
Cottage holiday rentals in Winchester
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Winchester
Guests agree: These cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winchester cottage rentals
Cottage rentals with a hot tub

Cosy little country cottage with luxury hot tub
had such a lovely stay at the little cottage. great spot to just relax and be in a secluded little sun trap away from any hustle and bustle. hot tub was perfection, garden is just perfect to sit and read our books and have some drinks, kitchen was easy to use and got the job done for cooking, shower was nice and hot and good pressure (sounds silly but i think the shower is always worth a mention!) bed was so comfy, best we’ve slept in weeks! really appreciate the sky box being included, great value for money here. big thanks to Lorraine!

Holiday cottage With hot tub
Jenna was so friendly and always on hand if needed. The annex was beautiful. The bed was really comfy and we took advantage of the hot tub which was so relaxing. I had some family visit and they thought it was beautiful and will stay when they come down to visit again. Had some lovely meals in the village pub

The Old Piggery, East Boldre, New Forest
This was our second stay at The Old Piggery, and again we absolutely loved it. It’s such a beautiful location. Grant is really helpful.

Luxury New Forest Cottage, with hot tub & log fire
Wonderful little cottage, where get to see horses and donkeys everyday. We loved staying here and are already looking to book again in the autumn. Joyce & David are lovely and we’re happy to show us around the farm and tell us all about the animal, thank you so much.

Wisteria Lodge, a self-contained unit with spa
This was our second time staying and we loved it as much as the first time. The place is so peaceful and cosy. Jane was very responsive and helpful. Looking forward to booking another stay in the future!

Chic country cottage, hot tub & wood burning stove
Had a good stay and used the location as a base to explore the North Wessex Downs. The house itself was as described and the kids enjoyed the hot tub. Large garden for kids to run around in.

Detached and romantic cottage with hot tub.
Had a wonderful two days at The Bothy. Such a beautiful spot and the cottage I think looks even better in real life - and it looks pretty wonderful in the photos! We felt right at home straight away- Chrissy had left some welcome staples which was appreciated and there is everything you need for a truly lovely stay. We made use of the hot tub which was fab and it’s in a very peaceful but convenient location to explore the New Forest. Come - we hope to go back soon.

Luxury rural thatched cottage with cedar hot tub.
We had a wonderful stay at this beautiful house, cozy yet spacious and with an amazing garden. It was the perfect spot to celebrate a birthday, enjoy the sunshine, relax in the hot tub, and gather around the firepit and BBQ. Keith and Jean were very welcoming and kindly showed us around, even though we arrived late. A fantastic place, we highly recommend it!
Pet-friendly cottage rentals

Duck Cottage self catering cottage
We had a lovely time. Love the location. Perfect for walkers. Inside was light and airy. Bed was very comfortable. The animals were happy and friendly and the area has lots of wildlife. We enjoyed going for walks and visiting Hungerfords Elaine's for lunch. Look forward to visiting again.

Thatched cottage, Wherwell, Test Valley Hampshire
We had a wonderful relaxing time, lovely local walks and some great pubs nearby.

Honeysuckle Cottage - East Meon
Honeysuckle Cottage is on the main road through East Meon but once inside it is quiet. All the furnishing and equipment are good quality and although the cottage is small, there is plenty of storage and it has everyone needed for a relaxing weekend. As others have said the second bedroom is very small but our son and his girlfriend slept comfortably and had enough space for their clothes. The garden is secure, so perfect for our dog. It’s also a sun trap so we were able to enjoy relaxing outside even though it wasn’t particularly hot weather. There are many excellent walks on the doorstep with stunning views. We were able to eat at The George on a couple of evenings and didn’t use our cars all weekend, which was just perfect. We did not park our cars on the main road but there’re plenty of places to park in the village, including the car park.

Forest’s Edge - Ashurst
Place was exactly as described. Perfect location for exploring the New Forest for a couple of days, whilst the very large garden allowed us to chill in the evenings. Very detailed instructions made finding the place and check in easy.

Self contained, rural cottage, 2 double bedrooms
We stayed at The Twig whilst visiting family in the area and it was absolutely perfect for our needs. The cottage was spacious, clean and the animals were an added bonus especially for our 3 year old daughter. We will definitely be back when next visiting the area, thank you!

Beautiful Cottage in New Forest, Romantic Getaway
A perfect stay in the New Forest. Beautiful clean homely cottage, Dog friendly, good communication with hosts and perfect area. Lemon drizzle cake and fresh local milk was left out for our arrival which we thought was a lovely gesture.

