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The best holiday homes in Winchester

Check out our pick of great holiday homes in Winchester

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Millstream House, hotel in Winchester

Boasting river views, Millstream House features accommodation with a garden and a patio, around 21 km from The Mayflower Theatre.

Quiet and homely. It was very comfortable.
Scored 9.2
9.2
Rated superb
Superb
76 reviews
Price from
£241
1 night, 2 adults
The Post Barn, beautiful barn conversion 10mins from Winchester, hotel in Winchester

Offering a garden and garden view, The Post Barn, beautiful barn conversion 10mins from Winchester is set in Sparsholt, 25 km from Southampton Guildhall and 26 km from Southampton Cruise Terminal.

Everything, it was beautiful and lots of nice welcoming touches from the breakfast cereal to ll the fresh linen and towels, I wanted to stay for longer. There was a huge selection if books to read, everything was just so well thought out - thank you :)
Scored 9.2
9.2
Rated superb
Superb
26 reviews
Price from
£179.18
1 night, 2 adults
The Stud House at Danebury, hotel in Winchester

Located in Stockbridge and only 22 km from Old Sarum, The Stud House at Danebury provides accommodation with garden views, free WiFi and free private parking.

How clean and peaceful it is.
Scored 9.2
9.2
Rated superb
Superb
6 reviews
Price from
£146
1 night, 2 adults
The Jockey's Lodge @ Danebury, hotel in Winchester

Situated in Stockbridge and only 22 km from Old Sarum, The Jockey's Lodge @ Danebury features accommodation with garden views, free WiFi and free private parking.

Great sized space with the 2nd toilet being an added bonus. Lovely quiet location.
Scored 9.5
9.5
Rated exceptional
Exceptional
21 reviews
Price from
£144
1 night, 2 adults
Forest Farm Barn Hampshire, hotel in Winchester

Offering a garden and garden view, Forest Farm Barn Hampshire is located in Bishops Waltham, 18 km from Southampton Cruise Terminal and 18 km from The Mayflower Theatre.

Great location for Bishops Waltham. Very clean and a wow when you walk in. Great space for having a family. Get together.
Scored 9.0
9.0
Rated superb
Superb
5 reviews
Price from
£216
1 night, 2 adults
The Annexe @ Mandalay Lodge, hotel in Winchester

Located in Medstead, the recently renovated The Annexe @ Mandalay Lodge provides accommodation 8.4 km from Jane Austen's House Museum and 25 km from Frensham Great Pond and Common.

The rural location, but not far from the shops and takeaways. Spotless clean and comfortable. Bailey the dog loved huge garden to explore.
Scored 9.6
9.6
Rated exceptional
Exceptional
34 reviews
Price from
£126.75
1 night, 2 adults
Cosy cabin in Annie’s meadow, hotel in Winchester

Featuring garden views, Cosy cabin in Annie’s meadow provides accommodation with a garden and a balcony, around 15 km from Jane Austen's House Museum.

The great outdoors was my favourite part about this trip. It’s in a lovely area where nature greets you and there are plenty of areas to go for a lovely walk or a village pub with lovely fresh food. This place came with its own beauty and the cabin itself was cosy and welcoming. The cabin also provided entertainment from games and vinyls to having a radio.
Scored 9.6
9.6
Rated exceptional
Exceptional
37 reviews
Price from
£180
1 night, 2 adults
The Barn, hotel in Winchester

Offering a garden and garden view, The Barn is situated in Romsey, 18 km from The Mayflower Theatre and 18 km from Southampton Guildhall.

It's was peaceful, the host showed us around, despite living in the main house she gave us complete privacy. The barn is central to some nice locations for days out. Winchester, Southampton, Portsmouth and the New forest to name a few.
Scored 9.7
9.7
Rated exceptional
Exceptional
95 reviews
Price from
£134
1 night, 2 adults
Mulberry Barn Annx - Self Contained Near Winchester, hotel in Winchester

Mulberry Barn Annx - Self Contained Near Winchester is located in Micheldever, 29 km from Jane Austen's House Museum, 34 km from The Mayflower Theatre, and 35 km from Southampton Guildhall.

The Barn was light and spacious .
Scored 8.3
8.3
Rated very good
Very good
63 reviews
Price from
£165
1 night, 2 adults
4 bedrooms house for working Professionals, hotel in Winchester

Offering a garden and garden view, 4 bedrooms house for working Professionals is located in Southampton, 5.1 km from Southampton Guildhall and 5.7 km from Ageas Bowl.

Good size double bedrooms. Has the basics you need for a short stay. No issue with self check in. Has heating to make the place cosy. Good shower.
Scored 8.3
8.3
Rated very good
Very good
9 reviews
Price from
£169
1 night, 2 adults
All holiday homes in Winchester
Looking for a holiday home?
Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.

Most booked holiday homes in Winchester this month

Enjoy breakfast in Winchester!

