Bed and breakfast vacation rentals in City of Winchester

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Popular amenities for City of Winchester bed and breakfast rentals

Family-friendly bed and breakfast rentals

Tiny home in Salisbury
4.64 out of 5 average rating, 165 reviews

Salisbury Cathedral Close Log Cabin ens

JoRating, 5 stars2 weeks ago
Lovely host and very accommodating. Ideal location and very peaceful. Comfortable bed.
Top guest favorite
Farm stay in Isle of Wight
5 out of 5 average rating, 28 reviews

Spacious Farmhouse for relaxing holidays. Cowes

AndrewRating, 5 stars3 days ago
A lovely homely feel about this house. Close to town yet felt like we were out in the countryside. A relaxing surroundings for a few days of catching up with family. Sophie provided good information, easy access and helpful tips for enjoying Cowes.
Top guest favorite
Private room in Chawton
4.98 out of 5 average rating, 204 reviews

The Garden House in Jane Austen’s village Chawton

GrahamRating, 5 stars2 weeks ago
Just stayed the one night as we were having a family evening on the local Watercress Line steam train but wished we could have stayed longer. Beautiful house and gardens and very helpful and responsive owners who went out of their way to help us out. Superb cooked breakfast in the morning.
Superhost
Private room in Hungerford Newtown
4.83 out of 5 average rating, 69 reviews

The Tally Ho - an English Country Pub - The Sett

LouiseRating, 5 stars8 months ago
Perfect accommodation + perfect host = happy customers! This was the perfect pit stop for our journey to LEGOLAND. The room was the perfect size for 2 adults, 2 children and a baby. Breakfast was in the room and ample for all of us to set us up for our busy day. Host was extremely responsive throughout. It was a shame The Tally Ho pub is closed on a Monday (understandable reasons for why they don’t open) as food and a cold beverage downstairs would have been perfect. Note: if finding food in Hungerford please avoid The Bear pub. Lots of other lovely looking eateries in the lovely town.
Guest favorite
Private room in Halnaker
4.96 out of 5 average rating, 190 reviews

Cosy flint cottage near Goodwood

MercedesRating, 5 stars7 months ago
Chris is an amazing host. We have been several times at his cottage and he has become a friend. Chris is so engaging, very attentive and a fab host. His house is a real gem in Sussex.
Top guest favorite
Private room in Chichester
4.92 out of 5 average rating, 273 reviews

Goodwood Double with En-suite in Chichester

AnneRating, 5 stars4 months ago
Janet was friendly, welcoming and interesting to talk to. I met Andrew briefly at breakfast and he was friendly and nice to talk to also. The room and en suite bathroom were comfortable. The continental breakfast was a nice touch and appreciated. Good to have a dedicated workspace and off road parking as well. There is no view over the Goodwood motor racing circuit or racecourse from the room but Janet said there is from somewhere not very far from the house. There is a bit of a view from the window of the downs beyond the housing. The place was clean and attractive and a good place to spend the night. I'd be happy to stay there again.
Top guest favorite
Private room in Westergate, Chichester
4.75 out of 5 average rating, 222 reviews

Sunny twin/double room near Downs

FionaRating, 5 stars6 days ago
Francis and Margaret were excellent hosts, very personable, with the accommodation as described. I'd definitely recommend and be a returning guest.
Guest favorite
Private room in Chichester
4.72 out of 5 average rating, 195 reviews

Maiden Cottage B&B in Whyke Lane

LuRating, 5 stars6 months ago
I had a wonderful stay at JayneAnn's place. The home is marvellously clean, and I was especially impressed with the spotless bathroom! JayneAnn is a fantastic host who is always quick to reply to messages and provided me with excellent recommendations for local tourist sites and a great restaurant. During my stay, her grandson and a few young children were around, but they were all incredibly polite and respectful—they even helped me carry my suitcase up the narrow and steep stairs, which was much appreciated! I bought some clothes that needed washing, and I asked her before touching the washing machine. She kindly explained that the washing machine was only for long-term tenants, but she allowed me to wash my clothes with hers to make a full load. As mentioned in her profile, this is her home, so you must respect her house rules. This isn’t a hotel; it’s an opportunity to live in someone’s home, so communication is key if you’re unsure about anything.

Bed and breakfast rentals with breakfast

Guest favorite
Private room in Parkstone
4.85 out of 5 average rating, 176 reviews

Lovely double room in Lilliput/Sandbanks

JulieRating, 5 stars5 months ago
Louis is a top class host , he provides a comfortable , spotlessly clean and efficient place to stay. We liked the fact that we got clear instructions to access the house / room and effective help when we needed it. Thank you again ! Also great street parking - would highly recommend Louis’s place if your staying in Sandbanks.
Guest favorite
Private room in Marlborough
4.87 out of 5 average rating, 150 reviews

Large double room in lovely Wiltshire home.

