Winchester Holiday Rentals

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Holiday Rentals in Winchester

Two Bare Feet
3.5 star property
9.2 out of 10, Wonderful, (32)
"Beautiful property with every thing you could need. Complimentary eggs butter milk bread and fruit a lovely touch and very welcome. We would highly recommend 2 bare feet. Short walk into the town centre. Absolutely perfect. 5 star."
The price is HK$813
per night
6 Jun - 7 Jun
Two Bare Feet
Beautifully Converted 17th C Grade II Stables/Coach House/Barn In Quiet Location
9.8 out of 10, Exceptional, (140)
"A delightful accommodation with loads of rustic charm and history. Well located near Winchester and with easy access to riverside walks and some cosy eating venues."
Beautifully Converted 17th C Grade II Stables/Coach House/Barn In Quiet Location
room2 Southampton Hometel
4.0 star property
9.6 out of 10, Exceptional, (790)
"Brilliant location. The staff are super friendly and ensured we was looked after.. The only moan that we had was the shower door was broken and the dishwasher drawer couldn’t pull out. Recommend to all types "
The price is HK$790
per night
23 Jun - 24 Jun
room2 Southampton Hometel
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Peartree Serviced Apartments
3.5 star property
9.6 out of 10, Exceptional, (220)
"Loved, loved this place. It was like a home away from home "
The price is HK$1,081
per night
18 Jun - 19 Jun
Peartree Serviced Apartments
Southampton Serviced Apartment
4.0 star property
8.4 out of 10, Very good, (148)
"Comfortable apartment with lift and free parking "
Southampton Serviced Apartment
Southsea Stays
7.6 out of 10, Good, (5)
"Just a stop over for a wedding, host was very hellful when I realised I made a mistake on the booking and sorted for me without any hassle "
The price is HK$524
per night
9 Jun - 10 Jun
Southsea Stays
Mill Rythe Coastal Village
2.0 star property
9.2 out of 10, Wonderful, (33)
"Great holiday park- very well maintained and friendly, good activities for kids. Nice area, lovely accomodation. Preferred to eat out. "
Mill Rythe Coastal Village
Hazelhurst Farm
4.5 star property
9.6 out of 10, Exceptional, (45)
"Cute and stylish cottage (we were in the Milking Parlour), easy to find and good location. Cosy for a few days for a couple but the outside space a bit disappointing. Inside the cottage is pretty much exactly as per the photos. It's stylish and cleverly designed for multi-functional self-catering. Even has a dishwasher! Some tea, coffee beans, sugar, milk and olive oil kindly provided. The smart home features for air-con, heating, radio etc take getting used to but are effective. Could do with...
Hazelhurst Farm
'The Haven' a luxury apartment close to the Meon Shore coast.
10.0 out of 10, Exceptional, (202)
"Great place, homely, spotless, great location, we loved our week here"
'The Haven' a luxury apartment close to the Meon Shore coast.
Charles Hope Apartments Southampton
3.5 star property
5.8 out of 10, (7)
"The apartment is in a great location and the info you receive is thorough. Make sure you ask for parking though as it is limited. The apartment was very clean. Our door lock came loose and they helped us within 30 minutes which was really good. The only negatives were that the windows are so thin in places you can hear the traffic and the mattresses were a bit firm for us but if we were in Southampton we would definitely book here again. Great customer service and the space is perfect. "
The price is HK$1,455
per night
6 Jun - 7 Jun
Charles Hope Apartments Southampton
Idyllic cottage in the heart of the New Forest National Park
10.0 out of 10, Exceptional, (181)
"Lovely cottage very enjoyable short stay close to the village and amenities. Would come back."
Idyllic cottage in the heart of the New Forest National Park
MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK
9.8 out of 10, Exceptional, (58)
"We had an incredible stay here. We got lucky with the weather but the house was more than big enough for our party of 16. It was clean and tidy with great cooking facilities and the pool was lovely in 30 degrees! The owners were amazing with great communication in the run up to and during the stay and very helpful with check in. I would definitely stay here again and would highly reccomend it."
MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK
An Idyllic, Family- Friendly Cottage On A Private Estate In Burley
10.0 out of 10, Exceptional, (52)
"aaa"
An Idyllic, Family- Friendly Cottage On A Private Estate In Burley
Pinnacle Suites
3.0 star property
Pinnacle Suites
Southampton Waterside by Charles Hope
3.0 star property
6.0 out of 10, (2)
"I arrived and the boiler was not working. They weren't able to help. (they don't have anybody on site of the property ever. I had to try myself.) I then had to wait for 5 DAYS expecting and being told each day that an engineer would come to fix it. Nobody ever came. Whilst I had to wait in the apartment throughout that time for somebody to come, expecting someone to. But they kept breaking their word. I've honestly never met a company less bothered about their property not having working heating...
The price is HK$1,085
per night
9 Jun - 10 Jun
Southampton Waterside by Charles Hope
Yacht ‘X’ - 44 foot modern yacht on 5 star Marina
10.0 out of 10, Exceptional, (2)
"Great place to stay, space is so well thought out and the handover is so informative. Local knowledge of area also advised which is really helpful. Would definitely stay again"
The price is HK$1,786
per night
6 Jun - 7 Jun
Yacht ‘X’ - 44 foot modern yacht on 5 star Marina
Superyacht on 5* Ocean Village Marina, Southampton
The price is HK$2,385
per night
10 Jun - 11 Jun
Superyacht on 5* Ocean Village Marina, Southampton
Large cottage Amazing location! Family group or friends up to 22 people!
7.6 out of 10, Good, (4)
"This property is not 'posh' but it is absolutely perfect for a large family or group gathering. There is masses of space for cooking, eating and socialising and sitting outdoors. The setting of the cottage is second to none - surrounded by the fabulous New Forest and the giant redwoods of the Rhinefield Ornamental Drive. There are lots of walking and cycling trails immediately accessible from the property. We took our youngsters out on a dusk walk on the first night we arrived and they saw deer,...
Large cottage Amazing location! Family group or friends up to 22 people!
Tranquil Cottage in this Quiet Corner of The New Forest.
9.8 out of 10, Exceptional, (235)
"A fantastic location, peaceful but local pubs and restaurants are nearby, check in process was fantastic. We cannot fault the accommodation"
Tranquil Cottage in this Quiet Corner of The New Forest.
Large New Forest Shepherds Hut and Scandinavian Hot Tub with hydro massager <br><br>
9.8 out of 10, Exceptional, (44)
"We enjoyed our stay. The hut is well equipped and had the weather been warmer we could have benifitted from the outside space. We felt they needed to think about slightly better storage and the couch/ bunk beds were probably six inches too high for comfort. The fold away table was also poor although it served a purpose. The hut had a slightly tired feel and would benefit from some upgrading - television for example."
Large New Forest Shepherds Hut and Scandinavian Hot Tub with hydro massager <br><br>
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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.

