Winsor Holiday Rentals

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Holiday Rentals in Winsor

The Cliff House Hotel
4.0 star property
9.4 out of 10, Exceptional, (398)
"Great location, food, accomodation and pleasant staff."
Anthony
The price is HK$1,304
HK$1,565 total
includes taxes & fees
19 Oct - 20 Oct
The Cliff House Hotel
Chelsea Hotel
3.0 star property
9.2 out of 10, Wonderful, (81)
"Overall a good place to stay."
STEPHEN
Chelsea Hotel
4thedome
3.5 star property
9.4 out of 10, Exceptional, (12)
"Had a lovely stay in this apartment . It was excellent. Very very clean and comfortable, with everything you could need and a lot of little extras. Just a couple of steps over to the clifftop in Barton on sea. Would definitely stay again."
Stephen
The price is HK$834
HK$1,366 total
includes taxes & fees
17 Nov - 18 Nov
4thedome
room2 Southampton Hometel
4.0 star property
9.4 out of 10, Exceptional, (1129)
"Friendly staff, good breakfast, easy parking, comfortable bed"
Janice
The price is HK$653
HK$784 total
includes taxes & fees
26 Oct - 27 Oct
room2 Southampton Hometel
Peartree Serviced Apartments
3.5 star property
9.6 out of 10, Exceptional, (293)
"Enjoyable stay, handy to Salisbury landmarks."
Heather
The price is HK$1,021
HK$1,226 total
includes taxes & fees
2 Nov - 3 Nov
Peartree Serviced Apartments
Charles Hope Salisbury Centre
3.5 star property
9.4 out of 10, Exceptional, (3)
"Contemporary, new feel and even new like smell! Overall experience here was fabulous indeed "
Anonymous traveller
Charles Hope Salisbury Centre
Holiday Home With Hot Tub & Sauna
4.0 star property
9.0 out of 10, Wonderful, (4)
" What the full holiday with my kids thanks guys"
Ayhan
The price is HK$1,406
HK$3,565 total
includes taxes & fees
21 Oct - 22 Oct
Holiday Home With Hot Tub & Sauna
Stargaze from a beach hut on the Mudeford Sandbank
10.0 out of 10, Exceptional, (5)
"It brought back Memories of when we were young. Fabulous stay. Beautiful scenery. Would love to go again. "
Sacha S.
The price is HK$939
HK$1,356 total
includes taxes & fees
20 Oct - 21 Oct
Stargaze from a beach hut on the Mudeford Sandbank
A Cozy Oasis - A Stroll from Gardens to Beach
10.0 out of 10, Exceptional, (2)
"The host was really responsive and apartment was as expected. Great access to Boscombe beach and short taxi into town centre. Provided a good base for a night away with friends"
Kelly W.
The price is HK$920
HK$1,714 total
includes taxes & fees
19 Oct - 20 Oct
A Cozy Oasis - A Stroll from Gardens to Beach
Pinnacle Suites
3.0 star property
9.8 out of 10, Exceptional, (23)
"Very nice "
David
The price is HK$1,356
HK$1,627 total
includes taxes & fees
22 Oct - 23 Oct
Pinnacle Suites
Breath Taking Sea View 2 bedroom Sleeps 6- Parking
6.0 out of 10, (1)
"Sea Views Great. Extremely noisy neighbours. Party noise the whole night. Property in definite need of maintenance. "
Peter
The price is HK$688
HK$1,366 total
includes taxes & fees
22 Oct - 23 Oct
Breath Taking Sea View 2 bedroom Sleeps 6- Parking
5 Yarmouth Cottages
3.5 star property
9.4 out of 10, Exceptional, (3)
"Convenient and spotlessly clean small cottage is a great base for exploring the IoW. Only slight downside is that the proximity to other guests means sitting outside can be a little bit of an exercise in hearing other people’s conversation! This small point aside, can recommend for a short stay. "
Clive
The price is HK$2,773
HK$3,327 total
includes taxes & fees
1 Nov - 2 Nov
5 Yarmouth Cottages
Stonehenge Cottages
5.0 star property
9.8 out of 10, Exceptional, (105)
"Information, including a video, provided by the friendly owners before and during our stay was excellent. The beautifully appointed cottage was convenient for Salisbury and for the nearby pub which serves good food. We will definitely stay there again, if in the area."
Fiona
The price is HK$1,512
HK$1,815 total
includes taxes & fees
19 Oct - 20 Oct
Stonehenge Cottages
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
10.0 out of 10, Exceptional, (4)
"Unassuming from the outside, excellently decorated and equipped internally, including a nice garden."
Simon S.
The price is HK$1,043
HK$2,211 total
includes taxes & fees
7 Nov - 8 Nov
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
Beddoe Apartments
3.0 star property
8.2 out of 10, Very good, (19)
"Ideal for couple of nights stay. Easy parking was a bonus. "
Alan
The price is HK$1,087
HK$1,773 total
includes taxes & fees
19 Oct - 20 Oct
Beddoe Apartments
Modern Three Bed Gem Near Beach - Sleeps 6 - Steam Shower - Fast WiFi - Garden
8.0 out of 10, Very good, (2)
"1) The lack of household items such as toilet rolls and black bags - which we had to buy from the convenient store. This was not great. 2) When you flush the toilet upstairs, water gushed out of the pipe which leaves a very unpleasant smell in the bedroom next to the bathroom/ toilet area. The toilet is very lose. 3) Some of the kitchen hobs was not working. Only 2 out of the 4 hobs was functioning. 4) There was no microwave 5) The toilet seat downstairs was very unstable - one of the...
Ogo
The price is HK$1,091
HK$2,167 total
includes taxes & fees
23 Oct - 24 Oct
Modern Three Bed Gem Near Beach - Sleeps 6 - Steam Shower - Fast WiFi - Garden
Forest Palms Studio New Forest National Park
10.0 out of 10, Exceptional, (9)
"We had a fabulous time at New Forest Palms. Super clean and modern apartment with all you need nearby! Pubs, food, wild horses. 😊"
Hazel D.
The price is HK$782
HK$1,137 total
includes taxes & fees
9 Nov - 10 Nov
Forest Palms Studio New Forest National Park
Meadow Cottage
4.0 star property
10.0 out of 10, Exceptional, (4)
"Perfect for our needs, well furnished, comfortable and lovely walk across the water meadows into town (approx 15-20 mins)"
Colin
The price is HK$1,558
HK$1,870 total
includes taxes & fees
5 Nov - 6 Nov
Meadow Cottage
A stroll to Ringwood, near to New Forest & South Coast Beaches. Private Parking
10.0 out of 10, Exceptional, (11)
"A lovely cottage in a great location, where all shops & restaurants are within walking distance.A modern cottage well equipped, with many nice touches, with the owner thinking of everything you could need, plus a parking space right outside."
Paula R.
The price is HK$1,502
HK$1,711 total
includes taxes & fees
6 Nov - 7 Nov
A stroll to Ringwood, near to New Forest & South Coast Beaches. Private Parking
A Hidden Gem With Private Hot Tub and Garden
8.4 out of 10, Very good, (8)
"Property was as described. Had a pleasant stay"
Michelle A.
The price is HK$1,446
HK$2,009 total
includes taxes & fees
16 Nov - 17 Nov
A Hidden Gem With Private Hot Tub and Garden
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

Find out more about Winsor

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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.