TeganRating, 5 stars5 months ago
I loved my time with Lucinda and Juno the dog. The room was perfect, with my own door from the outside, en-suite bathroom and the most comfortable bed ever. The breakfasts were delicious and it's walking/biking distance to Marlborough town centre and Savernake Forest, which I was able to explore (and loved). Would definitely recommend that people stay here!
Top guest favorite
Private room in Freefolk
4.97 out of 5 average rating, 140 reviews

Freefolk Home with a view

JessicaRating, 5 stars6 months ago
We booked to stay with Lesley as we had a booking at the Bombay Sapphire Distillery, which is a short walk from the house. The room was spotless and had lots of nice touches such as a selection of tea bags, shortbread biscuits aswell as shower gel and shampoo in the bathroom Lesley made us a lovely continental breakfast with beautiful warm pastries and was a fantastic host. Communication was also great beforehand. There are lovely walks in the surrounding countryside and a great pub in the village. We really enjoyed our stay and would highly recommend to others Thank you again Lesley!
Top guest favorite
Private room in Central
4.97 out of 5 average rating, 316 reviews

Homely, Comfortable & Central inc’ light breakfast

CorinaRating, 5 stars6 months ago
Very nice room. I felt right at home. The house was very clean and cosy. Martin is very nice and helpful. I enjoyed the 6 weeks with him!
Superhost
Private room in Chichester
4.98 out of 5 average rating, 44 reviews

Room with Breakfast for Goodwood Members Weekend

HaraldRating, 5 stars7 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.
Guest favorite
Private room in Hampshire
4.92 out of 5 average rating, 26 reviews

Hamilton House

MeganRating, 5 stars9 months ago
A perfect place for a peaceful and very comfortable stay. Donna and her husband are very welcoming. Great communication and location :)
Guest favorite
Guesthouse in Chichester
4.87 out of 5 average rating, 77 reviews

Oak House Barn near Chichester and Goodwood.

ArtiRating, 5 stars9 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.
Superhost
Private room in Isle of Wight
5 out of 5 average rating, 3 reviews

Double or Twin Ensuite with Shower at 24 Ward Aven

CharlieRating, 5 stars7 months ago
Had a lovely stay. Melissa and Jonathon were very welcoming, the room and shower room were up a little staircase so it felt private and that we weren't disturbing others. Jonathon gave us an excellent recommendation for food in town and showed us the way through the beautiful groto that is their garden all lit with fairy lights. The cooked breakfast the next morning was delicious and set us up for our Coastal Path walk perfectly.

Bed and breakfast rentals with a patio

Top guest favorite
Place to stay in Dorset
4.96 out of 5 average rating, 79 reviews

Swanage Luxury one bedroom private studio

ChloeRating, 5 stars1 week ago
Myself and my fiancé stayed at Anna’s for a short getaway and we would thoroughly recommend this Airbnb and host to anyone! Anna was so friendly and welcoming and her breakfast was delicious! The location was ideal and could not be faulted. The room itself was immaculate and had everything we needed. Thank you so much Anna.
Top guest favorite
Private room in Dorset
5 out of 5 average rating, 21 reviews

KingSize, Own Bathroom, Breakfast, Close to centre

BrettRating, 5 stars6 months ago
Darren and Chi made us feel so welcomed in their home. Breakfast was delicious and they were extremely flexible and accommodating. Their home is ideally located adjacent to a stairway leading into Bournemouth Upper Gardens and about a 16 min jog to Bournemouth main pier/beachfront. Perfect if you're looking for a weekend away on the coast!
Top guest favorite
Private room in Hordle
4.95 out of 5 average rating, 38 reviews

Ensuite double room betwixt the forest and the sea

LynnRating, 5 stars8 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 favorite
Private room in Surrey
5 out of 5 average rating, 165 reviews

Private ensuite double bedroom in Godalming

GabrielRating, 5 stars1 day ago
A great, peaceful place to stay at, situated by the river with beautiful surroundings and sounds of nature at your window. Kristina is a friendly person and hospitable. Her house is very welcoming.
Top guest favorite
Private room in Hampshire
4.96 out of 5 average rating, 115 reviews

The Railway Garden Room, in the Library House

JanetRating, 5 stars1 week ago
Lucy’s home is delightful. And the room was fantastic. Roomy, beyond generous amenities such as tea and toaster and more, clean, easy to get to and close to the active town of Petersfield. All in all one of the top Airbnb stays I’ve experienced. I want to return home and make shifts to my Airbnb room based on what I’ve experienced w Lucy.
Guest favorite
Private room in Lordington
5 out of 5 average rating, 11 reviews

Private en-suite room in country House Room Only

SophieRating, 5 stars9 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 favorite
Private room in Hampshire
4.86 out of 5 average rating, 51 reviews

Poulner, Ringwood, Lakes Forest

RachelRating, 5 stars5 days ago
Brian was extremely helpful and friendly! We’ve had to change our check in time a couple of times due to our changing plans and Brian was very accommodating to that! He also had the heating on for us which was a plus! Highly recommend this place!
Top guest favorite
Private room in Reading
5 out of 5 average rating, 18 reviews

Small Single BR NFLX/Workspace beside IKEA Reading

TomRating, 5 stars1 month ago
A perfect place to spend the night - comfortable and clean. Rodolph and Nalini are a lovely welcoming couple and made me feel right at home. I will be back!

Quick stats about bed and breakfast rentals in City of Winchester

  • Total rentals

    30 properties

  • Nightly prices starting at

    $20 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

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