Winsor Holiday Rentals

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Winsor holiday rentals

Terrace/patio

Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool

Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool
Chandler's Ford
The price is HK$636
HK$957 total
includes taxes & fees
9 Apr - 10 Apr
Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool
Private kitchen

Coventry Road Studio Flat

Coventry Road Studio Flat
2.0 star property
The Polygon
The price is HK$410
HK$493 total
includes taxes & fees
2 Apr - 3 Apr
Coventry Road Studio Flat
Free WiFi

Pebbles Guest House - Flat 7

Pebbles Guest House - Flat 7
2.0 star property
Freemantle
The price is HK$519
HK$623 total
includes taxes & fees
30 Mar - 31 Mar
Pebbles Guest House - Flat 7
Outdoor dining

Beautiful New Forest Hideaway

Beautiful New Forest Hideaway
West Wellow
The price is HK$935
HK$1,454 total
includes taxes & fees
30 Mar - 31 Mar
Beautiful New Forest Hideaway
Fridge, microwave, oven, dishwasher

Beautiful 2 bedroom full-furnished semi-detached house with parking

Beautiful 2 bedroom full-furnished semi-detached house with parking
Dibden Purlieu
9.4 out of 10, Exceptional, (6 reviews)
"Accommodation was beautifully clean and well equipped in a great location. "
United Kingdom
Julie P.
The price is HK$1,309
HK$1,475 total
includes taxes & fees
30 Mar - 31 Mar
Beautiful 2 bedroom full-furnished semi-detached house with parking
Interior entrance

room2 Southampton Hometel

room2 Southampton Hometel
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,204 reviews)
"Great location and vibe"
United Kingdom
Paul
The price is HK$732
HK$878 total
includes taxes & fees
1 Apr - 2 Apr
room2 Southampton Hometel
Terrace/patio

Cosy A-Frame cabin nestled in the chalk steams of Hampshire

Cosy A-Frame cabin nestled in the chalk steams of Hampshire
Winchester
9.0 out of 10, Wonderful, (4 reviews)
"Lovely cabin and outside kitchen plus garden. It's my second stay and I enjoyed my stay. Love the garden kitchen,. It's very pretty and relaxing ."
United Kingdom
Nicola H.
The price is HK$1,402
HK$1,890 total
includes taxes & fees
30 Mar - 31 Mar
Cosy A-Frame cabin nestled in the chalk steams of Hampshire
Miscellaneous

Beddoe Apartments

Beddoe Apartments
3.0 star property
Eastleigh
8.2 out of 10, Very good, (19 reviews)
"Ideal for couple of nights stay. Easy parking was a bonus. "
United Kingdom
Alan
The price is HK$1,125
HK$1,817 total
includes taxes & fees
30 Mar - 31 Mar
Beddoe Apartments
Terrace/patio

A Hidden Gem With Private Hot Tub and Garden

A Hidden Gem With Private Hot Tub and Garden
Bournemouth
8.6 out of 10, Excellent, (9 reviews)
"Property was as described. Had a pleasant stay"
United Kingdom
Michelle A.
The price is HK$1,542
HK$2,051 total
includes taxes & fees
12 Apr - 13 Apr
A Hidden Gem With Private Hot Tub and Garden
Exterior

A stroll to Ringwood, near to New Forest & South Coast Beaches. Private Parking

A stroll to Ringwood, near to New Forest & South Coast Beaches. Private Parking
Ringwood
10.0 out of 10, Exceptional, (12 reviews)
"very modern and clean accommodation local to shops and bars"
United Kingdom
Donna E.
The price is HK$1,350
HK$1,859 total
includes taxes & fees
9 Apr - 10 Apr
A stroll to Ringwood, near to New Forest & South Coast Beaches. Private Parking
Terrace/patio

Luxury shepherd's hut

Luxury shepherd's hut
Bransgore
9.8 out of 10, Exceptional, (42 reviews)
"Warm and welcoming hospitality, and helpful.Lovely surroundings with animals and peaceful settings."
United Kingdom
Mr Marcus D.
The price is HK$1,581
HK$1,747 total
includes taxes & fees
30 Mar - 31 Mar
Luxury shepherd's hut
Spa

