
House vacation rentals in Cheltenham
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Top-rated house rentals in Cheltenham
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Jacky Winter Gardens - Modern, Artistic Cabin Close to Creek
Recharge by the open fireplace of this beautiful cabin, sequestered in the Dandenong Ranges. Rustic on the outside, modern on the inside, this serene space inspires relaxation in proximity to wild nature, far from the stresses of daily life. Designed by interior architects Hearth Studio, Jacky Winter Gardens brings together the calming waters of Clematis Creek, the rich soil of the gardens, the pure air of the Dandenong Ranges and every modern convenience you can imagine to give you a wholly satisfying holiday experience. Our mission is to offer private and secluded luxury accommodation for visitors to the hills, including singles, couples and small groups, as well as showcase the work of our artists and incorporate it into the day-to-day life of the house. Through our monthly artist-in-residence program we also support other commercial artists working in any discipline. We’ve feathered our nest with work from some of The Jacky Winter Group’s world-renowned stable of artists. From custom-made glasswork and wallpaper, to games and framed prints, you’ll become acquainted with new artists, or perhaps be reunited with some you already know. The beautiful Clematis Creek meanders along the bottom of the gardens, and its cheerful burbling is the aural backdrop to your stay. If you want to get closer to the water there is easy and safe access down to the creekbank, which makes it the ideal spot for meditation or private reflection. Located just 45-minutes from Melbourne by car, and situated within walking distance to the town centre with its wonderful Cameo Cinemas, Jacky Winter Gardens straddles the two worlds of nature and civilisation, achieving a perfect holiday balance for solo travellers, couples and small groups. You can find more information and photos of the property online at our dedicated property site which isn't difficult to find ;) During their stay, guests have private and exclusive access to the entire house, gardens, and studio. None, but available on phone, email, and in person (when possible) to answer any questions! The house is a luxury creative retreat set amidst a half-acre of stunning flora, a creek, and natural bushland. The wild yet tranquil beauty of the Dandenong Ranges has attracted artists to the area for more than a century. Jacky Winter Gardens is situated in Belgrave, Victoria, a short walk from the train station and centre of town. Full directions will be provided upon booking. Car – Belgrave is a 45-minute drive from Melbourne. Train – From Flinders Street Station, catch the Belgrave train to Belgrave Station (it takes just over an hour). Jacky Winter Gardens is a ten-minute walk along a paved walkway from the train station. Jacky Winter Gardens is the perfect retreat for solo travellers or couples, but we are able to accommodate up to five guests: two in the master bedroom, two in the living room on the double-bed fold-out sofa, and one in the studio on a single sofa bed. Jacky Winter Gardens is now dog and child friendly. We also accept single night bookings when available. ***Please message us if you wish to bring your pet or want to stay for a single night before booking*** Each additional guest (beyond the first two) will incur a tariff of 25.00 per night. Unfortunately, due to site limitations, there is no wheelchair access at this time. Due to our location in a high fire risk area, we also have detailed Fire Safety policies which are outlined on our website, which once again is not hard to find.

Entire house + parking near MCG, city, everything
Homely, peaceful, private, spacious Victorian heritage cottage with your own secluded garden and carport, in a quiet neighbourhood conveniently close to everything Melbourne has to offer. Simply walk or tram/train/uber in minutes to the city centre, MCG, live music venues, theatres, galleries, gardens, parks and bayside beaches. Perfect work-from-home hub, and base for drives to regional and coastal Victoria. For an inner city Melbourne stay that is not an apartment or hotel look no further.

Art Deco Inspired 2 bedroom House Wifi & Parking
There are many reasons to stay at Gardenvale Cottages, here's just a few: Comfortable and clean 2 bedroom house. Spacious and stylish space. Comfortable Beds Smart TV and Wifi Full kitchen and Laundry facilities Books and Games for kids and adults Free parking in your own driveway Quiet, Private, secure surroundings. No internal stairs or lifts to navigate Fantastic Location with easy access to public transport, car hire and walking/cycling tracks. Short walk to amazing restaurants and cafes.

Beachside retreat
This 3-bedroom family home is perfectly located in the bayside suburb of Aspendale, Melbourne. Short walk to Aspendale Beach, and Mordialloc Pier, you will enjoy the ocean and the white sands of the bay and the local shopping district. As it is a quiet neighborhood, we have a no-party policy. Three bedroom, 2 queen & 1 trundle Off-road carport Free Wifi, Netflix, Microwave, Fridge, Stove and oven, Dishwasher Cookware and Dinnerware Pillows, Quilts, blankets Modern Laundry Private backyard

Sherlock's Home - Magical Richmond Warehouse
Sherlock’s Home, a one-of-a-kind 1850s Cordial Factory warehouse conversion in the best part of Richmond (as featured on Broadsheet). Architecturally-designed to maximise openness, our bespoke house is over 4 levels, with 2 bedrooms (Master with king bed & ensuite), 2 lounge areas, single garage, & shaded northern patio. Our exclusive Melbourne location is unbeatable: - 100m to Church St - 200m to Bridge Rd - 750m to Swan St - 1.9km to Sports Precinct (MCG, Rod Laver Arena, AAMI Park)

Beautifully curated 2 bedroom home
This 100 year old workers cottage is all about bespoke interiors The walls and shelves filled with gorgeous art work, the home has specially sourced vintage pieces scattered everywhere, the beds are filled with luxurious linens and the lounge has a 3 seater couch you may never want to get up from. Centrally located, across the road from the South Melbourne Markets, walking distance to the Albert Park Lake and a quick tram trip to the CBD. Please note- no TV, so bring devices if needed.

