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Holiday rentals in Flagstaff Hill

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Top-rated holiday rentals in Flagstaff Hill

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

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Top guest favourite
A spacious living area is highlighted with large glass doors opening to a private garden view. Comfortable seating includes a lounge sofa and two stylish chairs. A textured rug lies on the floor, accompanied by indoor plants that enhance the natural ambiance.
Guest suite in Belair
4.97 out of 5 average rating, 110 reviews

2-bedroom Adelaide Hills retreat with breakfast

Ideally located for easy access by train/car to Adelaide festival and sporting events. This spacious self-contained suite with split system AC also offers natural temperature control. Separate access to the lower-level suite is from the rear of our home. A private garden setting promises a relaxing retreat in the beautiful Adelaide Hills. Close to nature it is convenient to shopping facilities, City, beaches, Belair National Park, Hills attractions and wineries. Continental Breakfast provided.

Guest favourite
The entrance to Claret Ash Cottage features a wooden door framed by large windows, allowing natural light to filter through. Potted green plants flank the doorway, while a wooden bench provides a seating area under the shade of a tree.
Cottage in Flaxley
4.91 out of 5 average rating, 138 reviews

Enchanting Farm Cottage

Away from a main road, up a private driveway is Claret Ash Cottage. Just a few paces from the front door is an organic flower and herb garden where plants are cultivated for skin care products. You are welcome to explore the 33 acre property and a must see is the panoramic view from the hill. The quiet tree lined dirt road behind is a perfect walking trail. This farm is 35 mins from Adelaide and only 10 mins drive to shops or local eateries. We invite you to experience life on a working farm.

Guest favourite
The spacious interior features natural wood flooring and rustic wooden furniture. Soft lighting hangs from the ceiling, creating a cozy ambiance. Large windows allow natural light to flow in, revealing views of the outdoors and enhancing the inviting atmosphere.
Tiny home in Crafers West
4.92 out of 5 average rating, 517 reviews

Tiny home overlooking the sea nestled in the hills

This beautiful shipping container tiny home is wonderful for people who love nature, animals and walking in the bush. This rustic tiny home is architecturally designed and constructed almost entirely of recycled materials gathered from house demolitions. Situated in an amazing location overlooking large lawns and a pond with sea views only 20mins from the cbd. We would love to share our quirky home with you. We also rent space for parties and weddings at a higher cost per night. Just ask

Top guest favourite
A modern cottage studio features a striking design with a mix of stone and sleek black materials. Large glass windows offer a view of the surrounding greenery, while a wooden deck is furnished with two chairs, inviting relaxation in the outdoor space.
Guest house in Woodside
4.98 out of 5 average rating, 133 reviews

"The Nook" Studio Guesthouse

Welcome to The Nook, your cozy retreat nestled in the serene Adelaide Hills. This modern cottage studio is the perfect haven for those seeking tranquility and comfort amidst natures embrace. With its sleek design and thoughtful amenities, The Nook offers a seamless blend of contemporary living and rustic charm. Whether you are sipping wine on the private patio, exploring the nearby vineyards or simply unwinding by the fireplace, come experience the beauty of the Adelaide Hills in our Oasis

Top guest favourite
Cottage in Blackwood
4.88 out of 5 average rating, 212 reviews

Wake up to birdsong at rustic Gumtree Cottage!

Close to nature, self-contained; a haven of tranquillity. Set in the beautiful Adelaide foothills, a prime location within easy reach of walks, cafes, transport, etc PLEASE READ; this is a rustic cottage. The shower setup is unconventional, though does provide a warm - hot shower depending on the weather! - READ BELOW. The cottage cold water tap is drinkable, no hot tap. Street parking on the no-through street. Please only stay if you're wanting a place to escape the modern world! Enjoy!

Guest favourite
A modern living area features a mustard-colored couch with soft throw blankets and a plush rug underfoot. Green velvet dining chairs surround a round table, complemented by a gas fireplace. A large window allows natural light to filter in, illuminating the space.
Guest house in Hallett Cove
4.91 out of 5 average rating, 127 reviews

Ocean sunsets on the clifftop

Indulge and relax in our modern and stylish guesthouse. Situated in Hallett Cove and footsteps from picturesque cliff top vistas of the ocean and the infamous Marino Esplanade to Hallett Cove reserve coastal boardwalk with newly built suspension bridges next to the property. 15 minutes by car or train to Flinders Hospital and University and less than half hour to the famous McLaren Vale wineries and Adelaide CBD this retreat is the perfect location for your stay, be it for work or leasure.

