Holiday rentals with outdoor seating in Cheltenham

Find and book unique rentals with outdoor seating on Airbnb

Quick stats about holiday rentals with outdoor seating in Cheltenham

  • Total holiday rentals

    Explore 30 holiday rentals in Cheltenham

  • Nightly prices starting at

    Cheltenham holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,460 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Cheltenham holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cheltenham rentals

  • 4.9 Average rating

    Cheltenham stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated rentals with outdoor seating in Cheltenham

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Top guest favourite
Guest house in Sandringham
4.98 out of 5 average rating, 178 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.

Guest favourite
An open plan living space features wooden floors and high ceilings with exposed beams. A cozy fireplace stands beside a comfortable bed, and a hand crafted kitchen is visible in the background. Natural light filters through wooden blinds, illuminating the space.
Flat in Armadale
4.92 out of 5 average rating, 334 reviews

Studio 1158

Loft apartment newly renovated tucked away behind High Street; renowned for designer brands, galleries and antique shops. The apartment is sleek, quiet, liveable and maintains total privacy. It is the ideal blend of design and comfort. Perched up looking over a lush garden, this open plan light filled space is equipped with a hand crafted kitchen, a cosy fireplace and a slick bathroom. Close to Lune (croissant), Victor Churchhill, Alberts Wine Bar, Leaf grocery store, and Moby for coffee.

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.
Apartment in Beaumaris
5 out of 5 average rating, 107 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.
Guest house in Cheltenham
4.88 out of 5 average rating, 463 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 spacious sleeping area features a king bed with neutral bedding and accent pillows. A comfortable sofa is positioned near a round coffee table, adorned with snacks and a small plant. Large windows provide natural light, enhancing the room's modern decor.
Flat in Sassafras
4.99 out of 5 average rating, 105 reviews

'The Sett'. Your private luxury mountain retreat.

The Sett Finalist for Airbnb’s Best New Host 2025 award, The Sett is a private couples’ retreat in the Dandenong Ranges. Enjoy your own private entrance, a cosy gas fire, a luxury bathroom, and a welcoming space with large windows that frame the forest surrounds. Thoughtful touches make every stay special., including a delicious continental breakfast. To keep the retreat calm & carefree, The Sett does not include full cooking facilities. A kettle, coffee machine, and toaster are provided.

Top guest favourite
An open plan living area features a spacious grey sofa adorned with colorful cushions. A striking staircase leads to the upper level, while large glass panels offer views of a lush indoor garden. Artistic wall decor and a patterned rug add character to the space.
Home in Richmond
4.96 out of 5 average rating, 102 reviews

Sherlock's Home - Magical Richmond Warehouse

Sherlock’s Home, a one-of-a-kind 1850s Cordial Factory warehouse conversion in the best part of Richmond (as featured on Broadsheet). Architecturally-designed to maximise openness, our bespoke house is over 4 levels, with 2 bedrooms (Master with king bed & ensuite), 2 lounge areas, single garage, & shaded northern patio. Our exclusive Melbourne location is unbeatable: - 100m to Church St - 200m to Bridge Rd - 750m to Swan St - 1.9km to Sports Precinct (MCG, Rod Laver Arena, AAMI Park)

Guest favourite
A small courtyard is illuminated with warm string lights, showcasing a wooden bench and a folding table with two chairs. Greenery surrounds the area, creating a relaxed atmosphere. The entrance features a dark gate, providing a sense of privacy.
Guest house in Bentleigh
4.93 out of 5 average rating, 127 reviews

Quiet, quaint and private guesthouse.

This recently renovated guesthouse is separate to the main house. • Entire guesthouse is yours • Pet friendly • Large open living area • Your own private entrance & driveway It’s private and very quiet, which makes it the perfect retreat for a family or a group of friends. Bedroom 1 has a queen bed, bedroom 2 a double bed and the living room has a large comfortable sofabed. The kitchen is fully equiped & the living room opens up to a large al fresco area - perfect for entertaining.

Top guest favourite
A cozy seating area features soft, circular floor cushions surrounded by natural wood accents. A modern wood stove provides warmth, while large windows allow ample natural light. A piece of artwork hangs on the wall, and a potted plant adds a touch of greenery.
Home in South Melbourne
4.98 out of 5 average rating, 162 reviews

Beautifully curated 2 bedroom home

This 100 year old workers cottage is all about bespoke interiors The walls and shelves filled with gorgeous art work, the home has specially sourced vintage pieces scattered everywhere, the beds are filled with luxurious linens and the lounge has a 3 seater couch you may never want to get up from. Centrally located, across the road from the South Melbourne Markets, walking distance to the Albert Park Lake and a quick tram trip to the CBD. Please note- no TV, so bring devices if needed.

Top guest favourite
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.
Guest house in Black Rock
4.96 out of 5 average rating, 180 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.

Superhost
A modern living area is centered around a light grey sofa, adorned with decorative cushions featuring plant motifs. In the background, a dining table is visible, accompanied by stylish chairs. Large windows allow natural light to fill the space, enhancing the sense of openness.
Townhouse in Glen Waverley
4.88 out of 5 average rating, 256 reviews

Entire two bedrooms townhouse in Glen Waverley

Central location in glen Waverley and close with everything. A few minutes away from Brandon Park, The Glen shopping centre, Glen Waverley train station, Direct bus to Monash Uni, Monash hospital. Two Master bedrooms with own bathrooms, toilet and fully facility. Nice, quiet and comfortable. Laptop friendly workplace. Heating and cooling reverse cycle split aircon in own room. Bathroom essentials, towels, body wash, shampoo, hair dryer and much more.

Top guest favourite
A bright bedroom is presented with a spacious bed covered in a soft, neutral-colored blanket. Two bedside lamps illuminate the space, and wall-mounted artwork complements the natural light from the large window. Built-in wardrobes and a shelf with books enhance the room's functionality.
Home in Elsternwick
4.99 out of 5 average rating, 119 reviews

Charming Victorian Getaway with Outside Images

This beautifully renovated Victorian terrace is bright clean and welcoming with all the modern comforts. It is in the heart of Elsternwick in a quiet tree lined street. Only a 1-2 minute walk to Cafe’s , restaurants and shops. Public Transport is very close with the tram about a 2 minute walk or the train an 8 minute walk. By train you will be in the city centre in 16 minutes. Two $12 Myki(public transport cards) are also provided for your use.

Guest favourite
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, 252 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.

Popular amenities for outdoor seating rentals in Cheltenham

When is the best time to visit Cheltenham?

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