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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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Winchester cottages

Exterior

1. Clifton Lodge

Clifton Lodge
2.0 star property
Winchester
The price is AED 2,418
AED 2,902 total
includes taxes & fees
29 Aug - 30 Aug
Clifton Lodge
Property grounds

2. Rivergem - Riverside Coach House

Rivergem - Riverside Coach House
2.0 star property
Winchester
The price is AED 3,610
AED 4,332 total
includes taxes & fees
28 Aug - 29 Aug
Rivergem - Riverside Coach House
Exterior

3. Barley Cottage

Barley Cottage
3.0 star property
Alresford
The price is AED 3,651
AED 4,381 total
includes taxes & fees
21 Sep - 22 Sep
Barley Cottage
Terrace/patio

4. 2 bedroom accommodation in Cheriton

2 bedroom accommodation in Cheriton
Cheriton
10.0 out of 10, Exceptional, (9 reviews)
"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."
United Kingdom
Georgia G.
The price is AED 4,245
AED 4,245 total
includes taxes & fees
24 Aug - 25 Aug
2 bedroom accommodation in Cheriton
Exterior

5. 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.
The price is AED 877
AED 1,002 total
includes taxes & fees
23 Aug - 24 Aug
Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.
Exterior

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

The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom
Shedfield
9.6 out of 10, Exceptional, (14 reviews)
"Fabulous place to stay."
United States
CHRISTOPHER S.
The price is AED 3,166
AED 3,166 total
includes taxes & fees
24 Aug - 25 Aug
The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom
Exterior

7. The Box - Oasis Farm

The Box - Oasis Farm
Fareham
The price is AED 1,367
AED 1,367 total
includes taxes & fees
4 Sep - 5 Sep
The Box - Oasis Farm
Exterior

8. A family friendly or couples base to explore the local sights and attractions.

A family friendly or couples base to explore the local sights and attractions.
Hamble
10.0 out of 10, Exceptional, (1 review)
"Very homely and comfortable with all the needs to make it a pleasant and lovely stay. The location very good for access to motorway and other routes to places of interest. As we are familiar with area it was ideal for visiting family and friends .Very Good"
United Kingdom
Stella C.
The price is AED 2,539
AED 2,539 total
includes taxes & fees
12 Sep - 13 Sep
A family friendly or couples base to explore the local sights and attractions.
Exterior

9. 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, (15 reviews)
"Louise was fantastic, we had to stay an extra night and the communication was easy and great. Would recommend."
United States
Jordan J.
The price is AED 762
AED 867 total
includes taxes & fees
13 Sep - 14 Sep
Farm Cottage on a Secluded 9-acre Equestrian Small Holding
Exterior

10. Taylors Copse Cabin by inspirestays-com - a cottage that sleeps 2 guests in 1 bedroom

Taylors Copse Cabin by inspirestays-com - a cottage that sleeps 2 guests in 1 bedroom
Steep Marsh, nr Petersfield
The price is AED 3,775
AED 3,775 total
includes taxes & fees
21 Sep - 22 Sep
Taylors Copse Cabin by inspirestays-com - a cottage that sleeps 2 guests in 1 bedroom
Exterior

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

Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR
Cowes
10.0 out of 10, Exceptional, (25 reviews)
"Awesome place to stay- we absolutely loved it and will be back"
United Kingdom
Edward
The price is AED 767
AED 872 total
includes taxes & fees
15 Sep - 16 Sep
Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR
Exterior

12. 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
The price is AED 788
AED 788 total
includes taxes & fees
31 Aug - 1 Sep
1 bedroom accommodation in Burgate, near Fordingbridge
Exterior

13. The Old Granary

The Old Granary
2.0 star property
Southampton
The price is AED 1,980
AED 2,376 total
includes taxes & fees
27 Aug - 28 Aug
The Old Granary
Exterior

14. Goldridge - a cottage that sleeps 4 guests in 1 bedroom

Goldridge - a cottage that sleeps 4 guests in 1 bedroom
Alton
The price is AED 1,796
AED 1,796 total
includes taxes & fees
7 Sep - 8 Sep
Goldridge - a cottage that sleeps 4 guests in 1 bedroom
Exterior

