
Cottage vacation rentals in City of Winchester
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Top-rated cottage rentals in City of Winchester
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Popular amenities for City of Winchester cottage rentals
Cottage rentals with a hot tub

Cosy little country cottage with luxury hot tub
Lorraine and Baz were lovely and gave us all the relevant information. They we’re flexible with check out times and all questions were answered quickly. The local pubs were lovely and we met regulars who gave us further information about walks which we went on that were lovely, definitely check out Avebury if you stay. The hot tub was a lovely touch! Thank you very much for everything xx

‘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 such a fantastic time in Jocelyn and David’s Air B & B with our 11 month old twins. The place is very child friendly with cots, highchairs and plenty of toys which our twins loved to play with. Everything is very cosy and comfortable (with comfy sofas and beds) and the kitchen is well equipped. Everything was also very clean. We also enjoyed having a glass of wine in the hot tub after we put our twins to bed. It is in a great location with plenty of great nearby pubs and walks. A big highlight was all the amazing gentle and friendly animals - horses, a donkey, and chickens to name a few which we and our twins enjoyed going to see every morning. We also thought Jocelyn and David were thoughtful hosts and very friendly. We would thoroughly recommend to families or couples. We hope to be back soon! Thank you Jocelyn and David!

Cottage with Covered Hot Tub Godshill New Forest
We had a fantastic few days in Godshill, staying with elderly parents and 2 young children. Host was very helpful and let us check-in a bit early, the house is beautiful and has everything you need with perfectly labelled instructions. Very comfortable beds and loved the hot tub and games room! Thoroughly recommend!!!

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.
We had a really great stay, and wouldn’t hesitate to rebook and recommend to others. The location was really perfect for what we wanted. Chrissie is a brilliant host, she has really thought of everything and her instructions were clear. We didn’t need any help so Chrissie left us to enjoy our stay in peace but if we did need anything we were reassured that she would be responsive. Communication was great. Loved the hot tub and wood burner.

Luxury rural thatched cottage with cedar hot tub.
Great property with a huge garden which was great for the children and dog to run around in, Keith was friendly and the property was stocked with amenities which was fantastic. would definitely recommend
Pet-friendly cottage rentals

Self contained Cottage near the beach and Goodwood
Lorna and Kevin’s place was just what I had hoped for. I took my elderly father and everything wa s on one level for him. Everything was clean and comfortable, the house was easy to find. Suggestions for places to visit and places to eat were readily accessible. Cottage was very clean and comfortable. Thank you for a lovely place to call home during our visit

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
The cottage is warm, friendly and welcoming. The bedrooms get glorious light in the morning and the back garden is an oasis. Lots of lovely coffee shops and atmospheric pubs within walking distance. We really enjoyed it.

Manor Farm Cottage
If I could give extra stars beyond the 5 star rating, I really would. Hillary's AirBnB is beautiful, exactly what my wife and I needed and agreed it was one of the best places we've stayed at via AirBnB. Hillary allowed for an early check-in, was really communicative being friendly and helpful whenever we did communicate. Cannot recommend enough!

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!

Colindale Cottage, Nether Wallop
Great stay in a very quiet and peaceful village. Great dog walking from the door. Sun room and lounge an excellent place. Host very helpful, even got a tour of the village and learnt all about the history.

Coastal cottage ferry discount family&dog welcome
We had a lovely stay over Easter, the weather was mixed but the village has everything you need- a few cafes snd pubs, baker, butcher, fishmonger and a couple of coops. Lots of places to walk and visit from the cottage. The off road parking is great but a bit tight for a larger car. The house was spotless, warm and comfortable. Stairs are steep ( common in houses of this age), but my elderly father managed ok. Thanks for a fun break!
Private cottage rentals

Harbour Cottage Your Romantic Getaway in Cowes
We had a lovely stay, everything was clean and as described. The stairs up to the bedroom are steep and a bit of a squeeze so bear this in mind. Debbie was a responsive and helpful host beforehand. I’d recommend this place to stay with the above caveat re the stairs.

Delightful 2 bed/bathroom cottage, rural location
Perfect cottage with great amenities and a great location for us. London easily accessible and also West Sussex. Sociana was the perfect host We hope to be back James and Charlotte.

Entire Penny Cottage
Cathia was an incredible host and made me feel so welcome. I was staying with my bridesmaids for my wedding and Cathia made the trip extra special. She is super responsive and her place is beautiful! Thank you so much!

Fern Lodge at Oakwood West Holidays
Really relaxing, comfortable and peaceful. Superb decking area and private garden area. Lots of places to visit and the setting is lovely. In fact, met all our expectations and more! Really pleasant stay in sumptuous surroundings. Outstanding host!

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)
Rachel was an incredible host that went out of her way to make us feel at home all throughout our stay! The home was immaculate and had everything we needed to enjoy our stay to the fullest, and Rachel was available whenever to help us out. Our time here was amazing and I would recommend it to anyone wishing to have a peaceful and private retreat in nature.

Dairy Cottage. Gorgeous cosy retreat.
An ideal location for an extended stay and enjoyable holidays. The Foxhill reception and attentive service is excellent Nothing is too much trouble and Dairy cottage is equipped with everything you need.

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
Quick stats about cottage rentals in City of Winchester
Total rentals
100 properties
Nightly prices starting at
$30 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
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