Holiday Homes in City of Winchester

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City of Winchester Accommodation: Most Popular Cities to Stay

Our top choices for City of Winchester holiday homes

Unique waterside home in stunning location.

Unique waterside home in stunning location.
Hythe
9.8 out of 10, Exceptional, (106 reviews)
"Excellent location, lovely house, very well equipped"
United Kingdom
Kay T.
Unique waterside home in stunning location.

Beach front location, Pet friendly, Full of charachter, Private garden, Sea view

Beach front location, Pet friendly, Full of charachter, Private garden, Sea view
Selsey
9.6 out of 10, Exceptional, (95 reviews)
"The host was very welcoming, the location was excellent and the place was full of character and very cosy we had a wonderfull stay here."
United Kingdom
Kim S.
Beach front location, Pet friendly, Full of charachter, Private garden, Sea view

Historic Listed Cottage In Beaulieu/ Wifi/ Wood Burning Stove/ Parking

Historic Listed Cottage In Beaulieu/ Wifi/ Wood Burning Stove/ Parking
Brockenhurst
10.0 out of 10, Exceptional, (36 reviews)
"The host was very welcoming and we didn't want for anything. The cottage was spotless and in the perfect area for walks."
United Kingdom
Mark C.
Historic Listed Cottage In Beaulieu/ Wifi/ Wood Burning Stove/ Parking

Northlands Farm & Lakes

Northlands Farm & Lakes
4.0 star property
Chichester
9.2 out of 10, Wonderful, (45 reviews)
"Lovely people, clean chalet including Christmas tree"
United Kingdom
Sam
The price is £150
includes taxes & fees
18 May - 19 May
Northlands Farm & Lakes

Cathedral view, stunning 3 bedroom townhouse

Cathedral view, stunning 3 bedroom townhouse
Salisbury
9.6 out of 10, Exceptional, (37 reviews)
"Great stay, location was great, good communication with owners. Used their food recommendations.. food from the local Chinese and then the Indian which was great ."
United Kingdom
Corby W.
Cathedral view, stunning 3 bedroom townhouse

Redwood Escape - Stylish New Forest Stay | Sleep 4 | Near Paultons Park | Free Parking

Redwood Escape - Stylish New Forest Stay | Sleep 4 | Near Paultons Park | Free Parking
Southampton
10.0 out of 10, Exceptional, (1 review)
"Lovely place to stay. Right next to the new forest national park with easy access to so many nearby attractions. Will definitely return again. "
United Kingdom
Geoff
Redwood Escape - Stylish New Forest Stay | Sleep 4 | Near Paultons Park | Free Parking

Beautiful 2 bedroom full-furnished semi-detached house with parking

Beautiful 2 bedroom full-furnished semi-detached house with parking
Dibden Purlieu
9.6 out of 10, Exceptional, (7 reviews)
"Accommodation was beautifully clean and well equipped in a great location. "
United Kingdom
Julie P.
The price is £145
includes taxes & fees
12 May - 13 May
Beautiful 2 bedroom full-furnished semi-detached house with parking

Orchard Barn Spa, exclusively for you, New Forest

Orchard Barn Spa, exclusively for you, New Forest
Sandleheath
10.0 out of 10, Exceptional, (27 reviews)
"Great stay, perfect location. "
United Kingdom
Catherine H.
Orchard Barn Spa, exclusively for you, New Forest

Waterside Cottage In Emsworth, Hampshire

Waterside Cottage In Emsworth, Hampshire
Emsworth
10.0 out of 10, Exceptional, (23 reviews)
"Nice property, conveniently located and well equipped."
United States
Ken Y.
Waterside Cottage In Emsworth, Hampshire

Cosy place in portsmouth Cozy & Inviting Your Perfect Home Away From Home

Cosy place in portsmouth Cozy & Inviting Your Perfect Home Away From Home
Portsmouth
Cosy place in portsmouth Cozy & Inviting Your Perfect Home Away From Home

Beautiful home in Birdham, minutes to the beach

Beautiful home in Birdham, minutes to the beach
Birdham
9.8 out of 10, Exceptional, (9 reviews)
"Lovely property, superbly situated. Great communication with the owner - had an amazing weekend - thank you "
United Kingdom
Paul M.
Beautiful home in Birdham, minutes to the beach

Eighty-Eight, Cathedral View with Private Parking & EV Charger

Eighty-Eight, Cathedral View with Private Parking & EV Charger
Salisbury
9.8 out of 10, Exceptional, (14 reviews)
"We had an amazing stay at this property! It's the perfect location for visiting Salisbury since you can literally walk everywhere. The hosts were very welcoming, and it was a nice touch that there was tea/coffee and biscuits available for us when we arrived as we were exhausted after flying in from Canada earlier that morning. We would definitely stay here again!!"
Canada
Daniel C.
Eighty-Eight, Cathedral View with Private Parking & EV Charger

Squirrels Drey

Squirrels Drey
Fareham
10.0 out of 10, Exceptional, (49 reviews)
"Always a perfect stay 🥰"
United States
Clare W.
Squirrels Drey

Beautiful 2-bed Apart in Southampton

Beautiful 2-bed Apart in Southampton
3.0 star property
Millbrook
Beautiful 2-bed Apart in Southampton

