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

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!
Guest favorite
Private room in West Wittering
4.85 out of 5 average rating, 27 reviews

Secret Getaway "Home from Home", West Wittering

FeliciaRating, 5 stars1 week ago
We had the loveliest little getaway, everything was perfect from start to finish. The place was clean and cosy, and the hot tub was such a treat, especially with the peaceful setting. Thank you for being such a great host and making everything so smooth and stress-free. We left feeling relaxed and recharged. I would absolutely recommend it to anyone looking for a romantic break or a peaceful escape.
Top guest favorite
Private room in Alfold
4.96 out of 5 average rating, 271 reviews

Beautiful home for 1-7 guests cooked breakfast inc

SusieRating, 5 stars2 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 favorite
Private room in Chawton
4.98 out of 5 average rating, 214 reviews

The Garden House in Jane Austen’s village Chawton

VirginiaRating, 5 stars4 days ago
This stay was really outstanding for the beautiful English garden, so well maintained, so peaceful. Kate and Mark are friendly, welcoming and super helpful. Their historical home has been well maintained and updated. Very cozy and comfortable. For Jane Austen fans, the location cannot be better, one really walks in her footsteps. Highly recommended!
Top guest favorite
Private room in Chichester
4.92 out of 5 average rating, 280 reviews

Goodwood Double with En-suite in Chichester

ChristineRating, 5 stars1 week ago
We had a very good stay with Andrew and Janet, who are both great hosts. The room was spacious and comfortable with a lovely en-suite. We particularly noticed how quiet the area was. We also enjoyed chatting over breakfast.
Guest favorite
Private room in Halnaker
4.96 out of 5 average rating, 191 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 favorite
Private room in Westergate, Chichester
4.75 out of 5 average rating, 223 reviews

Sunny twin/double room near Downs

FionaRating, 5 stars2 months 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
4.73 out of 5 average rating, 200 reviews

Maiden Cottage B&B in Whyke Lane

CarolineRating, 5 stars1 week 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 favorite
Private room in St Helens
4.98 out of 5 average rating, 55 reviews

IOW Seaside Superking/twin ensuite room

NancyRating, 5 stars3 weeks ago
Absolutely perfect stay at this Airbnb! Such a lovely, clean and comfy room with everything you could need! Pip went above and beyond for us during our stay. Lots of lovely walks and yummy lunches in The Vine, we had such a great time! Was so nice to see Pip and Jonathan and will definitely be back again soon
Superhost
Private room in Streatley
4.97 out of 5 average rating, 74 reviews

TOWNSEND FARMHOUSE THE RIDGEWAY Thameside Village

SallyRating, 5 stars10 months ago
I had a great stay with Karen who was friendly and helpful. A beautiful property and gardens.
Top guest favorite
Private room in Petworth
4.95 out of 5 average rating, 125 reviews

Twin bedroom in quiet location

Jen And JohnRating, 5 starstoday
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 favorite
Private room in Hampshire
4.92 out of 5 average rating, 26 reviews

Hamilton House

MeganRating, 5 stars11 months ago
A perfect place for a peaceful and very comfortable stay. Donna and her husband are very welcoming. Great communication and location :)
Top guest favorite
Private room in Nutbourne
4.98 out of 5 average rating, 161 reviews

Apple Tree Cottage

KatelynRating, 5 stars2 months ago
Thank you so much Angie and Jon. We had the best weekend. Hot tub was amazing along with bbq and fire pit and there was nothing you wouldn’t do for us honestly, you were both so kind with every thing you done for us the last 2 nights, so unexpected but amazing! And those croissants were sooo good, nice and hot mmm lovely to wake you to! Will come back again soon. Hope you had a lovely Mother’s Day Angie. ☺️❤️
Top guest favorite
Private room in Dorset
4.92 out of 5 average rating, 291 reviews

April Cottage B & B, Swanage

NicholasRating, 5 stars2 weeks ago
lovely place to stay, Peter and Joanna were lovely hosts and have a wonderful home!
Top guest favorite
Private room in East Lavant
5 out of 5 average rating, 33 reviews

A beautiful twin bedroom in tranquil setting.

RachelRating, 5 stars1 month ago
This Airbnb was the best Airbnb I have ever stayed in. Vivien was the perfect host! We were here for Goodwoof, and Vivien even gave us a lift there! Room was beautiful and the estate is breathtaking. Vivien cooked us an amazing English breakfast. If I am ever in the area again, this is my first choice
Superhost
Private room in Isle of Wight
4.88 out of 5 average rating, 8 reviews

Double Ensuite at 24 Ward Avenue

LachlanRating, 5 stars1 month ago
Had an amazing stay with Melissa. They were not able to greet us, so we were upgraded to the chalet in the garden which was a beautiful wooden cabin in a lush, private garden. Very clean, great breakfast, and easy walk into town from the bottom of the garden. Would recommend!

Bed and breakfast rentals with a patio

Top guest favorite
Place to stay in Dorset
4.96 out of 5 average rating, 84 reviews

Swanage Luxury one bedroom private studio

JamesRating, 5 stars1 week ago
I had a great stay. The accommodation was spotless and very comfortable. Anna was a very good host. I had regular communication before my arrival as I had quite a complicated journey, but she was flexible with my arrival time and made sure everything was ready when I finally did arrive. Continental breakfast was delivered to the door of the accommodation and it was very well received. Thank you, Anna.
Top guest favorite
Private room in Dorset
5 out of 5 average rating, 22 reviews

KingSize, Own Bathroom, Breakfast, Close to centre

Yuk Chong SidneyRating, 5 stars3 weeks 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 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 stars9 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
4.99 out of 5 average rating, 182 reviews

Private ensuite double bedroom in Godalming

ShaneRating, 5 stars3 days 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 favorite
Private room in Hampshire
4.96 out of 5 average rating, 119 reviews

The Railway Garden Room, in the Library House

Elizabeth AnneRating, 5 stars4 days 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 favorite
Private room in Hampshire
4.87 out of 5 average rating, 54 reviews

Poulner, Ringwood, Lakes Forest

OllieRating, 5 stars1 month ago
My second time staying with Brian and hopefully not my last! Rooms are clean and tidy, with everything you need. Brian also provided breakfast and tea/coffee, which was very welcome.
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 stars3 months 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!
Top guest favorite
Private room in Portsmouth
4.97 out of 5 average rating, 34 reviews

Welcoming 1 bed stay with wood burner.

CarolineRating, 5 stars2 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

    G$4,184 GYD 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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