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Winterslow Vacation Rentals

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In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Winterslow vacation rentals

Interior entrance
room2 Southampton Hometel

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
$84 nightly
The price is $100
Jan 6 - Jan 7, 2026
Total with taxes and fees
room2 Southampton Hometel
Luxury Suite, Ensuite | 1 bedroom
Stonehenge Cottages

Stonehenge Cottages

Stonehenge Cottages
5.0 star property
Salisbury
9.8 out of 10, Exceptional, (105)
"Information, including a video, provided by the friendly owners before and during our stay was excellent. The beautifully appointed cottage was convenient for Salisbury and for the nearby pub which serves good food. We will definitely stay there again, if in the area."
United Kingdom
Fiona
$189 nightly
The price is $226
Dec 14 - Dec 15
Total with taxes and fees
Stonehenge Cottages
Front of property
Peartree Serviced Apartments

Peartree Serviced Apartments

Peartree Serviced Apartments
3.5 star property
Salisbury
9.6 out of 10, Exceptional, (301)
"Enjoyable stay, handy to Salisbury landmarks."
Australia
Heather
$91 nightly
The price is $110
Jan 4 - Jan 5, 2026
Total with taxes and fees
Peartree Serviced Apartments
Free WiFi
Pebbles Guest House - Flat 7

Pebbles Guest House - Flat 7

Pebbles Guest House - Flat 7
2.0 star property
Freemantle
$67 nightly
The price is $80
Dec 13 - Dec 14
Total with taxes and fees
Pebbles Guest House - Flat 7
Exterior
Beautiful, traditional rural cottage

Beautiful, traditional rural cottage

Beautiful, traditional rural cottage
Shrewton
9.0 out of 10, Wonderful, (17)
"An old house with all of the comforts you would expect. "
United States
Brian G.
$190 nightly
The price is $190
Dec 17 - Dec 18
Total with taxes and fees
Beautiful, traditional rural cottage
Marina
40 foot luxury yacht on 5* Ocean Village 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
$280 nightly
The price is $280
Dec 14 - Dec 15
Total with taxes and fees
40 foot luxury yacht on 5* Ocean Village Marina
Exterior
Glamping Pod - Sleeps 2 - Parking

Glamping Pod - Sleeps 2 - Parking

Glamping Pod - Sleeps 2 - Parking
Salisbury
$129 nightly
The price is $129
Dec 13 - Dec 14
Total with taxes and fees
Glamping Pod - Sleeps 2 - Parking
Cottage | Interior
The Cart Barn

The Cart Barn

The Cart Barn
3.5 star property
Salisbury
$704 nightly
The price is $845
Dec 15 - Dec 16
Total with taxes and fees
The Cart Barn
Terrace/patio
Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool

Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool

Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool
Chandler's Ford
$127 nightly
The price is $127
Dec 22 - Dec 23
Total with taxes and fees
Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool
Fridge, microwave, oven, coffee/tea maker
Adorable 2-bedroom apartment in 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
$154 nightly
The price is $154
Dec 15 - Dec 16
Total with taxes and fees
Adorable 2-bedroom apartment in Southampton
Smart TV
The Cabin, very quiet location

The Cabin, very quiet location

The Cabin, very quiet location
Honey Street
9.0 out of 10, Wonderful, (4)
"Ideal for walking stop over. Friendly host. Excellent breakfast in nearby cafe"
United Kingdom
Jon S.
$84 nightly
The price is $84
Dec 14 - Dec 15
Total with taxes and fees
The Cabin, very quiet location
House, Accessible, Ensuite (Farmhouse) | Exterior
Bridge Farmhouse

Bridge Farmhouse

Bridge Farmhouse
4.0 star property
Salisbury
9.2 out of 10, Wonderful, (19)
"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
$2,187 nightly
The price is $2,625
Dec 16 - Dec 17
Total with taxes and fees
Bridge Farmhouse
Fridge, microwave, oven, dishwasher
Beautiful 2 bedroom full-furnished semi-detached house with parking

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.
$193 nightly
The price is $193
Dec 20 - Dec 21
Total with taxes and fees
Beautiful 2 bedroom full-furnished semi-detached house with parking
Exterior
Farm Cottage on a Secluded 9-acre Equestrian Small Holding

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)
"Very enjoyable good loccation central to our needs .Host very friendly and welcoming lovely scenerary"
United Kingdom
marie c.
$255 nightly
The price is $255
Dec 13 - Dec 14
Total with taxes and fees
Farm Cottage on a Secluded 9-acre Equestrian Small Holding
Living area
2 Bed Cosy Christmas Retreat Hot Tub and Fire Dorset

2 Bed Cosy Christmas Retreat Hot Tub and Fire Dorset

2 Bed Cosy Christmas Retreat Hot Tub and Fire Dorset
2.0 star property
Wimborne
$319 nightly
The price is $319
Dec 13 - Dec 14
Total with taxes and fees
2 Bed Cosy Christmas Retreat Hot Tub and Fire Dorset
Terrace/patio
Cosy A-Frame cabin nestled in the chalk steams of Hampshire

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

Cosy A-Frame cabin nestled in the chalk steams of Hampshire
Winchester
9.4 out of 10, Exceptional, (3)
"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.
$244 nightly
The price is $244
Dec 16 - Dec 17
Total with taxes and fees
Cosy A-Frame cabin nestled in the chalk steams of Hampshire
Exterior
Rose Barn - Recently converted self-contained flat

Rose Barn - Recently converted self-contained flat

Rose Barn - Recently converted self-contained flat
West Lavington, Devizes
9.8 out of 10, Exceptional, (9)
"This was a lovely place to stay. Clean, comfortable and such a nice setting. Delicious bread and preserves. We would love to stay here again."
United States
Tom R.
$162 nightly
The price is $162
Dec 14 - Dec 15
Total with taxes and fees
Rose Barn - Recently converted self-contained flat
Cottage | Interior
Church View

Church View

Church View
3.0 star property
Salisbury
$765 nightly
The price is $918
Dec 15 - Dec 16
Total with taxes and fees
Church View
Deluxe Apartment | Living area | Flat-screen TV
Charles Hope Salisbury Centre

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
Interior
Charming 1-Bedroom with Balcony

Charming 1-Bedroom with Balcony

Charming 1-Bedroom with Balcony
Bevois Valley
10.0 out of 10, Exceptional, (1)
"We are a small family. It was that we chose to stay in for 12 nights we loved the place and enjoyed our stay there. Thank you to the host for his kindness "
United States
Omer
$248 nightly
The price is $248
Dec 14 - Dec 15
Total with taxes and fees
Charming 1-Bedroom with Balcony
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

Holiday Inn Express Southampton M27 Jct7 by IHG

Holiday Inn Express Southampton M27 Jct7 by IHG

10/10 Excellent
"Requested ground floor and got a great room on the ground level "
Ellis 1-night trip
Posted 1 day ago
Holiday Inn Express Southampton M27 Jct7 by IHG

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 $67 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 WiFi 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 New Forest National Park. While in the area, you can also visit popular places like Southampton Cruise Terminal and Stonehenge.

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.