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

Taylors Copse Cottage by inspirestays.com - a cottage that sleeps 5 guests in 2 bedrooms
Steep Marsh
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful holiday cottage, wonderful surroundings, lovely hosts. We have had a wonderful holiday."
Germany
S v.
The price is AED 3,678
AED 3,678 total
includes taxes & fees
24 Aug - 25 Aug
Taylors Copse Cottage by inspirestays.com - a cottage that sleeps 5 guests in 2 bedrooms
Exterior

16. 4 bedroom accommodation in Andover

4 bedroom accommodation in Andover
Andover
The price is AED 4,661
AED 4,661 total
includes taxes & fees
10 Sep - 11 Sep
4 bedroom accommodation in Andover
Exterior

17. Elm Tree House - UK51762

Elm Tree House - UK51762
Landford, near Salisbury
The price is AED 3,840
AED 3,840 total
includes taxes & fees
7 Sep - 8 Sep
Elm Tree House - UK51762
Exterior

18. 3 bedroom accommodation in Andover

3 bedroom accommodation in Andover
Andover
The price is AED 4,661
AED 4,661 total
includes taxes & fees
10 Sep - 11 Sep
3 bedroom accommodation in Andover
Exterior

19. Charming thatched countryside hideaway with beams and garden access

Charming thatched countryside hideaway with beams and garden access
Fordingbridge
The price is AED 1,190
AED 1,440 total
includes taxes & fees
11 Sep - 12 Sep
Charming thatched countryside hideaway with beams and garden access
Outdoor dining

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

Harbour View - Coming Soon - a town house that sleeps 8 guests in 4 bedrooms
Emsworth
10.0 out of 10, Exceptional, (2 reviews)
"This is such a beautiful house with wonderful views in gorgeous little town. It was so much more that we expected and perfect for our group. It ticks every box! We had amazing weather too, which was the cherry on top. The team at Henry Adams are super responsive and helpful - a big thank you to all. Definitely keen to return some time"
United States
mic a.
The price is AED 7,227
AED 7,227 total
includes taxes & fees
23 Aug - 24 Aug
Harbour View - Coming Soon - a town house that sleeps 8 guests in 4 bedrooms
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 Winchester Hotel Reviews

New Place

New Place

10/10 Excellent
"Staff were very pleasant and helpful, grounds were great, food was very good, had breakfast on two days could have been just a bit hotter but ok, We would go back as we enjoyed our stay very much."
John 2-night trip
Posted 1 hour ago
New Place

Frequently asked questions

How much do cottages in Winchester cost?
Rates for cottages in Winchester range between AED 1,456 and AED 16,650 per night. No matter your budget, you're sure to find an ideal place to get in touch with nature. These prices were 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.
What are the best cottages in Winchester?
Take your pick of multiple cottages in Winchester with a total average guest review rating of 9.3. Hang Your Hat - The Cottage is a fantastic place to rest and put your feet up between adventures. This 4-star cottage also features a garden and a barbecue grill. Cardew House Cottage is another top pick with travelers to this area. It has a 3.5-star rating and amenities including a deep soaking bathtub and individually decorated rooms.
How many cottages are there in Winchester?
Get in touch with nature in one of the 749 cottages located in Winchester. To help you select a property that's right for you, use our filters to search for perks or amenities you prefer.
Why book your cottage in Winchester with Expedia?
Expedia has some terrific cottages in Winchester, so start planning for a memorable stay close to nature. If you're sticking to a budget, choose how much you're willing to spend and your preferred property star rating. Or, use our handy filters to search for cottages with a pool or a hot tub. We'll help you find the right fit whatever your trip looks like.
How can I find cheap cottages in Winchester?
A wonderful way to get cheap cottages in Winchester is with Expedia's user-friendly filter tool. Narrow down your search results by star rating, budget and amenities to discover unbeatable prices in just a few clicks.