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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Superhost
Home in Bentleigh
5 out of 5 average rating, 5 reviews

Bentleigh Central · Private 1BR Ensuite Home

Welcome to your warm, cozy 1BR unit in central Bentleigh, set on heritage Bendigo Avenue in a red-brick block. Fully independent front Unit 1 with its own front-door entrance, the place is just for you and not shared with anyone, only a short walk to shops, cafes, restaurants and Bentleigh Station, with free street parking out front. Sleeps up to 3 with a queen bedroom, sofa bed, full U-shaped kitchen, smart TV with Netflix, washing machine and a sunny courtyard with hammock and outdoor seating.

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, 134 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, 15 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, 88 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, 58 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
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!

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
4.85 out of 5 average rating, 106 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

Superhost
A neatly arranged bedroom features a spacious bed adorned with pink and maroon bedding. A bouquet of pink roses sits at the foot of the bed, while a stylish handbag and a decorative throw blanket add warmth to the space. Wall art complements the room's aesthetic.
Apartment in Bentleigh
4.85 out of 5 average rating, 113 reviews

Newly Renovated 2 Bedrooms Bentleigh Retreat

Welcome to our stylish 2-bedroom apartment in Bentleigh! Recently renovated, it offers 3 aircon units, a modern kitchen, and a stylish bathroom. Enjoy the convenience of being near Morabbin and Patterson train stations, cafes, Woolworths, and Nepean Hwy. The apartment is pet-friendly and features a dedicated work space. You'll have free on-site parking and accommodation for up to 5 guests. Book now for a comfortable and enjoyable stay!

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, 150 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.

Superhost
A dining area is visible, featuring a white table with a bowl of lemons positioned at the center. Large windows frame the view of the garden, allowing natural light to illuminate the space. A cozy seating area with patterned upholstery is seen in the background.
Bungalow in Cheltenham
4.72 out of 5 average rating, 274 reviews

Art studio all to yourself

In a quiet tree lined street, to the rear of a quaint home is this studio. Offering seclusion in a quiet setting, just drive 5 minutes to the beach, five minutes to the Royal Melbourne golf club or 4 minutes walk to the train station to Melbourne. (25 minutes) We've repainted, upgraded WiFi and re-landscaped the garden for your further enjoyment.

Popular amenities for Cheltenham vacation rentals

When is the best time to visit Cheltenham?

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Frequently Asked Questions

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

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

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

    Experience the best of Cheltenham with our house rentals, starting at about $10 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 apartment rentals in Cheltenham have a kitchen?

    Absolutely! We offer over 30 apartment rentals with a kitchen 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!

  • 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 serviced apartment rentals in Cheltenham have wifi?

    Absolutely! We offer over 10 serviced apartment rentals with wifi in Cheltenham. Enjoy a tailored experience with all the comforts you desire.

  • 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 wifi, over 30 homes with free parking, over 30 homes with a kitchen, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Cheltenham

  • Total vacation rentals

    Explore 140 vacation rentals in Cheltenham

  • Nightly prices starting at

    Cheltenham vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,050 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space and 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

    50 properties have a dedicated workspace

  • Wifi availability

    130 of Cheltenham vacation rentals include wifi 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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