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

Search Holiday Rentals in Middle Winterslow

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Dates

November 2026

December 2026

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Our top choices for Middle Winterslow holiday rentals

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

1. Stone Circle Glamping

Durrington

Darnell

1.865.950 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A sign for Hotel Peartree, a serviced apartment, with contact information and website.

2. Peartree Serviced Apartments

Salisbury

Stephanie

3.214.409 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

Salisbury

Theodros

4.222.576 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A bedroom with a bed, a chair, a wardrobe, and a radiator.

4. Coventry Road Apartments Flat 1

The Polygon

2.073.277 ₫ total

includes taxes & fees

7 Nov - 8 Nov

A bedroom with a bed, a nightstand, a lamp, a window with curtains, and a radiator.

5. Settle Winchester

Winchester City Center

3.148.790 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A cozy tented accommodation with a bed, bedside tables, a lamp, a laptop, and a potted plant.

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

Pewsey

2.944.054 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A modern interior with a red sofa, black chairs, and a patterned floor.

7. Second Nature Southampton

Southampton City Centre

Gary

2.658.979 ₫ total

includes taxes & fees

13 Nov - 14 Nov

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.

8. The Bike Shed

Romsey

15.557.876 ₫ total

includes taxes & fees

10 Nov - 11 Nov

A living room with a sofa, a coffee table, and a TV. There is a dining area with a table and chairs in the background.

9. Salisbury Residences by Charles Hope

Salisbury

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Find holiday rentals that suit your style

Top Middle Winterslow Hotel Reviews

A restaurant with brick walls, wooden tables, and hanging spherical light fixtures.

The Fox

Winchester

10/10 Excellent

David

A row of traditional brick houses with a grassy lawn and a canal in the foreground.

The Riverside, WorldHotels Distinctive

Salisbury

10/10 Excellent

Jason

A wooden building with a potted tree in the foreground and a door leading to an interior space.

The Room in the Garden

Salisbury

10/10 Excellent

The Room in the Garden is a lovely space, it was clean, the large bed was extremely comfortable and the shower was spacious and great, especially in the hot weather. In the room was a coffee machine with coffee pods, tea and milk and a TV. Outside was a lovely shaded patio where we enjoyed a welcome cup of tea when we arrived, and a freshly prepared, very tasty light breakfast the following morning. The owners and their dog were very friendly and helpful, providing a fan to cope with the heat...

JULIE

A breakfast setting with a variety of dishes, including bowls of cereal, croissants, and orange juice.

The Pembroke Arms

Salisbury

10/10 Excellent

A lovely stay at the Pembroke Arms. There was plenty of free parking to the rear of the Inn. Reception was efficient and friendly. Our room - two double beds so for four people - was large and comfortable with lovely touches like TeaPig teas and ground coffee. The room itself was quite cold but reception turned the heating up for us and it was a really cold day so no complaints. We ate in the hotel that evening - a really nice restaurant and delicious (massive) pies. Breakfast was one of the...

Andrew

A man sitting at a table in a cafe with hanging plants, wooden furniture, and a bar in the background.

The Cromwell Arms

Romsey

10/10 Excellent

Julie

A view through a window with a metal frame and a wooden fence.

Thorps Farm Bed and Breakfast

Fordingbridge

10/10 Excellent

Sue

A modern building with a curved facade, large windows, and a well-lit entrance area.

Holiday Inn Salisbury - Stonehenge by IHG

Salisbury

10/10 Excellent

Louise

A dining area with wooden tables and chairs, a fireplace, and a stone wall.

The Palmerston Rooms

Romsey

10/10 Excellent

Roy

A cozy living room with a fireplace, a bar area, and a dining space.

The Woodfalls Inn

Salisbury

10/10 Excellent

Our visit was just overnight. The location of Woodfalls Inn was perfect for us as we visited people/places in Southampton, Salisbury and Fordingbridge. Perfect if you are visiting the New Forest. Everything in the hotel felt new and pristine. The room was very comfortable. Breakfast was very good. The price was very competitive compared to other places we looked at in the area. Certainly one we will remember for when we are next down that way.

Andrew

A breakfast setup with a table, breakfast items, and a brick wall background.

The Dog and Gun

Salisbury

10/10 Excellent

Martin

A restaurant with a glass ceiling, wooden tables and chairs, and a view of the outdoors.

The Three Cups Inn

Stockbridge

10/10 Excellent

My brother and I walk together once a year to catch up as we live in different parts of the country. This year we decided on the 24 mile Clarendon Way from Winchester to Salisbury. Although off the Way Stockbridge is a beautiful village and convenient half way point to stop for the night. On arrival at the Three Cups very tired after our twelve mile walk we were shown to two very pleasant rooms by a helpful member of staff. The rooms were clean and fresh with very welcome tea and biscuits...

Andrew

A table with a drink and a vase of flowers, a window with a view of a stone building.

The Chapter House

Salisbury

10/10 Excellent

Lorraine

A cozy loft apartment with a dining area, a sofa, a TV, and skylights.

New Forest Lodge

Salisbury

10/10 Excellent

BalletLeanne

A cozy room with a wooden bench, a sofa, and a table with a glass display case.

The White Horse Hotel, Romsey, Hampshire

Romsey

10/10 Excellent

Stephen

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 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 Boscombe Down Aviation Collection and Market Square.

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.

Search Holiday Rentals in Middle Winterslow

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Middle Winterslow holiday rentals

1. Stone Circle Glamping

2. Peartree Serviced Apartments

3. Charles Hope Salisbury Centre

4. Coventry Road Apartments Flat 1

5. Settle Winchester

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

7. Second Nature Southampton

8. The Bike Shed

9. Salisbury Residences by Charles Hope

Find holiday rentals that suit your style

Top Middle Winterslow Hotel Reviews

The Fox

10/10 Excellent

Frequently Asked Questions

Are there holiday rentals in Middle Winterslow?

What can I see and do in Middle Winterslow?

What are holiday rentals like in Middle Winterslow?