
Cottage holiday rentals in City of Winchester
Find and book unique cottages on Airbnb
Top-rated cottage rentals in City of 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 City of Winchester cottage rentals
Cottage rentals with a hot tub

Cosy little country cottage with luxury hot tub
Had a brilliant stay for my partners 30th birthday! The cottage was really cute and cosy and the hot tub was brilliant too. Really comfortable bed and a 20 minute walk away from 'The Shears Inn' pub which is great for a drink and we also had a lovely dinner here. Lorraine (the host) was very responsive via messages and was prepared to go the extra mile for us at all times.

‘Stag Cottage’ New Forest Romantic Hideaway
We couldn't have wished for a nicer stay in the New Forest! The cottage is equipped everything you need, is located in beautiful surroundings with ample cycling routes nearby, and has a hot tub as an added bonus. Cindy and Lina are super accommodating and attentive hosts. We will most definitely be returning!

Wisteria Lodge, a self-contained unit with spa
Had a great time at the Wisteria Lodge - very clean, hosts were very friendly and was perfect for a quiet getaway from the city. Would recommend!

Luxury New Forest Cottage, with hot tub & log fire
We had a fab stay, thank you! Hot tub first thing in the morning next to a field of donkeys and ponies catching the morning light - what more could you want?? We had a lovely, relaxing stay here. Family of 4. Kids aged 7 & 9. The outdoor sandpit & play equipment would be more suited to younger kiddies but our two still enjoyed them & they were just happy with the jacuzzi really. The owners were very welcoming and informative. Gave some good recommendations… Esme’s tea rooms in Brockenhurst was one of them. Yum! Best scotch eggs and cake selection ever! Would have given 5 stars, but the decor could do with a little refresh & kitchen equipment was a bit of a mish mash. Bring your own salt and pepper, sugar and tea, too. Hand soap and washing up liquid was provided.

Cottage with Covered Hot Tub Godshill New Forest
A perfect find for a relaxing weekend with friends. This place was spotless, peaceful, spacious, filled with everything you could possibly need, and in a perfect location. We really appreciated the instructions written throughout the house, it meant there was no room for confusion and we didn't have a reason to message the host all weekend as they'd covered everything. We will absolutely be coming back.

Cottage in beautiful Hampshire village
Lovely weekend with friends. Beautiful location and the hosts were happy to provide suggestions on where to go etc and were very responsive. The croissants, jams, coffees etc were a lovely addition to our first morning!!🌞 Sue and Robert were also flexible with us leaving the car in the space after check out for a bit so we could go for a walk and make the most of the weather!

Detached and romantic cottage with hot tub.
Such a beautiful hideaway on the edge of the New Forest. Chrissy was a perfect host with communication from booking my stay, and during, to make sure I was happy and letting me know she was there if I needed her. I will definitely be booking this idyllic cottage again, next time for longer as I didn't want to leave. Thank you so much Chrissy.

Luxury rural thatched cottage with cedar hot tub.
We had a very lovely stay at the cottage. It was exactly what we wanted. The cottage is absolutely beautiful in a gorgeous setting. It was so peaceful and relaxing. There is so much wildlife around which was beautiful to see. There is plenty of room and the hot tub was amazing. Keith is an amazing host and nothing is too much trouble, he was very friendly and helpful. We will definitely be recommending this place and would stay again.
Pet-friendly cottage rentals

Self contained Cottage near the beach and Goodwood
great, secluded converted cottage down a quiet lane. Everything you need and well stocked. We had a great time here, near several lively beaches and family. Would recommend! We had a great stay :)

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.

Lavender Cottage, Bosham
Wonderful, homely cottage. Situated perfectly on the edge of Bosham. A great place to enjoy and explore West Sussex.

Manor Farm Cottage
We had such a wonderful stay, so much so we didn’t want to leave. Hilary was such a welcoming host and the cottage was so beautiful. Our whole family loved the cottage and we definitely want to come back. There’s so much to do in the area too. There’s lots of toys at the cottage for kids, including bath toys and a really cute outdoor kids dining table. Once the kids were in bed it was also so lovely and cosy for the adults. The pianos were also a great touch, we loved playing them and teaching the kids how to play. We would recommend the stay to everyone.

Gardeners cottage-pet friendly,New forest bolthole
Firstly thank you Paul & Sarah for your directions. If you put the cottage post code in to your sat nav it will have you carrying out a U turn on the A31 so please note the directions given. The cottage is in a lovely location and was cosy, well furnished, well equipped and clean. The garden was lovely and great for our dogs but small dogs can squeeze through gaps in the fence (Paul is aware and is planning to block off any escape routes). There were fresh tulips and shortbread to greet us, which was a lovely touch, as well as lovely toiletries. Paul & Sarah were responsive to any queries or needs we had. There are lovely walks through the forest right on your doorstep. There is an outdoor hose for washing muddy footwear and paws. There are outside lights but the torch inside the cottage came in handy. We would happily recommend the cottage for a relaxing break.

Self contained, rural cottage, 2 double bedrooms
What a great setting for an escape to the country! I already miss waking up with the chickens and pigs to greet me every day. I also saw more wild animals and birds in my walks around here in a week, than I have in years in London. Auriol is a great host, relaxed, knowledgeable and friendly, and the property is exactly as described and shown here. Tips for other travelers: If you’re a light sleeper bring an eye mask and earplugs as it does get sunny in the main bedroom. Looking forward to returning here!

Cosy Stable Cottage in the heart of the Island
The cottage was comfortable and nicely furnished. We loved the rural location which was also in reach of all the attractions the Island has to offer. The bathroom is within the bedroom which wouldn't suit everyone, but fine for us. We would recommend for a peaceful break.

