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Top Holiday Rentals in Winsor

room2 Southampton Hometel
4.0 star property
9.6 out of 10, Exceptional, 790 reviews
"Payment was taken from my card the day before check-in with no prior warning. I had opted for 'pay at property' so it was a big surprise and I barely had enough money in my account for it as me and the other guests were going to split it when we arrived. The room wasnt ready when we arrived but they were very nice about it. The staff were friendly and helpful. I had tried to do the online check-in but there were so many different parts to it that I gave up on it twice. The cleanliness of the...
The price is ₹8,445
per night
23 Jun - 24 Jun
room2 Southampton Hometel
Peartree Serviced Apartments
3.5 star property
9.6 out of 10, Exceptional, 220 reviews
"Loved, loved this place. It was like a home away from home "
The price is ₹11,554
per night
16 Jun - 17 Jun
Peartree Serviced Apartments
Stunning one Bedroom Apartment in Bournemouth
3.5 star property
Stunning one Bedroom Apartment in Bournemouth
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The Cliff House
4.0 star property
9.4 out of 10, Exceptional, 342 reviews
"Lovely small hotel. Very friendly staff. Great location by the sea."
The price is ₹15,112
per night
20 Jun - 21 Jun
The Cliff House
Southampton Serviced Apartment
4.0 star property
8.4 out of 10, Very good, 148 reviews
"Comfortable apartment with lift and free parking "
Southampton Serviced Apartment
Hazelhurst Farm
4.5 star property
9.6 out of 10, Exceptional, 45 reviews
"Cute and stylish cottage (we were in the Milking Parlour), easy to find and good location. Cosy for a few days for a couple but the outside space a bit disappointing. Inside the cottage is pretty much exactly as per the photos. It's stylish and cleverly designed for multi-functional self-catering. Even has a dishwasher! Some tea, coffee beans, sugar, milk and olive oil kindly provided. The smart home features for air-con, heating, radio etc take getting used to but are effective. Could do with...
Hazelhurst Farm
Charles Hope Apartments Southampton
3.5 star property
5.8 out of 10, 7 reviews
"The apartment is in a great location and the info you receive is thorough. Make sure you ask for parking though as it is limited. The apartment was very clean. Our door lock came loose and they helped us within 30 minutes which was really good. The only negatives were that the windows are so thin in places you can hear the traffic and the mattresses were a bit firm for us but if we were in Southampton we would definitely book here again. Great customer service and the space is perfect. "
The price is ₹16,801
per night
6 Jun - 7 Jun
Charles Hope Apartments Southampton
Pinnacle Suites
3.0 star property
Pinnacle Suites
Two Bare Feet
3.5 star property
9.2 out of 10, Wonderful, 32 reviews
"Beautiful property with every thing you could need. Complimentary eggs butter milk bread and fruit a lovely touch and very welcome. We would highly recommend 2 bare feet. Short walk into the town centre. Absolutely perfect. 5 star."
The price is ₹8,677
per night
12 Jun - 13 Jun
Two Bare Feet
Southampton Waterside by Charles Hope
3.0 star property
6.0 out of 10, 2 reviews
"I arrived and the boiler was not working. They weren't able to help. (they don't have anybody on site of the property ever. I had to try myself.) I then had to wait for 5 DAYS expecting and being told each day that an engineer would come to fix it. Nobody ever came. Whilst I had to wait in the apartment throughout that time for somebody to come, expecting someone to. But they kept breaking their word. I've honestly never met a company less bothered about their property not having working heating...
The price is ₹11,584
per night
9 Jun - 10 Jun
Southampton Waterside by Charles Hope
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Winsor you may be interested in

Leonardo Hotel Southampton
4.0 star property
8.2 out of 10, Very good, 1,025 reviews
"First class service from the moment we walked into the hotel. Lovely warm welcome from reception, couldn’t do enough for us . They gave us complimentary drinks vouchers and welcome cakes delivered to the room . It was my fathers 87 birthday and the even made him a beautiful birthday cake which he was so touched by . The waiting staff were excellent very attentive, food plentiful and delicious. Th e room was clean and comfortable "
The price is ₹8,080
per night
24 Jun - 25 Jun
Leonardo Hotel Southampton
Leonardo Royal Southampton Grand Harbour
4.0 star property
8.4 out of 10, Very good, 1,211 reviews
"Great starting place of a cruise vacation. Cute little Port community with nice restaurants around."
The price is ₹7,920
per night
16 Jun - 17 Jun
Leonardo Royal Southampton Grand Harbour
Holiday Inn Express Southampton M27 Jct7, an IHG Hotel
3.0 star property
8.4 out of 10, Very good, 1,017 reviews
"Nice room "
The price is ₹6,045
per night
17 Jun - 18 Jun
Holiday Inn Express Southampton M27 Jct7, an IHG Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Holiday Rentals in Winsor

Search for holiday rentals in Winsor on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Winsor using one of the methods below:

  • View our selection of featured holiday rentals in Winsor
  • Use the map to find apartments and other holiday homes in the Winsor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winsor while they last

Look no further and take a look at our great range of rental properties in Winsor!

Frequently asked questions

Are there holiday rentals in Winsor?

Yes, there are holiday rentals where you'll be just 1.4 mi (2.3 km) from Paultons Family Theme Park - Home of Peppa Pig World, offering you a secluded option if you want a quieter place to stay.

What are some of the best holiday rentals that Winsor has to offer?

The Cliff House: This holiday home rental outside of Winsor offers a terrace, a garden and daily housekeeping to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

What can I see and do in Winsor?

While exploring the area, visit family-friendly sights like Paultons Family Theme Park - Home of Peppa Pig World, or get outside and enjoy nature at New Forest National Park. Southampton Cruise Terminal and New Forest Wildlife Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Winsor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winsor. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family gatherings.

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