Winchester Cottage: Find The Top Holiday Cottages in Winchester

A large red brick building with a central entrance flanked by columns, a fountain in front, and trees on either side.

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Our top choices for Winchester cottages

1. Rivergem - Riverside Coach House

Winchester

includes taxes & fees

14 Aug - 15 Aug

2. Squirrel's Leap

Winchester

includes taxes & fees

15 Aug - 16 Aug

3. Barley Cottage

Alresford

includes taxes & fees

7 Sept - 8 Sept

4. 2 bedroom accommodation in Cheriton

Cheriton

"I stayed at Peppercorn Cottage with my husband, 3yo, ten-month old and our dog and it was heaven. It's an adorable house, packed with character and beautifully done out. We had everything we needed and Nicola was very helpful in bringing over kids bits and answering any questions. Cheriton is a lovely village; Arlesford is great for small independent shops and the countryside is gorgeous. We had a great weekend all in all and would love to come back."

Georgia G.

includes taxes & fees

24 Aug - 25 Aug

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

Stockbridge

ANNETTE T.

includes taxes & fees

10 Aug - 11 Aug

6. Farm Cottage on a Secluded 9-acre Equestrian Small Holding

Salisbury

Jordan J.

includes taxes & fees

7 Sept - 8 Sept

7. Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR

Cowes

Edward

includes taxes & fees

18 Aug - 19 Aug

8. 4 bedroom accommodation in Andover

Andover

includes taxes & fees

20 Aug - 21 Aug

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Top Winchester Hotel Reviews

New Place

10/10 Excellent

"New Place isn’t a grand hotel like you might think from viewing the main building. But it’s very good. Staff are great, very helpful and friendly. Breakfast is good, dinner is very good. Grounds are very pleasant."

Harbour Hotel Southampton

8/10 Good

"This eccentric hotel was very clean. The two onsite restaurants were both very good. The concierge staff was successful in getting us a cab to get to our cruise ship on time. The only negatives were: 1) I did not receive a response to an inquiry about cruise shuffles before our arrival and 2) guest services did not tell us that our room was at the top of a steep flight of stairs. We had to return to the front desk for a bellman and did not get our luggage for another 2 hours."

Leonardo Hotel Southampton

8/10 Good

"The staff were very helpful, the only (first world problems) issue we found was the shower - the pressure drops and you get no water and then 2 minutes later it comes back on. Our room was good, reasonably comfy. One of the bar staff was a bit snippy but the bar was very busy. Overall we would stay at This chain again."

The Crown Manor House Hotel

8/10 Good

"Great location. Staff were friendly, polite, helpful. Breakfast was nice. There’s a nice garden to relax with a drink or a bite to eat after a long day exploring the area. The only downside was the air conditioning had broken down but every room was supplied with a fan so it wasn’t a massive issue and the hotel was doing their best to fix it We would definitely recommend this hotel and will stay there again"

Holiday Inn Portsmouth by IHG

8/10 Good

"A short overnight stay. Welcome was as expected. Car park was full so we had to pay to park on the road which was annoying. Room was clean and well equipped. Shower did not drain properly so you had to wash quickly! Some aspects of the repairs/maintenance were tired and not what you would expect from a 4* stay - but perhaps standards are lower these days?!"

De Vere Wokefield Estate

8/10 Good

"The Hotel is set within the sprawling grounds which includes a wonderfully maintained golf course despite the current heatwave conditions. I was warmly greeted when checking in and got a lot of steps in getting to my room but was rewarded with a room with a view of the course and everything I needed to enjoy my stay. I used the onsite gym which had new equipment in great working condition which provided a good sweat and pump. I decided to dine elsewhere with Reading being only a few miles away. The bed was extremely comfortable and provided a well-needed night's rest with breakfast options being varied allowing for a great start to the day. The staff were very helpful and the hotel was impeccable."

