Top Winter Vacations - Vacation Rentals in Bentleigh East

Cozy 1-Bed Studio Near Cafes and Shops From US $146
         

10.0 (12 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Unique & Spacious Home near Chadstone From US $166
         

7.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Park Avenue - Carnegie From US $161
         

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10.0 (1 Review)
Apartment
  • Parking
  • Pool
  • Wheelchair Accessible
Highett Charm - 3 Bedroom Unit From US $200
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Bayside Oasis in Highett From US $346
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Bentleigh Cozy Private 1BR – 5min Train & CafesShops From US $290
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming Cottage in Beautiful Hampton From US $236
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • TV
  • View
Domi Rentals - The Hampton Homes From US $188
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Bentleigh East

Over 347+ Luxury Places to Stay in or Near Bentleigh East
Hampton Townhouse From US $841
         

New
Villa
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
The Executive in Caulfield South From US $701
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Executive in Caulfield South From US $631
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Bentleigh East

Over 29+ Top-Rated Vacation Rentals with a Pool in or Near Bentleigh East
3 Bedroom Home in Cheltenham From US $118
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Park Avenue - Carnegie From US $157
         

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9.6 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Hotel Chadstone Melbourne MGallery Collection From US $178
         

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9.0 (633 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hotel Chadstone Melbourne MGallery Collection From US $194
         

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8.9 (2054 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
StayAU Spacious 6BR McKinnon Pool Home From US $412
         

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8.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Best Western Plus Buckingham International From US $107
         

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8.4 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Bentleigh East

Over 63+ Pet-Friendly Vacation Rentals in or Near Bentleigh East
Luxe Parkside Hampton Home From US $482
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Bayside Oasis in Highett From US $449
         

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10.0 (1 Review)
House
  • Pet Friendly
  • Security/Safety
  • Fireplace/Heating
Convenience and Comfort in Carnegie From US $243
         

8.8 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Domi Rentals - The Murra Apartments From US $395
         

8.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Bay Rd | Kids & Pet Friendly | Free Parking From US $239
         

5.6 (4 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • TV
Miss Peregrine in Brighton East From US $356
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Bayside Spritz in Hampton From US $339
         

New
House
  • Air Conditioner
  • Pet Friendly
  • TV

Large Vacation Homes & Villas in Bentleigh East

Over 35+ Large Vacation Homes & Villas in or Near Bentleigh East
Elegant Art Deco Gem Cosy 3BR Retreat From US $216
         

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9.5 (10 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Peaceful Parkside Escape with Private swimming Pool From US $284
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Large and Luxe in Hampton Parkside From US $1,403
         

4.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Bedding/Linens
Comfy 5 Bedroom retreat stay at Melbourne! From US $311
         

2.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Wheelchair Accessible Vacation Homes in Bentleigh East

Over 31+ Wheelchair Accessible Vacation Homes in or Near Bentleigh East
Boutique apartment in quiet, sought-after suburb From US $295
         

8.8 (14 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Buckingham Apartments From US $198
         

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7.6 (131 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Central Oakleigh 2BR Apartment w Parking From US $424
         

Boutique apartment in quiet, sought-after suburb From US $256
         

8.4 (7 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Luxe 2BR Oasis at The Vista From US $160
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Bentleigh East Vacation Rentals and Airbnb Places to Stay Under $200

Over 185+ Bentleigh East Vacation Rentals and Airbnb Places to Stay Under $200
Stunning Studio Apartment Near Public Transport From US $125
         

8.6 (4 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Southland Guesthouse Quad Room 3 with Free Parking From US $86
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Buckingham Apartment From US $131
         

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7.8 (18 Reviews)
Apartment
  • Parking
  • Pool
  • Designated Smoking Area
Comfy Studio with Shared Backyard near Racecourse From US $130
         

8.4 (13 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Brand new Furniture/3 Bedroom/Stylish Home From US $152
         

Two bedroom apartment in Australia, Bentleigh From US $163
         

6.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV
Hidden Gem on Neerim Road, Carnegie 2BR From US $198
         

Instantly Bookable Vacation Homes in Bentleigh East

Over 117+ Instantly Bookable Vacation Homes in or Near Bentleigh East
By the Bay Elegance Exclusive Brighton Living From US $462
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Santa Monica apartment From US $212
         

9.6 (12 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Comfy Studio near Racecourse From US $210
         

8.0 (15 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Urban Living at Its Best From US $242
         

8.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV
Perfect Location! Cozy Townhouse McKinnon Station From US $206
         

8.0 (1 Review)
House
  • Air Conditioner
  • TV
  • Security/Safety
Sunnybank House with EV Charger From US $365
         

About Bentleigh East Vacation Rentals

With more than 356 Bentleigh East vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Topwintervacations and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Bentleigh East.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Topwintervacations Bentleigh East, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Bentleigh East. Places to stay near Bentleigh East are 1087.84 ft² on average, with prices averaging $238 a night.

Topwintervacations makes it easy and safe to find and compare vacation rentals in Bentleigh East with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Bentleigh East

Type Count
Vacation Homes 195
Holiday Apartments 127
Hotels with Suites 14
Villas 11
B&B 2
Cabin Rentals 2
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Bentleigh East

Pro Tip: Topwintervacations makes it easy to compare the best listings on Topwintervacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Topwintervacations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Bentleigh East.

Weather in Bentleigh East

View the weather forecast for Bentleigh East before booking your Bentleigh East Vacation Rentals to confirm your best time to go.

December - February
High 99°F       Low 68°F
March - May
High 98°F       Low 44°F
June - August
High 78°F       Low 36°F
September - November
High 93°F       Low 50°F

Bentleigh East Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Bentleigh East?
How many vacation rentals are available in Bentleigh East?

Currently, the total number of properties listed in 2026 is over 356 in the Bentleigh East area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Bentleigh East.