Winsor Vacation Rentals

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Winsor holiday rentals

Room

Settle Southampton

Settle Southampton
Freemantle
10.0 out of 10, Exceptional, (1 review)
"I had trouble getting in so I messaged and received a response very quickly Good location Clean room"
United Kingdom
elysha
The price is RM217
RM502 total
includes taxes & fees
30 Apr - 1 May
Settle Southampton
Free WiFi

Pebbles Guest House - Flat 7

Pebbles Guest House - Flat 7
2.0 star property
Freemantle
The price is RM268
RM322 total
includes taxes & fees
28 Apr - 29 Apr
Pebbles Guest House - Flat 7
Room

Settle Winchester

Settle Winchester
2.0 star property
Winchester
The price is RM209
RM653 total
includes taxes & fees
3 May - 4 May
Settle Winchester
Interior

Mary Bowes Terrace

Mary Bowes Terrace
3.0 star property
Bournemouth
The price is RM1,770
RM2,123 total
includes taxes & fees
3 May - 4 May
Mary Bowes Terrace
Interior

Relax in This Charming East Cowes House With Garden and BBQ

Relax in This Charming East Cowes House With Garden and BBQ
2.0 star property
East Cowes
The price is RM837
RM1,004 total
includes taxes & fees
28 Apr - 29 Apr
Relax in This Charming East Cowes House With Garden and BBQ
Interior entrance

room2 Southampton Hometel

room2 Southampton Hometel
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,210 reviews)
"Friendly staff - great breakfast food options "
United Kingdom
Christian
The price is RM401
RM482 total
includes taxes & fees
25 May - 26 May
room2 Southampton Hometel
Exterior

The Cheese House

The Cheese House
3.0 star property
Salisbury
10.0 out of 10, Exceptional, (1 review)
"Loved this house. Beautiful spaces, lots of room, all modern updates with rustic farm feel. Gorgeous property."
United States
Bobby
The price is RM7,740
RM9,288 total
includes taxes & fees
10 May - 11 May
The Cheese House
Exterior

Pamper House Holiday Home And Annex

Pamper House Holiday Home And Annex
3.0 star property
Ferndown
Pamper House Holiday Home And Annex
Room

Stargaze From a Beach hut on the Mudeford Sandbank

Stargaze From a Beach hut on the Mudeford Sandbank
2.0 star property
Bournemouth
The price is RM571
RM989 total
includes taxes & fees
11 May - 12 May
Stargaze From a Beach hut on the Mudeford Sandbank
Beach

Isle 2-bed Retreat- Sleeps 4, Garden & Games Room

Isle 2-bed Retreat- Sleeps 4, Garden & Games Room
3.0 star property
Cowes
The price is RM505
RM863 total
includes taxes & fees
4 May - 5 May
Isle 2-bed Retreat- Sleeps 4, Garden & Games Room
Outdoor dining

Northern Byre

Northern Byre
3.0 star property
Christchurch
The price is RM4,784
RM5,741 total
includes taxes & fees
30 Apr - 1 May
Northern Byre
Balcony view

Southampton Serviced Apartment

Southampton Serviced Apartment
4.0 star property
Bassett
8.4 out of 10, Very good, (180 reviews)
"Simple but clean apartment "
United Kingdom
Nicholas
The price is RM760
RM912 total
includes taxes & fees
28 Apr - 29 Apr
Southampton Serviced Apartment
Front of property

Peartree Serviced Apartments

Peartree Serviced Apartments
3.5 star property
Salisbury
9.6 out of 10, Exceptional, (312 reviews)
"Great place if you want close to the railway: just across the street and around the corner. Very clean, room was small but comfortable, very clean. It did have too much of an air freshener odor so we hid the freshener sticks and didn't use the smelly soap. Staff were very helpful and friendly, and they stored our luggage in the early morning because we went to Stonehenge. I'd stay here again."
United States
Susan
The price is RM637
RM764 total
includes taxes & fees
3 May - 4 May
Peartree Serviced Apartments
Premium bedding, Select Comfort beds, desk, laptop workspace

Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.8 out of 10, Exceptional, (27 reviews)
"Great place to stay. Facilities are very nice and clean. Zoe is a very helpful and kind host. "
Denmark
Sebastian
The price is RM621
RM746 total
includes taxes & fees
30 Apr - 1 May
Pinnacle Suites
Living area

Charles Hope Salisbury Centre

Charles Hope Salisbury Centre
3.5 star property
Salisbury
9.6 out of 10, Exceptional, (5 reviews)
"Great location and well appointed apartment"
Australia
Greg
The price is RM499
RM599 total
includes taxes & fees
30 Apr - 1 May
Charles Hope Salisbury Centre
2 bedrooms, iron/ironing board, free WiFi, bed sheets

2 Bed Flat - Sleeps 4 - Parking - Wifi

2 Bed Flat - Sleeps 4 - Parking - Wifi
3.0 star property
The Polygon
10.0 out of 10, Exceptional, (1 review)
"Great apartment, super friendly host!"
United Kingdom
Amy
The price is RM849
RM1,019 total
includes taxes & fees
3 May - 4 May
2 Bed Flat - Sleeps 4 - Parking - Wifi
Interior

4thedome

4thedome
3.5 star property
New Milton
9.4 out of 10, Exceptional, (12 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
The price is RM537
RM832 total
includes taxes & fees
1 May - 2 May
4thedome
Living area

Fox's Den

Fox's Den
3.5 star property
Fareham
The price is RM2,349
RM2,818 total
includes taxes & fees
17 May - 18 May
Fox's Den
Exterior

Bridge Farmhouse

Bridge Farmhouse
4.0 star property
Salisbury
9.2 out of 10, Wonderful, (19 reviews)
"Staying here felt like you walked into a story book; beautiful gardens, bridge over the creek with swans swimming up and down, sheep in the fields, views of Salisbury Cathedral, stylish decorated rooms. We greatly enjoyed our stay. "
Canada
Jennifer E
The price is RM7,918
RM9,502 total
includes taxes & fees
14 May - 15 May
Bridge Farmhouse
Interior

Birchcroft Hideaway

Birchcroft Hideaway
3.0 star property
Ferndown
Birchcroft Hideaway
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

Moxy Southampton

Moxy Southampton

8/10 Good
"Good location, friendly staffs and place is clean. It’s very close to National Express Bus terminal and large shopping mall to less than 0.2 miles. To Cruise port by taxi or uber cost just about $10-12. It was the best choice"
Thomas M 1-night trip
Posted 1 hour ago
Moxy Southampton

Find out more about 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 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.