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Compare 432 Vacation Homes in Winchester with updated reviews, rates, and availability.

Property grounds
Special offer 20% discount per night until December 20th 2023
10.0 out of 10, Exceptional, (31)
"Second stay this year at this home from home property, and hopefully might fit one more in! Just perfect for all local amenities, the quay and the New Forest. Comfortable and clean and Lynn was very responsive and helpful. Many thanks"
Special offer 20% discount per night until December 20th 2023
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Iris home in Southsea, Portsmouth. 15 minute walk to the seafront!
10.0 out of 10, Exceptional, (3)
"Excellent stay in a nice area. Property was clean, well appointed and ideal for our stay."
The price is $203
$253 total
includes taxes & fees
May 28 - May 29
Iris home in Southsea, Portsmouth. 15 minute walk to the seafront!
Fridge, microwave, oven, dishwasher
Coach House - a house that sleeps 8 guests in 4 bedrooms
10.0 out of 10, Exceptional, (1)
"We had a great time away with close friends at this property. Prior to booking this property we wanted to ensure that it fits all of our requirements. 4 bedrooms with ensuite, parking for 4 cars and close to Portsmouth. This property gave us all we wanted. We had a warm welcome upon arrival and shown around the property. Everyone enjoyed the time away. We will return to the Coach House as it fitted the requirements we wanted. Thank you for the easy of booking."
Coach House - a house that sleeps 8 guests in 4 bedrooms
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Property grounds
The Hay Barn - located in South Downs National Park & Jane Austen country
10.0 out of 10, Exceptional, (39)
"Everything is perfect. The host ist super friendly and welcoming. The barn is very very clean and beautiful. The beds comfortable. Quiet surrounding. We loved it. And would actually rather keep it a secret. ;-)"
The Hay Barn - located in South Downs National Park & Jane Austen country
Exterior
Luxury Historic House/Wood Burning Stove/Wifi/Parking/Parking/Pet Friendly
10.0 out of 10, Exceptional, (19)
"3 generations of our family stayed here to celebrate my mums birthday and it was perfect. The house was full of character and brilliantly appointed with everything we could have needed. The garden was huge and my nieces loved rolling down the slope at the end. Beaulieu is a great location both as somewhere to visit itself but also as a base to explore from. We're already talking about when we might go back!"
Luxury Historic House/Wood Burning Stove/Wifi/Parking/Parking/Pet Friendly
Fridge, microwave, oven, stovetop
Luxury Mews House in Tranquil Courtyard. Central Ryde. 5 Minutes Walk to Beach.
10.0 out of 10, Exceptional, (44)
"We had a pleasant stay even though the weather was bad. The house is comfortable and has everything you might need for a short holiday. The host is very pleasant and is quick to respond. The parking is a huge bonus. Would recommend if you want to stay close to Ferry port."
Luxury Mews House in Tranquil Courtyard. Central Ryde. 5 Minutes Walk to Beach.
Fridge, microwave, oven, stovetop
Welcome to The Light House a tranquil city retreat, with off road parking.
10.0 out of 10, Exceptional, (3)
"Ian was great to work with. Initiated contacts and very responsive. Property better than advertised"
Welcome to The Light House a tranquil city retreat, with off road parking.
Exterior
Beautiful Tranquil Barn in 14 acres of perfect peace within New Forest district
10.0 out of 10, Exceptional, (1)
"Great stay - good facilities, attentive hosts- we all had a great time - many thanks Pros Comfy beds Well appointed kitchen Spacious open plan living area"
Beautiful Tranquil Barn in 14 acres of perfect peace within New Forest district
Exterior
Cosy TWO BEDROOM house !in Baffins!
10.0 out of 10, Exceptional, (1)
"We had a 3 night family stay with our dog for New Year and this property was perfect for us. Quiet residential area. Dog exercise at the park just a few minutes walk away. Bus stop very close by if you don't have/don't want to use the car; personally we enjoyed the walk to Gunwharf Quay. A short drive to Southsea Prom and everything it has to offer. Beds were comfy and the living/cooking/eating area provided all we needed for a few days. Option to have a bath or shower is a great addition. Just...
The price is $106
$182 total
includes taxes & fees
May 23 - May 24
Cosy TWO BEDROOM house !in Baffins!
Beach nearby
Cowes retreat
9.8 out of 10, Exceptional, (6)
"Great location which suited us perfectly."
Cowes retreat
Exterior
Charming 2 bedroom cottage in Lymington, very close to town, marina & sea walks
9.8 out of 10, Exceptional, (107)
"Very clean, well equipped cottage. Lymington is a great place to stay and the cottage is located relatively close to the town and marina. Lovely area to visit."
Charming 2 bedroom cottage in Lymington, very close to town, marina & sea walks
Interior
Unique waterside home in stunning location.
9.8 out of 10, Exceptional, (83)
"This was our second holiday here and it was just as good as the first. We spent a lot of time reading in the lounge, watching the tide come in and out, and the shipping on the Southampton Water. The house is as described, but much better than the pictures can show. It is very comfortable with plenty of seating for six people, both in the lounge and the dining area. The galley kitchen is narrow, but perfectly functional. The stairs to the top bedroom are a bit steep, but there are sturdy...
Unique waterside home in stunning location.
Outdoor dining
Lovely dog friendly 2 bed bungalow with parking
9.8 out of 10, Exceptional, (21)
"Outside front of property could do with a garden tidy up & garage door needs attention. Gives a wrong first impression,also picture of pub called The Woolpack is nowhere near the property,picture states outside which gives a wrong impression. Overall we liked the property & it was very clean & had everything we needed."
Lovely dog friendly 2 bed bungalow with parking
Smart TV, DVD player, books, video library
New Forest cottage, sleeps up to 10. Looks directly on to the Forest
9.8 out of 10, Exceptional, (14)
"Lovely house in a fantastic location on the edge of open forest. Easy walk into Brockenhurst. The garden is very dog/child safe"
New Forest cottage, sleeps up to 10. Looks directly on to the Forest
Fridge, microwave, oven, stovetop
Eighty-eight, Cathedral View with Private Parking
9.8 out of 10, Exceptional, (6)
"Very comfortable stay with very central location and a car parking space. Good for visiting the Cathedral and City."
Eighty-eight, Cathedral View with Private Parking
Terrace/patio
Charming rural property with a nautical feel.
9.8 out of 10, Exceptional, (10)
"We enjoyed our stay at this characterful secluded property. The large dining room table was ideal for our family, as was the privacy of the location."
Charming rural property with a nautical feel.
Beach nearby, sun loungers
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
Private kitchen | Fridge, microwave, oven, stovetop
Cathedral view, stunning 3 bedroom townhouse
9.6 out of 10, Exceptional, (23)
"A very well located and comfortable house, with a lovely view of the cathedral"
Cathedral view, stunning 3 bedroom townhouse
Property grounds
Bury Villa - sleeping 18 guests
9.6 out of 10, Exceptional, (10)
"This House was ideal for my Wife's 70th birthday last weekend, all eighteen of our family agreed and it was a great success with everyone, however, The owner does need to improve the general condition of the decoration and some fittings, they have spent a fortune on a lovely new kitchen recently so they are seriously investing in the house, it would take a very small, by comparison, investment to put Bury Villa in TOP decorative order, which it needs in places, before the negative reviews start...
Bury Villa - sleeping 18 guests
Flat-screen TV
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 $104
$124 total
includes taxes & fees
Jun 2 - Jun 3
Two Bare Feet
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See all available properties in Winchester
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 property types in Winchester

