Holiday Rentals in Windsor

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Windsor holiday rentals
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Best Holiday rentals and Airbnb offers in Windsor

Popular Family-Friendly Holiday Rentals in Windsor

Choosing a holiday rental built for families in Windsor means city attractions are close by for a much smoother trip.

Ultimate Hawkesbury Family Escape - Sleeps 12 - Windsor
10 42 reviews
Windsor
01/08 – 31/08
£655/nighttotal: £19650 (30 )

Ultimate Hawkesbury Family Escape - Sleeps 12

1 2
apartment , Pitt Town
Avondale Country Lodge is a luxurious five-bedroom retreat situated in Pitt Town, just over 60 kilometres from Sydney and 10 minutes from Windsor, offering a peaceful escape in the Australian bush. The lodge has received excellent ratings for its location, cleanliness, and overall experience.
Avondale Country Lodge is a spacious retreat with two bathrooms and can comfortably accommodate up to 10 guests. Guests can enjoy a fully equipped kitchen, a swimming pool, a garden, and a fire pit, as well as opportunities for bushwalking, cycling, and wildlife spotting.
Extra Spacious Modern Retreat Near Tallawong Metro - Windsor
Windsor
01/08 – 31/08
£128/nighttotal: £3840 (30 )

Extra Spacious Modern Retreat Near Tallawong Metro

5 2
house , Schofields
This substantial family residence in Schofields offers easy access to the city via Tallawong Metro and is located approximately 21 kilometres from CommBank Stadium and 29-30 kilometres from ANZ Stadium and Qudos Bank Arena.
This five-bedroom property provides accommodation for up to 14 guests, featuring a fully equipped kitchen, air conditioning, private parking, complimentary WiFi, and a terrace with garden views, ideal for self-catering holidays.
Colebee 4 Bedroom House Walk To Park And Shops - Windsor
9.9 8 reviews
Windsor
01/08 – 31/08
£174/nighttotal: £5220 (30 )

Colebee 4 Bedroom House Walk To Park And Shops

4 2
house , Schofields
This Schofields house, a Colebee property, is located 22.5 kilometres from CommBank Stadium and within walking distance of local shops and a park.
The 200 square metre dwelling boasts three bedrooms, two bathrooms, and accommodates up to 19 guests, featuring a jacuzzi, terrace, garden, and fully equipped kitchen including a dishwasher.
Spacious 5br Retreat| Family & Group Friendly - Windsor
Windsor
23/08 – 27/09
£250/nighttotal: £8750 (35 )

Spacious 5br Retreat| Family & Group Friendly

1 6
apartment , Rouse Hill
This five-bedroom holiday home is located in Rouse Hill, a short drive from Rouse Hill Town Centre and within easy reach of Tallawong Metro station, offering direct access to Sydney CBD.
This pet-friendly, family-oriented residence accommodates up to ten guests, featuring a bright open-plan living area, a modern kitchen, air conditioning, and a private garden with outdoor seating, ideal for exploring local parks and family-friendly spaces.

Handpicked Self-Catering Rentals with Parking in Windsor

On-site parking takes one thing off your list when visiting Windsor. Our holiday rentals have it included.

Gables&box Hil&maraylya 2br Granny Flat Near Parks - Windsor
Windsor
01/08 – 31/08
£99/nighttotal: £2970 (30 )

Gables&box Hil&maraylya 2br Granny Flat Near Parks

1 2
house , Pitt Town
This Pitt Town annex offers a private and comfortable stay, situated 27 kilometres from Western Sydney International Airport and 27 kilometres from CommBank Stadium, with major Sydney venues such as ANZ Stadium, Qudos Bank Arena and Sydney Showground located between 35 and 37 kilometres away.
This self-contained dwelling accommodates up to seven guests, featuring one bedroom, one bathroom, air conditioning, parking, and a fully equipped kitchen, with free WiFi available throughout the property.
Private Barn House With Gazebo - Stunning Views - Windsor
9.8 17 reviews
Windsor
01/08 – 31/08
£117/nighttotal: £3510 (30 )

Private Barn House With Gazebo - Stunning Views

1 2
farm , North Richmond
This refined barn house accommodation offers a peaceful rural retreat in the Hawkesbury valley, just 1.5 kilometres from North Richmond town centre and 5 kilometres from Cabbage Tree Lookout.
This property sleeps four guests and features two bedrooms, one bathroom, air conditioning, a fully equipped kitchen with a dishwasher, and a covered outdoor patio, with a pool table available for entertainment.
New 5 Bedroom Single Story House - Windsor
Windsor
01/08 – 31/08
£432/nighttotal: £12960 (30 )

New 5 Bedroom Single Story House

1 2
house , Marsden Park
This newly built, single-storey property in Marsden Park is located approximately 27 kilometres from CommBank Stadium and 35 kilometres from ANZ Stadium.
This 5-bedroom residence accommodates up to 19 guests and offers complimentary private parking, free Wi-Fi, and a fully equipped kitchen.
Windsor Heritage House - Windsor
10 1 review
Windsor
01/08 – 31/08
£175/nighttotal: £5250 (30 )

Windsor Heritage House

3 2
house , Windsor
This historic Windsor heritage residence is located 30 kilometres from CommBank Stadium and 40 kilometres from ANZ Stadium, Qudos Bank Arena, and Sydney Showground.
This 93 square metre dwelling accommodates up to six guests across three bedrooms and features complimentary WiFi, a fully equipped kitchen, air conditioning, a terrace, and free private parking, with an outdoor fireplace for added comfort.

