Holiday houses in Gentle Annie

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Top-rated holiday rentals in Gentle Annie

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A wooden tiny house is depicted next to a well-maintained grassy area, with blooming flowers and shrubs surrounding it. A cow grazes nearby, contributing to the rural ambiance. In the background, trees frame the scene against a clear blue sky.
Tiny home in East Warburton
4.99 out of 5 average rating, 298 reviews

Leith Hill Tiny House | Warburton Mountain Views

Leith Hill Tiny House is a home away from home for anyone looking to relax & unwind, surrounded by gorgeous scenery & mountain views. Relax with a good book on the day bed or a coffee or a wine on the front deck; and then finish off the evening getting toasty by the outdoor fire watching the sun set over the mountains. You can pat our friendly cows, see the new lambs, get a visit from our resident kookaburras, king parrots, rosellas & cockies during your stay- or even a wombat on some nights!

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, 429 reviews

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.

Guest favourite
Cabin in Powelltown
4.89 out of 5 average rating, 167 reviews

The Little Wooden Cabin in the Rainforest.

Offering our beautiful renovated wood cutters cabin to slow down & unwind in nature. Features open plan living space & two bedrooms, main with king bed. And beautiful sun room looking over cottage gardens, with piano & desk. Perfect for a creative writers retreat. Relax in the antique claw foot bath looking up at the trees & get cozy by the fire with a record on. Enjoy walks through the rainforest among the eucalyptus trees and dip your toes in the cooling waters of the Little Yarra River.

Top Guest favourite
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
4.93 out of 5 average rating, 352 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
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.
Apartment in Mornington
4.96 out of 5 average rating, 701 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
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
4.98 out of 5 average rating, 220 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.

Guest favourite
An above-ground infinity solar heated pool is framed by a solid timber deck, offering a serene area for relaxation. Lush green grass and trees can be seen in the background, providing a peaceful view of the surrounding forest.
Cabin in Rokeby
4.95 out of 5 average rating, 116 reviews

Spectacular 3 bedroom cabin next to state Forrest

Take it easy at this unique and tranquil getaway Features include cedar panelling and breathtaking views of the forest from every window Styled to ensure you can relax and unwind in the tranquil spectacular forest environment There is a magical fern gully along the edge of the property ensuring abundant bird and wildlife visitors Red jacket retreat is a treasure for discovering the wonderful local bush walks, waterfalls , organic food sources and is only 1 hour from Melbourne

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, 314 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.

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, 143 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!

Guest favourite
Cottage in Hallston
4.98 out of 5 average rating, 188 reviews

Fireside Bath & Breakfast Countryside Retreat

You have discovered a stay like no other…The Old School, South Gippsland’s finest 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. ⭐️ Top countryside retreat by Country Style magazine ⭐️

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, 107 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, 410 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.

Popular amenities for Gentle Annie holiday rentals