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Winterslow Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Winterslow vacation rentals

A tent with a bed inside, a colorful rug, and a sign on the ground.

1. Stone Circle Glamping

Stone Circle Glamping
2.0 star property
Durrington
8.6 out of 10, Excellent, (21 reviews)
"Cozy place to stay, it is near a road but it didn’t bother me. It is as advertised"
Canada
Darnell
$60 nightly
The price is $72
Nov 9 - Nov 10
Total with taxes and fees
Stone Circle Glamping
A sign for Hotel Peartree, a serviced apartment, with contact information and website.

2. Peartree Serviced Apartments

Peartree Serviced Apartments
3.5 star property
Salisbury
9.6 out of 10, Exceptional, (329 reviews)
"Great. They have everything you could need - well appointed kitchen, milk and breakfast provided, plenty of fluffy towels even down to non stick bath mats"
Australia
Stephanie
$108 nightly
The price is $130
Nov 22 - Nov 23
Total with taxes and fees
Peartree Serviced Apartments
A living room with a dark blue sofa, a round wooden coffee table, a dining table with chairs, a large abstract painting, a round mirror, and a window with curtains.

3. Charles Hope Salisbury Centre

Charles Hope Salisbury Centre
4.0 star property
Salisbury
9.4 out of 10, Exceptional, (10 reviews)
"Clean modern room, well equipped and great locaton"
United Kingdom
Theodros
$136 nightly
The price is $163
Nov 15 - Nov 16
Total with taxes and fees
Charles Hope Salisbury Centre
A brick building with a dark wooden door, two windows, and a bench in front.

4. The Carriage House — Wiltshire Countryside Cottage for up to 6 ppl.

The Carriage House — Wiltshire Countryside Cottage for up to 6 ppl.
Clarendon
$279 nightly
The price is $279
Nov 15 - Nov 16
Total with taxes and fees
The Carriage House — Wiltshire Countryside Cottage for up to 6 ppl.
A wooden house with a sloped roof, a glass door entrance, and a patio area with outdoor furniture.

5. The Old Stables — Wiltshire Countryside Cottage for up to 6 ppl.

The Old Stables — Wiltshire Countryside Cottage for up to 6 ppl.
Clarendon
$279 nightly
The price is $279
Nov 15 - Nov 16
Total with taxes and fees
The Old Stables — Wiltshire Countryside Cottage for up to 6 ppl.
A bedroom with a bed, a chair, a desk, and a mirror.

6. Cozy & Self Contained The Garden Annex 306

Cozy & Self Contained The Garden Annex 306
Salisbury
10.0 out of 10, Exceptional, (5 reviews)
"This place was lovely! Incredibly quiet for being in the city."
United States
Dala B.
$111 nightly
The price is $111
Nov 9 - Nov 10
Total with taxes and fees
Cozy & Self Contained The Garden Annex 306
A modern living room with two sofas, a coffee table, and a Christmas tree.

7. The Coach House Apartment — Stylish Loft Retreat for up to 4 ppl.

The Coach House Apartment — Stylish Loft Retreat for up to 4 ppl.
Clarendon
$250 nightly
The price is $250
Nov 15 - Nov 16
Total with taxes and fees
The Coach House Apartment — Stylish Loft Retreat for up to 4 ppl.
A spacious living area with a high ceiling, wooden beams, a large TV, and a dining area with a table and chairs.

8. The Summer House — Unique Hilltop Retreat for up to 4 ppl.

The Summer House — Unique Hilltop Retreat for up to 4 ppl.
Salisbury
$305 nightly
The price is $305
Nov 15 - Nov 16
Total with taxes and fees
The Summer House — Unique Hilltop Retreat for up to 4 ppl.
A historic building with timber framing, a stone facade, and a covered passageway with purple wisteria.

9. Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.

Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.
Stockbridge
9.6 out of 10, Exceptional, (107 reviews)
"This cottage was absolutely charming and exactly what our family needed for a safe comfortable place to stay."
United States
Grace O.
$187 nightly
The price is $187
Nov 9 - Nov 10
Total with taxes and fees
Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.
A bedroom with a wooden door, a bed with a beige and white striped bedspread, a fluffy beige throw blanket, and a pink pillow. There are framed pictures on the wall and a window with curtains.

10. The Bike Shed

The Bike Shed
3.0 star property
Romsey
$501 nightly
The price is $601
Nov 23 - Nov 24
Total with taxes and fees
The Bike Shed
A modern interior with a red sofa, black chairs, and a patterned floor.

11. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,367 reviews)
"Great location and friendly staff!"
United States
Gary
$86 nightly
The price is $103
Nov 13 - Nov 14
Total with taxes and fees
Second Nature Southampton
A brick house with a large front porch, a dining table set up outside, and a well-maintained lawn.

12. Bridge Farmhouse

Bridge Farmhouse
4.0 star property
Salisbury
9.2 out of 10, Wonderful, (19 reviews)
"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
$1,577 nightly
The price is $1,893
Nov 30 - Dec 1
Total with taxes and fees
Bridge Farmhouse
A coastal house with a stone pathway leading to the entrance, situated by the sea with a sailboat in the background.

13. Beautiful New Forest Hideaway

Beautiful New Forest Hideaway
West Wellow
10.0 out of 10, Exceptional, (2 reviews)
"Lovely cottage!! Clean and had everything you could possibly need!! Our stay was so relaxing we didn’t want to leave and will be back soon !!"
United States
Alena M.
$233 nightly
The price is $233
Nov 9 - Nov 10
Total with taxes and fees
Beautiful New Forest Hideaway
A row of wooden cabins with attached porches, each with a small porch light.

14. 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, (18 reviews)
"Lovely accommadition all you could need for a get away, we only stayed 1 night wish it could have been more. Only issue main entrance is rather secluded.Hope to return for a longer stay, peaceful and secluded"
United States
Diana T.
$193 nightly
The price is $193
Nov 9 - Nov 10
Total with taxes and fees
Farm Cottage on a Secluded 9-acre Equestrian Small Holding
A bedroom with a bed, a nightstand, a lamp, a window with curtains, and a radiator.

15. Settle Winchester

Settle Winchester
2.0 star property
Winchester City Center
$101 nightly
The price is $122
Nov 9 - Nov 10
Total with taxes and fees
Settle Winchester
A living room with a sofa, armchairs, a coffee table, and a lamp.

16. Elm Tree House - UK51762

Elm Tree House - UK51762
Landford, near Salisbury
$774 nightly
The price is $774
Nov 23 - Nov 24
Total with taxes and fees
Elm Tree House - UK51762
A traditional brick house with a gabled roof, surrounded by lush greenery and flowering plants.

17. Beautiful, traditional rural cottage

Beautiful, traditional rural cottage
Shrewton
9.0 out of 10, Wonderful, (24 reviews)
"Very nice close to Stonehenge."
United States
Michael
$176 nightly
The price is $176
Nov 9 - Nov 10
Total with taxes and fees
Beautiful, traditional rural cottage
A traditional thatched-roof cottage with a brick extension, a white door, and a small window.

18. 1 bedroom accommodation in Burgate, near Fordingbridge

1 bedroom accommodation in Burgate, near Fordingbridge
Burgate, near Fordingbridge
10.0 out of 10, Exceptional, (11 reviews)
"Perfect for a weekend away."
United States
Angela Horn
$191 nightly
The price is $191
Nov 16 - Nov 17
Total with taxes and fees
1 bedroom accommodation in Burgate, near Fordingbridge
A modern kitchen with dark cabinetry, a dining area with a wooden table and metal chairs, and a living room with a blue sofa and a green plant.

19. 1BR Flat in Andover | Near Local Amenities

1BR Flat in Andover | Near Local Amenities
Hampshire
$251 nightly
The price is $251
Nov 9 - Nov 10
Total with taxes and fees
1BR Flat in Andover | Near Local Amenities
A bedroom with a bed, a bedside table with a lamp, a window with curtains, a mirror, and a wooden door with a metal handle.

20. Horseshoe Cottage

Horseshoe Cottage
3.0 star property
Romsey
10.0 out of 10, Exceptional, (1 review)
"Well presented and well equipped home. All the essentials plus more. Very family friendly."
United Kingdom
Peter
$837 nightly
The price is $1,005
Nov 12 - Nov 13
Total with taxes and fees
Horseshoe Cottage
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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Find vacation rentals that suit your style

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Top Winterslow Hotel Reviews

A row of traditional brick houses with a grassy lawn and a canal in the foreground.
The Riverside, WorldHotels Distinctive

The Riverside, WorldHotels Distinctive

The Riverside, WorldHotels Distinctive
Salisbury

10/10 Excellent

Great costumer service with very professional staff members. Very nice hotel central to Salisbury city center
United States
Hector
Reviewed September 27, 2026
The Riverside, WorldHotels Distinctive

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 $72 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?

Unique waterside home in stunning location.: This vacation home rental near Winterslow is located on the waterfront and has a balcony, a garden, and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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. 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.