The 10 best vacation homes in Winchester, UK | Booking.com
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Vacation Homes in Winchester

Find the vacation homes that appeal to you the most

The best vacation homes in Winchester

Check out our selection of great vacation homes in Winchester

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Squirrel's Leap

Winchester

Squirrel's Leap is located in Winchester, just 20 miles from Southampton Guildhall and 20 miles from Southampton Cruise Terminal.

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 6 reviews
Location 9.2
Price from
$751.55
1 night, 2 adults
Check availability

The Loft Winchester

Winchester

The Loft Winchester offers accommodations in Winchester, 13 miles from The Mayflower Theatre and 13 miles from Southampton Guildhall.

Y
Yvette
From
United States
We really enjoyed this clean and comfortable flat! Winchester was a beautiful place to visit and we were conveniently located within walking distance of many of the sights. Thank you!
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 14 reviews
Location 9.1
Price from
$311.85
1 night, 2 adults
Check availability

The Old Brewery Boardroom - Winchester City Centre - Unique Property - Free Parking - Sleeps 6 - by XPlus Stays

Winchester

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 accommodations with a...

c
catherine
From
United Kingdom
Beautiful property in perfect location.
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 21 reviews
Location 9.8
Price from
$542.34
1 night, 2 adults
Check availability

The Post Barn, beautiful barn conversion 10mins from Winchester

Sparsholt (Near Winchester)

Offering a garden, The Post Barn, beautiful barn conversion 10mins from Winchester offers accommodations in Sparsholt.

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 43 reviews
Location 9.5
Price from
$186.70
1 night, 2 adults
Check availability

Luxury 2-bed stay, Rooftop Terrace, Hot tub, By Cruise Terminal, Oxford Street

Southampton (Near Winchester)

Luxury 2-bed stay, Rooftop Terrace, Hot tub, By Cruise Terminal, Oxford Street is a recently renovated vacation home in the center of Southampton, a 5-minute walk from Southampton Cruise Terminal and...

C
COLLEEN
From
Canada
Excellent property with great location and superb hosts.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Location 10.0
Price from
$573.52
1 night, 2 adults
Check availability

5 Bed Luxury Townhouse with Hot Tub, Rooftop Terrace, Perfect for Groups, Near Cruise Terminal

Southampton (Near Winchester)

The recently renovated 5 Bed Luxury Townhouse with Hot Tub, Rooftop Terrace, Perfect for Groups, Near Cruise Terminal provides accommodations with a garden and barbecue facilities in the heart of...

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 15 reviews
Location 10.0
Price from
$878.59
1 night, 2 adults
Check availability

The Bike Shed

Romsey (Near Winchester)

The Bike Shed offers accommodations in Romsey, 12 miles from Salisbury Cathedral and 13 miles from Salisbury Train Station.

M
Monique
From
United States
The Bike Shed was comfortable and had everything we needed in a fun, attractive setting. The host was personable and responsive to our needs.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 6 reviews
Location 9.6
Price from
$541.05
1 night, 2 adults
Check availability

The Barn

Swanmore (Near Winchester)

The Barn is located in Swanmore, just 7.6 miles from Ageas Bowl and 12 miles from Southampton Guildhall. This vacation home provides accommodations with a patio.

S
Stuart
From
Australia
What a fantastic place, superbly presented with every detail well thought out. A perfect place to accommodate a group of 5 adults - the property had everything needed for a more than comfortable stay. An absolute credit to our hosts who have done a fantastic job in making the property a wonderful place to stay.
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 25 reviews
Location 9.5
Price from
$268.46
1 night, 2 adults
Check availability

Apartment, Stylish 2 bed Riverside House, 2 Kingsize beds, Free Parking

Southampton (Near Winchester)

Housed in a historic building, the recently renovated Apartment, Stylish 2 bed Riverside House, 2 Kingsize beds, Free Parking features accommodations with a garden and free Wifi.

S
Shelley
From
United States
The homey feel and the water views
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 64 reviews
Location 8.9
Price from
$175.72
1 night, 2 adults
Check availability

Luxurious 3 Bedroom Cottage

New Alresford (Near Winchester)

Luxurious 3 Bedroom Cottage is located in New Alresford, just 10 miles from Jane Austen's House Museum and 17 miles from Ageas Bowl. This property offers access to a terrace and free private parking.

J
Joanne
From
United States
Countryside views yet close to walking trails and the center of town. Comfortable, spacious with well-appointed amenities.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Location 10.0
Price from
$202.27
1 night, 2 adults
Check availability
All vacation homes in Winchester

Looking for a vacation home?

Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.

Most booked vacation homes in Winchester and surrounding area in the past month

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Great access to the city center. Check these vacation homes in Winchester and nearby

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 3 reviews

    Charming Mews House in Historic Winchester offers accommodations in Winchester, 12 miles from The Mayflower Theatre and 12 miles from Southampton Guildhall.

