Winsor Vacation Rentals

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Vacation Rentals in Winsor

room2 Southampton Hometel

4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1159)
"staff was very friendly and rooms we clean and comfortable "
Canada
Kathy
The price is P5,234
P6,281 total
includes taxes & fees
Nov 23 - Nov 24
room2 Southampton Hometel

Peartree Serviced Apartments

3.5 star property
Salisbury
9.6 out of 10, Exceptional, (295)
"The place was right around the corner of rail station, so easy to get to. Was quiet for being so near to railway. The free laundry set up was very convenient; even provided detergent. Would stay there again. Thank you."
United States
Brenda
The price is P5,975
P7,169 total
includes taxes & fees
Dec 14 - Dec 15
Peartree Serviced Apartments

Daisy Haven in Southampton

2.0 star property
Bassett Green
The price is P10,493
P12,592 total
includes taxes & fees
Dec 7 - Dec 8
Daisy Haven in Southampton

2 Bed Flat - Sleeps 4 - Parking - Wifi

3.0 star property
The Polygon
10.0 out of 10, Exceptional, (1)
"Great apartment, super friendly host!"
United Kingdom
Amy
The price is P11,967
P14,361 total
includes taxes & fees
Nov 18 - Nov 19
2 Bed Flat - Sleeps 4 - Parking - Wifi

Pinnacle Suites

3.0 star property
Cowes
9.8 out of 10, Exceptional, (25)
"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 "
Canada
Andre
The price is P10,112
P12,135 total
includes taxes & fees
Nov 17 - Nov 18
Pinnacle Suites

The Cliff House Hotel

4.0 star property
New Milton
9.4 out of 10, Exceptional, (403)
"Great location, food, accomodation and pleasant staff."
United Kingdom
Anthony
The price is P8,103
P9,723 total
includes taxes & fees
Nov 17 - Nov 18
The Cliff House Hotel

Bayview Apartments

2.0 star property
Southampton City Centre
8.0 out of 10, Very Good, (3)
"The apartment and neighborhood were nice. Very convenient location to shopping and the cruise terminal. The amenities were great. Beds were comfortable. "
United States
Kenne
The price is P18,150
P21,780 total
includes taxes & fees
Nov 23 - Nov 24
Bayview Apartments

Southampton Serviced Apartment

4.0 star property
Bassett
8.4 out of 10, Very Good, (176)
"It was in a good location. The communication was perfect. "
United Kingdom
Ali
The price is P10,047
P12,057 total
includes taxes & fees
Nov 17 - Nov 18
Southampton Serviced Apartment

Charles Hope Salisbury Centre

3.5 star property
Salisbury
9.6 out of 10, Exceptional, (4)
"Great location and well appointed apartment"
Australia
Greg
Charles Hope Salisbury Centre

Aquanaut

3.5 star property
Cowes
The price is P205,160
P246,192 total
includes taxes & fees
Nov 20 - Nov 21
Aquanaut

Bailey Cottage

3.0 star property
Southampton
The price is P94,640
P113,567 total
includes taxes & fees
Dec 1 - Dec 2
Bailey Cottage

The Madison

3.0 star property
Banister's Park
9.6 out of 10, Exceptional, (28)
"Clean, modern, quiet and great communication from company before and during my stay - very helpful. "
United Kingdom
Sabrina
The Madison

Family House in Eastleigh

2.0 star property
Eastleigh
Family House in Eastleigh

19 Quayside Walk

3.5 star property
Marchwood
The price is P39,541
P47,449 total
includes taxes & fees
Nov 20 - Nov 21
19 Quayside Walk

Peaceful Retreat in Southampton's Countryside

2.0 star property
Southampton
The price is P11,412
P17,212 total
includes taxes & fees
Nov 17 - Nov 18
Peaceful Retreat in Southampton's Countryside

Bayview Cottage

3.0 star property
Bournemouth
The price is P43,884
P52,661 total
includes taxes & fees
Nov 20 - Nov 21
Bayview Cottage

Suetts Farm Barns

2.0 star property
Southampton
The price is P53,153
P63,784 total
includes taxes & fees
Nov 20 - Nov 21
Suetts Farm Barns

4 Bedroom Haven in Southampton

2.0 star property
Bassett
8.0 out of 10, Very Good, (1)
"It is good area, good host, almost on M3 motorway. Supermarkets are very close. "
United Kingdom
Sadaqat
4 Bedroom Haven in Southampton

6 Inveravon

3.0 star property
Christchurch
10.0 out of 10, Exceptional, (1)
The price is P46,542
P55,850 total
includes taxes & fees
Nov 20 - Nov 21
6 Inveravon

Mary Bowes Terrace

3.0 star property
Bournemouth
The price is P24,697
P29,636 total
includes taxes & fees
Nov 26 - Nov 27
Mary Bowes Terrace
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 vacation rentals in Winsor?

Yes, we give you a choice of vacation rentals close to the most popular sights in Winsor, or you can select a more remote option if you're looking for relaxation.

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

The Cliff House Hotel: Visitors like this Winsor vacation home rental. It offers a terrace, a garden, and daily housekeeping to help you feel perfectly comfortable in your new surroundings. This vacation 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 larger area.

What are vacation rentals like in Winsor?

Vacation rentals are private properties you can book for several days or longer in Winsor. Vacation rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a small group gathering.