Vacation rentals in Flagstaff Hill

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Top-rated vacation rentals in Flagstaff Hill

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Top guest favorite
An outdoor copper bath is positioned on a wooden deck, surrounded by lush greenery and vineyard views. A small table and chairs are visible in the background, along with a black umbrella. A magazine titled 'Fleurieu Living' rests on the edge of the bath.
Tiny home in Aldinga
4.96 out of 5 average rating, 498 reviews

Coach Light Cabin "Tiny House" Vineyard Retreat

Welcome to our bespoke tiny house, packed with luxury fittings & fixtures this space has been designed for comfort & relaxation. Enjoy the cosy & comforatble bed, day or night, channel your inner chef using the gourmet BBQ on the large spotted gum deck or relax in the outdoor copper bath. Located on the Fleurieu Peninsula in South Australia we are close to the most stunning beaches in Australia & a short drive to the worldclass McLaren Vale wine district. We look forward to hosting you soon.

Guest favorite
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
4.93 out of 5 average rating, 501 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 favorite
Cottage in Blackwood
4.89 out of 5 average rating, 207 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!

Top guest favorite
Two dogs, one black and one grey with white markings, are seated on a textured mat. A spacious wooden deck is visible in the background, which features a partially covered area with a barrel and a chair. Lush greenery surrounds the deck area.
Home in Upper Sturt
4.99 out of 5 average rating, 167 reviews

Dogabout Days - ULTRA dog friendly accommodation

An ultra dog friendly Adelaide hills getaway overlooking a gum tree valley where we welcome your beloved pets both in and outside. Securely fenced bush garden, small dog/cat run and deck areas. Sleeps 2, perfect for a romantic escape with all the provisions of home. A place to reconnect with nature, relax on the deck or in the luxury hydrotherapy spa and enjoy the wildlife. Get the fire going in winter, enjoy the gully breeze in summer with large picture windows bringing the outdoors inside.

Guest favorite
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.
Guesthouse in Hallett Cove
4.91 out of 5 average rating, 121 reviews

Seaside Sunsets by the Cliff

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 favorite
A bright kitchen area features a farmhouse-style sink beneath an open window, allowing natural light to flood the space. White cabinetry and a minimalist countertop complement the handcrafted stone walls, while fresh flowers and fruits add a touch of homeliness.
Cottage in Aldgate
4.94 out of 5 average rating, 243 reviews

Stone Gate Cottage. Charm meets modern.

Stone gate cottage is a 1960's built stone cottage which has been newly renovated in a neutral colour pallete to enhance the natural charm and character of the handcrafted stone work. Designed and fitted with new pieces throughout each room. Features include - free wifi - smart TV with Amazon Prime - full kitchen - breakfast to cook yourself - espresso coffee machine - wood fireplace - ducted heating and cooling The main bedroom consists of a queen bed, The second bedroom has a double.

Top guest favorite
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, 166 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 favorite
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.
Guesthouse in Blackwood
4.91 out of 5 average rating, 108 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 favorite
Apartment in Aberfoyle Park
4.94 out of 5 average rating, 127 reviews

Alpine Inspired Studio Apartment in the Treetops

Separate from our home & nestled among treetops, our Alpine-inspired studio promises a blend of warmth & modern comfort. Wake to the melodies of birds as the morning bathes the landscape in soft light. From your balcony, savour panoramas framed by grand gums. Venture to nearby nature trails, local wineries & the renowned wineries of McClaren Vale. With our friendly Labradors & family hosting, expect a blend of hospitality & privacy. Thoughtfully equipped kitchenette. Fast NBN wifi.

Top guest favorite
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, 591 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 favorite
The exterior of the cottage features a covered patio area with comfortable seating, a hammock, and potted plants. A well-maintained lawn and a pathway lead to the entrance, framed by a wooden fence and greenery, creating a relaxed outdoor space.
Cottage in Seacombe Gardens
5 out of 5 average rating, 136 reviews

Kent Cottage. Family friendly, cosy & convenient

5 min from: Brighton Beach, Train, Bus, Marion Shopping Centre, SA Aquatic Centre, Flinders Uni, Flinders Hospital, Schools. 7km to Glenelg and 18km to Adelaide. A homely & comfy cottage. Big backyard with a pergola & BBQ. A vegetable patch, fruit tree & herbs to add to your meals. Fully equipped kitchen for food lovers. It is a very quiet neighbor hood. Welcome if moving from interstate or overseas... I speak English, Swiss & German fluently and French & Italian conversationally.

Top guest favorite
A cozy scene is presented with two glasses of red wine positioned beside a bottle on a wooden table. A warm fire burns in the wood combustion stove, creating a welcoming ambiance, complemented by a book resting nearby.
Home in Blewitt Springs
4.98 out of 5 average rating, 356 reviews

Lost in the Vines. Vineyard Escape.

Space & peace to self isolate in beautiful surroundings with lots of trees & fabulous views. Sit by the wood combustion fire & warm your soul or lie in until lunchtime in soft linen sheets, listening to birdsong. Lost in the Vines is a very private space in the McLaren Vale wine district, surrounded by vines & views, with lots of great walks, wineries & restaurants nearby. The house is all yours but I am generally around if you have any queries. Walk, ride, read or just kick back.

Popular amenities for Flagstaff Hill vacation rentals