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, 171 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, 139 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 favorite
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, 17 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.

Guest favorite
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 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, 61 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!

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, 172 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 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, 241 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.

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, 152 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.

Guest favorite
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
4.73 out of 5 average rating, 279 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$18,623 GYDG$18,205 GYDG$19,042 GYDG$19,251 GYDG$16,531 GYDG$16,321 GYDG$17,577 GYDG$20,297 GYDG$18,414 GYDG$19,669 GYDG$19,042 GYDG$20,088 GYD
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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 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 house rentals in Cheltenham have air conditioning?

    Absolutely! We offer over 40 house 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 apartment rentals in Cheltenham have free parking?

    Absolutely! We offer over 30 apartment 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 air conditioning, over 30 homes with a kitchen, over 30 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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