  • Stylish Stunning 2-BR Central Location, Sleeps 6, Winchester - By Blue Puffin Stays
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 6 reviews

    Offering a garden and garden view, Stylish Stunning 2-BR Central Location, Sleeps 6, Winchester - By Blue Puffin Stays is set in Winchester, 20 km from Southampton Guildhall and 22 km from Southampton...

    This property was everything we hoped for and more! Comfortable beds, a fully stocked kitchen, and interiors that felt like home. Can’t wait to return

  • 2-BR Cosy Stunning Winchester Cottage Retreat with Garden, Near Cathedral! Sleeps 6, Pet Friendly with Parking - by Blue Puffin Stays
    Scored 9.9
    9.9
    Rated exceptional
    Exceptional
     · 7 reviews

    Set in Winchester, 21 km from The Mayflower Theatre, 2-BR Cosy Stunning Winchester Cottage Retreat with Garden, Near Cathedral!

  • 4 Bed City House with Private Garden and Parking
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 34 reviews

    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.

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

  • Sky View
    Breakfast options
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 44 reviews

    Set 21 km from Southampton Guildhall, 23 km from Southampton Cruise Terminal and 26 km from Ageas Bowl, Sky View provides accommodation located in Winchester.

    Amazing spacious place! Very clean and easy check in.

  • No2 St Peters Street
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 14 reviews

    Providing a garden, a bar and free WiFi, No2 St Peters Street is a recently renovated holiday home 20 km from The Mayflower Theatre and 20 km from Southampton Guildhall.

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

  • The Nestle House
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 20 reviews

    Housed in a historic building, the recently renovated The Nestle House provides accommodation with a garden and free WiFi. A fitness room is available for guests.

    Great location, great host, anything you would need

  • Birdsong Rural Winchester Twyford - 2BR, 5BR, 7BR - sleeps upto 14
    Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 5 reviews

    Birdsong Rural Winchester Twyford - 2BR, 5BR, 7BR - sleeps upto 14 is set in Winchester, 12 km from Ageas Bowl, 17 km from The Mayflower Theatre, and 17 km from Southampton Guildhall.

  • Mallard Cottage
    Breakfast options
    Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 13 reviews

    Mallard Cottage, a property with a garden, is situated in Winchester, 21 km from Southampton Guildhall, 22 km from Southampton Cruise Terminal, as well as 25 km from Ageas Bowl.

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

Save money on holiday homes in Winchester – budget options available!

  • Walsingham House - Peaceful Elevated - Near Oram's Arbour
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 27 reviews

    Walsingham House - Peaceful Elevated - Near Oram's Arbour is a recently renovated holiday home in Winchester, where guests can make the most of its garden and barbecue facilities.

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

  • Designer's Town House
    Budget options available
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 15 reviews

    Set in Winchester, Designer's Town House is a historic holiday home that offers free WiFi, and guests can enjoy a garden and a terrace. With garden views, this accommodation provides a patio.

    Superb location Great size Very well fitted & superb amenities

  • Hang Your Hat
    Budget options available
    Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 90 reviews

    Situated in Winchester, in a historic building, 21 km from Southampton Guildhall, Hang Your Hat is a holiday home with a garden and barbecue facilities.

    Home from home .Christmas tree was a lovely touch Would definitely recommend

  • South House
    Budget options available
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 88 reviews

    Set in Winchester in the Hampshire region, South House has a patio. This property offers access to a balcony, free private parking and free WiFi.

    location was perfect for central town and cathedral

  • House in historic Winchester
    Scored 8.2
    8.2
    Rated very good
    Very good
     · 8 reviews

    House in historic Winchester, a property with a garden, is situated in Winchester, 22 km from The Mayflower Theatre, 22 km from Southampton Guildhall, as well as 23 km from Southampton Cruise Terminal...

    Very clean, with everything we needed. Perfect location.

  • Hyde Brewery House - 2 bedroom house with parking
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 13 reviews

    Set 22 km from Southampton Guildhall, 23 km from Southampton Cruise Terminal and 27 km from Jane Austen's House Museum, Hyde Brewery House - 2 bedroom house with parking features accommodation located...

    clean, comfortable beds, warm and great well stocked kitchen

  • The Old Brewery Boardroom - Winchester City Centre - Unique Property - Free Parking - Sleeps 6 - by XPlus Stays
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 12 reviews

    Housed in a historic building, the recently renovated The Old Brewery Boardroom - Winchester City Centre - Unique Property - Free Parking - Sleeps 6 - by XPlus Stays offers accommodation with a garden...

    Great location for sightseeing. Beautiful interiors and good facilities.

  • Queens Road Rental - Winchester Accommodation
    Scored 8.2
    8.2
    Rated very good
    Very good
     · 5 reviews

    Set in Winchester, 21 km from The Mayflower Theatre and 21 km from Southampton Guildhall, Queens Road Rental - Winchester Accommodation offers accommodation with free WiFi, a garden, and access to a...

