A gravel path leading to a gated entrance surrounded by lush greenery and a brick wall.

Middle Winterslow Vacation Rentals

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Middle 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
8.8 out of 10, Excellent, (15 reviews)
"Cozy place to stay, it is near a road but it didn’t bother me. It is as advertised"
Canada
Darnell
$51 nightly
The price is $61
Oct 6 - Oct 7
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
$135 nightly
The price is $161
Nov 1 - Nov 2
Total with taxes and fees
Peartree Serviced Apartments
A wooden arbor with pink blossoms, a brick pathway, and a house with a blue roof in the background.

3. 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.
$139 nightly
The price is $139
Oct 19 - Oct 20
Total with taxes and fees
Cozy & Self Contained The Garden Annex 306
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.

4. 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
$127 nightly
The price is $152
Oct 4 - Oct 5
Total with taxes and fees
Charles Hope Salisbury Centre
A bedroom with a bed, a nightstand, a lamp, a window with curtains, and a radiator.

5. Settle Winchester

Settle Winchester
2.0 star property
Winchester City Center
$100 nightly
The price is $120
Oct 4 - Oct 5
Total with taxes and fees
Settle Winchester
A spacious living area with a staircase, a dining table, and two sofas.

6. 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
$266 nightly
The price is $266
Oct 4 - Oct 5
Total with taxes and fees
The Coach House Apartment — Stylish Loft Retreat for up to 4 ppl.
A historic building with timber framing, a stone facade, and a covered passageway with purple wisteria.

7. 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, (105 reviews)
"Cosy rustic comfy place to stay for a true English experience, we all loved it. "
Australia
ANNETTE T.
$264 nightly
The price is $264
Oct 4 - Oct 5
Total with taxes and fees
Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.
A modern living room with a sofa, coffee table, and a view of the kitchen.

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

The Carriage House — Wiltshire Countryside Cottage for up to 6 ppl.
Clarendon
$318 nightly
The price is $318
Oct 11 - Oct 12
Total with taxes and fees
The Carriage House — Wiltshire Countryside Cottage for up to 6 ppl.
A residential property with a large lawn, a wooden barn, and a brick house.

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

The Old Stables — Wiltshire Countryside Cottage for up to 6 ppl.
Clarendon
$306 nightly
The price is $306
Oct 4 - Oct 5
Total with taxes and fees
The Old Stables — Wiltshire Countryside Cottage for up to 6 ppl.
A traditional thatched-roof cottage with a wooden door and window, surrounded by dense greenery.

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

Historic studio annexe for two with New Forest on your doorstep
Burgate
$182 nightly
The price is $182
Oct 9 - Oct 10
Total with taxes and fees
Historic studio annexe for two with New Forest on your doorstep
A cozy tented room with a bed, a bench, and various rugs.

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

The Leaf & Lantern Dome - Sleeps 5 - Dog Friendly
2.0 star property
Pewsey
$84 nightly
The price is $101
Oct 20 - Oct 21
Total with taxes and fees
The Leaf & Lantern Dome - Sleeps 5 - Dog Friendly
A paved driveway leading to a wooden gate, a bicycle with a bag, and a shed in a garden setting.

12. 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.
$231 nightly
The price is $231
Oct 4 - Oct 5
Total with taxes and fees
Beautiful New Forest Hideaway
A row of wooden cabins with attached porches, each with a small porch light.

13. 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)
"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.
$208 nightly
The price is $208
Oct 11 - Oct 12
Total with taxes and fees
Farm Cottage on a Secluded 9-acre Equestrian Small Holding
A bedroom with a sloped ceiling, a heart-shaped wall decoration, a bed with white and dark pillows, and a wooden nightstand with a lamp.

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

The Summer House — Unique Hilltop Retreat for up to 4 ppl.
Salisbury
$333 nightly
The price is $333
Oct 4 - Oct 5
Total with taxes and fees
The Summer House — Unique Hilltop Retreat for up to 4 ppl.
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
$170 nightly
The price is $170
Oct 30 - Oct 31
Total with taxes and fees
1 bedroom accommodation in Burgate, near Fordingbridge
A traditional brick house with a gabled roof, surrounded by lush greenery and flowering plants.

16. 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
$189 nightly
The price is $189
Nov 1 - Nov 2
Total with taxes and fees
Beautiful, traditional rural cottage
A brick building with two doors, a window, and a gravel driveway.

17. The Bullpen@manor Farm

The Bullpen@manor Farm
2.0 star property
Salisbury
$552 nightly
The price is $662
Oct 9 - Oct 10
Total with taxes and fees
The Bullpen@manor Farm
A neatly made bed with a grey headboard, a bedside table with a lamp, and a remote control.

18. London Street, Andover, Hampshire, SP102NU, United Kingdom

London Street, Andover, Hampshire, SP102NU, United Kingdom
Andover
10.0 out of 10, Exceptional, (1 review)
"Excellent location and accommodation"
United Kingdom
Catalin R.
$131 nightly
The price is $157
Oct 18 - Oct 19
Total with taxes and fees
London Street, Andover, Hampshire, SP102NU, United Kingdom
A brick house with a large front porch, a dining table set up outside, and a well-maintained lawn.

19. 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
$1,992 nightly
The price is $2,390
Oct 19 - Oct 20
Total with taxes and fees
Bridge Farmhouse
A modern interior with a red sofa, black chairs, and a patterned floor.

20. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,345 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
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

Leonardo Hotel Southampton

Leonardo Hotel Southampton

10/10 Excellent
"Very nice hotel. Comfortable bed. Quiet rooms. Working aircon. Would stay again."
Steven 1-night trip
Posted 3 hours ago
Leonardo Hotel Southampton

Find out more about Middle Winterslow

Everything you need to know about Middle 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 Middle 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 Middle Winterslow vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middle Winterslow vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middle 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 Middle 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 Middle Winterslow rentals

At Expedia, we put the best Middle 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 Middle 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 Middle 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 Middle 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

Are there vacation rentals in Middle Winterslow?

Yes, we give you a choice of vacation rentals close to popular attractions in Middle Winterslow, or you can select a secluded option if you want a relaxing place to stay.

What's the top vacation rental in Middle Winterslow?

7 bedroom, Stunning Cottage with Hot-Tub & Cinema Room: This vacation home rental outside of Middle Winterslow is in a rural location and equipped with a Smart TV and free WiFi to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and an oven, so you can cook with friends or family.

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 larger area, you’ll find Boscombe Down Aviation Collection and Market Square.

What are vacation rentals like in Middle Winterslow?

Vacation rentals are private properties you can book for several days or longer in Middle Winterslow. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for family trips.