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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 594 Cottages in Winsor with updated reviews, rates, and availability.

An ideal family getaway to enjoy nature
Property grounds

An ideal family getaway to enjoy nature

9.8 out of 10, Exceptional, (55)
"It was marvellous to walk straight out into the New Forest from the door, and the owner was so generous and helpful!"
An ideal family getaway to enjoy nature
Stonehenge Cottages
Luxury Suite, Ensuite | Private kitchen

Stonehenge Cottages

5.0 star property
9.8 out of 10, Exceptional, (104)
"It was a great place to stay and relax before my skydive. "
The price is AED 671
AED 805 total
includes taxes & fees
19 May - 20 May
Stonehenge Cottages
Beautiful converted 17th century stone stable in the heart of the Isle of Wight
Exterior

Beautiful converted 17th century stone stable in the heart of the Isle of Wight

9.8 out of 10, Exceptional, (131)
"We had a lovely stay, beautiful views, great facilities, would recommend to anyone ☺️"
Beautiful converted 17th century stone stable in the heart of the Isle of Wight
Pinewood Cottage Deluxe Self Catering Apartments
Family Suite, Ensuite, Garden View | Lounge

Pinewood Cottage Deluxe Self Catering Apartments

3.0 star property
9.2 out of 10, Wonderful, (16)
"Lovely apartment, close to town. Great pubs and easily accessible to the New Forest on foot"
The price is AED 285
AED 342 total
includes taxes & fees
22 May - 23 May
Pinewood Cottage Deluxe Self Catering Apartments
Character Victorian Cottage Opposite Common Land within New Forest National Park
Terrace/patio

Character Victorian Cottage Opposite Common Land within New Forest National Park

9.8 out of 10, Exceptional, (119)
"Lovely cottage, clean, quiet residential area close to Lymington centre"
Character Victorian Cottage Opposite Common Land within New Forest National Park
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (182)
"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!
Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig
Outdoor dining

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

9.4 out of 10, Exceptional, (115)
"Lovely time spent in a great location for visiting the new forest."
Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig
Hazelhurst Farm
Cottage, 1 Bedroom (Dormouse) | Terrace/patio

Hazelhurst Farm

4.5 star property
9.6 out of 10, Exceptional, (50)
"Lovely quiet location"
Hazelhurst Farm
An Idyllic, Family- Friendly Cottage On A Private Estate In Burley
Fridge, microwave, oven, stovetop

An Idyllic, Family- Friendly Cottage On A Private Estate In Burley

10.0 out of 10, Exceptional, (61)
"We staye rooms were all lovely clean the puand comfortable. The pull lut bed in the singke room "
An Idyllic, Family- Friendly Cottage On A Private Estate In Burley
Converted from a working dairy into a beautiful, quaint self catering cottage.
Property grounds

Converted from a working dairy into a beautiful, quaint self catering cottage.

9.6 out of 10, Exceptional, (42)
"Very nice place to stay. Nice and very helpful owner. Very good location. I really recommend specially if you looking for safety place and you want bring your bikes."
Converted from a working dairy into a beautiful, quaint self catering cottage.
Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.
Exterior

Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.

9.6 out of 10, Exceptional, (96)
"A beatiful property, full of character with everything you couls need. "
The price is AED 903
AED 1,025 total
includes taxes & fees
5 May - 6 May
Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.
Prime position in Burley, New Forest National Park!
Exterior

Prime position in Burley, New Forest National Park!