    Thank you, I had a very comfy and peaceful stay with everything I needed provided.

Great access to the city centre! Check these holiday homes in Winchester

  • Kingsgate Cottage
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 2 reviews

    Set in Winchester in the Hampshire region, Kingsgate Cottage features a terrace. This holiday home offers accommodation with a patio.

  • Piping Green 5 bedroom House
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Piping Green 5 bedroom House, a property with a garden, is set in Winchester, 15 km from The Mayflower Theatre, 16 km from Southampton Guildhall, as well as 17 km from Southampton Cruise Terminal.

  • Millstream House
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 76 reviews

    Boasting river views, Millstream House features accommodation with a garden and a patio, around 21 km from The Mayflower Theatre.

    The property was beautiful in a beautiful location.

  • Beggar's Lane Cottage
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 59 reviews

    Housed in a historic building, Beggar's Lane Cottage features accommodation with a garden and free WiFi in Winchester, 21 km from The Mayflower Theatre.

    Great location, close to town, bus routes and nature reserve.

  • Charming 4-Bed House in Winchester Free Parking
    Scored 7.5
    7.5
    Rated good
    Good
     · 4 reviews

    Offering a garden and garden view, Charming 4-Bed House in Winchester Free Parking is located in Winchester, 21 km from Southampton Guildhall and 23 km from Southampton Cruise Terminal.

  • The Old Sweet Shop
    Scored 7.0
    7.0
    Rated good
    Good
     · 1 review

    The Old Sweet Shop, a property with a garden, is situated in Winchester, 20 km from Southampton Cruise Terminal, 23 km from Ageas Bowl, as well as 30 km from Jane Austen's House Museum.

  • Charming Mews House in Historic Winchester

    Offering a garden and garden view, Charming Mews House in Historic Winchester is set in Winchester, 20 km from Southampton Guildhall and 21 km from Southampton Cruise Terminal.

  • Stylish 3BD Townhouse in Central Winchester

    Set 20 km from The Mayflower Theatre, Stylish 3BD Townhouse in Central Winchester offers accommodation with free WiFi and free private parking.

  • Winchester City House

    Offering garden views, Winchester City House is an accommodation situated in Winchester, 21 km from Southampton Guildhall and 22 km from Southampton Cruise Terminal.

  • 59 Bar End Road

    Set 20 km from The Mayflower Theatre, 59 Bar End Road offers accommodation with free WiFi and free private parking.

  • 4 Bed in Redlynch 82799

    Set in Winchester and only 19 km from Salisbury Cathedral, 4 Bed in Redlynch 82799 offers accommodation with garden views, free WiFi and free private parking.

FAQ about holiday homes in Winchester

Holiday homes that guests love in Winchester

  • Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 94 reviews
    Central location, wonderful room, excellent walk in shower, all very clean. Parking permit sorted by host prior to arrival. Very helpful host with plenty of local knowledge - gave us lots of extra ideas about places to explore. Made for great weekend break.
    Chris
    Young couple
  • Avg. price/night: £177.65
    Scored 8.1
    8.1
    Rated very good
    Very good
     · 1,419 reviews
    Very clean, well appointed, excellent spa, friendly helpful staff.
    Yvette
    Solo traveller
  • Avg. price/night: £81
    Scored 7.1
    7.1
    Rated good
    Good
     · 3,413 reviews
    Location good for Winchester city and surrounding areas. Nice to have a swimming pool with a hotel. Room was large and cool. Beds very comfy. Towels nice white and fluffy. Bed linen very clean. Provided a upright fan. I had a settee in mine which made a change from lying on bed watching TV. Breakfast self service, but good selection of food
    Sally
    Solo traveller
  • Avg. price/night: £217
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 1,169 reviews
    The room was lovely, very clean and inviting. A fan was provided but it was an exceptionally hot day/night.Staff were approachable, friendly and happy to help.
    Fenella
    Young couple
  • Avg. price/night: £103.50
    Scored 7.7
    7.7
    Rated good
    Good
     · 1,325 reviews
    Beautiful hotel, very clean, excellent service by all members of staff.
    Carl
    Solo traveller
  • Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 1,512 reviews
    Really quirky theme, lovely big bed, very clean
    Catherine
    Young couple
  • Scored 7.8
    7.8
    Rated good
    Good
     · 22 reviews
    Very central. Excellent location. Kitchen was VERY clean and bedrooms very comfortable.
    Helen
    People with friends
  • Scored 9.0
    9.0
    Rated superb
    Superb
     · 955 reviews
    The room was very clean and comfortable . We had evening meals as well as breakfast and the food was excellent . We stayed in Chisel room which had a balcony overlooking the beer garden .
    Michael
    Young couple
  • Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 13 reviews
    I have stay in a lot of holiday homes and one was by far the best. High spec and accommodating hosts.
    Brian
    People with friends
  • Scored 9.0
    9.0
    Rated superb
    Superb
     · 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 traveller

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