Bed and breakfast holiday rentals in City of Winchester

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Popular amenities for bed & breakfast rentals in City of Winchester

Family-friendly bed & breakfast rentals

Top guest favourite
Private room in Upper Woodford
4.97 out of 5 average rating, 95 reviews

The Snug Hut

BennyRating, 5 stars4 days ago
A sensational place to stay. So peaceful. Anne made us feel so welcome from the second we arrived. Thank you
Superhost
Private room in East Cowes
4.61 out of 5 average rating, 154 reviews

Rectory w/ Stunning Views (Room 2)

DinaraRating, 5 stars12 months ago
June and Robby were so, so nice. We enjoyed our stay and felt right at home. The breakfast was outstanding, and June even packed some food for my kid. The house is old but charming. Everything was super clean. June shared some tips regarding which places to go. Couldn't ask for more for this price!
Top guest favourite
Private room in Alfold
4.96 out of 5 average rating, 271 reviews

Beautiful home for 1-7 guests cooked breakfast inc

SusieRating, 5 stars3 weeks ago
Fabulous host who went out of his way to help us get to a nearby wedding, including flexibility on early check-in and offers of lifts. Rooms were very comfortable and we really appreciated our delicious cooked breakfast. Felt like we were staying in a warm, family home rather than just some rooms. Thank you very much John. We hope all our future Airbnb's will live up to your standards.
Top guest favourite
Private room in Chawton
4.98 out of 5 average rating, 216 reviews

The Garden House in Jane Austen’s village Chawton

DeniseRating, 5 stars1 week ago
Kate and Mark were friendly and accommodating hosts, and their home is in an idyllic setting. And the breakfast is as wonderful—many options, filling and tasty. A great stay.
Top guest favourite
Private room in Chichester
4.92 out of 5 average rating, 281 reviews

Goodwood Double with En-suite in Chichester

SarahRating, 5 stars4 days ago
Janet and Andrew were welcoming and helpful. The room was very comfortable and spotless. Off road parking was great as our car was packed full and it was nice to know it was just below our bedroom window. Lovely quiet, private street about 20 mins walk into the town. We enjoyed coffee and breakfast of cereals, toast and fresh fruit with Janet and Andrew the following morning.
Guest favourite
Private room in Halnaker
4.96 out of 5 average rating, 192 reviews

Cosy flint cottage near Goodwood

NickRating, 5 stars1 month ago
What a fabulous cottage AND host ! Chris was super friendly , helpful , attentive and full of local recommendations. Thoroughly recommended. Look forward to a return visit soon.
Top guest favourite
Private room in Westergate, Chichester
4.75 out of 5 average rating, 224 reviews

Sunny twin/double room near Downs

MahmoudRating, 5 stars1 month ago
A lovely stay
Guest favourite
Private room in Chichester
4.73 out of 5 average rating, 200 reviews

Maiden Cottage B&B in Whyke Lane

CarolineRating, 5 stars2 weeks ago
We had one night with JayneAnn and it was perfect for what we needed. JayneAnn was lovely and always very quick to respond.

Bed and breakfast rentals with breakfast

Top guest favourite
Private room in Lake
5 out of 5 average rating, 125 reviews

3-bedroom cottage near Stonehenge

MadisonRating, 5 stars1 month ago
We had the most beautiful stay here! Sadly we were only here for one night and didn’t stay long as we used it as a stop over but would absolutely love to come back for a mini break. The photos don’t do it justice! The rooms are gorgeous and spacious, the decor is lovely and it feels very private and secluded. Lovely hosts and easy to talk to. Will be coming again :)
Guest favourite
Private room in Marlborough
4.87 out of 5 average rating, 151 reviews

Large double room in lovely Wiltshire home.

Andrew JaneRating, 5 stars4 weeks ago
This was the perfect location for a family birthday meal at Rick Stein's restaurant on the high street. We could easily walk there and back so no need to find a car parking spot. The accommodation was very spacious with a wonderful comfy bed and pillows. It was incredibly quiet and we thoroughly enjoyed the breakfast each morning. lt was great to have a parking space on the property. We also did a beautiful countryside walk literally from the house which was an added bonus. Would thoroughly recommend and Lucinda is a great host.
Top guest favourite
Private room in St Helens
4.97 out of 5 average rating, 58 reviews

IOW Seaside Superking/twin ensuite room

IanRating, 5 stars1 week ago
Wow what a lady, accommodation is absolutely fantastic just as described but better, with a view to die for while having breakfast, I actually messed up our booking and was a night short with nowhere to stay, pip came to the rescue and managed to fit us in for another night she was a life saver (and we didn't have to sleep on the village green) thank you very much pip we will be back..
Superhost
Private room in Chichester
4.98 out of 5 average rating, 44 reviews

Room with Breakfast for Goodwood Festival of Speed

HaraldRating, 5 stars9 months ago
Victoria and Keith are wonderful hosts. Very friendly people who make you feel welcome. Everything is nice and clean, the bed is very comfortable and the breakfast was delicious. Thank you very much for your hospitality, I really enjoyed my stay. Getting into Goodwood for the revival weekend was nice and easy as well. It only took 10 to 15 minutes from the house into the Goodwood carparks.
Top guest favourite
Private room in Petworth
4.95 out of 5 average rating, 125 reviews

