Photo by Graham Horn

Middle Winterslow Holiday Rentals

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Check prices for these dates

Tonight
27 Dec - 28 Dec
Tomorrow
28 Dec - 29 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Middle Winterslow holiday rentals

Front of property
room2 Southampton Hometel

Aparthotel in Southampton City Centre

room2 Southampton Hometel
4.0 star property
9.4 out of 10, Exceptional, (1179)
"Staff was great and the room was really nice. I was impressed by the design and it was spacious "
United States
Vanessa
The price is HK$656
HK$787 total
includes taxes & fees
30 Dec - 31 Dec
room2 Southampton Hometel
Free WiFi
Pebbles Guest House - Flat 5

Apartment in Freemantle

Pebbles Guest House - Flat 5
2.0 star property
The price is HK$393
HK$472 total
includes taxes & fees
28 Dec - 29 Dec
Pebbles Guest House - Flat 5
Private kitchen
Peartree Serviced Apartments

Aparthotel in Salisbury

Peartree Serviced Apartments
3.5 star property
9.6 out of 10, Exceptional, (305)
"Enjoyable stay, handy to Salisbury landmarks."
Australia
Heather
The price is HK$685
HK$823 total
includes taxes & fees
4 Jan - 5 Jan 2026
Peartree Serviced Apartments
1 bedroom, WiFi
Darwin road guest house room 3

Holiday Home in Freemantle

Darwin road guest house room 3
2.0 star property
The price is HK$273
HK$273 total
includes taxes & fees
11 Jan - 12 Jan 2026
Darwin road guest house room 3
1 bedroom, WiFi
Pebbles guest house room 8

Holiday Home in Freemantle

Pebbles guest house room 8
2.0 star property
The price is HK$262
HK$262 total
includes taxes & fees
7 Jan - 8 Jan 2026
Pebbles guest house room 8
Private kitchen
Stonehenge Cottages

Cottage in Salisbury

Stonehenge Cottages
5.0 star property
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
The price is HK$1,652
HK$1,982 total
includes taxes & fees
4 Jan - 5 Jan 2026
Stonehenge Cottages
Fridge, microwave, oven, coffee/tea maker
Adorable 2-bedroom apartment in Southampton

Apartment in Freemantle

Adorable 2-bedroom apartment in Southampton
10.0 out of 10, Exceptional, (2)
"Apartment was in great condition, no complaints!"
United Kingdom
Bethany M.
The price is HK$1,038
HK$1,427 total
includes taxes & fees
29 Dec - 30 Dec
Adorable 2-bedroom apartment in Southampton
Free WiFi
Pebbles Guest House - Flat 6

Apartment in Freemantle

Pebbles Guest House - Flat 6
2.0 star property
The price is HK$338
HK$406 total
includes taxes & fees
28 Dec - 29 Dec
Pebbles Guest House - Flat 6
Fridge, microwave, oven, stovetop
Urban Escape: Modern Retreat Near Uni & Hospital

Apartment in Swaythling

Urban Escape: Modern Retreat Near Uni & Hospital
10.0 out of 10, Exceptional, (1)
"Property was fantastic location to easily access Southampton and was better equipped than expected.. Really nice touches of the teas /coffee in each room etc, with lovely decor, clean tidy wand welcoming. Only think that would have made it even better is a little milk given their is a full kitchen. We did bring milk along but arriving later and not knowing thr area wasn't sure where to get some additional from. Would definitely look up this property to stay In Southampton again"
United Kingdom
Annette
The price is HK$1,007
HK$1,533 total
includes taxes & fees
2 Jan - 3 Jan 2026
Urban Escape: Modern Retreat Near Uni & Hospital
Free WiFi
Pebbles Guest House - Flat 7

Apartment in Freemantle

Pebbles Guest House - Flat 7
2.0 star property
The price is HK$425
HK$511 total
includes taxes & fees
27 Jan - 28 Jan 2026
Pebbles Guest House - Flat 7
Living area
Charles Hope Salisbury Centre

Apartment in Salisbury

Charles Hope Salisbury Centre
3.5 star property
9.6 out of 10, Exceptional, (4)
"Great location and well appointed apartment"
Australia
Greg
Charles Hope Salisbury Centre
Marina
40 foot luxury yacht on 5* Ocean Village Marina

Houseboat in Southampton City Centre

40 foot luxury yacht on 5* Ocean Village Marina
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 HK$1,563
HK$2,203 total
includes taxes & fees
28 Dec - 29 Dec
40 foot luxury yacht on 5* Ocean Village Marina
Exterior
Farm Cottage on a Secluded 9-acre Equestrian Small Holding

