Holiday houses in Cheltenham

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Top-rated holiday rentals in Cheltenham

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A vibrant cottage garden is framed by blooming flowers and lush greenery, with a wooden pathway leading to the entrance. A tree stands prominently, providing a natural canopy. In the background, the cottage features large windows that invite natural light.
Guesthouse in Sandringham
4.98 out of 5 average rating, 169 reviews

Delightful self contained cottage

The cottage is self contained and is a well designed space that accommodates a queen sized bed, bathroom and a separate study and is set in an enchanting cottage garden. The well equipped kitchen is in a separate space though part of the cottage and is accessed by its own door from the decking, so you don't have far to go. In the morning lorikeets and other wild birds come to feed and you will be awoken to the romantic sound of birdsong. During spring and summer the garden is at its loveliest.

Top Guest favourite
A spacious bed is situated beside a stylish nightstand, featuring a decorative lamp and a vase of fresh orange roses. A soft throw is draped over the bed, complementing the light-colored bedding and brightening the serene bedroom atmosphere.
Apartment in Highett
4.91 out of 5 average rating, 136 reviews

Bayside getaway, Impressive 1 bedroom apartment!

Comfortable apartment in Bayside Highett, a 2 min walk to train/bus stops, restaurants, bars & shops, 3 mins to major shopping centre, 10 mins to the beach & 30 mins to the city, conveniently positioned to explore Melbourne! Perfectly setup for couples & solo adventurers. As this is a whole apartment you have a fully equipped kitchen, private courtyard, laundry facilities and Netflix to be able to enjoy your stay. 24 hour check in with a key safe. Garage parking for small to medium sized car.

Guest favourite
A cozy interior features a spacious bed dressed in neutral tones, positioned next to a window displaying natural light. An adjoining kitchenette, equipped with modern appliances, is complemented by wooden accents. A comfortable seating area adds to the inviting atmosphere, accentuated by warm wooden flooring and soft lighting.
Guesthouse in Cheltenham
5 out of 5 average rating, 16 reviews

The Sanctuary Healing Retreat

Experience a luxury tranquil oasis designed for rejuvenation amidst nature. Unwind in top of the range Clearlight Sauna, refresh with an alfresco shower, and indulge in an open-air bath with magnesium and essential oils. Low EMF/TOX building biology build. Luxury Creswick bed. Alpaca doona and blanket. No smoking/vaping on property. Bus that goes to train station and Southland shopping centre or a 15 minute walk. 800m from IGA/chemist/post office. 7 minutes drive to Sandringham Beach.

Top Guest favourite
A warmly decorated living space features a mix of vintage furnishings, including a green armchair and a vibrant dining table. Bright wall art adds character, while rich wooden accents and original floorboards create a cozy ambiance. Natural light streams in through the adjoining corridor.
Condo in Beaumaris
5 out of 5 average rating, 90 reviews

Bayside on Keys

Welcome to a private, fully self contained, spacious and light 2 bedroom apartment set in a quiet bayside shopping village. Guests have 2 cafes, 2 restaurants, a Foodworks supermarket and bottle shop, tennis courts and a bowling club just steps away. There's plenty of free unlimited all day parking nearby. too. Located an easy 25km drive to the CBD, a stone’s throw from the cliffs of Port Phillip Bay, 3kms to Royal Melbourne Golf Course and a short walk to Ricketts Point Marine Sanctuary.

Guest favourite
A modern bungalow is depicted with large sliding doors that open to a spacious outdoor area. A wooden dining table surrounded by chairs is visible on the patio, while the lush green lawn enhances the serene setting. Natural foliage lines the perimeter, providing privacy.
Guesthouse in Cheltenham
4.88 out of 5 average rating, 456 reviews

Bayside Bungalow

Backing onto the Victoria Golf Club, this stand alone bungalow is highly accessible to Victoria, Royal Melbourne, Sandringham and Cheltenham Golf clubs. It's a 10 minute walk to Cheltenham train station, close to shopping strips and a 5 minute drive to Southland Shopping Centre. It's modern, private, with Japanese screens allowing for natural light and block out blinds for full privacy. It is comfortable in a beautiful backyard setting with, its own access and a 3-minute drive to the beach.

Top Guest favourite
A bright living space features a light-toned sofa adorned with cushions, complemented by a round ottoman in soft pink. A wooden TV unit holds a flat-screen television, while large windows allow natural light to fill the room, creating an inviting atmosphere.
Home in Mentone
4.97 out of 5 average rating, 59 reviews

Cosy Seaside Retreat - Charming Unit by the Beach

Discover a charming retreat just 2km from Mentone's pristine beaches. This cosy 2-storey unit boasts a fully equipped kitchen, offering a perfect blend of comfort and convenience. Immerse yourself in a relaxing getaway, surrounded by the best south-east Melbourne has to offer! Local shops, restaurants and public transportation within walking distance and a mere 35 minutes from the Melbourne CBD. This location is a great central base for anyone wanting to explore the south-east of Victoria.

Top Guest favourite
An open-plan kitchen area is highlighted by modern cabinetry and a sleek countertop. Three wooden stools are positioned at the counter. Large windows allow natural light to illuminate the space, which features a cool blue backsplash and essential kitchen appliances.
Tiny home in Cheltenham
5 out of 5 average rating, 16 reviews

New bungalow in Cheltenham.

Newly built, one bedroom bungalow in Cheltenham at the back of a family home. The bungalow has its own front door access. Queen sized bed, large bathroom and open plan living area with a full kitchen. 300m to Cheltenham train station, shops and restaurants. 150m to all day parking. 1.5km to Southland shopping centre. 2km to the beach. The front door is off a driveway access at the back of the whole property and the back door opens onto the garden of our family home with children.

