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The best vacation rentals in Winchester

Check out our selection of great vacation rentals in Winchester

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Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
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City Apartment is located in Winchester, 20 km from Southampton Guildhall, 22 km from Southampton Cruise Terminal, and 25 km from Ageas Bowl. Featuring inner courtyard and quiet street views, this apartment also has free WiFi. The property is non-smoking and is set 20 km from The Mayflower Theatre.

Everything was perfect and we hope to stay again on our next visit to the UK. The apartment was very clean and comfortable, very nicely decorated and furnished. I prefer this kind of place to stay above people's homes which are full of personal belongings. Couldn't ask for a better place to stay - we loved it.

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9.5
Exceptional
121 reviews
Price from
£144
per night

Offering free WiFi, Esme's offers accommodation in Winchester, within walking distance from Wolvesey Castle and 550 metres from the Winchester Cathedral.

The room comes with a flat-screen TV<,a shower room and a hair dryer.

Warm, welcoming and very comfortable.

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9.6
Exceptional
106 reviews
Price from
£155
per night

Set in Winchester, 16 km from The Mayflower Theatre and 16 km from Southampton Guildhall, Idyllic Studio Flat offers air-conditioned accommodation with a terrace and free WiFi. With garden views, this accommodation features a patio. The property is non-smoking and is situated 17 km from Southampton Cruise Terminal.

Beautiful neighborhood with gorgeous greenery and landscaping. Gorgeous views, closes to multiple footpaths, convient location for access to nice pubs, sites and Winchester. The studio flat was modern and thoughtfully designed, and stocked with quality items for a comfortable stay.

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9.1
Wonderful
100 reviews
Price from
£84.92
per night

The Fox is located in Crawley, 7 km from Winchester. Free parking is available on site.

All rooms are en-suite and feature free WiFi, Egyptian cotton sheets, a flat-screen TV and coffee & tea making facilities.

Very helpful staff, delicious food - both dinner and breakfast

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9.6
Exceptional
413 reviews
Price from
£159
per night

Two Bare Feet is located in Winchester, within a 10-minute walk from the train station. The accommodation offers suites with a shared kitchen. There is free WiFi throughout.

The suites at Two Bare Feet are individually designed, and each has an en suite with either a bath or shower. The rooms have a TV, sofa and desk.

The instructions provided by the host were excellent, and I had no difficulties in locating the buidling--even though it is tucked off the street up a driveway--or in getting into my room. The tranquility and quiet were very welcome. Very comfortable bed, nice big shower, useful work desk, plenty of storage space. Very nice shared kitchen facilities! Within a few blocks of a wide selection of cafés, restaurants, and other stores.

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9.3
Wonderful
422 reviews
Price from
£106.25
per night

The spacious holiday home is fitted with 4 bedrooms, 2 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a terrace with garden views. For added privacy, the accommodation features a private entrance.

Very clean and tidy. Clear instructions for entry. Came back to me quickly when I had a query.

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9.2
Wonderful
13 reviews
Price from
£261
per night

This holiday home has 3 bedrooms, a kitchen with an oven and a toaster, a flat-screen TV, a seating area and 1 bathroom fitted with a bath. Towels and bed linen are offered in the holiday home. The property has an outdoor dining area.

Spacious home. Perfect location. Quiet.

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9.4
Wonderful
43 reviews
Price from
£153.90
per night

Situated in Winchester in the Hampshire region, Jubilee apartment, Winchester has a terrace and inner courtyard views. This apartment features accommodation with a patio. Free WiFi is available throughout the property and The Mayflower Theatre is 22 km away.

Clean, dry and warm, centrally located, close to station, theatre and cafes.

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9.7
Exceptional
15 reviews
Price from
£160
per night

Situated in Winchester and only 19 km from The Mayflower Theatre, 4 Bed City House with Private Garden and Parking features accommodation with garden views, free WiFi and free private parking. The property features city and inner courtyard views, and is 20 km from Southampton Guildhall. Outdoor dining is also possible at the holiday home.

Very convenient location for town and the university (we were moving our daughter in for her second year). The house was very well-presented,equipped and spacious.

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9.6
Exceptional
27 reviews
Price from
£231.75
per night

The spacious holiday home comes with 3 bedrooms, a flat-screen TV and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a fridge. Towels and bed linen are provided in the holiday home. The property has an outdoor dining area.

The location was fabulous. Easy to get to the centre of things.

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9.2
Wonderful
26 reviews
Price from
£175.50
per night

Most booked vacation rentals in Winchester this month

Enjoy breakfast in Winchester!

  • City Apartment
    Breakfast options
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 121 reviews

    City Apartment offers accommodations in Winchester, 12 miles from The Mayflower Theatre and 13 miles from Southampton Guildhall.

    The owners were super helpful and staying up late to guide us to the key lock box.

