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Compare 455 Vacation Homes in Winchester with updated reviews, rates, and availability.

Unique waterside home in stunning location.

9.8 out of 10, Exceptional, (94)
"A really unique location in a converted boathouse right on the waterfront. When not out and about we spent a happy time just sitting watching the tide come in and out with loads of bird-life and passing cruise linsers. Right by Waitrose for emergency shopping and very short walk to restaurants"
Unique waterside home in stunning location.

Two Bare Feet

3.5 star property
9.4 out of 10, Exceptional, (41)
"Location is great, wooden floor is creaky. Nice touch to have the eggs and bread there for breakfast. Little House room is quite small but clean."
The price is AED 375
AED 450 total
includes taxes & fees
29 Dec - 30 Dec
Two Bare Feet

Squirrels Drey

10.0 out of 10, Exceptional, (49)
"Always a perfect stay 🥰"
Squirrels Drey

Beautiful 2-bed Apart in Southampton

3.0 star property
Beautiful 2-bed Apart in Southampton

Beautiful old rustic house on two acres of overlooking fields in the back garden

6.0 out of 10, (1)
"House totally as described but slightly spooked by the monkey butler as we entered by mobile torch light. The house is obviously still used to some extent as fresh food was found in the fridge. The kitchen oven and extractor were filthy. All dishes and pans had to be washed before they could be used. Carpets and floors had not been hoovered, cobwebs also noted. You have a problem with flies in the grey double bedroom to the extent there were at least 20 dead ones on the carpet by the time we...
Beautiful old rustic house on two acres of overlooking fields in the back garden

Charming 2 bedroom cottage in Lymington, very close to town, marina & sea walks

9.8 out of 10, Exceptional, (114)
"Sea Cottage was just the place my wife and I wanted for a mini-break in the New Forest. A moderate walk from the town centre made it accessible, and car parking was easy. The cottage was clean and with excellent facilities. All our contact with Richard was helpful and friendly. We would be happy to book again. "
Charming 2 bedroom cottage in Lymington, very close to town, marina & sea walks

Spacious semi-detached Southsea House

10.0 out of 10, Exceptional, (3)
"We loved this gorgeous home. The decor was beautiful and everything was thoughtfully provided. A perfect house for all 10 of us (a mix of family and friends of all ages) plus we could bring our dog!"
The price is AED 1,266
AED 2,224 total
includes taxes & fees
28 Dec - 29 Dec
Spacious semi-detached Southsea House

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

10.0 out of 10, Exceptional, (32)
"A beautiful house in the heart of Beaulieu. "
Historic Listed Cottage In Beaulieu/ Wifi/ Wood Burning Stove/ Parking

4-bedroom house in prime location

10.0 out of 10, Exceptional, (2)
"Lovely house, spotlessly clean. Heating was on when we arrived and the Christmas tree was twinkling. The house is spacious and welcoming. The hosts are very helpful. Sky glass tv in the lounge was brilliant Loved the musical theme throughout Would definitely book again We had a great Christmas stay"
The price is AED 838
AED 1,253 total
includes taxes & fees
5 Jan - 6 January 2025
4-bedroom house in prime location

Beautiful Tranquil Barn in 14 acres of perfect peace within New Forest district

10.0 out of 10, Exceptional, (4)
"My husband and I wanted a relaxing weekend away and this property was the perfect place! It was so quiet and peaceful. Located on the beautiful grounds of the owners property, you can also go for a lovely walk should you wish. The barn was lovely and clean, you can see that great care has been taken to make this place as inviting as it is. The log burner was an added bonus and made the large open living area lovely and cosy! There was even some little treats (as well as essentials) on our...
Beautiful Tranquil Barn in 14 acres of perfect peace within New Forest district

House of Vacation

2.0 star property
10.0 out of 10, Exceptional, (2)
"The property was beautifully presented. The host went the extra mile leaving some basics like milk, bread , tea and coffee plus a few treats which my children especially apprieciated. I would highly recommend to anybody!"
The price is AED 422
AED 691 total
includes taxes & fees
30 Dec - 31 Dec
House of Vacation

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.

The Oak Barn conversion with Hot Tub

9.0 out of 10, Wonderful, (2)
"Great house and brilliant time had by all. Will definitely come back "
The Oak Barn conversion with Hot Tub

Rabbit Hutch | One Bedroom Home in the heart of Southsea | Parking & Netflix

The price is AED 276
AED 704 total
includes taxes & fees
31 Dec - 1 January 2025
Rabbit Hutch | One Bedroom Home in the heart of Southsea | Parking & Netflix

Spacious Home, Near Marinas, parking and garden

10.0 out of 10, Exceptional, (2)
"We had a fabulous stay. The house is large and well equipped and the garden is great. Location is excellent. We would definitely return. "
Spacious Home, Near Marinas, parking and garden

MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK

9.8 out of 10, Exceptional, (59)
"There was plenty of space for 13 of us, the rooms were lovely and the games room was a god-send due to the weather!"
MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK

New Forest house with large garden, near sea. Perfect for families with children

9.0 out of 10, Wonderful, (55)
"We had a family weekend in the New Forest. This was a lovely property with a gorgeous outdoor space in a fab location. The hosta were incredibly helpful and we're very communicative. We enjoyed out stay and I was surprised withe the amenities and everything there was there. We would definitely recommend this property and the hosts."
New Forest house with large garden, near sea. Perfect for families with children

Cowes retreat

9.2 out of 10, Wonderful, (10)
"Excellent location. Just short walk from red jet. Nice spacious house. Lots of sleep options for group of friends. Good value."
Cowes retreat

Bury Villa - sleeping 18 guests

9.8 out of 10, Exceptional, (12)
"Wow the house had everything you could possibly want which was brilliant, stair gates, highchairs, travel cots, garden was great for the dogs completely closed in, lovely warm house, children loved the games room they called it their secret room and spent hours in there. "
The price is AED 4,259
AED 4,259 total
includes taxes & fees
22 Jan - 23 January 2025
Bury Villa - sleeping 18 guests

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...
Cosy TWO BEDROOM house !in Baffins!
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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Other property types in Winchester

Two Bare Feet

3.5 star property
9.4 out of 10, Exceptional, (41)
"Location is great, wooden floor is creaky. Nice touch to have the eggs and bread there for breakfast. Little House room is quite small but clean."
The price is AED 375
AED 450 total
includes taxes & fees
29 Dec - 30 Dec
Two Bare Feet

room2 Southampton Hometel

4.0 star property
9.6 out of 10, Exceptional, (920)
"Incredible hotel, great location behind Oxford St close to restaurants. 10 minute walk to downtown. Highly recommend "
The price is AED 303
AED 364 total
includes taxes & fees
30 Dec - 31 Dec
room2 Southampton Hometel

Peartree Serviced Apartments

3.5 star property
9.6 out of 10, Exceptional, (260)
"Really nice rooms, quiet, very close to the train station"
The price is AED 366
AED 439 total
includes taxes & fees
8 Jan - 9 January 2025
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.