
Holiday houses in Cheltenham
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Top-rated holiday rentals in Cheltenham
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Country style retreat in Yarra Valley.
Escape to a private retreat in the stunning Yarra Valley! Set on 14 scenic acres, The Stable is a super cozy, self-contained guesthouse, perfectly secluded for total privacy. Just minutes from top Yarra Valley wineries, the Dandenong Ranges, and the Warburton Trail, it’s ideal for a romantic escape or a peaceful country getaway. Unwind in nature, explore nearby attractions, or simply relax in comfort— your perfect retreat awaits in this unforgetable location surrounded with paddocks and nature.

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.

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.

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.

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!

Bayside Retreat: Beach & Dining
Enjoy a newly renovated home just 5 minutes from Melbourne’s best beaches—Black Rock, Sandringham & Beaumaris. This stylish, spacious house features brand-new amenities, and a large, fenced garden. Also close to golf courses, train station, restaurants, cafes, supermarkets, Westfield Southland Shopping Centre, and a renowned bakery at the end of the street - it offers the perfect mix of comfort, style & convenience for your Bayside getaway. Open to longer term bookings!

Cozy unit close to golf & shops
Golf, Beach, Eat, & Shop. Freshly renovated, this property offers it all — wake up to birdsong and leafy views from Cheltenham Reserve, then stroll to bustling Charman Road for coffee, shopping, bit of golf, and great local eats, or leave the car and take train into the city for a night out. Or simply relax in the private courtyard. You can do it all here. 2 bedrooms, child friendly, secluded and private, perfect for couples, small families, work or golfing getaways!

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

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.

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.

Luxury Seaside Estate with Pool & Garden Oasis
Stay in a beautifully restored Federation home set on a large, private garden block 5 minutes from the ocean.. Combining classic architecture with modern comforts, this entertainer offers multiple living areas, a pool, and gardens - perfect for families or groups seeking comfort, privacy, and a premium Bayside location. Brighton Beach, local villages, and train access are all within easy reach.
Popular amenities for Cheltenham holiday rentals
Other great holiday rentals in Cheltenham

MEL_Cheltenham 3br house with free wifi

Top Floor in Bayside with City Views - Beach Train

Secluded Modern Comfort By The Coast

Contemporary Cheltenham Living

Beaumaris Beauty

Private Kookaburra Cottage (Spa, Loft Bed)- Olinda

One-Bedroom Terrace Apt. w/ Pool, Spa, Sauna & Gym

Boutique apartment,self-contained, close to beach.
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $130 AUD | $127 AUD | $133 AUD | $134 AUD | $115 AUD | $114 AUD | $123 AUD | $142 AUD | $129 AUD | $127 AUD | $136 AUD | $151 AUD |
| Avg. temp | 20°C | 20°C | 19°C | 15°C | 13°C | 11°C | 10°C | 11°C | 13°C | 14°C | 17°C | 18°C |
Frequently Asked Questions
How much does it cost to stay in serviced apartment rentals in Cheltenham?
Experience the best of Cheltenham with our serviced apartment rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there house rentals with a dedicated workspace in Cheltenham?
Yes! Work meets play with ease at over 30 house rentals in Cheltenham featuring dedicated workspaces. Stay connected and productive in your home away from home.
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.
Are there Cheltenham vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Cheltenham, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Cheltenham have air conditioning?
Absolutely! We offer over 60 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 60 house rentals with a kitchen in Cheltenham. Enjoy a tailored experience with all the comforts you desire.
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.
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 family-friendly house rentals in Cheltenham?
Cheltenham has more than 40 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 40 homes with a kitchen, over 40 homes with air conditioning, over 30 homes with wifi, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Cheltenham

Total holiday rentals
Explore 150 holiday rentals in Cheltenham

Nightly prices starting at
Cheltenham holiday rentals start at $15 AUD per night before taxes and fees

Verified guest reviews
Over 3,170 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
130 of Cheltenham holiday 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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- Brunswick Street
- Phillip Island
- West Side Place
- Melbourne Central
- Crown Melbourne
- Melbourne Convention and Exhibition Centre
- Marvel Stadium
- St Kilda beach
- Rod Laver Arena
- Sorrento Beach
- University of Melbourne
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