Twin bedroom in quiet location

Jen And JohnRating, 5 stars1 week ago
A lovely stay in a pretty and comfortable cottage with a beautiful garden. A delicious continental breakfast of fruit, cereal, muesli and yoghurt, toast and homemade marmalade and good coffee. An excellent base, quiet and countrified yet close to the town centre. It was a pleasure meeting Angela who was kind and friendly.
Guest favourite
Private room in Hampshire
4.89 out of 5 average rating, 28 reviews

Hamilton House

JoeRating, 5 stars6 days ago
Very, very nice would return back hundred percent if I’m in the area I will be stopping here if she’s available very good hostility and clean and tidy
Top guest favourite
Private room in Dorset
4.92 out of 5 average rating, 291 reviews

April Cottage B & B, Swanage

NicholasRating, 5 stars3 weeks ago
lovely place to stay, Peter and Joanna were lovely hosts and have a wonderful home!
Guest favourite
Guest house in Chichester
4.87 out of 5 average rating, 77 reviews

Oak House Barn near Chichester and Goodwood.

ArtiRating, 5 stars11 months ago
Just wanted to say how amazing Sophie has been from start to finish. We booked this one year in advance and Sophie was always on hand with any questions. Probably one of the best service we had ever. The place Sophie has is beautiful. The photos do not do this place justice. We thank you for such an amazing safe space to visit.

Bed and breakfast rentals with a patio

Top guest favourite
Place to stay in Dorset
4.96 out of 5 average rating, 85 reviews

Swanage Luxury one bedroom private studio

JohnRating, 5 stars1 week ago
Thoroughly enjoyed our stay for the Race for the Sun Jurrassic coast event. Annas place was immaculately clean and stylishly decorated. The space was just what you need for a comforatable break. Anna provided a lovely continental breakfast and we enjoyed the sun trap in the garden for eating. Would definitely recommend.
Top guest favourite
Private room in Dorset
5 out of 5 average rating, 22 reviews

KingSize, Own Bathroom, Breakfast, Close to centre

Yuk Chong SidneyRating, 5 stars1 month ago
We totally enjoyed our stay at Darren and Chi’s place. They are really a super host! Very responsive in communications, flexible in accommodating our check-in schedule, providing all useful information about Bournemouth city center as well as nearby places, and doing their best to make you feel like home! The morning breakfast prepared by Chi is sumptuous, and making our stay really unforgettable! It’s our first time visiting the Jurassic coast, and we were super lucky to find their room listing in Bournmouth where we make it as a base for our long weekend trip! For sure we would recommend their place to anyone who plan to visit Bournemouth and nearby towns and sights, and definitely we would love to come back again some time in the future!
Top guest favourite
Private room in Hordle
4.95 out of 5 average rating, 38 reviews

Ensuite double room betwixt the forest and the sea

LynnRating, 5 stars10 months ago
We had a delightful stay with Clive and Angie. They are very welcoming guests. The room with en suite was perfect for our needs, and made for an affordable weekend visiting the New Forest and Bournemouth. The room was bright and spotlessly clean, with some thoughtful touches. We also enjoyed cereals, fresh fruit, toast and preserves, fresh juice and a good pot of tea for our breakfast. Home from home! The recommendation to visit Friars Cliff on our way home was perfect. Thank you for welcoming us into your home. We would love to visit again.
Top guest favourite
Private room in Surrey
4.99 out of 5 average rating, 182 reviews

Private ensuite double bedroom in Godalming

ShaneRating, 5 stars1 week ago
This is the second time at Kristinas and won't be the last! shes the best host very welcoming and helpful, the space is perfect, homely and quiet. In a lovely location.
Top guest favourite
Private room in Hampshire
4.96 out of 5 average rating, 119 reviews

The Railway Garden Room, in the Library House

Elizabeth AnneRating, 5 stars1 week ago
Lucy was extremely hospitable & thoughtful ! The fridge in my room has crumpets inside !! Cute ! A bowl of little varied chocolates, one of fruit & cutlery , a breakfast bowl , kettle : tea , coffee , hot chocolate and more , she thought of everything , and even had some toiletries incl shampoo & conditioner.. my room has its own showroom / toilet 👍🏼 Very communicative , friendly , helpful and happy for you to enjoy her garden and home ! Will def stay again if I return ! Plus Sassy her fluffy grey cat is a bonus ! Thanks L! 🪷
Guest favourite
Private room in Lordington
5 out of 5 average rating, 11 reviews

Private en-suite room in country House Room Only

SophieRating, 5 stars12 months ago
We loved our stay at Lordington Park for my husband’s birthday weekend. Harriet and the staff were very welcoming and looked after us and our two sausage dogs. The room was beautiful and we loved the gardens, particularly as there were plenty of areas for the dogs to run around and let off some energy. We would highly recommend a visit!
Guest favourite
Private room in Hampshire
4.84 out of 5 average rating, 58 reviews

Poulner, Ringwood, Lakes Forest

MarlonRating, 5 stars5 days ago
Perfect location nested in a nice village with amazing pubs and close to the beaches Brian was friendly, responsive and very easy to deal with.
Top guest favourite
Private room in Portsmouth
4.97 out of 5 average rating, 34 reviews

Welcoming 1 bed stay with wood burner.

CarolineRating, 5 stars3 weeks ago
Simon is a great host - very helpful, friendly and good company. His house is lovely, and we had a very comfortable and peaceful stay there before catching the ferry the next day. Thank you very much Simon!

Quick stats about bed and breakfast rentals in City of Winchester

  • Total rentals

    30 properties

  • Nightly prices starting at

    $26 SGD before taxes and fees

  • Total number of reviews

    590 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

Destinations to explore