The Old Stables
Gorgeous place to come and stay and fully relax..The property was a fantastic find, extremely peaceful and beautiful views, we enjoyed looking at the horses and having a wander around grounds. The property was close to the town centre, where we went to the escape rooms great fun. we will definitely be back again..Ruth was a brilliant host thank you x

Homely Country Cottage -South Downs national park
Very pretty little cottage located in quiet and secluded surroundings that came well equipped with everything you would need for a stay home from home. There's a great, dog friendly, pub just a short walk along the lane serving food plus the main town of Petersfield was just a few minutes drive away. There's also a wealth of interesting places to visit in the surrounding areas and towns. Check in and check out was super easy and Selina is a great host, with good communication. Also loved the little welcome pack of wine, biscuits and milk so could make a cup of tea on arrival.
Private cottage rentals

New Forest retreat "The Bothy"- Near Paultons park
Allie's place was a hit with the entire family. Our 2 year old tremendously enjoyed running in the garden and playing with the old tractor that stood there. Allie gave us great pub recommendations nearby her property. The beds were very comfortable and the kitchen fully kitted out for cooking. You need to follow Allie's exact GPS instructions on how to drive to her property (which is not what we have done) because network connection gets suddenly very poor in the vicinity of the property, so you can't rely on your phone anymore at that point. There is a good wifi connection once you arrive at the property.

The Old School House, Ascot, Berkshire
Sean & Caroline were the perfect hosts and the cottage is perfect. It’s larger enough to spread out, cosy enough to feel relaxed and super quiet to rest. I’m so glad I booked it and would love to return.

Period cottage, cosy sittingroom individual host
Lovely old cottage in a beautiful village. The bed is one of the comfiest I've been in. Everything you could need for a short stay. Gilly and her husband very friendly hosts.

Delightful cottage in idyllic New Forest setting
We thoroughly enjoyed our short stay at Mallards Cottage and will definitely return for a longer stay. The cottage was comfortable and well equipped with nice touches such as fresh flowers and a selection of basic provisions in the fridge. We found it very homely with lovely views across the large lawn. The host family were very welcoming and friendly especially with local information and places to eat. We would thoroughly recommend Mallards Cottage to anyone.

Lower Mews - Beautiful setting near Salisbury
This was the most perfect Airbnb we have ever stayed in. The location is beautiful and extremely peaceful. The house was absolutely spotless and so many little details had been thought about and provided, where they are so often missed in many other places. Could not have been more perfect And we hope to come back another day soon.

Highcliff Cottage - Clifftop Paradise
Such a lovely place to stay and everything is very well kept in the home. My one and only comment would have to be that whilst trees are beautiful things its such a shame you can't see the views at this time of year very well. It's such a stunning home and location that the glorious views would be wonderful with a few less trees surrounding the building.

Idyllic cottage in the New Forest
We had a lovely stay at Ana’s house. It had everything we needed to stay in and relax, and some great pubs nearby to eat out too. It was more spacious than the pictures suggest, with a great living area which looked out over a grassy field, trees and river. We managed some very British wildlife sightings too from the comfort of the living room with visits from red kites, deer and a young hare! Ana went above and beyond as a host welcoming us on arrival with a fresh loaf of home baked sourdough bread. It was a perfect stay!

Romantic Little House (- 15% for 2+ nights)
We absolutely recommend this listing! We would gladly stay here again in the future. The property is exactly as described and very comfortable. The garden area is beautiful and the entire property is very well maintained. The location is great with several restaurants within walking distance. They also have a folder in the room with restaurant recommendations, routes for countryside walks, and other useful information. Tea and coffee can be made in the room and water and snacks were provided. Excellent condition at an incredibly affordable rate.
Quick stats about cottage rentals in Winchester
Total rentals
10 properties
Nightly prices starting at
$263 AUD before taxes and fees
Total number of reviews
510 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
10 properties include access to Wi-Fi
Destinations to explore
- River Thames Holiday rentals
- Oxford Holiday rentals
- South London Holiday rentals
- Cotswolds Holiday rentals
- Cotswold District Holiday rentals
- Royal Borough of Kensington and Chelsea Holiday rentals
- City of Westminster Holiday rentals
- London Holiday rentals
- Central London Holiday rentals
- London Borough of Camden Holiday rentals
- Inner London Holiday rentals
- City of London Holiday rentals
- Rentals with a washing machine and dryer Winchester
- Cabin rentals Winchester
- Villa rentals Winchester
- Condo rentals Winchester
- House rentals Winchester
- Townhouse rentals Winchester
- Pet-friendly rentals Winchester
- Apartment rentals Winchester
- Rentals with a patio Winchester
- Family-friendly rentals Winchester
- Kid-friendly rentals Winchester
- Rentals with breakfast Winchester
- Rentals with a fireplace Winchester
- Rentals with outdoor seating Winchester
- Cottage rentals Hampshire
- Cottage rentals England
- Cottage rentals 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
- Lower Mill Estate
- 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