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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Winchester cottages

Exterior

Squirrel's Leap

Squirrel's Leap
3.0 star property
Winchester
$556 nightly
The price is $668
May 8 - May 9
Total with taxes and fees
Squirrel's Leap
Property grounds

Rivergem - Riverside Coach House

Rivergem - Riverside Coach House
2.0 star property
Winchester
$981 nightly
The price is $1,177
May 5 - May 6
Total with taxes and fees
Rivergem - Riverside Coach House
Exterior

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, (12 reviews)
"Lovely 1 night stay in beautiful location. Louise very welcoming and property was perfect and very clean."
United Kingdom
Emily S.
$212 nightly
The price is $212
May 4 - May 5
Total with taxes and fees
Farm Cottage on a Secluded 9-acre Equestrian Small Holding
Exterior

Flowering - Ashling Park - sleeps 4 guests in 2 bedrooms

Flowering - Ashling Park - sleeps 4 guests in 2 bedrooms
Chichester
$772 nightly
The price is $772
May 4 - May 5
Total with taxes and fees
Flowering - Ashling Park - sleeps 4 guests in 2 bedrooms
Exterior

1 bedroom accommodation in Burgate, near Fordingbridge

1 bedroom accommodation in Burgate, near Fordingbridge
Burgate, near Fordingbridge
9.0 out of 10, Wonderful, (20 reviews)
"Lovely place to stay - comfortable and well equipped. Ideal location."
United Kingdom
Ruth P.
$306 nightly
The price is $306
May 4 - May 5
Total with taxes and fees
1 bedroom accommodation in Burgate, near Fordingbridge
Exterior

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, (102 reviews)
"Pretty and comfortable cottage - was lovely and warm. Lovely touch to have a Christmas tree and lights. We all thoroughly enjoyed our stay. "
United Kingdom
Karen D.
$272 nightly
The price is $272
May 13 - May 14
Total with taxes and fees
Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.
Cottage | Interior

2A The Mews

2A The Mews
2.5 star property
Langstone
9.0 out of 10, Wonderful, (2 reviews)
"Delightful little place with all mod cons. The local pubs are great. Off-street parking is nice. We will be back! "
United States
Jeff
$583 nightly
The price is $700
May 15 - May 16
Total with taxes and fees
2A The Mews
Exterior

Cosy Cottage by the Sea (1x BIG Master Double Bedroom)

Cosy Cottage by the Sea (1x BIG Master Double Bedroom)
Cowes
10.0 out of 10, Exceptional, (19 reviews)
"This is a lovely old cottage with lots of character. Two minutes walk from the esplanade, and an easy walk into Cowes. Dan was an outstanding host who looked after us very well 😁 Would highly recommend if visiting the Isle of Wight. Spacious bedroom with private facilities, even a log fire for those chilly evenings."
Australia
Barrie
$131 nightly
The price is $131
May 6 - May 7
Total with taxes and fees
Cosy Cottage by the Sea (1x BIG Master Double Bedroom)
Exterior

The Old Abbey Farmhouse

The Old Abbey Farmhouse
Ryde
10.0 out of 10, Exceptional, (27 reviews)
"Everything, the cleanliness, the facilities, the location, the thoughtfulness of the essentials provided"
United States
Gavin
$1,010 nightly
The price is $1,010
May 4 - May 5
Total with taxes and fees
The Old Abbey Farmhouse
Exterior

Emsdale House - a flat that sleeps 4 guests in 2 bedrooms

Emsdale House - a flat that sleeps 4 guests in 2 bedrooms
Emsworth
9.4 out of 10, Exceptional, (6 reviews)
"The absolutely perfect location - super quiet and easy to walk along the foreshore to Emsworth. The place was also great - clean, comfortable and well equipped "
United States
Jacqui B.
$938 nightly
The price is $938
May 10 - May 11
Total with taxes and fees
Emsdale House - a flat that sleeps 4 guests in 2 bedrooms
Garden

