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Winterslow Holiday Rentals

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Our top choices for Winterslow holiday rentals

room2 Southampton Hometel

room2 Southampton Hometel
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1172)
"Welcoming staff, clean rooms, cosy reception area, nicely decorated rooms and amenities. Chic bar/cafe/food and work area. Was perfect for my trip, close to the docks and centre of Southampton for tours, shopping and history."
United States
Fiona
The price is AU$139
includes taxes & fees
31 Dec - 1 Jan 2026
room2 Southampton Hometel

Peartree Serviced Apartments

Peartree Serviced Apartments
3.5 star property
Salisbury
9.6 out of 10, Exceptional, (300)
"Enjoyable stay, handy to Salisbury landmarks."
Australia
Heather
The price is AU$171
includes taxes & fees
4 Jan - 5 Jan 2026
Peartree Serviced Apartments

Daisy Haven in Southampton

Daisy Haven in Southampton
2.0 star property
Bassett Green
The price is AU$325
includes taxes & fees
14 Dec - 15 Dec
Daisy Haven in Southampton

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)
"Great apartment, super friendly host!"
United Kingdom
Amy
The price is AU$575
includes taxes & fees
16 Dec - 17 Dec
2 Bed Flat - Sleeps 4 - Parking - Wifi

Bayview Apartments

Bayview Apartments
2.0 star property
Southampton City Centre
8.0 out of 10, Very good, (3)
"To be honest although the apartment was really nice we didn’t have hardly any knives and forks and spoons for 5 people, the fridge was filthy and the cooking equipment was old worn out and filthy. For nearly £300 for one night we expected better "
United Kingdom
Derek
The price is AU$561
includes taxes & fees
11 Dec - 12 Dec
Bayview Apartments

Southampton Serviced Apartment

Southampton Serviced Apartment
4.0 star property
Bassett
8.4 out of 10, Very good, (177)
"Close to workplace. Nice heated apartment, has all the things you would need highly recommend. "
United Kingdom
Sheena
The price is AU$293
includes taxes & fees
16 Dec - 17 Dec
Southampton Serviced Apartment

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)
"Great location, xxx"
United Kingdom
Christopher K.
The price is AU$292
includes taxes & fees
16 Dec - 17 Dec
Beautiful 2 bedroom full-furnished semi-detached house with parking

Luxury villa, amazing location, pool, jacuzzi, snooker, cinema & tennis court!

Luxury villa, amazing location, pool, jacuzzi, snooker, cinema & tennis court!
Ringwood
10.0 out of 10, Exceptional, (51)
"Lovely property, great communications and support during our stay. Pool and hot tub facilities excellent. Recommended!!"
United Kingdom
Satnam D.
Luxury villa, amazing location, pool, jacuzzi, snooker, cinema & tennis court!

Superyacht on 5* Town Quay Marina, Southampton

Superyacht on 5* Town Quay Marina, Southampton
Southampton City Centre
9.6 out of 10, Exceptional, (9)
"The yacht Ohana is a great place to stay with excellent facilities and in a fab location close to bars and restaurants.A very helpful owner made our weekend perfect! "
United States
Helen D.
The price is AU$584
includes taxes & fees
11 Dec - 12 Dec
Superyacht on 5* Town Quay Marina, Southampton

Adorable 2-bedroom apartment in Southampton

Adorable 2-bedroom apartment in Southampton
Freemantle
10.0 out of 10, Exceptional, (1)
"We had a great shopping weekend staying at this apartment. The host was super friendly and easy to contact. The property was very sweet, really clean and we felt safe. Access was easy. Parking was good. I really have no complaints. We would not hesitate to stay here again. The host was one of the best we’ve ever had and it was lovely to see the property was well cared for and thoughtfully stocked with little extras like tea coffee and the odd spirit in the bar! I wouldn’t really want to walk...
United Kingdom
Lucy
The price is AU$234
includes taxes & fees
15 Dec - 16 Dec
Adorable 2-bedroom apartment in Southampton

Karelia - Lovely Log Cabin w/Hot-tub and forest access, sleeps 10

Karelia - Lovely Log Cabin w/Hot-tub and forest access, sleeps 10
Ashley Heath
9.8 out of 10, Exceptional, (152)
"Great for large family, easy access to forest walks and close enough for short drive to beaches. Lovely large hot tub and excellent bathrooms."
United Kingdom
John H.
Karelia - Lovely Log Cabin w/Hot-tub and forest access, sleeps 10

19 Quayside Walk

19 Quayside Walk
3.5 star property
Southampton
The price is AU$1,222
includes taxes & fees
14 Dec - 15 Dec
19 Quayside Walk

Charles Hope Salisbury Centre

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

Family House in Eastleigh

Family House in Eastleigh
2.0 star property
Eastleigh
Family House in Eastleigh

Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!

Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
Three Legged Cross
9.8 out of 10, Exceptional, (191)
"The facilities offered by the Thatched Cottage are excellent. The pool area was fantastic and much enjoyed by the whole of our 3 generation family. The house was huge and there were plenty of areas around the property to sit and relax and eat together."
United Kingdom
Lindsay S.
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!

Peaceful Retreat in Southampton's Countryside

Peaceful Retreat in Southampton's Countryside
2.0 star property
Southampton
The price is AU$498
includes taxes & fees
15 Dec - 16 Dec
Peaceful Retreat in Southampton's Countryside

Cosy En-suite Room in the City Centre Room 14

Cosy En-suite Room in the City Centre Room 14
Freemantle
The price is AU$103
includes taxes & fees
14 Dec - 15 Dec
Cosy En-suite Room in the City Centre Room 14

The Madison

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

Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool

Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool
Chandler's Ford
The price is AU$193
includes taxes & fees
18 Dec - 19 Dec
Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool

40 foot luxury yacht on 5* Ocean Village Marina

40 foot luxury yacht on 5* Ocean Village Marina
Southampton City Centre
10.0 out of 10, Exceptional, (2)
"We decided to try something new instead of hotel so booked the yacht. Great experience. Marina and boat were lovely. Lots of restaurants and easy to walk around and explore. Steve and Miros went over and above to make sure our stay was great and even picked us up from cruise port and drove us to airport hotel the next day. Would highly recommend . "
Canada
Sheila
The price is AU$426
includes taxes & fees
11 Dec - 12 Dec
40 foot luxury yacht on 5* Ocean Village Marina
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 Winterslow Hotel Reviews

Find out more about Winterslow

Everything you need to know about Winterslow holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winterslow holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winterslow holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winterslow holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winterslow. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winterslow holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winterslow holiday rentals we have selected for you start as low as AU$103 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winterslow rentals

At Expedia, we put the best Winterslow holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winterslow rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winterslow holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winterslow. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Winterslow?

Yes, there are holiday rentals close to the most popular sights in Winterslow, 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 Winterslow has to offer?

Beautiful 2 bedroom full-furnished semi-detached house with parking : This holiday home rental outside of Winterslow has laundry facilities and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and an oven.

What’s there to see and do in Winterslow?

Explore the area and family-friendly sights such as Paultons Family Theme Park - Home of Peppa Pig World, or get out into nature at a spot like Cathedral Close. In the wider area, you’ll find Southampton Cruise Terminal and Boscombe Down Aviation Collection.

What’s a holiday rental in Winterslow like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winterslow. Holiday rentals provide amenities such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.