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Vacation rentals in Upper Plenty

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Top-rated vacation rentals in Upper Plenty

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Top guest favorite
A serene landscape features two large lakes surrounded by lush greenery and diverse trees. A clear blue sky reflects on the still water, where fluffy clouds drift above. The scene captures the tranquility of the property with its natural beauty and well-maintained gardens.
Cottage in Newham
4.98 out of 5 average rating, 490 reviews

Cottage by the Lake

Set on 50 acres of farmland, this unique property boasts 2 large lakes with row boats - kayaks and beautiful gardens, abundance of wildlife and a serene and peaceful ambience. Your hosts, Ann & Kevin live in the main house, about 100 metres from the lake-side cottage and are available if needed, or can be very discreet. You have free access to all of the property, with lovely walks and farm animals to interact with. The property is 5 min from Hanging Rock and 15 mins from Kyneton, and Woodend.

Top guest favorite
A large, two-story homestead is depicted with a central fountain featuring a lion motif, surrounded by manicured greenery. The building features a combination of stone and wood accents under a blue roof, with balconies and multiple entries enhancing its welcoming appearance.
Farm stay in Forbes
4.97 out of 5 average rating, 129 reviews

Heartland suite at South Serenity Arabians

Enjoy your time in the Heartland suite at South Serenity Arabians. A tastefully decorated peaceful and private escape in a garden setting on our horse farm. A touch of romance in a luxurious four-posted bed & fold out Sofa for extra guests with a fireplace . Initial provisions for a self catered hot breakfast included. Come and wander the paddocks, tour the barn meet our Arabian horses. Experience life in a horse lovers paradise. Enjoy the country living in a tranquil setting. Pet Friendly

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
4.92 out of 5 average rating, 305 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 favorite
The exterior of a charming cottage is framed by lush greenery and vibrant flowers. A wooden deck welcomes guests, while a dark front door contrasts with the light-colored siding. Large windows invite natural light, showcasing the beauty of the garden setting.
Cottage in Mount Macedon
4.93 out of 5 average rating, 180 reviews

Mt Macedon charming country cottage (1 queen bed)

Beautiful, romantic country cottage in a stunning garden setting. Recently renovated with claw foot bath, wood fired stove, air conditioning, heating and a kitchen. Huge open plan bedroom and sitting room. Suits couple for a getaway or if you are attending a local function or wedding in the Macedon Ranges. (There is only 1 queen sized bed) Set in the heart of Mt Macedon village with the Trading Post Cafe almost next door. There is no parking provided on the property (only street parking)

Guest favorite
Cottage in Panton Hill
4.98 out of 5 average rating, 357 reviews

Treetops Cottage- Self Contained Valley Escape

Welcome to Treetops! Located at the gateway to the Yarra Valley, this renovated 2 bedroom self contained cottage is ideal for a getaway to relax and take in all that the area has on offer. Ideal for families, couples or a group of friends to enjoy. Half an hour drive to many wedding locations & wineries. Set on 18 acres; amongst the horses in the paddocks you'll find kangaroos & plenty of bird life including King Parrots, Cockatoos and Kookaburras. Spectacular views as set on a hill.

Top guest favorite
The exterior of a wooden barn-style house is showcased, featuring a sloped roof and large front windows. Surrounding lavender plants add color to the landscape, while trees and pathways are visible, leading towards a welcoming entrance.
Barn in Smiths Gully
4.98 out of 5 average rating, 365 reviews

Duck'n Hill Barn (& EV charge station!)

Watch miniature highlands, geese on the dams & stunning sunsets across city views from rocking chairs on The Barn's private deck. Perfect for romantic getaways, family retreats, micro weddings & bridal parties. Whatever the agenda you won't want to leave! A fabulous location within minutes drive to ideal Yarra Valley attractions such as the Yarra Valley Chocolaterie, Yarra Valley Dairy, Panton Hill Hotel, Coldstream Brewery, Rochford, Healesville Sanctuary & Four Pillars Gin Distillery.