9.8 out of 10, Exceptional, (17)
"Good location, nice clean property. Ideal for a quiet getaway."
Prime position in Burley, New Forest National Park!
Cosy Luxury Cabin in the heart of the New Forest National Park
Smart TV, fireplace, books

Cosy Luxury Cabin in the heart of the New Forest National Park

9.8 out of 10, Exceptional, (18)
"Peaceful quiet and beautiful accommodation we would definitely return to this great location."
Cosy Luxury Cabin in the heart of the New Forest National Park
Self Contained Open Plan Cottage - Hot Tub and Pool. 2 Bedroom/Ensuite Bathrooms
Outdoor pool, a heated pool

Self Contained Open Plan Cottage - Hot Tub and Pool. 2 Bedroom/Ensuite Bathrooms

10.0 out of 10, Exceptional, (2)
"Loved this property. Lovely and quiet. Beds comfy and hot tub a plus. Short drive to Salisbury. "
Self Contained Open Plan Cottage - Hot Tub and Pool. 2 Bedroom/Ensuite Bathrooms
A quirky character cottage on the edge of the New Forest
Exterior

A quirky character cottage on the edge of the New Forest

10.0 out of 10, Exceptional, (5)
"Our family (2 adults and 3 children) had a lovely stay in the cottage. The cottage is well presented and had everything we needed. The cottage is in a lovely, quiet location and was an ideal base for our trip to Paultons Park. We would highly recommend."
A quirky character cottage on the edge of the New Forest
Beck Cottage, Wood Green, New Forest UK
Exterior

Beck Cottage, Wood Green, New Forest UK

9.6 out of 10, Exceptional, (35)
"Lovely cottage, lovely location. Excellent pub a stones throw away, local shop 5 minutes walk "
Beck Cottage, Wood Green, New Forest UK
Lavender Cottage - in the heart of the New Forest
Fridge, microwave, dishwasher, toaster

Lavender Cottage - in the heart of the New Forest

9.6 out of 10, Exceptional, (8)
"Lovely house, very well equipped with a great location"
Lavender Cottage - in the heart of the New Forest
6 Yarmouth Cottages
Cottage | Interior

6 Yarmouth Cottages

3.0 star property
8.0 out of 10, Very Good, (4)
"A very pleasant place to stay in a lovely location on the western side of the island. It has lovely views over fields. The cottage was clean and well equipped. The bed was comfortable and the bathrooms and shower were of good quality. The owner was both friendly and helpful. Thank you :-)"
6 Yarmouth Cottages
Charming New Forest Cottage. Sleeps 4. Minutes from the New Forest and ocean
Exterior

Charming New Forest Cottage. Sleeps 4. Minutes from the New Forest and ocean

9.6 out of 10, Exceptional, (7)
"Absolutely perfect stay"
Charming New Forest Cottage. Sleeps 4. Minutes from the New Forest and ocean
The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom
Fridge, microwave, oven, stovetop

The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom

10.0 out of 10, Exceptional, (4)
"The setting of the stables is beautiful and private. We had great internet which we needed for work. Everything inside the stables was top notch and beautifully decorated. Great mattress so comfortable. Will definitely recommend and stay again."
The price is AED 2,595
AED 2,595 total
includes taxes & fees
10 May - 11 May
The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom
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

room2 Southampton Hometel
Front of property

room2 Southampton Hometel

4.0 star property
9.6 out of 10, Exceptional, (978)
"Great hospitality"
The price is AED 427
AED 512 total
includes taxes & fees
5 May - 6 May
room2 Southampton Hometel
Charming 2-bed Apartment in Christchurch
Apartment | Private kitchen | Fridge, microwave, oven, stovetop

Charming 2-bed Apartment in Christchurch

4.0 star property
6.0 out of 10, (2)
"Front door handle was hanging off upon arrival Kitchen and dining table dirty Bath room light flickered dangerous on and off Front door lock to the block of flats was apparently broken so ended up locked out one evening. Hob ignitor broken No plug for the bath – this was important to us as we had our toddler staying with us and showers are very tricky! Telly remote didn’t work – we went to get batteries No live TV – difficult when we wanted to watch the Olympics The chest of draws were...
Charming 2-bed Apartment in Christchurch
Chelsea Hotel
Quadruple Room, Ensuite | Blackout drapes, travel crib, free WiFi, bed sheets

Chelsea Hotel

3.0 star property
9.2 out of 10, Wonderful, (77)
"Overall a good place to stay."
The price is AED 325
AED 390 total
includes taxes & fees
5 May - 6 May
Chelsea 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.