Guest favourite
A scenic view of the surrounding neighborhood is captured, including rooftops, lush trees, and utility poles. The distant mountains create a natural backdrop against the clear blue sky, conveying a sense of tranquility.
Apartment in Highett
4.95 out of 5 average rating, 20 reviews

Highett Heaven

1bdm modern penthouse apartment steps away from vibrant Southland shopping centre, train and bus terminals. Enjoy the breathtaking views from the floor to ceiling windows and balcony. It has the lounge room adjacent the modern kitchen. One bedroom with queen bed, a well equipped seperate office with a pull out sofa, a well equipped european laundry and 2 bathrooms, including ensuite. It also has split heating/air con and a video entry camera with lift access. Free wifi included.

Superhost
A spacious living area is illuminated by natural light streaming through large windows. A comfortable couch is paired with a coffee table, while two wooden chairs and a dining table are positioned nearby. A television and floor lamp complete the inviting setup.
Home in Black Rock
4.83 out of 5 average rating, 12 reviews

Spacious and Light Filled

Forget your worries in this spacious and serene space. Ideal for those who need a quiet place to work, or a haven when visiting relatives. We have aimed to make the house uncluttered, yet with everything you need, from a comfy, king sized bed, to a full kitchen and relaxing outdoor space. The double car port gives you peace of mind, being able to park off the road, but you may not be moving the car that often, as it's a short walk to the beach, shops and bus to the station.

Top Guest favourite
A vibrant garden scene showcases bold pink flowers blooming in the foreground, leading to a welcoming entrance. The entrance features a decorative screen door and is framed by potted plants, creating a lively and inviting atmosphere.
Guesthouse in Parkdale
4.85 out of 5 average rating, 114 reviews

Garden Bungalow with the Possums

A beautiful, calm, quiet space in my garden where the birds sing close to Mentone Bay and Parkdale beach. Long term let very welcome. Parkdale Railway Station on the Frankston line has been upgraded and is fully functional. With foliage it will be perfect! Even the lifts are now working. Super host title refers to any host who has hosted 10 visits per annum. Nothing to do with facilities, care, location or welcome. Simply how many times you have hosted through airbnb!

Guest favourite
A cozy sleeping area is showcased, featuring a spacious bed adorned with soft pillows and elegant bedding. A person is seen sitting by the window, enjoying a drink. A tray on the bed holds pastries, adding a touch of indulgence.
Apartment in Bentleigh
4.86 out of 5 average rating, 77 reviews

Bentleigh Chillout Lounge

Welcome to our chic retreat in Bentleigh! Perfectly curated for 2 guests, our space blends comfort with style. Situated in just steps away from quaint cafes, trendy shops, and seamless public transport. Dive into the local vibe, explore Bentleigh's treasures, and return to unwind in your cozy haven. Whether it's a work trip, leisurely stay or a quick escape, our home promises both relaxation and adventure. Experience a Bentleigh's charm with us. Book your memorable getaway now!

Guest favourite
A stylish bedroom features a spacious bed with plush white bedding and two large pillows. Two line art prints hang above the bed, complementing the modern decor. Bedside tables with lamps provide ambient lighting, while a leafy plant adds a touch of nature to the space.
Apartment in Highett
4.84 out of 5 average rating, 19 reviews

Vibrant Urban Stay

This luxurious, well-decorated apartment offers a perfect blend of comfort and style. Conveniently located near fine restaurants, pubs, and shops, you'll have everything you need right at your doorstep. Enjoy a peaceful backyard with a grassy area, ideal for sunny day. Just 4 km from the stunning Sandringham Beach, it's the perfect base for exploring the area. Whether you're here for business or leisure, this stylish retreat promises a memorable stay in an unbeatable location.

Popular amenities for Cheltenham holiday rentals

When is the best time to visit Cheltenham?

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Avg. price$154 NZD$150 NZD$157 NZD$159 NZD$136 NZD$135 NZD$145 NZD$167 NZD$152 NZD$162 NZD$157 NZD$166 NZD
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Frequently Asked Questions

  • Are there house rentals with a dedicated workspace in Cheltenham?

    Yes! Work meets play with ease at over 10 house rentals in Cheltenham featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in apartment rentals in Cheltenham?

    Experience the best of Cheltenham with our apartment rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Cheltenham have air conditioning?

    Absolutely! We offer over 30 apartment rentals with air conditioning in Cheltenham. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Cheltenham have a kitchen?

    Absolutely! We offer over 40 house rentals with a kitchen in Cheltenham. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Cheltenham have free parking?

    Absolutely! We offer over 40 house rentals with free parking in Cheltenham. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in Cheltenham?

    Four-legged friends are welcome in Cheltenham. Choose from more than 10 house rentals for guests traveling with pets.

  • Do apartment rentals in Cheltenham have wifi?

    Absolutely! We offer over 30 apartment rentals with wifi in Cheltenham. Enjoy a tailored experience with all the comforts you desire.

  • Are there Cheltenham apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 apartment rentals with pools in Cheltenham, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly house rentals in Cheltenham?

    Cheltenham has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Apartment Rentals in Cheltenham?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with free parking, over 30 homes with wifi, over 30 homes with air conditioning, over 30 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Cheltenham

  • Total holiday rentals

    Explore 140 holiday rentals in Cheltenham

  • Nightly prices starting at

    Cheltenham holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,050 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Cheltenham holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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