Sailmaker's Cottage

Sailmaker's Cottage
3.5 star property
Lymington
9.6 out of 10, Exceptional, (5 reviews)
"Lovely little cottage close to Lymington town centre Nicely decorated and clean "
United Kingdom
Claire
$317 nightly
The price is $367
May 26 - May 27
Total with taxes and fees
Sailmaker's Cottage
Exterior

The Old Cart Shed, Rockbourne

The Old Cart Shed, Rockbourne
Fordingbridge
$908 nightly
The price is $908
May 31 - Jun 1
Total with taxes and fees
The Old Cart Shed, Rockbourne
Exterior

Squirrels Drey, Titchfield Common

Squirrels Drey, Titchfield Common
Fareham
$1,059 nightly
The price is $1,059
May 8 - May 9
Total with taxes and fees
Squirrels Drey, Titchfield Common
Exterior

Rabbit's Warren, Titchfield Common

Rabbit's Warren, Titchfield Common
Fareham
$748 nightly
The price is $748
May 16 - May 17
Total with taxes and fees
Rabbit's Warren, Titchfield Common
Exterior

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, (10 reviews)
"Beautiful holiday cottage, wonderful surroundings, lovely hosts. We have had a wonderful holiday."
Germany
S v.
$812 nightly
The price is $812
May 18 - May 19
Total with taxes and fees
Taylors Copse Cottage by inspirestays.com - a cottage that sleeps 5 guests in 2 bedrooms
Outdoor dining

Stunning property and location with fabulous views overlooking Wootton Creek.

Stunning property and location with fabulous views overlooking Wootton Creek.
Wootton Bridge
10.0 out of 10, Exceptional, (4 reviews)
"very comfortable and cozy cottage, well equipped and fabulous view"
United Kingdom
Rosalind M.
$415 nightly
The price is $415
May 13 - May 14
Total with taxes and fees
Stunning property and location with fabulous views overlooking Wootton Creek.
Exterior

The Chapel

The Chapel
3.0 star property
Newport
8.0 out of 10, Very Good, (1 review)
"The property was beautiful and basically in the middle of the woods so dead easy for dog walking - also and outside hose which was really handy considering how muddy it was! It was freezing when we arrived but the heating, once I figured it out was effective. Unfortunately there were no logs or kindling for the fire which would have been beautiful. Also, the cues for the pool table were broken but we managed to partially fix one and had a few games with a beer or two - an added bonus! These are...
United Kingdom
Elisabeth
$541 nightly
The price is $650
May 10 - May 11
Total with taxes and fees
The Chapel
Exterior

The Coach House, Fordingbridge

The Coach House, Fordingbridge
Fordingbridge
$1,157 nightly
The price is $1,157
May 4 - May 5
Total with taxes and fees
The Coach House, Fordingbridge
Exterior

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

Grove Lodge - a house that sleeps 13 guests in 5 bedrooms
Gosport
9.6 out of 10, Exceptional, (15 reviews)
"No complaints - everything was very wel organised, clean and nice. Would recommend!"
United States
Johan B.
$1,375 nightly
The price is $1,375
May 4 - May 5
Total with taxes and fees
Grove Lodge - a house that sleeps 13 guests in 5 bedrooms
Exterior

Robins Nest, Titchfield Common

Robins Nest, Titchfield Common
Fareham
$926 nightly
The price is $926
May 5 - May 6
Total with taxes and fees
Robins Nest, Titchfield Common
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

voco Winchester Hotel & Spa by IHG

voco Winchester Hotel & Spa by IHG

8/10 Good
"Nice place "
Nicolette 1-night trip
Posted 11 hours ago
voco Winchester Hotel & Spa by IHG

Find out more about Winchester

Winchester Cottages information

Number of reviews
218
Accommodation
626 Cottages
Lowest Price
$131
Highest Price
$1,375

Frequently asked questions

How much do cottages in Winchester cost?
Rates for cottages in Winchester range between $131 and $1,375 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 9.5. 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 626 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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