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Winsor Holiday Rentals

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Winsor holiday rentals

Iron/ironing board, free WiFi

Settle Winchester

Settle Winchester
2.0 star property
Winchester
The price is S$195
includes taxes & fees
16 Jul - 17 Jul
Settle Winchester
Iron/ironing board, free WiFi, bed sheets

QE2 Loft Apartments

QE2 Loft Apartments
3.0 star property
Southampton City Centre
5.6 out of 10, (5 reviews)
"No Air conditioning! Bar under with loud party all night long. Windows open for air. You book this room only if you want to party. Otherwise you will be kept up all night long. 90 degrees outside and hotter inside do to restaurant ovens directly under room. It was the worst experience. Jet lag turned into nightmare 😫"
United States
BRIAN
The price is S$233
includes taxes & fees
15 Jul - 16 Jul
QE2 Loft Apartments
Iron/ironing board, free WiFi

Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.4 out of 10, Very good, (6 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
The price is S$169
includes taxes & fees
12 Aug - 13 Aug
Settle Southampton
Interior entrance

Second Nature Southampton Hometel

Second Nature Southampton Hometel
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,259 reviews)
"Friendly staff, close to the cruise port and local eateries"
Australia
Wendy
The price is S$179
includes taxes & fees
5 Aug - 6 Aug
Second Nature Southampton Hometel
Exterior

The South Coast Snug

The South Coast Snug
2.0 star property
Fareham
6.6 out of 10, (4 reviews)
"Fantastic place great location everything close by"
United Kingdom
Nikki
The price is S$108
includes taxes & fees
26 Jul - 27 Jul
The South Coast Snug
Lobby sitting area

For Students Only Abodus The Walls Southampton - Campus Accommodation

For Students Only Abodus The Walls Southampton - Campus Accommodation
2.0 star property
Southampton City Centre
5.8 out of 10, (9 reviews)
"It was ok for a quick stay. nothing fancy. "
United States
Lamel
The price is S$96
includes taxes & fees
22 Jul - 23 Jul
For Students Only Abodus The Walls Southampton - Campus Accommodation
Premium bedding, Select Comfort beds, desk, laptop workspace

Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.2 out of 10, Wonderful, (33 reviews)
"Good location. Only 2 minutes walk from ferry terminal"
United Kingdom
harold
The price is S$281
includes taxes & fees
19 Jul - 20 Jul
Pinnacle Suites
Interior

4thedome

4thedome
3.5 star property
New Milton
9.4 out of 10, Exceptional, (13 reviews)
"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."
United Kingdom
Stephen
4thedome
Living area

Charles Hope Salisbury Centre

Charles Hope Salisbury Centre
3.5 star property
Salisbury
9.4 out of 10, Exceptional, (9 reviews)
"Clean modern room, well equipped and great locaton"
United Kingdom
Theodros
The price is S$231
includes taxes & fees
19 Jul - 20 Jul
Charles Hope Salisbury 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.
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Top Winsor Hotel Reviews

Leonardo Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

10/10 Excellent
"Staff at check in was fantastic. She recognized I was a returning guest from 1 year ago and updated my room. Breakfast was very good many options including ability to special order eggs."
Debra 1-night trip
Posted 3 hours ago
Leonardo Royal Southampton Grand Harbour

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 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.