Check-in

Add dates

Check-out

Add dates

Now driving your route . . .

Winchester Holiday Cottages

Winchester Holiday Cottages

Home to the biggest range at the lowest price

    Or search by driving time
    From my postcode
    Locate me
    Check-in

    Add dates

    Check-out

    Add dates

    Live availability

    Live prices

    Book instantly

    Did you know? We have a dedicated site just for pet friendly holidays, take me to Dog Friendly Cottages >

    Winchester Cottages

  • Last Minute Cottages - 2 Bed Cottage in Winchester
    • 1

    Hampshire

    2 Bed Cottage in Winchester

    Ref: S525992

    2
    4
    Additional information and rules - 2 bedrooms – one double and one twin on the mezzanine floor - 2 bathrooms – 1 shower cubicle and WC, and 1 separate shower and WC accessed via poolside - Electric oven and hob, fridge, dishwasher and...

    From

    £142

    per night
    View

  • Last Minute Cottages - Squirrel's Leap
    • 1

    Hampshire

    Squirrel's Leap

    Ref: S1048583

    2
    4
    Micheldever is a picturesque village resting between Winchester and Reading. The village is known for its half-timbered cottages and peaceful countryside, offering a selection of attractions nearby including The Royal Logistic Corps Museum and The...

    From

    £109

    per night
    View

  • Last Minute Cottages - 4 Bed Cottage in Winchester
    • 1

    Hampshire

    4 Bed Cottage in Winchester

    Ref: S234777

    4
    8
    Additional information and rules - 4 bedrooms, 1 king-size, 2 doubles and 1 double with sofa bed - 2 bathrooms, 1 family bathroom, 1 en-suite and 1 separate WC - 2 wood burners and an open fire (first basket of logs included) - AGA, electric...

    From

    £376

    per night
    View

  • Last Minute Cottages - The Annexe Whitethorn Cottage

    • Hampshire

    The Annexe Whitethorn Cottage

    Ref: S801440

    Reviews 1

    1
    2
    Nestled in the beautiful county of Hampshire, just a short drive from the historic city of Winchester lies the quaint civil parish and village of Sparsholt. Housing a local pub, The Plough Inn, and a convenience store, the Sparsholt Village Shop,...

    Check for price

    View

  • Last Minute Cottages - Lower Whiteflood Farm Cottage
    • 1

    Hampshire

    Lower Whiteflood Farm Cottage

    Ref: S778910

    Reviews 4

    2
    2
    Situated on the River Itchen, Twyford is a village in Hampshire, around three miles south of Winchester. It rests just within the borders of the South Downs National Park and offers a delightful array of amenities, including charming pubs such as...

    Check for price

    View

  • Last Minute Cottages - Purbeck Cottage
    • 2

    Hampshire

    Purbeck Cottage

    Ref: S278068

    2
    5
    Twyford is a charming village sitting on the River Itchen in Hampshire, in easy reach of Winchester, Eastleigh and the South Downs National Park. The village hosts a good range of amenities such as a selection of two pubs, a coffee shop and a Post...

    Check for price

    View

  • Last Minute Cottages - Wimborne Cottage
    • 2

    Hampshire

    Wimborne Cottage

    Ref: S278067

    3
    7
    Twyford is a charming small village set in the county of Hampshire, resting just inside the South Downs National Park. The village is home to Twyford Post Office & Stores for any food and essentials, as well as two pubs, while more amenities and...

    Check for price

    View

  • Last Minute Cottages - 59 Bar End Road
    • 2

    Hampshire

    59 Bar End Road

    Ref: S842942

    Reviews 1

    3
    5
    Nestled in the heart of Hampshire lies Winchester, a city steeped in history and home to a wealth of attractions that will leave you in awe. Marvel at the grandeur of the Great Hall, home to the legendary Round Table, and lose yourself in the...

    Check for price

    View

  • Last Minute Cottages - Cornforth Cottage
    • 2

    Hampshire

    Cornforth Cottage

    Ref: S269891

    5
    12
    Twyford is a charming small village set in the county of Hampshire, resting just inside the South Downs National Park. The village is home to Twyford Post Office & Stores for any food and essentials, as well as two pubs, while more amenities and...

