Vacation rentals in Cheltenham

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Top-rated vacation rentals in Cheltenham

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

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Top guest favorite
Guesthouse in Sandringham
4.98 out of 5 average rating, 174 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 favorite
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, 140 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.

Top guest favorite
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, 98 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.

Top guest favorite
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, 64 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 favorite
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.

Top guest favorite
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, 115 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 favorite
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
4.85 out of 5 average rating, 26 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.

Superhost
An open-plan living and dining area features a grey sectional sofa and a wooden dining table surrounded by four chairs. Potted plants add greenery throughout the space. A modern kitchen, equipped with appliances, is visible in the background, illuminated by natural light from large windows.
Apartment in Cheltenham
4.72 out of 5 average rating, 46 reviews

Spacious, quiet bayside home

Enjoy a light filled, quiet and spacious apartment home, close to the beach, with easy access to the city. Centrally located, 5 minute walk to supermarket, 1 minute walk to a great cafe (Frank's cafe) with excellent coffee, 9 minute drive to the beautiful beaches, 2 minute drive to Southland Shopping Center and Cinema. There's a bus that picks you up from the end of the street. It's a 6 minute drive to the train station, that takes you into the Melbourne CBD in 35 minutes.

Superhost
A well-appointed bedroom contains a spacious bed with decorative pillows and a cozy throw. Nightstands with lamps are located on either side. A small desk and chair are visible in the background, accompanied by framed wall art. Natural light enters through a window with minimal coverings.
Apartment in Sandringham
4.84 out of 5 average rating, 107 reviews

One Bedroom Premium Apartment

One Bedroom Premium Apartments include: - One spacious bedroom with King/Queen sized bed - Bathroom with shower & hairdryer - Fully equipped kitchen facilities - Open plan living and dining with 50” Crystal LED UHD 4K Smart TV - Private Laundry equipped with iron & ironing board - Private balcony with outdoor furniture - Individually controlled ducted heating and air conditioning - Bluetooth clock/radio - Direct dial telephone - Complimentary high speed Wifi Internet

Top guest favorite
A calm outdoor area features a sparkling pool bordered by large tiles. A spacious lounge area is shaded by an umbrella, with cushioned seating and potted plants providing a relaxing atmosphere. The backdrop includes a modern structure with sliding doors that offer access to the interior.
Guesthouse in Black Rock
4.96 out of 5 average rating, 175 reviews

Black Rock Beach Escape - Pool, Beach, & Village!

A treasure in a fantastic location with great facilities - close to everything! This is an open plan unit with a seperate bathroom and a fully appointed kitchen that faces the pool and outdoor area. Seperated from the main house with private access and just 300m from the lovely Black Rock beach and 500m to black rock village restaurants, bars, and cafes. The coastal bike path provides over 30km's of safe cycling, and beautiful walks along the coastline tracks.

Guest favorite
A modern living area is presented with a comfortable light grey couch featuring a green accent pillow. A round wooden coffee table sits beside a white lamp. The open kitchen displays a sleek design with a dining table and white chairs, illuminated by warm lighting.
Apartment in Cheltenham
4.91 out of 5 average rating, 96 reviews

Heart Of Cheltenham ❤️- Beautiful Fully Furnished

FULLY FURNISHED 2 Bedrooms , 1 Bath apartment JUST BRING YOUR SUITCASE! On level 8 views towards the North across Cheltenham and beyond. * 2 good size bedrooms * Close to Westfield Southland Shopping Center and Train Station * Cafes & specialty shops. * Beautiful wooden floors and carpet both bedrooms * Open design kitchen /living area * Stone bench top, timber floors * European Laundry * Video intercom, Secure parking, Storage * NBN Wireless Internet

Superhost
A cozy studio apartment features a spacious bed with layered bedding against a neutral wall. A green couch is positioned nearby, alongside a small dining table with a linen tablecloth. Large glass doors provide natural light and a view of the outdoor space.
Guesthouse in Bentleigh East
4.82 out of 5 average rating, 154 reviews

A perfect location granny flat

Keep it simple at this peaceful and centrally located place. Convenience public transport to the major hotspots of whole city. Enjoy a fast connection to the Chadstone and Southland, no more jams in traffic. Close to the Karkarook Park and some most beautiful and welcome golf club, such as Yarra Yarra and Commonwealth. At mean time, 15 mins to Mentone Beach and you are on the fast lane to beach life of Mornington Peninsula.

Popular amenities for Cheltenham vacation rentals

When is the best time to visit Cheltenham?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$18,620 GYDG$18,202 GYDG$19,039 GYDG$19,248 GYDG$16,528 GYDG$16,319 GYDG$17,574 GYDG$20,294 GYDG$18,411 GYDG$18,202 GYDG$19,457 GYDG$21,549 GYD
Avg. temp20°C20°C19°C15°C13°C11°C10°C11°C13°C14°C17°C18°C

Frequently Asked Questions

  • 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.

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

    Yes! Work meets play with ease at over 60 vacation rentals in Cheltenham featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Cheltenham?

    Four-legged friends are welcome in Cheltenham. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there Cheltenham vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Cheltenham, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Cheltenham have air conditioning?

    Absolutely! We offer over 40 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 60 house rentals with a kitchen in Cheltenham. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Cheltenham have wifi?

    Absolutely! We offer over 60 house rentals with wifi in Cheltenham. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Cheltenham have free parking?

    Absolutely! We offer over 60 house rentals with free parking in Cheltenham. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Cheltenham?

    Cheltenham has more than 70 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Enhance your stay in our Serviced Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Cheltenham

  • Total vacation rentals

    Explore 150 vacation rentals in Cheltenham

  • Nightly prices starting at

    Cheltenham vacation rentals start at G$2,092 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,170 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    130 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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