Brushwood Cottage; walking, beaches & Corfe Castle
We had a lovely stay at Brushwood Cottage! The moment we arrived, we were in awe of the character and history that this cottage holds. The location is perfect for anyone wanting a quiet getaway with easy access to local attractions. The surrounding countryside is stunning, and we enjoyed exploring the nearby walking trails. The cottage had everything we needed for a relaxing stay. The garden was also a perfect spot for morning coffee and great for our 2 dogs. It’s clear that a lot of care and attention has gone into preserving the cottage’s historic charm while making it a comfortable and convenient place to stay.
Private cottage rentals

Harbour Cottage Your Romantic Getaway in Cowes
Me and my girlfriend loved our stay at Harbour Cottage in Cowes. The living room and kitchen were spotless, and the bed was super comfortable. Easy walking distance from the centre of Cowes and everything we needed for our stay. Host was helpful and always on hand if we needed anything. A lovely stay and would recommend! Abby Barletta

Delightful 2 bed/bathroom cottage, rural location
Sociana is a beautiful soul, we are very blessed to have met her and privileged to stay on her property. This is truly an amazing place with a secret history. But you just have to stay there and let Sociana tell you about tgat. Super highly recommended.❤️

Fern Lodge at Oakwood West Holidays
Lovely place to relax and unwind Great facilities and very welcoming Many thanks for a lovely stay Best regards, Brendan

The Cowman's Cottage - Hazelhurst Farm
We really enjoyed our time in Sway and would recommend this as a great apartment and location to stay in. Communication before, during and after our stay was great, with the hosts answering any questions that we had. The accommodation was spotless throughout and was really well furnished. We would highly recommend for anyone looking to visit the area.

2 Bedroom Luxury Cottage (Secure & Quiet)
We had a lovely stay. If we could stay longer we would. Everything is available in the cottage for a pleasant stay. Full fridge, good kitchen if you wish to cook a meal, coffeemachine easy to use with enough nespresso cups in the cupboard. Beds are comfy with good quality bedding and sheets. Rachel is a kind loving person who likes to help you when needed. Pubs, small supermarket, restaurants on walking distance. But more towns around like Egham, Virginia Water, Staines, Sunningdale. Walking into Windsor great park and enjoying the view on the long walk towards Windsor Castle. We had a really nice stay and will return when visiting the UK again.

3 BR Victorian Cottage close to Windsor
Great place to stay, and very comfy throughout. staying there again next week for work as everything was great so why change it.

Cosy 1 Bedroom Cottage in Yarmouth
Was such a lovely cosy place to stay! We will be back in the summer! Fern and Jamie x

Lavender Row Cottage, near Midhurst
Loved our stay at Lavender Cottage - it is so cosy and homely and in a stunning location. Our dog, Lyra, enjoyed the garden and the neighbouring polo field! Comfy bed and great log burner - a fabulous place for a short break.
Quick stats about cottage rentals in City of Winchester
Total rentals
100 properties
Nightly prices starting at
$46 AUD before taxes and fees
Total number of reviews
5.5K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Destinations to explore
- River Thames Holiday rentals
- Oxford Holiday rentals
- South London Holiday rentals
- Royal Borough of Kensington and Chelsea Holiday rentals
- Cotswolds Holiday rentals
- Cotswold District 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
- Pet-friendly rentals City of Winchester
- Rentals with a hot tub City of Winchester
- Rentals with a washing machine and dryer City of Winchester
- Rentals with beach access City of Winchester
- Apartment rentals City of Winchester
- Smoking-friendly rentals City of Winchester
- Townhouse rentals City of Winchester
- Rentals with outdoor seating City of Winchester
- Kid-friendly rentals City of Winchester
- Rentals with breakfast City of Winchester
- Fitness-friendly rentals City of Winchester
- Cabin rentals City of Winchester
- Condo rentals City of Winchester
- Rentals with an EV charger City of Winchester
- Serviced apartment rentals City of Winchester
- Guesthouse rentals City of Winchester
- Tiny house rentals City of Winchester
- Rentals with a fireplace City of Winchester
- Bed and breakfasts City of Winchester
- Rentals with a patio City of Winchester
- Shepherds hut rentals City of Winchester
- Waterfront rentals City of Winchester
- House rentals City of Winchester
- Family-friendly rentals City of Winchester
- Rentals with a fire pit City of Winchester
- Private suite rentals City of Winchester
- Barn rentals City of Winchester
- Rentals with pools City of Winchester
- Bungalow rentals City of Winchester
- Rentals with lake access City of 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
- Boscombe Beach
- Oxford University
- Southbourne Beach
- Paultons Park Home of Peppa Pig World
- Goodwood Motor Circuit
- Twickenham Stadium
- Stonehenge
- Winchester Cathedral
- Hampton Court Palace
- Port Meadow
- West Wittering Beach
- Arundel Castle
- Chessington World of Adventures Resort
- Highclere Castle
- Goodwood Racecourse
- Tapnell Farm Park
- RHS Garden Wisley
- The Tank Museum
- Marwell Zoo
- Thorpe Park Resort
- Worthing Pier
- Things to do City of Winchester
- Things to do Hampshire
- Art and culture Hampshire
- Nature and outdoors Hampshire
- Things to do England
- Wellness England
- Sightseeing England
- Food and drink England
- Entertainment England
- Nature and outdoors England
- Art and culture England
- Tours England
- Sports activities England
- Things to do United Kingdom
- Entertainment United Kingdom
- Wellness United Kingdom
- Nature and outdoors United Kingdom
- Sports activities United Kingdom
- Food and drink United Kingdom
- Tours United Kingdom
- Sightseeing United Kingdom
- Art and culture United Kingdom