    Check for price

    View

  • Last Minute Cottages - Cottage in Hampshire
    • 1

    Hampshire

    Cottage in Hampshire

    Ref: S596818

    6
    12
    Set in a peaceful location alongside the River Dever, these charming cottages are surrounded by lavender fields and beautiful countryside that is perfect for all manner of outdoor pursuits. The village of Barton Stacey is just 1.5 miles away,...

    Check for price

    View

  • Last Minute Cottages - The Villa in Winchester

    • Hampshire

    The Villa in Winchester

    Ref: S255606

    1
    At a Glance 2 bedrooms, 2 bath/ shower rooms Outdoor table tennis Short walk to city centre attractions About this Holiday Cottage The Villa in Winchester is a contemporary retreat for families or small groups and has two bedrooms plus a...

    Check for price

    View

  • Last Minute Cottages - The Potting Shed

    • Hampshire

    The Potting Shed

    Ref: S260390

    1
    About this Property

    Check for price

    View

  • Last Minute Cottages - Bakers View

    • Hampshire

    Bakers View

    Ref: S254284

    1
    About this Property This elegantly styled period bolt hole offers you a very comfortable stay in the heart of one of the most historic streets in Winchester. Nestled along the Jane Austen Tour route, only a short walk from Winchester Cathedral...

    Check for price

    View

  • Last Minute Cottages - Calf Pen

    • Hampshire

    Calf Pen

    Ref: S249305

    1
    At a Glance Open plan lounge/ bedroom area Perfect for couples Horse riding available About this Holiday Cottage Ideal for couples visiting the beautiful Hampshire countryside near Winchester, The Calf Pen boasts fabulous country views, a...

    Check for price

    View

  • Last Minute Cottages - Cottage in Hampshire
    • 1

    Hampshire

    Cottage in Hampshire

    Ref: S229719

    2
    This red brick Victorian property forms part of an historic conservation area at the heart of Winchester, with the mainline train station just 300 yards. Lovingly fitted and furnished and with a number of original features, it provides a great...

    Check for price

    View

  • Last Minute Cottages - Hill Place

    • Hampshire

    Hill Place

    Ref: S264801

    About this Holiday Cottage Hill Place, built in the 1700s, is an absolutely stunning country house, set in the glorious South Downs National Park. It has been lovingly restored to make a truly wonderful home which is also provides fabulous holiday...

    Check for price

    View

  • Last Minute Cottages - Riverside Cottage

    • Hampshire

    Riverside Cottage

    Ref: S261958

    At a Glance 5 bedrooms, 3 bath/ shower rooms 5 acres of grounds Catering for functions About this Holiday Cottage Perfect for family holidays and celebrations, Riverside Cottage is a beautiful detached property sitting in large grounds...

    Check for price

    View

  • Last Minute Cottages - Enmill Barn

    • Hampshire

    Enmill Barn

    Ref: S254304

    1
    About this Property

    Check for price

    View
    Partner deal

  • Last Minute Cottages - Hang Your Hat

    • Hampshire

    Hang Your Hat

    Ref: S905665

    1
    3

    From

    £200

    per night
    View
    Partner deal

  • Last Minute Cottages - Charming Mews House in Historic Winchester

    • Hampshire

    Charming Mews House in Historic Winchester

    Ref: S1041460

    1
    2

    From

    £182

    per night
    View
    Partner deal

  • Last Minute Cottages - Beggar's Lane Cottage

    • Hampshire

    Beggar's Lane Cottage

    Ref: S302815

    2
    4

    From

    £156

    per night
    View
    Partner deal

  • Last Minute Cottages - Birdsong Rural Winchester Twyford - 2BR, 5BR, 7BR - sleeps upto 14
    • 3

