Holiday houses in Windsor

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Top-rated holiday rentals in Windsor

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Guest favourite

Apartment in Prahran

4.86 out of 5 average rating, 496 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!

Guest favourite

Apartment in St Kilda

4.93 out of 5 average rating, 138 reviews

Boutique Minimalist Warehouse Studio

Expect the unexpected when you step inside what is possibly one of the biggest (approx. 105sqm) one bedroom apartment in St Kilda. Steering away from the conventional, this uniquely innovative warehouse-style interior breaks the mould with its daring, dramatic dimensions. Polished concrete floors, expansive area for living and dining. Open plan kitchen with stainless bench tops and European appliances. European laundry. A garage thats easily adaptable into more living space. Reverse cycle aircon. Beautifully appointed limestone bathroom. The entire apartment is for the guests personal use. If you have a small car this can be parked inside the spacious indoor living area. I give my guests their privacy but am contactable 24/7 The property is tucked down a quiet street while still boasting easy access to a number of iconic restaurants. Public transportation is also close by offering a 15 minute trip into the city center. everything is so close and Trams at the end of the Street Train a two minute walk away. Airport sky bus is a five minute walk away on Barkly Street.

Top Guest favourite

Apartment in Prahran

4.95 out of 5 average rating, 182 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

Apartment in Windsor

5 out of 5 average rating, 6 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 convenience

Top Guest favourite

Apartment in Windsor

4.9 out of 5 average rating, 108 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

Home in Windsor

4.97 out of 5 average rating, 292 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.

Guest favourite

Apartment in Windsor

4.9 out of 5 average rating, 51 reviews

Stylish and whisper quiet! In the heart of Prahran

Pristine brand new bathroom! Renovated, stylish and spacious older style apartment (50sqm). Comfortable, quiet and cosy, and filled with natural light! Walking distance to Chapel Street, and the vibrant restaurants & cafes of South Yarra, Prahran, and Windsor. Close to St Kilda Beach! 12 Km to Melbourne CBD. 2 minutes walk to beautiful green Lumley Park! Or take a stroll over to famous Alma park for all kinds of recreation, or the historic Prahran Market for all culinary experiences

Guest favourite

Apartment in Windsor

5 out of 5 average rating, 8 reviews

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.

Guest favourite

Apartment in Armadale

4.93 out of 5 average rating, 177 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

Apartment in Windsor

4.83 out of 5 average rating, 144 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.

Top Guest favourite

Home in Windsor

4.96 out of 5 average rating, 74 reviews

Chapel Street Charm

You are close to everything when you stay at this centrally located home just off Melbourne's famous Chapel St in the heart of Windsor's restaurant precinct. Bi-fold doors leading to a spacious outdoor area provide the perfect fusion of indoor-outdoor living - the ideal setting for alfresco dining and summer BBQs. Pamper yourself in the spacious bathroom with freestanding bath and dual shower heads. On street parking (council permit included). High speed internet.

Guest favourite

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).