Unique, Spacious, Self-Built Eco House with Huge Garden and Movie Room

Unique, Spacious, Self-Built Eco House with Huge Garden and Movie Room
Andover
10.0 out of 10, Exceptional, (27 reviews)
"Lovely place"
United Kingdom
Alex W.
Unique, Spacious, Self-Built Eco House with Huge Garden and Movie Room

Luxury Cedar House, Private Garden & Pool House

Luxury Cedar House, Private Garden & Pool House
Bosham
9.6 out of 10, Exceptional, (22 reviews)
"Lovely place st s high standard and at a nice location, shirt drive to the coast. The spa is brilliant, very worth the visit or two..."
United Kingdom
Sytze B.
Luxury Cedar House, Private Garden & Pool House

Gallery - a house that sleeps 18 guests in 5 bedrooms

Gallery - a house that sleeps 18 guests in 5 bedrooms
Gosport
9.4 out of 10, Exceptional, (22 reviews)
"Property is spacious and ideal for a large family group.. Nice stroll in to the town and the ferry"
United Kingdom
Tracey S.
The price is £861
includes taxes & fees
1 Jun - 2 Jun
Gallery - a house that sleeps 18 guests in 5 bedrooms

Cornerstones, Harbour Village House

Cornerstones, Harbour Village House
Chichester
10.0 out of 10, Exceptional, (152 reviews)
"Had a fantastic weekend stay. Exceptionally clean the house , bedding ,towels etc , very spacious. Homely with all the things you need like home from home . Would love to come back in the summer."
United Kingdom
Jan B.
Cornerstones, Harbour Village House

Perfect Retreat in Luxury & Historical Manor House

Perfect Retreat in Luxury & Historical Manor House
Binstead, Ryde
10.0 out of 10, Exceptional, (2 reviews)
"The property was excellent and catered well with kids. Only concern is with stairs and very young children who are not as confident, but being attentive is fine. We recommend the local farms and rural shops for fresh produce."
United Kingdom
Gareth
Perfect Retreat in Luxury & Historical Manor House

👨‍👨‍👧‍👦 Countryside Family Friendly House & Annex - completely detached

👨‍👨‍👧‍👦 Countryside Family Friendly House & Annex - completely detached
Droxford
9.8 out of 10, Exceptional, (77 reviews)
"Really lovely property in a remote location. Everything we needed for a family get together. Very well stocked, managed to cook a full roast dinner for 9 without any problem. Welcome basket much appreciated, nice touch! You need a car but we knew this in advance so not a problem. Very comfy beds & plenty of hot water. Our dogs loved sniffing in the beautiful garden & also enjoyed their stay. "
United States
Brid H.
👨‍👨‍👧‍👦 Countryside Family Friendly House & Annex - completely detached
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.
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Top City of Winchester Hotel Reviews

Find out more about City of Winchester

City of Winchester Holiday Homes: Find the Perfect Place


What is the best time to enjoy a holiday home in City of Winchester?

It might be best to get a rental house in when the weather is ideal for enjoying local surroundings. If you go during the off-season months, there might be fewer tourists and often lower rates, like in .


How many holiday homes are available for rent in City of Winchester?

Choose from 1155 beautiful holiday homes in City of Winchester for your getaway.


How much is a holiday home in City of Winchester?

You can find perfect holiday homes in City of Winchester for as low as £145 per night. Holiday home prices vary depending on what time of year you visit, whether the home is in the city centre or near popular sightseeing spots, and what kinds of amenities it offers.


How can I get the best deal on a holiday home in City of Winchester?

Find the best deals on City of Winchester holiday homes by entering dates and the number of travellers in the search bar. You can use the map feature to view prices and more specific locations of several accommodations all at once. Or filter your search results by star rating, price, number of bedrooms, types of amenities, and accessibility features—Expedia offers incredible deals for every budget.


Why should I book a holiday home in City of Winchester?

There’s no better way to spend your well-earned holiday than in a private, cosy City of Winchester holiday home. You’ll be able to fit all travellers in your group and have a place to call home while you explore City of Winchester.


What amenities are available in a private holiday home?

Depending on your budget and the neighbourhood you choose, you’ll find amenities like a private pool, hot tub, free parking, a full-service kitchen or kitchenette, in-home laundry and WiFi. Your City of Winchester holiday won’t be complete without a beautiful view and easy access to popular activities, use our filter to browse our offers.


Why should I book a holiday home with Expedia?

With Expedia, you’ll earn points on every booking and get incredible deals and member prices. Choose from a vast inventory of holiday homes in City of Winchester—and book all your travel in one place. Save even more when you bundle your bookings together. Add a City of Winchester car hire to your holiday property into a holiday package.


What are the cancellation and flexibility options?

We suggest using the “free cancellation” filter during your search to make sure your booking is flexible. Some accommodations accept and refund cancellations within a specific timeframe, while others may be non-refundable. Before you book, check your rental terms, or reach out to our customer service portal for further assistance.

City of Winchester Holiday Homes information

Number of reviews
679
Accommodation
1155 Holiday Homes
Lowest Price
£145
Highest Price
£861

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