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Browse Select Winsor Guest Houses

Highfield Coach House
2.0 star property
10.0 out of 10, Exceptional, (31)
"Nice, clean, cozy, easily accessible and good host."
The price is £87
per night
22 May - 23 May
Highfield Coach House
Hotel 50
3.0 star property
10.0 out of 10, Exceptional, (99)
"Great hosts and a lively stay. Close to the beach and Boscombe town. "
The price is £95
per night
15 May - 16 May
Hotel 50
Esme's
3.5 star property
10.0 out of 10, Exceptional, (20)
"Loved everything about Esme’s… warm, welcoming, clean and great location. "
Esme's
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The Old House Guesthouse
3.0 star property
9.8 out of 10, Exceptional, (49)
"What a wonderful stay! The hosts were so kind. "
The price is £154
per night
4 Jun - 5 Jun
The Old House Guesthouse
Sentry Mead
3.5 star property
9.8 out of 10, Exceptional, (67)
"We arrived for a short break for our wedding anniversary. On arrival we were met by Gayle, the proprietor, and shown around. We were given a very warm welcome. This is a lovely boutique hotel that absolutely gives the personal touch. The room was lovely with a very comfortable bed and all the little details you would expect (plus a few unexpected, gorgeous brownies). We will definitely be going back in the future."
The price is £350
per night
15 May - 16 May
Sentry Mead
The Caledon
3.0 star property
9.8 out of 10, Exceptional, (110)
"Fantastic guesthouse all your needs catered for. Excellent breakfast made with delicious fresh ingredients. Communication excellent, very easy checkin and out. We arrived on bikes so appreciated the bike locker."
The price is £102
per night
12 May - 13 May
The Caledon
The Maples
4.0 star property
9.6 out of 10, Exceptional, (36)
"I was, of course, disappointed not to have en suite facilities but I booked late and knew the situation. My room was small but exceptionally well equipped and comfortable. The staff could not have been more accommodating and made me feel very comfortable."
The Maples
Landguard Lodge
3.0 star property
9.6 out of 10, Exceptional, (71)
"What a lovely little place for our overnight stay prior to our cruise ! Absolutely spotlessly clean and John the host couldn’t do enough for us. Very convenient for the train station and town centre. Our breakfast was perfect with lovely high quality fresh ingredients made to order with lots of choice. We cannot fault this place and highly recommend ! Thank You we will be back "
Landguard Lodge
Albert Cottage Hotel
4.0 star property
9.4 out of 10, Exceptional, (69)
"Peaceful & quiet"
The price is £155
per night
12 May - 13 May
Albert Cottage Hotel
Balincourt Guest House
5.0 star property
9.2 out of 10, Wonderful, (254)
"Exceptional stay. Room was spacious and decor was to a very high standard. Very clean and the bed was so comfortable. Breakfast was excellent with plenty of choice of hot and cold food. Quiet location and would highly recommend. "
The price is £110
per night
13 May - 14 May
Balincourt Guest House
The Ravensbourne Hotel
2.5 star property
9.2 out of 10, Wonderful, (140)
"Very old-fashioned but has good bedding and delightful service, for the money I would recommend"
The price is £59
per night
5 Jun - 6 Jun
The Ravensbourne Hotel
The Woodvale
4.0 star property
9.2 out of 10, Wonderful, (40)
"Fantastic location with Solent sunsets; great menu and good food served quickly and politely;decent room with good shower. Immaculately clean. Recommended to anyone staying on the IOW!"
The price is £125
per night
12 May - 13 May
The Woodvale
Qudos
4.0 star property
9.0 out of 10, Wonderful, (249)
"Love the staff all very helpful "
The price is £81
per night
12 May - 13 May
Qudos
Pebble Beach
5.0 star property
8.8 out of 10, Excellent, (416)
"I booked a room for my parents while we were staying nearby. They found the room comfortable and clean. Lovely venue for food and drink and fantastic views too"
The price is £90
per night
13 May - 14 May
Pebble Beach
Travelrest Solent Gateway Hotel Fareham
3.0 star property
8.6 out of 10, Excellent, (430)
"The room was comfortable enough if somewhat dated and tired. The shower was a bath with a shower attachment. The towels were very old frayed, and clean but in poor condition."
The price is £64
per night
12 May - 13 May
Travelrest Solent Gateway Hotel Fareham
Denewood Hotel - Guest Accomodation
3.0 star property
8.6 out of 10, Excellent, (264)
"This is a dog and pet friendly hotel. The proprietors couldn't have been kinder and more helpful especially as this was the first time we had taken our 2 dogs to a hotel. Pam even made up biscuit packs for them 2 phone calls received to check which type of room, and we were given a large sea view room for pet comfort! Down side no garden or outside area however beach was a short walk away. Hotel furnishing a bit dated No dining facilities, restaurants nearby including beach front bars. Shower...
The price is £51
per night
15 May - 16 May
Denewood Hotel - Guest Accomodation
The Ashleigh
4.0 star property
8.6 out of 10, Excellent, (210)
"An excellent Hotel/Guest house. Will happily stay again."
The price is £68
per night
19 May - 20 May
The Ashleigh
Coldeast Mansion
3.5 star property
8.4 out of 10, Very good, (209)
"polite staff. lovely food .nice well kept ground with walks dog "
The price is £78
per night
12 May - 13 May
Coldeast Mansion
Hunters Lodge
3.5 star property
8.4 out of 10, Very good, (146)
"overall great for the price. its a very lowkey b&b in a charming victorian era guest house. its in a decent area, nice and close to the rail station. the owners were lovely, the room had a skylight, breakfast is an option but i dont think its included depending how you book. my only criticisms is that there was what looked like splotches of mold on the slanted ceiling in the bathroom, though there was no water damage smell. the other thing was soundproofing, last i checked it was advertised as...
The price is £52
per night
12 May - 13 May
Hunters Lodge
Jireh House
3.5 star property
8.4 out of 10, Very good, (54)
"Nice Staff Service"
The price is £118
per night
15 May - 16 May
Jireh House
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See all available properties in Winsor
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 Winsor

Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
10.0 out of 10, Exceptional, (166)
"We travelled to Thatch Cottage for a three night stay for my 50th birthday extravaganza. The communication with our hosts as excellent and the check-in process was simple. The property is amazing and the facilities were perfect for our needs. The local area is lovely with plenty of things to do for all ages and interests and the property is the perfect base if you just want to relax. Thank you to Susanna, Steven & Timo for making my birthday everything I wanted, and very much needed, after an...
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
room2 Southampton Hometel
4.0 star property
9.6 out of 10, Exceptional, (770)
"Really enjoyed this place, nice to have your own kitchenette, friendly staff and lovely spacious rooms ! Only downside, not much of a sound barrier, 6am baby crying and its parents talking extremely loudly to it, not an issue since already awake but something to keep in mind. "
The price is £115
per night
19 May - 20 May
room2 Southampton Hometel
Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig
9.4 out of 10, Exceptional, (112)
"We had a lovely time. We were staying to visit Paultons park and it was a 7 minute drive away. The cottage is spacious and well equipped. Beds were comfortable. Would book again"
Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig
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.