Vacation rentals in Cheltenham

Guesthouse in Sandringham

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.

4.98 out of 5 average rating, 160 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.

5 out of 5 average rating, 11 reviews

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

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.

4.91 out of 5 average rating, 129 reviews

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

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, Netflix and Stan etc. to be able to enjoy your stay. Easy 24 hour check in with a key safe & off street garage parking.

5 out of 5 average rating, 73 reviews

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

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.

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.

4.91 out of 5 average rating, 89 reviews

Heart Of Cheltenham ❤️- Beautiful Fully Furnished

FULLY FURNISHED! Brand New 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 * OUTDOOR GARDEN & CINEMA

4.88 out of 5 average rating, 428 reviews

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

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.

4.98 out of 5 average rating, 121 reviews

A modern living area features a neutral color palette, with a comfortable grey sectional sofa and an accent chair. A small table displays wine glasses, a bottle, and a platter of fruit and cheese, complemented by a decorative plant and vibrant wall art.

Home in Sandringham

That perfect little house near the beach

A place where everyone belongs. A bright, modern, spacious, 2 b/r, 1.5 bath, stand alone house. Polished wooden floors, well appointed kitchen, air conditioner/heater, separate toilet, bathroom, laundry and outdoor patio spaces with off street parking, free wifi, smart TV, along with lots of little extras and amenities. Only 1km to the beach, cafes, restaurants, shopping precinct and train/bus station. A quick 25 min train ride on the Sandringham line to Flinders Street Station (CBD)

5 out of 5 average rating, 15 reviews

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

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.

4.95 out of 5 average rating, 20 reviews

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

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.

4.85 out of 5 average rating, 112 reviews

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

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!

4.98 out of 5 average rating, 162 reviews

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

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.

A modern living area is shown with a light-coloured sofa and an accent green chair accompanied by decorative pillows. Large windows allow natural light to fill the space, offering views of a balcony with outdoor seating. A round dining table sits nearby on a patterned rug.

4.94 out of 5 average rating, 18 reviews

Modern apartment with Park views in Cheltenham

Discover this modern 2-bedroom apartment in the heart of Cheltenham, Melbourne’s southeast. Enjoy contemporary elegance and comfort, with a wraparound balcony overlooking a delightful park. Situated on the 1st floor, this apartment blends contemporary elegance with comfort, providing a serene escape from the bustle of everyday life. Perfect for both relaxation or entertaining. This apartment is located in a vibrant yet peaceful neighbourhood.

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Popular amenities for Cheltenham vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Cheltenham

The living room area showcases a modern dark grey sofa and a large flat-screen TV on a sleek console. A round turquoise ottoman complements the space. Expansive windows reveal scenic city views, allowing natural light to fill the room.

4.68 out of 5 average rating, 25 reviews

Top Floor in Bayside with City Views - Beach Train

4.91 out of 5 average rating, 34 reviews

A bright living area features large windows that allow natural light to fill the space. A gray sofa is accompanied by a comfortable chair and a round dining table with wooden chairs. Light-colored walls and a neutral rug create a serene environment.

Apartment in Mentone

Sweet 1BR Unit Near Beach With Free Parking

5 out of 5 average rating, 6 reviews

A modern living space is featured, showcasing a neutral-toned sofa and a coffee table adorned with decor. A dining area with a wooden table and upholstered chairs is visible, while a well-equipped kitchen with light cabinetry and appliances is in the background. Sheer curtains allow soft light to fill the room.

Home in Cheltenham

Bayside Retreat: Beach & Dining

An open-plan living area features a light grey sectional sofa facing a low wooden coffee table on a beige area rug. Sunlight pours in through large glass doors, revealing an outdoor seating area. A dining table with white chairs is visible in the foreground.

4.93 out of 5 average rating, 14 reviews

Contemporary Cheltenham Living

Guest suite in Black Rock

A bright living room is presented with a comfortable sofa and armchair, complemented by a light-colored carpet. A TV is placed on a wooden unit, and a small dining table with chairs is visible. Large doors open to a garden, enhancing the sense of spaciousness.

5 out of 5 average rating, 62 reviews

Spacious and relaxing, a guest suite by the bay.

A bright studio space contains a spacious bed with a floral duvet. Natural light enters through large windows, illuminating the wooden floor. A dining table with chairs is situated to one side, while sliding glass doors lead to a private outdoor deck surrounded by greenery.

Guest suite in Mordialloc

4.76 out of 5 average rating, 87 reviews

Modern Bayside Studio Apartment

4.95 out of 5 average rating, 20 reviews

A light-filled living area features a soft sofa with decorative pillows, positioned near a round coffee table. A leafy plant adds a touch of greenery, while a framed art piece complements the space. A partially visible dining area is seen through the open doorway.

Villa in Beaumaris

Bayside beauty