This modern three-bedroom, three-bathroom dwelling in Grantham Farm, Riverstone, is situated between 24 and 48 kilometres from key Sydney landmarks including CommBank Stadium, ANZ Stadium, Qudos Bank Arena, Sydney Showground, Bicentennial Park, and Sydney Kingsford Smith Airport. This air-conditioned house offers free WiFi, a fully equipped kitchen, and parking for up to 19 guests, making it ideal for larger groups seeking a comfortable stay.
9.8 10 reviews
Windsor
01/08 – 31/08
£194/nighttotal: £5820 (30 )
The Chateau
1 2
apartment , Pitt Town
This renovated 134-year-old heritage homestead, a 'Chateau' style property in Pitt Town, offers easy access to the Hawkesbury region's attractions, though specific distances aren't detailed. The two-bedroom, two-bathroom dwelling sleeps four guests, boasting a fully equipped kitchen (fridge, freezer, microwave, dishwasher), laundry facilities, a garden, and ample parking for cars, boats, and jet skis on its one-acre plot.
9.6 296 reviews
Windsor
01/08 – 31/08
£66/nighttotal: £1980 (30 )
High View Accommodation #5
3 2
cottage , Freemans Reach
This charming cottage is located in Freemans Reach, just 14.5km from The Australiana Pioneer Village, Ebenezer Church, and Hawkesbury Race Club, offering a peaceful escape in the countryside. The cottage consistently receives excellent ratings for its cleanliness, location, and overall experience. This three-bedroom property provides a comfortable space for families or groups of friends. Guests can enjoy a fully equipped kitchen, a private garden, and a terrace for relaxing, along with access to a golf course, local attractions, and nearby nature reserves.
10 1 review
Windsor
27/06 – 04/07
£274/nighttotal: £1918 (7 )
Avoca - Historic Bungalow In The Heart Of Richmond
1 2
apartment , Richmond
This country residence is situated in the distinguished Richmond district, a short distance from key attractions. This spacious apartment offers accommodation for up to 6 guests, featuring 3 bedrooms, 1 bathroom, a master ensuite, and a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, all complemented by air conditioning and parking.
8.9 28 reviews
Windsor
23/08 – 27/09
£131/nighttotal: £4585 (35 )
Maraylya Cheerful 4br House
4 6
house , Maraylya
This Maraylya Gables property enjoys a park-front position, minutes from future sporting fields and a lake, a short drive from Santa Sophia Catholic College and the future Gables shopping centre, and 26km from Tallawong station and Rouse Hill Town Centre. This four-bedroom, two-bathroom house sleeps nine guests, offering a spacious living area with a sofa bed, ducted air conditioning, a fully fenced backyard, free Wi-Fi, and free on-street parking (garage unusable).
Windsor
01/08 – 31/08
£246/nighttotal: £7380 (30 )
Luxury House 5 Bedrooms River View
5 2
apartment , Windsor
This five-bedroom Windsor house, a short 0.5km walk from local supermarkets and restaurants, offers breathtaking Hawkesbury River views and proximity to the Australiana Pioneer Village and Rouse Hill House & Farm. The property boasts three bathrooms, sleeps ten guests, includes a fully equipped kitchen with dishwasher, parking, and air conditioning, plus a terrace/balcony.
9.0 8 reviews
Windsor
23/08 – 27/09
£104/nighttotal: £3640 (35 )
设计师打造日式高档公寓5分钟步行到火车站3b2bfreeparking-h1
1 6
apartment , Rouse Hill
This modern Japanese-inspired apartment in Rouse Hill offers excellent user and location ratings, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, and two bathrooms, providing comfortable accommodation for up to six guests. Conveniently located within the Rouse Hill district, this residence is a short walk from local amenities and attractions, with secure parking available, making it an ideal base for families and business travellers exploring the area.
8.8 13 reviews
Windsor
27/06 – 04/07
£191/nighttotal: £1337 (7 )
5 Bedroom New House (No Stairs)
1 2
apartment , Melonba
This five-bedroom house is located in Marsden Park, just a short drive from Ikea and Costco, making it a convenient base for exploring Melonba. The accommodation has received very good ratings for cleanliness and user experience, with a good location rating. The property is ideal for families or large groups, offering a spacious layout with five bedrooms and two bathrooms, accommodating up to 10 guests. This modern home features a fully equipped kitchen, ducted air conditioning, a private garden, secure parking, and fast internet access, ensuring a comfortable and enjoyable stay.
