a kookaburra showcases its distinct features, including a large beak and soft, pale feathers. The image captures the bird's curious gaze, set against a blurred natural background that enhances its vibrant colors.

Cottage in Cockatoo

4.92 out of 5 average rating, 105 reviews

Laughing Kookaburra Cottage - surrounded by nature

Take a break, unwind and enjoy the beauty of the Dandenong Ranges and Yarra Valley. Well appointed home with ample parking, 2 queen size bedrooms, full kitchen, bluetooth stereo and DVD. Nearby to forest walks, the iconic Puffing Billy, cellar doors, restaurants and great coffee or simply relax on the large verandah and enjoy the serenity. Walk to Avalon Castle and Chae. Daily visits from resident kookaburras, king parrots and rosellas are sure to delight. As will our shy echidnas and wombats.

Top guest favorite

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

4.99 out of 5 average rating, 163 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.

Guest favorite

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

4.96 out of 5 average rating, 107 reviews

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

Guest favorite

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

4.91 out of 5 average rating, 177 reviews

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.

Top guest favorite

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

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.

Top guest favorite

A cozy wood fire stove is positioned in the living area, providing warmth and ambiance. Smooth wooden flooring extends throughout the space, contrasting with the light-colored mudbrick walls. A dining bar with tall seating is visible, along with a bookshelf filled with various books.

Cottage in Healesville, Mt Toolebewong

4.96 out of 5 average rating, 144 reviews

Lyrebird Cottages, Mountain Ash, Yarra Valley

Lyrebird Cottages, Mountain Ash Cottage Check-in from 3pm Check-out by 12 noon Architect-designed cottage with views over the Yarra Valley. A natural retreat in the heart of the Yarra Valley. The cottage is set in gardens where wombats, wallabies and lyrebirds are frequent visitors. Walk through the forest or dine in on the cottage deck with a sunset. Wood fire, double spa bath, separate bedroom and living areas and full kitchen. Healesville cafes, shops and wineries are 15 minutes away.

Top guest favorite

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

4.97 out of 5 average rating, 199 reviews

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.

Top guest favorite

An airy dining area features a wooden table surrounded by four chairs. Natural light floods in through expansive glass doors that open to a lush outdoor space. A cozy seating nook is visible, complemented by greenery and a wall-mounted mirror reflecting the bright ambiance.

Cottage in Richmond

4.97 out of 5 average rating, 232 reviews

Lemon Cottage: Sunny Urban Retreat

Welcome to Lemon Cottage 🍋 , your cute yet fabulous urban retreat. A lemon flavoured settler’s cottage in the heart of buzzing Richmond, in the world’s most loveable city. You’ll probably want to move here! Spacious and bright, with beautiful high beamed ceilings. Free on-street parking. Dogs welcome. Only a lemon’s throw from Melbourne’s most delicious cafes and restaurants, the MCG, AAMI stadium, HiSense and Rod Laver Arena, and 20 mins walk through gardens to Melbourne CBD.

Guest favorite

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

4.92 out of 5 average rating, 246 reviews

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.

Top guest favorite

The spacious living area showcases a combination of exposed wooden beams and natural stone walls. A large dining table is positioned near windows, allowing natural light to fill the space. Comfortable seating options and a fireplace create a relaxed atmosphere.

Cottage in Wonga Park

4.94 out of 5 average rating, 302 reviews

Tanglewood Cottage Wonga Park

Escape the city: Now with wifi !! A gorgeous provincial-style stone cottage on the outskirts of Melbourne is the perfect easy get away for couples and families. Stay in a picturesque rural setting with access to fabulous gardens where you can relax and enjoy the tranquil surroundings. You will feel miles away in the country but still close to shopping and the Yarra Valley. Very well appointed and has everything you need for a wonderful getaway. Photos are captioned -

Superhost

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, 332 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 favorite

An expansive wooden deck features a thatched-roof gazebo, surrounded by potted plants. Casual seating arrangements with white chairs and a small table invite relaxation. A spa is visible nearby, enhancing the outdoor space's appeal against a clear blue sky.

Cottage in The Basin

4.92 out of 5 average rating, 365 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.