  • Esme's
    Breakfast options
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 106 reviews

    Offering free WiFi, Esme's offers accommodations in Winchester, within walking distance from Wolvesey Castle and 1804 feet from the Winchester Cathedral.

    Breakfast was not included. The welcome was great.

  • Idyllic Studio Flat
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 100 reviews

    Offering a garden, Idyllic Studio Flat features accommodations in Winchester. With garden views, this accommodation offers a terrace.

    The accommodation is very stylish and modern. Bed was extremely comfortable.

  • The Fox
    Breakfast options
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 413 reviews

    The Fox is located in Crawley, 4.3 mi from Winchester. Free parking is available on site.

    Property was immaculately clean with locally sourced products

  • Two Bare Feet
    Breakfast options
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 422 reviews

    Two Baer Feet is located in Winchester, within a 10-minute walk from the train station. The accommodations offers suites with a shared kitchen. There is free WiFi throughout.

    It was very clean very spacious and done to a high standard

  • Family home in Hampshire - Sleeps up to 9 people with 3 parking spaces
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 13 reviews

    Featuring a garden, Family home in Hampshire - Sleeps up to 9 people with 3 parking spaces offers accommodations in Winchester.

    It had the space we needed and was very well presented.

  • Millstream House
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 43 reviews

    Featuring a garden, Millstream House offers accommodations in Winchester. This property offers access to a terrace and free private parking.

    The property was beautiful in a beautiful location.

  • Jubilee apartment, Winchester
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 15 reviews

    Jubilee apartment, Winchester is located in Winchester, just 14 miles from The Mayflower Theatre and 14 miles from Southampton Guildhall.

    Great location, well decorated, all new and clean. Host is very kind .

These vacation rentals in Winchester have options with FREE cancellation

  • Bell tent glamping at Marwell Resort
    Free cancellation options available
    7.8
    Scored 7.8
    Good
    Rated good
     · 134 reviews

    Bell tent glamping at Marwell Resort in Winchester provides accommodations with a garden and a bar. This luxury tent offers free private parking and a shared kitchen.

    Staff was fantastic and enjoyed staying in the bell tents

  • 61
    Free cancellation options available
    7.5
    Scored 7.5
    Good
    Rated good
     · 257 reviews

    61 in Winchester offers accommodations with free Wifi 12 miles from The Mayflower Theatre, 12 miles from Southampton Guildhall, and 13 miles from Southampton Cruise Terminal.

    Very helpful owner I'd definitely stay there again 😇💯

  • 4 Bed City House with Private Garden and Parking
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 27 reviews

    4 Bed City House with Private Garden and Parking offers accommodations in Winchester, 12 miles from The Mayflower Theatre and 12 miles from Southampton Guildhall.

    Great location. Close to the high street. Lovely property.

  • House situated on River Itchen
    Free cancellation options available
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 26 reviews

    House situated on River Itchen is located in Winchester, just 16 miles from Ageas Bowl and 16 miles from Jane Austen's House Museum.

    Fantastic property, very modern and fab location over looking the river.

  • Beautiful house on the River Itchen
    Free cancellation options available
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 26 reviews

    Housed in a historic building, Beautiful house on the River Itchen features accommodations with a garden and free Wifi in Winchester, 13 miles from The Mayflower Theatre.

    Lovely clean house with everything you need. Excellent location.

  • Sky View
    Free cancellation options available
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 37 reviews

    Sky View is located in Winchester, just 14 miles from Southampton Cruise Terminal and 16 miles from Ageas Bowl.

    Amazing spacious place! Very clean and easy check in.

  • No2 St Peters Street
    Free cancellation options available
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 8 reviews

    Featuring a garden, a bar, and free Wifi, No2 St Peters Street is a recently renovated vacation home 12 miles from The Mayflower Theatre and 12 miles from Southampton Guildhall.

    The decor was beautiful and done to a really high standard. Everything was spotless and the location was perfect!

  • The Barrel Room at The Northbrook Arms
    Free cancellation options available
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 56 reviews

    The Barrel Room at The Northbrook Arms enjoys a location in Winchester, 21 miles from The Mayflower Theatre and 21 miles from Southampton Guildhall.

    Gorgeous room, well equipped and very comfortable.

Highly-rated vacation rentals in Winchester

  • The Nestle House
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 12 reviews

    14 miles from Southampton Cruise Terminal in Winchester, The Nestle House offers accommodations with access to a fitness room.

    The attention to detail was exceptional from the host.

  • Boscobel Apartments Down
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 20 reviews

    Boscobel Apartments Down offers accommodations in Winchester, 13 miles from Southampton Guildhall and 14 miles from Southampton Cruise Terminal.

