Holiday houses in Windsor

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Top-rated holiday rentals in Windsor

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Guest favourite
A comfortable sleeping area features a spacious bed adorned with light grey bedding and yellow-accented cushions. A cozy sofa sits beside a large window, allowing natural light to illuminate the room. Artwork lines the wall, contributing to the inviting atmosphere.
Apartment in Prahran
4.87 out of 5 average rating, 499 reviews

Architectural Treehouse Studio

Experience solitude in this freestanding custom-designed space with high vaulted ceilings, transoms, and sliding windows. Gaze out across the canopy from the corner of this light and open-plan loft amid modern furnishings and natural charm. Free parking available under the Treehouse suitable for small/ medium car. Prahran speaks for itself....but this bright studio apartment offers all that you need...double bed, kitchenette with microwave, toaster and kettle, coffee machine, bar bench and double sofa, TV, reverse cycle air conditioner, separate bathroom, parking space below, a place to hang your bike, laneway access... The TreeHouse was originally built as an artist's studio. It is an architecturally designed light-filled space that is nestled at the rear of the block behind our family home. It sits high in the treetops to float above the neighbourhood. It has its own private access via an original bluestone laneway. Melbournians treasure their laneways and this one is without exception. Enjoy the serenity of being hidden away whilst still in the heart of Prahran. Access is via the rear lane with a car park with pin security access / remote. TreeHouse is totally private for your enjoyment...but we are not far away if needed. The treehouse is close to cafes and public transport. Venture out to the Royal Botanic Gardens, St Kilda beach, or to Chapel Street for both high-end and vintage shopping. Explore Prahran and discover its hip bars, restaurants, and nightlife. Train station is a two minute walk or if you are in a hurry, trams are a drop punt away! Once you arrive, no need to drive, as an array of hip cafes, bars and restaurants are all within walking distance. Stroll and discover the vibrant nightlife of Chapel and Greville streets. If you are considering a trip to the Great Ocean Road as part of your experience visit OneTheBluff on Airbnb for accommodation in Wye River. A sunny courtyard is available for guests use The treehouse is private but our house is also on the property and we are available if needed The treehouse is at the rear of a quiet residential bluestone laneway. The vibrant and lively chapel street precinct is in walking distance. Public transport includes trains, trams and buses all conveniently close Nearby train, trams and buses make getting around Melbourne very easy We will send you a list of our fave places to eat and sip coffee when you book. You will love them!

Top Guest favourite
An open-plan living area features a comfortable sofa and a stylish coffee table, complemented by a dining set for four. Large floor-to-ceiling windows create a bright ambiance, while a mounted television is positioned on a minimalist white console. Decorative wall art and a modern clock add character.
Apartment in Prahran
4.95 out of 5 average rating, 184 reviews

Fantastic Spacious Perfect for Long Stay on Chapel

Fantastic one bedroom apartment on Chapel Street. Shopping, dining out, easy access to Melbourne CBD, St. Kilda Beach, Albert Park Lake and major sporting venues on your doorstep. Floor to ceiling windows allow for lots of natural light. Open-plan living and dining, fully equipped galley kitchen with stone bench tops & dishwasher. The apartment is equipped with: security access; free WiFi; washer & dryer; heating/cooling; cooking utensils; free parking; shared terrace area with BBQ facilities

Guest favourite
A modern living room is displayed, featuring a spacious beige sectional sofa adorned with a dark throw blanket. A wooden coffee table holds decorative items, while large windows offer views of the outside. A dining area with a wooden table and elegant chairs is visible in the background.
Apartment in South Yarra
4.88 out of 5 average rating, 217 reviews

Boutique Zen Penthouse with Uninterrupted 180 Degree Views

Wake up to a spectacular sunrise and enjoy a brewed coffee on the patio or sun drenched living room. This Zen-inspired penthouse is tranquil, spacious, and luxurious, with many home comforts like a coffee machine, entertainment and soft bed linens. Upon arrival you will discover a retreat-like penthouse, with a spacious lounge, dinning and kitchen. You have access to one bedroom and onsuite and one carpark, which makes it perfect for a single or couple getaway, for corporate or executive lease.

Guest favourite
A light and airy living area showcases a neutral-colored sofa adorned with plush cushions. A large abstract painting in deep blue hangs above, complementing the warm wood flooring. A potted plant rests beside the sofa on a wicker stand, while a folded green throw lies nearby.
Apartment in Windsor
4.9 out of 5 average rating, 113 reviews

Tranquil Windsor Stay

With green leafy views, this one-bedroom apartment offers privacy while being just a couple minutes walk from Chapel Street, one of the most iconic and vibrant streets in Melbourne. Chapel St is known for its lively dining scene, bars, desserts and boutique shops, with hundreds to choose from! You have access to all of this on your doorstep and are perfectly situated for the best of both worlds. Enjoy the busy Melbourne atmosphere and then retreat back to this peaceful apartment to rest up.

