Winsor holiday rentals

We found 601 holiday rentals — enter your dates for availability
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.

Holiday rentals with weekly discounts – Winsor

Showing deals for:6 Nov - 13 Nov

Interior
Exterior
Interior
Dining
Exceptional
(6 reviews)

Bluebell Copse Cottages New Forest with hot tub.

Southampton

9% off
AU$4,575
for 7 nights, 1 cottage
AU$654 per night
includes taxes & fees
Bluebell Copse Cottages New Forest with hot tub.
Dairy Cottage - Bedroom 1, with iron fourposter and french doors onto garden.
The famous £1/4 million beach huts on our local beach at Mudeford!
Dairy cottage lounge with french doors onto patio and gardens
View into hall from lounge.
Exceptional
(21 reviews)

Prime position in Burley, New Forest National Park!

Ringwood

19% off
AU$2,346
for 7 nights, 1 cottage
AU$335 per night
includes taxes & fees
Prime position in Burley, New Forest National Park!
Private kitchen
Property grounds
Living area
Exterior
Exceptional
(22 reviews)

Luxurious and Cosy Holiday Lodge in the New Forest National Park

Salisbury

9% off
AU$2,108
for 7 nights, 1 room
AU$301 per night
includes taxes & fees
Luxurious and Cosy Holiday Lodge in the New Forest National Park
Conservatory
Front of cottage
Rear living area
Back garden
Exceptional
(119 reviews)

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

Southampton

8% off
AU$2,740
for 7 nights, 1 cottage
AU$391 per night
includes taxes & fees
Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig
Plenty of storage and hairdryer in each room.
Marina
Fresh flowers for each guest check in
The dining area is stylish and comfortable with plenty of space.
Wonderful
(6 reviews)

Rhubarb Cottage, stylish home close to Lyndhurst High street & New Forest trails

Lyndhurst

33% off
AU$2,078
for 7 nights, 1 home
AU$297 per night
includes taxes & fees
Rhubarb Cottage, stylish home close to Lyndhurst High street & New Forest trails
New Forest Stables
Night time in the stables around the fire pit
Property grounds
Living area
Exceptional
(62 reviews)

Stables Retreat - Direct Access to The Forest

Ringwood

19% off
AU$3,196
for 7 nights, 1 cottage
AU$457 per night
includes taxes & fees
Stables Retreat - Direct Access to The 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 New Forest National Park 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 (1.5 mi / 2.4 km)
  • Broadlands Estate (4.8 mi / 7.8 km)
  • SenSpa at Careys Manor Hotel (7.4 mi / 11.9 km)
  • Marwell Zoo (12.7 mi / 20.5 km)
  • Bramshaw Golf Club (2.7 mi / 4.3 km)
  • The Common (6.2 mi / 10 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 / 9.3 km)
  • Mayflower Park (6.5 mi / 10.5 km)
  • Exbury Gardens and Steam Railway (11.1 mi / 17.8 km)
  • Lepe Beach (13.1 mi / 21.1 km)
  • Calshot Beach (13.2 mi / 21.2 km)
  • Barton-on-sea Beach (14.2 mi / 22.8 km)

Transport options to and around Winsor

Fly into Southampton (SOU), the closest airport, located 8.5 mi (13.7 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 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.

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