Cheltenham holiday rentals

We found 39 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Cheltenham to find one that's perfect for your trip. Holiday homes offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and a pool. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

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Why visit Cheltenham

  • Urban Outdoors: Enjoy delightful outdoor seating and scenic neighbourhood walks in lush urban parks.
  • Vibrant City Life: Experience family-friendly attractions and local culture through engaging city strolls.
  • Shopping Delights: Explore fantastic shopping spots within easy walking distance.
  • Welcoming Atmosphere: Revel in the friendly, warm vibe of this charming Cheltenham community.
  • Diverse Accommodation: Choose from cosy private holiday homes, charming cottages, and spacious serviced apartments.

Popular types of accommodation around Cheltenham

If you are unsure what type of accommodation you can expect in Cheltenham, we have you covered. These are the most popular types of accommodation here, including spacious serviced apartments, cosy private holiday homes and charming cottages, as well as inviting holiday rental apartments. Enjoy exploring Cheltenham, Melbourne, Victoria, Australia, where local attractions and scenic neighbourhood walks provide a perfect backdrop for a memorable stay.

  • Apartments: The favourite choice for many visitors, offering modern and comfortable spaces ideal for urban living.
  • Private Holiday Homes: A top pick for those seeking exclusive, self-contained retreats with ample privacy.
  • Cottages: A charming option, perfect for a cosy and intimate stay in a traditional setting.
  • Villas: Offering luxurious, spacious accommodations that create an indulgent holiday experience.
  • Cabins: A rustic and quaint selection, ideal for guests who appreciate a countryside escape.**

Top attractions near Cheltenham

Cheltenham in Melbourne offers a blend of urban charm and outdoor adventures. Visitors can enjoy city walks along vibrant streets, relax in lush urban parks, and explore family-friendly attractions. The area is perfect for those seeking a mix of outdoor activities and city life, with plenty of opportunities to experience local culture and enjoy scenic surroundings.

  • Melbourne Cricket Ground: A historic sports stadium with a rich culture and lively sports atmosphere, though located 18km away from Cheltenham.
  • St Kilda Beach: A vibrant beach offering a relaxing seaside experience with authentic beach vibes, situated 13km from Cheltenham.
  • St Kilda Road: A bustling street that exudes city vibes, perfect for a scenic stroll, located 14km from Cheltenham.

Things to do recommended for couples

Discover Cheltenham's charm with a romantic stroll along its picturesque paths, followed by a cosy dinner at a local eatery. Enjoy the serene atmosphere, perfect for creating unforgettable memories in Melbourne, Victoria.

Things to do recommended for families

Families visiting Cheltenham can delight in the local adventure at the Cheltenham Recreation Reserve, where kids can enjoy playgrounds and sports facilities. Nearby, the beautiful Southland Shopping Centre offers family-friendly dining and entertainment options, ensuring a memorable experience for all ages.

Things to do recommended for groups

Groups visiting Cheltenham can unwind at the picturesque Cheltenham Beach, partake in a delightful wine tasting tour at nearby vineyards, or explore the vibrant local markets for fresh produce and artisanal goods. Don't miss a visit to the historic Cheltenham Park for a leisurely stroll.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Cheltenham

Whether you're travelling with a group, as a family, with your pets, or seeking longer stays, ensure you apply the appropriate filters. Here are some Stayz booking tips for you.

  • Traveling to Cheltenham with a group: Consider how many bedrooms you'll require, along with facilities such as a fully-equipped kitchen or an outdoor area for group gatherings. Fortunately, you can refine your search for these features, and more, on Stayz.
  • Traveling to Cheltenham with young kids: Traveling with young children can be challenging. It is essential to prioritise their comfort and safety, as well as to secure age-appropriate facilities, such as a private swimming pool. Additionally, it is advisable to consider your proximity to attractions suitable for families.
  • Taking your pets with you to Cheltenham: For many, a family holiday isn’t complete without their four-legged companion. If this description fits you, consider exploring Stayz properties that welcome pets. The majority of these pet-friendly accommodations offer feeding bowls and beds, ensuring everyone feels at home.
  • Planning for a long term stay visiting Cheltenham: If you're seeking holiday lets with special rates for extended stays, you've come to the right place. By using the appropriate filter, you can effortlessly discover and secure savings on monthly rentals. You might also consider including additional amenities such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Cheltenham

Cheltenham in Melbourne offers a vibrant blend of outdoor and city experiences. Enjoy delightful outdoor seating and excellent walking distance to fantastic shopping spots. The area is renowned for its friendly atmosphere and family-friendly excursions. Whether relishing a relaxed seating atmosphere or exploring the local shopping scene, travellers will find Cheltenham a destination with a warm, welcoming vibe and a rich variety of urban and outdoor attractions.

