Winsor Holiday Rentals

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Holiday Rentals in Winsor

room2 Southampton Hometel

4.0 star property
9.4 out of 10, Exceptional, (1043)
"Great place we really liked it"
The price is AU$173
includes taxes & fees
3 Aug - 4 Aug
room2 Southampton Hometel

Pinnacle Suites

3.0 star property
9.6 out of 10, Exceptional, (20)
"Had a great time here, in town for a wedding. The location is perfect and right off the red jet ferry. Zoe was also super helpful "
Pinnacle Suites

Chelsea Hotel

3.0 star property
9.2 out of 10, Wonderful, (80)
"Overall a good place to stay."
The price is AU$205
includes taxes & fees
22 Aug - 23 Aug
Chelsea Hotel

The Walls

2.0 star property
4.0 out of 10, (3)
"It was ok for a quick stay. nothing fancy. "
The price is AU$153
includes taxes & fees
3 Aug - 4 Aug
The Walls

Luxury villa, amazing location, pool, jacuzzi, snooker, cinema & tennis court!

10.0 out of 10, Exceptional, (43)
"Fantastic stay in the new forest. Great location, really nice property. Absolutely exceeded our expectations. Highly recommend and would stay again!"
Luxury villa, amazing location, pool, jacuzzi, snooker, cinema & tennis court!

Southampton Waterside by Charles Hope

3.0 star property
9.0 out of 10, Wonderful, (11)
"Great location The vue is amazigh!!"
Southampton Waterside by Charles Hope

The Madison

3.0 star property
9.4 out of 10, Exceptional, (25)
"A walkable distance to the city center."
The Madison

Bayview Apartments

2.0 star property
8.0 out of 10, Very good, (1)
"Nice apartment. "
The price is AU$327
includes taxes & fees
3 Aug - 4 Aug
Bayview Apartments

Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!

9.8 out of 10, Exceptional, (185)
"House was lovely and clean - all towels essentials included. Was able to check in earlier than planned so added bonus, Timo on hand if any problems. Feel like the house could be modernised in some areas, modern bathrooms but some bedrooms dated and uncomfortable beds. "
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!

Peartree Serviced Apartments

3.5 star property
9.6 out of 10, Exceptional, (282)
"Very nice stay and staff. Highly recommended "
The price is AU$225
includes taxes & fees
3 Aug - 4 Aug
Peartree Serviced Apartments

The Cliff House Hotel

4.0 star property
9.4 out of 10, Exceptional, (388)
"The staff were great friendly and helpful The bar and restaurant were very good and the surrounding areas were lovely "
The price is AU$348
includes taxes & fees
10 Aug - 11 Aug
The Cliff House Hotel

Southampton Serviced Apartment

4.0 star property
8.4 out of 10, Very good, (167)
"It was in a good location. The communication was perfect. "
Southampton Serviced Apartment

New Forest cliff top apartment with distant view of the Needles

9.6 out of 10, Exceptional, (167)
"Great stay look forward to next time "
New Forest cliff top apartment with distant view of the Needles

Pamper House Holiday Home And Annex

3.0 star property
Pamper House Holiday Home And Annex

Bournemouth Getaway for 14

9.0 out of 10, Wonderful, (4)
"The house was very spacious, clean and well equipped for our group of 12 and 2 dogs. We had no issues with our stay. I would highly recommend, we had a brilliant time. Thanks Kim"
Bournemouth Getaway for 14

7 bedroom, Stunning Cottage with Hot-Tub & Cinema Room

9.8 out of 10, Exceptional, (138)
"The Lodge is lovely, all the ground floor is brand new, showers are great. There were 10 if us and all fitted in perfectly. There are some steep stairs on 2 of the rooms but great for teens. You can walk straight out into the woods from the garden.It was super clean and communication with the owners were very responsive. We would definitely recommend and would definitely stay here again. Thank you Timo. "
7 bedroom, Stunning Cottage with Hot-Tub & Cinema Room

Oceanview Gem in Southampton

3.0 star property
2.0 out of 10, (1)
"The host never responded to any communications. I tried calling, SMS, email and hotel.com chat. The agent also tried to contact them unsuccessfully. I had to wait until 4pm on the day of arrival before the agent agreed to re-book. After that I then had to wait for hotels.com to respond. Gave up and asked for a refund. These people will leave you oit of pocket, on the street, in the dark. Dangerous and unethical practice especially for lone female travellers."
The price is AU$314
includes taxes & fees
30 July - 31 July
Oceanview Gem in Southampton

Superyacht on 5* Ocean Village Marina, Southampton

9.6 out of 10, Exceptional, (7)
"The yacht Ohana is a great place to stay with excellent facilities and in a fab location close to bars and restaurants.A very helpful owner made our weekend perfect! "
The price is AU$657
includes taxes & fees
30 July - 31 July
Superyacht on 5* Ocean Village Marina, Southampton

Charles Hope Apartments Southampton

3.5 star property
7.0 out of 10, Good, (12)
"Property was clean, good location, near the cruise ports, restraunts, coffee shops. It was difficult for us to get into the building initially as we arrived later. But we got in touch with contact number and spoke with someone who arranged entry to building front door."
Charles Hope Apartments Southampton

Family House in Eastleigh

2.0 star property
The price is AU$323
includes taxes & fees
3 Aug - 4 Aug
Family House in Eastleigh
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.
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Top Winsor Hotel Reviews

Frequently asked questions

Are there holiday rentals in Winsor?

Yes, there are holiday rentals close to the most popular sights in Winsor, or you can select a more secluded option if you're looking for a relaxing stay.

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

The Cliff House Hotel: 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.