voco Southampton by IHG

10/10 Excellent

"Enjoyed our pre-cruise stay at this property. The location is great and the staff was incredible. The fish and chips in the dining room was good also. We only experienced one hiccup-one of our suitcases was missing from the storage area when we went to collect it after breakfast. The staff and manager worked diligently to find it and after 45 minutes of worry, the team found it in a secondary storage area."

voco Winchester Hotel & Spa by IHG

10/10 Excellent

"Good hotel with nice amenities. The breakfast was good as was dinner. We forgot to empty our safe before check-out so we called and the front desk was so helpful. The only downside is that we needed a taxi each time we went to town as the hotel is about 4 miles away from town. Beautiful ride coming into town past the school and fields ."

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Frequently asked questions

How much do cottages in Winchester cost?

You'll pay between and per night for cottages in Winchester. No matter your budget, an ideal stay is just a few clicks away on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many cottages are there in Winchester?

Get in touch with nature in one of the cottages available in Winchester. To help you find a property that's right for you, make use of our handy filters to search for amenities or perks you need.

What is there to do in Winchester near my cottage?

Whatever you love doing, Winchester has plenty of things to keep you on the move. Winchester Cathedral, Marwell Zoo and Winchester Science Centre and Planetarium are on most visitors' agendas. Don't forget about Great Hall, Theatre Royal Winchester and Royal Green Jackets Museum either. With Expedia's Winchester hotel deals, you can discover more fantastic attractions like these with the money you save.

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winchester cottages

1. Rivergem - Riverside Coach House

2. Squirrel's Leap

3. Barley Cottage

4. 2 bedroom accommodation in Cheriton

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

6. Farm Cottage on a Secluded 9-acre Equestrian Small Holding

7. Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR

8. 4 bedroom accommodation in Andover

9. The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom

10. 3 bedroom accommodation in Andover

11. 1 bedroom accommodation in Burgate, near Fordingbridge

12. Suetts Farm Barns

13. The Box - Oasis Farm

14. Taylors Copse Cottage by inspirestays.com - a cottage that sleeps 5 guests in 2 bedrooms

15. Impeccable 3 bed 2 Bath Central Cowes Cottage

16. Harbour View - Coming Soon - a town house that sleeps 8 guests in 4 bedrooms

17. The Old Abbey Farmhouse

18. Grove Lodge - a house that sleeps 13 guests in 5 bedrooms

Find holiday rentals that suit your style

Top Winchester Hotel Reviews

New Place

Harbour Hotel Southampton

Leonardo Hotel Southampton

The Crown Manor House Hotel

Holiday Inn Portsmouth by IHG

De Vere Wokefield Estate

voco Southampton by IHG

voco Winchester Hotel & Spa by IHG

Marwell Hotel Winchester South

Find out more about Winchester

Winchester Cottages information

Frequently asked questions

Search Winchester Cottage Accommodations

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winchester cottages

1. Rivergem - Riverside Coach House

2. Squirrel's Leap

3. Barley Cottage

4. 2 bedroom accommodation in Cheriton

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

6. Farm Cottage on a Secluded 9-acre Equestrian Small Holding

7. Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR

8. 4 bedroom accommodation in Andover

9. The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom

10. 3 bedroom accommodation in Andover

11. 1 bedroom accommodation in Burgate, near Fordingbridge

12. Suetts Farm Barns

13. The Box - Oasis Farm

14. Taylors Copse Cottage by inspirestays.com - a cottage that sleeps 5 guests in 2 bedrooms

15. Impeccable 3 bed 2 Bath Central Cowes Cottage

16. Harbour View - Coming Soon - a town house that sleeps 8 guests in 4 bedrooms

17. The Old Abbey Farmhouse

18. Grove Lodge - a house that sleeps 13 guests in 5 bedrooms

Find holiday rentals that suit your style

Top Winchester Hotel Reviews

New Place

Find out more about Winchester

Winchester Cottages information

Frequently asked questions