Beautiful 4 berth boat on the Isle of Wight for the ultimate relaxation

Beautiful 4 berth boat on the Isle of Wight for the ultimate relaxation
Binfield
10.0 out of 10, Exceptional, (1 review)
"Best stay! Very new experience of staying in a boat. Amazing location for public services as well. "
United Kingdom
srini k.
The price is HK$1,765
HK$2,015 total
includes taxes & fees
30 Mar - 31 Mar
Beautiful 4 berth boat on the Isle of Wight for the ultimate relaxation
Exterior

The South Coast Snug

The South Coast Snug
2.0 star property
Fareham
10.0 out of 10, Exceptional, (1 review)
"Lovely appartment.very welcoming, clean and tidy, all equipment was their to use for a pleasant stay.very quiet.would highly reccomend"
United Kingdom
Ian
The price is HK$570
HK$685 total
includes taxes & fees
13 Apr - 14 Apr
The South Coast Snug
Interior

Little Timbers

Little Timbers
3.0 star property
Ringwood
The price is HK$2,701
HK$3,241 total
includes taxes & fees
3 Apr - 4 Apr
Little Timbers
Exterior

1 bedroom accommodation in Burgate, near Fordingbridge

1 bedroom accommodation in Burgate, near Fordingbridge
Burgate, near Fordingbridge
9.0 out of 10, Wonderful, (20 reviews)
"A lovely cottage and very well looked after. Maybe too close to the main road if we were to return with children. Bit for a weekend away for a couple it was really good."
United States
Andrew Goodway
The price is HK$2,113
HK$2,113 total
includes taxes & fees
20 Apr - 21 Apr
1 bedroom accommodation in Burgate, near Fordingbridge
Property grounds

Cosy Cottage by the Sea (1x BIG Master Double Bedroom)

Cosy Cottage by the Sea (1x BIG Master Double Bedroom)
Cowes
10.0 out of 10, Exceptional, (18 reviews)
"The Cottage was very clean and tidy and Dan the host was very welcoming."
United Kingdom
Brett
The price is HK$1,449
HK$1,656 total
includes taxes & fees
2 Apr - 3 Apr
Cosy Cottage by the Sea (1x BIG Master Double Bedroom)
Outdoor dining

Forest Palms Studio New Forest National Park.

Forest Palms Studio New Forest National Park.
Hyde
10.0 out of 10, Exceptional, (9 reviews)
"We had a fabulous time at New Forest Palms. Super clean and modern apartment with all you need nearby! Pubs, food, wild horses. 😊"
United Kingdom
Hazel D.
The price is HK$1,194
HK$1,579 total
includes taxes & fees
30 Mar - 31 Mar
Forest Palms Studio New Forest National Park.
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 HK$1,038
HK$1,610 total
includes taxes & fees
12 Apr - 13 Apr
4thedome
Exterior

Farm Cottage on a Secluded 9-acre Equestrian Small Holding

Farm Cottage on a Secluded 9-acre Equestrian Small Holding
Salisbury
10.0 out of 10, Exceptional, (10 reviews)
"Lovely 1 night stay in beautiful location. Louise very welcoming and property was perfect and very clean."
United Kingdom
Emily S.
The price is HK$1,729
HK$1,937 total
includes taxes & fees
12 Apr - 13 Apr
Farm Cottage on a Secluded 9-acre Equestrian Small Holding
Premium bedding, Select Comfort beds, desk, laptop workspace

Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.8 out of 10, Exceptional, (26 reviews)
"Great place to stay. Facilities are very nice and clean. Zoe is a very helpful and kind host. "
Denmark
Sebastian
The price is HK$964
HK$1,157 total
includes taxes & fees
5 Apr - 6 Apr
Pinnacle Suites
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

Hilton Southampton - Utilita Bowl

Hilton Southampton - Utilita Bowl

8/10 Good
"Great room very comfortable and clean had everything we needed. Staff very attentive and helpful. One very minor issue would be about the parking, if you arrive in the afternoon very limited parking due to the golfers and when you have to lug suitcases between cars to reception it’s a little off putting. Be good if they could limit the golfers parking so that space for hotel guests was more available at least from check in time until early evening "
Julie 1-night trip
Posted 11 hours ago
Hilton Southampton - Utilita Bowl

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.