Exterior
Beautifully Converted 17th C Grade II Stables/Coach House/Barn In Quiet Location
9.8 out of 10, Exceptional, (139)
"My wife and I enjoyed our stay. We enjoyed Twyford and nearby Winchester the most during our holiday. The barn is also well positioned to a wonderful trail head. We traveled all over southern England from the barn. We highly recommend."
Beautifully Converted 17th C Grade II Stables/Coach House/Barn In Quiet Location
Front of property
room2 Southampton Hometel
4.0 star property
9.6 out of 10, Exceptional, (780)
"Beautiful views of the park/water. WhatsApp communication was unsuccessful however the atmosphere, staff and surrounding areas made it a worthwhile stay. "
The price is $111
$133 total
includes taxes & fees
May 27 - May 28
room2 Southampton Hometel
Studio, 1 Queen Bed | Private kitchen | Fridge, microwave, stovetop, dishwasher
Peartree Serviced Apartments
3.5 star property
9.6 out of 10, Exceptional, (219)
"Really lovely apartment, everything we needed for one overnight stay. Highly recommended "
The price is $128
$154 total
includes taxes & fees
Jun 20 - Jun 21
Peartree Serviced Apartments
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.

Winchester Vacation Homes information

Number of reviews
416
Accommodation
432 Vacation Homes
Lowest Price
$104
Highest Price
$203

Recent reviews of Winchester hotels
Expedia verified reviews

Leonardo Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

5/5 Excellent
Port of Southampton visit
"We were grateful, through inquiry of our local cousin, to receive a room upgrade with a balcony and view making our experience all the more special. It was easy to be satisfied because of the care and attention received from staff. They were friendly, warm and responsive. It’s very easy to say we would stay here again on a return trip"
A verified traveler stayed at Leonardo Royal Southampton Grand Harbour
Posted 1 day ago
Leonardo Royal Southampton Grand Harbour