Cottage in Salisbury

Farm Cottage on a Secluded 9-acre Equestrian Small Holding
10.0 out of 10, Exceptional, (10)
"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$1,746
HK$1,956 total
includes taxes & fees
2 Jan - 3 Jan 2026
Farm Cottage on a Secluded 9-acre Equestrian Small Holding
Exterior
Southampton retreat-Hot Tub-Pool-Parking

Apartment in Shirley

Southampton retreat-Hot Tub-Pool-Parking
2.0 star property
7.0 out of 10, Good, (2)
"Serene location. Nice property. "
United Kingdom
Theertha
The price is HK$944
HK$1,448 total
includes taxes & fees
4 Jan - 5 Jan 2026
Southampton retreat-Hot Tub-Pool-Parking
Microwave, oven, stovetop, dishwasher
Wilmer House

Holiday Home in Eastleigh

Wilmer House
6.0 out of 10, (1)
"Paid £74 for a room with no kettle or TV, and wasn't even ensuit, so for me the price was about £24 too much, the bathroom was right next to my room, and the girl in another room was in and out to the bathroom all night, and then decided she was going to have a shower at 6.30am and then dry her hair, the room was comfortable and there was a kitchen and TV downstairs but nowhere to sit and watch TV as. The 1 armchair was covered in laundry and I didn't fancy sitting on a stool at the kitchen...
United Kingdom
paul
The price is HK$388
HK$556 total
includes taxes & fees
4 Jan - 5 Jan 2026
Wilmer House
Private kitchen
Meadow Cottage

Cottage in Salisbury

Meadow Cottage
4.0 star property
10.0 out of 10, Exceptional, (4)
"Perfect for our needs, well furnished, comfortable and lovely walk across the water meadows into town (approx 15-20 mins)"
United Kingdom
Colin
The price is HK$1,567
HK$1,881 total
includes taxes & fees
5 Jan - 6 Jan 2026
Meadow Cottage
Interior
The Mews Cottage

Cottage in Salisbury

The Mews Cottage
3.5 star property
9.0 out of 10, Wonderful, (2)
"A very cosy, comfortable and well equipped cottage. Extremely convenient for the high street and the station. We were visiting for a family event in Tisbury and it made the perfect base for the weekend. We would like to have stayed longer - maybe next time!"
United Kingdom
Caroline
The price is HK$4,387
HK$5,264 total
includes taxes & fees
2 Jan - 3 Jan 2026
The Mews Cottage
TV
Rose Barn - Recently converted self-contained flat

Apartment in West Lavington, Devizes

Rose Barn - Recently converted self-contained flat
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.
The price is HK$944
HK$1,269 total
includes taxes & fees
4 Jan - 5 Jan 2026
Rose Barn - Recently converted self-contained flat
Exterior detail
Charming 1-Bedroom with Balcony

Apartment in Bevois Valley

Charming 1-Bedroom with Balcony
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
The price is HK$842
HK$1,891 total
includes taxes & fees
4 Jan - 5 Jan 2026
Charming 1-Bedroom with Balcony
Interior
The Charming Redwood Escape, New Forest

Holiday Home in Southampton

The Charming Redwood Escape, New Forest
10.0 out of 10, Exceptional, (1)
"Lovely place to stay. Right next to the new forest national park with easy access to so many nearby attractions. Will definitely return again. "
United Kingdom
Geoff
The Charming Redwood Escape, New Forest
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 Middle Winterslow Hotel Reviews

Moxy Southampton

Moxy Southampton

10/10 Excellent
"Fabulous rooms, fabulous service, convenient and great it welcomes dogs too. "
Maria 2-night trip
Posted 22 hours ago
Moxy Southampton

Find out more about Middle Winterslow

Search for holiday rentals in Middle Winterslow on Expedia! You can easily find your home rentals, villas, holiday apartments in Middle Winterslow using one of the methods below:

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Look no further and take a look at our great range of rental properties in Middle Winterslow!

Frequently asked questions

Are there holiday rentals in Middle Winterslow?

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

Remodelled historical cottage, super location, w/hottub: This holiday home rental outside of Middle Winterslow is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Middle Winterslow?

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. In the wider area, you’ll find Stonehenge and Boscombe Down Aviation Collection.

What are holiday rentals like in Middle Winterslow?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middle Winterslow. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.