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Winterslow Vacation Rentals

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Vacation Rentals in Winterslow

Front of property
room2 Southampton Hometel

room2 Southampton Hometel

4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1170)
"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
$81 nightly
The price is $97
Jan 1 - Jan 2, 2026
Total with taxes and fees
room2 Southampton Hometel
Studio, 1 Queen Bed | Private kitchen | Fridge, microwave, stovetop, dishwasher
Peartree Serviced Apartments

Peartree Serviced Apartments

3.5 star property
Salisbury
9.6 out of 10, Exceptional, (298)
"Enjoyable stay, handy to Salisbury landmarks."
Australia
Heather
$98 nightly
The price is $118
Dec 14 - Dec 15
Total with taxes and fees
Peartree Serviced Apartments
Marina
Daisy Haven in Southampton

Daisy Haven in Southampton

2.0 star property
Bassett Green
$176 nightly
The price is $212
Dec 7 - Dec 8
Total with taxes and fees
Daisy Haven in Southampton
Apartment | Private kitchen | Fridge, microwave, oven, stovetop
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
$115 nightly
The price is $139
Dec 7 - Dec 8
Total with taxes and fees
2 Bed Flat - Sleeps 4 - Parking - Wifi
Balcony view
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
$157 nightly
The price is $189
Dec 7 - Dec 8
Total with taxes and fees
Southampton Serviced Apartment
Shared kitchen
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
$307 nightly
The price is $369
Dec 7 - Dec 8
Total with taxes and fees
Bayview Apartments
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)
"Great location, xxx"
United Kingdom
Christopher K.
$190 nightly
The price is $190
Dec 4 - Dec 5
Total with taxes and fees
Beautiful 2 bedroom full-furnished semi-detached house with parking
Outdoor pool, a heated pool
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!
Fridge, microwave, oven, coffee/tea maker
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
$241 nightly
The price is $241
Dec 4 - Dec 5
Total with taxes and fees
Adorable 2-bedroom apartment in Southampton
Marina
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.
$381 nightly
The price is $381
Dec 4 - Dec 5
Total with taxes and fees
Superyacht on 5* Town Quay Marina, Southampton
Interior
Karelia - Luxury Finnish Log Cabin w/Hot-tub

Karelia - Luxury Finnish Log Cabin w/Hot-tub

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 - Luxury Finnish Log Cabin w/Hot-tub
Family Apartment | Living area | Flat-screen TV
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
Bungalow, 2 Bedrooms, Patio, City View | Property grounds
Peaceful Retreat in Southampton's Countryside

Peaceful Retreat in Southampton's Countryside

2.0 star property
Southampton
$285 nightly
The price is $330
Dec 8 - Dec 9
Total with taxes and fees
Peaceful Retreat in Southampton's Countryside
House | Private kitchen | Fridge, microwave, oven, stovetop
Family House in Eastleigh

Family House in Eastleigh

2.0 star property
Eastleigh
Family House in Eastleigh
Fridge, microwave, oven, stovetop
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!
Marina
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
$277 nightly
The price is $277
Dec 4 - Dec 5
Total with taxes and fees
40 foot luxury yacht on 5* Ocean Village Marina
Cottage | Private kitchen | Fridge, dishwasher, electric kettle, toaster
19 Quayside Walk

19 Quayside Walk

3.5 star property
Marchwood
$671 nightly
The price is $806
Dec 6 - Dec 7
Total with taxes and fees
19 Quayside Walk
Outdoor spa tub
Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool

Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool

Chandler's Ford
$125 nightly
The price is $125
Dec 9 - Dec 10
Total with taxes and fees
Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool
1 bedroom, WiFi, bed sheets
Cosy En-suite Room in the City Centre Room 14

Cosy En-suite Room in the City Centre Room 14

Freemantle
$65 nightly
The price is $65
Dec 7 - Dec 8
Total with taxes and fees
Cosy En-suite Room in the City Centre Room 14
Superior Studio | Premium bedding, individually decorated, individually furnished
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
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

DoubleTree by Hilton Southampton

DoubleTree by Hilton Southampton

10/10 Excellent
"Such a friendly welcome and a lovely warm cookie on arrival! Bed was soooo comfortable and room was spotless. "
Nicola 1-night trip
Posted 2 days ago
DoubleTree by Hilton Southampton

Find out more about Winterslow

Everything you need to know about Winterslow vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winterslow vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winterslow vacation 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 low season months. For more hustle and bustle, you may prefer to visit Winterslow in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winterslow rentals

At Expedia, we put the best Winterslow vacation 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 vacation.

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 vacation rentals in Winterslow?

Yes, we give you a choice of vacation rentals near well known points of interest in Winterslow, or you can choose a secluded option if you're looking for a relaxing stay.

What's the top vacation rental that Winterslow has to offer?

Beautiful 2 bedroom full-furnished semi-detached house with parking : This vacation home rental near 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 larger area, you’ll find Southampton Cruise Terminal and Boscombe Down Aviation Collection.

What’s a vacation rental in Winterslow like?

Vacation rentals are privately owned properties you can book for a couple of days or more in Winterslow. Vacation rentals feature extras like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips.