Winsor, Southampton holiday accommodation: short-term house rentals & properties

Scroll through and select from holiday rentals in Winsor to find one that's perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll find the amenities that you need and want, which might include Wi-Fi and a pool. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

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Find the best place to stay - Winsor

Bluebell Copse Cottages New Forest with hot tub.

Sleeps 6 · 3 bedrooms · 3 bathrooms

Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig

Sleeps 6 · 3 bedrooms · 2+ bathrooms

Simple static caravan under mile from Paultons Park situated in New Forest

Sleeps 4 · 2 bedrooms · 1 bathroom

Top rated rentals - Winsor

Perfect property.nestled in the magnificent New Forest

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Winsor getaway

Learn about the unique charm of Winsor with a stay in a holiday home rental. This city has something for everyone. Southampton Cruise Terminal and Paultons Family Theme Park - Home of Peppa Pig World are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Winsor

Are you hoping to discover attractions to see while you're in town? Venture out of your cosy holiday rental and check out everything that Winsor has to offer. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

Paultons Family Theme Park - Home of Peppa Pig World (1.4 mi / 2.3 km)
New Forest Wildlife Park (3.6 mi / 5.8 km)
The Common (6.2 mi / 9.9 km)
Leisure World (6.2 mi / 10 km)
SenSpa at Careys Manor Hotel (7.4 mi / 12 km)
Marwell Zoo (12.7 mi / 20.4 km)

Exploring the natural features in Winsor

Whether you're an active traveller or just want to spend some time taking in the scenery, Winsor is a great place to get outside. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

New Forest National Park (5.8 mi / 9.4 km)
Mayflower Park (6.5 mi / 10.4 km)
Exbury Gardens and Steam Railway (11.1 mi / 17.8 km)
Calshot Beach (13.1 mi / 21.2 km)
Barton-on-sea Beach (14.2 mi / 22.9 km)
Cathedral Close (14.2 mi / 22.9 km)

Transport options to and around Winsor

Fly into Southampton (SOU), the closest airport, located 8.5 mi (13.6 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Bournemouth (BOH-Bournemouth Intl.), which is 16.1 mi (25.8 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Winsor?

Several things can affect what you’ll pay for a holiday home in Winsor, including the length of stay, type of property and season. But, all Stayz homes have something in common — excellent value. Simply add your travel dates to find your ideal escape.

How much does it cost to rent a beach house in Winsor?

The average price for a holiday home near the beach in Winsor depends on when you’ll be there and the size and type of property you want. Find prices easily and quickly on Stayz by entering the dates you’ll be travelling. Then use the filters to choose the number of bedrooms and amenities important to you, such as air conditioning, WiFi and a hot tub.

What are the top attractions for families in Winsor?

Keeping the kiddos entertained during your Winsor holiday is a breeze with these awesome family-friendly attractions:

New Forest Wildlife Park
SeaCity Museum
Southampton Maritime Museum

How old do you have to be to rent a holiday home in Winsor?

It’s advisable to check with the Winsor holiday home you’re looking at on Stayz as age restrictions differ. However, typically it’s 16, 18 or 21.

How long can I rent a holiday home in Winsor for?

How long you can rent a holiday home in Winsor differs according to the property. Just enter your preferred dates to look at a list of options offering extended stays. With lots of amenities like air conditioning and full kitchens, as well as some offering weekly or monthly discounts, you’re sure to get somewhere just right to call your home away from home in Winsor.