
Vacation rentals in Windsor
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Top-rated vacation rentals in Windsor
Guests agree: these stays are highly rated for location, cleanliness, and more.

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!

Tranquil Corner Apartment in South Yarra
Free undercoverparking for one car. Look out to the park from the extended balcony and through wall-size windows in this light-filled and airy apartment. The views inside are equally satisfying, from the Smart TV with Netflix to the plentiful pot plants and quirky ornate cabinets. We offer free undercover parking and the use of the building's sauna and gym. Ready access to South Yarra restaurants and public transport. Set in the heart of South Yarra close to trendy Chapel Street, some of Melbourne’s finest coffee shops, food and wine venues, oudoor spaces, and gyms are right on the doorstep. Stroll in the park opposite and watch international cricket at the MCG. Walking distance to South Yarra and Hawksburn Stations. Close to Chapel Street and Toorak Road trams. Free car parking for one car.

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 convenience

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.

Soulful place, fun neighbourhood, 15mins to CBD!
My place is all about vibe and feeling. This is a home, what air Bnb is supposed to be. Not an investor trying to make a quick $. It’s why I fell in love with the place, and why my guests do too! A stones throw to the local buzzing Balaclava neighbourhood, where you can enjoy some classic Melbourne cafes and shops. The train station is a 3 minute walk away, and will get you to the CBD in 12 minutes. The iconic Chapel Street is also only a few blocks away, or St Kilda Beach is 5 minutes by car.

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.

Greville St Gem: Modern Industrial
Modern industrial with a vintage twist. Combining sleek, urban design with rustic and retro elements. Think New York loft meets eclectic collector’s retreat—polished metals, warm wood tones, and statement décor that tell a story. Designed for those who love character, creativity, and a touch of old-world charm in a contemporary setting. Set on vibrant Greville Street! Walk to everything! 1-min walk to the train, trams at your doorstep. Chapel St, St Kilda, and the CBD all within easy reach.

Prime Chapel St Location with Undercover Parking.
Enjoy a stylish experience at this centrally located apartment. Overlooking the Melbourne Bowling club the home of the Crackerjack movie tucked away in a quiet location right in the heart of Chapel Street amongst its restaurants, bars and right next door to the Windsor train station for easy access to the MCG, Richmond or the city. Cafe Oppen is on the first floor for coffee and breakfast. Prahan market is a short stroll away as well as classy Greville St this classy space is hard to beat.

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.

Amazing South Yarra Executive 1 B/R King Bed
Gorgeously decorated apartment located on the doorstep of glamorous Chapel Street/ Toorak Road Boutique cafes, cinema,shopping and nightlife minutes away South Yarra train station only a 5 minute walk State of the Art resort style Facilities Indoor swimming pool Gym steam room and sauna Security patrol 24/7 Airconditioned Private bathroom/laundry Guest Access- time of arrival should be advised in order to get the access fobs and keys Trains, trams and buses are right at your doorstep

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.

Bright and modern 1BD in heart of South Yarra!
Welcome to my sleek & modern apartment located just off Chapel St in the heart of Melbourne's South Yarra. This Carr designed space is a cozy and secure home away from home for anyone looking to explore all that Melbourne has to offer. Located just across the road from the Jam Factory you will have many of the city's best restaurants and bars at your doorstep. Ideal for a holiday in Melbourne and/or working from home with a dedicated desk.
Popular amenities for Windsor vacation rentals
Stay near Windsor's top sights
Other great vacation rentals in Windsor

Urban Park Oasis ~ with parking

Stunning Light-filled 2bdr next to Greville!

Garden View Studio | Windsor

Penthouse Apartment with Views + Restaurants, Bars

Lakeside Hideout

Windsor - New Renovation Pet Friendly

Location, style and comfort. Quiet, off Chapel St

Stylish and whisper quiet! In the heart of Prahran
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