
Bed and breakfast vacation rentals in City of Winchester
Find and book unique bed and breakfast rentals on Airbnb
Top-rated bed and breakfast rentals in City of Winchester
Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for City of Winchester bed and breakfast rentals
Family-friendly bed and breakfast rentals

Rectory w/ Stunning Views (Room 2)
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!

Secret Getaway "Home from Home", West Wittering
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.

Beautiful home for 1-7 guests cooked breakfast inc
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.

The Garden House in Jane Austen’s village Chawton
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!

Goodwood Double with En-suite in Chichester
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.

Cosy flint cottage near Goodwood
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.

Sunny twin/double room near Downs
Francis and Margaret were excellent hosts, very personable, with the accommodation as described. I'd definitely recommend and be a returning guest.

Maiden Cottage B&B in Whyke Lane
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

IOW Seaside Superking/twin ensuite room
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

TOWNSEND FARMHOUSE THE RIDGEWAY Thameside Village
I had a great stay with Karen who was friendly and helpful. A beautiful property and gardens.

Twin bedroom in quiet location
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.

Hamilton House
A perfect place for a peaceful and very comfortable stay. Donna and her husband are very welcoming. Great communication and location :)

Apple Tree Cottage
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. ☺️❤️

April Cottage B & B, Swanage
lovely place to stay, Peter and Joanna were lovely hosts and have a wonderful home!

A beautiful twin bedroom in tranquil setting.
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

Double Ensuite at 24 Ward Avenue
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

Swanage Luxury one bedroom private studio
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.

KingSize, Own Bathroom, Breakfast, Close to centre
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!

Ensuite double room betwixt the forest and the sea
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.

Private ensuite double bedroom in Godalming
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.

The Railway Garden Room, in the Library House
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! 🪷

Poulner, Ringwood, Lakes Forest
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.

Small Single BR NFLX/Workspace beside IKEA Reading
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!

Welcoming 1 bed stay with wood burner.
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
Destinations to explore
- River Thames Vacation rentals
- Oxford Vacation rentals
- South London Vacation rentals
- Royal Borough of Kensington and Chelsea Vacation rentals
- Cotswolds Vacation rentals
- Cotswold District Vacation rentals
- City of Westminster Vacation rentals
- London Vacation rentals
- Central London Vacation rentals
- London Borough of Camden Vacation rentals
- Inner London Vacation rentals
- City of London Vacation rentals
- Rentals with a washer and dryer City of Winchester
- Kid-friendly rentals City of Winchester
- Smoking-friendly rentals City of Winchester
- Fitness-friendly rentals City of Winchester
- Rentals with outdoor seating City of Winchester
- Family-friendly rentals City of Winchester
- Rentals with lake access City of Winchester
- Rentals with a fireplace City of Winchester
- House rentals City of Winchester
- Serviced apartment rentals City of Winchester
- Rentals with a hot tub City of Winchester
- Private suite rentals City of Winchester
- Townhouse rentals City of Winchester
- Rentals with breakfast City of Winchester
- Guesthouse rentals City of Winchester
- Rentals with an EV charger City of Winchester
- Cottage rentals City of Winchester
- Rentals with pools City of Winchester
- Bungalow rentals City of Winchester
- Apartment rentals City of Winchester
- Pet-friendly rentals City of Winchester
- Rentals with a fire pit City of Winchester
- Condo rentals City of Winchester
- Rentals with a patio City of Winchester
- Waterfront rentals City of Winchester
- Rentals with beach access City of Winchester
- Barn rentals City of Winchester
- Tiny house rentals City of Winchester
- Cabin rentals City of Winchester
- Shepherds hut rentals City of Winchester
- Bed and breakfasts Hampshire
- Bed and breakfasts England
- Bed and breakfasts United Kingdom
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- New Forest national park
- Bournemouth Beach
- Kimmeridge Bay
- Paultons Park Home of Peppa Pig World
- Oxford University
- Boscombe Beach
- Goodwood Motor Circuit
- Stonehenge
- Windsor Castle
- Hampton Court Palace
- Southbourne Beach
- Twickenham Stadium
- Chessington World of Adventures Resort
- West Wittering Beach
- Thorpe Park Resort
- Arundel Castle
- Highclere Castle
- RHS Garden Wisley
- Goodwood Racecourse
- Winchester Cathedral
- The Tank Museum
- Marwell Zoo
- Worthing Pier
- Highcliffe Beach
- Things to do City of Winchester
- Art and culture City of Winchester
- Nature and outdoors City of Winchester
- Things to do Hampshire
- Art and culture Hampshire
- Things to do England
- Tours England
- Wellness England
- Sightseeing England
- Sports activities England
- Entertainment England
- Food and drink England
- Nature and outdoors England
- Art and culture England
- Things to do United Kingdom
- Food and drink United Kingdom
- Entertainment United Kingdom
- Nature and outdoors United Kingdom
- Sightseeing United Kingdom
- Tours United Kingdom
- Sports activities United Kingdom
- Art and culture United Kingdom
- Wellness United Kingdom