    Location was excellent - everything you could need in this comfy little apartment

  • Boscobel Apartments Up
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 54 reviews

    Boscobel Apartments Up is located in Winchester, just 13 miles from Southampton Guildhall and 14 miles from Southampton Cruise Terminal.

    The environment is great and the landlord is very patient:)

  • Jabba, The Hut
    8.0+ review score
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 79 reviews

    Jabba, The Hut offers accommodations in Winchester, 17 miles from Southampton Cruise Terminal and 19 miles from Ageas Bowl. 16 miles from The Mayflower Theatre and 16 miles from Southampton Guildhall,...

    Great time at jabba the hut, will definitely be back.

  • Mallard Cottage
    8.0+ review score
    9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 9 reviews

    Mallard Cottage is located in Winchester, just 14 miles from Southampton Cruise Terminal and 16 miles from Ageas Bowl.

    The location was great, and off road parking was invaluable. The owners were very welcoming.

  • Walsingham House - Peaceful Elevated - Near Oram's Arbour
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 29 reviews

    Walsingham House - Peaceful Elevated - Near Oram's Arbour is a recently renovated vacation home in Winchester where guests can make the most of the garden and terrace.

    It’s a wow property. Super clean. With all facilities

  • Gorgeous Apartment in the centre of Winchester
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 5 reviews

    Gorgeous Apartment in the centre of Winchester is located in Winchester, just 13 miles from The Mayflower Theatre and 14 miles from Southampton Guildhall.

    Well situated. Everything provided, e.g. towels, sheets, toilet rolls, dishwasher capsules. Really helpful not to have to immediately go out shopping. Warm, clean and comfortable.

  • No 3 Old Printworks
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 23 reviews

    No 3 Old Printworks is located in Winchester, just 15 miles from Ageas Bowl and 18 miles from Jane Austen's House Museum.

    Location was very central and perfect for exploring Winchester

FAQ about vacation rentals in Winchester







Vacation Rentals That Guests Love in Winchester

  • Avg. price/night: £128
    7.9
    Scored 7.9
    Good
    Rated good
     · 623 reviews
    Loved to village feel.
    Williams
    Family with young children
  • Avg. price/night: £128
    7.9
    Scored 7.9
    Good
    Rated good
     · 623 reviews
    Nice place in a small village. Stayed there to be a bit closer to the ferry in Southhampton. The kitchen had already closed by the time we got there, but we found something nearby. Just a 7 min drive.
    M
    Michael
    Young couple
  • Avg. price/night: £140
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 11 reviews
    The room - we had a family one was really well set up - it was an L shaped room and was great for a family. The host was wonderful and really made our stay. There was lovely touches with fresh milk and a tiny fridge for it, breakfast was delicious and we also had an evening meal in the pub which was great and there was a really lovely atmosphere - proper village pub. Would recommend a stay here and will look to stay here again.
    Vicki
    Family with young children
  • Avg. price/night: £110
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 926 reviews
    A luxurious room in an ancient pub - and wow the food! Loved every moment of the stay with friendly staff and surrounded by pictures on the walls depicting the pub's ancient past. Comfy bed, peaceful night (it is in a rural village after all). Lovely walks around the area. Plenty of room in the car park.
    Nick
    Young couple
  • Avg. price/night: £159
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 413 reviews
    The venue was absolutely gorgeous, a stunning little village, the staff were all very friendly and gave wonderful advice on places to visit. The morning breakfast was fantastic, much more than expected!
    Danielle
    Young couple
  • Avg. price/night: £128
    7.9
    Scored 7.9
    Good
    Rated good
     · 623 reviews
    The location was great, in a nice quiet village not too far from work and only a 3 minute walk to a lovely restaurant which we had been to before. The decor was nicely done and continued it's theme throughout.
    Tracy
    Young couple
  • Avg. price/night: £106
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 1,319 reviews
    Quirky and friendly. Staff were kind and accommodating, nothing was too much trouble. Dietary needs catered for. Food excellent and plentiful. Lovely comfortable (stable) room. Immaculately clean. Loved the interior of the main building which used repurposed furniture and horse related items in an imaginative way. Great village location but close enough to Winchester City for exploring.
    Karen
    Young couple
  • Avg. price/night: £159
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 413 reviews
    Beautiful village Exceptional building Spotlessly clean Excellent food and choice Staff outstanding Recommend anyone to stay here
    william
    Young couple
  • 9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 9 reviews
    I have stay in a lot of holiday homes and one was by far the best. High spec and accommodating hosts.
    Brian
    Travelers with friends
  • 9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 4 reviews
    Everything was wonderful. Feels like home, it was very clean and comfortable. Additionally the landlady was too sweet and caring. This holiday home is surely one of the best place to stay in Winchester. Will miss this place alot as it was such a beautiful place to stay. Thank you Miss.Lund for everything during our stay :)
    Evanglin
    Solo traveler

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