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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Winchester cottages

A black building with a gravel driveway, a door, and a window.

1. Barley Cottage

Barley Cottage
3.0 star property
Alresford
The price is CA $1,104
CA $1,324 total
includes taxes & fees
Nov 9 - Nov 10
Barley Cottage
A red brick house with a pitched roof, a front door, and a small porch area.

2. 4 bedroom accommodation in Andover

4 bedroom accommodation in Andover
Andover
The price is CA $1,754
CA $1,754 total
includes taxes & fees
Oct 30 - Oct 31
4 bedroom accommodation in Andover
A small brick house with a dark roof and a chimney, surrounded by a gravel driveway and greenery.

3. 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, (15 reviews)
"Fabulous place to stay."
United States
CHRISTOPHER S.
The price is CA $858
CA $858 total
includes taxes & fees
Oct 24 - Oct 25
The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom
A teal RV with a wooden staircase leading to a deck area, a small indoor space with a chair, and a blue patterned mat on the ground.

4. The Box - Oasis Farm

The Box - Oasis Farm
Fareham
The price is CA $465
CA $465 total
includes taxes & fees
Nov 8 - Nov 9
The Box - Oasis Farm
A narrow alleyway with brick buildings, a white door, and a wooden fence.

5. 3 bedroom accommodation in Andover

3 bedroom accommodation in Andover
Andover
The price is CA $1,754
CA $1,754 total
includes taxes & fees
Oct 29 - Oct 30
3 bedroom accommodation in Andover
A small stone church with a pointed roof and a cross on top, surrounded by greenery.

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

The Carriage House — Wiltshire Countryside Cottage for up to 6 ppl.
Clarendon
The price is CA $309
CA $415 total
includes taxes & fees
Oct 19 - Oct 20
The Carriage House — Wiltshire Countryside Cottage for up to 6 ppl.
A two-story building with a brick facade and a sloped roof.

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

The Old Stables — Wiltshire Countryside Cottage for up to 6 ppl.
Clarendon
The price is CA $309
CA $415 total
includes taxes & fees
Nov 1 - Nov 2
The Old Stables — Wiltshire Countryside Cottage for up to 6 ppl.
A wooden building with a dark exterior, large glass doors, and a small outdoor seating area with a table and chairs.

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

Goldridge - a cottage that sleeps 4 guests in 1 bedroom
Alton
The price is CA $604
CA $604 total
includes taxes & fees
Nov 2 - Nov 3
Goldridge - a cottage that sleeps 4 guests in 1 bedroom
A brick house with a sloped roof, a small patio with outdoor furniture, and a gravel ground.

9. Elm Tree House - UK51762

Elm Tree House - UK51762
Landford, near Salisbury
The price is CA $1,092
CA $1,092 total
includes taxes & fees
Nov 2 - Nov 3
Elm Tree House - UK51762
A traditional thatched-roof cottage with a brick extension, a white door, and a small window.

10. 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 CA $251
CA $251 total
includes taxes & fees
Oct 19 - Oct 20
1 bedroom accommodation in Burgate, near Fordingbridge
A modern building with a sloped roof, large windows, and a wooden fence in front.

11. Suetts Farm Barns

Suetts Farm Barns
2.0 star property
Southampton
The price is CA $1,349
CA $1,618 total
includes taxes & fees
Oct 22 - Oct 23
Suetts Farm Barns
A modern living room with a flat-screen TV, a wooden coffee table with fruit, a grey sofa, and a dining area with a table and chairs.

12. Maplescombe - a 3 bedroom cottage in Newton Valence near Alton

Maplescombe - a 3 bedroom cottage in Newton Valence near Alton
Newton Valence
8.6 out of 10, Excellent, (4 reviews)
"Pleasant and well-appointed place to stay. Close to our other family members, so we could enjoy lots of time together."
United Kingdom
Kim B.
The price is CA $1,221
CA $1,221 total
includes taxes & fees
Nov 2 - Nov 3
Maplescombe - a 3 bedroom cottage in Newton Valence near Alton
A living room with a sofa, a wooden coffee table with a bottle and glass, and a kitchen in the background.

13. Middledown - a cottage that sleeps 7 guests in 3 bedrooms

Middledown - a cottage that sleeps 7 guests in 3 bedrooms
Newton Valence
7.0 out of 10, Good, (2 reviews)
"No drop down rail next to toilet and carpet in downstairs bedroom. Making it a bit awkward for full time wheelchair users. Had to move beds to get wheelchair next to one of them."
United Kingdom
Louise R.
The price is CA $1,369
CA $1,369 total
includes taxes & fees
Nov 2 - Nov 3
Middledown - a cottage that sleeps 7 guests in 3 bedrooms
A single-story house with a brick facade, a small porch, and a mailbox indicating the address.