Windsor
27/06 – 04/07
£238/nighttotal: £1666 (7 )
New 5 Bedroom Single Story House
1 2
apartment , Marsden Park
This family home in Marsden Park offers a tranquil residential setting, conveniently located within 1 kilometre of shopping centres, dining establishments, and the M7 motorway for efficient travel across Sydney. This five-bedroom, two-bathroom apartment accommodates up to six guests, featuring single-level living with no stairs, air conditioning, internet, and pet-friendly amenities, with parking available.
10 1 review
Windsor
01/08 – 31/08
£216/nighttotal: £6480 (30 )
Luxury Home Near Metro | Parking | Ac
1 2
apartment , Rouse Hill
This spacious apartment in Rouse Hill offers excellent connectivity, being situated in a quiet residential area just 500 meters from Tallawong and Rouse Hill Metro stations and a short distance from Rouse Hill Town Centre. This property accommodates up to 11 guests with 3 bathrooms, features ducted air conditioning, a fully equipped kitchen including a fridge, freezer, microwave oven, and dishwasher, and provides a double garage with free street parking.
Windsor
23/08 – 27/09
£180/nighttotal: £6300 (35 )
Stylish Brand New 3-level 3br Home & Sleeps 10
3 6
house , Annangrove
This stylish, brand-new 3-level home in Annangrove is situated 22.5 kilometres from CommBank Stadium and between 30.5 and 32 kilometres from ANZ Stadium and Qudos Bank Arena. This family-friendly property offers 3 bedrooms, 2 bathrooms, air conditioning, free WiFi, and a terrace, comfortably accommodating up to 10 guests with a fully equipped kitchen for self-catering.
10 2 reviews
Windsor
01/08 – 31/08
£139/nighttotal: £4170 (30 )
4br Spacious Townhouse In Box Hill | Sleeps 8
1 2
apartment , Box Hill
This Box Hill flat is conveniently situated in a quiet community, just a 10-minute bus ride from Rouse Hill Metro Station and a short distance from Woolworths Box Hill and Rouse Hill Town Centre. This spacious apartment accommodates up to eight guests with four bedrooms and three bathrooms, featuring air conditioning, free NBN Wi-Fi, and a fully equipped kitchen with a dishwasher.
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.
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.
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.
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.
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.
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.
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.
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.
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
Which walking or cycling routes are the best in Windsor?
For a leisurely walk, try the Windsor Walking Track along the Hawkesbury River. If you prefer cycling, the Windsor to Richmond cycle path is a popular option, offering scenic views of the river and surrounding countryside.
What are the best Airbnb and holiday rentals in Windsor?
What sports or outdoor activites can visitors enjoy in and around Windsor?
Windsor is a great place for outdoor activities. You can go fishing, kayaking, or canoeing on the Hawkesbury River, play golf at the Windsor Golf Club, or go bushwalking in the nearby Blue Mountains National Park.
What other towns or cities can be easily accessed from Windsor?
Windsor is conveniently located within easy reach of Sydney, just a 50-minute drive away. You can also easily access other towns in the Hawkesbury region, such as Richmond, Penrith, and Parramatta.
What are the best holiday rentals with a pool in Windsor?
What amenities are commonly available in vacation rentals in Windsor?
Vacation rentals in Windsor typically offer a range of amenities, including kitchens, laundry facilities, and outdoor areas like balconies or patios. Some rentals may also have swimming pools or spa facilities.
What are the best rentals for families and kids in Windsor?
What time of year is best to rent a vacation rental Windsor?
The best time to visit Windsor is during the spring and autumn months, from September to November and March to May, when the weather is mild and pleasant. Summer can be hot and humid, while winter can be cool and wet.
What are the best rentals or Airbnbs with a jacuzzi in Windsor?
Windsor is known for its fresh seafood, particularly oysters and prawns. You can also try local specialties like Hawkesbury River lamb, fresh produce from local farms, and traditional Australian dishes like fish and chips.
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.
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.
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.
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.
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.
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.
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.
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.
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.