Top guest favourite
A cozy interior features a spacious queen bed with soft linens, complemented by a textured throw blanket. Natural light enters through multiple windows, illuminating the living area with a comfortable couch and coffee table. Modern kitchen appliances are visible, along with a stylish dining bar.
Train in Blewitt Springs
4.99 out of 5 average rating, 179 reviews

redhens | three-five-four

Our repurposed Redhen railcar sits amidst the vines with elevated views over Blewitt Springs; a beautiful corner of the McLaren Vale wine region. Each space (driver's cabin & three-five-four) offers well appointed kitchens, queen beds, spectacular views from your own deck or choose to stay cozy inside. Close to numerous cellar doors, breweries and restaurants. A stunning space to relax and enjoy the incredible view after a days winetasting or adventures on the stunning Fleurieu Peninsula.

Guest favourite
A cozy sleeping area is defined by a spacious bed upholstered with a tufted headboard. A vibrant plaid blanket adorns the bed, complemented by two decorative pillows. Mirrored wardrobes reflect artwork and the warm tones of the room, while a desk and chair are positioned nearby.
Guest house in Blackwood
4.89 out of 5 average rating, 120 reviews

Quirky & cosy in the hills

You will be surrounded by opportunities to explore! Wine country, parks, beaches and even the city center are within comfortable grasp from this cosy guesthouse situated on the front door of the mighty Adelaide hills. A short walk to central Blackwood, a charming town with eateries, great coffee and baked goods. Bus/train services with direct links to the city will get you anywhere you need to go. It's a guesthouse with charm that's a little bit fancy, where you will feel right a home!

Top guest favourite
A cozy living area showcases a modern couch adorned with green pillows, positioned near a warm fireplace. A black metal coffee table complements a woven basket filled with firewood. The space is enhanced by soft lighting and architectural details such as an arched doorway.
Place to stay in Hahndorf
5 out of 5 average rating, 607 reviews

Under the Oaks, Hahndorf, Adelaide Hills

Under the Oaks is a beautifully converted 1858 church just for couples. Situated in Hahndorf in the stunning Adelaide Hills, just 15 minutes up the freeway, nestled under historic oak trees and within walking distance to the vibrant main street. Amble the historic village and discover the array of shops, wineries, restaurants, galleries and cafes. Luxuriously appointed, it is the perfect space for couples to relax between exploring all the Adelaide Hills and surrounds has to offer.

Top guest favourite
A spacious bedroom features a king-size bed, adorned with a striped comforter and decorative pillows. Nightstands with soft lamps flank the bed, and artwork is displayed on the walls, contributing to a calming environment.
Flat in Bellevue Heights
4.89 out of 5 average rating, 127 reviews

A Hidden treasure at Bellevue

1 bedroom apartment in large residence in a quiet Southern Adelaide suburb. This is a self contained apartment with fully equipped kitchen located on a ground floor of large residence. It is only 5 minutes drive from Wittunga botanical garden, local shops, 20 -30 minutes drive from Adelaide CBD and Adelaide airport, a getaway to breathtaking Adelaide Hills destinations, such as Hahndorf and Cleland wildlife park. Also, within a walking distance from Flinders Uni and Hospital.

Top guest favourite
The cottage exterior features a charming veranda supported by white columns and furnished with comfortable seating. Lush greenery surrounds the porch, while potted plants add a touch of color. Large windows invite natural light, enhancing the inviting facade of the historical building.
Guest suite in Stirling
4.9 out of 5 average rating, 356 reviews

Hydeaway House

Cosy cottage set in picturesque Stirling South Australia.Take a ten minute walk to Stirling township. A five minute walk to Crafers Hotel. The 150 year old cottage has a king size bed with linen and towels included in the main bedroom. The lounge with a tv can be made up as a second bedroom with a daybed.. A full large bathroom has a beautiful walk in shower. The small kitchen is cosy but well equipped, including a stocked pantry, fridge, coffee machine, toaster, m/wave.

Top guest favourite
Tiny home in Aldinga
4.96 out of 5 average rating, 514 reviews

Coach Light Cabin Luxury Cabin Escape Outdoor Bath

Slip away from the noise and into something slower. Tucked away in the heart of South Australian wine country, Coach Light Cabin is a thoughtfully designed luxury tiny home created for rest, reconnection, and indulgence. Whether you're soaking under the stars, sipping local wine by the fire, or waking to soft morning light and birdsong—this is your space to unwind. Perfect for couples, solo escapes, or a quiet reset.

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