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

Search Winchester Cottages

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Winchester cottages

Property grounds

Rivergem - Riverside Coach House

Rivergem - Riverside Coach House
2.0 star property
Winchester
$960 nightly
The price is $1,153
Aug 3 - Aug 4
Total with taxes and fees
Rivergem - Riverside Coach House
Exterior

Squirrel's Leap

Squirrel's Leap
3.0 star property
Winchester
$546 nightly
The price is $655
Aug 1 - Aug 2
Total with taxes and fees
Squirrel's Leap
Exterior

Barley Cottage

Barley Cottage
3.0 star property
Alresford
$1,188 nightly
The price is $1,426
Aug 10 - Aug 11
Total with taxes and fees
Barley Cottage
Exterior

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
9.8 out of 10, Exceptional, (13 reviews)
"Fabulous place to stay."
United States
CHRISTOPHER S.
$920 nightly
The price is $920
Aug 2 - Aug 3
Total with taxes and fees
The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom
Exterior

3 bedroom accommodation in Andover

3 bedroom accommodation in Andover
Andover
$1,499 nightly
The price is $1,499
Jul 30 - Jul 31
Total with taxes and fees
3 bedroom accommodation in Andover
Exterior

4 bedroom accommodation in Andover

4 bedroom accommodation in Andover
Andover
$1,499 nightly
The price is $1,499
Jul 31 - Aug 1
Total with taxes and fees
4 bedroom accommodation in Andover
Exterior

Rabbit's Warren, Titchfield Common

Rabbit's Warren, Titchfield Common
Fareham
$765 nightly
The price is $765
Aug 24 - Aug 25
Total with taxes and fees
Rabbit's Warren, Titchfield Common
Exterior

The Box - Oasis Farm

The Box - Oasis Farm
Fareham
$364 nightly
The price is $364
Aug 27 - Aug 28
Total with taxes and fees
The Box - Oasis Farm
Exterior

Goldridge - a cottage that sleeps 4 guests in 1 bedroom

Goldridge - a cottage that sleeps 4 guests in 1 bedroom
Alton
$541 nightly
The price is $541
Jul 28 - Jul 29
Total with taxes and fees
Goldridge - a cottage that sleeps 4 guests in 1 bedroom
House, Ensuite | Exterior

The Cheese House

The Cheese House
3.0 star property
Salisbury
10.0 out of 10, Exceptional, (1 review)
"Loved this house. Beautiful spaces, lots of room, all modern updates with rustic farm feel. Gorgeous property."
United States
Bobby
$2,361 nightly
The price is $2,833
Aug 14 - Aug 15
Total with taxes and fees
The Cheese House
Exterior

The Old Abbey Farmhouse

The Old Abbey Farmhouse
Ryde
10.0 out of 10, Exceptional, (28 reviews)
"Everything, the cleanliness, the facilities, the location, the thoughtfulness of the essentials provided"
United States
Gavin
$2,033 nightly
The price is $2,033
Aug 16 - Aug 17
Total with taxes and fees
The Old Abbey Farmhouse
Exterior

Elm Tree House - UK51762

Elm Tree House - UK51762
Landford, near Salisbury
$1,555 nightly
The price is $1,555
Aug 10 - Aug 11
Total with taxes and fees
Elm Tree House - UK51762
Property grounds

Roslyn

Roslyn
2.0 star property
Romsey
$574 nightly
The price is $689
Aug 2 - Aug 3
Total with taxes and fees
Roslyn
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.
$978 nightly
The price is $978
Aug 10 - Aug 11
Total with taxes and fees
Taylors Copse Cottage by inspirestays.com - a cottage that sleeps 5 guests in 2 bedrooms
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, (14 reviews)
"Lovely 1 night stay in beautiful location. Louise very welcoming and property was perfect and very clean."
United Kingdom
Emily S.
$265 nightly
The price is $265
Aug 27 - Aug 28
Total with taxes and fees
Farm Cottage on a Secluded 9-acre Equestrian Small Holding
Cottage | Exterior

Impeccable 3 bed 2 Bath Central Cowes Cottage

Impeccable 3 bed 2 Bath Central Cowes Cottage
3.0 star property
Cowes
$360 nightly
The price is $432
Jul 29 - Jul 30
Total with taxes and fees
Impeccable 3 bed 2 Bath Central Cowes Cottage
Exterior

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

Grove Lodge - a house that sleeps 13 guests in 5 bedrooms
Gosport
9.8 out of 10, Exceptional, (16 reviews)
"The house and gardens were perfect for our family gathering."
United Kingdom
Jessica J.
$2,351 nightly
The price is $2,351
Jul 29 - Jul 30
Total with taxes and fees
Grove Lodge - a house that sleeps 13 guests in 5 bedrooms
Exterior

Bell Cottage

Bell Cottage
Cowes
10.0 out of 10, Exceptional, (8 reviews)
"Anonymous: Accommodation lovely. Owners seem to have thought of everything to make our stay very pleasant. Nicely situated to explore the Island. Enjoyed our stay."
United States
Anonymous traveler
$904 nightly
The price is $914
Aug 9 - Aug 10
Total with taxes and fees
Bell Cottage
Exterior

Beacon Square, Emsworth - a family house that sleeps 8 guests in 3 bedrooms

Beacon Square, Emsworth - a family house that sleeps 8 guests in 3 bedrooms
Emsworth
8.0 out of 10, Very Good, (17 reviews)
"Great stay had by my husband, 2 teenagers and me "
United Kingdom
Paulette M.
$1,680 nightly
The price is $1,680
Jul 31 - Aug 1
Total with taxes and fees
Beacon Square, Emsworth - a family house that sleeps 8 guests in 3 bedrooms
Exterior

Squirrel Haven - Woodland Retreat

Squirrel Haven - Woodland Retreat
Wootton Bridge
10.0 out of 10, Exceptional, (6 reviews)
"Excellent stay with very friendly and helpful host. the property was spotlessly clean and really well equipped with the bonus of the occasional red squirrel in the garden."
United States
Anonymous traveler
$851 nightly
The price is $851
Jul 28 - Jul 29
Total with taxes and fees
Squirrel Haven - Woodland Retreat
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

Village Hotel Basingstoke

Village Hotel Basingstoke

8/10 Good
"Great place to stay, near the town centre. Has a gym if that’s your thing. Didn’t bother with food as explored the town for food instead. Room clean with everything you need for a good nights stay. Staff friendly. Only complaint was that the music from the gym was v loud & could be heard in the hotel room from 9 am. "
Lucy 1-night trip
Posted 3 hours ago
Village Hotel Basingstoke

Find out more about Winchester

Winchester Cottages information

Number of reviews
113
Accommodation
691 Cottages
Lowest Price
$265
Highest Price
$2,833

Frequently asked questions

How much do cottages in Winchester cost?
Rates for cottages in Winchester range between $265 and $2,833 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 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 691 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.

Explore a world of travel with Expedia