    Hampshire

    Birdsong Rural Winchester Twyford - 2BR, 5BR, 7BR - sleeps upto 14

    Ref: S512802

    2
    4

    From

    £246

    per night
    View
    Partner deal

  • Last Minute Cottages - The Old Cook House

    • Hampshire

    The Old Cook House

    Ref: S435639

    2
    4

    From

    £165

    per night
    View
    Partner deal

  • Last Minute Cottages - Spacious Stylish 2 Bed Property Retreat, Central Winchester, Chic & Spacious, Parking available Sleeps 6 - by Blue Puffin Stays
    • 3

    Hampshire

    Spacious Stylish 2 Bed Property Retreat, Central Winchester, Chic & Spacious, Parking available Sleeps 6 - by Blue Puffin Stays

    Ref: S981708

    2
    5

    From

    £281

    per night
    View
    Showing 1 - 24 of 87 properties

    Holiday Cottages in Winchester

    Winchester is a bustling historic city in Hampshire, on the edge of the South Downs. Winchester has lots of stunning attractions such as Winchester Cathedral and The Great Hall remains of Winchester Castle. There are great events for everyone - the Hat Fair is a must-see weekend of live music, theatre and street fairs. If you like music, you'll love Boomtown music festival, while foodies should try the annual Chilli & Cheese fair.

    Our Winchester holiday cottages are hand-picked for their great location and charm. Large groups should try our barn conversions or open-plan farmhouses, ideal for families. For intimate getaways, try our secluded barns with open fireplaces and private hot tubs. We also have dog-friendly cottages with secure gardens.

    At Snaptrip, we list thousands of UK holiday cottages, all covered by our best price guarantee. Look no further for your next family holiday, Marwell Zoo and Winchester Planetarium make for the perfect day out with the kids. Plus, our customer service team is always here to help you find your ideal holiday cottage in Winchester and beyond.

    Other places to visit

    Looking for other great destinations? Why not try:

    Read more > less >

    Reviews

    What our customers say about their holidays

    • Kristina - Verified booking

      Many thanks to Carole and Chris for being amazing hosts and making my stay so comfortable!

      It’s been a great pleasure to meet you. I’ve had the loveliest time at Annexe cottage in a peaceful Crawley village. Such a clean and cozy place, perfect for escaping busy cities. The surroundings are also nothing but beautiful, excellent for country walks. I’d definitely love to come back one day. Best wishes, Christina

      Read more less >

    • Chris - Verified booking

      What a lovely cottage hidden in the depths of the countryside.

      So many different things to explore in the area come rain or shine. The equestrian routine is another experience not normally included in your holiday. This was our second visit and may not be our last.

      Read more less >

    • Michael - Verified booking

      Able to take our young dog on first holiday without any worries.

      Very friendly and welcoming hosts,. All the amenities we could wish for. Wonderfully positioned, with good routes for an interesting week's stay. Easy to get to from the north.

    • Harry - Verified booking

      We were very disappointed with the cleanliness of the property eg the carpets had wood lice wandering about and little black insects crawling about, the bed had dead flies between the sheets numerous cobwebs in other words it needed a good spring.

      We did mention some of these points and her answer was you get these in the countryside. I was brought up in the countryside and did not have this problem.

    • Anna - Verified booking

      Everything was great.

      From beginning until the end. :) Our workers who have stayed here were really happy and enjoyed their stay. We will certainly come back!
    Trustpilot

    Best price guarantee

    No one can beat our prices

    ✕
    Best price guarantee

    Our cottages are professionally managed by our partners and payments are taken by them, but rest assured, by booking via Snaptrip you'll pay the lowest possible price for your trip.

    We never charge you more than you would pay booking directly on the partner's site and if you become a member you can save even more. If you find a property priced lower anywhere else on the internet (we’d be amazed if you do), simply email us at marketing@snaptrip.com and we'll refund you the difference.

    We bring it all together

    Biggest range of self-catering holiday properties

    We connect you to a range of great suppliers with a huge selection of properties. We've done the research, so that you don't have to.

    View properties >

    We get you
    the lowest price

    We help you to complete your booking whilst giving you discounts, member only prices and our best price guarantee.

    A marketplace
    you can trust

    We connect you with the best professionally managed properties and our marketing leading customer services can help you every step of the way.

