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Winterslow Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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, (13 reviews)
"Cozy place to stay, it is near a road but it didn’t bother me. It is as advertised"
Canada
Darnell
$50 nightly
The price is $61
Sep 28 - Sep 29
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, (327 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
$138 nightly
The price is $166
Oct 4 - Oct 5
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
$137 nightly
The price is $164
Sep 29 - Sep 30
Total with taxes and fees
Charles Hope Salisbury Centre
A two-story wooden house with a sloped roof, large windows, and a front porch with a bench.

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

The Carriage House — Wiltshire Countryside Cottage for up to 6 ppl.
Clarendon
$339 nightly
The price is $339
Sep 24 - Sep 25
Total with taxes and fees
The Carriage House — Wiltshire Countryside Cottage for up to 6 ppl.
A two-story wooden house with a sloped roof, a front porch with seating, and a gravel driveway.

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

The Old Stables — Wiltshire Countryside Cottage for up to 6 ppl.
Clarendon
$339 nightly
The price is $339
Sep 27 - Sep 28
Total with taxes and fees
The Old Stables — Wiltshire Countryside Cottage for up to 6 ppl.
A wooden arbor with pink blossoms, a brick pathway, and a house with a blue roof in the background.

6. Cozy & Self Contained The Garden Annex 306

Cozy & Self Contained The Garden Annex 306
Salisbury
10.0 out of 10, Exceptional, (3 reviews)
"This place was lovely! Incredibly quiet for being in the city."
United States
Dala B.
$136 nightly
The price is $136
Oct 19 - Oct 20
Total with taxes and fees
Cozy & Self Contained The Garden Annex 306
A two-story house with a sloped roof, a garage, and a well-maintained lawn with various plants.

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
$269 nightly
The price is $269
Sep 24 - Sep 25
Total with taxes and fees
The Coach House Apartment — Stylish Loft Retreat for up to 4 ppl.
A row of wooden cabins with attached porches, each with a small porch light.

8. 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, (17 reviews)
"Louise was fantastic, we had to stay an extra night and the communication was easy and great. Would recommend."
United States
Jordan J.
$209 nightly
The price is $209
Sep 28 - Sep 29
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.

9. Settle Winchester

Settle Winchester
2.0 star property
Winchester City Center
$112 nightly
The price is $135
Oct 4 - Oct 5
Total with taxes and fees
Settle Winchester
A spacious living area with a fireplace, comfortable seating, and a large television.

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

The Summer House — Unique Hilltop Retreat for up to 4 ppl.
Salisbury
$351 nightly
The price is $351
Sep 24 - Sep 25
Total with taxes and fees
The Summer House — Unique Hilltop Retreat for up to 4 ppl.
A tent with a welcome sign, a wooden bench, and a barbecue grill.

11. The Leaf & Lantern Dome - Sleeps 5 - Dog Friendly

The Leaf & Lantern Dome - Sleeps 5 - Dog Friendly
2.0 star property
Pewsey
$85 nightly
The price is $102
Sep 26 - Sep 27
Total with taxes and fees
The Leaf & Lantern Dome - Sleeps 5 - Dog Friendly
A small bedroom with a single bed, a nightstand, a wooden wardrobe, and a chair.

12. Coventry Road Apartments Flat 1

Coventry Road Apartments Flat 1
2.0 star property
The Polygon
$60 nightly
The price is $72
Sep 26 - Sep 27
Total with taxes and fees
Coventry Road Apartments Flat 1
A brick building with two doors, a window, and a gravel driveway.

13. The Bullpen@manor Farm

The Bullpen@manor Farm
2.0 star property
Salisbury
$558 nightly
The price is $670
Oct 9 - Oct 10
Total with taxes and fees
The Bullpen@manor Farm
A teal-colored kitchen with wooden shelves, a sink, and cabinets.

14. Beautiful New Forest Hideaway

Beautiful New Forest Hideaway
West Wellow
10.0 out of 10, Exceptional, (1 review)
"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
Oct 7 - Oct 8
Total with taxes and fees
Beautiful New Forest Hideaway
A traditional thatched-roof cottage with a brick extension, a white door, and a small window.

15. 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
$186 nightly
The price is $186
Oct 4 - Oct 5
Total with taxes and fees
1 bedroom accommodation in Burgate, near Fordingbridge
A traditional thatched-roof cottage with a wooden door and window, surrounded by dense greenery.

16. Historic studio annexe for two with New Forest on your doorstep

Historic studio annexe for two with New Forest on your doorstep
Burgate
$166 nightly
The price is $166
Sep 28 - Sep 29
Total with taxes and fees
Historic studio annexe for two with New Forest on your doorstep
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
$206 nightly
The price is $206
Oct 4 - Oct 5
Total with taxes and fees
Beautiful, traditional rural cottage
A modern interior with a red sofa, black chairs, and a patterned floor.

18. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,338 reviews)
"Great location and friendly staff!"
United States
Gary
$90 nightly
The price is $108
Oct 4 - Oct 5
Total with taxes and fees
Second Nature Southampton
A bedroom with a large bed, a wooden ceiling, and a view of a brick building outside.

19. Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.0 out of 10, Very good, (11 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
$108 nightly
The price is $130
Sep 27 - Sep 28
Total with taxes and fees
Settle Southampton
A cozy living room with a wooden interior, a sofa, a television, and bookshelves.

20. Charming single-storey hideaway with garden access, perfect for couples

Charming single-storey hideaway with garden access, perfect for couples
Burgate
$290 nightly
The price is $290
Oct 16 - Oct 17
Total with taxes and fees
Charming single-storey hideaway with garden access, perfect for couples
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

Leonardo Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

8/10 Good
"Very kind to let us checkin early. Excellent location and room clean. Did not care for the airfreshener smell used in common areas though. Breakfast was really good and lots of variety."
Heidi 2-night trip
Posted 5 hours ago
Leonardo Royal Southampton Grand Harbour

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 $61 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. 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.