‘The bayside’ 6BR Beautifully brand new house
This luxury house was built in 2023 with 6 bedrooms, 4 bathrooms, spacious kitchen, private backyard and double garage. All appliances are brand new. It contains central air-condition heating & cooling. Baby friendly with chair, cot and change table. Enjoy your second home away from home. 1 minute walk to Thrift Park Shopping Centre (Woolworths, Pharmacy, Café, Restaurants, etc) 2 minutes drive to train station 3 minutes to beach STRICTLY NO PARTIES NO PETS ALLOWED NO SMOKING INDOORS

Brunswick Cottage by the Park
An outstanding location, 4km from the CBD. One minute walk to Royal Park and public transport. Stroll to the Zoo or Royal Park golf course. Take the tram through the park to Melbourne Uni., Queen Vic Market and the CBD. Close to all the best that Brunswick has to offer. A clean, spacious, newly renovated Californian bungalow in the heart of Brunswick. Cook in a modern kitchen or eat out in the heart of Melbourne's food paradise. Outdoor garden, BBQ, WiFi, Netflix.

Charming Victorian Getaway with Outside Images
This beautifully renovated Victorian terrace is bright clean and welcoming with all the modern comforts. It is in the heart of Elsternwick in a quiet tree lined street. Only a 1-2 minute walk to Cafe’s , restaurants and shops. Public Transport is very close with the tram about a 2 minute walk or the train an 8 minute walk. By train you will be in the city centre in 16 minutes. Two $12 Myki(public transport cards) are also provided for your use.

Spacious and cozy 3 bedroom home
Welcome to our spacious and cozy family home with WiFi. Easy access to transportation and neighbourhood. There are many fantastic cafes, restaurants, fast food, bakeries around. Plus! There are many supermarkets and shopping centres like DFO, Costco, Westfield Southland are all within a few minutes drive away. The nearest beach is about a 4-minute drive. Ideal for holidays, business trips, and families for long and short term temporary stays.

Stunning themed house in prime location
Welcome to First Class Finlay! Our luxury aviation-themed townhouse in Melbourne's best suburb - Albert Park. It’s only a 8 min walk to the beach, 4 min to some of Melbourne’s best cafe’s, shop's & bars, or take a tram to the city. This place is very special to us and we have just renovated the entire property with care and attention to detail. Even the bathroom floors are heated... Reward yourself with a First Class experience.

Modern townhouse
Welcome to our newly renovated townhouse in Bentleigh East. Sleeps up to 5 guests with 2 bedrooms and a study configured as an extra bedroom. Modern interior, fully equipped kitchen, and stylish living area. Nestled in a vibrant neighborhood, just moments away from the renowned Chadstone Shopping Centre, a shopper's paradise, where you can indulge in a world of retail therapy, restaurants and entertainment options.
Popular amenities for Cheltenham house rentals
House rentals with a pool

4 Bedroom Home in the foot of Yarra Ranges

4 Bedroom Home with Pool Aircon WIFI
///ARCHITECTURAL HOME / BEACH /CBD / CAFE PRECINCT

Family Cityside Beach House, Pool & Roof Terrace

Yarra Valley Serenity House in Golf Country Club

Hampton’s Hidden Gem, Pool, Beaches, Entire home.

Tanglewood

Grand Brighton Family Home with a Solar Heated Pool
Weekly house rentals

Gate Access to the Beach

STROLL TO THE BEACH AND STATION

Material Girl • Artist-curated terrace off High St

Home of Susan Close

Yarra Valley -Yerindah luxe couples retreat.

Hampton Beach House

Hampton Haven: Spacious Bayside Home

Stylish Urban Retreat in the Heart of Camberwell
Private house rentals

Ideal seaside Melbourne entire home

Bushland Getaway

The Dunes I Step Onto Sand I CBD & Peninsula

Albert Park Loft & Luxury

Parkdale Beach + Village base

Welcome to Chakra, A warm and peaceful home

Gerty Longroom: Rooftop onsen & fresh produce

Keysborough centrel-Luxury-Cozy-Family comfortable
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 404 | ﺩ.ﺇ 242 | ﺩ.ﺇ 342 | ﺩ.ﺇ 635 | ﺩ.ﺇ 290 | ﺩ.ﺇ 297 | ﺩ.ﺇ 378 | ﺩ.ﺇ 411 | ﺩ.ﺇ 459 | ﺩ.ﺇ 342 | ﺩ.ﺇ 452 | ﺩ.ﺇ 378 |
| Avg. temp | 20°C | 20°C | 19°C | 15°C | 13°C | 11°C | 10°C | 11°C | 13°C | 14°C | 17°C | 18°C |
Quick stats about house rentals in Cheltenham

Total vacation rentals
Explore 60 vacation rentals in Cheltenham

Nightly prices starting at
Cheltenham vacation rentals start at ﺩ.ﺇ 37 per night before taxes and fees

Verified guest reviews
Over 610 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Cheltenham vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Cheltenham rentals

4.8 Average rating
Cheltenham stays are highly rated by guests—averaging 4.8 out of 5!
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- Brunswick Street
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