    Start your journey >

    Things to do near Winchester

    • Activity Activity
    • Landmark Landmark
    Peppa Pig World
    Welcome to the home of the most popular pig on television, and an incredible adventure park, specially designed for the littlest members of the family. Home to nine Peppa-themed rides, a large indoor Playzone and even a number of Muddy Puddles to splash around in, fun doesn’t get more family-friendly than this.
    Marwell Zoo
    Spread across 140 incredible acres, and home to hundreds of weird, wonderful and most importantly, well-looked after animals, Marwell Zoo isn’t just a day out in Winchester, it’s a journey across the world. Whatever your favourite critter may be, you’re sure to find it here at Marwell. What’s more, with four adventure playgrounds across the zoo, if you’re travelling with your little ones, there’ll be plenty of space to let them run like cheetahs, swing like monkeys and slide like penguins.

    South Downs Way

    The South Downs Way is a trail that follows the old routes and droveways along the chalk escarpment and ridges of the South Downs. It runs 100 miles - from Winchester to Eastbourne. It is a beautiful and peaceful trail due to it running entirely off road and within the South Downs National Park. There are plenty of wildlife and nature spotting opportunities. There are many different entry points onto the trail which makes it easy to do a smaller section at a time. The National Trail website has detailed information about the trail. The official starting point it at Winchester City Mill Bridge Street, Winchester, Hampshire, SO23 9BH

    Solent Sky Museum

    The Solent Sky Museum in Southampton is a must-visit destination for aviation enthusiasts. Discover the city's important role in aviation history with exhibits featuring iconic aircraft like the Spitfire and Supermarine S6B. Interactive displays and fascinating stories make this museum engaging for all ages. Address: Albert Rd S, Southampton SO14 3FR

    SeaCity Museum

    The SeaCity Museum in Southampton tells the story of the city's maritime history, including the Titanic's fateful voyage. Visitors can see fascinating exhibits, interactive displays, and even step inside a replica of a First Class cabin on the Titanic. A must-see for anyone interested in history or the sea. Address: Havelock Rd, Southampton SO14 7FY

    Winchester City Mill

    Standing at over 1000 years old, Winchester City Mill is the oldest working watermill in the country, powered by the fast-flowing River Itchen. This fascinating visit will give you the chance to see and learn about the mill first hand. There are also regular milling and baking demonstrations.

    Winchester Science Centre & Planetarium

    Discover the wonders of science and space at Winchester Science Centre & Planetarium. With over 100 hands-on exhibits, interactive shows, and the UK's largest standalone planetarium, this attraction offers a fun and educational experience for visitors of all ages. Explore space and the mysteries of the universe, and learn about the latest scientific advancements. Address: Telegraph Way, Winchester SO21 1HZ

    Southampton City Art Gallery

    Art gallery in Southampton, exhibiting a variety of 14th to 20th Century British and European paintings, with regular workshops to suit all ages. On-site cafe.

    Army Flying Museum

    A British Army aviation museum in Middle Wallop. Home to a unique collection of aviation history celebrating over 100 years of the Army Air Corps. Open 10-4:30.

    Winchester Castle

    Winchester Castle was built in 1067 and today the 13th century 'Great Hall' remains. The hall contains the greatest symbol of mediaeval mythology, King Arthur's Round Table. The Great Hall which is an enhancement of the original Winchester Castle built by William the Conqueror, is one of the finest surviving aisled halls of the 13th century.
    ✕

    Join for free to get access to exclusive prices on thousands of properties.

    Login to see

    • Discounts exclusive to members
    • Save & share your favourite properties
    • See your previously viewed properties

    Sign up to see

    Login to see

    • Discounts exclusive to members
    • Save & share your favourite properties
    • See your previously viewed properties

    or

    Already a member login here

    Not a member?

    By entering my email address, I agree to Snaptrip's Terms of service, Privacy policy and to receive email updates, news, & offers from Snaptrip.

    Welcome, member discounts are now available.

    Your browser is out of date and we can't guarantee a consistent experience when using our site. Please consider updating or switching. More info on browser support