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Compare 418 Vacation Homes in Winsor with updated reviews, rates, and availability.

The Cliff House

4.0 star property
9.4 out of 10, Exceptional, (361)
"Great stay"
The price is SAR 623
SAR 748 total
includes taxes & fees
29 Dec - 30 Dec
The Cliff House

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 SAR 383
SAR 460 total
includes taxes & fees
29 Dec - 30 Dec
Two Bare Feet

Coastal family holiday home near stunning sandy beaches & River Stour in Dorset.

9.8 out of 10, Exceptional, (10)
"We were here for a family event. The house is perfect for 3 families coming together. Spacious with a kitchen area made for social gatherings. The property is very well equipped with everything you need. Lovely welcome pack to get you started. Beautifully clean, comfortable beds. Home from home. Well appointed for Christchurch and Bournmouth."
Coastal family holiday home near stunning sandy beaches & River Stour in Dorset.

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

COSY QUIRKY COACH HOUSE, HOT TUB,PARKING, SLEEPS 7, BY THE LAKE, 20mins to Poole

9.6 out of 10, Exceptional, (22)
"My husband and I celebrated our 20 year wedding anniversary with my parents. The Coach House is beautifully decorated! We were lucky with the weather and spent a lot of our evenings in the garden. A previous review mentioned the garden not being secure for their dog. Before booking I checked if this was being rectified as we have 2 Westies. I was assured it would be before the start of the season, and confirm the garden is secure for Westie sized and upwards dogs. As well as Bournemouth...
COSY QUIRKY COACH HOUSE, HOT TUB,PARKING, SLEEPS 7, BY THE LAKE, 20mins to Poole

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

Beautiful, cosy New Forest 2 bed cottage, close to the beach!

9.4 out of 10, Exceptional, (8)
"We stayed for 8 days and thoroughly enjoyed our stay. The accommodation is great. The accommodation is clean, comfortable and well kitted out. The check in was easy too. We’ve enjoyed being so close to both the New Forest and the sea at Milford. Bournemouth is easily accessible for day trips too."
Beautiful, cosy New Forest 2 bed cottage, close to the beach!

Bournemouth Getaway for 14

9.4 out of 10, Exceptional, (3)
"The house was clean and very functional. it was the perfect house for a group of friends."
Bournemouth Getaway for 14

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 SAR 833
SAR 1,256 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

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.

Sea View Three Bed Detached Home - With Parking

Sea View Three Bed Detached Home - With Parking

One Tennyson Apartment

4.0 star property
One Tennyson Apartment

5 Bed House - Pool - Hot Tub - Sauna - Pool Table - Near New Forest - Sleeps 12

5 Bed House - Pool - Hot Tub - Sauna - Pool Table - Near New Forest - Sleeps 12

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

Highcroft House by Grandeur Property

Highcroft House by Grandeur Property
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 Winsor

Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig

9.4 out of 10, Exceptional, (115)
"My friends and I had a wonderful stay here. Beautiful garden, clean and comfortable interior, great spaces for socializing and cooking. Well equipped! Ample parking. Great position for exploring. Would love to come back again with my children as it has everything you need for little ones too. Thanks for a lovely stay."
Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig

room2 Southampton Hometel

4.0 star property
9.6 out of 10, Exceptional, (920)
"Our third visit for an anniversary. We'll definitely be back. "
The price is SAR 287
SAR 345 total
includes taxes & fees
3 Jan - 4 January 2025
room2 Southampton Hometel

Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!

9.8 out of 10, Exceptional, (178)
"A great holiday was had by all. The property is fantastic, as were out hosts. Timo was great in sorting out any issues we had during our stay"
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
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.