Other types of properties in Winchester you may be interested in

Norton Park Hotel, Spa & Manor House
4.0 star property
8.0 out of 10, Very good, (1003)
"Amazing service and amenities. Excellent bed, medium firm not soft."
The price is HK$711
per night
23 Jun - 24 Jun
Norton Park Hotel, Spa & Manor House
The Winchester Hotel & Spa
4.0 star property
8.2 out of 10, Very good, (1005)
"Hotel clean and good spa facilities "
The price is HK$912
per night
16 Jun - 17 Jun
The Winchester Hotel & Spa
Mercure Wessex Winchester Hotel
4.0 star property
7.2 out of 10, Good, (1001)
"Great location for any stay in Winchester"
The price is HK$551
per night
23 Jun - 24 Jun
Mercure Wessex Winchester Hotel
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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Frequently asked questions

Can I find holiday rentals in Winchester?

Yes, there are holiday rentals in Winchester close to Winchester Science Centre and Planetarium, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the stunning cathedral and picturesque gardens in Winchester. The array of shops and festivals are some other things you might want to check out while you're here.

What are some of the best holiday rentals that Winchester has to offer?

Two Bare Feet: This highly rated holiday home rental in Winchester is equipped with a terrace, free WiFi and a TV to help you feel comfortable during your stay.

How many holiday rentals are there in Winchester?

Expedia has 39 holiday rentals for your stay in Winchester.

What’s there to see and do in Winchester?

Winchester Science Centre and Planetarium and Marwell Zoo are a couple of the family-friendly sights, whereas cultural attractions include Great Hall and Jane Austen's House. While in the area, you can also visit popular places such as Southampton Cruise Terminal and Paultons Family Theme Park - Home of Peppa Pig World.

What’s a holiday rental in Winchester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winchester. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a small group gathering.

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