  • Pemberly

    Winchester
    Central location
    Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 7 reviews

    Pemberly is located in Winchester, just 12 miles from The Mayflower Theatre and 12 miles from Southampton Guildhall.

  • South House

    Winchester
    Central location
    Scored out of 10, guest rating 9.3
    Wonderful - What previous guests thought, 93 reviews

    South House offers accommodations in Winchester, 13 miles from The Mayflower Theatre and 14 miles from Southampton Guildhall.

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 14 reviews

    Mallard Cottage is located in Winchester, just 13 miles from The Mayflower Theatre and 13 miles from Southampton Guildhall.

  • Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 18 reviews

    Housed in a historic building, Designer's Town House offers accommodations with a garden and free Wifi in Winchester, 12 miles from The Mayflower Theatre.

  • Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 61 reviews

    Housed in a historic building, Beggar's Lane Cottage features accommodations with a garden and free Wifi in Winchester, 13 miles from The Mayflower Theatre.

  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 20 reviews

    Hyde Brewery House - 2 bedroom house with parking offers accommodations in Winchester, 14 miles from The Mayflower Theatre and 14 miles from Southampton Guildhall.

  • Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 21 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 accommodations with a...

Enjoy breakfast in Winchester and nearby

  • Scored out of 10, guest rating 7.6
    Good - What previous guests thought, 31 reviews

    Housed in a historic building, House in historic Winchester features accommodations with a garden and free Wifi in Winchester, 14 miles from The Mayflower Theatre.

  • Hang Your Hat

    Winchester
    Breakfast options
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 79 reviews

    13 miles from The Mayflower Theatre in Winchester, Hang Your Hat features accommodations with access to a steam room. This 5-star vacation home offers a garden.

  • Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 1 review

    Winchester City House offers accommodations in Winchester, 13 miles from Southampton Guildhall and 14 miles from Southampton Cruise Terminal.

  • Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 21 reviews

    A recently renovated vacation home, Walsingham House Winchester offers accommodations in Winchester. This property offers access to a patio, free private parking, and free Wifi.

  • Scored out of 10, guest rating 8.3
    Very Good - What previous guests thought, 12 reviews

    Queens Road Rental - Winchester Accommodation is located in Winchester, just 14 miles from Southampton Cruise Terminal and 16 miles from Ageas Bowl. 13 miles from The Mayflower Theatre and 13 miles...

  • Providing a garden, Saxon Lodge, Luxury Retreat in Winchester, HotTub! provides accommodations in Weeke. Both free Wifi and private parking are available at the vacation home free of charge.

  • Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 2 reviews

    Host & Stay - Maison de Cobbe is located in Winchester, just 15 miles from The Mayflower Theatre and 15 miles from Southampton Guildhall.

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 9 reviews

    The Old Cook House is located in Winchester, just 12 miles from Southampton Guildhall and 13 miles from Southampton Cruise Terminal.

Save money on vacation homes in Winchester and nearby – budget options available

  • Thornacre

    Chilcomb
    Budget options available
    Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 1 review

    Thornacre offers accommodations in Chilcomb, 15 miles from Southampton Cruise Terminal and 18 miles from Ageas Bowl.

  • Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 8 reviews

    Birdsong Rural Winchester Twyford - 2BR, 5BR, 7BR - sleeps upto 14 enjoys a location in Winchester, 7.7 miles from Ageas Bowl and 11 miles from The Mayflower Theatre.

  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 1 review

    Spacious 4 Bed House in Winchester with Parking and Garden is located in Winchester, just 17 miles from Southampton Cruise Terminal and 17 miles from Jane Austen's House Museum.

  • Stillwaters House - Avington Winchester offers accommodations in Ovington, 13 miles from Jane Austen's House Museum and 18 miles from The Mayflower Theatre.

  • Park Farm Cottages

    Itchen Abbas
    Budget options available

    Park Farm Cottages enjoys a location in Itchen Abbas, 12 miles from Jane Austen's House Museum and 17 miles from Ageas Bowl. This property offers access to a patio and free private parking.

  • Piping House 4bedroom

    Otterbourne
    Budget options available
    Scored out of 10, guest rating 6.0
    Pleasant - What previous guests thought, 1 review

    Piping House 4bedroom is a recently renovated vacation home in Otterbourne where guests can make the most of the garden and terrace.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Offering a garden, Piping Green 5 bedroom House provides accommodations in Winchester. Both free Wifi and parking on-site are available at the vacation home free of charge.

  • Lovington Barn

    Ovington
    Budget options available
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Lovington Barn offers accommodations in Ovington, 16 miles from Ageas Bowl and 18 miles from The Mayflower Theatre.

FAQ about vacation homes in Winchester

Vacation Homes That Guests Love in Winchester

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  • Mallard Cottage

    Vacation Home in Winchester
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 14 reviews
    I have stay in a lot of holiday homes and one was by far the best. High spec and accommodating hosts.
    Guest review by
    Brian
    Travelers with friends

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