Vacation rentals in Cheltenham

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Top-rated vacation rentals in Cheltenham

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Apartment in Sandringham
4.97 out of 5 average rating, 29 reviews

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

Welcome to the 3-1-9-1! Unwind in this light-filled, modern one-bedroom terrace apartment - perfect for a relaxed coastal escape or a bayside work-from-home stay. Enjoy a large private balcony, cosy hidden study, pool, spa, sauna and gym, plus easy access to beaches, cafés and public transport. Privately hosted in a secure residential building with dedicated parking, this calm, home-like space is ideal for couples, solo travellers, or professionals looking to slow down and enjoy bayside living.

Top guest favorite
Guesthouse 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.

Top guest favorite
Apartment in Highett
4.92 out of 5 average rating, 146 reviews

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.

Superhost
A modern cottage is seen at the end of a wooden deck, with large sliding glass doors providing natural light. Colorful flowers and greenery surround the pathway made of smooth stones, leading to a serene statue nestled in the garden.
Guesthouse in Cheltenham
4.88 out of 5 average rating, 26 reviews

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.

Top guest favorite
Condo 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 favorite
Guesthouse in Cheltenham
4.88 out of 5 average rating, 464 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 favorite
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.

Top guest favorite
Tiny home in Cheltenham
5 out of 5 average rating, 17 reviews

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.

Superhost
An outdoor pool area features a large swimming pool with vibrant blue mosaic tiles. Several lounge chairs are positioned along the deck, providing ample seating for relaxation. Glass doors lead to the building interiors, offering a seamless indoor-outdoor connection.
Apartment in Sandringham
4.84 out of 5 average rating, 109 reviews

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

Top guest favorite
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
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.

Top guest favorite
The outdoor pool area showcases a spacious, inviting swimming pool surrounded by hardwood decking. Two loungers with striped cushions are positioned under an umbrella for shade, while lush greenery borders the space, providing privacy and a serene atmosphere.
Home in Sandringham
5 out of 5 average rating, 18 reviews

Molly’s Modernist Bayside Beach House

Single level brick 1970's house with a fabulous swimming pool. 3 bedrooms, 2 bathrooms, outdoor dining, 2 living rooms, separate dining and spacious kitchen. Featuring beautiful archways, quarry tiles, Japanese square bath and solid Modernist charm. The home is 400m to the beach, 1km to local village and train station. **Please note - you need at least 1 air bnb reference from past stays for your booking to be accepted**

Superhost
Apartment in Cheltenham
4.75 out of 5 average rating, 16 reviews

Two bedrooms apartment. Views. Cheltenham

Modern two bedroom apartment near Southland Shopping Centre, Kingston City Council, Cheltenham Park, and a beach in Beaumaris Bay. Features include air conditioning, electric heaters, a fully-equipped modern kitchen, large balcony, mirror sliding wardrobe doors, secure car park, and a private outdoor area with a gas BBQ, table, and benches. Conveniently located near the Cheltenham train station.

Popular amenities for Cheltenham vacation rentals

When is the best time to visit Cheltenham?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,088 GYDG$20,879 GYDG$21,714 GYDG$19,209 GYDG$16,495 GYDG$16,286 GYDG$17,538 GYDG$20,253 GYDG$18,374 GYDG$18,165 GYDG$19,418 GYDG$21,506 GYD
Avg. temp20°C20°C19°C15°C13°C11°C10°C11°C13°C14°C17°C18°C

Frequently Asked Questions

  • How much does it cost to stay in apartment rentals in Cheltenham?

    Experience the best of Cheltenham with our apartment rentals, starting at about $20 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 apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 apartment rentals 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 50 house rentals with air conditioning in Cheltenham. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Cheltenham have a kitchen?

    Absolutely! We offer over 40 apartment rentals with a kitchen in Cheltenham. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Cheltenham have wifi?

    Absolutely! We offer over 60 house rentals with wifi in Cheltenham. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Cheltenham have free parking?

    Absolutely! We offer over 50 house rentals with free parking in Cheltenham. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly apartment rentals in Cheltenham?

    Cheltenham has more than 20 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Cheltenham?

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with air conditioning, over 60 homes with wifi, over 50 homes with free parking, over 60 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Cheltenham

  • Total vacation rentals

    Explore 150 vacation rentals in Cheltenham

  • Nightly prices starting at

    Cheltenham vacation rentals start at G$2,088 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,430 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Cheltenham vacation 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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