Guest favourite
Apartment in Windsor
5 out of 5 average rating, 9 reviews

Penthouse Lifestyle | Stunning Views + Parking

Rarely available***** Welcome to the ART Sub-Penthouse – A Luxe City Escape. Soak up sweeping Melbourne views from your private wraparound terrace in this designer 2-bed, 2-bath + office haven. With lush plants throughout, oak floors, gourmet kitchen, natural light + secure lift access, it’s a dream for entertaining or unwinding. Steps from Chapel St, cafes, parks, Prahran Market, Greville street precinct and transport - this chic Windsor retreat blends style, serenity, and ultimate convenienc

Guest favourite
An open-plan living area features red couches arranged invitingly around a coffee table, with a grand piano visible in the corner. Natural light floods the space through large glass doors that lead to a private courtyard, enhancing the atmosphere of relaxation.
Home in Windsor
4.97 out of 5 average rating, 294 reviews

Space design luxury. Zinc house - urban oasis

Private and spacious ultra modern 2 Storey townhouse, minutes walk from the Windsor restaurants and cafes in Chapel Street. Relax on the big red couches surrounded by the art and music. Fully equipped kitchen. Classic Victorian dining table. Bedrooms boasting space, big comfy mattresses, quality linen, and fluffy doonas. Private courtyard. Easy parking. Easy access. Perfect living. Your host is the owner. Whether for pleasure, business or visiting friends the ultimate Windsor abode.

Top Guest favourite
An open-plan living area features a spacious bed, a comfortable armchair, and a handcrafted fireplace. Wall decor includes a poster, while a stand with wooden hangers showcases a minimalist design. Decorative elements such as a plant and stacked firewood enhance the cozy ambiance.
Apartment in Armadale
4.93 out of 5 average rating, 182 reviews

Studio 1156

This apartment has been recently renovated in 2021. Located on high street, renowned for fashion, galleries and antique shops and public transport. The apartment is sleek, liveable and maintains total privacy. It is the ideal blend of design and comfort. Perched up looking over high street and the village, this open-plan light filled space is equipped with a hand crafted kitchen, a cosy fireplace and a walk in shower bathroom. Triple glazed windows, sound proof from high street traffic.

Guest favourite
A cozy living area features a blue sofa adorned with patterned cushions, accompanied by a light wooden desk and a modern lamp. Large glass doors open to a balcony, allowing natural light to illuminate the space. An air conditioning unit is positioned above the desk.
Apartment in Windsor
4.83 out of 5 average rating, 151 reviews

Sunlight Studio with superb views.

Cheerful, airy, budget studio apartment in top location, with free Netflix. Freshly renovated with wonderful views. Cosy size ( 24 m2 internal and 8m2 balcony) , but well appointed, and near trams and trains. On the second floor, with no lift ( sorry). A perfect getaway for exploring the cool bars and eateries of Prahran, South Yarra and St. Kilda, and a short stroll to Albert Park Lake. Great for singles, or couples who are okay with a double bed. Aircon, Wi-fi.

Guest favourite
A light-filled living space showcases a round dining table surrounded by wooden chairs, complemented by a cozy brown sofa with patterned cushions. Large glass doors open to a patio, framed by greenery, allowing natural light to enhance the warm wood flooring.
Apartment in Windsor
4.9 out of 5 average rating, 61 reviews

Sunny, central, Windsor apartment with patio.

Tucked away in the leafy streets of Windsor, directly across from Victoria Gardens and a short walk from the bustling Chapel street. This sunlit, open plan, one bedroom apartment, features all the amenities you would need as well as a beautiful patio which gets morning sun. Surrounded by cafes and on High street and Chapel street multiple restaurants and bars just a 5-10min walk! 15mins from the MCG! PLEASE NOTE: Absolutely no smoking on premises (patio included).

Top Guest favourite
A cozy living area features a stylish decorative fireplace with stacked logs underneath. A round mirror hangs above the mantel, complemented by potted plants and a black chair beside a side table with two glasses and a magazine. Natural light flows from a nearby doorway.
Apartment in Toorak
4.93 out of 5 average rating, 165 reviews

Toorak Art Deco. Stay in style.

Welcome to our light filled and stylish first floor apartment in one of Melbourne’s best locations. Nestled between shopping in exclusive Hawksburn and Toorak Villages, you're just a short stroll away from supermarkets, fabulous local cafes, chic boutiques and restaurants. With easy access to trams, trains and the freeway, this is the perfect place for your next Melbourne weekend escape, work trip or place to escape your renovations!!

Top Guest favourite
A cozy lounge area features a green couch with accent pillows, a glass coffee table, and two modern chairs. A light fixture hangs above, while a framed artwork adorns the wall. Natural light enters through the window, highlighting polished wooden floors and a small indoor plant.
Home in Windsor
5 out of 5 average rating, 23 reviews

Elegant Earl Terrace

Cozy Victorian retreat on Earl Street, Windsor! Charming terrace sleeps up to 4 guests. 2 x queen beds, modern bathroom, and a fully self contained kitchen. Lounge with a smart TV& Wifi. Courtyard BBQ. Reverse cycle heating/cooling and electric wall heaters. Located off Chapel St. Enjoy shopping & dining. Tram & train access. Permit parking. Enjoy classic charm and modern comfort!

Guest favourite
A spacious living area features a large green sofa, complemented by decorative cushions. A stylish coffee table with a textured surface is positioned in front. Natural light filters through large sliding doors that lead to a private courtyard, enhancing the indoor-outdoor connection.
Apartment in Prahran
4.8 out of 5 average rating, 153 reviews

Chapel St Loft w Private Courtyard

Loft living in the heart of it all ⭐️⭐️⭐️⭐️⭐️ Set behind a classic Chapel Street façade in a historic tightly held boutique block, you’ll find this unique stylish urban loft style apartment. It is privately placed at the rear of the block yet ideally located in the heart of all the action, literally on the doorstep of all the hustle & bustle of vibrant Chapel Street.

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