House holiday rentals in Cheltenham

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Top-rated house rentals in Cheltenham

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Guest favourite
A spacious living area features a modern fireplace at the center, surrounded by seating options including a gray sofa and a yellow armchair. Large windows allow natural light to brighten the room, with indoor plants and a patterned rug enhancing the inviting ambiance.
Home in Belgrave
4.97 out of 5 average rating, 192 reviews

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.

Guest favourite
A wooden deck overlooks a lush green landscape, framed by tall trees and ferns. In the distance, mountains are visible under a clear blue sky. A lamp stands at the edge of the deck, providing subtle illumination.
Home in Kalorama
4.99 out of 5 average rating, 100 reviews

Melbourne Topview Villa Dandenong Ranges Australia

The house was very clean and comfortable with great beds , luxurious linen, a well equipped kitchen and super sensational modern bathrooms. Beautiful outlook with stunning views and privacy amongst the trees. just sitting on the deck, enjoying the sunrise, watching Rosella’s, king parrots, lorikeet’s, cockatoo’s. A family of deer will show up occationally. the location is just perfect it feels so private and in nature but close to essentials such as the local shops just a close drive away.

Top Guest favourite
A small outdoor seating area is presented with a round, mosaic-top table surrounded by two black metal chairs. The entrance is framed by a brick wall and lush greenery, with colorful flowers adding a vibrant touch near the entrance door.
Home in Aspendale
4.91 out of 5 average rating, 130 reviews

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

Top Guest favourite
An open plan living area features a spacious grey sofa adorned with colorful cushions. A striking staircase leads to the upper level, while large glass panels offer views of a lush indoor garden. Artistic wall decor and a patterned rug add character to the space.
Home in Richmond
4.96 out of 5 average rating, 103 reviews

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)

Top Guest favourite
The exterior of Yering Park Cottage is showcased, featuring a single-story structure surrounded by landscaped gardens. A gravel driveway leads to a garage, with a large tree and well-maintained hedges providing greenery. Blue skies create a serene backdrop.
Home in Coldstream
4.99 out of 5 average rating, 153 reviews

"Yering Park Cottage"

"Yering Park Cottage" is set in a private garden setting on 1/2 acre of landscaped gardens with beautiful rural and mountain views at the gateway to the Yarra Valley, only minutes from Coombe-The Melba Estate, Stones, Meletos, Yering Station, wineries and other attractions such as world class golf courses, restaurants, Healesville Sanctuary and township. Fully renovated offering excellent accommodation for up to 6 guests, large living/kitchen/dining area, separate toilet and laundry

Top Guest favourite
A cozy seating area features soft, circular floor cushions surrounded by natural wood accents. A modern wood stove provides warmth, while large windows allow ample natural light. A piece of artwork hangs on the wall, and a potted plant adds a touch of greenery.
Home in South Melbourne
4.98 out of 5 average rating, 163 reviews

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.

Guest favourite
A contemporary two-story house is showcased with a modern façade. Large windows allow natural light to fill the interior, and a balcony extends from the upper level. A double garage is visible on the right side, with landscaping that includes small shrubs and plants.
Home in Mentone
4.88 out of 5 average rating, 131 reviews

‘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

Superhost
The modern kitchen features sleek cabinetry with ample storage and a spacious black countertop. Stainless steel appliances are visible alongside a breakfast bar with three stools. Natural light fills the area through a window, complemented by a fresh fruit bowl on the countertop.
Home in Bentleigh
4.86 out of 5 average rating, 151 reviews

Edwardian charm, Resort living

Four Bedroom, huge living areas combine with superb landscaped garden including pool and putting green. Close to Brighton beaches, and easy walking to public transport and shops. A perfect location to explore Melbourne's famous sand belt golf courses .pet friendly, welcome hamper.everything supplied.10 minute walk to rail and tram, 20 minute trip to CBD melbourne. surrounded by parks and golf courses.unlimited internet and cable tv with surround sound .all rooms heating and aircon.

Top Guest favourite
A bright bedroom is presented with a spacious bed covered in a soft, neutral-colored blanket. Two bedside lamps illuminate the space, and wall-mounted artwork complements the natural light from the large window. Built-in wardrobes and a shelf with books enhance the room's functionality.
Home in Elsternwick
4.99 out of 5 average rating, 119 reviews

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.

Guest favourite
A dining area features a table surrounded by vibrant yellow chairs. Wooden flooring reflects natural light coming through open double doors that lead to a spacious outdoor area. Soft turquoise curtains frame the windows, adding a pop of color.
Home in Mentone
4.97 out of 5 average rating, 252 reviews

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.

Guest favourite
A modern living area is highlighted by a spacious, light-colored sofa and a round black coffee table. A large television is positioned on a wooden media console. Natural light fills the room through expansive glass doors that open to the outdoor space, creating a welcoming ambiance.
Home in Bentleigh East
4.9 out of 5 average rating, 100 reviews

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.

Top Guest favourite
A spacious bedroom features a comfortable bed dressed in crisp linens. Two nightstands with lamps flank the bed, while a decorative throw adds texture. Natural light filters through a large window, enhancing the serene atmosphere created by greenery visible outside.
Home in Sherbrooke
4.9 out of 5 average rating, 258 reviews

Position Perfect! In the heart of Sherbrooke

Less than an hours drive from Melbourne CBD, situated in heart of Sherbrooke, this Eco accommodation is perfect for your next weekend or mid week get away. We are located just a short stroll to Burnham Beeches, Alfred Nicolas Gardens, Poets Lane, Woods Cafe, Marybrook Manor and Sherbrooke Falls. Perfect for two couples, this immaculate light and spacious fully self contained recently renovated 2 bedroom home.

Popular amenities for Cheltenham house rentals

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Avg. price$156 AUD$94 AUD$132 AUD$245 AUD$112 AUD$115 AUD$146 AUD$159 AUD$177 AUD$132 AUD$175 AUD$146 AUD
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Quick stats about house rentals in Cheltenham

  • Total holiday rentals

    Explore 60 holiday rentals in Cheltenham

  • Nightly prices starting at

    Cheltenham holiday rentals start at $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 610 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Cheltenham holiday 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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