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Top Holiday Rentals in Winsor

Front of property
room2 Southampton Hometel
4.0 star property
9.6 out of 10, Exceptional, (776)
"Stayed in a family room- awesome, perfect for a small family. "
The price is ฿4,012
per night
19 May - 20 May
room2 Southampton Hometel
Apartment, 1 King Bed with Sofa bed | Beach
Stunning one Bedroom Apartment in Bournemouth
3.5 star property
Stunning one Bedroom Apartment in Bournemouth
Studio, 1 Queen Bed | Private kitchen | Fridge, microwave, stovetop, dishwasher
Peartree Serviced Apartments
3.5 star property
9.6 out of 10, Exceptional, (218)
"Really lovely apartment, everything we needed for one overnight stay. Highly recommended "
The price is ฿5,253
per night
2 Jun - 3 Jun
Peartree Serviced Apartments
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Exterior
The Cliff House
4.0 star property
9.4 out of 10, Exceptional, (339)
"My wife and I stayed at The Cliff House for three nights and had a good time. The staff were all friendly and helpful and the food was superb, especially the "Full Works" breakfast which was cooked to order."
The price is ฿6,495
per night
23 May - 24 May
The Cliff House
View from room
Southampton Serviced Apartment
4.0 star property
8.4 out of 10, Very good, (148)
"Comfortable apartment with lift and free parking "
Southampton Serviced Apartment
Cottage, 1 Bedroom (Dormouse) | Terrace/patio
Hazelhurst Farm
4.5 star property
9.6 out of 10, Exceptional, (45)
"We had a great family stay at Hazelhurst Farm. The cottage is absolutely beautiful and fully equipped with everything we needed. The hosts (Hayley and Carl) were also super nice and helpful. We'll definitely come back "
Hazelhurst Farm
Flat-screen TV
Two Bare Feet
3.5 star property
9.2 out of 10, Wonderful, (32)
"Thoroughly enjoyed the independence that Two Bare Feet gave me Staying in conventional hotels around the country can become a chore. Its location with its five minute walk into the city centre makes it ideal The facilities and cleanliness were second to none. Only thing to let it down is the lack of property parking but overnight parking is around £7.30 a night and is an inconvenience not ideal for everyone. That said I would recommend it and would certainly stay there again Many thanks again...
The price is ฿3,735
per night
23 May - 24 May
Two Bare Feet
Apartment | Private kitchen | Fridge, microwave, oven, stovetop
Charles Hope Apartments Southampton
3.5 star property
5.8 out of 10, (6)
"Found it very hard to get into property had to call operator a number of times for help, then could not get into flat again needed assistance. Flat door would not lock in the mornings as code would not work so had to take my luggage with me every morning, ( 3 days ) would not stay here again. "
The price is ฿5,364
per night
19 May - 20 May
Charles Hope Apartments Southampton
Deluxe Room, 1 King Bed | Premium bedding, Select Comfort beds, desk, laptop workspace
Pinnacle Suites
3.0 star property
Pinnacle Suites
Flat-screen TV
Southampton Waterside by Charles Hope
3.0 star property
6.0 out of 10, (2)
"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...
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

Bar (on property)
Leonardo Hotel Southampton
4.0 star property
8.2 out of 10, Very good, (1008)
"Clean, friendly staff."
The price is ฿3,026
per night
27 May - 28 May
Leonardo Hotel Southampton
Interior entrance
Leonardo Royal Southampton Grand Harbour
4.0 star property
8.2 out of 10, Very good, (1168)
"Had an overnight stay before going on a cruise. Ideally located for this. Everything was arranged by Hotels.com as our original hotel was unable to accomodate us. Rooms werr vlean and comfortable and service good. Breakfast was good. Disappointed we had to pay extra for parking "
The price is ฿3,060
per night
16 Jun - 17 Jun
Leonardo Royal Southampton Grand Harbour
Exterior
ibis Southampton Centre
3.0 star property
8.2 out of 10, Very good, (1010)
"Well placed & convenient "
The price is ฿2,292
per night
27 May - 28 May
ibis Southampton Centre
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.

Search for holiday rentals in Winsor on Expedia! 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
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  • 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.

Recent reviews of Winsor properties
Expedia verified reviews

Holiday Inn Express Southampton M27 Jct7, an IHG Hotel

Holiday Inn Express Southampton M27 Jct7, an IHG Hotel

5/5 Excellent
"Complementary breakfast. Very clean. Bus stop is right at the hotel."
A verified traveller stayed at Holiday Inn Express Southampton M27 Jct7, an IHG Hotel
Posted 1 day ago
Holiday Inn Express Southampton M27 Jct7, an IHG Hotel