14. Boutique Gathering House

Boutique Gathering House
Park Gate
The price is CA $1,351
CA $1,351 total
includes taxes & fees
Oct 29 - Oct 30
Boutique Gathering House
A two-story house with a front porch, a small garden with various plants and flowers, and a visible chimney.

15. 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, (27 reviews)
"Great location, lovely cottage and a convenient place to explore Cowes."
United Kingdom
Lisa
The price is CA $229
CA $259 total
includes taxes & fees
Oct 19 - Oct 20
Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR
A log cabin with a large lawn, a dining area with a table and chairs, and a covered patio.

16. 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 CA $1,104
CA $1,104 total
includes taxes & fees
Nov 2 - Nov 3
Taylors Copse Cottage by inspirestays.com - a cottage that sleeps 5 guests in 2 bedrooms
A cabin with a wooden door, a porch with benches, and a sign indicating it's a cabin.

17. 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
10.0 out of 10, Exceptional, (1 review)
"I'm very local but needed different surroundings to relax and recharge and thanks to this lovely cabin, hosts and location I achieved this. Would highly recommend and would visit again. The cabin exceeded expectations and is very peaceful and tranquil with woodland surrounds. I had everything I needed and the hosts went above and beyond. The whole experience, cabin, furnishings and location was perfect just the way it was, I wouldn't change anything other than staying longer. Beautiful!"
United States
Anonymous traveller
The price is CA $1,014
CA $1,014 total
includes taxes & fees
Oct 20 - Oct 21
Taylors Copse Cabin by inspirestays-com - a cottage that sleeps 2 guests in 1 bedroom
A row of wooden cabins with attached porches, each with a small porch light.

18. 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.
The price is CA $286
CA $328 total
includes taxes & fees
Nov 3 - Nov 4
Farm Cottage on a Secluded 9-acre Equestrian Small Holding
A black door with a brass plate, a window, and a small brass knocker.

19. “A charming retreat with a story to tell”

“A charming retreat with a story to tell”
Hungerford
The price is CA $297
CA $389 total
includes taxes & fees
Oct 19 - Oct 20
“A charming retreat with a story to tell”
A two-story building with a brick facade and a gravel driveway.

20. 2 bedroom accommodation in Bramley, near Tadley

2 bedroom accommodation in Bramley, near Tadley
Bramley, near Tadley
The price is CA $844
CA $844 total
includes taxes & fees
Nov 8 - Nov 9
2 bedroom accommodation in Bramley, near Tadley
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

Moxy Southampton

Moxy Southampton

10/10 Excellent
"We always come here for our stay before leaving on a cruise out of South Hampton. These folks keep us coming back for helping us out with excellent service (early check ins for example) and will always keep coming back and recommending this place to be THE place to stay while in South Hampton. Also it's location to many restaurants make it a nice place for just that reason. Thank you again for a great stay!"
William 1-night trip
Posted 6 hours ago
Moxy Southampton

Find out more about Winchester

Winchester Cottages information

Number of reviews
87
Accommodation
744 Cottages
Lowest Price
CA $251
Highest Price
CA $1,754

Frequently asked questions

How much do cottages in Winchester cost?
Rates for cottages in Winchester range between CA $251 and CA $1,754 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 9.7. 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 travellers 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 744 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.
Are there any family-friendly cottages in Winchester?
Spend your family vacay at Hang Your Hat - The Cottage, a 4-star cottage just a short drive from town. Amenities here include a barbecue grill and WiFi. Another family-friendly option where you can swap the urban jungle for wide open spaces is Cardew House Cottage. An oven and WiFi help make this 3.5-star cottage a hit with guests. Winchester boasts loads of family-friendly attractions to check out that'll keep the kids entertained. Marwell Zoo and Winchester Science Centre and Planetarium promise a fun day out for everyone.
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.
What is there to do in Winchester near my cottage?
Winchester has enough experiences to keep you on the go for weeks (or months!), starting with Queen Eleanors Garden. Royal Green Jackets Museum, Wolvesey Castle and Marwell Zoo are other well-known attractions. If you're lingering longer, Great Hall and King Alfred the Great Statue will add the finishing touches to your itinerary.

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