Guest favorite
Tiny home in Toolangi
4.97 out of 5 average rating, 117 reviews

Forest Way Farm Tiny Cottage

Nestled by the forested hills of Toolangi, this charming tiny cottage offers a cosy, rustic retreat for couples seeking to unwind. With a warm fireplace, inviting studio-style layout, and breathtaking views, it's the perfect spot to disconnect from the world. Enjoy nearby wineries, serene forest walks, and the tranquility of nature. Whether you’re sipping wine on the deck or curling up by the fire, this romantic hideaway is designed for pure relaxation and escape from the everyday hustle.

Top guest favorite
The exterior of a modern black barn-style house is showcased against a blue sky with white clouds. A wide driveway leads up to the house, accented by potted plants and green shrubs on the surrounding property.
Home in Whittlesea
4.95 out of 5 average rating, 173 reviews

Quaker Barn in the country side.

Come and relax in the country side while you enjoy this cute quaker barn all to yourself. This house is small enough for 2 to enjoy and big enough for the whole family as well. Surrounded by an acre for your use. Come and enjoy the Fantastic views, sunsets and abundant wildlife, while less than 10 mins to Funfields, Whittlesea township with restaurants, cafes and bakery’s, Mt Disappointment and the Kinglake ranges while only 40km from Melbourne. Discounts apply for stays over 2 nights.

Top guest favorite
A serene entrance is framed by a softly landscaped garden, featuring vibrant greenery and blossoming flowers. The curved driveway leads to a welcoming home, with a charming brick façade and a covered entryway, inviting guests into a peaceful retreat.
Guest suite in Research
4.95 out of 5 average rating, 236 reviews

Rivington View

Stay in our beautiful B&G Cole designed home nestled in the Artisan Hills boutique wine region. We are located in the Research/Eltham/Warrandyte area on the Melbourne urban fringe. You will enjoy totally private and tranquil accommodation with large lounge/entertainment room, bathroom and gourmet kitchen. Outside patio with seating and breathtaking bush views will delight. Extensive wildlife all around and only 26km to Melbourne. Montsalvat, Yarra Valley and St Andrews Market are nearby.

Top guest favorite
A pathway lined with stone leads to a modern studio building, framed by greenery and large granite boulders. A couple of white chairs are positioned around a rustic table, inviting relaxation under the expansive blue sky.
Farm stay in Tooborac
4.98 out of 5 average rating, 339 reviews

The Rocks Studio

Just an hour from Melbourne, The Rocks Studio is the perfect redoubt from the city grind. Completely off-grid, The Rocks Studio is perched high amongst giant, granite boulders on a one hundred acre, working, sheep property. It enjoys truly spectacular views– near and far– across the Great Dividing Range. The superb landscape is a magnet for artists and photographers. As well, far from city lights, The Rocks is a star gazers paradise. An hour from Melbourne– a million miles from care.

Top guest favorite
A cozy lounge area features large glass windows overlooking the lush garden and bushland. A comfortable seating arrangement surrounds a wooden coffee table, while a wood stove provides warmth. Soft lighting highlights the wooden beams of the ceiling, creating a soothing ambiance.
Home in Strathewen
4.96 out of 5 average rating, 130 reviews

Blackwood Bush Retreat

This idyllic country home is set on a picturesque 100-acre bush property. The home features three bedrooms with queen-sized beds, an ensuite, and a main bathroom with a toilet, shower, and bathtub. The hexagonal living area includes a country-style kitchen and dining room, with stunning views of the surrounding garden and bushland from the cozy lounge room. You can enjoy bush walks on the property, visit local attractions, or simply relax and savor the tranquility.

Guest favorite
A modern tiny house is positioned on a grassy area, surrounded by trees. The structure features large windows, with warm lights glowing from within. A spacious deck extends from the house, equipped with outdoor seating and a table. A fire pit sits nearby, adding to the outdoor appeal.
Tiny home in Three Bridges
4.94 out of 5 average rating, 129 reviews

Wombat Rest Tiny House

Welcome to Wombat Rest, a cosy off-grid tiny house nestled on an acre block in a quiet residential street of the Yarra Valley. Located 15 minutes from Warburton, this little gem is the perfect spot for retreating to the peace of the bush, only a short drive from beautiful Yarra Valley wineries. Our guests love relaxing in the hammock on the deck, listening to the birdsong, and snuggling up around an open fire. We can’t wait to welcome you to our forest retreat!

Popular amenities for Upper Plenty vacation rentals

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