Holiday rentals in Gentle Annie

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Top-rated holiday rentals in Gentle Annie

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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, 300 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 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
4.99 out of 5 average rating, 395 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
A private outdoor spa bath is surrounded by lush bamboo and tropical plants. Soft bubbles gently rise in the water, while candles are placed on natural stone and wooden surfaces. A stylish seating area with plush cushions and a modern, tall planter complete the tranquil setting.
Flat in Mornington
4.96 out of 5 average rating, 678 reviews

Tantilize: Luxury Romantic Retreat

Snuggle up in luxury! At Tantilize we go over and above to help you spoil your someone special. Tantilize caters for wedding nights, birthdays, anniversaries, and other special occasions. Whether you are just enjoying pampering time together, or granting your loved one a memorable gift stay for 1 or more nights, Tantilize will not disappoint! We regularly receive compliments on our special touches and attention to detail to make sure your stay is an experience you will both never forget.

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 Emerald
4.93 out of 5 average rating, 305 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
A relaxing bathroom setting features a vintage clawfoot bathtub positioned beside a warm, red-brick fireplace. A large mirror reflects the room's relaxed vibe, while a hanging plant adds a touch of greenery. A cozy seating area with a striped throw can be seen in the foreground.
Cottage in Hallston
4.99 out of 5 average rating, 164 reviews

Blissful Countryside Hideaway - The Old School

⭐️ Country Style magazine’s #1 home 2025 ⭐️ You have discovered a stay like no other…The Old School, South Gippsland’s finest interpretation of a secluded countryside escape. Perfect for a romantic holiday or quiet solo retreat, it is somewhere to truly unwind in nature. Tucked in the foothills of South Gippsland, along the scenic Grand Ridge Road, come and slow down, soak in a fireside bath, explore local trails and beaches, & reconnect with yourself or someone special.

Guest favourite
The cottage sits amidst a lush green landscape with rolling hills in the background. A large tree provides shade in the yard, while the roof has a distinctive red color. Nearby farm structures and fields expand across the view, highlighting the rural setting.
Farm stay in Neerim South
4.86 out of 5 average rating, 306 reviews

Pine hill cottage

Our quaint little cottage is set on a dairy farm in west Gippsland. It is self contained and provides accommodation for 1,2 , 3, or 4people.All cooking equipment is available in the kitchen and a carport is at the door. Glorious views of state forest. Suitable for children but need supervision. A coonara and fire equipment is provided, although it is essential that you bring a bag of firewood, available in the local town or petrol stations on the way.Also 2 other heaters.

Top guest favourite
An open living space features a large picture window showcasing expansive views of rolling green hills. A cozy armchair accessorized with a throw blanket and decorative cushions is positioned beside a round ottoman. A wooden dining table with black chairs complements the warm atmosphere.
Farm stay in Strzelecki
4.93 out of 5 average rating, 412 reviews

Halcyon Cottage Retreat

Halcyon Cottage Retreat provides a modern take on Bed and Breakfast accomodation in Gippsland. It overlooks the Strzlecki Ranges offering the perfect escape to the country, or a 'home base' for out of town professionals. It's an easy drive from Melbourne, but you will feel a million miles away. Huge picture windows overlook Wild Dog Valley. You will feel on top of the world as you sit back and lose yourself in the never ending green hills and star- studded skies.

Guest favourite
A small, modern house made with metal siding sits surrounded by lush greenery. The windows are framed with wood, and warm light glows from within. A covered porch extends from the structure, adding outdoor space to enjoy the tranquil setting.
Tiny home in Toolangi
4.97 out of 5 average rating, 644 reviews

Forest Way Farm Tiny House

What was once our tiny family home now sits on a little farm for you to enjoy, looking over the orchard and forest. Your own driveway will lead you out to the little house, past our private residence and orchard. You can rest on the deck, lay on the grass or soak in the tub. With no WiFi or TV you can disconnect for a while and let the surrounds recharge you. Wander with the chickens in the orchard, take yourself out into the forest or explore the Yarra Valley.

Guest favourite
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, 128 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!

Top guest favourite
A large, mature tree with sprawling branches dominates the foreground, its bark displaying textured patterns. The grassy area beneath is well-maintained, while a wooden fence surrounds the area, complemented by distant tree lines and rolling hills in the background.
Barn in Tonimbuk
4.99 out of 5 average rating, 100 reviews

The Barn at Four Oaks Farm

Four Oaks Farm is a working farm approximately 7.5 kms off the highway in Tonimbuk close to the Bunyip State Park, Gumbuya World, Mount Cannibal, Four Brothers rocks, bush walking tracks and horse-riding trails. Our property is situated close to the picturesque Gembrook Tonimbuk Rd with easy access to Melbourne. It is the gateway to beautiful Gippsland, the towns of Garfield, Bunyip Neerim South, Jindivick, Yarragon and the Baw Baw and Strezlecki Ranges.

Top guest favourite
A spiral staircase with rustic wooden railings leads to the loft. A wooden desk and chair occupy a cozy nook beside a window, where natural light enhances the calm ambiance. Shelving displays decorative items and books, blending functionality with a warm aesthetic.
Tiny home in Powelltown
4.92 out of 5 average rating, 389 reviews

The Tiny House in the Rain Forest

A self contained tiny house situated among rainforest of the Yarra ranges. The forest surrounds us by three sides, with one neighbour next door. There are plenty of tracks to go walking. Ideal if your into bird watching, bush walking, or hiking. All our water comes from the little Yarra rivers tributaries so it's clean, untreated and fresh. The house stays very warm in winter with a cozy wood fire and cool in the summer shaded by a large beech tree.

Top guest favourite
A spacious living area features a large 'L' shaped couch facing a TV with a soundbar. A dining table with several chairs is positioned nearby, while a kitchen can be seen in the background. Light floods the room through large windows, enhancing the interior's airy feel.
Barn in Chum Creek
4.97 out of 5 average rating, 340 reviews

Pobblebonk

Enjoy the lovely country setting of this romantic spot, in a comfortable, spacious, self contained getaway. With a large downstairs living area and a king sized bed on the mezzanine floor. Set in its own space far from neighbouring properties. Close to Healesville and its attractions and surrounding state parks. Pobblebonk barn is surrounded by nature and is located next to pobblebonk frogs which thrive near this gorgeous holiday destination.

Popular amenities for Gentle Annie holiday rentals

  1. Airbnb
  2. Australia
  3. Victoria
  4. Baw Baw
  5. Gentle Annie