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Holiday rentals with outdoor seating in Cheltenham

Find and book unique rentals with outdoor seating on Airbnb

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, 179 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 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, 465 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, 107 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
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, 163 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.

Guest favourite
An outdoor seating area is illuminated by soft lighting, highlighting a circular fire pit surrounded by straw bales. The residence features a two-story section with expansive windows and a balcony, set against a backdrop of a well-maintained lawn and trees.
Farm stay in Kangaroo Ground
4.93 out of 5 average rating, 176 reviews

House of Friends in Kangaroo Ground

This private country retreat residence on a shared 25 acre hobby farm located within the Dress circle of Kangaroo Ground. Beautiful city views suround the home, kangaroos pay a visit most early mornings. Our paddocks are homes to horses, our roads welcome bike riders. The Beautiful Fondatas restaurant is only 2kms away, only 40 minutes from Melbourne CBD at the gateway to the Yarra Valley & it’s magnificent wineries, this farm home offers something for everyone. @casa.diamici on insta

Top guest favourite
A spacious living area is highlighted by large glass doors that open to the outdoors, allowing natural light to fill the room. Comfortable seating arrangements are placed around a central coffee table, while a wood-burning stove adds a cozy focal point. Fresh greenery is positioned nearby.
Home in Panton Hill
4.99 out of 5 average rating, 382 reviews

Dandaloo Luxury Escape short drive to Yarra Valley

Dandaloo Luxury Escape is a self-contained 2-bedroom house set in the grounds of Dandaloo homestead, circa 1890s. It has been tastefully renovated and built to take in the ambiance of surrounding gardens and natural bush. Each morning of your stay you can begin the day by enjoying a leisurely breakfast on one of the 3 decks, using the quality provisions left for you in the fridge. Later you can relax in the outdoor bath on the back deck and maybe see kangaroos or king parrots.

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.

Guest favourite
Cottage in The Basin
4.93 out of 5 average rating, 458 reviews

Mountain View Spa Cottage

This cozy cottage offers breathtaking views of the Dandenong Ranges and the lush Yarra Valley. Featuring a luxurious king-sized bed and a private spa (can be adjusted to cool in summer and hot in winter), it's the perfect romantic getaway. Enjoy a glass of wine on the veranda while taking in the stunning scenery, or relax in the spa after a day of exploring the local attractions. With its charming decor, this cottage is the ultimate retreat for couples.

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, 259 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.

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.

Guest favourite
A modern living area is highlighted by a spacious, light-colored sofa and a round black coffee table. A large television is positioned on a wooden media console. Natural light fills the room through expansive glass doors that open to the outdoor space, creating a welcoming ambiance.
Home in Bentleigh East
4.9 out of 5 average rating, 100 reviews

Modern townhouse

Welcome to our newly renovated townhouse in Bentleigh East. Sleeps up to 5 guests with 2 bedrooms and a study configured as an extra bedroom. Modern interior, fully equipped kitchen, and stylish living area. Nestled in a vibrant neighborhood, just moments away from the renowned Chadstone Shopping Centre, a shopper's paradise, where you can indulge in a world of retail therapy, restaurants and entertainment options.

Popular amenities for outdoor seating rentals in Cheltenham

When is the best time to visit Cheltenham?

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Avg. price$159 SGD$139 SGD$133 SGD$136 SGD$101 SGD$104 SGD$116 SGD$116 SGD$116 SGD$124 SGD$157 SGD$156 SGD
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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!