Frequently asked questions about holiday rentals in Windsor

Destinations nearby

Choose the Right Holiday Rentals with a Balcony in Windsor

Enjoying morning coffee with city skyline views is a simple pleasure when staying in these holiday rentals and Airbnbs in Windsor.

Box Hill Townhouse - Windsor
9.1 41 reviews
Windsor
01/08 – 31/08
£95/nighttotal: £2850 (30 )

Box Hill Townhouse

1 2
apartment , Annangrove
This Annangrove residence offers a suburban retreat, situated 22 kilometres from CommBank Stadium and 31 kilometres from ANZ Stadium, providing convenient access to major sporting venues.
This 90 square metre apartment accommodates up to five guests with a one-bedroom layout, featuring air conditioning, a fully equipped kitchen, private balcony, complimentary parking, and free high-speed WiFi, located 32 kilometres from Sydney Kingsford Smith Airport.
Brand New 3-level Family Home For 10 &Box Hill - Windsor
Windsor
23/08 – 27/09
£180/nighttotal: £6300 (35 )

Brand New 3-level Family Home For 10 &Box Hill

3 6
house , Annangrove
This modern, three-level family residence in Annangrove offers a peaceful suburban escape, situated between 22 and 34 kilometres from major Sydney attractions including CommBank Stadium, Sydney Olympic Park, and Bicentennial Park.
This spacious 500 square metre dwelling accommodates up to 16 guests with three bedrooms, three bathrooms, air conditioning, complimentary WiFi, and a well-equipped kitchen, ideal for self-catering families seeking a comfortable base.
Ingenia Holidays Avina - Windsor
8.3 1982 reviews
Windsor
27/06 – 04/07
£73/nighttotal: £511 (7 )

Ingenia Holidays Avina

1 2
resort , Vineyard
Ingenia Holidays Avina is a family-friendly resort located just 30 miles from Luna Park Sydney and 17 miles from Wet'n'Wild Sydney, making it a great base for exploring the area. The resort is highly rated by guests, with consistently good reviews for its cleanliness, location, and overall experience.
The resort offers a variety of facilities and amenities to ensure a comfortable stay. Guests can enjoy the outdoor pool, relax in the garden, or work out at the fitness centre.
4br Spacious Townhouse In Box Hill - Windsor
Windsor
23/08 – 27/09
£181/nighttotal: £6335 (35 )

4br Spacious Townhouse In Box Hill

4 6
house , Annangrove
This 4-bedroom detached house in Annangrove is situated 30 kilometres from ANZ Stadium, 32 kilometres from Qudos Bank Arena, and 22 kilometres from CommBank Stadium.
This spacious 200 square metre property offers accommodation for up to 15 guests, featuring a fully equipped kitchen with a fridge, microwave and dishwasher, air conditioning, and a terrace, with free WiFi available throughout.

Explore Pet-Friendly Holiday Rentals in Windsor

No need to leave your dog behind in Windsor. Our holiday rentals offer proximity to dog parks and lovely city walks.

Luxury House 5 Bedrooms - Windsor
8.8 15 reviews
Windsor
01/08 – 31/08
£200/nighttotal: £6000 (30 )

Luxury House 5 Bedrooms

1 2
apartment , Windsor
This charming house is conveniently located in Windsor, just a 2-minute walk from local shops, restaurants, and the bus stop, and a 3-minute drive from the train station. The surrounding area offers a peaceful atmosphere with easy access to amenities and attractions.
The house comfortably sleeps 8 guests in 4 bedrooms and 3 bathrooms. It has a fully equipped kitchen, laundry facilities, and a dedicated outdoor seating area, making it perfect for families or groups looking for a comfortable and convenient stay.
Luxury 5 Bedroom+3 Bathroom Home - Windsor
9.1 9 reviews
Windsor
23/08 – 27/09
£324/nighttotal: £11340 (35 )

Luxury 5 Bedroom+3 Bathroom Home

1 6
apartment , Rouse Hill
This five-bedroom, three-bathroom house in Rouse Hill offers excellent access to the Rouse Hill Town Centre (distance unspecified) and major highways, providing easy travel throughout Sydney.
Sleeping up to 10 guests, the property includes a fully fenced backyard, attached garage, additional parking, fridge, microwave, dishwasher, air conditioning, and internet access.
Family Cabin - Windsor
9.4 29 reviews
Windsor
27/06 – 04/07
£92/nighttotal: £644 (7 )

Family Cabin

1 2
cabin , Vineyard
This charming cabin is located just a short distance from Vineyard's town centre, making it easy to explore the local attractions and amenities. The cabin has received excellent guest reviews, with high ratings for cleanliness, location and overall experience.
The cabin is perfect for families, with a private bedroom and a combined lounge/sleeping area with a bunk bed, accommodating up to four guests. Guests have access to a shared pool, jumping pad, playground, and games room, providing plenty of entertainment for all ages.
3 Bedroom Heritage House Windsor - Windsor
Windsor
27/06 – 04/07
£424/nighttotal: £2968 (7 )

3 Bedroom Heritage House Windsor

3 2
apartment , Windsor
This 3-bedroom holiday home is located in the historic Windsor district of Sydney, offering lake views and easy access to attractions such as the Museums Discovery Centre and Nurragingy Reserve, with shopping at North Richmond Heritage Plaza and North Richmond Village within 1.5 kilometres.
This property accommodates up to 6 guests, featuring a fully equipped kitchen, air conditioning, a flat-screen TV, and laundry facilities, ideal for families or groups seeking a comfortable stay.
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