  • Melbourne: Melbourne is a vibrant metropolis that blends the charm of urban sophistication with a rich array of family, city-themed and business experiences. As the heart of the region, it offers travellers a diverse mix of attractions including bustling shopping centres and lively arena entertainment facilities. Historic buildings and iconic stadiums stand alongside scenic beach locales, providing a unique fusion of culture and leisure. Melbourne embraces visitors with its dynamic streets, inviting numerous opportunities to explore both modern commerce and heritage allure.
  • Cheltenham East: Situated a short distance from Cheltenham, Cheltenham East is a welcoming neighbourhood that offers a refreshing coastal vibe complemented by city-themed and family-friendly experiences. Here, visitors can enjoy a variety of activities from shopping at modern centres to experiencing a round of golf. Its proximity to captivating beaches, including family-favoured stretches, and charming local streets makes it an appealing spot for those seeking a blend of relaxation and urban excitement.
  • Southern Suburbs: Located nearby, the Southern Suburbs provide a balanced mix of family, city-themed and business experiences. This area features vibrant shopping centres and arena entertainment facilities, offering a lively ambience for all. The presence of urban parks, inviting beaches, and family-friendly coastal spots ensures that visitors have ample opportunity to enjoy both leisure and cultural pursuits within a dynamic suburban setting.

Best time to go to Cheltenham

If you're planning a trip to Cheltenham, it's a good idea to check both the weather and property rates. The warmest month is January. Peak season runs in March to April and July, while off-peak times, like May, August and October tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January68.7°F (20.4°C)Light RainMostly SunnyAverageSlightly High
February68.0°F (20.0°C)Light RainMostly SunnyAverageAverage
March64.8°F (18.2°C)Light RainMostly SunnySlightly HighSlightly High
April59.4°F (15.2°C)Light RainMostly SunnySlightly HighAverage
May53.8°F (12.1°C)Light RainMostly SunnySlightly LowSlightly Low
June49.8°F (9.9°C)Light RainMostly SunnyAverageAverage
July48.9°F (9.4°C)No Rain (Dry)Mostly CloudySlightly HighAverage
August49.8°F (9.9°C)Light RainMostly CloudySlightly LowSlightly Low
September53.1°F (11.7°C)Light RainMostly SunnyAverageSlightly Low
October56.8°F (13.8°C)Light RainMostly SunnySlightly LowAverage
November61.2°F (16.2°C)Light RainMostly SunnyAverageAverage
December64.8°F (18.2°C)Light RainMostly SunnyAverageSlightly High

Booking with Stayz is a breeze

Looking to cut costs on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. You can also enjoy considerable savings by opting for a longer stay. To locate a Stayz property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz's Trip Board provides you with a dedicated space to plan new journeys, continue your travel arrangements, or review and organise your bookings. All properties you have either saved or reserved are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

When is the best time to visit Cheltenham for a holiday rental?
The best time to visit Cheltenham for a holiday rental is during the peak season from February to April, with March being particularly popular. This period welcomes a vibrant mix of visitors keen to enjoy the pleasant climate and the beautiful surroundings that Cheltenham has to offer. With temperatures typically ranging from 15 to 25 degrees Celsius, you'll find the weather ideal for outdoor activities, whether it's exploring local parks or indulging in leisurely strolls along the beach.March stands out as a fantastic month for those seeking a blend of relaxation and exploration. The atmosphere is lively, with plenty of local events and markets that showcase the region's culture and cuisine. You'll have the opportunity to immerse yourself in the community while enjoying activities like cycling or picnicking in the park.For travellers looking to save, consider visiting in October. This month, while quieter, offers a unique charm, with fewer tourists and the chance to experience the beautiful spring blooms in the gardens. It's a wonderful time to appreciate Cheltenham's more tranquil side, enjoying leisurely days without the hustle and bustle of peak season.
What are the top attractions in Cheltenham, Victoria, Australia?
In Cheltenham, Victoria, visitors can explore a variety of attractions that showcase the area's charm. The Cheltenham Park is a lovely destination for outdoor enthusiasts, offering expansive green spaces for picnics, walking trails, and playgrounds for families. Nearby, the Westfield Southland shopping centre provides a mix of retail options and dining experiences, making it a popular spot for both locals and visitors.Art lovers may appreciate the local galleries, which often feature works by emerging artists. For those interested in history, the Cheltenham and Regional History Society provides insights into the area's past through exhibitions and events.
Are all fees included in the Cheltenham holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Cheltenham holiday homes with parking?
Stayz offers a wide selection of holiday homes in Cheltenham with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Cheltenham holiday homes?
You can find great discounts on holiday homes in Cheltenham on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Cheltenham holiday home booking on Stayz?
To find Cheltenham holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Cheltenham?
A long-stay holiday home in Cheltenham is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Cheltenham holiday home?
Book your Cheltenham holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Cheltenham?
Prices for holiday homes in Cheltenham vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Cheltenham to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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